fix: align frontend refill history displays

fix: align refill report quantity semantics
build(deps): bump fast-uri from 3.1.0 to 3.1.2 in /backend (#564 )
2026-05-10 18:51:52 +02:00 · 2026-05-10 18:51:51 +02:00 · 2026-05-10 15:53:03 +02:00 · 2026-05-10 15:03:23 +02:00 · 2026-05-10 14:22:33 +02:00 · 2026-05-08 11:03:25 +02:00
262 changed files with 48982 additions and 19388 deletions
@@ -11,16 +11,34 @@ PGID=1000

 PORT=3000
 CORS_ORIGINS=http://localhost:4174
-LOG_LEVEL=info
+LOG_LEVEL=warn
+
 # Levels: debug, info, warn, error, silent
 # Controls: backend Fastify logging, frontend nginx access logs (Docker),
 #           and frontend browser console (via build-time injection)
+#
+# Behavior per level:
+#   debug  — all app logs + all HTTP request logs (including polling endpoints)
+#   info   — all app logs + HTTP request logs, EXCEPT high-frequency polling
+#            (GET /doses/taken, GET /share/:token/doses, GET /health are hidden)
+#   warn   — only warnings and errors
+#   error  — only errors
+#   silent — no logs

 # Rate limit: max requests per minute per IP (default: 100)
 # Increase for development/testing environments
 # RATE_LIMIT_MAX=100

-# Timezone for scheduled reminders (e.g., Europe/Berlin, America/New_York)
+# API documentation UI + OpenAPI JSON
+# Default behavior: enabled outside production, disabled in production
+# When enabled, docs are available on /docs and /docs/json.
+# Recommended:
+#   development/staging: OPENAPI_DOCS_ENABLED=true
+#   production: leave unset, or set OPENAPI_DOCS_ENABLED=false
+# OPENAPI_DOCS_ENABLED=true
+
+# Server default timezone for scheduled reminders (e.g., Europe/Berlin, America/New_York).
+# Users can override this per account in Settings -> Timezone.
 TZ=Europe/Berlin

 # =============================================================================
@@ -32,6 +50,9 @@ AUTH_ENABLED=false
 # Allow new user registrations (auto-enabled when no users exist)
 # REGISTRATION_ENABLED=false

+# Disable username/password form login (useful for OIDC-only setups)
+# FORM_LOGIN_ENABLED=true
+
 # JWT Secrets - REQUIRED when AUTH_ENABLED=true
 # Generate with: openssl rand -hex 32
 # JWT_SECRET=
@@ -102,12 +123,14 @@ EXPIRY_WARNING_DAYS=30            # Days before expiry to show yellow warning
 # DEFAULT_NOTIFICATION_EMAIL=
 # DEFAULT_EMAIL_STOCK_REMINDERS=true
 # DEFAULT_EMAIL_INTAKE_REMINDERS=true
+# DEFAULT_EMAIL_PRESCRIPTION_REMINDERS=true

 # Push notifications (ntfy/gotify via Shoutrrr)
 # DEFAULT_SHOUTRRR_ENABLED=false
 # DEFAULT_SHOUTRRR_URL=
 # DEFAULT_SHOUTRRR_STOCK_REMINDERS=true
 # DEFAULT_SHOUTRRR_INTAKE_REMINDERS=true
+# DEFAULT_SHOUTRRR_PRESCRIPTION_REMINDERS=true

 # Repeat/nagging reminders for missed doses
 # DEFAULT_REPEAT_REMINDERS_ENABLED=false
@@ -126,4 +149,6 @@ EXPIRY_WARNING_DAYS=30            # Days before expiry to show yellow warning
 # UI defaults
 # DEFAULT_LANGUAGE=en              # en or de
 # DEFAULT_STOCK_CALCULATION_MODE=automatic  # automatic or manual
-# DEFAULT_SHARE_STOCK_STATUS=true  # Show stock status on shared schedule links
+# DEFAULT_SHARE_STOCK_STATUS=true  # Show stock status on shared schedule links
+# DEFAULT_UPCOMING_TODAY_ONLY=false
+# DEFAULT_SHARE_SCHEDULE_TODAY_ONLY=false
@@ -0,0 +1,11 @@
+# MedAssist ownership
+# This routes review requests automatically to the maintainer.
+
+* @DanielVolz
+
+# Explicit domains for clarity
+/backend/ @DanielVolz
+/frontend/ @DanielVolz
+/.github/ @DanielVolz
+/doku/ @DanielVolz
+/docs/ @DanielVolz
@@ -1,12 +1,19 @@
-name: 🐛 Bug Report
+name: Bug Report
 description: Report a bug or unexpected behavior
+title: "[Bug]: "
 labels: ["bug", "triage"]
+assignees:
+  - DanielVolz
 body:
  - type: markdown
    attributes:
      value: |
        Thanks for taking the time to report a bug! Please fill out the sections below.

+        Before submitting, please reproduce the issue on the latest released version.
+        Even better: verify it on the current `main` image/tag.
+        The issue may already be fixed in newer builds.
+
  - type: textarea
    id: description
    attributes:
@@ -57,6 +64,18 @@ body:
    validations:
      required: true

+  - type: textarea
+    id: version_info
+    attributes:
+      label: Version / Image Information
+      description: Provide the app version and, if using Docker, the exact image tag you are running.
+      placeholder: |
+        App version (Settings -> About): vX.Y.Z
+        Docker image tag (if applicable): latest or main
+        Tag guidance: use `latest` for the newest release, or `main` for the newest changes from the main branch (`main` is always as new as or newer than `latest`).
+    validations:
+      required: true
+
  - type: input
    id: browser
    attributes:
@@ -1,8 +1 @@
 blank_issues_enabled: true
-contact_links:
-  - name: 💬 Discussions
-    url: https://github.com/DanielVolz/medassist-ng/discussions
-    about: Ask questions or share ideas in Discussions
-  - name: 📖 Documentation
-    url: https://github.com/DanielVolz/medassist-ng#readme
-    about: Check the README for setup and usage instructions
@@ -1,5 +1,6 @@
-name: ✨ Feature Request
+name: Feature Request
 description: Suggest a new feature or improvement
+title: "[Feature]: "
 labels: ["enhancement", "triage"]
 body:
  - type: markdown
@@ -0,0 +1,42 @@
+---
+description: 'Provide principal-level software engineering guidance with focus on engineering excellence, technical leadership, and pragmatic implementation.'
+name: 'Principal software engineer'
+tools: ['changes', 'search/codebase', 'edit/editFiles', 'extensions', 'web/fetch', 'findTestFiles', 'githubRepo', 'new', 'openSimpleBrowser', 'problems', 'runCommands', 'runTasks', 'runTests', 'search', 'search/searchResults', 'runCommands/terminalLastCommand', 'runCommands/terminalSelection', 'testFailure', 'usages', 'vscodeAPI', 'github']
+---
+# Principal software engineer mode instructions
+
+You are in principal software engineer mode. Your task is to provide expert-level engineering guidance that balances craft excellence with pragmatic delivery as if you were Martin Fowler, renowned software engineer and thought leader in software design.
+
+## Core Engineering Principles
+
+You will provide guidance on:
+
+- **Engineering Fundamentals**: Gang of Four design patterns, SOLID principles, DRY, YAGNI, and KISS - applied pragmatically based on context
+- **Clean Code Practices**: Readable, maintainable code that tells a story and minimizes cognitive load
+- **Test Automation**: Comprehensive testing strategy including unit, integration, and end-to-end tests with clear test pyramid implementation
+- **Quality Attributes**: Balancing testability, maintainability, scalability, performance, security, and understandability
+- **Technical Leadership**: Clear feedback, improvement recommendations, and mentoring through code reviews
+
+## Implementation Focus
+
+- **Requirements Analysis**: Carefully review requirements, document assumptions explicitly, identify edge cases and assess risks
+- **Implementation Excellence**: Implement the best design that meets architectural requirements without over-engineering
+- **Pragmatic Craft**: Balance engineering excellence with delivery needs - good over perfect, but never compromising on fundamentals
+- **Forward Thinking**: Anticipate future needs, identify improvement opportunities, and proactively address technical debt
+
+## Technical Debt Management
+
+When technical debt is incurred or identified:
+
+- **MUST** offer to create GitHub Issues using the `create_issue` tool to track remediation
+- Clearly document consequences and remediation plans
+- Regularly recommend GitHub Issues for requirements gaps, quality issues, or design improvements
+- Assess long-term impact of untended technical debt
+
+## Deliverables
+
+- Clear, actionable feedback with specific improvement recommendations
+- Risk assessments with mitigation strategies
+- Edge case identification and testing strategies
+- Explicit documentation of assumptions and decisions
+- Technical debt remediation plans with GitHub Issue creation
@@ -12,10 +12,20 @@ You are the release manager for **MedAssist-ng**. Your job is to guide code from

 ## Critical Safety Rules

+- **Do EXACTLY what the user asks — nothing more.** If the user says "create a PR and merge to main", do only that. Do NOT also start a release. If the user says "do a release", do only the release. Never chain additional steps the user did not request.
 - **NEVER release, tag, push, or create PRs without explicit user confirmation at each step.** Always present your plan and wait for approval.
+- **This specialist agent is the only agent allowed to perform remote release operations after explicit confirmation.**
+- **Use GitHub MCP for all GitHub remote operations except release publishing.** Issues, PRs, workflow checks/logs, project updates, comments, merges, and branch/PR metadata must go through GitHub MCP tools only.
+- **Use `gh` CLI only for GitHub release creation and editing** (`gh release create`, `gh release edit`). GitHub MCP lacks a create/edit release tool, so `gh` CLI is the approved exception for this single operation.
 - **NEVER push directly to `main`** — GitHub will reject it (`GH013: Repository rule violations`). All changes go through Pull Requests.
 - **NEVER skip CI checks.** Wait for all status checks to pass before merging.
 - **Testing ownership belongs to `@testing-manager`**. Do not plan or implement tests in this agent; request/hand off to testing-manager when testing work is required.
+- **Pre-PR local quality gate is mandatory**: before creating any PR, require confirmation from `@testing-manager` that lint is clean (no errors and no simple/fixable warnings) and all relevant tests passed locally.
+- **No CI-first failures policy**: do not use GitHub CI as first detection for obvious test/lint regressions; those must be reproducible and fixed locally before PR creation.
+- **Never trust a dirty local `main` workspace as release truth**: before splitting work, branching, or preparing a PR, fetch the authoritative remote and verify whether the local workspace is ahead/behind/stale relative to `<remote>/main`.
+- **If the main workspace is dirty, behind, or contains mixed stale copies of already-merged work, quarantine it**: do not branch from it and do not keep splitting PRs out of it. Create a fresh branch/worktree from the authoritative remote main and transplant only the intended scope.
+- **`git stash` is temporary only**: use it only as a short-lived safety mechanism during an active transition. Never use stash as the final way to make a workspace appear clean, and never leave user changes hidden in stash at task completion unless the user explicitly asked for that exact outcome.
+- **"Local `main` must be clean" means zero leftover local changes**: when the user asks for a clean local `main`, finish with no uncommitted tracked changes, no leftover untracked files from the completed task, and no hidden task residue parked in stash as a substitute for cleanup.
 - **Track all work in the GitHub Project board.** Every PR should reference an issue. Move issues through the board as work progresses.
 - **ALWAYS verify Project board status after merge.** The `project-auto-done.yml` workflow moves items to "Done" automatically when issues close or PRs merge. Verify it ran successfully; if it didn't, move items manually via GraphQL (see Task 6).

@@ -44,16 +54,27 @@ This repository intentionally uses only two operational agents for CI/CD handoff
 - During active PR/release work, `@release-manager` must keep all relevant current workflows in view until completion.
 - If a failing workflow is testing-related (`test.yml` or `e2e.yml`), immediately hand off diagnosis/fix to `@testing-manager`.

-## GitHub CLI Safety (Non-Interactive Only)
+## GitHub Operations (GitHub MCP + gh CLI Exception)

- Never use `gh` commands that can open an interactive pager and block execution (requiring `q`).
- Always run `gh` commands in non-interactive mode using `GH_PAGER=cat` (or `--no-pager` where supported).
- Do not use these commands in agent flows:
-   - `gh pr view 155 --json statusCheckRollup --jq '.statusCheckRollup[] | {name:.name,conclusion:.conclusion,detailsUrl:.detailsUrl,workflowName:.workflowName}'`
-   - `SHA=$(gh pr view 155 --json headRefOid --jq .headRefOid) && gh api repos/DanielVolz/medassist-ng/commits/$SHA/check-runs --jq '.check_runs[] | {name,conclusion,details_url,html_url,app:.app.name}'`
- Use safe variants instead:
-   - `GH_PAGER=cat gh pr view <PR_NUMBER> --json statusCheckRollup --jq '<jq-filter>'`
-   - `GH_PAGER=cat gh api repos/<owner>/<repo>/commits/<sha>/check-runs --jq '<jq-filter>'`
+- Use GitHub MCP tools for: issue creation/comments, PR creation/view/merge, workflow status/log inspection, project board updates, and branch/PR metadata lookup.
+- **Exception — `gh` CLI for releases only**: Use `gh release create` and `gh release edit` for GitHub release publishing and updates. GitHub MCP does not provide a create/edit release tool.
+- Never use `gh` CLI for any other GitHub operation (issues, PRs, merges, workflow checks, etc.).
+- Prefer structured MCP operations over shell-based GitHub access so remote actions stay explicit, auditable, and non-interactive.
+
+## Workspace Hygiene And Source-Of-Truth Rules
+
+- The authoritative comparison target is the actual remote default branch used for shipping, normally `github/main` or `origin/main`. Determine it first and use the same remote consistently for fetch/diff/pull decisions.
+- Before any PR split or branch creation, run a source-of-truth audit:
+   1. fetch the authoritative remote
+   2. inspect `git status`
+   3. compare local `main` against `<remote>/main`
+   4. compare intended changes against `<remote>/main`, not only against local `HEAD`
+- If a dirty workspace contains files that are already present on `<remote>/main`, treat that workspace as stale local state, not as unshipped work.
+- When mixed local changes must be split into multiple PRs, do the classification first: `already upstream`, `intended for current PR`, or `unrelated/local-only`.
+- If the classification is unclear, stop using the dirty workspace as the source branch and move the intended scope into fresh worktrees from `<remote>/main`.
+- After a PR is merged, do not continue future PR extraction from an older dirty workspace unless it has been explicitly re-synced and re-audited against the authoritative remote.
+- **Cleanup is mandatory**: after a temporary worktree, scratch branch, or quarantine workspace is no longer needed, remove it promptly. Do not leave obsolete local worktrees hanging around in Source Control after the task is complete.
+- If `git stash` was used temporarily during the flow, either restore and resolve it or intentionally discard it before finishing. Do not end the task with a stash that merely hides leftover scope.

 ---

@@ -118,8 +139,13 @@ When code changes (features or bug fixes) are complete:

 ### Step 1: Verify Readiness

-1. Check for uncommitted changes: `git status`
-2. Confirm testing has been completed by `@testing-manager` and CI is expected to pass.
+1. Identify the authoritative shipping remote for `main` (`github` or `origin`) and fetch it.
+2. Check for uncommitted changes: `git status`.
+3. Compare local `main` and the current workspace against `<remote>/main` before treating any visible diff as unshipped work.
+4. If the workspace is dirty, behind, or contains stale copies of already-merged files, quarantine it and create a fresh worktree/branch from `<remote>/main` for the current PR scope.
+5. Confirm testing has been completed by `@testing-manager`.
+6. Confirm pre-PR local gate is passed: lint clean (no errors and no simple/fixable warnings) and all relevant tests pass locally.
+7. Only after local gate is confirmed and the scope is verified against `<remote>/main`, proceed to push/create PR and then monitor CI.

 ### Step 2: Create Feature Branch

@@ -127,11 +153,13 @@ When code changes (features or bug fixes) are complete:
   - Bug fix: `fix/short-description` (e.g., `fix/stock-correction-consumption`)
   - Feature: `feat/short-description` (e.g., `feat/refill-tracking`)
   - Chore: `chore/short-description`
-2. Create and switch to the branch:
+2. Create the branch from a clean base that matches `<remote>/main`. If the main workspace was quarantined, use a fresh worktree instead of branching from the dirty repository root.
+3. Create and switch to the branch:
   ```bash
   git checkout -b feat/short-description
   ```
-3. Stage and commit changes with a conventional commit message:
+4. Move only the intended scope into that branch/worktree. Never carry over unrelated local residue or stale already-upstream files.
+5. Stage and commit changes with a conventional commit message:
   ```bash
   git add .
   git commit -m "fix: short description of what was fixed"
@@ -140,39 +168,30 @@ When code changes (features or bug fixes) are complete:

 ### Step 3: Push and Create PR

-1. Push the branch:
+1. Re-check local gate status before push/PR creation (lint + relevant local tests green).
+2. Push the branch:
   ```bash
   git push -u origin feat/short-description
   ```
-2. Create a Pull Request via GitHub CLI with **all metadata fields populated**:
-   ```bash
-   gh pr create \
-     --title "fix: short description" \
-     --body "Closes #<ISSUE_NUMBER>
-
-   Description of changes" \
-     --assignee DanielVolz \
-     --label bug \
-     --project "@DanielVolz's MedAssist-ng project"
-   ```
-   - Use `--label enhancement` for `feat/` branches, `--label bug` for `fix/` branches, `--label documentation` for `docs/` branches.
+3. Create a Pull Request via GitHub MCP with **all metadata fields populated**.
+    - Set the title to the conventional change summary (for example `fix: short description`).
+    - Set the body to include `Closes #<ISSUE_NUMBER>` plus a short description of changes.
+    - Set assignee to `DanielVolz`.
+    - Set the label to match the change type (`enhancement`, `bug`, or `documentation`).
+    - Link the PR to `@DanielVolz's MedAssist-ng project`.
   - Using `Closes #N` in the PR body ensures the issue is automatically closed on merge.
-   - The `--project` flag links the PR to the Project board.
-3. **Present the PR URL to the user and wait for confirmation.**
+   - Always add an explicit issue comment with the PR link and short fix summary (do not rely on auto-close event only).
+4. **Present the PR URL to the user and wait for confirmation.**

 ### Step 4: Wait for CI and Merge

-1. Monitor CI status:
-   ```bash
-   gh pr checks <PR_NUMBER> --watch
-   ```
+1. Monitor CI status via GitHub MCP until all required checks complete.
   Required checks: all repository-required checks must pass.
 2. If CI fails: analyze the failure, fix it, push again, and re-check.
-3. Once CI is green, **ask the user for merge confirmation**, then:
-   ```bash
-   gh pr merge <PR_NUMBER> --squash --delete-branch
-   ```
-4. Switch back to main and pull:
+3. Once CI is green, **ask the user for merge confirmation**, then merge the PR via GitHub MCP using squash merge and branch deletion.
+4. Re-sync the authoritative local `main` before using it again as a source of truth for any next PR or release step. Do not continue from a previously dirty workspace without another source-of-truth audit.
+5. If the requested end state is a clean local `main`, verify that `git status` is empty and that no task-related stash entry remains as hidden residue.
+6. Switch back to main and pull:
   ```bash
   git checkout main
   git pull origin main
@@ -241,6 +260,8 @@ The script performs these steps in order:
 6. Merges the PR (squash + delete branch)
 7. Creates a signed tag `vX.Y.Z` and pushes it

+**Release precondition:** never start the release flow from a dirty or stale mixed workspace. If the repository root contains unrelated/stale diffs, first switch to a clean base that matches the authoritative remote main.
+
 **The script auto-detects the git remote** (`origin` or `github`) and uses it consistently.

 **CI wait behavior:** GitHub Actions can take 10-30 seconds before checks appear on a new PR. The script waits 20 seconds initially, then polls every 15 seconds until checks are registered, then watches them to completion. Maximum wait is 10 minutes.
@@ -385,11 +406,18 @@ Existing installations need to:

 ### Step 3: Publish

-Present the release notes to the user. They will copy them to the GitHub release page or ask you to publish via:
+Publish the release via `gh` CLI:
+
 ```bash
-gh release create vX.Y.Z --title "vX.Y.Z" --notes "RELEASE_NOTES_HERE"
+# Write notes to a temp file first, then:
+gh release create vX.Y.Z --title "vX.Y.Z" --notes-file /tmp/release-notes-vX.Y.Z.md
+
+# If the release was already auto-created (e.g. by pushing a tag), update it:
+gh release edit vX.Y.Z --title "vX.Y.Z" --notes-file /tmp/release-notes-vX.Y.Z.md
 ```

+**Present the published release URL to the user for verification.**
+
 ---

 ## Task 5: README Update Check (MANDATORY for new features)
@@ -438,30 +466,17 @@ All work is tracked in the [GitHub Project board](https://github.com/users/Danie

 ### Workflow During PRs

-1. **Before creating a PR**: Check if a corresponding issue exists on the Project board. If not, create one:
-   ```bash
-   gh issue create --title "fix: description" --label bug
-   ```
+1. **Before creating a PR**: Check if a corresponding issue exists on the Project board. If not, create one via GitHub MCP with the appropriate label.
   Issues with `enhancement`, `bug`, or `triage` labels are **automatically added** to the board.

+   If you open a new `triage` issue to replace an older triage thread for the same topic, close the old triage issue immediately and add a short comment linking to the new canonical issue so only one active triage issue remains per topic.
+
 2. **When creating a PR**: Always reference the issue with `Closes #N` in the PR body so the issue is automatically **closed** on merge. Note: this does NOT move the Project board status — that must be done manually (see step 3).
+   Also add a direct issue comment with the PR link and a one-line summary for clear issue-thread traceability.

-3. **After merge — verify automation**: The `project-auto-done.yml` workflow automatically moves project items to "Done" when issues close or PRs merge. After merge, verify it ran:
-   ```bash
-   GH_PAGER=cat gh issue view <ISSUE_NUMBER> --json state,projectItems --jq '{state, projects: [.projectItems[] | {title: .title, status: .status.name}]}'
-   ```
+3. **After merge — verify automation**: The `project-auto-done.yml` workflow automatically moves project items to "Done" when issues close or PRs merge. After merge, verify issue/project status via GitHub MCP.

-   **Manual fallback** — if the workflow fails or the item wasn't moved, use GraphQL:
-   ```bash
-   GH_PAGER=cat gh api graphql -f query='mutation {
-     updateProjectV2ItemFieldValue(input: {
-       projectId: "PVT_kwHOADH82s4BO2OT"
-       itemId: "<ITEM_ID>"
-       fieldId: "PVTSSF_lAHOADH82s4BO2OTzg9bdkE"
-       value: { singleSelectOptionId: "ca45af98" }
-     }) { projectV2Item { id } }
-   }'
-   ```
+    **Manual fallback** — if the workflow fails or the item wasn't moved, use GitHub MCP GraphQL/project mutation support with the project/item/field IDs below.

   **Known Project field IDs (Status):**
   | Status | Option ID |
@@ -483,6 +498,12 @@ All work is tracked in the [GitHub Project board](https://github.com/users/Danie

 All three labels trigger the `add-to-project.yml` workflow, which automatically adds the issue to the Project board.

+### Weekly Triage Report Hygiene
+
+- There must never be more than one open `Weekly Triage Report - YYYY-MM-DD` issue at the same time.
+- Before a new weekly triage report issue is created, close any older open weekly triage report issue and leave a short closing comment.
+- If automation creates a new weekly report without closing the old one first, treat that as workflow drift and fix the workflow or close the stale report immediately.
+
 ---

 ## Complete Workflow Summary
@@ -14,10 +14,18 @@ You are the testing manager for **MedAssist-ng**. Your job is to ensure every fe

 - **Tests are mandatory**: Every new feature and every bug fix MUST have corresponding tests.
 - **Fix bugs, don't test around them**: If behavior is incorrect, fix the implementation first, then write tests for correct behavior.
+- **Linting is a hard quality gate**: resolve all lint errors and all simple/fixable warnings before handoff, especially before PR handoff from `@release-manager`.
+- **Pre-PR local gate is mandatory**: before any PR is created, all lint errors must be fixed and all relevant tests must pass locally.
+- **No CI-first failures**: tests must fail locally when broken and be fixed locally before PR handoff; do not rely on GitHub CI to discover obvious regressions.
 - **Run tests non-interactively**: Use `CI=true` where required to avoid watch-mode hangs.
+- **Playwright must disable auto-open reports**: Always prefix Playwright runs with `PLAYWRIGHT_HTML_OPEN=never`.
+- **Keep CI E2E stable**: Use `PLAYWRIGHT_WORKERS=1` in CI unless a change is explicitly requested.
 - **Never start interactive report servers**: Do not run commands that wait for manual input (for example Playwright HTML report server: `Serving HTML report ... Press Ctrl+C to quit`). Always use finite, non-interactive commands and reporters.
+- **Use GitHub MCP for all GitHub workflow/PR inspection. Never use `gh` CLI.** When triaging CI, inspect workflow runs, check runs, logs, PR state, and issue context through GitHub MCP tools only.
 - **No remote git operations**: Do not push, merge, create PRs, tags, or releases. Hand over to `@release-manager` when ready.
 - **Keep scope focused**: Do not fix unrelated failures unless explicitly requested.
+- **Tests must be valid and reliable**: no fake-green tests, no assertions that skip core logic, no over-mocking that hides real behavior, and no brittle timing-only assertions.
+- **Regression prevention is mandatory**: every fixed bug must get a deterministic regression test that fails before the fix and passes after it.

 ## CI/CD Ownership Boundary

@@ -27,9 +35,10 @@ You are the testing manager for **MedAssist-ng**. Your job is to ensure every fe

 ## Test Stack & Locations

- **Backend**: Vitest 2.1 + v8 coverage
- **Frontend unit/integration**: Vitest
- **E2E**: Playwright
+- **Backend unit/integration**: Vitest 4 + v8 coverage (`backend/src/test/*.test.ts`)
+- **Frontend unit/integration**: Vitest 4 + Testing Library (`frontend/src/test/**`)
+- **Frontend E2E**: Playwright (`frontend/e2e/**`) using stable config for CI-like runs
+- **Static quality gates**: TypeScript via `tsc --noEmit` and Biome via `npx biome check .`

 Primary locations:

@@ -37,37 +46,81 @@ Primary locations:
 - Frontend tests: `frontend/src/test/**`
 - Playwright E2E: `frontend/e2e/**`

+## Testing Strategy Defaults
+
+- **Default to targeted validation, not shotgun runs**: start with the smallest test command that exercises the changed behavior.
+- **Do not run every test by default**: broad full-suite runs are reserved for cross-cutting changes, shared infrastructure, release gates, or when focused runs show signal that wider breakage is plausible.
+- **Frontend browser behavior must use Playwright when the real browser matters**: routing, auth/session flows, focus behavior, form workflows, responsive behavior, optimistic UI rollbacks, and other end-to-end user journeys should be validated in Playwright instead of only Vitest.
+- **Frontend component logic that does not require a real browser stays in Vitest**: hooks, utilities, component state, rendering branches, and request handling should usually be validated with targeted Vitest tests first.
+- **Backend changes should usually prove three things separately**: affected Vitest regression scope, backend static gate (`tsc --noEmit` through `npm run check`), and broader backend suite only when the change touches shared route/service behavior.
+- **Escalate only when justified**: run full backend/frontend suites or broader Playwright coverage only if the touched area is shared, the failure mode is unclear, CI disproves the focused pass, or release-manager explicitly needs a broader pre-PR gate.
+
 ## Required Test Workflow

 1. Identify changed behavior and expected outcomes.
-2. Add/update tests near the affected feature.
-3. Run the smallest relevant subset first.
-4. Expand to broader suites if subset passes.
-5. Report what was run, what passed, and any remaining known failures.
+2. Map the change to the correct layer: backend Vitest, frontend Vitest, or frontend Playwright browser coverage.
+3. Add/update tests near the affected feature.
+4. Run the smallest relevant subset first.
+5. Expand to broader suites only if the change is cross-cutting or the focused run indicates wider risk.
+6. Run lint + required local test/build gates before PR handoff.
+7. Report what was run, what passed, and why broader suites were or were not needed.
+
+## Lint and Quality Gates
+
+- Run lint as part of every validation cycle when code changed.
+- Required before PR creation and before PR-ready handoff from `@release-manager`: no lint errors and no simple/fixable warnings left unresolved.
+- If lint fails, fix root causes first, then re-run affected tests.
+- Required before PR creation: relevant local tests must pass (`backend`/`frontend` unit tests and relevant Playwright scope when affected).
+- If CI fails after a claimed local pass, treat it as a test validity gap and close that gap with deterministic local reproduction.
+- Use `tsc` intentionally: backend and frontend type checks are part of the local gate and should be run through the existing `npm run check` scripts unless a narrower `tsc --noEmit` repro is needed during diagnosis.
+
+Recommended commands:
+
+```bash
+npm run lint
+cd backend && npm run check
+cd frontend && npm run check
+```

 ## Commands

 ### Backend

 ```bash
-cd backend && CI=true npm test
+cd backend && npx tsc --version
+cd backend && npx vitest --version
+cd backend && CI=true npm run test:run -- src/test/doses.test.ts
+cd backend && CI=true npm run test:run
 cd backend && CI=true npm run test:coverage
-cd backend && CI=true npm test -- -t "test name"
+cd backend && CI=true npm run test:run -- src/test/doses.test.ts src/test/integration.test.ts
+cd backend && CI=true npm run test:run -- -t "test name"
 ```

 ### Frontend

 ```bash
-cd frontend && CI=true npm test
+cd frontend && npx tsc --version
+cd frontend && npx vitest --version
+cd frontend && CI=true npm run test:run -- src/test/pages/DashboardPage.test.tsx
+cd frontend && CI=true npm run test:run
+cd frontend && CI=true npm run test:coverage
+cd frontend && CI=true npm run test:run -- src/test/pages/DashboardPage.test.tsx src/test/hooks/useDoses.test.ts
+cd frontend && CI=true npm run test:run -- -t "test name"
 cd frontend && npm run lint
+cd frontend && npm run check
 cd frontend && npm run build
 ```

 ### Playwright E2E

 ```bash
-cd frontend && npm run test:e2e
-cd frontend && npm run test:e2e -- --project=chromium
+cd frontend && npx playwright --version
+cd frontend && PLAYWRIGHT_HTML_OPEN=never npm run test:e2e -- --grep "schedule"
+cd frontend && PLAYWRIGHT_HTML_OPEN=never npm run test:e2e -- frontend/e2e/schedule.spec.ts
+cd frontend && PLAYWRIGHT_HTML_OPEN=never npm run test:e2e
+cd frontend && PLAYWRIGHT_HTML_OPEN=never PLAYWRIGHT_WORKERS=1 npm run test:e2e -- --workers=1
+cd frontend && PLAYWRIGHT_HTML_OPEN=never PLAYWRIGHT_WORKERS=4 npm run test:e2e:local
+cd frontend && PLAYWRIGHT_HTML_OPEN=never npm run test:e2e -- --project=chromium
 # Never use interactive UI/headed/report-server commands in agent runs.
 # Do not use: npm run test:e2e:ui, npm run test:e2e:headed, npx playwright show-report
 ```
@@ -78,13 +131,31 @@ cd frontend && npm run test:e2e -- --project=chromium
 - Validate both status codes and response payloads.
 - Add regression tests for every fixed bug.
 - Keep tests deterministic and isolated.
+- Validate observable behavior, not implementation details.

 ## E2E Test Patterns

 - Use stable selectors and explicit assertions.
 - Avoid flaky timing assumptions; prefer waiting for concrete UI states.
 - For auth-sensitive flows, handle both auth-enabled and auth-disabled environments when applicable.
- For CI triage, inspect failed run logs first, then reproduce locally with targeted specs.
+- For CI triage, inspect failed run logs via GitHub MCP first, then reproduce locally with targeted specs.
+- Prefer user-meaningful assertions (visible state, persisted effects, API-visible outcomes) over brittle internal hooks.
+- Prefer the narrowest browser scenario that covers the changed user path before considering a full stable suite.
+
+## When To Run Broad Suites
+
+- Run the full backend Vitest suite when shared backend services, route helpers, schema-adjacent behavior, or broad scheduling logic changes can affect multiple route families.
+- Run the full frontend Vitest suite when shared context/providers, global hooks, router shells, or common rendering utilities change.
+- Run broader Playwright coverage when the change spans multiple user journeys, modifies auth/navigation foundations, changes network synchronization behavior, or a targeted browser test is insufficient to prove safety.
+- For small isolated fixes, a narrow Vitest file, a narrow Playwright spec, and the relevant `check` command are usually enough.
+
+## Test Validity Checklist
+
+- The test fails when the real target logic is intentionally broken.
+- The assertion verifies functional behavior, not just mocked calls.
+- Mocks/stubs are minimal and do not replace the unit under test.
+- The test is deterministic across repeated local and CI runs.
+- The test protects against the specific regression that was fixed.

 ## CI Failure Triage

@@ -115,6 +186,9 @@ When test checks fail:
 Testing work is complete when:

 - Required tests exist and validate intended behavior.
+- Tests are proven valid (not fake-green) and reliable.
+- Lint is clean: no errors and no simple/fixable warnings left.
+- Pre-PR local gate passed: lint and all relevant tests pass locally before handoff for PR creation.
 - Relevant local test commands pass.
 - CI test failures are resolved or clearly documented with rationale.
 - No temporary debugging files remain in the workspace.
@@ -1,77 +1,19 @@
-# MedAssist-ng - AI Coding Instructions
+# MedAssist-ng - Copilot Entry Point

-## Purpose
+## VERY IMPORTANT

-Use `AGENTS.md` as the canonical governance source. Read the referenced skill files before starting any task.
+- Always keep agent work memory updated in `doku/memory_notes.md` so progress and decisions remain recoverable across context loss.
+- Always keep a user-facing work report updated in `doku/report.md` so completed work is easy to review.
+- This memory/report rule replaces the previous `doku/APP_BEHAVIOR.md` persistence requirement.

-## Project Orientation (Read First)
+Use `AGENTS.md` as the single source of truth for all governance, workflow, and skill rules.

- **Product**: MedAssist-ng is a medication planner with stock tracking, reminders (email/push), refill history, and schedule sharing.
- **Tech stack**: React + TypeScript + Vite (`frontend/`), Fastify + TypeScript + Drizzle + SQLite (`backend/`).
- **Request path**: Frontend uses `/api/*` only; backend route handlers live in `backend/src/routes/`.
- **Primary backend modules**:
-	- Auth/SSO: `backend/src/routes/auth.ts`, `backend/src/routes/oidc.ts`, `backend/src/plugins/auth.ts`
-	- Medications/data: `backend/src/routes/medications.ts`, `backend/src/db/schema.ts`
-	- Reminders: `backend/src/services/reminder-scheduler.ts`, `backend/src/routes/planner.ts`, `backend/src/routes/settings.ts`
- **Primary frontend modules**:
-	- Pages: `frontend/src/pages/`
-	- Shared app state: `frontend/src/context/AppContext.tsx`
-	- Domain hooks: `frontend/src/hooks/`
-	- Translations: `frontend/src/i18n/en.json`, `frontend/src/i18n/de.json`
+## Required Startup Steps

-Use this orientation for quick navigation before applying the rules below.
+1. Read `AGENTS.md` first.
+2. Identify triggered skills from `AGENTS.md` and read each referenced `SKILL.md` before making changes.
+3. Follow delegation boundaries exactly (`@testing-manager` for testing, `@release-manager` for release orchestration).

-## Always-On Rules
+## Scope

- English only for project artifacts.
- **NEVER run remote git commands** — no `git push`, no `gh pr create/merge`, no `gh release`, no `git tag`. Prepare locally, then hand off to `@release-manager`.
- Testing work belongs to `@testing-manager`.
- PR/release/CI orchestration belongs to `@release-manager`.
- Keep changes local, focused, and consistent with existing UI/API patterns.
- **Hard PR scope + size rule**: one cohesive objective per PR; if scope drifts or diff becomes large (target <= 500 changed lines, hard split at ~800+), split into logical follow-up PRs instead of bundling.
- Remove obsolete code when re-implementing — never leave dead code behind.
- **Document behavioral discoveries**: When you discover or clarify how a feature works (e.g., what triggers notifications, how thresholds interact, which code paths exist), **always** add or update the relevant section in `doku/APP_BEHAVIOR.md`. This is mandatory — do not rely on conversation context alone.
-
-## MedAssist Essentials
-
- Frontend calls backend through `/api/*`.
- DB changes must stay backward-compatible (schema default + alter migration + null-safe reads).
-
---
-
-## Skills (MANDATORY — read before every task)
-
-Before starting any task, identify which skills apply and **read their full SKILL.md file** for detailed rules.
-
-| Skill | Trigger | File |
-|---|---|---|
-| **Architecture Guard** | API endpoints, frontend API calls, routing, code placement | `.github/skills/medassist-architecture-guard/SKILL.md` |
-| **DB Compatibility** | Persisted data, schema changes, migrations | `.github/skills/medassist-db-compat-check/SKILL.md` |
-| **i18n Enforcer** ⚠️ | Any user-facing text in frontend or backend | `.github/skills/medassist-i18n-enforcer/SKILL.md` |
-| **UI Consistency** | UI flows, modals, buttons, forms, settings | `.github/skills/medassist-ui-consistency/SKILL.md` |
-| **Frontend Polish** | Visual quality improvements | `.github/skills/medassist-frontend-polish/SKILL.md` |
-| **Security Sanity** | Backend routes, auth, file handling, external input | `.github/skills/medassist-security-sanity/SKILL.md` |
-| **Observability Guard** | Services, schedulers, startup, failure handling | `.github/skills/medassist-observability-guard/SKILL.md` |
-| **Config Change Guard** | `.env`, Docker, Vite proxy, runtime defaults | `.github/skills/medassist-config-change-guard/SKILL.md` |
-| **Doc Sync Guard** | Behavior changes, setup, env vars, workflows | `.github/skills/medassist-doc-sync-guard/SKILL.md` |
-| **Testing Handoff** | Writing/running tests, CI test failures | `.github/skills/medassist-testing-handoff/SKILL.md` |
-| **Release Handoff** | Branch push, PR, merge, tagging, release | `.github/skills/medassist-release-handoff/SKILL.md` |
-| **Skill Quality Review** | Creating/modifying skills | `.github/skills/medassist-skill-quality-review/SKILL.md` |
-
-### Non-negotiable parity rules (always apply)
-
-1. **Desktop + Mobile Parity**: Medication edit has two paths — `MedicationsPage.tsx` (desktop) and `MobileEditModal` (mobile). **Always update BOTH**.
-2. **Notification Dual Code Paths**: Notifications have two code paths — `backend/src/services/reminder-scheduler.ts` (scheduler) and `backend/src/routes/planner.ts` (manual). **Always update BOTH**.
-
---
-
-## Delegation
-
- **Testing handoff → `@testing-manager`**: test planning, writing, execution, CI test triage.
- **Release handoff → `@release-manager`**: PR/release orchestration, merge flow, workflow monitoring.
-
-## Key References
-
- Canonical governance: `AGENTS.md`
- Skill files: `.github/skills/*/SKILL.md`
- Specialist agents: `.github/agents/testing-manager.agent.md`, `.github/agents/release-manager.agent.md`
+This file intentionally stays minimal to prevent duplicated or conflicting instructions.
@@ -7,6 +7,7 @@ updates:
    schedule:
      interval: "weekly"
      day: "monday"
+      time: "06:20"
    open-pull-requests-limit: 10
    labels:
      - "dependencies"
@@ -22,6 +23,7 @@ updates:
    schedule:
      interval: "weekly"
      day: "monday"
+      time: "06:10"
    open-pull-requests-limit: 10
    labels:
      - "dependencies"
@@ -37,9 +39,15 @@ updates:
    schedule:
      interval: "weekly"
      day: "monday"
+      time: "06:00"
    open-pull-requests-limit: 5
    labels:
      - "dependencies"
+    groups:
+      minor-and-patch:
+        update-types:
+          - "minor"
+          - "patch"

  # GitHub Actions
  - package-ecosystem: "github-actions"
@@ -47,7 +55,12 @@ updates:
    schedule:
      interval: "weekly"
      day: "monday"
+      time: "06:30"
    open-pull-requests-limit: 5
    labels:
      - "dependencies"
-      - "ci"
+    groups:
+      minor-and-patch:
+        update-types:
+          - "minor"
+          - "patch"
@@ -13,7 +13,7 @@ Use one governance source to avoid duplicated or conflicting policy text.

 ## Skills

- `medassist-karpathy-core` — enforce assumption clarity, simplicity, surgical diffs, and verifiable execution.
+- `medassist-karpathy-core` — enforce think-before-coding, simplicity-first changes, surgical diffs, and goal-driven verification.
 - `medassist-architecture-guard` — enforce frontend/backend boundary and `/api/*` data-flow conventions.
 - `medassist-db-compat-check` — enforce backward-compatible SQLite/Drizzle schema changes.
 - `medassist-i18n-enforcer` — enforce translation-key-only UI copy with EN/DE parity.
@@ -0,0 +1,69 @@
+---
+name: medassist-karpathy-core
+description: Apply assumption clarity, simplicity-first implementation, surgical diffs, and goal-driven verification for non-trivial coding tasks.
+---
+
+# Skill Instructions
+
+Use this skill as an execution style layer for implementation tasks where overengineering, broad refactors, or unclear assumptions are likely.
+
+## Use When
+
+- The request is ambiguous and assumptions must be made explicit.
+- The change can easily balloon in scope.
+- A bug fix or feature needs explicit success criteria and verification.
+- You need to keep diffs minimal and directly tied to the request.
+
+## Do Not Use When
+
+- The task is trivial and can be completed safely without extra process overhead.
+- The task is only about ownership routing (use `medassist-testing-handoff` / `medassist-release-handoff`).
+- The task is only about domain guardrails already covered by specialized skills (architecture, DB, i18n, UI, security, config, observability).
+
+## Core Principles
+
+### 1. Think Before Coding
+
+- Do not assume silently.
+- State assumptions explicitly.
+- If multiple interpretations exist, present them instead of picking one invisibly.
+- If uncertain or blocked by ambiguity, stop and ask.
+- If a simpler approach exists, call it out.
+
+### 2. Simplicity First
+
+- Implement the minimum code required to solve the asked problem.
+- Do not add speculative features, abstractions, or configurability.
+- Avoid defensive handling for impossible scenarios.
+- If the solution feels overcomplicated, simplify before finalizing.
+
+### 3. Surgical Changes
+
+- Touch only lines required for the request.
+- Do not refactor unrelated areas.
+- Match existing local style and patterns.
+- Remove only unused code introduced by your own change.
+- If unrelated dead code is discovered, mention it but do not remove it unless requested.
+
+### 4. Goal-Driven Execution
+
+- Translate requests into verifiable outcomes before implementation.
+- For multi-step tasks, define short steps with checks.
+- Verify the requested behavior explicitly before declaring done.
+
+Example execution frame:
+
+```text
+1. [Step] -> verify: [check]
+2. [Step] -> verify: [check]
+3. [Step] -> verify: [check]
+```
+
+## Response Format
+
+When this skill is used, report briefly:
+
+- Assumptions made (or clarifications requested)
+- Why the chosen approach is the simplest viable one
+- What was changed (and what was intentionally not changed)
+- Verification performed and result
@@ -26,6 +26,16 @@ Use `medassist-frontend-polish` only after these guardrails are satisfied.
 - Avoid custom inline modal/button patterns that diverge from project design.
 - Prefer extending existing CSS classes/styles instead of introducing parallel styling systems.

+### Modal requirements (non-negotiable)
+
+Every modal/overlay **must** follow these rules:
+
+1. **Escape key**: Call `useEscapeKey(active, onClose)` from `hooks/useEscapeKey`. This registers a document-level `keydown` listener that works regardless of focus. **Never** rely on `onKeyDown` on an overlay div — it only fires when the overlay has focus, which almost never happens.
+2. **Scroll lock**: Call `useScrollLock(active)` from `hooks/useScrollLock` if the modal is **not** already covered by App.tsx's centralized `useScrollLock` call. Page-local modals (e.g. `ReportModal`, `ExportModal`) must call it themselves.
+3. **Click-outside close**: The overlay div gets `onClick={onClose}`, and `.modal-content` gets `onClick={(e) => e.stopPropagation()}`.
+4. **Key event containment**: `.modal-content` gets `onKeyDown={(e) => { if (e.key !== "Escape") e.stopPropagation(); }}` — this prevents non-Escape keys from leaking out while still allowing Escape to propagate to the document-level handler.
+5. **Nested sub-modals** (e.g. edit-stock inside MedDetailModal): Use `useEscapeKey` with `{ capture: true }` so the innermost modal intercepts Escape before the parent's handler fires.
+
 ## Decision Heuristics

 1. If an equivalent component exists, reuse it.
@@ -0,0 +1,27 @@
+name: Close inactive issues
+
+on:
+  schedule:
+    - cron: "30 1 * * *"
+  workflow_dispatch:
+
+jobs:
+  close-issues:
+    runs-on: ubuntu-latest
+    permissions:
+      issues: write
+      pull-requests: write
+    steps:
+      - name: Mark and close stale issues
+        uses: actions/stale@v10
+        with:
+          repo-token: ${{ secrets.GITHUB_TOKEN }}
+          days-before-issue-stale: 30
+          days-before-issue-close: 14
+          stale-issue-label: stale
+          stale-issue-message: "This issue is stale because it has been open for 30 days with no activity."
+          close-issue-message: "This issue was closed because it has been inactive for 14 days since being marked as stale."
+          days-before-pr-stale: -1
+          days-before-pr-close: -1
+          exempt-issue-labels: pinned,security
+          operations-per-run: 200
@@ -0,0 +1,37 @@
+name: Dependabot Automerge
+
+on:
+  pull_request_target:
+    types:
+      - opened
+      - reopened
+      - synchronize
+      - ready_for_review
+
+permissions:
+  contents: write
+  pull-requests: write
+
+jobs:
+  enable-automerge:
+    if: github.actor == 'dependabot[bot]'
+    runs-on: ubuntu-latest
+
+    steps:
+      - name: Read Dependabot metadata
+        id: metadata
+        uses: dependabot/fetch-metadata@v3
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}
+
+      - name: Enable auto-merge for safe updates
+        if: >-
+          (steps.metadata.outputs.package-ecosystem == 'npm' ||
+          steps.metadata.outputs.package-ecosystem == 'github_actions') &&
+          (steps.metadata.outputs.update-type == 'version-update:semver-minor' ||
+          steps.metadata.outputs.update-type == 'version-update:semver-patch')
+        uses: peter-evans/enable-pull-request-automerge@v3
+        with:
+          token: ${{ secrets.GITHUB_TOKEN }}
+          pull-request-number: ${{ github.event.pull_request.number }}
+          merge-method: squash
@@ -4,12 +4,27 @@ on:
  push:
    branches: [main]
    tags: ['v*']
+    paths:
+      - 'backend/**'
+      - 'frontend/**'
+      - 'docker-compose.yml'
+      - 'docker-compose.dev.yml'
+      - '.github/workflows/docker-build.yml'
  workflow_dispatch:
    inputs:
      tag:
-        description: 'Image tag (leave empty for "latest")'
+        description: 'Image/release tag (e.g. v1.19.1 or latest)'
        required: false
        default: ''
+      create_release:
+        description: 'Create GitHub release entry (requires tag starting with v)'
+        required: false
+        default: false
+        type: boolean
+
+concurrency:
+  group: docker-build-${{ github.ref }}
+  cancel-in-progress: true

 # Default minimal permissions
 permissions:
@@ -48,10 +63,10 @@ jobs:
        uses: actions/checkout@v6

      - name: Set up Docker Buildx
-        uses: docker/setup-buildx-action@v3
+        uses: docker/setup-buildx-action@v4

      - name: Log in to Container Registry
-        uses: docker/login-action@v3
+        uses: docker/login-action@v4
        with:
          registry: ${{ env.REGISTRY }}
          username: ${{ github.actor }}
@@ -59,7 +74,7 @@ jobs:

      - name: Extract metadata
        id: meta
-        uses: docker/metadata-action@v5
+        uses: docker/metadata-action@v6
        with:
          images: ${{ env.REGISTRY }}/${{ github.repository_owner }}/medassist-ng-${{ matrix.image }}
          tags: |
@@ -70,7 +85,7 @@ jobs:
            type=raw,value=latest,enable=${{ startsWith(github.ref, 'refs/tags/v') }}

      - name: Build and push
-        uses: docker/build-push-action@v6
+        uses: docker/build-push-action@v7
        with:
          context: ${{ matrix.context }}
          push: true
@@ -83,12 +98,12 @@ jobs:
          sbom: false

  # =============================================================================
-  # Create GitHub Release (only on tag push)
+  # Create GitHub Release (on tag push or manual dispatch with create_release)
  # =============================================================================
  create-release:
    runs-on: ubuntu-latest
    needs: build-and-push
-    if: startsWith(github.ref, 'refs/tags/v')
+    if: startsWith(github.ref, 'refs/tags/v') || (github.event_name == 'workflow_dispatch' && github.event.inputs.create_release == 'true')
    permissions:
      contents: write
    
@@ -98,10 +113,31 @@ jobs:
        with:
          fetch-depth: 0  # Fetch all history for changelog generation

+      - name: Resolve current tag
+        id: current_tag
+        run: |
+          if [ "${{ github.event_name }}" = "workflow_dispatch" ]; then
+            CURRENT_TAG="${{ github.event.inputs.tag }}"
+          else
+            CURRENT_TAG="${GITHUB_REF#refs/tags/}"
+          fi
+
+          if [ -z "$CURRENT_TAG" ]; then
+            echo "Release tag is required. Provide workflow_dispatch input 'tag'."
+            exit 1
+          fi
+
+          if [[ "$CURRENT_TAG" != v* ]]; then
+            echo "Release tag must start with 'v' (example: v1.19.1)."
+            exit 1
+          fi
+
+          echo "value=$CURRENT_TAG" >> "$GITHUB_OUTPUT"
+
      - name: Check if release exists
        id: check_release
        run: |
-          CURRENT_TAG=${GITHUB_REF#refs/tags/}
+          CURRENT_TAG="${{ steps.current_tag.outputs.value }}"
          if gh release view "$CURRENT_TAG" &>/dev/null; then
            echo "exists=true" >> $GITHUB_OUTPUT
            echo "Release $CURRENT_TAG already exists, skipping creation"
@@ -115,25 +151,36 @@ jobs:
        if: steps.check_release.outputs.exists == 'false'
        id: prev_tag
        run: |
-          PREV_TAG=$(git describe --tags --abbrev=0 HEAD^ 2>/dev/null || echo "")
+          CURRENT_TAG="${{ steps.current_tag.outputs.value }}"
+
+          if [ "${{ github.event_name }}" = "workflow_dispatch" ]; then
+            PREV_TAG=$(git tag --sort=-v:refname | grep '^v' | grep -vx "$CURRENT_TAG" | head -1 || true)
+          else
+            PREV_TAG=$(git describe --tags --abbrev=0 HEAD^ 2>/dev/null || echo "")
+          fi
+
          echo "tag=${PREV_TAG}" >> $GITHUB_OUTPUT

      - name: Generate changelog
        if: steps.check_release.outputs.exists == 'false'
        id: changelog
        run: |
-          CURRENT_TAG=${GITHUB_REF#refs/tags/}
+          CURRENT_TAG="${{ steps.current_tag.outputs.value }}"
          PREV_TAG="${{ steps.prev_tag.outputs.tag }}"
          
-          echo "## What's Changed" > changelog.md
+          echo "## What's New" > changelog.md
+          echo "" >> changelog.md
+          echo "This release includes updates and fixes shipped with ${CURRENT_TAG}." >> changelog.md
+          echo "" >> changelog.md
+          echo "### Highlights" >> changelog.md
          echo "" >> changelog.md
          
          if [ -n "$PREV_TAG" ]; then
-            # Get commits between tags
-            git log ${PREV_TAG}..${CURRENT_TAG} --pretty=format:"* %s (%h)" --no-merges >> changelog.md
+            echo "Changes from ${PREV_TAG} to ${CURRENT_TAG}:" >> changelog.md
+            git log ${PREV_TAG}..${CURRENT_TAG} --pretty=format:"- %s (%h)" --no-merges >> changelog.md
          else
-            # First release - get recent commits
-            git log -20 --pretty=format:"* %s (%h)" --no-merges >> changelog.md
+            echo "Recent shipped commits:" >> changelog.md
+            git log -20 --pretty=format:"- %s (%h)" --no-merges >> changelog.md
          fi
          
          echo "" >> changelog.md
@@ -149,8 +196,10 @@ jobs:

      - name: Create GitHub Release
        if: steps.check_release.outputs.exists == 'false'
-        uses: softprops/action-gh-release@v2
+        uses: softprops/action-gh-release@v3
        with:
+          tag_name: ${{ steps.current_tag.outputs.value }}
+          target_commitish: ${{ github.sha }}
          body_path: changelog.md
          generate_release_notes: false
          draft: false
@@ -3,18 +3,33 @@ name: E2E Tests
 on:
  pull_request:
    branches: [main]
-    paths:
-      - 'frontend/**'
-      - 'backend/**'
-      - '.github/workflows/e2e.yml'

 # Minimal permissions for security
 permissions:
  contents: read

 jobs:
+  changes:
+    name: Detect E2E relevance
+    runs-on: ubuntu-latest
+    permissions:
+      contents: read
+      pull-requests: read
+    outputs:
+      e2e_relevant: ${{ steps.filter.outputs.e2e_relevant }}
+    steps:
+      - uses: dorny/paths-filter@v4
+        id: filter
+        with:
+          filters: |
+            e2e_relevant:
+              - 'frontend/**'
+              - 'backend/**'
+
  e2e:
    name: Playwright E2E
+    needs: changes
+    if: needs.changes.outputs.e2e_relevant == 'true'
    runs-on: ubuntu-latest
    timeout-minutes: 15
    permissions:
@@ -50,11 +65,13 @@ jobs:
        run: npx playwright test --project=chromium
        env:
          CI: true
+          PLAYWRIGHT_WORKERS: 1
+          PLAYWRIGHT_HTML_OPEN: never
          JWT_SECRET: e2e-test-secret-that-is-long-enough
          SESSION_SECRET: e2e-test-session-secret-long-enough

      - name: Upload Playwright report
-        uses: actions/upload-artifact@v6
+        uses: actions/upload-artifact@v7
        if: always()
        with:
          name: playwright-report
@@ -62,7 +79,7 @@ jobs:
          retention-days: 7

      - name: Upload test results
-        uses: actions/upload-artifact@v6
+        uses: actions/upload-artifact@v7
        if: always()
        with:
          name: playwright-results
@@ -17,7 +17,7 @@ jobs:
      (github.event_name == 'pull_request' && github.event.pull_request.merged == true)
    steps:
      - name: Move project item to Done
-        uses: actions/github-script@v8
+        uses: actions/github-script@v9
        with:
          github-token: ${{ secrets.ADD_TO_PROJECT_PAT }}
          script: |
@@ -0,0 +1,144 @@
+name: Sync Project Fields
+
+on:
+  issues:
+    types: [opened, labeled, unlabeled, reopened]
+
+permissions: {}
+
+jobs:
+  sync-fields:
+    name: Sync Type/Priority fields from labels
+    runs-on: ubuntu-latest
+    steps:
+      - name: Sync fields
+        uses: actions/github-script@v9
+        with:
+          github-token: ${{ secrets.ADD_TO_PROJECT_PAT }}
+          script: |
+            const projectId = 'PVT_kwHOADH82s4BO2OT';
+            const issueNodeId = context.payload.issue.node_id;
+            const issueNumber = context.payload.issue.number;
+            const labels = (context.payload.issue.labels || []).map(l => l.name.toLowerCase());
+
+            const sleep = (ms) => new Promise(resolve => setTimeout(resolve, ms));
+
+            const getProjectItem = async () => {
+              const data = await github.graphql(`
+                query($nodeId: ID!) {
+                  node(id: $nodeId) {
+                    ... on Issue {
+                      projectItems(first: 20) {
+                        nodes {
+                          id
+                          project { id }
+                        }
+                      }
+                    }
+                  }
+                }
+              `, { nodeId: issueNodeId });
+
+              const items = data.node?.projectItems?.nodes || [];
+              return items.find(item => item.project.id === projectId) || null;
+            };
+
+            let projectItem = await getProjectItem();
+
+            // add-to-project may run in parallel; retry briefly before giving up
+            for (let i = 0; !projectItem && i < 6; i++) {
+              console.log(`Issue #${issueNumber} not in project yet. Retry ${i + 1}/6...`);
+              await sleep(10000);
+              projectItem = await getProjectItem();
+            }
+
+            if (!projectItem) {
+              console.log(`Issue #${issueNumber} is not in project board. Skipping field sync.`);
+              return;
+            }
+
+            const fieldsData = await github.graphql(`
+              query($projectId: ID!) {
+                node(id: $projectId) {
+                  ... on ProjectV2 {
+                    fields(first: 50) {
+                      nodes {
+                        ... on ProjectV2SingleSelectField {
+                          id
+                          name
+                          options {
+                            id
+                            name
+                          }
+                        }
+                      }
+                    }
+                  }
+                }
+              }
+            `, { projectId });
+
+            const singleSelectFields = fieldsData.node?.fields?.nodes || [];
+            const byName = new Map(singleSelectFields.map(f => [f.name, f]));
+
+            const typeField = byName.get('Type');
+            const priorityField = byName.get('Priority');
+
+            if (!typeField && !priorityField) {
+              console.log('Neither Type nor Priority field found. Nothing to update.');
+              return;
+            }
+
+            const pickOptionId = (field, optionName) => {
+              if (!field || !optionName) return null;
+              const opt = (field.options || []).find(o => o.name.toLowerCase() === optionName.toLowerCase());
+              return opt?.id || null;
+            };
+
+            let typeName = null;
+            if (labels.includes('bug')) typeName = 'Bug';
+            else if (labels.includes('enhancement')) typeName = 'Feature';
+            else if (labels.includes('documentation')) typeName = 'Documentation';
+
+            let priorityName = null;
+            if (labels.includes('priority/high')) priorityName = 'High';
+            else if (labels.includes('priority/low')) priorityName = 'Low';
+            else if (labels.includes('priority/medium')) priorityName = 'Medium';
+            else if (labels.includes('triage')) priorityName = 'Medium';
+
+            const updates = [];
+            const typeOptionId = pickOptionId(typeField, typeName);
+            if (typeField && typeOptionId) {
+              updates.push({ fieldId: typeField.id, optionId: typeOptionId, fieldName: 'Type', valueName: typeName });
+            }
+
+            const priorityOptionId = pickOptionId(priorityField, priorityName);
+            if (priorityField && priorityOptionId) {
+              updates.push({ fieldId: priorityField.id, optionId: priorityOptionId, fieldName: 'Priority', valueName: priorityName });
+            }
+
+            for (const update of updates) {
+              await github.graphql(`
+                mutation($projectId: ID!, $itemId: ID!, $fieldId: ID!, $optionId: String!) {
+                  updateProjectV2ItemFieldValue(input: {
+                    projectId: $projectId
+                    itemId: $itemId
+                    fieldId: $fieldId
+                    value: { singleSelectOptionId: $optionId }
+                  }) {
+                    projectV2Item { id }
+                  }
+                }
+              `, {
+                projectId,
+                itemId: projectItem.id,
+                fieldId: update.fieldId,
+                optionId: update.optionId
+              });
+
+              console.log(`Issue #${issueNumber}: set ${update.fieldName} = ${update.valueName}`);
+            }
+
+            if (updates.length === 0) {
+              console.log(`Issue #${issueNumber}: no matching field updates for labels [${labels.join(', ')}]`);
+            }
@@ -22,7 +22,7 @@ jobs:
      backend: ${{ steps.filter.outputs.backend }}
      frontend: ${{ steps.filter.outputs.frontend }}
    steps:
-      - uses: dorny/paths-filter@v3
+      - uses: dorny/paths-filter@v4
        id: filter
        with:
          filters: |
@@ -73,7 +73,7 @@ jobs:
        run: npm run test:coverage

      - name: Upload coverage report
-        uses: actions/upload-artifact@v6
+        uses: actions/upload-artifact@v7
        if: always()
        with:
          name: backend-coverage
@@ -118,7 +118,7 @@ jobs:
        run: npm run build

      - name: Upload coverage report
-        uses: actions/upload-artifact@v6
+        uses: actions/upload-artifact@v7
        if: always()
        with:
          name: frontend-coverage
@@ -0,0 +1,107 @@
+name: Weekly Triage Report
+
+on:
+  schedule:
+    - cron: '0 7 * * 1'
+  workflow_dispatch:
+
+permissions:
+  contents: read
+  issues: write
+
+jobs:
+  weekly-report:
+    runs-on: ubuntu-latest
+    steps:
+      - name: Build weekly summary
+        id: summary
+        uses: actions/github-script@v9
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}
+          script: |
+            const owner = context.repo.owner;
+            const repo = context.repo.repo;
+
+            const since = new Date(Date.now() - 7 * 24 * 60 * 60 * 1000).toISOString().split('T')[0];
+            const weekLabel = new Date().toISOString().split('T')[0];
+
+            const q = async (query) => {
+              const res = await github.rest.search.issuesAndPullRequests({ q: query, per_page: 1 });
+              return res.data.total_count;
+            };
+
+            const openIssues = await q(`repo:${owner}/${repo} is:issue is:open`);
+            const newIssues = await q(`repo:${owner}/${repo} is:issue created:>=${since}`);
+            const bugs = await q(`repo:${owner}/${repo} is:issue is:open label:bug`);
+            const enhancements = await q(`repo:${owner}/${repo} is:issue is:open label:enhancement`);
+            const triage = await q(`repo:${owner}/${repo} is:issue is:open label:triage`);
+            const stale = await q(`repo:${owner}/${repo} is:issue is:open label:stale`);
+            const unassigned = await q(`repo:${owner}/${repo} is:issue is:open no:assignee`);
+
+            const body = [
+              `## Weekly Triage Report (${weekLabel})`,
+              '',
+              `- Open issues: **${openIssues}**`,
+              `- New issues (last 7 days): **${newIssues}**`,
+              `- Open bugs: **${bugs}**`,
+              `- Open enhancements: **${enhancements}**`,
+              `- In triage: **${triage}**`,
+              `- Stale: **${stale}**`,
+              `- Unassigned: **${unassigned}**`,
+              '',
+              '### Quick Links',
+              `- Triage queue: https://github.com/${owner}/${repo}/issues?q=is%3Aissue+is%3Aopen+label%3Atriage`,
+              `- Stale issues: https://github.com/${owner}/${repo}/issues?q=is%3Aissue+is%3Aopen+label%3Astale`,
+              `- Unassigned issues: https://github.com/${owner}/${repo}/issues?q=is%3Aissue+is%3Aopen+no%3Aassignee`,
+            ].join('\n');
+
+            core.setOutput('title', `Weekly Triage Report - ${weekLabel}`);
+            core.setOutput('body', body);
+
+      - name: Publish report issue
+        uses: actions/github-script@v9
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}
+          script: |
+            const owner = context.repo.owner;
+            const repo = context.repo.repo;
+            const title = `${{ steps.summary.outputs.title }}`;
+            const body = `${{ steps.summary.outputs.body }}`;
+
+            const existingReports = await github.paginate(github.rest.issues.listForRepo, {
+              owner,
+              repo,
+              state: 'open',
+              labels: 'triage',
+              per_page: 100,
+            });
+
+            for (const issue of existingReports) {
+              if (issue.pull_request) {
+                continue;
+              }
+
+              if (issue.title.startsWith('Weekly Triage Report - ') && issue.title !== title) {
+                await github.rest.issues.createComment({
+                  owner,
+                  repo,
+                  issue_number: issue.number,
+                  body: 'Closing this older weekly triage report before publishing the next one so only one weekly report issue stays open at a time.',
+                });
+
+                await github.rest.issues.update({
+                  owner,
+                  repo,
+                  issue_number: issue.number,
+                  state: 'closed',
+                });
+              }
+            }
+
+            await github.rest.issues.create({
+              owner,
+              repo,
+              title,
+              body,
+              labels: ['triage']
+            });
@@ -79,6 +79,32 @@ Thumbs.db
 .turbo/
 .roo/
 .roomodes
+.claude/
 AGENTS.md
 docs/TECH_STACK.md
-doku
+doku/
+
+# Local agent work logs stay on disk but must never go upstream.
+doku/memory_notes.md
+doku/report.md
+plan/
+.copilot-tracking/
+.playwright-cli/
+.agents/
+skills-lock.json
+
+# ===================
+# Local Spec Kit workspace state
+# ===================
+.specify/
+specs/
+docs/SPEC_KIT.md
+.github/agents/medassist-feature-orchestrator.agent.md
+.github/agents/speckit.*.agent.md
+.github/prompts/speckit.*.prompt.md
+.github/skills/accessibility/
+.github/skills/frontend-design/
+.github/skills/nodejs-backend-patterns/
+.github/skills/nodejs-best-practices/
+.github/skills/seo/
+.playwright-mcp
@@ -0,0 +1,168 @@
+<!-- refreshed: 2026-04-30 -->
+# Architecture
+
+**Analysis Date:** 2026-04-30
+
+## System Overview
+
+```text
+┌─────────────────────────────────────────────────────────────┐
+│                    Frontend SPA (React)                     │
+├──────────────────┬──────────────────┬───────────────────────┤
+│ App Shell/Routes │ Shared State     │ Feature Pages          │
+│ `frontend/src/   │ `frontend/src/   │ `frontend/src/pages/`  │
+│ App.tsx`         │ context/`        │                         │
+└────────┬─────────┴────────┬─────────┴──────────┬────────────┘
+         │                  │                     │
+         ▼                  ▼                     ▼
+┌─────────────────────────────────────────────────────────────┐
+│                  Backend API (Fastify)                      │
+│ `backend/src/index.ts` + `backend/src/routes/`             │
+└─────────────────────────────────────────────────────────────┘
+         │
+         ▼
+┌─────────────────────────────────────────────────────────────┐
+│ SQLite Persistence + Migration Layer                         │
+│ `backend/src/db/schema.ts` + `backend/src/db/client.ts`    │
+└─────────────────────────────────────────────────────────────┘
+```
+
+## Component Responsibilities
+
+| Component | Responsibility | File |
+|-----------|----------------|------|
+| Frontend bootstrap | Mount providers/router and start app tree | `frontend/src/main.tsx` |
+| App router/shell | Public share routes, authenticated shell routes, global modal composition | `frontend/src/App.tsx` |
+| Frontend orchestration | Compose domain hooks and expose app-level state/actions | `frontend/src/context/AppContext.tsx` |
+| API proxy boundary | Rewrite `/api/*` requests to backend root routes | `frontend/vite.config.ts` |
+| Backend composition root | Register plugins/routes, await migrations, start schedulers | `backend/src/index.ts` |
+| Route handlers | HTTP contracts, validation, auth hooks, response shaping | `backend/src/routes/*.ts` |
+| Domain services | Shared domain logic and scheduler behavior | `backend/src/services/*.ts` |
+| Persistence | Table definitions + compatibility migration/runtime initialization | `backend/src/db/schema.ts`, `backend/src/db/client.ts` |
+
+## Pattern Overview
+
+**Overall:** Layered modular monolith (single frontend SPA + single backend process)
+
+**Key Characteristics:**
+- Frontend uses React Router + context/hook composition (`frontend/src/App.tsx`, `frontend/src/context/AppContext.tsx`).
+- Backend uses route modules with shared service modules (`backend/src/routes/medications.ts`, `backend/src/services/medications-service.ts`).
+- Data persistence is centralized in Drizzle schema + startup migrations (`backend/src/db/schema.ts`, `backend/src/db/client.ts`).
+
+## Layers
+
+**Frontend Presentation + Orchestration:**
+- Purpose: Render UI, route navigation, manage client state, invoke API.
+- Location: `frontend/src/main.tsx`, `frontend/src/App.tsx`, `frontend/src/pages/`, `frontend/src/context/`, `frontend/src/hooks/`.
+- Contains: pages, modals, app shell, hook-based API callers.
+- Depends on: backend `/api/*`, i18n, shared frontend utils/types.
+- Used by: browser clients.
+
+**Backend HTTP/API Layer:**
+- Purpose: Expose REST endpoints, authenticate/authorize requests, validate input, map to service/db logic.
+- Location: `backend/src/index.ts`, `backend/src/routes/`, `backend/src/plugins/`.
+- Contains: Fastify app setup, route registration, auth middleware.
+- Depends on: services, db client/schema, env plugin.
+- Used by: frontend SPA and API consumers.
+
+**Domain Services Layer:**
+- Purpose: Reusable business logic for scheduling, notifications, stock math, parsing.
+- Location: `backend/src/services/`, `backend/src/utils/`.
+- Contains: reminder scheduler, notification builders/delivery, medication helpers.
+- Depends on: db models and utilities.
+- Used by: routes and startup process.
+
+**Persistence Layer:**
+- Purpose: Define DB schema and keep existing SQLite instances compatible.
+- Location: `backend/src/db/schema.ts`, `backend/src/db/client.ts`, `backend/drizzle/`.
+- Contains: tables, migration execution, backward-compatible alter migrations.
+- Depends on: Drizzle + libsql client.
+- Used by: routes/services.
+
+## Data Flow
+
+### Primary Request Path
+
+1. Frontend page triggers API call via `/api/*` fetch (`frontend/src/pages/PlannerPage.tsx:307`).
+2. Vite proxy rewrites `/api` prefix to backend route root (`frontend/vite.config.ts:23`, `frontend/vite.config.ts:26`).
+3. Fastify route handles request under `/planner/send-email` with auth + validation (`backend/src/routes/planner.ts:141`, `backend/src/routes/planner.ts:158`).
+4. Route loads user settings and dispatches channel delivery helpers (`backend/src/routes/planner.ts:221`, `backend/src/routes/planner.ts:432`, `backend/src/routes/planner.ts:829`).
+
+### Public Share Flow
+
+1. Frontend routes public token URL to shared schedule view (`frontend/src/App.tsx:35`).
+2. Shared schedule component fetches token payload from `/api/share/:token` (`frontend/src/components/SharedSchedule.tsx:311`).
+3. Backend public share route reads token/settings and returns filtered medication schedule (`backend/src/routes/share.ts:125`, `backend/src/routes/share.ts:156`).
+
+**State Management:**
+- Frontend: context-centric state aggregation (`frontend/src/context/AppContext.tsx:248`, `frontend/src/context/AppContext.tsx:1020`).
+- Backend: DB-backed state with runtime scheduler state persisted through notification state utilities (`backend/src/services/reminder-scheduler.ts:42`).
+
+## Key Abstractions
+
+**Auth Context + Guards:**
+- Purpose: unify session/API-key auth across protected routes.
+- Examples: `backend/src/plugins/auth.ts`, `backend/src/routes/settings.ts`.
+- Pattern: route-level `preHandler` guard plus request decoration (`backend/src/routes/settings.ts:138`, `backend/src/plugins/auth.ts:236`).
+
+**Notification Delivery Contract:**
+- Purpose: keep route-triggered and scheduler-triggered notifications consistent.
+- Examples: `backend/src/routes/planner.ts`, `backend/src/services/reminder-scheduler.ts`, `backend/src/services/notifications/delivery.ts`.
+- Pattern: shared builders/delivery/state helpers imported into both paths (`backend/src/routes/planner.ts:23`, `backend/src/services/reminder-scheduler.ts:39`).
+
+**Frontend App Context Aggregator:**
+- Purpose: centralize shared medication/settings/dose/share/refill state for page/modal consumers.
+- Examples: `frontend/src/context/AppContext.tsx`, `frontend/src/context/ShareContext.tsx`.
+- Pattern: compose domain hooks, expose typed value via provider (`frontend/src/context/AppContext.tsx:248`, `frontend/src/context/AppContext.tsx:1020`).
+
+## Entry Points
+
+**Frontend bootstrap:**
+- Location: `frontend/src/main.tsx`
+- Triggers: browser loads `index.html`.
+- Responsibilities: initialize theme/provider stack and router (`frontend/src/main.tsx:12`, `frontend/src/main.tsx:15`).
+
+**Backend process entry:**
+- Location: `backend/src/index.ts`
+- Triggers: `npm run dev`/`npm start` in backend package.
+- Responsibilities: await migrations, register routes, start HTTP listener and schedulers (`backend/src/index.ts:231`, `backend/src/index.ts:305`, `backend/src/index.ts:309`, `backend/src/index.ts:334`).
+
+## Architectural Constraints
+
+- **Threading:** Single Node.js event loop process with in-process schedulers started at runtime (`backend/src/index.ts:309`, `backend/src/index.ts:323`).
+- **Global state:** Module/global singletons exist in auth and context layers (`backend/src/plugins/auth.ts:15`, `frontend/src/context/AppContext.tsx:222`).
+- **Circular imports:** Not detected from sampled route/service/db/frontend orchestration files.
+- **API boundary:** Frontend network calls must use `/api/*` so proxy rewrite applies (`frontend/vite.config.ts:23`, `frontend/vite.config.ts:26`).
+
+## Anti-Patterns
+
+### Duplicated Backend App Wiring
+
+**What happens:** Route/plugin registration appears in both `createApp(...)` and top-level startup path.
+**Why it's wrong:** Two bootstrap paths increase divergence risk when new routes/plugins are added in one path but not the other.
+**Do this instead:** Keep a single shared app-construction function used by both test/runtime startup paths (`backend/src/index.ts:133`, `backend/src/index.ts:207`, `backend/src/index.ts:289`).
+
+### Oversized Frontend Orchestration Context
+
+**What happens:** `AppContext` aggregates many unrelated concerns (medications, settings, doses, sharing, import/export, modal history) in one large provider.
+**Why it's wrong:** High coupling and broad rerender surface make safe changes harder and increase regression risk.
+**Do this instead:** Preserve existing provider contract, but move new domain concerns into focused hooks/providers and re-export through composition only when needed (`frontend/src/context/AppContext.tsx`, file size ~1035 lines).
+
+## Error Handling
+
+**Strategy:** Fail fast at route boundary with explicit status codes and schema validation, then log context-rich errors.
+
+**Patterns:**
+- Route validation + immediate 400 responses for invalid input (`backend/src/routes/medications.ts:76`, `backend/src/routes/medications.ts:584`).
+- Planner routes return explicit channel/config errors (`backend/src/routes/planner.ts:204`, `backend/src/routes/planner.ts:509`).
+- Frontend captures network errors and maps them to normalized error codes for UI handling (`frontend/src/hooks/useMedications.ts:80`).
+
+## Cross-Cutting Concerns
+
+**Logging:** Fastify logger options configured centrally with environment-aware formatting (`backend/src/index.ts:66`, `backend/src/index.ts:161`).
+**Validation:** Zod validation for medication payloads and explicit OpenAPI schema contracts in routes (`backend/src/routes/medications.ts:76`, `backend/src/routes/planner.ts:157`).
+**Authentication:** Route-level auth hooks and dual API-key/session handling (`backend/src/routes/planner.ts:141`, `backend/src/plugins/auth.ts:113`, `backend/src/plugins/auth.ts:236`).
+
+---
+
+*Architecture analysis: 2026-04-30*
@@ -0,0 +1,122 @@
+# Codebase Concerns
+
+**Analysis Date:** 2026-04-30
+
+## Tech Debt
+
+**Backend startup duplication and config drift:**
+- Issue: `backend/src/index.ts` contains two parallel server setup paths (the exported `createApp(...)` flow and the top-level runtime bootstrap). Plugin/route registration and rate-limit defaults are duplicated in both branches.
+- Files: `backend/src/index.ts`
+- Impact: Configuration behavior can diverge between test/programmatic app construction and production startup (for example, `createApp` uses fixed `rateLimit` max `300`, while runtime startup uses `process.env.RATE_LIMIT_MAX` fallback `100`).
+- Fix approach: Extract one canonical app-construction function and let both runtime startup and tests consume it; remove duplicated registration blocks.
+
+**Notification architecture leakage and duplicated composition logic:**
+- Issue: Notification delivery service code imports a route-layer helper (`sendShoutrrrNotification`) from settings routes, and large HTML/text reminder composition blocks are duplicated across manual and automatic reminder paths.
+- Files: `backend/src/services/notifications/delivery.ts`, `backend/src/routes/settings.ts`, `backend/src/routes/planner.ts`, `backend/src/services/reminder-scheduler.ts`
+- Impact: Layer boundary violations increase coupling, and duplicated notification formatting logic makes behavior regressions likely when changing message content or channel behavior.
+- Fix approach: Move `sendShoutrrrNotification` to a service-layer module, make routes call service APIs only, and centralize email/push payload builders for planner + scheduler flows.
+
+**Migration artifact ambiguity in drizzle numbering:**
+- Issue: There are two migration files with `0008_` prefix, but the journal tracks only one `0008` tag and then jumps to `0009`.
+- Files: `backend/drizzle/0008_add_obsolete_medications.sql`, `backend/drizzle/0008_add_prescription_tracking.sql`, `backend/drizzle/meta/_journal.json`
+- Impact: Developer confusion and higher risk of migration-order mistakes during future schema changes.
+- Fix approach: Align migration file names and journal tags so each migration number is unique and journal order is obvious.
+
+**Monolithic UI/editor and route modules with broad lint suppressions:**
+- Issue: Core interaction files are very large and rely on file-level `biome-ignore-all` suppressions for multiple rule categories.
+- Files: `frontend/src/pages/MedicationsPage.tsx`, `frontend/src/components/MobileEditModal.tsx`, `frontend/src/components/SharedSchedule.tsx`, `frontend/src/components/MedDetailModal.tsx`, `backend/src/routes/medications.ts`
+- Impact: Refactors become high-risk; local regressions are harder to isolate; suppressed rule categories hide legitimate quality issues in future edits.
+- Fix approach: Split by domain slices (state orchestration vs rendering vs helper transforms), then replace file-level suppressions with narrow, local exceptions only where justified.
+
+## Known Bugs
+
+**Environment-dependent behavior mismatch between test app factory and runtime app:**
+- Symptoms: Programmatic app creation and runtime startup can apply different operational defaults (rate limiting and selected config pathways).
+- Files: `backend/src/index.ts`
+- Trigger: Using `createApp(...)` in tests/integration contexts while production startup uses the top-level runtime branch.
+- Workaround: Explicitly pass runtime-equivalent options into `createApp(...)` in tests until startup construction is unified.
+
+## Security Considerations
+
+**Server-side outbound notification surface is broad and sensitive to parser correctness:**
+- Risk: The app performs server-side HTTP requests to user-configurable notification URLs, including multiple protocol handlers (`pushover://`, `telegram://`, `gotify://`, generic webhook URLs).
+- Files: `backend/src/routes/settings.ts`
+- Current mitigation: URL sanitation/validation and hostname checks are present (`sanitizeNotificationUrl`, `validateNotificationHostname` usage in route logic).
+- Recommendations: Add focused security regression tests for sanitizer bypasses and callback URL edge cases, and keep all outbound request execution in a dedicated service layer.
+
+**Auth-off bootstrap path creates implicit default user state:**
+- Risk: In auth-disabled mode, startup creates/relies on a default user path automatically.
+- Files: `backend/src/db/client.ts`
+- Current mitigation: Controlled by `AUTH_ENABLED` environment setting.
+- Recommendations: Add startup log warnings when running without auth outside development and enforce explicit environment confirmation in deployment templates.
+
+## Performance Bottlenecks
+
+**Reminder scheduling uses repeated full scans over users and medication/dose datasets:**
+- Problem: Reminder checks iterate all user settings and compute stock/prescription reminders with repeated in-memory loops over medication and dose collections.
+- Files: `backend/src/services/reminder-scheduler.ts`, `backend/src/utils/scheduler-utils.ts`
+- Cause: Polling/check strategy prioritizes correctness and compatibility over incremental indexing.
+- Improvement path: Introduce incremental candidate selection (changed-medication windows, per-user next-check indices) and reduce repeated whole-set scans.
+
+**Intake reminder scheduler polls every minute and may scale linearly with active schedules:**
+- Problem: Intake reminder check loop runs continuously at 60s interval and processes all due reminders/users each tick.
+- Files: `backend/src/services/intake-reminder-scheduler.ts`
+- Cause: Fixed-interval scheduler (`CHECK_INTERVAL_MS = 60 * 1000`) with loop-driven due-item selection.
+- Improvement path: Move toward next-due-time scheduling or bucketing strategy; keep minute polling as fallback only.
+
+## Fragile Areas
+
+**Reminder state persistence and lock handling mix sync file IO with best-effort catches:**
+- Files: `backend/src/services/notifications/state.ts`, `backend/src/services/reminder-scheduler.ts`
+- Why fragile: Reminder state writes are synchronous file writes and some read paths swallow errors (`catch {}`), while lock/state files are local filesystem coordination primitives.
+- Safe modification: Keep file format backward-compatible, add explicit error telemetry, and add tests for concurrent/failed write scenarios before changing scheduler state logic.
+- Test coverage: No direct tests detected for `notifications/delivery.ts` and only limited direct state-function assertions.
+
+**Desktop/mobile medication edit parity depends on two large independent UI paths:**
+- Files: `frontend/src/pages/MedicationsPage.tsx`, `frontend/src/components/MobileEditModal.tsx`, `frontend/src/components/medications/MedicationEditCoordinator.tsx`
+- Why fragile: The same editing domain is implemented in separate surfaces, each with dense UI logic and custom interaction handling.
+- Safe modification: Apply shared form-section components first, then update desktop and mobile in the same change; validate both paths with targeted tests.
+- Test coverage: Coverage exists (`MedicationEditCoordinator`, `MobileEditModal`, `MedicationDialogs` tests), but parity regressions remain a recurring risk due to file size/complexity.
+
+## Scaling Limits
+
+**Current reminder architecture is single-node/local-state oriented:**
+- Current capacity: Scheduler state and lock coordination are local files under data directory (`reminder-state.json`, `scheduler-locks/*`).
+- Limit: Horizontal multi-instance scaling can duplicate work or require externalized coordination.
+- Scaling path: Move reminder state/locks to DB or distributed lock backend and make scheduler execution leader-aware.
+
+**SQLite file-backed persistence constrains concurrent write scaling:**
+- Current capacity: Single SQLite file with local filesystem path resolution.
+- Limit: Higher write concurrency and distributed deployments will hit filesystem/database locking and throughput limits.
+- Scaling path: Keep SQLite for local/small deployments; define migration path to managed DB for larger multi-user workloads.
+
+## Dependencies at Risk
+
+**Route-to-service coupling in notification stack:**
+- Risk: Service-layer delivery module depends on route-layer helper import.
+- Impact: Refactors of route modules can break unrelated notification infrastructure and complicate testing boundaries.
+- Migration plan: Move shared notification send helpers into `backend/src/services/notifications/*` and keep route modules thin.
+
+## Missing Critical Features
+
+**Risk-driven scheduler stress/integration test suite for state-lock edge cases:**
+- Problem: Complex scheduler/state code paths rely on file coordination and mixed channel delivery outcomes, but dedicated stress/chaos-style verification is limited.
+- Blocks: High-confidence scaling and reliability changes in reminder subsystems.
+
+## Test Coverage Gaps
+
+**Notification delivery abstraction lacks direct unit tests:**
+- What's not tested: Direct behavior of SMTP transport creation/result validation and push delivery helpers in the dedicated delivery module.
+- Files: `backend/src/services/notifications/delivery.ts`
+- Risk: Regressions in recipient validation, SMTP response handling, or provider fallback can ship unnoticed.
+- Priority: High
+
+**Reminder state persistence/locking has limited direct verification:**
+- What's not tested: Corrupted file recovery, concurrent state writes, and lock stale-file behavior under failure modes.
+- Files: `backend/src/services/notifications/state.ts`, `backend/src/services/reminder-scheduler.ts`
+- Risk: Duplicate sends or missed sends after crashes/restarts are difficult to detect early.
+- Priority: High
+
+---
+
+*Concerns audit: 2026-04-30*
@@ -0,0 +1,116 @@
+# Coding Conventions
+
+**Analysis Date:** 2026-04-30
+
+## Naming Patterns
+
+**Files:**
+- Frontend React components and pages use PascalCase file names (for example `frontend/src/components/MobileEditModal.tsx`, `frontend/src/pages/MedicationsPage.tsx`).
+- Hooks use `useX` camelCase naming in files and symbols (for example `frontend/src/hooks/useMedications.ts`, `frontend/src/hooks/useScheduleController.ts`).
+- Backend routes/services use kebab-case file names with domain suffixes (for example `backend/src/routes/medications.ts`, `backend/src/services/medications-service.ts`).
+- Test files use `*.test.ts` or `*.test.tsx` in dedicated test folders (for example `backend/src/test/planner.test.ts`, `frontend/src/test/components/MobileEditModal.test.tsx`).
+
+**Functions:**
+- Use camelCase names for functions and methods (for example `parseIntakesWithUnits` in `backend/src/services/medications-service.ts`, `loadMeds` in `frontend/src/hooks/useMedications.ts`).
+- Use verb-first names for side-effect operations (`loadMeds`, `deleteMed`, `uploadMedImage` in `frontend/src/hooks/useMedications.ts`).
+
+**Variables:**
+- Use camelCase for local variables and state (`refillHistoryExpanded`, `scheduleDays`, `showFutureDays` in `frontend/src/context/AppContext.tsx`).
+- Constant maps and singleton keys use UPPER_SNAKE_CASE (`LOG_LEVELS` in `backend/src/utils/logger.ts`, `APP_CONTEXT_SINGLETON_KEY` in `frontend/src/context/AppContext.tsx`).
+
+**Types:**
+- Type aliases and interfaces use PascalCase (`AppContextValue` in `frontend/src/context/AppContext.tsx`, `TestContext` in `backend/src/test/setup.ts`).
+- Return-shape interfaces use `UseXReturn` convention for hooks (`UseMedicationsReturn` in `frontend/src/hooks/useMedications.ts`).
+
+## Code Style
+
+**Formatting:**
+- Tool used: Biome (`biome.json`, scripts in `frontend/package.json`, `backend/package.json`, `package.json`).
+- Key settings from `biome.json`:
+  - `indentStyle: tab`
+  - `indentWidth: 2`
+  - `lineWidth: 120`
+  - JavaScript quote style is double quotes, semicolons enabled, trailing commas `es5`.
+
+**Linting:**
+- Tool used: Biome linter (`biome.json`).
+- Key rules enforced/relevant:
+  - `style.useConst: error`
+  - `style.noNestedTernary: warn`
+  - `correctness.noUnusedVariables: warn`
+  - `suspicious.noExplicitAny: warn`
+- Project governance in `AGENTS.md` reinforces readable code, early returns, and no nested ternaries.
+
+## Import Organization
+
+**Order:**
+1. Node built-ins first in backend modules (for example `node:path` in `backend/src/routes/medications.ts`, `node:crypto` in `backend/src/index.ts`).
+2. External packages second (`fastify`, `zod`, `drizzle-orm` in backend; `react`, `@testing-library/*` in frontend).
+3. Internal modules last with relative paths (`../db/client.js`, `../../types`).
+
+**Path Aliases:**
+- Not detected in TypeScript configs (`frontend/tsconfig.json`, `backend/tsconfig.json` do not define `paths`).
+- Relative imports are the standard.
+
+## Error Handling
+
+**Patterns:**
+- Backend validates request data with Zod schemas and `.refine(...)` constraints before route logic (`backend/src/routes/medications.ts`).
+- Backend route tests assert explicit status codes and body shape (`backend/src/test/routes-real.test.ts`, `backend/src/test/planner.test.ts`).
+- Frontend hooks often normalize recoverable API errors into UI-safe states (`frontend/src/hooks/useMedications.ts` converts network failures into `NETWORK_ERROR`).
+- Some frontend fetch flows still use tolerant fallbacks (`catch(() => setMeds([]))` in `frontend/src/hooks/useMedications.ts`), so future changes should prefer explicit user-facing error channels per `AGENTS.md` fail-clear guidance.
+
+## Logging
+
+**Framework:**
+- Backend startup logger wrapper over console with level filtering in `backend/src/utils/logger.ts`.
+- Runtime HTTP logging via Fastify logger options in `backend/src/index.ts` (`buildLoggerOptions`, request correlation IDs).
+- Frontend logging utility mirrors backend level semantics (`frontend/src/utils/logger.ts`).
+
+**Patterns:**
+- Central log-level maps (`LOG_LEVELS`) and `shouldLog` gating are standard in both frontend and backend logger modules.
+- Correlation ID propagation is enforced at request boundaries (`backend/src/index.ts` onRequest hook setting `x-correlation-id`).
+
+## Comments
+
+**When to Comment:**
+- Comments are used for rationale and test setup intent, not line-by-line narration.
+- Typical examples:
+  - Migration/setup intent in `backend/src/test/setup.ts`
+  - E2E stability rationale in `frontend/e2e/fixtures/index.ts`
+  - Timeout/determinism notes in `frontend/vitest.config.ts` and `frontend/playwright.base.config.ts`
+
+**JSDoc/TSDoc:**
+- Used selectively for exported utilities and test helpers (`backend/src/test/setup.ts`, `frontend/e2e/fixtures/index.ts`, `frontend/src/utils/logger.ts`).
+- Not mandatory for every function; concise type annotations plus targeted comments are preferred.
+
+## Function Design
+
+**Size:**
+- Small-to-medium focused functions are common in services/hooks (`parseRawIntakeUnits`, `normalizeDateTime` in `backend/src/services/medications-service.ts`).
+- Larger orchestrator modules exist where domain aggregation is required (`frontend/src/context/AppContext.tsx`).
+
+**Parameters:**
+- Object parameters are used for extensibility in test factories and route payload shapes (`CreateMedicationOptions` in `backend/src/test/setup.ts`).
+- Explicit primitive parameters used for concise helpers (`clickEditMed(page, medName)` in `frontend/e2e/medication-edit.spec.ts`).
+
+**Return Values:**
+- Explicit return types are common on exported functions (`Promise<TestContext>`, `UseMedicationsReturn`).
+- Guard-clause returns are common for invalid input or unavailable state (`if (!intakesJson) return [];` in `backend/src/services/medications-service.ts`).
+
+## Module Design
+
+**Exports:**
+- Named exports are preferred for utilities, hooks, and service functions (`backend/src/services/notifications/index.ts`, `frontend/src/hooks/index.ts`).
+- Mixed export style is used where legacy/default exports remain practical (`default` exports in component barrel `frontend/src/components/index.ts`).
+
+**Barrel Files:**
+- Barrel files are actively used for stable import surfaces:
+  - `frontend/src/components/index.ts`
+  - `frontend/src/hooks/index.ts`
+  - `backend/src/services/notifications/index.ts`
+- Practical rule for new code: export domain-level public APIs through local barrels, keep deep internal helpers imported directly.
+
+---
+
+*Convention analysis: 2026-04-30*
@@ -0,0 +1,111 @@
+# External Integrations
+
+**Analysis Date:** 2026-04-30
+
+## APIs & External Services
+
+**Medication Data APIs:**
+- European Medicines Agency (EMA) JSON catalog - medication lookup seed and periodic catalog refresh
+  - SDK/Client: native `fetch` in `backend/src/services/medication-enrichment.ts` (`EMA_MEDICINES_URL`)
+  - Auth: none detected in code
+- RxNorm (NLM RxNav REST) - normalized name/search enrichment and strength/form hints
+  - SDK/Client: native `fetch` in `backend/src/services/medication-enrichment.ts` (`RXNORM_BASE_URL`)
+  - Auth: none detected in code
+- openFDA NDC API - product/package metadata enrichment
+  - SDK/Client: native `fetch` in `backend/src/services/medication-enrichment.ts` (`OPENFDA_NDC_URL`)
+  - Auth: none detected in code
+
+**Authentication/Identity Provider Integration:**
+- OIDC providers (Authelia, Authentik, Pocket ID, Keycloak documented) - SSO login/callback flow
+  - SDK/Client: `openid-client` used in `backend/src/routes/oidc.ts`
+  - Auth: `OIDC_ISSUER_URL`, `OIDC_CLIENT_ID`, `OIDC_CLIENT_SECRET`, `OIDC_REDIRECT_URI` validated in `backend/src/plugins/env.ts`
+
+**Messaging/Notifications:**
+- SMTP providers - transactional reminder/test emails
+  - SDK/Client: `nodemailer` in `backend/src/services/notifications/delivery.ts`
+  - Auth: `SMTP_HOST`, `SMTP_PORT`, `SMTP_USER`, `SMTP_PASS` or `SMTP_TOKEN`, `SMTP_FROM`, `SMTP_SECURE`
+- Push endpoints via Shoutrrr-compatible URL parsing
+  - SDK/Client: native `fetch` in `backend/src/routes/settings.ts` (`sendShoutrrrNotification`)
+  - Auth: URL-embedded creds/token per provider and optional basic auth extracted/sanitized in code
+- Explicit external push provider endpoints used directly:
+  - `https://api.pushover.net/1/messages.json` in `backend/src/routes/settings.ts`
+  - `https://api.telegram.org` in `backend/src/routes/settings.ts`
+
+## Data Storage
+
+**Databases:**
+- SQLite (file-based, local persistent volume)
+  - Connection: `DATA_DIR` (path resolution), optional `DOTENV_PATH` for env source
+  - Client: `@libsql/client` + `drizzle-orm` in `backend/src/db/client.ts`
+- Migration pipeline:
+  - SQL migration artifacts in `backend/drizzle/*.sql`
+  - Runtime migration/alter execution in `backend/src/db/client.ts` and `backend/src/db/migration-utils.ts`
+
+**File Storage:**
+- Local filesystem only
+  - Backend data root resolved by `backend/src/db/path-utils.ts`
+  - Image/static user files served from `/images` in `backend/src/index.ts`
+  - Compose bind mount `./data:/app/data` in `docker-compose.yml`
+
+**Caching:**
+- In-process memory cache only for selected integration data
+  - OIDC discovery config cache in `backend/src/routes/oidc.ts` (`oidcConfig`)
+  - EMA catalog snapshot + refresh promise in `backend/src/services/medication-enrichment.ts`
+- No external cache service detected (no Redis/Memcached dependency in package manifests)
+
+## Authentication & Identity
+
+**Auth Provider:**
+- Custom session/JWT auth with optional OIDC SSO extension
+  - Implementation: Fastify cookie + JWT plugin, refresh token table, API key hashing in `backend/src/plugins/auth.ts`, `backend/src/routes/auth.ts`, `backend/src/plugins/jwt.ts`, `backend/src/routes/oidc.ts`
+
+## Monitoring & Observability
+
+**Error Tracking:**
+- None detected for third-party SaaS error tracking (no Sentry/Rollbar/etc. dependencies)
+
+**Logs:**
+- Structured app logging via Fastify/Pino in `backend/src/index.ts`
+- Pretty logging in dev through `pino-pretty` (`backend/package.json`, logger setup in `backend/src/index.ts`)
+- Frontend/nginx log behavior controlled through env and `frontend/nginx-entrypoint.sh` (documented in `.env.example`)
+
+## CI/CD & Deployment
+
+**Hosting:**
+- Container image publishing to GitHub Container Registry (`ghcr.io`) in `.github/workflows/docker-build.yml`
+- Runtime deployment model is self-hosted Docker Compose stack (`docker-compose.yml`)
+
+**CI Pipeline:**
+- GitHub Actions for lint/type/test (`.github/workflows/test.yml`)
+- Playwright E2E job (`.github/workflows/e2e.yml`)
+- Docker build/push and optional release automation (`.github/workflows/docker-build.yml`)
+
+## Environment Configuration
+
+**Required env vars:**
+- Core runtime: `PORT`, `CORS_ORIGINS`, `LOG_LEVEL`, `TZ` (`backend/src/plugins/env.ts`, `.env.example`)
+- Auth when enabled: `AUTH_ENABLED=true` with `JWT_SECRET`, `REFRESH_SECRET`, `COOKIE_SECRET` (`backend/src/plugins/env.ts`)
+- OIDC when enabled: `OIDC_ENABLED=true` with issuer/client/redirect vars (`backend/src/plugins/env.ts`)
+- Email notifications: `SMTP_HOST`, `SMTP_USER`, plus pass/token and sender config (`backend/src/services/notifications/delivery.ts`, `.env.example`)
+- Data location: `DATA_DIR` used by DB path resolver (`backend/src/db/path-utils.ts`)
+
+**Secrets location:**
+- Local runtime env file `.env` (present in repository root; values not inspected)
+- CI secrets managed by GitHub Actions secret store (e.g., `${{ secrets.GITHUB_TOKEN }}` in `.github/workflows/docker-build.yml`)
+
+## Webhooks & Callbacks
+
+**Incoming:**
+- OIDC callback endpoint: `/auth/oidc/callback` in `backend/src/routes/oidc.ts`
+- No inbound third-party webhook receiver route detected in backend routes
+
+**Outgoing:**
+- Outbound HTTP notifications to webhook-style targets from `sendShoutrrrNotification` in `backend/src/routes/settings.ts`
+- Provider-specific outgoing callbacks/APIs:
+  - Pushover API endpoint
+  - Telegram Bot API endpoint
+- Outbound SMTP delivery through configured mail host (`backend/src/services/notifications/delivery.ts`)
+
+---
+
+*Integration audit: 2026-04-30*
@@ -0,0 +1,86 @@
+# Technology Stack
+
+**Analysis Date:** 2026-04-30
+
+## Languages
+
+**Primary:**
+- TypeScript (ESM) - Backend and frontend application code in `backend/src/**/*.ts` and `frontend/src/**/*.{ts,tsx}`
+- SQL (SQLite migrations) - Schema evolution files in `backend/drizzle/*.sql`
+
+**Secondary:**
+- CSS - UI styling in `frontend/src/**/*.css` and CSS modules such as `frontend/src/features/schedule/TimelineSurface.module.css`
+- YAML - CI/CD and compose configuration in `.github/workflows/*.yml`, `docker-compose.yml`, `docker-compose.dev.yml`
+- Shell - Container/runtime entrypoints in `backend/docker-entrypoint.sh`, `frontend/nginx-entrypoint.sh`
+
+## Runtime
+
+**Environment:**
+- Node.js 22 runtime baseline (`node:22-slim` in `backend/Dockerfile`, `frontend/Dockerfile`; `actions/setup-node@v6` with `node-version: '22'` in `.github/workflows/test.yml` and `.github/workflows/e2e.yml`)
+
+**Package Manager:**
+- npm (scripts in root `package.json`, `backend/package.json`, `frontend/package.json`)
+- Lockfile: present (`backend/package-lock.json`, `frontend/package-lock.json` referenced by workflow cache in `.github/workflows/test.yml`)
+
+## Frameworks
+
+**Core:**
+- Fastify 5 (`fastify`, `@fastify/*` in `backend/package.json`; app bootstrap in `backend/src/index.ts`)
+- React 19 (`react`, `react-dom` in `frontend/package.json`; app entry in `frontend/src/main.tsx`)
+- Vite 8 (`vite` and `@vitejs/plugin-react` in `frontend/package.json`; config in `frontend/vite.config.ts`)
+- Drizzle ORM + libSQL client (`drizzle-orm`, `@libsql/client` in `backend/package.json`; DB init in `backend/src/db/client.ts`)
+- Mantine 8 UI system (`@mantine/*` in `frontend/package.json`; provider in `frontend/src/ui/providers/AppUiProvider.tsx`)
+
+**Testing:**
+- Vitest 4 (`vitest`, `@vitest/coverage-v8` in backend/frontend package manifests; configs in `backend/vitest.config.ts`, `frontend/vitest.config.ts`)
+- Playwright (`@playwright/test` in `frontend/package.json`; configs in `frontend/playwright*.config.ts`; CI run in `.github/workflows/e2e.yml`)
+- Testing Library (`@testing-library/*` in `frontend/package.json`)
+
+**Build/Dev:**
+- TypeScript compiler (`tsc` scripts in `backend/package.json` and frontend type-check via `frontend/package.json`)
+- TSX watcher for backend dev (`tsx watch src/index.ts` in `backend/package.json`)
+- Biome for lint/format (`biome.json`, lint/check scripts across package manifests)
+- Drizzle Kit for DB migration generation (`drizzle-kit` in `backend/package.json`, config in `backend/drizzle.config.ts`)
+
+## Key Dependencies
+
+**Critical:**
+- `fastify` and `@fastify/*` - HTTP API runtime, security middleware, docs middleware (`backend/src/index.ts`)
+- `drizzle-orm` + `@libsql/client` - SQLite data access and migration execution (`backend/src/db/client.ts`)
+- `openid-client` + `jose` - OIDC SSO and token operations (`backend/src/routes/oidc.ts`, `backend/package.json`)
+- `nodemailer` - SMTP notification delivery (`backend/src/services/notifications/delivery.ts`)
+- `react`, `react-router-dom`, `@mantine/*` - SPA UI shell, routing, and component system (`frontend/src/main.tsx`, `frontend/src/App.tsx`)
+- `i18next` + `react-i18next` - Localization runtime (`frontend/src/i18n/index.ts`)
+
+**Infrastructure:**
+- `dotenv` + `zod` - env loading/validation (`backend/src/plugins/env.ts`)
+- `sharp` - image processing pipeline support (`backend/package.json`, image route usage in medication flows)
+- `@fastify/swagger` + `@fastify/swagger-ui` - OpenAPI docs on `/docs` (`backend/src/index.ts`)
+
+## Configuration
+
+**Environment:**
+- Runtime env schema and validation in `backend/src/plugins/env.ts`
+- Example variable inventory in `.env.example`
+- Frontend proxy target via `BACKEND_URL` in `frontend/vite.config.ts` and compose files
+
+**Build:**
+- Backend TS build config: `backend/tsconfig.json`
+- Frontend TS + Vite config: `frontend/tsconfig.json`, `frontend/tsconfig.node.json`, `frontend/vite.config.ts`
+- DB migration tooling config: `backend/drizzle.config.ts`
+- Quality tooling config: `biome.json`
+
+## Platform Requirements
+
+**Development:**
+- Node.js 22 with npm for local runs (`backend/package.json`, `frontend/package.json` scripts)
+- Optional Docker Compose local stack (`docker-compose.dev.yml`)
+- Browser runtime for frontend and Playwright browser binaries for E2E (`frontend/package.json`, `.github/workflows/e2e.yml`)
+
+**Production:**
+- Containerized deployment using prebuilt images from GHCR (`docker-compose.yml` references `ghcr.io/danielvolz/medassist-ng-backend:latest` and `ghcr.io/danielvolz/medassist-ng-frontend:latest`)
+- Backend persistent filesystem for SQLite/data in mounted `./data` (`docker-compose.yml`, DB path resolver in `backend/src/db/path-utils.ts`)
+
+---
+
+*Stack analysis: 2026-04-30*
@@ -0,0 +1,138 @@
+# Codebase Structure
+
+**Analysis Date:** 2026-04-30
+
+## Directory Layout
+
+```
+medassist/
+├── frontend/                 # React + Vite SPA, UI, hooks, page routes, frontend tests
+├── backend/                  # Fastify API, domain services, DB schema/migrations, backend tests
+├── backend/drizzle/          # SQL migration files + drizzle meta journal
+├── docs/                     # Product/ops docs and screenshots
+├── doku/                     # Local-only working notes and reports (ignored)
+├── .github/                  # CI workflows, agents, local skill/runtime metadata
+├── .planning/codebase/       # Generated codebase mapping documents
+├── data/                     # Runtime/local SQLite backups and scheduler files
+└── package.json              # Root workspace scripts for lint orchestration
+```
+
+## Directory Purposes
+
+**frontend/src:**
+- Purpose: Product UI and client-side app logic.
+- Contains: `pages/`, `components/`, `context/`, `hooks/`, `ui/`, `utils/`, `i18n/`, `test/`.
+- Key files: `frontend/src/main.tsx`, `frontend/src/App.tsx`, `frontend/src/context/AppContext.tsx`.
+
+**backend/src:**
+- Purpose: HTTP API, auth, domain services, and persistence access.
+- Contains: `routes/`, `services/`, `plugins/`, `db/`, `utils/`, `test/`.
+- Key files: `backend/src/index.ts`, `backend/src/routes/medications.ts`, `backend/src/routes/planner.ts`, `backend/src/db/client.ts`.
+
+**backend/drizzle:**
+- Purpose: SQL migration history for SQLite compatibility.
+- Contains: numbered migration files and `meta/_journal.json`.
+- Key files: `backend/drizzle/0000_init.sql`, `backend/drizzle/0014_add_user_settings_timezone.sql`.
+
+**frontend/e2e:**
+- Purpose: Playwright end-to-end scenarios and fixtures.
+- Contains: browser tests + auth fixtures.
+- Key files: `frontend/e2e/fixtures/` and spec files under `frontend/e2e/`.
+
+**docs + doku:**
+- Purpose: formal docs (`docs/`) and local-only work tracking (`doku/`).
+- Contains: behavior/spec docs, screenshots, local report/memory logs.
+- Key files: `docs/TECH_STACK.md`, `doku/memory_notes.md`, `doku/report.md`.
+
+## Key File Locations
+
+**Entry Points:**
+- `frontend/src/main.tsx`: Browser bootstrap; mounts providers and router.
+- `frontend/src/App.tsx`: Route graph and global modal/shell orchestration.
+- `backend/src/index.ts`: Fastify app setup + startup runtime.
+
+**Configuration:**
+- `frontend/vite.config.ts`: Dev server, `/api` proxy rewrite, build-time constants.
+- `frontend/vitest.config.ts`: Frontend unit test config.
+- `backend/vitest.config.ts`: Backend unit/integration test config.
+- `backend/drizzle.config.ts`: Drizzle migration configuration.
+- `.gitignore`: Local-only/generated path policy (including `.planning/`, `doku/`, `data/`, coverage/test artifacts).
+
+**Core Logic:**
+- `backend/src/routes/`: API contracts and request handlers.
+- `backend/src/services/`: Scheduler, notifications, medication helpers.
+- `backend/src/db/schema.ts`: Source-of-truth table definitions.
+- `frontend/src/context/`: Shared app orchestration state.
+- `frontend/src/pages/`: Screen-level composition.
+
+**Testing:**
+- `frontend/src/test/`: Frontend unit/component tests.
+- `frontend/e2e/`: Playwright E2E tests.
+- `backend/src/test/`: Backend route/service/db tests.
+
+## Naming Conventions
+
+**Files:**
+- React components/pages use PascalCase: `frontend/src/pages/MedicationsPage.tsx`, `frontend/src/components/MedDetailModal.tsx`.
+- Hooks use `use*` naming: `frontend/src/hooks/useMedications.ts`, `frontend/src/hooks/useSettings.ts`.
+- Backend routes/services use kebab-case: `backend/src/routes/medication-enrichment.ts`, `backend/src/services/reminder-scheduler.ts`.
+- Migrations use numbered descriptive names: `backend/drizzle/0012_add_api_keys_and_package_amount_columns.sql`.
+
+**Directories:**
+- Feature/layer folders are lowercase: `frontend/src/context`, `backend/src/services`.
+- Test directories stay colocated by runtime side (`frontend/src/test`, `backend/src/test`).
+
+## Where to Add New Code
+
+**New Feature:**
+- Primary code:
+  - Frontend UI route/screen: `frontend/src/pages/` (compose from existing `components/`, `hooks/`, `ui/`).
+  - Backend endpoint: `backend/src/routes/` + matching domain logic in `backend/src/services/`.
+  - Persistence additions: `backend/src/db/schema.ts` plus migration updates in `backend/src/db/client.ts` and `backend/drizzle/`.
+- Tests:
+  - Frontend unit/component: `frontend/src/test/`.
+  - Backend unit/integration: `backend/src/test/`.
+  - E2E flow: `frontend/e2e/`.
+
+**New Component/Module:**
+- Implementation:
+  - Shared UI primitive/layout: `frontend/src/ui/`.
+  - Domain-specific UI component: `frontend/src/components/` (or nested feature folder).
+  - Backend reusable domain behavior: `backend/src/services/`.
+
+**Utilities:**
+- Shared helpers:
+  - Frontend: `frontend/src/utils/`.
+  - Backend: `backend/src/utils/`.
+  - DB-specific helpers: `backend/src/db/` focused utility modules.
+
+## Special Directories
+
+**frontend/dist, backend/dist:**
+- Purpose: build output artifacts.
+- Generated: Yes.
+- Committed: No (`dist/` ignored in `.gitignore`).
+
+**frontend/playwright-report, frontend/test-results, frontend/coverage, backend/coverage:**
+- Purpose: test artifacts/reports.
+- Generated: Yes.
+- Committed: No (ignored in `.gitignore`).
+
+**data/:**
+- Purpose: runtime/local DB, reminder state, scheduler locks.
+- Generated: Yes.
+- Committed: No (`data/` ignored in `.gitignore`).
+
+**doku/:**
+- Purpose: local work memory/reporting and internal notes.
+- Generated: Mixed (manual local notes + artifacts).
+- Committed: No (`doku/` ignored in `.gitignore`).
+
+**.planning/codebase/:**
+- Purpose: generated architecture/stack/convention/concern maps for GSD planning/execution.
+- Generated: Yes.
+- Committed: No (`.planning/` ignored by policy in this workspace).
+
+---
+
+*Structure analysis: 2026-04-30*
@@ -0,0 +1,203 @@
+# Testing Patterns
+
+**Analysis Date:** 2026-04-30
+
+## Test Framework
+
+**Runner:**
+- Vitest 4.x for unit/integration tests in both packages:
+  - Frontend config: `frontend/vitest.config.ts`
+  - Backend config: `backend/vitest.config.ts`
+- Config evidence:
+  - Frontend uses `environment: 'jsdom'` with React setup file `frontend/src/test/setup.ts`.
+  - Backend uses `environment: 'node'` with setup file `backend/src/test/setup.ts`.
+
+**Assertion Library:**
+- Vitest `expect`.
+- Frontend extends DOM assertions via `@testing-library/jest-dom` in `frontend/src/test/setup.ts`.
+
+**Run Commands:**
+```bash
+cd frontend && npm test                 # Watch/unit tests
+cd frontend && npm run test:run         # CI-style frontend run
+cd frontend && npm run test:coverage    # Frontend coverage
+cd backend && npm test                  # Watch/unit tests
+cd backend && npm run test:run          # CI-style backend run
+cd backend && npm run test:coverage     # Backend coverage
+cd frontend && npm run test:e2e         # Stable Playwright suite
+cd frontend && npm run test:e2e:all     # Cross-browser Playwright suite
+```
+
+## Test File Organization
+
+**Location:**
+- Backend unit/integration tests are in `backend/src/test/*.test.ts`.
+- Frontend unit/component/hook/context tests are in `frontend/src/test/**`.
+- Browser E2E tests are in `frontend/e2e/*.spec.ts`.
+
+**Naming:**
+- Unit/integration: `*.test.ts` or `*.test.tsx` (for example `backend/src/test/routes-real.test.ts`, `frontend/src/test/components/MedicationDialogs.test.tsx`).
+- E2E: `*.spec.ts` (for example `frontend/e2e/medication-edit.spec.ts`).
+
+**Structure:**
+```
+backend/src/test/
+  setup.ts
+  *.test.ts
+
+frontend/src/test/
+  setup.ts
+  App.test.tsx
+  components/*.test.tsx
+  context/*.test.tsx
+  hooks/*.test.ts
+  pages/*.test.tsx
+  utils/*.test.ts
+
+frontend/e2e/
+  auth.setup.ts
+  fixtures/index.ts
+  *.spec.ts
+```
+
+## Test Structure
+
+**Suite Organization:**
+```typescript
+describe("Feature Area", () => {
+  beforeEach(() => {
+    vi.clearAllMocks();
+  });
+
+  it("handles expected behavior", async () => {
+    // arrange
+    // act
+    // assert
+    expect(result).toEqual(expected);
+  });
+});
+```
+Pattern evidence: `frontend/src/test/components/MobileEditModal.test.tsx`, `backend/src/test/planner.test.ts`.
+
+**Patterns:**
+- Setup pattern:
+  - Frontend centralizes browser mocks in `frontend/src/test/setup.ts` (fetch, localStorage, clipboard, history, i18n).
+  - Backend provides reusable app/database factories in `backend/src/test/setup.ts` (`buildTestApp`, `createTestUser`, `createTestMedication`).
+- Teardown pattern:
+  - `afterAll` closes Fastify app and DB clients (`backend/src/test/planner.test.ts`, `backend/src/test/integration.test.ts`).
+- Assertion pattern:
+  - Route tests assert both HTTP status and response body (`backend/src/test/routes-real.test.ts`).
+  - UI tests assert presence and behavior via Testing Library role/test-id queries (`frontend/src/test/components/MedicationDialogs.test.tsx`).
+
+## Mocking
+
+**Framework:**
+- Vitest mocks (`vi.mock`, `vi.fn`, `vi.hoisted`, `vi.stubGlobal`).
+
+**Patterns:**
+```typescript
+const { testClient, testDb } = vi.hoisted(() => {
+  const client = createClient({ url: ":memory:" });
+  const db = drizzle(client);
+  return { testClient: client, testDb: db };
+});
+
+vi.mock("../db/client.js", () => ({
+  db: testDb,
+  migrationsReady: Promise.resolve(),
+}));
+```
+Pattern evidence: `backend/src/test/integration.test.ts`, `backend/src/test/routes-real.test.ts`.
+
+```typescript
+vi.mock("../../components/ConfirmModal", () => ({
+  ConfirmModal: ({ onConfirm }) => <button onClick={onConfirm}>confirm</button>,
+}));
+```
+Pattern evidence: `frontend/src/test/components/MedicationDialogs.test.tsx`.
+
+**What to Mock:**
+- External side effects and infrastructure boundaries: SMTP/nodemailer, fetch network calls, auth/plugin env modules, browser APIs.
+- Component dependencies in focused unit tests (replace heavy children with stubs).
+
+**What NOT to Mock:**
+- Core business behavior under direct test (route handlers in route tests, hook logic in hook tests, E2E API + UI flow in Playwright).
+
+## Fixtures and Factories
+
+**Test Data:**
+```typescript
+const userId = await createTestUser(client, { username: "testuser" });
+const medId = await createTestMedication(client, { userId, name: "Test Medication" });
+```
+Pattern evidence: `backend/src/test/setup.ts`, used by `backend/src/test/medications.test.ts`.
+
+```typescript
+export const test = base.extend({
+  page: async ({ page }, use) => {
+    await applyVideoSafetyMode(page);
+    await setupAuthMeMock(page);
+    await use(page);
+  },
+});
+```
+Pattern evidence: `frontend/e2e/fixtures/index.ts`.
+
+**Location:**
+- Backend factories/utilities: `backend/src/test/setup.ts`.
+- Frontend E2E shared fixtures and API helpers: `frontend/e2e/fixtures/index.ts`.
+
+## Coverage
+
+**Requirements:**
+- Frontend global thresholds in `frontend/vitest.config.ts`: lines/functions/branches/statements = 75.
+- Backend global thresholds in `backend/vitest.config.ts`: lines 60, functions 65, branches 50, statements 60.
+
+**View Coverage:**
+```bash
+cd frontend && npm run test:coverage
+cd backend && npm run test:coverage
+```
+
+## Test Types
+
+**Unit Tests:**
+- Component/hook/utils tests in `frontend/src/test/**`.
+- Utility/service route-unit style tests in `backend/src/test/*.test.ts`.
+
+**Integration Tests:**
+- Backend route interaction and multi-route behavior tests in files like:
+  - `backend/src/test/integration.test.ts`
+  - `backend/src/test/routes-real.test.ts`
+
+**E2E Tests:**
+- Playwright used with setup project and browser projects (`frontend/playwright.base.config.ts`).
+- Auth/session and API seeding helpers in `frontend/e2e/fixtures/index.ts`.
+
+## Common Patterns
+
+**Async Testing:**
+```typescript
+await waitFor(() => {
+  expect(mockFn).toHaveBeenCalledTimes(1);
+});
+```
+Pattern evidence: `frontend/src/test/context/AppContext.test.tsx`.
+
+```typescript
+const response = await app.inject({ method: "GET", url: "/settings" });
+expect(response.statusCode).toBe(200);
+```
+Pattern evidence: `backend/src/test/routes-real.test.ts`.
+
+**Error Testing:**
+```typescript
+const response = await app.inject({ method: "POST", url: "/planner/send-email", payload: { rows: [] } });
+expect(response.statusCode).toBe(400);
+expect(response.json()).toEqual({ error: "Missing planner data" });
+```
+Pattern evidence: `backend/src/test/planner.test.ts`.
+
+---
+
+*Testing analysis: 2026-04-30*
@@ -1,49 +1,166 @@
 {
-  "version": "2.0.0",
-  "tasks": [
-    {
-      "label": "E2E stable",
-      "type": "shell",
-      "command": "npm",
-      "args": ["run", "test:e2e"],
-      "options": {
-        "cwd": "${workspaceFolder}/frontend"
-      },
-      "group": "test",
-      "problemMatcher": []
-    },
-    {
-      "label": "E2E stable + merged video",
-      "type": "shell",
-      "command": "npm",
-      "args": ["run", "test:e2e:with-video"],
-      "options": {
-        "cwd": "${workspaceFolder}/frontend"
-      },
-      "group": "test",
-      "problemMatcher": []
-    },
-    {
-      "label": "E2E all browsers",
-      "type": "shell",
-      "command": "npm",
-      "args": ["run", "test:e2e:all"],
-      "options": {
-        "cwd": "${workspaceFolder}/frontend"
-      },
-      "group": "test",
-      "problemMatcher": []
-    },
-    {
-      "label": "E2E all browsers + merged video",
-      "type": "shell",
-      "command": "npm",
-      "args": ["run", "test:e2e:all:with-video"],
-      "options": {
-        "cwd": "${workspaceFolder}/frontend"
-      },
-      "group": "test",
-      "problemMatcher": []
-    }
-  ]
-}
+	"version": "2.0.0",
+	"tasks": [
+		{
+			"label": "E2E stable",
+			"type": "shell",
+			"command": "npm",
+			"args": [
+				"run",
+				"test:e2e"
+			],
+			"options": {
+				"cwd": "${workspaceFolder}/frontend"
+			},
+			"group": "test",
+			"problemMatcher": []
+		},
+		{
+			"label": "E2E stable + merged video",
+			"type": "shell",
+			"command": "npm",
+			"args": [
+				"run",
+				"test:e2e:with-video"
+			],
+			"options": {
+				"cwd": "${workspaceFolder}/frontend"
+			},
+			"group": "test",
+			"problemMatcher": []
+		},
+		{
+			"label": "E2E all browsers",
+			"type": "shell",
+			"command": "npm",
+			"args": [
+				"run",
+				"test:e2e:all"
+			],
+			"options": {
+				"cwd": "${workspaceFolder}/frontend"
+			},
+			"group": "test",
+			"problemMatcher": []
+		},
+		{
+			"label": "E2E all browsers + merged video",
+			"type": "shell",
+			"command": "npm",
+			"args": [
+				"run",
+				"test:e2e:all:with-video"
+			],
+			"options": {
+				"cwd": "${workspaceFolder}/frontend"
+			},
+			"group": "test",
+			"problemMatcher": []
+		},
+		{
+			"label": "E2E stable non-interactive",
+			"type": "shell",
+			"command": "cd frontend && PLAYWRIGHT_HTML_OPEN=never PLAYWRIGHT_WORKERS=1 npm run test:e2e -- --workers=1",
+			"isBackground": false,
+			"group": "test"
+		},
+		{
+			"label": "Targeted frontend vitest",
+			"type": "shell",
+			"command": "cd frontend && npm test -- --run src/test/context/AppContext.test.tsx src/test/utils/schedule.test.ts",
+			"isBackground": false,
+			"group": "test"
+		},
+		{
+			"label": "Focused frontend shared schedule test",
+			"type": "shell",
+			"command": "cd frontend && npm run test:run -- --maxWorkers=1 src/test/components/SharedSchedule.test.tsx",
+			"isBackground": false,
+			"group": "test"
+		},
+		{
+			"label": "PR3 targeted validation",
+			"type": "shell",
+			"command": "git --no-pager diff --check -- .github/agents/release-manager.agent.md .github/agents/testing-manager.agent.md .gitignore .vscode/tasks.json && node -e \"JSON.parse(require('fs').readFileSync('.vscode/tasks.json','utf8')); console.log('tasks.json valid')\"",
+			"isBackground": false
+		},
+		{
+			"label": "US4 T038 frontend check+build",
+			"type": "shell",
+			"command": "cd frontend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US4 T038 frontend check+build rerun",
+			"type": "shell",
+			"command": "cd frontend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US4 T038 frontend gate final",
+			"type": "shell",
+			"command": "cd frontend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US4 T038 frontend gate pass check",
+			"type": "shell",
+			"command": "cd frontend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US4 T038 frontend build only",
+			"type": "shell",
+			"command": "cd frontend && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US6 T050 backend check+build",
+			"type": "shell",
+			"command": "cd backend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US6 backend biome autofix touched files",
+			"type": "shell",
+			"command": "cd backend && npx biome check --write src/db/client.ts src/db/db-utils.ts src/routes/medications.ts src/routes/planner.ts src/routes/settings.ts src/services/medication-enrichment/adapters.ts src/services/medication-enrichment/index.ts src/services/medications-service.ts",
+			"isBackground": false
+		},
+		{
+			"label": "US6 T050 backend gate rerun",
+			"type": "shell",
+			"command": "cd backend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "US6 T050 backend gate final",
+			"type": "shell",
+			"command": "cd backend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "Rewrite db-utils barrel",
+			"type": "shell",
+			"command": "cat > backend/src/db/db-utils.ts <<'EOF'\n/**\n * Compatibility barrel for DB utilities.\n *\n * New code should prefer importing from focused modules:\n * - ./path-utils.js\n * - ./migration-utils.js\n * - ./repair-utils.js\n */\n\nexport { ensureDefaultUser, runAlterMigrations, runDrizzleMigrations } from \"./migration-utils.js\";\nexport { buildDbUrl, ensureDataDirectory, getDataDir, getDbPaths } from \"./path-utils.js\";\nexport { repairOrphanedDoseIds, repairTrailingHyphenDoseIds } from \"./repair-utils.js\";\nEOF",
+			"isBackground": false
+		},
+		{
+			"label": "US6 T050 backend gate success attempt",
+			"type": "shell",
+			"command": "cd backend && npm run check && npm run build",
+			"isBackground": false
+		},
+		{
+			"label": "T039 targeted frontend parity tests",
+			"type": "shell",
+			"command": "cd frontend && CI=true npm run test:run -- src/test/components/MedicationEditCoordinator.test.tsx src/test/components/MedicationDialogs.test.tsx src/test/components/MobileEditModal.test.tsx",
+			"isBackground": false
+		},
+		{
+			"label": "T044/T051 targeted backend regression tests",
+			"type": "shell",
+			"command": "cd backend && CI=true npm run test:run -- src/test/decomposition-services.test.ts src/test/medication-enrichment.test.ts src/test/database.test.ts src/test/medications.test.ts src/test/planner.test.ts src/test/settings.test.ts",
+			"isBackground": false
+		}
+	]
+}
@@ -10,7 +10,7 @@
 </p>

 <p align="center">
-  <img src="https://img.shields.io/badge/React-18-61DAFB?logo=react" alt="React 18" />
+  <img src="https://img.shields.io/badge/React-19-61DAFB?logo=react" alt="React 19" />
  <img src="https://img.shields.io/badge/TypeScript-5-3178C6?logo=typescript" alt="TypeScript" />
  <img src="https://img.shields.io/badge/Fastify-5-000000?logo=fastify" alt="Fastify" />
  <img src="https://img.shields.io/badge/SQLite-Database-003B57?logo=sqlite" alt="SQLite" />
@@ -18,13 +18,13 @@
 </p>

 <p align="center">
-  <img src="https://img.shields.io/badge/Backend_Tests-569%2F569-brightgreen?logo=vitest" alt="Backend Tests 454/454" />
-  <img src="https://img.shields.io/badge/Frontend_Tests-777%2F777-brightgreen?logo=vitest" alt="Frontend Tests 611/611" />
+  <img src="https://img.shields.io/badge/Backend_Tests-644%2F644-brightgreen?logo=vitest" alt="Backend Tests 454/454" />
+  <img src="https://img.shields.io/badge/Frontend_Tests-891%2F891-brightgreen?logo=vitest" alt="Frontend Tests 611/611" />
 </p>

 ### 🤖 AI-Generated Code

-> This app was 100% coded with Claude Opus 4.5. Use at your own risk.
+> This app was 100% coded with [Claude Opus 4.6](https://www.anthropic.com/claude) and [GPT-5.3 Codex](https://openai.com/index/gpt-5/). Use at your own risk.

 ### ⚠️ Disclaimer

@@ -119,11 +119,17 @@ Share your medication schedule with others via a public link.
 </blockquote>
 </details>

+### Medication Setup
+- Optional multi-source lookup inside the medication editor on desktop and mobile, prioritizing `RxNorm` and `openFDA` before `EMA`, including package-size suggestions when the source exposes them
+- Explicit review-and-apply flow with low-risk suggestions only
+- Additional lookup results can be revealed on demand instead of being hard-cut at the initial small result set
+- Honest incomplete-coverage messaging with source labels; manual entry always remains available
+
 ### Smart Inventory
- Track exact stock: packs, blisters, bottles, and loose pills
+- Track exact stock with package profiles (blister, bottle, tube, liquid container)
 - Display remaining days of supply
 - Automatic calculation based on intake schedule
- Manual stock correction supports partial blisters and loose pills
+- Manual stock correction supports profile-specific stock semantics (sealed units + loose stock for blister, amount-based stock for bottle/tube/liquid)

 ### Medication Refill
 - One-click refill with pack or loose pill options
@@ -141,7 +147,7 @@ Share your medication schedule with others via a public link.
 - Intake reminders via push notifications

 ### Trip Planner
- Calculate how many pills you need for a trip or date range
+- Calculate medication demand for a trip or date range with package-aware units
 - Plan ahead for vacations, business trips, or hospital stays
 - Send demand reports via email or push notification

@@ -152,6 +158,7 @@ Share your medication schedule with others via a public link.
 ### Multi-Person Support
 - Manage medications for multiple people
 - Share schedules via link. Recipients can mark doses as taken, you see it live
+- Optionally embed the medication overview directly on shared links via a settings toggle

 ### Data Export & Import
 - Export all your data (medications, dose history, settings) as JSON
@@ -177,7 +184,7 @@ The easiest way to deploy MedAssist-ng is with Docker Compose:
 git clone https://github.com/DanielVolz/medassist-ng.git
 cd medassist-ng
 cp .env.example .env
-docker compose up -d
+docker compose -p medassist-ng up -d
 ```

 Open `http://localhost:4174` and start tracking your medications.
@@ -194,8 +201,23 @@ All configuration is done via environment variables in `.env`. Copy `.env.exampl
 | `PGID` | `1000` | Group ID for container file permissions |
 | `PORT` | `3000` | Backend API port |
 | `CORS_ORIGINS` | `http://localhost:4174` | Allowed origins for CORS |
-| `LOG_LEVEL` | `info` | Log verbosity (`debug`, `info`, `warn`, `error`) |
-| `TZ` | `Europe/Berlin` | Timezone for scheduled reminders |
+| `LOG_LEVEL` | `info` | Log verbosity (`debug`, `info`, `warn`, `error`, `silent`). At `info` (default), high-frequency polling endpoints are suppressed. Set `debug` to see all requests. |
+| `OPENAPI_DOCS_ENABLED` | `auto` | Enables API docs in non-production by default. Set explicitly to `true`/`false` to override. |
+| `TZ` | `Europe/Berlin` | Server default timezone for scheduled reminders (can be overridden per user in Settings) |
+
+Recommended values for API docs by environment:
+
+| Environment | Recommendation |
+|-------------|----------------|
+| Development | `OPENAPI_DOCS_ENABLED=true` |
+| Staging/Test | `OPENAPI_DOCS_ENABLED=true` |
+| Production | leave it unset, or set `OPENAPI_DOCS_ENABLED=false` |
+
+Notes:
+
+- If `OPENAPI_DOCS_ENABLED` is not set, docs are enabled outside production and disabled in production.
+- If `OPENAPI_DOCS_ENABLED=true`, docs are available on `/docs` and `/docs/json`.
+- If `OPENAPI_DOCS_ENABLED=false`, only the docs are disabled. The API still works normally.

 ### Authentication

@@ -211,6 +233,43 @@ All configuration is done via environment variables in `.env`. Copy `.env.exampl

 Generate secrets with: `openssl rand -hex 32`

+### API Keys (Programmatic API Access)
+
+When `AUTH_ENABLED=true`, you can create personal API keys and call protected endpoints with:
+
+```bash
+Authorization: Bearer ma_...
+```
+
+Available scopes:
+
+- `read`: read-only access (`GET`, `HEAD`, `OPTIONS`)
+- `write`: read + write access
+
+Essential notes:
+
+- Create keys in the app when authentication is enabled.
+- The token is shown only once after creation.
+- Creating a new key automatically deactivates previously active keys for the same user.
+- API keys are stored hashed in the database.
+
+Example usage:
+
+```bash
+curl http://localhost:3000/settings \
+  -H "Authorization: Bearer ma_..."
+```
+
+API reference:
+
+- Interactive docs: `/docs`
+- OpenAPI JSON: `/docs/json`
+- With the bundled frontend ingress, these paths work on the normal app URL as well, for example `http://localhost:4174/docs` when docs are enabled.
+- Key management endpoints for authenticated users:
+  - `GET /auth/api-keys`
+  - `POST /auth/api-keys`
+  - `DELETE /auth/api-keys/:id`
+
 ### OIDC / SSO

 | Variable | Default | Description |
@@ -246,11 +305,15 @@ Generate secrets with: `openssl rand -hex 32`
 | `REMINDER_MINUTES_BEFORE` | `15` | Minutes before intake to send reminder |
 | `EXPIRY_WARNING_DAYS` | `30` | Days before expiry to show warning |

+Intake reminder timing uses IANA timezones. The server uses `TZ` as default, and each user can set an override in Settings. If no user timezone is set, reminders continue using the server default.
+
 ### Push Notifications (Shoutrrr)

 MedAssist uses [Shoutrrr](https://containrrr.dev/shoutrrr/) for push notifications, supporting many services with a single URL format.

-**Supported services:** ntfy, Pushover, Gotify, Discord, Telegram, Slack, Matrix, and [many more](https://containrrr.dev/shoutrrr/v0.8/services/overview/).
+**Implemented URL schemes in MedAssist:** `ntfy://`, `discord://`, `pushover://`, `gotify://`, `telegram://`, plus direct `https://` webhooks.
+
+This covers common providers like ntfy, Discord, Pushover, Gotify, Telegram, Slack webhooks, and many others via webhook URLs.

 Configure push notifications in Settings → Push, or set defaults via environment variables:

@@ -265,9 +328,9 @@ Configure push notifications in Settings → Push, or set defaults via environme

 These defaults are applied when a new user is created. Once a user saves settings in the app, their values take precedence.

-| Variable | Default | Description |
-|----------|---------|-------------|
-| `DEFAULT_SHARE_STOCK_STATUS` | `true` | Show stock status (Normal/Low/Critical) on shared schedule links |
+Complete list and details:
+
+- [docs/DEFAULT_USER_SETTINGS.md](docs/DEFAULT_USER_SETTINGS.md)

 #### URL Examples

@@ -288,6 +351,7 @@ Get your keys at [pushover.net](https://pushover.net/):
 **Gotify** (self-hosted):
 ```
 gotify://your-server.com/TOKEN
+gotify://your-server.com:443/path/to/gotify/TOKEN?priority=1
 ```

 **Discord**:
@@ -298,6 +362,7 @@ discord://TOKEN@WEBHOOK_ID
 **Telegram**:
 ```
 telegram://TOKEN@telegram?chats=CHAT_ID
+telegram://TOKEN@telegram?chats=@your_channel,-1001234567890
 ```

 For all services and options, see the [Shoutrrr documentation](https://containrrr.dev/shoutrrr/v0.8/services/overview/).
@@ -305,11 +370,21 @@ For all services and options, see the [Shoutrrr documentation](https://containrr
 # Development

 ```bash
-docker compose -f docker-compose.dev.yml up
+docker compose -p medassist-dev -f docker-compose.dev.yml up
 ```

 - Frontend: `http://localhost:5173` (hot reload)
 - Backend: `http://localhost:3000`
+- API docs UI: `http://localhost:3000/docs` (when docs are enabled)
+- OpenAPI JSON: `http://localhost:3000/docs/json` (when docs are enabled)
+
+Useful local commands:
+
+```bash
+npm run lint
+cd backend && npm run test:run
+cd frontend && npm run test:run
+```

 # Acknowledgements

@@ -0,0 +1,5 @@
+ALTER TABLE `medications` ADD `medication_form` text(20) DEFAULT 'tablet' NOT NULL;--> statement-breakpoint
+ALTER TABLE `medications` ADD `pill_form` text(20);--> statement-breakpoint
+ALTER TABLE `medications` ADD `lifecycle_category` text(30) DEFAULT 'refill_when_empty' NOT NULL;--> statement-breakpoint
+ALTER TABLE `medications` ADD `medication_end_date` text;--> statement-breakpoint
+ALTER TABLE `medications` ADD `auto_mark_obsolete_after_end_date` integer DEFAULT true NOT NULL;
@@ -0,0 +1,18 @@
+CREATE TABLE `api_keys` (
+	`id` integer PRIMARY KEY AUTOINCREMENT NOT NULL,
+	`user_id` integer NOT NULL,
+	`name` text(100) NOT NULL,
+	`key_hash` text(128) NOT NULL,
+	`token_prefix` text(24) DEFAULT '' NOT NULL,
+	`scope` text(10) DEFAULT 'write' NOT NULL,
+	`is_active` integer DEFAULT true NOT NULL,
+	`last_used_at` integer,
+	`expires_at` integer,
+	`created_at` integer DEFAULT CURRENT_TIMESTAMP NOT NULL,
+	`updated_at` integer DEFAULT CURRENT_TIMESTAMP NOT NULL,
+	FOREIGN KEY (`user_id`) REFERENCES `users`(`id`) ON UPDATE no action ON DELETE cascade
+);
+--> statement-breakpoint
+CREATE UNIQUE INDEX `api_keys_key_hash_unique` ON `api_keys` (`key_hash`);--> statement-breakpoint
+ALTER TABLE `medications` ADD `package_amount_value` integer DEFAULT 0 NOT NULL;--> statement-breakpoint
+ALTER TABLE `medications` ADD `package_amount_unit` text(10) DEFAULT 'ml' NOT NULL;
@@ -0,0 +1 @@
+ALTER TABLE `user_settings` ADD `share_medication_overview` integer DEFAULT false NOT NULL;
@@ -0,0 +1 @@
+ALTER TABLE `user_settings` ADD `timezone` text DEFAULT '' NOT NULL;
@@ -76,7 +76,35 @@
      "idx": 10,
      "version": "6",
      "when": 1771694832866,
-      "tag": "0010_mean_spot",
+      "tag": "0010_add_dose_tracking_taken_source",
+      "breakpoints": true
+    },
+    {
+      "idx": 11,
+      "version": "6",
+      "when": 1772219947541,
+      "tag": "0011_add_medication_form_lifecycle_columns",
+      "breakpoints": true
+    },
+    {
+      "idx": 12,
+      "version": "6",
+      "when": 1772881208026,
+      "tag": "0012_add_api_keys_and_package_amount_columns",
+      "breakpoints": true
+    },
+    {
+      "idx": 13,
+      "version": "6",
+      "when": 1773348659979,
+      "tag": "0013_add_share_medication_overview",
+      "breakpoints": true
+    },
+    {
+      "idx": 14,
+      "version": "6",
+      "when": 1775849300000,
+      "tag": "0014_add_user_settings_timezone",
      "breakpoints": true
    }
  ]
@@ -1,6 +1,6 @@
 {
  "name": "medassist-ng-backend",
-  "version": "1.15.0",
+  "version": "1.23.0",
  "private": true,
  "type": "module",
  "scripts": {
@@ -20,30 +20,40 @@
    "@fastify/cookie": "^11.0.2",
    "@fastify/cors": "^11.2.0",
    "@fastify/helmet": "^13.0.2",
-    "@fastify/jwt": "^10.0.0",
-    "@fastify/multipart": "^9.4.0",
+    "@fastify/multipart": "^10.0.0",
    "@fastify/rate-limit": "^10.3.0",
    "@fastify/sensible": "^6.0.4",
-    "@fastify/static": "^9.0.0",
-    "@libsql/client": "^0.17.0",
+    "@fastify/static": "^9.1.3",
+    "@fastify/swagger": "^9.7.0",
+    "@fastify/swagger-ui": "^5.2.6",
+    "@libsql/client": "^0.17.3",
    "argon2": "^0.44.0",
-    "dotenv": "^17.3.1",
-    "drizzle-orm": "^0.45.1",
-    "fastify": "^5.7.4",
-    "nodemailer": "^8.0.1",
-    "openid-client": "^6.8.2",
-    "zod": "^3.23.8"
+    "dotenv": "^17.4.2",
+    "drizzle-orm": "^0.45.2",
+    "fastify": "^5.8.5",
+    "fastify-plugin": "^5.0.1",
+    "jose": "^6.2.3",
+    "nodemailer": "^8.0.7",
+    "openid-client": "^6.8.4",
+    "sharp": "^0.34.5",
+    "zod": "^4.4.3"
  },
  "devDependencies": {
-    "@biomejs/biome": "^2.4.1",
-    "@types/node": "^25.2.3",
-    "@types/nodemailer": "^7.0.10",
-    "@types/supertest": "^6.0.2",
-    "@vitest/coverage-v8": "^4.0.18",
-    "drizzle-kit": "^0.31.9",
+    "@biomejs/biome": "^2.4.14",
+    "@types/node": "^25.6.0",
+    "@types/nodemailer": "^8.0.0",
+    "@types/supertest": "^7.2.0",
+    "@vitest/coverage-v8": "^4.1.5",
+    "drizzle-kit": "^0.31.10",
+    "pino-pretty": "^13.1.3",
    "supertest": "^7.2.2",
    "tsx": "^4.19.0",
-    "typescript": "^5.5.4",
+    "typescript": "^6.0.3",
    "vitest": "^4.0.16"
+  },
+  "overrides": {
+    "@esbuild-kit/esm-loader": "2.6.5",
+    "@esbuild-kit/core-utils": "3.3.2",
+    "esbuild": "0.25.4"
  }
 }
@@ -3,16 +3,10 @@ import { type Client, createClient } from "@libsql/client";
 import dotenv from "dotenv";
 import { drizzle } from "drizzle-orm/libsql";
 import { log } from "../utils/logger.js";
-// Import utilities from db-utils (side-effect-free)
-import {
-	ensureDataDirectory,
-	ensureDefaultUser,
-	getDbPaths,
-	repairOrphanedDoseIds,
-	repairTrailingHyphenDoseIds,
-	runAlterMigrations,
-	runDrizzleMigrations,
-} from "./db-utils.js";
+import { ensureDefaultUser, runAlterMigrations, runDrizzleMigrations } from "./migration-utils.js";
+// Import utilities from focused DB modules (side-effect-free)
+import { ensureDataDirectory, getDbPaths } from "./path-utils.js";
+import { repairOrphanedDoseIds, repairTrailingHyphenDoseIds } from "./repair-utils.js";

 // Re-export all utilities so existing imports from client.ts keep working
 export {
@@ -78,10 +72,6 @@ async function runMigrations() {
 	const migrateResult = await runDrizzleMigrations(db);
 	if (!migrateResult.success) {
 		log.error(`[DB] Migration error: ${migrateResult.error}`);
-	} else if (migrateResult.warning) {
-		log.warn(`[DB] Migration warning: ${migrateResult.warning}`);
-	} else {
-		log.debug(`[DB] Drizzle migrations completed`);
 	}

 	// Run ALTER TABLE migrations for backward compatibility
@@ -1,399 +1,12 @@
 /**
- * Pure utility functions for database operations.
- * Separated from client.ts to allow importing without triggering
- * top-level database initialization side effects.
+ * Compatibility barrel for DB utilities.
+ *
+ * New code should prefer importing from focused modules:
+ * - ./path-utils.js
+ * - ./migration-utils.js
+ * - ./repair-utils.js
 */

-import { accessSync, constants, existsSync, mkdirSync, writeFileSync } from "node:fs";
-import { dirname, resolve } from "node:path";
-import { fileURLToPath } from "node:url";
-import type { Client } from "@libsql/client";
-import type { drizzle } from "drizzle-orm/libsql";
-import { migrate } from "drizzle-orm/libsql/migrator";
-import { parseIntakesJson, parseLocalDateTime } from "../utils/scheduler-utils.js";
-
-// Get migrations folder path (relative to this file's location)
-const __filename = fileURLToPath(import.meta.url);
-const __dirname = dirname(__filename);
-const migrationsFolder = resolve(__dirname, "../../drizzle");
-
-// =============================================================================
-// Path & Directory utilities
-// =============================================================================
-
-/**
- * Get the data directory path.
- *
- * Resolution order:
- * 1. DATA_DIR env var (set by docker-compose for containers)
- * 2. Monorepo detection: if ../docker-compose.yml exists, we're in backend/
- *    subdirectory → use ../data (project root's data folder)
- * 3. Fallback: resolve(cwd, "data") (running from project root or standalone)
- */
-export function getDataDir(cwd: string = process.cwd()): string {
-	// Docker containers set DATA_DIR explicitly
-	if (process.env.DATA_DIR) return resolve(process.env.DATA_DIR);
-
-	// Local dev: detect if we're in backend/ subdirectory of the monorepo
-	if (existsSync(resolve(cwd, "..", "docker-compose.yml"))) {
-		return resolve(cwd, "..", "data");
-	}
-
-	// Default: data/ relative to cwd (running from project root)
-	return resolve(cwd, "data");
-}
-
-/** Build the database URL from a path */
-export function buildDbUrl(dbPath: string): string {
-	return `file:${dbPath}`;
-}
-
-/** Get data directory and database path */
-export function getDbPaths(cwd: string = process.cwd()): { dataDir: string; dbPath: string; url: string } {
-	const dataDir = getDataDir(cwd);
-	const dbPath = resolve(dataDir, "medassist-ng.db");
-	const url = buildDbUrl(dbPath);
-	return { dataDir, dbPath, url };
-}
-
-/** Ensure data directory exists and is writable */
-export function ensureDataDirectory(dataDir: string): { success: boolean; error?: string } {
-	try {
-		if (!existsSync(dataDir)) {
-			mkdirSync(dataDir, { recursive: true });
-		}
-
-		// Check if directory is writable
-		accessSync(dataDir, constants.W_OK);
-
-		// Try to create a test file to verify write access
-		const testFile = resolve(dataDir, ".write-test");
-		writeFileSync(testFile, "test");
-
-		return { success: true };
-	} catch (err: unknown) {
-		return { success: false, error: (err as Error).message };
-	}
-}
-
-// =============================================================================
-// Migration utilities
-// =============================================================================
-
-/** Run drizzle-kit migrations on the database */
-export async function runDrizzleMigrations(
-	database: ReturnType<typeof drizzle>
-): Promise<{ success: boolean; error?: string; warning?: string }> {
-	try {
-		await migrate(database, { migrationsFolder });
-		return { success: true };
-	} catch (err: unknown) {
-		// If the error is about existing schema objects, the DB is already up-to-date
-		// This happens when ALTER migrations in client.ts have already added the columns,
-		// or when tables were created before drizzle migrations were introduced
-		if ((err as Error).message?.includes("duplicate column") || (err as Error).message?.includes("already exists")) {
-			return { success: true, warning: `Schema already up-to-date: ${(err as Error).message}` };
-		}
-		return { success: false, error: (err as Error).message };
-	}
-}
-
-/** Run ALTER TABLE migrations for backward compatibility with older databases */
-export async function runAlterMigrations(client: Client): Promise<{ success: boolean; errors: string[] }> {
-	const errors: string[] = [];
-
-	// These add new columns to existing tables (silently fail if column already exists)
-	const alterMigrations = [
-		// Added in v1.x - repeat reminders and nagging settings
-		`ALTER TABLE user_settings ADD COLUMN skip_reminders_for_taken_doses integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE user_settings ADD COLUMN repeat_reminders_enabled integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE user_settings ADD COLUMN reminder_repeat_interval_minutes integer NOT NULL DEFAULT 30`,
-		`ALTER TABLE user_settings ADD COLUMN max_nagging_reminders integer NOT NULL DEFAULT 5`,
-		// Added in v1.2.3 - dismiss missed doses without deducting stock
-		`ALTER TABLE dose_tracking ADD COLUMN dismissed integer NOT NULL DEFAULT 0`,
-		// Added for intake automation auditability (manual vs automatic taken)
-		`ALTER TABLE dose_tracking ADD COLUMN taken_source text NOT NULL DEFAULT 'manual'`,
-		// Added in v1.3.x - stock calculation mode (automatic/manual)
-		`ALTER TABLE user_settings ADD COLUMN stock_calculation_mode text NOT NULL DEFAULT 'automatic'`,
-		// Added for stock correction - hidden offset that doesn't affect looseTablets
-		`ALTER TABLE medications ADD COLUMN stock_adjustment integer NOT NULL DEFAULT 0`,
-		// Added for stock correction - timestamp to ignore consumed doses before correction
-		`ALTER TABLE medications ADD COLUMN last_stock_correction_at integer`,
-		// Added in v1.5.1 - dismiss past doses until date (robust against timestamp changes)
-		`ALTER TABLE medications ADD COLUMN dismissed_until text`,
-		// Added for soft-archiving medications (without deleting history)
-		`ALTER TABLE medications ADD COLUMN is_obsolete integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE medications ADD COLUMN obsolete_at integer`,
-		// Added for explicit medication lifecycle start date
-		`ALTER TABLE medications ADD COLUMN medication_start_date text NOT NULL DEFAULT ''`,
-		// Added for more detailed reminder info display
-		`ALTER TABLE user_settings ADD COLUMN last_reminder_med_name text`,
-		`ALTER TABLE user_settings ADD COLUMN last_reminder_taken_by text`,
-		// Added for package type support (blister vs bottle)
-		`ALTER TABLE medications ADD COLUMN package_type text NOT NULL DEFAULT 'blister'`,
-		`ALTER TABLE medications ADD COLUMN total_pills integer`,
-		// Added for dose unit selection (mg, g, mcg, ml, IU, etc.)
-		`ALTER TABLE medications ADD COLUMN dose_unit text DEFAULT 'mg'`,
-		// Added for intake-level takenBy: unified intakes structure
-		`ALTER TABLE medications ADD COLUMN intakes_json text NOT NULL DEFAULT '[]'`,
-		// Added for separate stock reminder tracking
-		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_sent text`,
-		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_channel text`,
-		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_med_names text`,
-		// Added for share stock visibility toggle
-		`ALTER TABLE user_settings ADD COLUMN share_stock_status integer NOT NULL DEFAULT 1`,
-		// Added for timeline visibility toggles (dashboard + shared schedule)
-		`ALTER TABLE user_settings ADD COLUMN upcoming_today_only integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE user_settings ADD COLUMN share_schedule_today_only integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE user_settings ADD COLUMN swap_dashboard_main_sections integer NOT NULL DEFAULT 0`,
-		// Added for prescription refill tracking and reminders
-		`ALTER TABLE medications ADD COLUMN prescription_enabled integer NOT NULL DEFAULT 0`,
-		`ALTER TABLE medications ADD COLUMN prescription_authorized_refills integer`,
-		`ALTER TABLE medications ADD COLUMN prescription_remaining_refills integer`,
-		`ALTER TABLE medications ADD COLUMN prescription_low_refill_threshold integer NOT NULL DEFAULT 1`,
-		`ALTER TABLE medications ADD COLUMN prescription_expiry_date text`,
-		`ALTER TABLE user_settings ADD COLUMN email_prescription_reminders integer NOT NULL DEFAULT 1`,
-		`ALTER TABLE user_settings ADD COLUMN shoutrrr_prescription_reminders integer NOT NULL DEFAULT 1`,
-		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_sent text`,
-		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_channel text`,
-		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_med_names text`,
-		// Added for refill history prescription tracking
-		`ALTER TABLE refill_history ADD COLUMN used_prescription integer NOT NULL DEFAULT 0`,
-	];
-
-	for (const sql of alterMigrations) {
-		try {
-			await client.execute(sql);
-		} catch (e: unknown) {
-			// Silently ignore "duplicate column" errors - column already exists
-			if (!(e as Error).message?.includes("duplicate column")) {
-				errors.push((e as Error).message);
-			}
-		}
-	}
-
-	// Create tables that might be missing (silently fail if already exists)
-	const createTableMigrations = [
-		// Added in v1.3.x - refill history tracking
-		`CREATE TABLE IF NOT EXISTS refill_history (
-      id INTEGER PRIMARY KEY AUTOINCREMENT,
-      medication_id INTEGER NOT NULL REFERENCES medications(id) ON DELETE CASCADE,
-      user_id INTEGER NOT NULL REFERENCES users(id) ON DELETE CASCADE,
-      packs_added INTEGER NOT NULL DEFAULT 0,
-      loose_pills_added INTEGER NOT NULL DEFAULT 0,
-      refill_date INTEGER NOT NULL DEFAULT (strftime('%s','now'))
-    )`,
-	];
-
-	for (const sql of createTableMigrations) {
-		try {
-			await client.execute(sql);
-		} catch (e: unknown) {
-			// Silently ignore "table already exists" errors
-			if (!(e as Error).message?.includes("already exists")) {
-				errors.push((e as Error).message);
-			}
-		}
-	}
-
-	// Create indexes that might be missing (silently fail if already exists)
-	const createIndexMigrations = [
-		// Added in v1.6.x - case-insensitive unique usernames
-		`CREATE UNIQUE INDEX IF NOT EXISTS users_username_lower_unique ON users(lower(username))`,
-	];
-
-	for (const sql of createIndexMigrations) {
-		try {
-			await client.execute(sql);
-		} catch (e: unknown) {
-			// Silently ignore "already exists" errors
-			if (!(e as Error).message?.includes("already exists")) {
-				errors.push((e as Error).message);
-			}
-		}
-	}
-
-	return { success: errors.length === 0, errors };
-}
-
-// =============================================================================
-// User utilities
-// =============================================================================
-
-/** Ensure default user exists for auth-disabled mode */
-export async function ensureDefaultUser(client: Client, authEnabled: boolean): Promise<boolean> {
-	if (authEnabled) {
-		return false; // No default user needed
-	}
-
-	try {
-		const result = await client.execute("SELECT id FROM users WHERE id = 1");
-		if (result.rows.length === 0) {
-			await client.execute("INSERT INTO users (id, username, auth_provider) VALUES (1, 'default', 'local')");
-			return true; // Created
-		}
-		return false; // Already exists
-	} catch (e: unknown) {
-		console.error(`[DB] Error creating default user:`, (e as Error).message);
-		return false;
-	}
-}
-
-// =============================================================================
-// Startup repair: fix orphaned dose tracking IDs from past schedule changes
-// =============================================================================
-
-const MS_PER_DAY = 86_400_000;
-
-/**
- * Repair dose IDs that have a trailing hyphen caused by a frontend bug where
- * `[].toString()` produced an empty string, resulting in IDs like "5-0-1729123200000-"
- * instead of "5-0-1729123200000". This strips trailing hyphens from all dose IDs.
- *
- * This function is idempotent - safe to run on every startup.
- */
-export async function repairTrailingHyphenDoseIds(client: Client): Promise<{ repaired: number; errors: string[] }> {
-	const errors: string[] = [];
-	let repaired = 0;
-
-	try {
-		const result = await client.execute(
-			"UPDATE dose_tracking SET dose_id = RTRIM(dose_id, '-') WHERE dose_id LIKE '%-'"
-		);
-		repaired = result.rowsAffected;
-	} catch (e: unknown) {
-		errors.push(`Trailing-hyphen repair failed: ${(e as Error).message}`);
-	}
-
-	return { repaired, errors };
-}
-
-/**
- * Repair orphaned dose tracking IDs that no longer match the current intake schedule.
- * This fixes dose IDs that became invalid when a medication's schedule was changed
- * BEFORE the on-edit migration (PR #103) was introduced.
- *
- * For each medication, generates all valid schedule dateOnlyMs values from each intake's
- * start date up to today, then checks all dose_tracking entries. Any dose whose timestamp
- * doesn't match a valid schedule date is remapped to the nearest valid date.
- *
- * This function is idempotent - safe to run on every startup.
- */
-export async function repairOrphanedDoseIds(client: Client): Promise<{ repaired: number; errors: string[] }> {
-	const errors: string[] = [];
-	let repaired = 0;
-
-	try {
-		// Get all medications
-		const medsResult = await client.execute(
-			"SELECT id, intakes_json, usage_json, every_json, start_json, intake_reminders_enabled FROM medications"
-		);
-
-		if (medsResult.rows.length === 0) return { repaired, errors };
-
-		// Get all dose tracking entries
-		const dosesResult = await client.execute("SELECT id, dose_id FROM dose_tracking");
-		if (dosesResult.rows.length === 0) return { repaired, errors };
-
-		// Build a map of medId → dose entries for quick lookup
-		const dosesByMed = new Map<number, Array<{ id: number; doseId: string }>>();
-		for (const row of dosesResult.rows) {
-			const doseId = row.dose_id as string;
-			const parts = doseId.split("-");
-			if (parts.length < 3) continue;
-			const medId = parseInt(parts[0], 10);
-			if (Number.isNaN(medId)) continue;
-			if (!dosesByMed.has(medId)) dosesByMed.set(medId, []);
-			dosesByMed.get(medId)!.push({ id: row.id as number, doseId });
-		}
-
-		const now = new Date();
-		const today = new Date(now.getFullYear(), now.getMonth(), now.getDate());
-
-		for (const med of medsResult.rows) {
-			const medId = med.id as number;
-			const medDoses = dosesByMed.get(medId);
-			if (!medDoses || medDoses.length === 0) continue;
-
-			// Parse intakes
-			const intakes = parseIntakesJson(
-				med.intakes_json as string | null,
-				{
-					usageJson: (med.usage_json as string) || "[]",
-					everyJson: (med.every_json as string) || "[]",
-					startJson: (med.start_json as string) || "[]",
-				},
-				(med.intake_reminders_enabled as number) === 1
-			);
-
-			if (intakes.length === 0) continue;
-
-			// For each intake index, build the set of valid dateOnlyMs values
-			const validDatesByIntake = new Map<number, Set<number>>();
-			for (let idx = 0; idx < intakes.length; idx++) {
-				const intake = intakes[idx];
-				const start = parseLocalDateTime(intake.start);
-				const every = intake.every;
-				if (every <= 0 || Number.isNaN(start.getTime())) continue;
-
-				const validDates = new Set<number>();
-				for (let d = new Date(start); d <= today; d.setDate(d.getDate() + every)) {
-					validDates.add(new Date(d.getFullYear(), d.getMonth(), d.getDate()).getTime());
-				}
-				validDatesByIntake.set(idx, validDates);
-			}
-
-			// Check each dose entry
-			for (const dose of medDoses) {
-				const parts = dose.doseId.split("-");
-				if (parts.length < 3) continue;
-
-				const intakeIdx = parseInt(parts[1], 10);
-				const dateOnlyMs = parseInt(parts[2], 10);
-				if (Number.isNaN(intakeIdx) || Number.isNaN(dateOnlyMs)) continue;
-
-				const validDates = validDatesByIntake.get(intakeIdx);
-				if (!validDates) continue; // Unknown intake index - skip
-
-				// Check if this dose's timestamp is valid
-				if (validDates.has(dateOnlyMs)) continue; // Already valid - nothing to do
-
-				// Orphaned dose - find the nearest valid schedule date
-				const intake = intakes[intakeIdx];
-				if (!intake) continue;
-
-				const halfInterval = (intake.every * MS_PER_DAY) / 2;
-				let bestMatch: number | null = null;
-				let bestDist = Infinity;
-
-				for (const validDate of validDates) {
-					const dist = Math.abs(validDate - dateOnlyMs);
-					if (dist < bestDist && dist <= halfInterval) {
-						bestDist = dist;
-						bestMatch = validDate;
-					}
-				}
-
-				if (bestMatch !== null) {
-					// Rebuild dose ID with new timestamp, preserving person suffix
-					const personSuffix = parts.length > 3 ? `-${parts.slice(3).join("-")}` : "";
-					const newDoseId = `${medId}-${intakeIdx}-${bestMatch}${personSuffix}`;
-
-					try {
-						await client.execute({
-							sql: "UPDATE dose_tracking SET dose_id = ? WHERE id = ?",
-							args: [newDoseId, dose.id],
-						});
-						repaired++;
-					} catch (e: unknown) {
-						errors.push(`Failed to repair dose ${dose.id}: ${(e as Error).message}`);
-					}
-				}
-			}
-		}
-	} catch (e: unknown) {
-		errors.push(`Repair failed: ${(e as Error).message}`);
-	}
-
-	return { repaired, errors };
-}
+export { ensureDefaultUser, runAlterMigrations, runDrizzleMigrations } from "./migration-utils.js";
+export { buildDbUrl, ensureDataDirectory, getDataDir, getDbPaths } from "./path-utils.js";
+export { repairOrphanedDoseIds, repairTrailingHyphenDoseIds } from "./repair-utils.js";
@@ -0,0 +1,160 @@
+import { dirname, resolve } from "node:path";
+import { fileURLToPath } from "node:url";
+import type { Client } from "@libsql/client";
+import type { drizzle } from "drizzle-orm/libsql";
+import { migrate } from "drizzle-orm/libsql/migrator";
+
+const __filename = fileURLToPath(import.meta.url);
+const __dirname = dirname(__filename);
+const migrationsFolder = resolve(__dirname, "../../drizzle");
+
+/** Run drizzle-kit migrations on the database */
+export async function runDrizzleMigrations(
+	database: ReturnType<typeof drizzle>
+): Promise<{ success: boolean; error?: string; warning?: string }> {
+	try {
+		await migrate(database, { migrationsFolder });
+		return { success: true };
+	} catch (err: unknown) {
+		const msg = (err as Error).message ?? "";
+		if (msg.includes("duplicate column") || msg.includes("already exists")) {
+			return { success: true };
+		}
+		return { success: false, error: msg };
+	}
+}
+
+/** Run ALTER TABLE migrations for backward compatibility with older databases */
+export async function runAlterMigrations(client: Client): Promise<{ success: boolean; errors: string[] }> {
+	const errors: string[] = [];
+
+	const alterMigrations = [
+		`ALTER TABLE user_settings ADD COLUMN skip_reminders_for_taken_doses integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE user_settings ADD COLUMN repeat_reminders_enabled integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE user_settings ADD COLUMN reminder_repeat_interval_minutes integer NOT NULL DEFAULT 30`,
+		`ALTER TABLE user_settings ADD COLUMN max_nagging_reminders integer NOT NULL DEFAULT 5`,
+		`ALTER TABLE user_settings ADD COLUMN timezone text NOT NULL DEFAULT ''`,
+		`ALTER TABLE dose_tracking ADD COLUMN dismissed integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE dose_tracking ADD COLUMN taken_source text NOT NULL DEFAULT 'manual'`,
+		`ALTER TABLE user_settings ADD COLUMN stock_calculation_mode text NOT NULL DEFAULT 'automatic'`,
+		`ALTER TABLE medications ADD COLUMN stock_adjustment integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE medications ADD COLUMN last_stock_correction_at integer`,
+		`ALTER TABLE medications ADD COLUMN dismissed_until text`,
+		`ALTER TABLE medications ADD COLUMN is_obsolete integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE medications ADD COLUMN obsolete_at integer`,
+		`ALTER TABLE medications ADD COLUMN medication_start_date text NOT NULL DEFAULT ''`,
+		`ALTER TABLE medications ADD COLUMN medication_form text NOT NULL DEFAULT 'tablet'`,
+		`ALTER TABLE medications ADD COLUMN pill_form text`,
+		`ALTER TABLE medications ADD COLUMN lifecycle_category text NOT NULL DEFAULT 'refill_when_empty'`,
+		`ALTER TABLE medications ADD COLUMN medication_end_date text`,
+		`ALTER TABLE medications ADD COLUMN auto_mark_obsolete_after_end_date integer NOT NULL DEFAULT 1`,
+		`ALTER TABLE medications ADD COLUMN package_amount_value integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE medications ADD COLUMN package_amount_unit text NOT NULL DEFAULT 'ml'`,
+		`ALTER TABLE user_settings ADD COLUMN last_reminder_med_name text`,
+		`ALTER TABLE user_settings ADD COLUMN last_reminder_taken_by text`,
+		`ALTER TABLE medications ADD COLUMN package_type text NOT NULL DEFAULT 'blister'`,
+		`ALTER TABLE medications ADD COLUMN total_pills integer`,
+		`ALTER TABLE medications ADD COLUMN dose_unit text DEFAULT 'mg'`,
+		`ALTER TABLE medications ADD COLUMN intakes_json text NOT NULL DEFAULT '[]'`,
+		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_sent text`,
+		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_channel text`,
+		`ALTER TABLE user_settings ADD COLUMN last_stock_reminder_med_names text`,
+		`ALTER TABLE user_settings ADD COLUMN share_stock_status integer NOT NULL DEFAULT 1`,
+		`ALTER TABLE user_settings ADD COLUMN share_medication_overview integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE user_settings ADD COLUMN upcoming_today_only integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE user_settings ADD COLUMN share_schedule_today_only integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE user_settings ADD COLUMN swap_dashboard_main_sections integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE medications ADD COLUMN prescription_enabled integer NOT NULL DEFAULT 0`,
+		`ALTER TABLE medications ADD COLUMN prescription_authorized_refills integer`,
+		`ALTER TABLE medications ADD COLUMN prescription_remaining_refills integer`,
+		`ALTER TABLE medications ADD COLUMN prescription_low_refill_threshold integer NOT NULL DEFAULT 1`,
+		`ALTER TABLE medications ADD COLUMN prescription_expiry_date text`,
+		`ALTER TABLE user_settings ADD COLUMN email_prescription_reminders integer NOT NULL DEFAULT 1`,
+		`ALTER TABLE user_settings ADD COLUMN shoutrrr_prescription_reminders integer NOT NULL DEFAULT 1`,
+		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_sent text`,
+		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_channel text`,
+		`ALTER TABLE user_settings ADD COLUMN last_prescription_reminder_med_names text`,
+		`ALTER TABLE refill_history ADD COLUMN used_prescription integer NOT NULL DEFAULT 0`,
+	];
+
+	for (const sql of alterMigrations) {
+		try {
+			await client.execute(sql);
+		} catch (e: unknown) {
+			if (!(e as Error).message?.includes("duplicate column")) {
+				errors.push((e as Error).message);
+			}
+		}
+	}
+
+	const createTableMigrations = [
+		`CREATE TABLE IF NOT EXISTS refill_history (
+      id INTEGER PRIMARY KEY AUTOINCREMENT,
+      medication_id INTEGER NOT NULL REFERENCES medications(id) ON DELETE CASCADE,
+      user_id INTEGER NOT NULL REFERENCES users(id) ON DELETE CASCADE,
+      packs_added INTEGER NOT NULL DEFAULT 0,
+      loose_pills_added INTEGER NOT NULL DEFAULT 0,
+      refill_date INTEGER NOT NULL DEFAULT (strftime('%s','now'))
+	    )`,
+		`CREATE TABLE IF NOT EXISTS api_keys (
+			id INTEGER PRIMARY KEY AUTOINCREMENT,
+			user_id INTEGER NOT NULL REFERENCES users(id) ON DELETE CASCADE,
+			name TEXT NOT NULL,
+			key_hash TEXT NOT NULL UNIQUE,
+			token_prefix TEXT NOT NULL DEFAULT '',
+			scope TEXT NOT NULL DEFAULT 'write',
+			is_active INTEGER NOT NULL DEFAULT 1,
+			last_used_at INTEGER,
+			expires_at INTEGER,
+			created_at INTEGER NOT NULL DEFAULT (strftime('%s','now')),
+			updated_at INTEGER NOT NULL DEFAULT (strftime('%s','now'))
+		)`,
+	];
+
+	for (const sql of createTableMigrations) {
+		try {
+			await client.execute(sql);
+		} catch (e: unknown) {
+			if (!(e as Error).message?.includes("already exists")) {
+				errors.push((e as Error).message);
+			}
+		}
+	}
+
+	const createIndexMigrations = [
+		`CREATE UNIQUE INDEX IF NOT EXISTS users_username_lower_unique ON users(lower(username))`,
+		`CREATE UNIQUE INDEX IF NOT EXISTS api_keys_key_hash_unique ON api_keys(key_hash)`,
+		`CREATE INDEX IF NOT EXISTS api_keys_user_id_idx ON api_keys(user_id)`,
+	];
+
+	for (const sql of createIndexMigrations) {
+		try {
+			await client.execute(sql);
+		} catch (e: unknown) {
+			if (!(e as Error).message?.includes("already exists")) {
+				errors.push((e as Error).message);
+			}
+		}
+	}
+
+	return { success: errors.length === 0, errors };
+}
+
+/** Ensure default user exists for auth-disabled mode */
+export async function ensureDefaultUser(client: Client, authEnabled: boolean): Promise<boolean> {
+	if (authEnabled) {
+		return false;
+	}
+
+	try {
+		const result = await client.execute("SELECT id FROM users WHERE id = 1");
+		if (result.rows.length === 0) {
+			await client.execute("INSERT INTO users (id, username, auth_provider) VALUES (1, 'default', 'local')");
+			return true;
+		}
+		return false;
+	} catch (e: unknown) {
+		console.error(`[DB] Error creating default user:`, (e as Error).message);
+		return false;
+	}
+}
@@ -0,0 +1,48 @@
+import { accessSync, constants, existsSync, mkdirSync } from "node:fs";
+import { resolve } from "node:path";
+
+/**
+ * Get the data directory path.
+ *
+ * Resolution order:
+ * 1. DATA_DIR env var (set by docker-compose for containers)
+ * 2. Monorepo detection: if ../docker-compose.yml exists, we're in backend/
+ *    subdirectory -> use ../data (project root's data folder)
+ * 3. Fallback: resolve(cwd, "data") (running from project root or standalone)
+ */
+export function getDataDir(cwd: string = process.cwd()): string {
+	if (process.env.DATA_DIR) return resolve(process.env.DATA_DIR);
+
+	if (existsSync(resolve(cwd, "..", "docker-compose.yml"))) {
+		return resolve(cwd, "..", "data");
+	}
+
+	return resolve(cwd, "data");
+}
+
+/** Build the database URL from a path */
+export function buildDbUrl(dbPath: string): string {
+	return `file:${dbPath}`;
+}
+
+/** Get data directory and database path */
+export function getDbPaths(cwd: string = process.cwd()): { dataDir: string; dbPath: string; url: string } {
+	const dataDir = getDataDir(cwd);
+	const dbPath = resolve(dataDir, "medassist-ng.db");
+	const url = buildDbUrl(dbPath);
+	return { dataDir, dbPath, url };
+}
+
+/** Ensure data directory exists and is writable */
+export function ensureDataDirectory(dataDir: string): { success: boolean; error?: string } {
+	try {
+		if (!existsSync(dataDir)) {
+			mkdirSync(dataDir, { recursive: true });
+		}
+
+		accessSync(dataDir, constants.W_OK);
+		return { success: true };
+	} catch (err: unknown) {
+		return { success: false, error: (err as Error).message };
+	}
+}
@@ -0,0 +1,141 @@
+import type { Client } from "@libsql/client";
+import {
+	forEachScheduledOccurrenceInRange,
+	getDateOnlyTimestamp,
+	getScheduleMatchWindowMs,
+	parseIntakesJson,
+	parseLocalDateTime,
+} from "../utils/scheduler-utils.js";
+
+const MS_PER_DAY = 86_400_000;
+
+/**
+ * Repair dose IDs that have a trailing hyphen caused by a frontend bug where
+ * [].toString() produced an empty string.
+ */
+export async function repairTrailingHyphenDoseIds(client: Client): Promise<{ repaired: number; errors: string[] }> {
+	const errors: string[] = [];
+	let repaired = 0;
+
+	try {
+		const result = await client.execute(
+			"UPDATE dose_tracking SET dose_id = RTRIM(dose_id, '-') WHERE dose_id LIKE '%-'"
+		);
+		repaired = result.rowsAffected;
+	} catch (e: unknown) {
+		errors.push(`Trailing-hyphen repair failed: ${(e as Error).message}`);
+	}
+
+	return { repaired, errors };
+}
+
+/**
+ * Repair orphaned dose tracking IDs that no longer match the current intake schedule.
+ */
+export async function repairOrphanedDoseIds(client: Client): Promise<{ repaired: number; errors: string[] }> {
+	const errors: string[] = [];
+	let repaired = 0;
+
+	try {
+		const medsResult = await client.execute(
+			"SELECT id, intakes_json, usage_json, every_json, start_json, intake_reminders_enabled FROM medications"
+		);
+
+		if (medsResult.rows.length === 0) return { repaired, errors };
+
+		const dosesResult = await client.execute("SELECT id, dose_id FROM dose_tracking");
+		if (dosesResult.rows.length === 0) return { repaired, errors };
+
+		const dosesByMed = new Map<number, Array<{ id: number; doseId: string }>>();
+		for (const row of dosesResult.rows) {
+			const doseId = row.dose_id as string;
+			const parts = doseId.split("-");
+			if (parts.length < 3) continue;
+			const medId = parseInt(parts[0], 10);
+			if (Number.isNaN(medId)) continue;
+			if (!dosesByMed.has(medId)) dosesByMed.set(medId, []);
+			dosesByMed.get(medId)?.push({ id: row.id as number, doseId });
+		}
+
+		const now = new Date();
+		const today = new Date(now.getFullYear(), now.getMonth(), now.getDate());
+
+		for (const med of medsResult.rows) {
+			const medId = med.id as number;
+			const medDoses = dosesByMed.get(medId);
+			if (!medDoses || medDoses.length === 0) continue;
+
+			const intakes = parseIntakesJson(
+				med.intakes_json as string | null,
+				{
+					usageJson: (med.usage_json as string) || "[]",
+					everyJson: (med.every_json as string) || "[]",
+					startJson: (med.start_json as string) || "[]",
+				},
+				(med.intake_reminders_enabled as number) === 1
+			);
+
+			if (intakes.length === 0) continue;
+
+			const validDatesByIntake = new Map<number, Set<number>>();
+			for (let idx = 0; idx < intakes.length; idx++) {
+				const intake = intakes[idx];
+				const start = parseLocalDateTime(intake.start);
+				const every = intake.every;
+				if (every <= 0 || Number.isNaN(start.getTime())) continue;
+
+				const validDates = new Set<number>();
+				forEachScheduledOccurrenceInRange(intake, start.getTime(), today.getTime() + MS_PER_DAY - 1, (occurrenceMs) => {
+					validDates.add(getDateOnlyTimestamp(new Date(occurrenceMs)));
+				});
+				validDatesByIntake.set(idx, validDates);
+			}
+
+			for (const dose of medDoses) {
+				const parts = dose.doseId.split("-");
+				if (parts.length < 3) continue;
+
+				const intakeIdx = parseInt(parts[1], 10);
+				const dateOnlyMs = parseInt(parts[2], 10);
+				if (Number.isNaN(intakeIdx) || Number.isNaN(dateOnlyMs)) continue;
+
+				const validDates = validDatesByIntake.get(intakeIdx);
+				if (!validDates || validDates.has(dateOnlyMs)) continue;
+
+				const intake = intakes[intakeIdx];
+				if (!intake) continue;
+
+				const halfInterval = getScheduleMatchWindowMs(intake);
+				let bestMatch: number | null = null;
+				let bestDist = Infinity;
+
+				for (const validDate of validDates) {
+					const dist = Math.abs(validDate - dateOnlyMs);
+					if (dist < bestDist && dist <= halfInterval) {
+						bestDist = dist;
+						bestMatch = validDate;
+					}
+				}
+
+				if (bestMatch !== null) {
+					const personSuffix = parts.length > 3 ? `-${parts.slice(3).join("-")}` : "";
+					const newDoseId = `${medId}-${intakeIdx}-${bestMatch}${personSuffix}`;
+
+					try {
+						await client.execute({
+							sql: "UPDATE dose_tracking SET dose_id = ? WHERE id = ?",
+							args: [newDoseId, dose.id],
+						});
+						repaired++;
+					} catch (e: unknown) {
+						errors.push(`Failed to repair dose ${dose.id}: ${(e as Error).message}`);
+					}
+				}
+			}
+		}
+	} catch (e: unknown) {
+		errors.push(`Repair failed: ${(e as Error).message}`);
+	}
+
+	return { repaired, errors };
+}
@@ -64,6 +64,7 @@ export function getTableCreationSQL(): string[] {
      high_stock_days integer NOT NULL DEFAULT 180,
      expiry_warning_days integer NOT NULL DEFAULT 90,
      language text NOT NULL DEFAULT 'en',
+	  timezone text NOT NULL DEFAULT '',
      stock_calculation_mode text NOT NULL DEFAULT 'automatic',
      share_stock_status integer NOT NULL DEFAULT 1,
      upcoming_today_only integer NOT NULL DEFAULT 0,
@@ -29,6 +29,11 @@ export const medications = sqliteTable("medications", {
 	genericName: text("generic_name", { length: 100 }),
 	takenByJson: text("taken_by_json").notNull().default("[]"), // JSON array of person names
 	packageType: text("package_type", { length: 20 }).notNull().default("blister"), // 'blister' or 'bottle'
+	medicationForm: text("medication_form", { length: 20 }).notNull().default("tablet"), // 'capsule' | 'tablet' | 'liquid' | 'topical'
+	pillForm: text("pill_form", { length: 20 }), // Only for blister/bottle with pill-based medications: 'tablet' | 'capsule'
+	lifecycleCategory: text("lifecycle_category", { length: 30 }).notNull().default("refill_when_empty"), // 'refill_when_empty' | 'treatment_period'
+	packageAmountValue: integer("package_amount_value").notNull().default(0), // Informational package quantity (ml/g)
+	packageAmountUnit: text("package_amount_unit", { length: 10 }).notNull().default("ml"), // 'ml' | 'g'
 	packCount: integer("pack_count").notNull().default(1),
 	blistersPerPack: integer("blisters_per_pack").notNull().default(1),
 	pillsPerBlister: integer("pills_per_blister").notNull().default(1),
@@ -48,6 +53,10 @@ export const medications = sqliteTable("medications", {
 	notes: text("notes"),
 	intakeRemindersEnabled: integer("intake_reminders_enabled", { mode: "boolean" }).notNull().default(false),
 	medicationStartDate: text("medication_start_date").notNull().default(""),
+	medicationEndDate: text("medication_end_date"),
+	autoMarkObsoleteAfterEndDate: integer("auto_mark_obsolete_after_end_date", { mode: "boolean" })
+		.notNull()
+		.default(true),
 	isObsolete: integer("is_obsolete", { mode: "boolean" }).notNull().default(false),
 	obsoleteAt: integer("obsolete_at", { mode: "timestamp" }),
 	prescriptionEnabled: integer("prescription_enabled", { mode: "boolean" }).notNull().default(false),
@@ -96,10 +105,13 @@ export const userSettings = sqliteTable("user_settings", {
 	expiryWarningDays: integer("expiry_warning_days").notNull().default(90),
 	// UI preferences
 	language: text("language", { length: 10 }).notNull().default("en"),
+	timezone: text("timezone", { length: 64 }).notNull().default(""),
 	// Stock calculation mode: "automatic" (schedule-based) or "manual" (only marked doses)
 	stockCalculationMode: text("stock_calculation_mode", { length: 20 }).notNull().default("automatic"),
 	// Whether shared schedule links show stock status (Critical/Low/Normal) to intake users
 	shareStockStatus: integer("share_stock_status", { mode: "boolean" }).notNull().default(true),
+	// Whether shared schedule links also embed the medication overview section
+	shareMedicationOverview: integer("share_medication_overview", { mode: "boolean" }).notNull().default(false),
 	// UI timeline visibility preferences
 	upcomingTodayOnly: integer("upcoming_today_only", { mode: "boolean" }).notNull().default(false),
 	shareScheduleTodayOnly: integer("share_schedule_today_only", { mode: "boolean" }).notNull().default(false),
@@ -137,6 +149,25 @@ export const refreshTokens = sqliteTable("refresh_tokens", {
 	createdAt: integer("created_at", { mode: "timestamp" }).notNull().default(sql`CURRENT_TIMESTAMP`),
 });

+// =============================================================================
+// API Keys - Personal access tokens for programmatic API access
+// =============================================================================
+export const apiKeys = sqliteTable("api_keys", {
+	id: integer("id").primaryKey({ autoIncrement: true }),
+	userId: integer("user_id")
+		.notNull()
+		.references(() => users.id, { onDelete: "cascade" }),
+	name: text("name", { length: 100 }).notNull(),
+	keyHash: text("key_hash", { length: 128 }).notNull().unique(),
+	tokenPrefix: text("token_prefix", { length: 24 }).notNull().default(""),
+	scope: text("scope", { length: 10 }).notNull().default("write"), // 'read' | 'write'
+	isActive: integer("is_active", { mode: "boolean" }).notNull().default(true),
+	lastUsedAt: integer("last_used_at", { mode: "timestamp" }),
+	expiresAt: integer("expires_at", { mode: "timestamp" }),
+	createdAt: integer("created_at", { mode: "timestamp" }).notNull().default(sql`CURRENT_TIMESTAMP`),
+	updatedAt: integer("updated_at", { mode: "timestamp" }).notNull().default(sql`CURRENT_TIMESTAMP`),
+});
+
 // =============================================================================
 // Share Tokens - For public schedule sharing by takenBy person
 // =============================================================================
@@ -179,6 +179,8 @@ type TranslationKeys = {
 	common: {
 		pill: string;
 		pills: string;
+		units: string;
+		ml: string;
 		blister: string;
 		blisters: string;
 		day: string;
@@ -299,6 +301,8 @@ const translations: Record<Language, TranslationKeys> = {
 		common: {
 			pill: "pill",
 			pills: "pills",
+			units: "units",
+			ml: "ml",
 			blister: "blister",
 			blisters: "blisters",
 			day: "day",
@@ -420,6 +424,8 @@ const translations: Record<Language, TranslationKeys> = {
 		common: {
 			pill: "Tablette",
 			pills: "Tabletten",
+			units: "Einheiten",
+			ml: "ml",
 			blister: "Blister",
 			blisters: "Blister",
 			day: "Tag",
@@ -1,21 +1,27 @@
+import { randomUUID } from "node:crypto";
 import { existsSync } from "node:fs";
+import type { IncomingHttpHeaders } from "node:http";
 import { resolve } from "node:path";
 import cookie from "@fastify/cookie";
 import cors from "@fastify/cors";
 import helmet from "@fastify/helmet";
-import jwt from "@fastify/jwt";
 import fastifyMultipart from "@fastify/multipart";
 import rateLimit from "@fastify/rate-limit";
 import sensible from "@fastify/sensible";
 import fastifyStatic from "@fastify/static";
+import fastifySwagger from "@fastify/swagger";
+import fastifySwaggerUi from "@fastify/swagger-ui";
 import Fastify, { type FastifyInstance } from "fastify";
 import { migrationsReady } from "./db/client.js";
 import { getDataDir } from "./db/db-utils.js";
 import { env } from "./plugins/env.js";
+import { jwtPlugin } from "./plugins/jwt.js";
+import { apiKeyRoutes } from "./routes/api-keys.js";
 import { authRoutes } from "./routes/auth.js";
 import { doseRoutes } from "./routes/doses.js";
 import { exportRoutes } from "./routes/export.js";
 import { healthRoutes } from "./routes/health.js";
+import { medicationEnrichmentRoutes } from "./routes/medication-enrichment.js";
 import { medicationRoutes } from "./routes/medications.js";
 import { oidcRoutes } from "./routes/oidc.js";
 import { plannerRoutes } from "./routes/planner.js";
@@ -24,7 +30,9 @@ import { reportRoutes } from "./routes/report.js";
 import { settingsRoutes } from "./routes/settings.js";
 import { shareRoutes } from "./routes/share.js";
 import { startIntakeReminderScheduler } from "./services/intake-reminder-scheduler.js";
+import { startMedicationEnrichmentCatalogRefresh } from "./services/medication-enrichment/index.js";
 import { startReminderScheduler } from "./services/reminder-scheduler.js";
+import { documentationSchemaAjv } from "./utils/documentation-schema-keywords.js";

 // Re-export utilities from server-config for external use
 export {
@@ -45,6 +53,82 @@ import {
 	parseCorsOrigins,
 } from "./utils/server-config.js";

+function sanitizeCorrelationId(headers: IncomingHttpHeaders): string | null {
+	const rawHeader = headers["x-correlation-id"];
+	if (typeof rawHeader !== "string") return null;
+	const trimmed = rawHeader.trim();
+	if (!trimmed) return null;
+	if (trimmed.length > 128) return null;
+	if (!/^[A-Za-z0-9._:-]+$/.test(trimmed)) return null;
+	return trimmed;
+}
+
+function buildLoggerOptions(level: string) {
+	const runtimeEnv = process.env.NODE_ENV ?? "production";
+	const base = {
+		level,
+		timestamp: () => `,"time":"${new Date().toISOString()}"`,
+	};
+	// Human-readable logs in development, structured JSON in production/test
+	if (runtimeEnv === "development") {
+		return {
+			...base,
+			transport: { target: "pino-pretty", options: { translateTime: "SYS:yyyy-mm-dd HH:MM:ss.l" } },
+		};
+	}
+	return base;
+}
+
+async function registerApiDocs(app: FastifyInstance, enabled: boolean) {
+	if (!enabled) return;
+
+	await app.register(fastifySwagger, {
+		openapi: {
+			openapi: "3.0.3",
+			info: {
+				title: "MedAssist-ng API",
+				description: "MedAssist-ng backend API",
+				version: process.env.npm_package_version ?? "dev",
+			},
+			servers: [{ url: "/", description: "Current server" }],
+			tags: [
+				{ name: "health", description: "Service health endpoints" },
+				{ name: "auth", description: "Authentication and profile endpoints" },
+				{ name: "api-keys", description: "Programmatic API key management" },
+				{ name: "medication-enrichment", description: "Medication search and enrichment endpoints" },
+				{ name: "settings", description: "User settings and notification test endpoints" },
+			],
+			components: {
+				securitySchemes: {
+					bearerAuth: {
+						type: "http",
+						scheme: "bearer",
+						bearerFormat: "API key or JWT",
+						description: "Use Authorization: Bearer ma_... (API key) or a JWT token.",
+					},
+					cookieAuth: {
+						type: "apiKey",
+						in: "cookie",
+						name: "access_token",
+						description: "Session cookie set by login.",
+					},
+				},
+			},
+		},
+		hideUntagged: false,
+	});
+
+	await app.register(fastifySwaggerUi, {
+		routePrefix: "/docs",
+		staticCSP: true,
+		transformSpecificationClone: true,
+		uiConfig: {
+			docExpansion: "list",
+			deepLinking: false,
+		},
+	});
+}
+
 /** Create and configure Fastify app (without starting) */
 export async function createApp(options?: {
 	logLevel?: string;
@@ -57,6 +141,7 @@ export async function createApp(options?: {
 	refreshTtlDays?: number;
 	isProduction?: boolean;
 	imagesDir?: string;
+	openApiDocsEnabled?: boolean;
 }): Promise<FastifyInstance> {
 	const opts = {
 		logLevel: options?.logLevel ?? "info",
@@ -69,10 +154,19 @@ export async function createApp(options?: {
 		refreshTtlDays: options?.refreshTtlDays ?? 7,
 		isProduction: options?.isProduction ?? false,
 		imagesDir: options?.imagesDir ?? resolve(getDataDir(), "images"),
+		openApiDocsEnabled: options?.openApiDocsEnabled ?? false,
 	};

 	const app = Fastify({
-		logger: { level: opts.logLevel },
+		logger: buildLoggerOptions(opts.logLevel),
+		genReqId: (request) => sanitizeCorrelationId(request.headers) ?? randomUUID(),
+		ajv: documentationSchemaAjv,
+	});
+
+	app.addHook("onRequest", (request, reply, done) => {
+		request.correlationId = request.id;
+		reply.header("x-correlation-id", request.id);
+		done();
 	});

 	// Build config
@@ -95,9 +189,10 @@ export async function createApp(options?: {

 	// JWT plugin
 	const jwtConfig = getJwtConfig(opts.authEnabled, opts.jwtSecret);
-	await app.register(jwt, jwtConfig);
+	await app.register(jwtPlugin, jwtConfig);

 	await app.register(fastifyMultipart, { limits: { fileSize: 10 * 1024 * 1024 } });
+	await registerApiDocs(app, opts.openApiDocsEnabled);

 	// Only register static if directory exists
 	if (existsSync(opts.imagesDir)) {
@@ -111,8 +206,10 @@ export async function createApp(options?: {
 	// Register routes
 	await app.register(healthRoutes);
 	await app.register(authRoutes);
+	await app.register(apiKeyRoutes);
 	await app.register(oidcRoutes);
 	await app.register(medicationRoutes);
+	await app.register(medicationEnrichmentRoutes);
 	await app.register(settingsRoutes);
 	await app.register(plannerRoutes);
 	await app.register(shareRoutes);
@@ -138,9 +235,15 @@ log.info("[DB] Migrations complete, starting server...");
 const imagesDir = ensureImagesDirectory();

 const app = Fastify({
-	logger: {
-		level: env.LOG_LEVEL,
-	},
+	logger: buildLoggerOptions(env.LOG_LEVEL),
+	genReqId: (request) => sanitizeCorrelationId(request.headers) ?? randomUUID(),
+	ajv: documentationSchemaAjv,
+});
+
+app.addHook("onRequest", (request, reply, done) => {
+	request.correlationId = request.id;
+	reply.header("x-correlation-id", request.id);
+	done();
 });

 const origins = parseCorsOrigins(env.CORS_ORIGINS);
@@ -173,9 +276,10 @@ await app.register(cookie, { secret: env.COOKIE_SECRET ?? "dev-cookie-secret" })

 // JWT plugin - only register with valid secret if auth is enabled
 const jwtConfig = getJwtConfig(env.AUTH_ENABLED, env.JWT_SECRET);
-await app.register(jwt, jwtConfig);
+await app.register(jwtPlugin, jwtConfig);

 await app.register(fastifyMultipart, { limits: { fileSize: 10 * 1024 * 1024 } }); // 10MB limit
+await registerApiDocs(app, env.OPENAPI_DOCS_ENABLED);
 await app.register(fastifyStatic, {
 	root: imagesDir,
 	prefix: "/images/",
@@ -184,8 +288,10 @@ await app.register(fastifyStatic, {

 await app.register(healthRoutes);
 await app.register(authRoutes);
+await app.register(apiKeyRoutes);
 await app.register(oidcRoutes);
 await app.register(medicationRoutes);
+await app.register(medicationEnrichmentRoutes);
 await app.register(settingsRoutes);
 await app.register(plannerRoutes);
 await app.register(shareRoutes);
@@ -206,6 +312,13 @@ const start = async () => {
 			error: (msg) => app.log.error(msg),
 		});

+		startMedicationEnrichmentCatalogRefresh({
+			info: (msg: string) => app.log.info(msg),
+			debug: (msg: string) => app.log.debug(msg),
+			warn: (msg: string) => app.log.warn(msg),
+			error: (msg: string) => app.log.error(msg),
+		});
+
 		// Start the intake reminder scheduler (checks every minute)
 		startIntakeReminderScheduler({
 			info: (msg) => app.log.info(msg),
@@ -1,7 +1,9 @@
-import { count, eq, sql } from "drizzle-orm";
+import { pbkdf2Sync } from "node:crypto";
+import { and, count, eq, sql } from "drizzle-orm";
 import type { FastifyInstance, FastifyReply, FastifyRequest } from "fastify";
 import { db } from "../db/client.js";
-import { users } from "../db/schema.js";
+import { apiKeys, users } from "../db/schema.js";
+import { log } from "../utils/logger.js";
 import { env } from "./env.js";

 // =============================================================================
@@ -47,7 +49,7 @@ export async function getAnonymousUserId(): Promise<number> {
 export interface AuthState {
 	authEnabled: boolean;
 	registrationEnabled: boolean;
-	localAuthEnabled: boolean;
+	formLoginEnabled: boolean;
 	oidcEnabled: boolean;
 	oidcProviderName: string;
 	hasUsers: boolean;
@@ -59,15 +61,18 @@ export async function getAuthState(): Promise<AuthState> {
 	const [result] = await db.select({ count: count() }).from(users).where(sql`${users.id} != ${ANONYMOUS_USER_ID}`);
 	const hasUsers = result.count > 0;

+	const needsSetup = env.AUTH_ENABLED && !hasUsers;
+
 	return {
 		authEnabled: env.AUTH_ENABLED,
 		// Registration: enabled via ENV OR no users exist (first-time setup)
 		registrationEnabled: env.REGISTRATION_ENABLED || !hasUsers,
-		localAuthEnabled: env.AUTH_ENABLED, // Password auth available when auth is enabled
+		// Form login: enabled when auth + form login are both on, or forced on for first-user setup
+		formLoginEnabled: needsSetup || (env.AUTH_ENABLED && env.FORM_LOGIN_ENABLED),
 		oidcEnabled: env.OIDC_ENABLED,
 		oidcProviderName: env.OIDC_PROVIDER_NAME,
 		hasUsers,
-		needsSetup: env.AUTH_ENABLED && !hasUsers,
+		needsSetup,
 	};
 }

@@ -79,6 +84,84 @@ export interface RequestUser {
 	username: string;
 }

+const READ_ONLY_METHODS = new Set(["GET", "HEAD", "OPTIONS"]);
+
+function isMutationMethod(method: string): boolean {
+	return !READ_ONLY_METHODS.has(method.toUpperCase());
+}
+
+function getApiKeyPepper(): string {
+	return env.JWT_SECRET || env.REFRESH_SECRET || "medassist-api-key-pepper";
+}
+
+export function hashApiKeyToken(token: string): string {
+	return pbkdf2Sync(token, getApiKeyPepper(), 120_000, 64, "sha512").toString("hex");
+}
+
+function getBearerToken(request: FastifyRequest): string | null {
+	const authHeader = request.headers.authorization;
+	if (!authHeader) return null;
+
+	const [scheme, value] = authHeader.split(" ");
+	if (!scheme || !value) return null;
+	if (scheme.toLowerCase() !== "bearer") return null;
+
+	const token = value.trim();
+	return token.length > 0 ? token : null;
+}
+
+async function tryApiKeyAuth(request: FastifyRequest, reply: FastifyReply): Promise<boolean> {
+	const bearerToken = getBearerToken(request);
+	if (!bearerToken) return false;
+
+	if (!bearerToken.startsWith("ma_")) {
+		reply.status(401).send({ error: "Invalid API key", code: "INVALID_API_KEY" });
+		throw new Error("INVALID_API_KEY");
+	}
+
+	const keyHash = hashApiKeyToken(bearerToken);
+	const [keyRow] = await db
+		.select()
+		.from(apiKeys)
+		.where(and(eq(apiKeys.keyHash, keyHash), eq(apiKeys.isActive, true)));
+
+	if (!keyRow) {
+		reply.status(401).send({ error: "Invalid API key", code: "INVALID_API_KEY" });
+		throw new Error("INVALID_API_KEY");
+	}
+
+	if (keyRow.expiresAt && keyRow.expiresAt.getTime() <= Date.now()) {
+		reply.status(401).send({ error: "API key expired", code: "API_KEY_EXPIRED" });
+		throw new Error("API_KEY_EXPIRED");
+	}
+
+	const [user] = await db.select().from(users).where(eq(users.id, keyRow.userId));
+	if (!user || !user.isActive) {
+		reply.status(401).send({ error: "User not found", code: "USER_NOT_FOUND" });
+		throw new Error("USER_NOT_FOUND");
+	}
+
+	const scope = keyRow.scope === "read" ? "read" : "write";
+	if (scope === "read" && isMutationMethod(request.method)) {
+		reply.status(403).send({ error: "API key scope does not allow this operation", code: "API_KEY_SCOPE_FORBIDDEN" });
+		throw new Error("API_KEY_SCOPE_FORBIDDEN");
+	}
+
+	request.user = { id: user.id, username: user.username };
+	request.authContext = {
+		method: "api_key",
+		scope,
+		apiKeyId: keyRow.id,
+	};
+
+	await db
+		.update(apiKeys)
+		.set({ lastUsedAt: new Date(), updatedAt: new Date() })
+		.where(and(eq(apiKeys.id, keyRow.id), eq(apiKeys.userId, user.id)));
+
+	return true;
+}
+
 // =============================================================================
 // Auth Middleware Functions
 // =============================================================================
@@ -91,6 +174,37 @@ export async function optionalAuth(request: FastifyRequest, _reply: FastifyReply
 		return;
 	}

+	const bearerToken = getBearerToken(request);
+	if (bearerToken?.startsWith("ma_")) {
+		const keyHash = hashApiKeyToken(bearerToken);
+		const [keyRow] = await db
+			.select()
+			.from(apiKeys)
+			.where(and(eq(apiKeys.keyHash, keyHash), eq(apiKeys.isActive, true)));
+		if (!keyRow) {
+			log.debug("[Auth] optionalAuth API key verification failed: key not found");
+			return;
+		}
+		if (keyRow.expiresAt && keyRow.expiresAt.getTime() <= Date.now()) {
+			log.debug("[Auth] optionalAuth API key verification failed: key expired");
+			return;
+		}
+
+		const [userByKey] = await db.select().from(users).where(eq(users.id, keyRow.userId));
+		if (userByKey?.isActive) {
+			request.user = { id: userByKey.id, username: userByKey.username };
+			request.authContext = {
+				method: "api_key",
+				scope: keyRow.scope === "read" ? "read" : "write",
+				apiKeyId: keyRow.id,
+			};
+			log.debug("[Auth] optionalAuth authenticated via API key");
+			return;
+		}
+		log.debug("[Auth] optionalAuth API key verification failed: user inactive or missing");
+		return;
+	}
+
 	const token = request.cookies.access_token;
 	if (!token) {
 		return;
@@ -104,9 +218,15 @@ export async function optionalAuth(request: FastifyRequest, _reply: FastifyReply
 				id: user.id,
 				username: user.username,
 			};
+			request.authContext = {
+				method: "session",
+				scope: "write",
+			};
+			log.debug("[Auth] optionalAuth authenticated via session token");
 		}
-	} catch {
-		// Invalid token, continue as anonymous
+	} catch (err: unknown) {
+		const errorMessage = err instanceof Error ? err.message : String(err);
+		log.debug(`[Auth] optionalAuth session verification failed: ${errorMessage}`);
 	}
 }

@@ -118,6 +238,10 @@ export async function requireAuth(request: FastifyRequest, reply: FastifyReply)
 		return;
 	}

+	if (await tryApiKeyAuth(request, reply)) {
+		return;
+	}
+
 	const token = request.cookies.access_token;
 	if (!token) {
 		reply.status(401).send({ error: "Authentication required", code: "AUTH_REQUIRED" });
@@ -142,11 +266,20 @@ export async function requireAuth(request: FastifyRequest, reply: FastifyReply)
 			id: user.id,
 			username: user.username,
 		};
+		request.authContext = {
+			method: "session",
+			scope: "write",
+		};
 	} catch (err: unknown) {
 		// Re-throw our own errors
 		if (
 			err instanceof Error &&
-			(err.message === "AUTH_REQUIRED" || err.message === "USER_NOT_FOUND" || err.message === "ACCOUNT_DISABLED")
+			(err.message === "AUTH_REQUIRED" ||
+				err.message === "USER_NOT_FOUND" ||
+				err.message === "ACCOUNT_DISABLED" ||
+				err.message === "INVALID_API_KEY" ||
+				err.message === "API_KEY_EXPIRED" ||
+				err.message === "API_KEY_SCOPE_FORBIDDEN")
 		) {
 			throw err;
 		}
@@ -11,9 +11,13 @@ const EnvSchema = z.object({
 	PORT: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("3000"),
+		.default(3000),
 	CORS_ORIGINS: z.string().default("http://localhost:5173,http://localhost:4173"),
 	LOG_LEVEL: z.string().default("info"),
+	OPENAPI_DOCS_ENABLED: z
+		.string()
+		.transform((v) => v === "true")
+		.optional(),

 	// ==========================================================================
 	// Auth Configuration
@@ -22,13 +26,17 @@ const EnvSchema = z.object({
 	AUTH_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
+		.default(false),
 	// Allow new user registrations (auto-enabled if no users exist)
 	REGISTRATION_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
-	// Disable local auth when using SSO only
+		.default(false),
+	// Disable username/password form login (useful for OIDC-only setups)
+	FORM_LOGIN_ENABLED: z
+		.string()
+		.transform((v) => v === "true")
+		.default(true),

 	// JWT Secrets - only required when AUTH_ENABLED=true
 	JWT_SECRET: z.string().min(10).optional(),
@@ -39,11 +47,11 @@ const EnvSchema = z.object({
 	ACCESS_TOKEN_TTL_MINUTES: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("15"),
+		.default(15),
 	REFRESH_TOKEN_TTL_DAYS: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("7"),
+		.default(7),

 	// ==========================================================================
 	// OIDC SSO Configuration (Pocket ID, Authelia, etc.)
@@ -51,7 +59,7 @@ const EnvSchema = z.object({
 	OIDC_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
+		.default(false),
 	OIDC_ISSUER_URL: z.string().url().optional(), // e.g., https://auth.example.com
 	OIDC_CLIENT_ID: z.string().optional(),
 	OIDC_CLIENT_SECRET: z.string().optional(),
@@ -60,15 +68,18 @@ const EnvSchema = z.object({
 	OIDC_AUTO_CREATE_USERS: z
 		.string()
 		.transform((v) => v === "true")
-		.default("true"),
+		.default(true),
 	OIDC_USERNAME_CLAIM: z.string().default("preferred_username"), // or 'email', 'sub'
 	OIDC_PROVIDER_NAME: z.string().default("SSO"), // Display name for UI button
 });

-export type Env = z.infer<typeof EnvSchema>;
+type ParsedEnv = z.infer<typeof EnvSchema>;
+export type Env = ParsedEnv & {
+	OPENAPI_DOCS_ENABLED: boolean;
+};

 // Parse and validate
-let parsed: z.infer<typeof EnvSchema>;
+let parsed: ParsedEnv;
 try {
 	parsed = EnvSchema.parse(process.env);
 } catch (err) {
@@ -128,4 +139,30 @@ if (parsed.OIDC_ENABLED) {
 	}
 }

-export const env = parsed;
+// Validate that at least one login method is available when auth is enabled
+if (parsed.AUTH_ENABLED && !parsed.FORM_LOGIN_ENABLED && !parsed.OIDC_ENABLED) {
+	console.error("=".repeat(60));
+	console.error("AUTHENTICATION CONFIGURATION ERROR");
+	console.error("=".repeat(60));
+	console.error("AUTH_ENABLED=true but no login method is available.");
+	console.error("FORM_LOGIN_ENABLED=false and OIDC_ENABLED=false means users cannot log in.");
+	console.error("");
+	console.error("To fix this, either:");
+	console.error("  1. Set FORM_LOGIN_ENABLED=true to allow username/password login");
+	console.error("  2. Set OIDC_ENABLED=true to allow SSO login");
+	console.error("=".repeat(60));
+	process.exit(1);
+}
+
+// Warn about ineffective registration when form login is disabled
+if (parsed.REGISTRATION_ENABLED && !parsed.FORM_LOGIN_ENABLED) {
+	console.warn(
+		"[config] REGISTRATION_ENABLED=true has no effect when FORM_LOGIN_ENABLED=false (no registration form available)"
+	);
+}
+
+export const env: Env = {
+	...parsed,
+	// Docs UI/spec are enabled in non-production by default.
+	OPENAPI_DOCS_ENABLED: parsed.OPENAPI_DOCS_ENABLED ?? parsed.NODE_ENV !== "production",
+};
@@ -0,0 +1,86 @@
+import { TextEncoder } from "node:util";
+import type { FastifyPluginAsync, FastifyRequest } from "fastify";
+import fastifyPlugin from "fastify-plugin";
+import { SignJWT, jwtVerify as verifyJwt } from "jose";
+
+const JWT_ALGORITHM = "HS256";
+const encoder = new TextEncoder();
+
+export interface JwtPluginOptions {
+	secret: string;
+	cookie: {
+		cookieName: string;
+		signed: boolean;
+	};
+}
+
+export interface JwtSignOptions {
+	expiresIn?: string | number;
+	key?: string;
+}
+
+export interface JwtVerifyOptions {
+	key?: string;
+}
+
+function getKey(secret: string): Uint8Array {
+	return encoder.encode(secret);
+}
+
+function getTokenFromRequest(request: FastifyRequest, cookieName: string): string {
+	const authorization = request.headers.authorization;
+	if (authorization) {
+		const [scheme, rawToken] = authorization.split(" ");
+		if (scheme?.toLowerCase() === "bearer" && rawToken?.trim()) {
+			return rawToken.trim();
+		}
+	}
+
+	const token = request.cookies?.[cookieName];
+	if (typeof token === "string" && token.length > 0) {
+		return token;
+	}
+
+	throw new Error("JWT token missing");
+}
+
+const jwtPluginImpl: FastifyPluginAsync<JwtPluginOptions> = async (app, options) => {
+	const defaultKey = getKey(options.secret);
+
+	app.decorate("jwt", {
+		sign(payload: Record<string, unknown>, signOptions?: JwtSignOptions) {
+			const tokenBuilder = new SignJWT(payload).setProtectedHeader({ alg: JWT_ALGORITHM, typ: "JWT" }).setIssuedAt();
+
+			if (signOptions?.expiresIn != null) {
+				tokenBuilder.setExpirationTime(signOptions.expiresIn);
+			}
+
+			return tokenBuilder.sign(getKey(signOptions?.key ?? options.secret));
+		},
+
+		async verify<T extends Record<string, unknown>>(token: string, verifyOptions?: JwtVerifyOptions): Promise<T> {
+			const { payload } = await verifyJwt(token, getKey(verifyOptions?.key ?? options.secret), {
+				algorithms: [JWT_ALGORITHM],
+				typ: "JWT",
+			});
+
+			return payload as T;
+		},
+	});
+
+	app.decorateRequest("jwtVerify", async function jwtVerify<
+		T extends Record<string, unknown>,
+	>(this: FastifyRequest, verifyOptions?: JwtVerifyOptions): Promise<T> {
+		const token = getTokenFromRequest(this, options.cookie.cookieName);
+		const { payload } = await verifyJwt(token, verifyOptions?.key ? getKey(verifyOptions.key) : defaultKey, {
+			algorithms: [JWT_ALGORITHM],
+			typ: "JWT",
+		});
+
+		return payload as T;
+	});
+};
+
+export const jwtPlugin = fastifyPlugin(jwtPluginImpl, {
+	name: "medassist-jwt-plugin",
+});
@@ -0,0 +1,302 @@
+import { randomBytes } from "node:crypto";
+import { and, desc, eq } from "drizzle-orm";
+import type { FastifyInstance } from "fastify";
+import { z } from "zod";
+import { db } from "../db/client.js";
+import { apiKeys } from "../db/schema.js";
+import { hashApiKeyToken, requireAuth } from "../plugins/auth.js";
+import { env } from "../plugins/env.js";
+import type { AuthUser } from "../types/fastify.js";
+
+const createApiKeySchema = z.object({
+	name: z.string().trim().min(3).max(100),
+	scope: z.enum(["read", "write"]).default("write"),
+	expiresInDays: z.number().int().min(1).max(3650).optional(),
+});
+
+const idParamSchema = z.object({
+	id: z.string().regex(/^\d+$/),
+});
+
+const protectedEndpointSecurity: ReadonlyArray<Record<string, readonly string[]>> = [
+	{ bearerAuth: [] },
+	{ cookieAuth: [] },
+];
+const genericErrorSchema = {
+	type: "object",
+	properties: {
+		error: { type: "string" },
+		code: { type: "string" },
+	},
+};
+
+const apiKeyMetadataSchema = {
+	type: "object",
+	properties: {
+		id: { type: "number" },
+		name: { type: "string" },
+		tokenPrefix: { type: "string" },
+		scope: { type: "string", enum: ["read", "write"] },
+		isActive: { type: "boolean" },
+		lastUsedAt: { type: ["string", "null"], format: "date-time" },
+		expiresAt: { type: ["string", "null"], format: "date-time" },
+		createdAt: { type: ["string", "null"], format: "date-time" },
+		updatedAt: { type: ["string", "null"], format: "date-time" },
+	},
+};
+
+function normalizeDateTime(value: unknown): string | null {
+	if (value == null) {
+		return null;
+	}
+
+	if (value instanceof Date) {
+		return Number.isNaN(value.getTime()) ? null : value.toISOString();
+	}
+
+	if (typeof value === "number") {
+		const timestampMs = value < 1_000_000_000_000 ? value * 1000 : value;
+		const date = new Date(timestampMs);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	if (typeof value === "string") {
+		const date = new Date(value);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	return null;
+}
+
+function serializeApiKeyMetadata<
+	T extends {
+		id: number;
+		name: string;
+		tokenPrefix: string;
+		scope: string;
+		isActive: boolean;
+		lastUsedAt: unknown;
+		expiresAt: unknown;
+		createdAt: unknown;
+		updatedAt: unknown;
+	},
+>(key: T) {
+	return {
+		id: key.id,
+		name: key.name,
+		tokenPrefix: key.tokenPrefix,
+		scope: key.scope,
+		isActive: key.isActive,
+		lastUsedAt: normalizeDateTime(key.lastUsedAt),
+		expiresAt: normalizeDateTime(key.expiresAt),
+		createdAt: normalizeDateTime(key.createdAt),
+		updatedAt: normalizeDateTime(key.updatedAt),
+	};
+}
+
+export async function apiKeyRoutes(app: FastifyInstance) {
+	app.addHook("preHandler", requireAuth);
+
+	app.get(
+		"/auth/api-keys",
+		{
+			schema: {
+				tags: ["api-keys"],
+				summary: "List API keys for the current user",
+				description: "Returns API key metadata. Raw API key tokens are never returned.",
+				security: protectedEndpointSecurity,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							keys: {
+								type: "array",
+								items: apiKeyMetadataSchema,
+							},
+						},
+					},
+					400: genericErrorSchema,
+					401: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			if (!env.AUTH_ENABLED) {
+				return reply.status(400).send({ error: "API keys are unavailable when auth is disabled" });
+			}
+
+			const authUser = request.user as unknown as AuthUser | null;
+			if (!authUser) {
+				return reply.status(401).send({ error: "User not authenticated", code: "AUTH_REQUIRED" });
+			}
+
+			const keys = await db
+				.select({
+					id: apiKeys.id,
+					name: apiKeys.name,
+					tokenPrefix: apiKeys.tokenPrefix,
+					scope: apiKeys.scope,
+					isActive: apiKeys.isActive,
+					lastUsedAt: apiKeys.lastUsedAt,
+					expiresAt: apiKeys.expiresAt,
+					createdAt: apiKeys.createdAt,
+					updatedAt: apiKeys.updatedAt,
+				})
+				.from(apiKeys)
+				.where(eq(apiKeys.userId, authUser.id))
+				.orderBy(desc(apiKeys.createdAt));
+
+			return { keys: keys.map(serializeApiKeyMetadata) };
+		}
+	);
+
+	app.post<{ Body: z.infer<typeof createApiKeySchema> }>(
+		"/auth/api-keys",
+		{
+			schema: {
+				tags: ["api-keys"],
+				summary: "Create and rotate API key",
+				description:
+					"Creates a new API key and deactivates previously active API keys for the current user. The new token is returned only once.",
+				security: protectedEndpointSecurity,
+				body: {
+					type: "object",
+					required: ["name"],
+					properties: {
+						name: { type: "string", minLength: 3, maxLength: 100 },
+						scope: { type: "string", enum: ["read", "write"], default: "write" },
+						expiresInDays: { type: "number", minimum: 1, maximum: 3650 },
+					},
+					example: {
+						name: "Home Assistant integration",
+						scope: "write",
+						expiresInDays: 365,
+					},
+				},
+				response: {
+					201: {
+						type: "object",
+						properties: {
+							key: apiKeyMetadataSchema,
+							token: { type: "string" },
+							note: { type: "string" },
+						},
+					},
+					400: { anyOf: [genericErrorSchema, { type: "object" }] },
+					401: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			if (!env.AUTH_ENABLED) {
+				return reply.status(400).send({ error: "API keys are unavailable when auth is disabled" });
+			}
+
+			const parsed = createApiKeySchema.safeParse(request.body);
+			if (!parsed.success) {
+				return reply.status(400).send(parsed.error.format());
+			}
+
+			const authUser = request.user as unknown as AuthUser | null;
+			if (!authUser) {
+				return reply.status(401).send({ error: "User not authenticated", code: "AUTH_REQUIRED" });
+			}
+
+			const { name, scope, expiresInDays } = parsed.data;
+			const rawToken = `ma_${randomBytes(32).toString("hex")}`;
+			const tokenPrefix = `${rawToken.slice(0, 12)}...`;
+			const keyHash = hashApiKeyToken(rawToken);
+			const expiresAt = expiresInDays ? new Date(Date.now() + expiresInDays * 24 * 60 * 60 * 1000) : null;
+
+			// Keep a single active key per user: creating a new key invalidates old ones.
+			await db
+				.update(apiKeys)
+				.set({ isActive: false, updatedAt: new Date() })
+				.where(and(eq(apiKeys.userId, authUser.id), eq(apiKeys.isActive, true)));
+
+			const [created] = await db
+				.insert(apiKeys)
+				.values({
+					userId: authUser.id,
+					name,
+					keyHash,
+					tokenPrefix,
+					scope,
+					expiresAt,
+				})
+				.returning({
+					id: apiKeys.id,
+					name: apiKeys.name,
+					tokenPrefix: apiKeys.tokenPrefix,
+					scope: apiKeys.scope,
+					isActive: apiKeys.isActive,
+					lastUsedAt: apiKeys.lastUsedAt,
+					expiresAt: apiKeys.expiresAt,
+					createdAt: apiKeys.createdAt,
+					updatedAt: apiKeys.updatedAt,
+				});
+
+			return reply.status(201).send({
+				key: serializeApiKeyMetadata(created),
+				token: rawToken,
+				note: "Store this token now. It cannot be retrieved again.",
+			});
+		}
+	);
+
+	app.delete<{ Params: { id: string } }>(
+		"/auth/api-keys/:id",
+		{
+			schema: {
+				tags: ["api-keys"],
+				summary: "Deactivate API key",
+				description: "Deactivates one API key belonging to the current user.",
+				security: protectedEndpointSecurity,
+				params: {
+					type: "object",
+					required: ["id"],
+					properties: {
+						id: { type: "string", pattern: "^\\d+$" },
+					},
+				},
+				response: {
+					204: { type: "null" },
+					400: { anyOf: [genericErrorSchema, { type: "object" }] },
+					401: genericErrorSchema,
+					404: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			if (!env.AUTH_ENABLED) {
+				return reply.status(400).send({ error: "API keys are unavailable when auth is disabled" });
+			}
+
+			const parsedParams = idParamSchema.safeParse(request.params);
+			if (!parsedParams.success) {
+				return reply.status(400).send(parsedParams.error.format());
+			}
+
+			const authUser = request.user as unknown as AuthUser | null;
+			if (!authUser) {
+				return reply.status(401).send({ error: "User not authenticated", code: "AUTH_REQUIRED" });
+			}
+
+			const keyId = Number(parsedParams.data.id);
+			const [existing] = await db
+				.select({ id: apiKeys.id, userId: apiKeys.userId })
+				.from(apiKeys)
+				.where(and(eq(apiKeys.id, keyId), eq(apiKeys.userId, authUser.id)));
+			if (!existing) {
+				return reply.status(404).send({ error: "API key not found", code: "API_KEY_NOT_FOUND" });
+			}
+
+			await db
+				.update(apiKeys)
+				.set({ isActive: false, updatedAt: new Date() })
+				.where(and(eq(apiKeys.id, keyId), eq(apiKeys.userId, authUser.id)));
+
+			return reply.status(204).send();
+		}
+	);
+}
@@ -1,13 +1,20 @@
 import { randomBytes } from "node:crypto";
+import { resolve } from "node:path";
 import argon2 from "argon2";
 import { eq, sql } from "drizzle-orm";
 import type { FastifyInstance } from "fastify";
 import { z } from "zod";
 import { db } from "../db/client.js";
-import { getDataDir } from "../db/db-utils.js";
+import { getDataDir } from "../db/path-utils.js";
 import { refreshTokens, users } from "../db/schema.js";
 import { getAuthState, requireAuth } from "../plugins/auth.js";
 import type { AuthUser } from "../types/fastify.js";
+import {
+	ALLOWED_IMAGE_MIME_TYPES,
+	removeImageFiles,
+	streamToBuffer,
+	writeOptimizedImageSet,
+} from "../utils/image-upload.js";

 // =============================================================================
 // Argon2id Configuration - State of the Art Password Hashing
@@ -78,10 +85,44 @@ const updateProfileSchema = z.object({
 		.optional(),
 });

+const authEndpointSecurity: ReadonlyArray<Record<string, readonly string[]>> = [{ bearerAuth: [] }, { cookieAuth: [] }];
+const authErrorSchema = {
+	type: "object",
+	properties: {
+		error: { type: "string" },
+		code: { type: "string" },
+	},
+};
+
+function normalizeDateTime(value: unknown): string | null {
+	if (value == null) {
+		return null;
+	}
+
+	if (value instanceof Date) {
+		return Number.isNaN(value.getTime()) ? null : value.toISOString();
+	}
+
+	if (typeof value === "number") {
+		const timestampMs = value < 1_000_000_000_000 ? value * 1000 : value;
+		const date = new Date(timestampMs);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	if (typeof value === "string") {
+		const date = new Date(value);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	return null;
+}
+
 // =============================================================================
 // Auth Routes
 // =============================================================================
 export async function authRoutes(app: FastifyInstance) {
+	const IMAGES_DIR = resolve(getDataDir(), "images");
+
 	// Token TTLs
 	const accessTtlMinutes = 15;
 	const refreshTtlDays = 14;
@@ -90,9 +131,33 @@ export async function authRoutes(app: FastifyInstance) {
 	// GET /auth/state - Public auth state (needed before login)
 	// Exempt from rate limit - lightweight state check called frequently
 	// ---------------------------------------------------------------------------
-	app.get("/auth/state", { config: { rateLimit: false } }, async () => {
-		return getAuthState();
-	});
+	app.get(
+		"/auth/state",
+		{
+			config: { rateLimit: false },
+			schema: {
+				tags: ["auth"],
+				summary: "Get authentication state",
+				description: "Returns auth and login mode state before user login.",
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							authEnabled: { type: "boolean" },
+							registrationEnabled: { type: "boolean" },
+							formLoginEnabled: { type: "boolean" },
+							oidcEnabled: { type: "boolean" },
+							hasUsers: { type: "boolean" },
+							oidcProviderName: { type: "string" },
+						},
+					},
+				},
+			},
+		},
+		async () => {
+			return getAuthState();
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// POST /auth/register - User registration
@@ -101,6 +166,40 @@ export async function authRoutes(app: FastifyInstance) {
 		"/auth/register",
 		{
 			config: { rateLimit: sensitiveRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Register local user",
+				body: {
+					type: "object",
+					required: ["username", "password"],
+					properties: {
+						username: { type: "string", minLength: 3, maxLength: 50 },
+						password: { type: "string", minLength: 8, maxLength: 128 },
+					},
+					example: {
+						username: "daniel",
+						password: "correct-horse-battery-staple",
+					},
+				},
+				response: {
+					201: {
+						type: "object",
+						properties: {
+							ok: { type: "boolean" },
+							user: {
+								type: "object",
+								properties: {
+									id: { type: "number" },
+									username: { type: "string" },
+								},
+							},
+							message: { type: "string" },
+						},
+					},
+					400: authErrorSchema,
+					409: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			// Check auth state
@@ -114,15 +213,15 @@ export async function authRoutes(app: FastifyInstance) {
 				return reply.status(400).send({ error: "Registration is disabled", code: "REGISTRATION_DISABLED" });
 			}

-			if (!state.localAuthEnabled) {
-				return reply.status(400).send({ error: "Local authentication is disabled", code: "LOCAL_AUTH_DISABLED" });
+			if (!state.formLoginEnabled) {
+				return reply.status(400).send({ error: "Form login is disabled", code: "FORM_LOGIN_DISABLED" });
 			}

 			// Validate input
 			const parsed = registerSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: parsed.error.issues[0]?.message ?? "Invalid input",
 					code: "VALIDATION_ERROR",
 				});
 			}
@@ -148,7 +247,7 @@ export async function authRoutes(app: FastifyInstance) {
 				})
 				.returning();

-			app.log.info(`User registered: ${username}`);
+			app.log.info(`[Auth] Account registered: username=${newUser.username}, userId=${newUser.id}`);

 			return reply.status(201).send({
 				ok: true,
@@ -168,6 +267,42 @@ export async function authRoutes(app: FastifyInstance) {
 		"/auth/login",
 		{
 			config: { rateLimit: sensitiveRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Login with username and password",
+				body: {
+					type: "object",
+					required: ["username", "password"],
+					properties: {
+						username: { type: "string" },
+						password: { type: "string" },
+						rememberMe: { type: "boolean" },
+					},
+					example: {
+						username: "daniel",
+						password: "correct-horse-battery-staple",
+						rememberMe: true,
+					},
+				},
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							ok: { type: "boolean" },
+							user: {
+								type: "object",
+								properties: {
+									id: { type: "number" },
+									username: { type: "string" },
+									avatarUrl: { type: ["string", "null"] },
+								},
+							},
+						},
+					},
+					400: authErrorSchema,
+					401: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const state = await getAuthState();
@@ -176,8 +311,8 @@ export async function authRoutes(app: FastifyInstance) {
 				return reply.status(400).send({ error: "Authentication is disabled", code: "AUTH_DISABLED" });
 			}

-			if (!state.localAuthEnabled) {
-				return reply.status(400).send({ error: "Local authentication is disabled", code: "LOCAL_AUTH_DISABLED" });
+			if (!state.formLoginEnabled) {
+				return reply.status(400).send({ error: "Form login is disabled", code: "FORM_LOGIN_DISABLED" });
 			}

 			const parsed = loginSchema.safeParse(request.body);
@@ -222,7 +357,7 @@ export async function authRoutes(app: FastifyInstance) {
 			await db.update(users).set({ lastLoginAt: new Date(), updatedAt: new Date() }).where(eq(users.id, user.id));

 			// Generate tokens
-			const accessToken = app.jwt.sign(
+			const accessToken = await app.jwt.sign(
 				{ sub: user.id, username: user.username },
 				{ expiresIn: `${accessTtlMinutes}m` }
 			);
@@ -236,12 +371,12 @@ export async function authRoutes(app: FastifyInstance) {
 				expiresAt: refreshExp,
 			});

-			const refreshToken = app.jwt.sign(
+			const refreshToken = await app.jwt.sign(
 				{ sub: user.id, jti: tokenId },
 				{ expiresIn: `${refreshTtlDays}d`, key: app.config.refreshSecret }
 			);

-			app.log.info(`User logged in: ${username} (rememberMe: ${rememberMe})`);
+			app.log.info(`[Auth] Login succeeded: username=${user.username}, userId=${user.id}, rememberMe=${rememberMe}`);

 			// Cookie options: with maxAge for "remember me", without for session cookie
 			const accessCookieOptions = rememberMe
@@ -272,6 +407,15 @@ export async function authRoutes(app: FastifyInstance) {
 		"/auth/refresh",
 		{
 			config: { rateLimit: authRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Refresh access token",
+				description: "Requires refresh token cookie context.",
+				response: {
+					200: { type: "object", properties: { ok: { type: "boolean" } } },
+					401: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const refreshTokenCookie = request.cookies.refresh_token;
@@ -281,7 +425,7 @@ export async function authRoutes(app: FastifyInstance) {

 			try {
 				// Verify refresh token
-				const decoded = app.jwt.verify<{ sub: number; jti: string }>(refreshTokenCookie, {
+				const decoded = await app.jwt.verify<{ sub: number; jti: string }>(refreshTokenCookie, {
 					key: app.config.refreshSecret,
 				});

@@ -314,12 +458,12 @@ export async function authRoutes(app: FastifyInstance) {
 				});

 				// Generate new tokens
-				const newAccessToken = app.jwt.sign(
+				const newAccessToken = await app.jwt.sign(
 					{ sub: user.id, username: user.username },
 					{ expiresIn: `${accessTtlMinutes}m` }
 				);

-				const newRefreshToken = app.jwt.sign(
+				const newRefreshToken = await app.jwt.sign(
 					{ sub: user.id, jti: newTokenId },
 					{ expiresIn: `${refreshTtlDays}d`, key: app.config.refreshSecret }
 				);
@@ -341,13 +485,22 @@ export async function authRoutes(app: FastifyInstance) {
 		"/auth/logout",
 		{
 			config: { rateLimit: authRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Logout and clear auth cookies",
+				response: {
+					200: { type: "object", properties: { ok: { type: "boolean" } } },
+				},
+			},
 		},
 		async (request, reply) => {
 			const refreshTokenCookie = request.cookies.refresh_token;

 			if (refreshTokenCookie) {
 				try {
-					const decoded = app.jwt.verify<{ jti: string }>(refreshTokenCookie, { key: app.config.refreshSecret });
+					const decoded = await app.jwt.verify<{ jti: string }>(refreshTokenCookie, {
+						key: app.config.refreshSecret,
+					});

 					// Revoke the refresh token
 					await db.update(refreshTokens).set({ revoked: true }).where(eq(refreshTokens.tokenId, decoded.jti));
@@ -366,26 +519,56 @@ export async function authRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// GET /auth/me - Get current user profile
 	// ---------------------------------------------------------------------------
-	app.get("/auth/me", { preHandler: requireAuth }, async (request, reply) => {
-		const authUser = request.user as unknown as AuthUser | null;
-		if (!authUser) {
-			return reply.status(401).send({ error: "Not authenticated" });
-		}
+	app.get(
+		"/auth/me",
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["auth"],
+				summary: "Get current user profile",
+				security: authEndpointSecurity,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							id: { type: "number" },
+							username: { type: "string" },
+							avatarUrl: { type: ["string", "null"] },
+							authProvider: { type: "string" },
+							createdAt: { type: "string", format: "date-time" },
+							lastLoginAt: { type: ["string", "null"], format: "date-time" },
+						},
+					},
+					401: authErrorSchema,
+					404: authErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const authUser = request.user as unknown as AuthUser | null;
+			if (!authUser) {
+				return reply.status(401).send({ error: "Not authenticated" });
+			}

-		const [user] = await db.select().from(users).where(eq(users.id, authUser.id));
-		if (!user) {
-			return reply.status(404).send({ error: "User not found" });
-		}
+			const [user] = await db.select().from(users).where(eq(users.id, authUser.id));
+			if (!user) {
+				return reply.status(404).send({ error: "User not found" });
+			}

-		return {
-			id: user.id,
-			username: user.username,
-			avatarUrl: user.avatarUrl,
-			authProvider: user.authProvider,
-			createdAt: user.createdAt,
-			lastLoginAt: user.lastLoginAt,
-		};
-	});
+			const createdAt =
+				normalizeDateTime(user.createdAt) ?? normalizeDateTime(user.updatedAt) ?? new Date(0).toISOString();
+			const lastLoginAt = normalizeDateTime(user.lastLoginAt);
+
+			return {
+				id: user.id,
+				username: user.username,
+				avatarUrl: user.avatarUrl,
+				authProvider: user.authProvider ?? "local",
+				createdAt,
+				lastLoginAt,
+			};
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// PUT /auth/me - Update current user profile
@@ -395,6 +578,34 @@ export async function authRoutes(app: FastifyInstance) {
 		{
 			preHandler: requireAuth,
 			config: { rateLimit: authRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Update current user profile",
+				security: authEndpointSecurity,
+				body: {
+					type: "object",
+					properties: {
+						currentPassword: { type: "string" },
+						newPassword: { type: "string", minLength: 8, maxLength: 128 },
+					},
+					example: {
+						currentPassword: "current-password",
+						newPassword: "new-strong-password",
+					},
+				},
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							ok: { type: "boolean" },
+							message: { type: "string" },
+						},
+					},
+					400: authErrorSchema,
+					401: authErrorSchema,
+					404: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const authUser = request.user as unknown as AuthUser | null;
@@ -405,7 +616,7 @@ export async function authRoutes(app: FastifyInstance) {
 			const parsed = updateProfileSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: parsed.error.issues[0]?.message ?? "Invalid input",
 					code: "VALIDATION_ERROR",
 				});
 			}
@@ -453,6 +664,24 @@ export async function authRoutes(app: FastifyInstance) {
 		{
 			preHandler: requireAuth,
 			config: { rateLimit: authRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Upload user avatar",
+				description: "Uploads and optimizes a profile image using multipart/form-data.",
+				security: authEndpointSecurity,
+				consumes: ["multipart/form-data"],
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							ok: { type: "boolean" },
+							avatarUrl: { type: "string" },
+						},
+					},
+					400: authErrorSchema,
+					401: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const authUser = request.user as unknown as AuthUser | null;
@@ -462,36 +691,35 @@ export async function authRoutes(app: FastifyInstance) {

 			const data = await request.file();
 			if (!data) {
-				return reply.status(400).send({ error: "No file uploaded" });
+				return reply.status(400).send({ error: "No file uploaded", code: "NO_FILE" });
 			}

 			// Validate file type
-			const allowedTypes = ["image/jpeg", "image/png", "image/webp", "image/gif"];
-			if (!allowedTypes.includes(data.mimetype)) {
-				return reply.status(400).send({ error: "Invalid file type. Allowed: JPEG, PNG, WebP, GIF" });
+			if (!ALLOWED_IMAGE_MIME_TYPES.includes(data.mimetype)) {
+				return reply.status(400).send({ error: "Invalid file type", code: "INVALID_TYPE" });
 			}

-			// Generate unique filename
-			const ext = data.filename.split(".").pop() || "jpg";
-			const filename = `avatar_${authUser.id}_${Date.now()}.${ext}`;
+			let uploadBuffer: Buffer;
+			try {
+				uploadBuffer = await streamToBuffer(data.file);
+			} catch (error) {
+				if (error instanceof Error && error.message === "IMAGE_TOO_LARGE") {
+					return reply.status(400).send({ error: "Image too large", code: "IMAGE_TOO_LARGE" });
+				}
+				throw error;
+			}

-			// Save file
-			const fs = await import("node:fs/promises");
-			const path = await import("node:path");
-			const imagesDir = path.join(getDataDir(), "images");
-			await fs.mkdir(imagesDir, { recursive: true });
-
-			const buffer = await data.toBuffer();
-			await fs.writeFile(path.join(imagesDir, filename), buffer);
+			let filename: string;
+			try {
+				({ filename } = await writeOptimizedImageSet(IMAGES_DIR, `avatar_${authUser.id}`, uploadBuffer));
+			} catch {
+				return reply.status(400).send({ error: "Invalid image", code: "INVALID_IMAGE" });
+			}

 			// Delete old avatar if exists
 			const [user] = await db.select().from(users).where(eq(users.id, authUser.id));
 			if (user?.avatarUrl) {
-				try {
-					await fs.unlink(path.join(imagesDir, user.avatarUrl));
-				} catch {
-					// Ignore if file doesn't exist
-				}
+				removeImageFiles(IMAGES_DIR, user.avatarUrl);
 			}

 			// Update user
@@ -509,6 +737,16 @@ export async function authRoutes(app: FastifyInstance) {
 		{
 			preHandler: requireAuth,
 			config: { rateLimit: authRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Delete user avatar",
+				security: authEndpointSecurity,
+				response: {
+					200: { type: "object", properties: { ok: { type: "boolean" } } },
+					401: authErrorSchema,
+					404: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const authUser = request.user as unknown as AuthUser | null;
@@ -522,13 +760,7 @@ export async function authRoutes(app: FastifyInstance) {
 			}

 			// Delete file
-			const fs = await import("node:fs/promises");
-			const path = await import("node:path");
-			try {
-				await fs.unlink(path.join(getDataDir(), "images", user.avatarUrl));
-			} catch {
-				// Ignore if file doesn't exist
-			}
+			removeImageFiles(IMAGES_DIR, user.avatarUrl);

 			// Update user
 			await db.update(users).set({ avatarUrl: null, updatedAt: new Date() }).where(eq(users.id, authUser.id));
@@ -545,6 +777,22 @@ export async function authRoutes(app: FastifyInstance) {
 		{
 			preHandler: requireAuth,
 			config: { rateLimit: sensitiveRateLimitConfig },
+			schema: {
+				tags: ["auth"],
+				summary: "Delete current user account",
+				description: "Deletes the current account and related data (cascade delete).",
+				security: authEndpointSecurity,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							ok: { type: "boolean" },
+							message: { type: "string" },
+						},
+					},
+					401: authErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const authUser = request.user as unknown as AuthUser | null;
@@ -555,19 +803,13 @@ export async function authRoutes(app: FastifyInstance) {
 			// Delete avatar file if exists
 			const [user] = await db.select().from(users).where(eq(users.id, authUser.id));
 			if (user?.avatarUrl) {
-				const fs = await import("node:fs/promises");
-				const path = await import("node:path");
-				try {
-					await fs.unlink(path.join(getDataDir(), "images", user.avatarUrl));
-				} catch {
-					// Ignore if file doesn't exist
-				}
+				removeImageFiles(IMAGES_DIR, user.avatarUrl);
 			}

 			// Delete user - cascade delete handles all related data
 			await db.delete(users).where(eq(users.id, authUser.id));

-			app.log.info(`User deleted account: ${authUser.username} (ID: ${authUser.id})`);
+			app.log.info(`[Auth] Account deleted: username=${authUser.username}, userId=${authUser.id}`);

 			// Clear auth cookies
 			return reply
@@ -2,10 +2,23 @@ import { and, eq } from "drizzle-orm";
 import type { FastifyInstance, FastifyReply, FastifyRequest } from "fastify";
 import { z } from "zod";
 import { db } from "../db/client.js";
-import { doseTracking, shareTokens } from "../db/schema.js";
+import { doseTracking, medications, shareTokens, userSettings } from "../db/schema.js";
 import { getAnonymousUserId, requireAuth } from "../plugins/auth.js";
 import { env } from "../plugins/env.js";
+import { computeMedicationCurrentStock } from "../services/current-stock.js";
 import type { AuthUser } from "../types/fastify.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	tokenParamsSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";
+import {
+	parseIntakesJson,
+	parseLocalDateTime,
+	parseTakenByJson,
+	personTakesMedication,
+} from "../utils/scheduler-utils.js";

 // =============================================================================
 // Validation Schemas
@@ -22,6 +35,41 @@ const dismissDosesSchema = z.object({
 	doseIds: z.array(z.string().min(1)).min(1, "At least one doseId is required"),
 });

+const protectedEndpointSecurity: ReadonlyArray<Record<string, readonly string[]>> = [
+	{ bearerAuth: [] },
+	{ cookieAuth: [] },
+];
+
+const doseIdPattern = /^(\d+)-(\d+)-(\d+)(?:-(.+))?$/;
+
+const doseReadResponseSchema = {
+	type: "object",
+	properties: {
+		doses: {
+			type: "array",
+			items: {
+				type: "object",
+				properties: {
+					doseId: { type: "string" },
+					takenAt: { type: "number" },
+					markedBy: { type: ["string", "null"] },
+					takenSource: { type: "string" },
+					dismissed: { type: "boolean" },
+				},
+			},
+		},
+	},
+} as const;
+
+function getValidationErrorMessage(error: z.ZodError): string {
+	const firstIssue = error.issues[0];
+	if (!firstIssue) {
+		return "Invalid input";
+	}
+
+	return firstIssue.code === "invalid_type" && firstIssue.input === undefined ? "Required" : firstIssue.message;
+}
+
 // Helper to get user ID from request
 // Returns anonymous user ID when auth is disabled
 async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<number> {
@@ -38,43 +86,231 @@ async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<
 	return authUser.id;
 }

+type ParsedDoseId = {
+	medicationId: number;
+	intakeIndex: number;
+	timestampMs: number;
+	personSuffix: string | null;
+};
+
+function parseDoseId(doseId: string): ParsedDoseId | null {
+	const match = doseIdPattern.exec(doseId);
+	if (!match) return null;
+
+	const medicationId = Number.parseInt(match[1], 10);
+	const intakeIndex = Number.parseInt(match[2], 10);
+	const timestampMs = Number.parseInt(match[3], 10);
+	const personSuffix = match[4] ? match[4].trim() : null;
+
+	if (Number.isNaN(medicationId) || Number.isNaN(intakeIndex) || Number.isNaN(timestampMs) || intakeIndex < 0) {
+		return null;
+	}
+
+	return {
+		medicationId,
+		intakeIndex,
+		timestampMs,
+		personSuffix,
+	};
+}
+
+async function getActiveShareToken(token: string): Promise<{
+	share: typeof shareTokens.$inferSelect | null;
+	reason: "not_found" | "expired" | "ok";
+}> {
+	const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
+	if (!share) return { share: null, reason: "not_found" };
+
+	if (share.expiresAt && share.expiresAt.getTime() < Date.now()) {
+		return { share: null, reason: "expired" };
+	}
+
+	return { share, reason: "ok" };
+}
+
+async function validateShareDoseId(share: typeof shareTokens.$inferSelect, doseId: string): Promise<boolean> {
+	const parsedDose = parseDoseId(doseId);
+	if (!parsedDose) {
+		return false;
+	}
+
+	const [medication] = await db
+		.select()
+		.from(medications)
+		.where(and(eq(medications.id, parsedDose.medicationId), eq(medications.userId, share.userId)));
+
+	if (!medication) {
+		return false;
+	}
+
+	const medTakenBy = parseTakenByJson(medication.takenByJson);
+	const intakes = parseIntakesJson(
+		medication.intakesJson,
+		{ usageJson: medication.usageJson, everyJson: medication.everyJson, startJson: medication.startJson },
+		medication.intakeRemindersEnabled ?? false
+	);
+
+	if (!personTakesMedication(share.takenBy, medTakenBy, intakes)) {
+		return false;
+	}
+
+	const intake = intakes[parsedDose.intakeIndex];
+	if (!intake) {
+		return false;
+	}
+
+	const expectedPersons = intake.takenBy ? [intake.takenBy] : medTakenBy;
+	if (expectedPersons.length === 0) {
+		return parsedDose.personSuffix === null;
+	}
+
+	if (!parsedDose.personSuffix) {
+		return intake.takenBy === null;
+	}
+
+	return expectedPersons.includes(parsedDose.personSuffix);
+}
+
+async function isDoseOutOfStock(options: {
+	userId: number;
+	doseId: string;
+	stockCalculationMode: "automatic" | "manual";
+}): Promise<boolean> {
+	const parsedDose = parseDoseId(options.doseId);
+	if (!parsedDose) {
+		return false;
+	}
+
+	const [medication] = await db
+		.select()
+		.from(medications)
+		.where(and(eq(medications.id, parsedDose.medicationId), eq(medications.userId, options.userId)));
+
+	if (!medication) {
+		return false;
+	}
+
+	const intakes = parseIntakesJson(
+		medication.intakesJson,
+		{ usageJson: medication.usageJson, everyJson: medication.everyJson, startJson: medication.startJson },
+		medication.intakeRemindersEnabled ?? false
+	);
+	const intake = intakes[parsedDose.intakeIndex];
+
+	const scheduledOccurrenceMs = intake
+		? (() => {
+				const doseDate = new Date(parsedDose.timestampMs);
+				const intakeStart = parseLocalDateTime(intake.start);
+				return new Date(
+					doseDate.getFullYear(),
+					doseDate.getMonth(),
+					doseDate.getDate(),
+					intakeStart.getHours(),
+					intakeStart.getMinutes(),
+					intakeStart.getSeconds(),
+					intakeStart.getMilliseconds()
+				).getTime();
+			})()
+		: parsedDose.timestampMs;
+
+	const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, options.userId));
+	const stockBeforeDoseMs = Math.max(0, scheduledOccurrenceMs - 1);
+	return (
+		computeMedicationCurrentStock({
+			medication,
+			doses,
+			stockCalculationMode: options.stockCalculationMode,
+			nowMs: stockBeforeDoseMs,
+		}) <= 0
+	);
+}
+
 // =============================================================================
 // Dose Tracking Routes
 // =============================================================================
 export async function doseRoutes(app: FastifyInstance) {
+	applyOpenApiRouteStandards(app, {
+		tag: "doses",
+		protectedByDefault: false,
+		protectedPaths: [/^\/doses\/taken$/, /^\/doses\/taken\/:doseId$/, /^\/doses\/dismiss$/],
+	});
+
 	// ---------------------------------------------------------------------------
 	// GET /doses/taken - PROTECTED: Get all taken doses for the user
+	// Suppress request logs — polled every 5s by frontend
 	// ---------------------------------------------------------------------------
-	app.get("/doses/taken", { preHandler: requireAuth }, async (request, reply) => {
-		const userId = await getUserId(request, reply);
+	app.get(
+		"/doses/taken",
+		{
+			preHandler: requireAuth,
+			logLevel: "warn",
+			schema: {
+				tags: ["doses"],
+				security: protectedEndpointSecurity,
+				response: {
+					200: doseReadResponseSchema,
+					401: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);

-		// Get all taken doses for this user (no time limit)
-		const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, userId));
+			// Get all taken doses for this user (no time limit)
+			const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, userId));

-		return {
-			doses: doses.map((d) => ({
-				doseId: d.doseId,
-				takenAt: d.takenAt?.getTime() ?? Date.now(),
-				markedBy: d.markedBy,
-				takenSource: d.takenSource ?? "manual",
-				dismissed: d.dismissed ?? false,
-			})),
-		};
-	});
+			return {
+				doses: doses.map((d) => ({
+					doseId: d.doseId,
+					takenAt: d.takenAt?.getTime() ?? Date.now(),
+					markedBy: d.markedBy,
+					takenSource: d.takenSource ?? "manual",
+					dismissed: d.dismissed ?? false,
+				})),
+			};
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// POST /doses/taken - PROTECTED: Mark a dose as taken
 	// ---------------------------------------------------------------------------
 	app.post<{ Body: z.infer<typeof markDoseSchema> }>(
 		"/doses/taken",
-		{ preHandler: requireAuth },
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["doses"],
+				security: protectedEndpointSecurity,
+				body: {
+					type: "object",
+					properties: {
+						doseId: { type: "string" },
+					},
+					example: {
+						doseId: "1:2026-03-11T08:00:00.000Z:Daniel",
+					},
+				},
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							message: { type: "string" },
+						},
+					},
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					409: genericErrorSchema,
+					401: genericErrorSchema,
+				},
+			},
+		},
 		async (request, reply) => {
 			const userId = await getUserId(request, reply);

 			const parsed = markDoseSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: getValidationErrorMessage(parsed.error),
 				});
 			}

@@ -90,6 +326,16 @@ export async function doseRoutes(app: FastifyInstance) {
 				return { success: true, message: "Already marked" };
 			}

+			const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+			const outOfStock = await isDoseOutOfStock({
+				userId,
+				doseId,
+				stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+			});
+			if (outOfStock) {
+				return reply.status(409).send({ error: "Medication is out of stock", code: "OUT_OF_STOCK" });
+			}
+
 			// Insert new record
 			await db.insert(doseTracking).values({
 				userId,
@@ -107,7 +353,24 @@ export async function doseRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	app.delete<{ Params: { doseId: string } }>(
 		"/doses/taken/:doseId",
-		{ preHandler: requireAuth },
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["doses"],
+				security: protectedEndpointSecurity,
+				params: {
+					type: "object",
+					required: ["doseId"],
+					properties: {
+						doseId: { type: "string", minLength: 1 },
+					},
+				},
+				response: {
+					200: { type: "object", properties: { success: { type: "boolean" } } },
+					401: genericErrorSchema,
+				},
+			},
+		},
 		async (request, reply) => {
 			const userId = await getUserId(request, reply);

@@ -136,14 +399,40 @@ export async function doseRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	app.post<{ Body: z.infer<typeof dismissDosesSchema> }>(
 		"/doses/dismiss",
-		{ preHandler: requireAuth },
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["doses"],
+				security: protectedEndpointSecurity,
+				body: {
+					type: "object",
+					properties: {
+						doseIds: { type: "array", items: { type: "string" } },
+					},
+					example: {
+						doseIds: ["1:2026-03-11T08:00:00.000Z:Daniel", "1:2026-03-11T20:00:00.000Z:Daniel"],
+					},
+				},
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							dismissedCount: { type: "integer" },
+						},
+					},
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+				},
+			},
+		},
 		async (request, reply) => {
 			const userId = await getUserId(request, reply);

 			const parsed = dismissDosesSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: getValidationErrorMessage(parsed.error),
 				});
 			}

@@ -173,6 +462,7 @@ export async function doseRoutes(app: FastifyInstance) {
 						userId,
 						doseId,
 						markedBy: null,
+						takenAt: new Date(0),
 						dismissed: true,
 					});
 					dismissedCount++;
@@ -186,78 +476,149 @@ export async function doseRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// DELETE /doses/dismiss - PROTECTED: Clear all dismissed doses (un-dismiss)
 	// ---------------------------------------------------------------------------
-	app.delete("/doses/dismiss", { preHandler: requireAuth }, async (request, reply) => {
-		const userId = await getUserId(request, reply);
+	app.delete(
+		"/doses/dismiss",
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["doses"],
+				security: protectedEndpointSecurity,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							clearedCount: { type: "integer" },
+						},
+					},
+					401: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);

-		// Delete all dismissed-only records (not taken ones)
-		// For taken+dismissed, just remove the dismissed flag
-		const dismissed = await db
-			.select()
-			.from(doseTracking)
-			.where(and(eq(doseTracking.userId, userId), eq(doseTracking.dismissed, true)));
+			// Delete all dismissed-only records (not taken ones)
+			// For taken+dismissed, just remove the dismissed flag
+			const dismissed = await db
+				.select()
+				.from(doseTracking)
+				.where(and(eq(doseTracking.userId, userId), eq(doseTracking.dismissed, true)));

-		for (const d of dismissed) {
-			if (d.markedBy !== null || d.takenAt) {
-				// This was also marked as taken - just remove dismissed flag
-				await db.update(doseTracking).set({ dismissed: false }).where(eq(doseTracking.id, d.id));
-			} else {
-				// This was only dismissed - delete it
-				await db.delete(doseTracking).where(eq(doseTracking.id, d.id));
+			for (const d of dismissed) {
+				const hasRealTakenTimestamp = d.takenAt instanceof Date ? d.takenAt.getTime() > 0 : Boolean(d.takenAt);
+
+				if (d.markedBy !== null || hasRealTakenTimestamp) {
+					// This was also marked as taken - just remove dismissed flag
+					await db.update(doseTracking).set({ dismissed: false }).where(eq(doseTracking.id, d.id));
+				} else {
+					// This was only dismissed - delete it
+					await db.delete(doseTracking).where(eq(doseTracking.id, d.id));
+				}
 			}
-		}

-		return { success: true, clearedCount: dismissed.length };
-	});
+			return { success: true, clearedCount: dismissed.length };
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// GET /share/:token/doses - PUBLIC: Get taken doses for a share link
+	// Suppress request logs — polled every 5s by SharedSchedule
 	// ---------------------------------------------------------------------------
-	app.get<{ Params: { token: string } }>("/share/:token/doses", async (request, reply) => {
-		const { token } = request.params;
+	app.get<{ Params: { token: string } }>(
+		"/share/:token/doses",
+		{
+			schema: {
+				params: tokenParamsSchema,
+				response: {
+					200: doseReadResponseSchema,
+					404: genericErrorSchema,
+				},
+			},
+			logLevel: "warn",
+			config: {
+				rateLimit: {
+					max: 60,
+					timeWindow: "1 minute",
+					errorResponseBuilder: () => ({ error: "rate_limited" }),
+				},
+			},
+		},
+		async (request, reply) => {
+			const { token } = request.params;

-		// Find share token
-		const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
-		if (!share) {
-			return reply.notFound("Share link not found");
+			const { share, reason } = await getActiveShareToken(token);
+			if (!share) {
+				request.log.warn(`[ShareDose] Rejected read: token=${token}, reason=${reason}`);
+				return reply.notFound("Share link not found");
+			}
+
+			// Get all taken doses for this user (no time limit)
+			const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, share.userId));
+
+			return {
+				doses: doses.map((d) => ({
+					doseId: d.doseId,
+					takenAt: d.takenAt?.getTime() ?? Date.now(),
+					markedBy: d.markedBy,
+					takenSource: d.takenSource ?? "manual",
+					dismissed: d.dismissed ?? false,
+				})),
+			};
 		}
-
-		// Get all taken doses for this user (no time limit)
-		const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, share.userId));
-
-		return {
-			doses: doses.map((d) => ({
-				doseId: d.doseId,
-				takenAt: d.takenAt?.getTime() ?? Date.now(),
-				markedBy: d.markedBy,
-				takenSource: d.takenSource ?? "manual",
-				dismissed: d.dismissed ?? false,
-			})),
-		};
-	});
+	);

 	// ---------------------------------------------------------------------------
 	// POST /share/:token/doses - PUBLIC: Mark a dose as taken via share link
 	// ---------------------------------------------------------------------------
 	app.post<{ Params: { token: string }; Body: z.infer<typeof shareDoseSchema> }>(
 		"/share/:token/doses",
+		{
+			schema: {
+				params: tokenParamsSchema,
+				body: {
+					type: "object",
+					properties: {
+						doseId: { type: "string" },
+					},
+					example: {
+						doseId: "1:2026-03-11T08:00:00.000Z:Daniel",
+					},
+				},
+				response: {
+					200: { type: "object", properties: { success: { type: "boolean" }, message: { type: "string" } } },
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					409: genericErrorSchema,
+					404: genericErrorSchema,
+				},
+			},
+		},
 		async (request, reply) => {
 			const { token } = request.params;

 			const parsed = shareDoseSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: getValidationErrorMessage(parsed.error),
 				});
 			}

 			const { doseId } = parsed.data;

-			// Find share token
-			const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
+			const { share, reason } = await getActiveShareToken(token);
 			if (!share) {
+				request.log.warn(`[ShareDose] Rejected mark: token=${token}, doseId=${doseId}, reason=${reason}`);
 				return reply.notFound("Share link not found");
 			}

+			const isValidShareDoseId = await validateShareDoseId(share, doseId);
+			if (!isValidShareDoseId) {
+				request.log.warn(
+					`[ShareDose] Rejected invalid doseId in mark request: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
+				return reply.status(400).send({ error: "Invalid or unauthorized doseId" });
+			}
+
 			// Check if already marked
 			const [existing] = await db
 				.select()
@@ -265,17 +626,40 @@ export async function doseRoutes(app: FastifyInstance) {
 				.where(and(eq(doseTracking.userId, share.userId), eq(doseTracking.doseId, doseId)));

 			if (existing) {
+				request.log.debug(
+					`[ShareDose] Duplicate mark ignored: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
 				return { success: true, message: "Already marked" };
 			}

-			// Insert new record - marked by the takenBy person
+			const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, share.userId));
+			const outOfStock = await isDoseOutOfStock({
+				userId: share.userId,
+				doseId,
+				stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+			});
+			if (outOfStock) {
+				request.log.info(
+					`[ShareDose] Rejected out-of-stock mark request: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
+				return reply.status(409).send({ error: "Medication is out of stock", code: "OUT_OF_STOCK" });
+			}
+
+			// Insert new record - marked by the shared person, or the concrete intake person for an "all" link.
+			const parsedShareDose = parseDoseId(doseId);
+			const markedBy = share.takenBy === "all" ? (parsedShareDose?.personSuffix ?? share.takenBy) : share.takenBy;
+
 			await db.insert(doseTracking).values({
 				userId: share.userId,
 				doseId,
-				markedBy: share.takenBy, // e.g. "Daniel"
+				markedBy,
 				takenSource: "manual",
 			});

+			request.log.info(
+				`[ShareDose] Dose marked via share link: token=${token}, ownerUserId=${share.userId}, shareTakenBy=${share.takenBy}, markedBy=${markedBy}, doseId=${doseId}`
+			);
+
 			return { success: true };
 		}
 	);
@@ -283,28 +667,64 @@ export async function doseRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// DELETE /share/:token/doses/:doseId - PUBLIC: Unmark a dose via share link
 	// ---------------------------------------------------------------------------
-	app.delete<{ Params: { token: string; doseId: string } }>("/share/:token/doses/:doseId", async (request, reply) => {
-		const { token, doseId } = request.params;
+	app.delete<{ Params: { token: string; doseId: string } }>(
+		"/share/:token/doses/:doseId",
+		{
+			schema: {
+				params: {
+					type: "object",
+					required: ["token", "doseId"],
+					properties: {
+						token: tokenParamsSchema.properties.token,
+						doseId: { type: "string", minLength: 1 },
+					},
+				},
+				response: {
+					200: { type: "object", properties: { success: { type: "boolean" } } },
+					400: genericErrorSchema,
+					404: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const { token, doseId } = request.params;

-		// Find share token
-		const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
-		if (!share) {
-			return reply.notFound("Share link not found");
+			const { share, reason } = await getActiveShareToken(token);
+			if (!share) {
+				request.log.warn(`[ShareDose] Rejected unmark: token=${token}, doseId=${doseId}, reason=${reason}`);
+				return reply.notFound("Share link not found");
+			}
+
+			const isValidShareDoseId = await validateShareDoseId(share, doseId);
+			if (!isValidShareDoseId) {
+				request.log.warn(
+					`[ShareDose] Rejected invalid doseId in unmark request: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
+				return reply.status(400).send({ error: "Invalid or unauthorized doseId" });
+			}
+
+			// Check if this dose was dismissed
+			const [existing] = await db
+				.select()
+				.from(doseTracking)
+				.where(and(eq(doseTracking.userId, share.userId), eq(doseTracking.doseId, doseId)));
+
+			if (existing?.dismissed) {
+				// Already dismissed - keep the record as-is
+				request.log.debug(
+					`[ShareDose] Unmark ignored for dismissed dose: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
+			} else {
+				// Not dismissed - delete the record entirely
+				await db
+					.delete(doseTracking)
+					.where(and(eq(doseTracking.userId, share.userId), eq(doseTracking.doseId, doseId)));
+				request.log.info(
+					`[ShareDose] Dose unmarked via share link: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}, doseId=${doseId}`
+				);
+			}
+
+			return { success: true };
 		}
-
-		// Check if this dose was dismissed
-		const [existing] = await db
-			.select()
-			.from(doseTracking)
-			.where(and(eq(doseTracking.userId, share.userId), eq(doseTracking.doseId, doseId)));
-
-		if (existing?.dismissed) {
-			// Already dismissed - keep the record as-is
-		} else {
-			// Not dismissed - delete the record entirely
-			await db.delete(doseTracking).where(and(eq(doseTracking.userId, share.userId), eq(doseTracking.doseId, doseId)));
-		}
-
-		return { success: true };
-	});
+	);
 }
@@ -5,19 +5,25 @@ import { eq } from "drizzle-orm";
 import type { FastifyInstance, FastifyReply, FastifyRequest } from "fastify";
 import { z } from "zod";
 import { db } from "../db/client.js";
-import { getDataDir } from "../db/db-utils.js";
+import { getDataDir } from "../db/path-utils.js";
 import { doseTracking, medications, refillHistory, shareTokens, userSettings } from "../db/schema.js";
 import { getAnonymousUserId, requireAuth } from "../plugins/auth.js";
 import { env } from "../plugins/env.js";
 import type { AuthUser } from "../types/fastify.js";
-import { parseIntakesJson, parseTakenByJson } from "../utils/scheduler-utils.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";
+import { normalizePackageType, PACKAGE_TYPES } from "../utils/package-profiles.js";
+import { normalizeIntake, parseIntakesJson, parseTakenByJson } from "../utils/scheduler-utils.js";

 const IMAGES_DIR = resolve(getDataDir(), "images");

 // =============================================================================
 // Export Format Version (bump this when format changes)
 // =============================================================================
-const EXPORT_VERSION = "1.1";
+const EXPORT_VERSION = "1.5";

 // =============================================================================
 // Zod Schemas for Import Validation
@@ -27,6 +33,9 @@ const scheduleSchema = z.object({
 	usage: z.number().nonnegative(),
 	every: z.number().int().min(1),
 	start: z.string(), // ISO datetime string
+	scheduleMode: z.unknown().optional(),
+	weekdays: z.unknown().optional(),
+	intakeUnit: z.enum(["ml", "tsp", "tbsp"]).nullable().optional(),
 	remind: z.boolean().optional().default(false),
 	takenBy: z.string().nullable().optional(), // Per-intake takenBy (new field)
 });
@@ -38,7 +47,9 @@ const inventorySchema = z.object({
 	totalPills: z.number().int().nullable().optional(), // For bottle type: total capacity
 	looseTablets: z.number().int().min(0).default(0),
 	stockAdjustment: z.number().int().default(0), // Manual stock correction
-	packageType: z.enum(["blister", "bottle"]).default("blister"),
+	packageType: z.enum(PACKAGE_TYPES).default("blister"),
+	packageAmountValue: z.number().int().min(0).default(0),
+	packageAmountUnit: z.enum(["ml", "g"]).default("ml"),
 });

 const medicationExportSchema = z.object({
@@ -46,11 +57,16 @@ const medicationExportSchema = z.object({
 	name: z.string().min(1),
 	genericName: z.string().nullable().optional(),
 	takenBy: z.array(z.string()).default([]),
+	medicationForm: z.enum(["capsule", "tablet", "liquid", "topical"]).default("tablet"),
+	pillForm: z.enum(["capsule", "tablet"]).nullable().optional(),
+	lifecycleCategory: z.enum(["refill_when_empty", "treatment_period"]).default("refill_when_empty"),
 	inventory: inventorySchema,
 	pillWeightMg: z.number().int().nullable().optional(),
 	doseUnit: z.enum(["mg", "g", "mcg", "ml", "IU", "units", "drops", "puffs"]).default("mg"),
 	schedules: z.array(scheduleSchema).default([]),
 	medicationStartDate: z.string().nullable().optional(),
+	medicationEndDate: z.string().nullable().optional(),
+	autoMarkObsoleteAfterEndDate: z.boolean().default(true),
 	expiryDate: z.string().nullable().optional(),
 	notes: z.string().nullable().optional(),
 	intakeRemindersEnabled: z.boolean().default(false),
@@ -80,7 +96,8 @@ const doseHistorySchema = z.object({
 const refillHistoryExportSchema = z.object({
 	medicationRef: z.string(), // References _exportId
 	packsAdded: z.number().int().min(0).default(0),
-	loosePillsAdded: z.number().int().min(0).default(0),
+	loosePillsAdded: z.number().int().min(0).optional(),
+	quantityAdded: z.number().int().min(0).optional(),
 	usedPrescription: z.boolean().default(false),
 	refillDate: z.string(), // ISO datetime
 });
@@ -92,36 +109,44 @@ const shareLinkSchema = z.object({
 	regenerateToken: z.boolean().default(true),
 });

-const settingsExportSchema = z
-	.object({
-		// Email notifications
-		emailEnabled: z.boolean().default(false),
-		notificationEmail: z.string().nullable().optional(),
-		emailStockReminders: z.boolean().default(true),
-		emailIntakeReminders: z.boolean().default(true),
-		emailPrescriptionReminders: z.boolean().default(true),
-		// Push notifications
-		shoutrrrEnabled: z.boolean().optional(),
-		shoutrrrUrl: z.string().nullable().optional(),
-		shoutrrrStockReminders: z.boolean().default(true),
-		shoutrrrIntakeReminders: z.boolean().default(true),
-		shoutrrrPrescriptionReminders: z.boolean().default(true),
-		// Reminder settings
-		reminderDaysBefore: z.number().int().default(7),
-		repeatDailyReminders: z.boolean().default(false),
-		skipRemindersForTakenDoses: z.boolean().default(false),
-		repeatRemindersEnabled: z.boolean().default(false),
-		reminderRepeatIntervalMinutes: z.number().int().default(30),
-		maxNaggingReminders: z.number().int().default(5),
-		// Stock thresholds
-		lowStockDays: z.number().int().default(30),
-		normalStockDays: z.number().int().default(90),
-		highStockDays: z.number().int().default(180),
-		expiryWarningDays: z.number().int().default(90),
-		// UI preferences
-		language: z.string().default("en"),
-		stockCalculationMode: z.enum(["automatic", "manual"]).default("automatic"),
-		shareStockStatus: z.boolean().default(true),
+const settingsSchemaBase = z.object({
+	// Email notifications
+	emailEnabled: z.boolean().default(false),
+	notificationEmail: z.string().nullable().optional(),
+	emailStockReminders: z.boolean().default(true),
+	emailIntakeReminders: z.boolean().default(true),
+	emailPrescriptionReminders: z.boolean().default(true),
+	// Push notifications
+	shoutrrrEnabled: z.boolean().optional(),
+	shoutrrrUrl: z.string().nullable().optional(),
+	shoutrrrStockReminders: z.boolean().default(true),
+	shoutrrrIntakeReminders: z.boolean().default(true),
+	shoutrrrPrescriptionReminders: z.boolean().default(true),
+	// Reminder settings
+	reminderDaysBefore: z.number().int().default(7),
+	repeatDailyReminders: z.boolean().default(false),
+	skipRemindersForTakenDoses: z.boolean().default(false),
+	repeatRemindersEnabled: z.boolean().default(false),
+	reminderRepeatIntervalMinutes: z.number().int().default(30),
+	maxNaggingReminders: z.number().int().default(5),
+	// Stock thresholds
+	lowStockDays: z.number().int().default(30),
+	normalStockDays: z.number().int().default(90),
+	highStockDays: z.number().int().default(180),
+	expiryWarningDays: z.number().int().default(90),
+	// UI preferences
+	language: z.string().default("en"),
+	stockCalculationMode: z.enum(["automatic", "manual"]).default("automatic"),
+	shareMedicationOverview: z.boolean().default(false),
+});
+
+const exportSettingsSchema = settingsSchemaBase.optional();
+
+const importSettingsSchema = settingsSchemaBase
+	.extend({
+		// Accept the removed field from legacy exports so old backups still import,
+		// but do not map it back into current runtime settings.
+		shareStockStatus: z.boolean().optional(),
 	})
 	.optional();

@@ -132,10 +157,73 @@ const importDataSchema = z.object({
 	medications: z.array(medicationExportSchema).default([]),
 	doseHistory: z.array(doseHistorySchema).default([]),
 	refillHistory: z.array(refillHistoryExportSchema).default([]),
-	settings: settingsExportSchema,
+	settings: importSettingsSchema,
 	shareLinks: z.array(shareLinkSchema).default([]),
 });

+const exportQuerystringSchema = {
+	type: "object",
+	properties: {
+		includeSensitive: { type: "string", enum: ["true", "false"] },
+		includeImages: { type: "string", enum: ["true", "false"] },
+	},
+} as const;
+
+const exportResponseSchema = {
+	type: "object",
+	properties: {
+		version: { type: "string" },
+		exportedAt: { type: "string", format: "date-time" },
+		includeSensitiveData: { type: "boolean" },
+		medications: { type: "array", items: { type: "object", additionalProperties: true } },
+		doseHistory: { type: "array", items: { type: "object", additionalProperties: true } },
+		refillHistory: { type: "array", items: { type: "object", additionalProperties: true } },
+		settings: { type: "object", additionalProperties: true },
+		shareLinks: { type: "array", items: { type: "object", additionalProperties: true } },
+	},
+} as const;
+
+const importBodyOpenApiSchema = {
+	type: "object",
+	required: ["version", "exportedAt"],
+	properties: {
+		version: { type: "string" },
+		exportedAt: { type: "string", format: "date-time" },
+		includeSensitiveData: { type: "boolean" },
+		medications: { type: "array", items: { type: "object", additionalProperties: true } },
+		doseHistory: { type: "array", items: { type: "object", additionalProperties: true } },
+		refillHistory: { type: "array", items: { type: "object", additionalProperties: true } },
+		settings: { type: "object", additionalProperties: true },
+		shareLinks: { type: "array", items: { type: "object", additionalProperties: true } },
+	},
+	example: {
+		version: "1.8.0",
+		exportedAt: "2026-03-11T10:15:00.000Z",
+		includeSensitiveData: true,
+		medications: [
+			{
+				name: "Ibuprofen 400",
+				packageType: "box",
+				packCount: 1,
+				looseTablets: 8,
+				intakes: [
+					{
+						usage: 1,
+						every: 8,
+						start: "2026-03-11T08:00:00.000Z",
+						takenBy: "Daniel",
+						remind: true,
+					},
+				],
+			},
+		],
+		doseHistory: [{ doseId: "1:2026-03-11T08:00:00.000Z:Daniel", takenAt: 1773216000000 }],
+		refillHistory: [{ packsAdded: 1, loosePillsAdded: 4, quantityAdded: 34, refillDate: "2026-03-10T12:00:00.000Z" }],
+		settings: { language: "en", stockCalculationMode: "automatic" },
+		shareLinks: [{ takenBy: "Daniel", scheduleDays: 14 }],
+	},
+} as const;
+
 // =============================================================================
 // Helper Functions
 // =============================================================================
@@ -155,9 +243,16 @@ async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<
 }

 // Parse intakes from DB format to export format (with per-intake takenBy)
-function parseIntakesForExport(
-	row: typeof medications.$inferSelect
-): Array<{ usage: number; every: number; start: string; remind: boolean; takenBy: string | null }> {
+function parseIntakesForExport(row: typeof medications.$inferSelect): Array<{
+	usage: number;
+	every: number;
+	start: string;
+	scheduleMode: "interval" | "weekdays";
+	weekdays: Array<"mon" | "tue" | "wed" | "thu" | "fri" | "sat" | "sun">;
+	intakeUnit: "ml" | "tsp" | "tbsp" | null;
+	remind: boolean;
+	takenBy: string | null;
+}> {
 	// Use the new parseIntakesJson which falls back to legacy format
 	const intakes = parseIntakesJson(
 		row.intakesJson,
@@ -169,6 +264,9 @@ function parseIntakesForExport(
 		usage: intake.usage,
 		every: intake.every,
 		start: intake.start,
+		scheduleMode: intake.scheduleMode ?? "interval",
+		weekdays: intake.weekdays ?? [],
+		intakeUnit: intake.intakeUnit ?? null,
 		remind: intake.intakeRemindersEnabled,
 		takenBy: intake.takenBy, // Per-intake takenBy
 	}));
@@ -257,236 +355,265 @@ function buildDoseId(medicationId: number, blisterIndex: number, timestampMs: nu
 export async function exportRoutes(app: FastifyInstance) {
 	// All export routes require auth
 	app.addHook("preHandler", requireAuth);
+	applyOpenApiRouteStandards(app, { tag: "export", protectedByDefault: true });

 	// ---------------------------------------------------------------------------
 	// GET /export - Export all user data
 	// ---------------------------------------------------------------------------
-	app.get<{ Querystring: { includeSensitive?: string; includeImages?: string } }>("/export", async (request, reply) => {
-		const userId = await getUserId(request, reply);
-		const includeSensitive = request.query.includeSensitive === "true";
-		const includeImages = request.query.includeImages !== "false"; // Default to true
-
-		// 1. Load all medications
-		const meds = await db.select().from(medications).where(eq(medications.userId, userId)).orderBy(medications.id);
-
-		// Build medication ID to export ID mapping
-		const medIdToExportId = new Map<number, string>();
-		const exportMedications = meds.map((med, index) => {
-			const exportId = `med-${index + 1}`;
-			medIdToExportId.set(med.id, exportId);
-
-			// Safely convert lastStockCorrectionAt to ISO string
-			let lastStockCorrectionAtIso: string | null = null;
-			if (med.lastStockCorrectionAt) {
-				try {
-					if (med.lastStockCorrectionAt instanceof Date && !Number.isNaN(med.lastStockCorrectionAt.getTime())) {
-						lastStockCorrectionAtIso = med.lastStockCorrectionAt.toISOString();
-					} else if (typeof med.lastStockCorrectionAt === "number" || typeof med.lastStockCorrectionAt === "string") {
-						const d = new Date(med.lastStockCorrectionAt);
-						lastStockCorrectionAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : null;
-					}
-				} catch {
-					lastStockCorrectionAtIso = null;
-				}
-			}
-
-			return {
-				_exportId: exportId,
-				name: med.name,
-				genericName: med.genericName,
-				takenBy: parseTakenByJson(med.takenByJson),
-				inventory: {
-					packCount: med.packCount ?? 1,
-					blistersPerPack: med.blistersPerPack ?? 1,
-					pillsPerBlister: med.pillsPerBlister ?? 1,
-					totalPills: med.totalPills ?? null,
-					looseTablets: med.looseTablets ?? 0,
-					stockAdjustment: med.stockAdjustment ?? 0,
-					packageType: med.packageType ?? "blister",
+	app.get<{ Querystring: { includeSensitive?: string; includeImages?: string } }>(
+		"/export",
+		{
+			schema: {
+				querystring: exportQuerystringSchema,
+				response: {
+					200: exportResponseSchema,
+					401: genericErrorSchema,
 				},
-				pillWeightMg: med.pillWeightMg,
-				doseUnit: med.doseUnit ?? "mg",
-				schedules: parseIntakesForExport(med),
-				medicationStartDate: med.medicationStartDate || null,
-				expiryDate: med.expiryDate,
-				notes: med.notes,
-				intakeRemindersEnabled: med.intakeRemindersEnabled ?? false,
-				isObsolete: med.isObsolete ?? false,
-				obsoleteAt: med.obsoleteAt?.toISOString() ?? null,
-				prescriptionEnabled: med.prescriptionEnabled ?? false,
-				prescriptionAuthorizedRefills: med.prescriptionAuthorizedRefills ?? null,
-				prescriptionRemainingRefills: med.prescriptionRemainingRefills ?? null,
-				prescriptionLowRefillThreshold: med.prescriptionLowRefillThreshold ?? 1,
-				prescriptionExpiryDate: med.prescriptionExpiryDate ?? null,
-				dismissedUntil: med.dismissedUntil ?? null,
-				image: includeImages ? imageToBase64(med.imageUrl) : null,
-				lastStockCorrectionAt: lastStockCorrectionAtIso,
-			};
-		});
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);
+			const includeSensitive = request.query.includeSensitive === "true";
+			const includeImages = request.query.includeImages !== "false"; // Default to true

-		// 2. Load all dose tracking entries
-		const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, userId));
+			// 1. Load all medications
+			const meds = await db.select().from(medications).where(eq(medications.userId, userId)).orderBy(medications.id);
+			const medicationById = new Map(meds.map((med) => [med.id, med]));

-		const exportDoseHistory = doses
-			.map((dose) => {
-				const parsed = parseDoseId(dose.doseId);
-				if (!parsed) return null;
+			// Build medication ID to export ID mapping
+			const medIdToExportId = new Map<number, string>();
+			const exportMedications = meds.map((med, index) => {
+				const exportId = `med-${index + 1}`;
+				medIdToExportId.set(med.id, exportId);

-				const exportId = medIdToExportId.get(parsed.medicationId);
-				if (!exportId) return null; // Orphaned dose, skip
+				// Safely convert lastStockCorrectionAt to ISO string
+				let lastStockCorrectionAtIso: string | null = null;
+				if (med.lastStockCorrectionAt) {
+					try {
+						if (med.lastStockCorrectionAt instanceof Date && !Number.isNaN(med.lastStockCorrectionAt.getTime())) {
+							lastStockCorrectionAtIso = med.lastStockCorrectionAt.toISOString();
+						} else if (typeof med.lastStockCorrectionAt === "number" || typeof med.lastStockCorrectionAt === "string") {
+							const d = new Date(med.lastStockCorrectionAt);
+							lastStockCorrectionAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : null;
+						}
+					} catch {
+						lastStockCorrectionAtIso = null;
+					}
+				}

-				// Safely convert takenAt to ISO string
-				let takenAtIso: string;
-				try {
-					if (dose.takenAt instanceof Date && !Number.isNaN(dose.takenAt.getTime())) {
-						takenAtIso = dose.takenAt.toISOString();
-					} else if (typeof dose.takenAt === "number" || typeof dose.takenAt === "string") {
-						const d = new Date(dose.takenAt);
-						takenAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
-					} else {
+				return {
+					_exportId: exportId,
+					name: med.name,
+					genericName: med.genericName,
+					takenBy: parseTakenByJson(med.takenByJson),
+					medicationForm: med.medicationForm ?? "tablet",
+					pillForm: med.pillForm ?? null,
+					lifecycleCategory: med.lifecycleCategory ?? "refill_when_empty",
+					inventory: {
+						packCount: med.packCount ?? 1,
+						blistersPerPack: med.blistersPerPack ?? 1,
+						pillsPerBlister: med.pillsPerBlister ?? 1,
+						totalPills: med.totalPills ?? null,
+						looseTablets: med.looseTablets ?? 0,
+						stockAdjustment: med.stockAdjustment ?? 0,
+						packageType: normalizePackageType(med.packageType),
+						packageAmountValue: med.packageAmountValue ?? 0,
+						packageAmountUnit: (med.packageAmountUnit ?? "ml") as "ml" | "g",
+					},
+					pillWeightMg: med.pillWeightMg,
+					doseUnit: med.doseUnit ?? "mg",
+					schedules: parseIntakesForExport(med),
+					medicationStartDate: med.medicationStartDate || null,
+					medicationEndDate: med.medicationEndDate || null,
+					autoMarkObsoleteAfterEndDate: med.autoMarkObsoleteAfterEndDate ?? true,
+					expiryDate: med.expiryDate,
+					notes: med.notes,
+					intakeRemindersEnabled: med.intakeRemindersEnabled ?? false,
+					isObsolete: med.isObsolete ?? false,
+					obsoleteAt: med.obsoleteAt?.toISOString() ?? null,
+					prescriptionEnabled: med.prescriptionEnabled ?? false,
+					prescriptionAuthorizedRefills: med.prescriptionAuthorizedRefills ?? null,
+					prescriptionRemainingRefills: med.prescriptionRemainingRefills ?? null,
+					prescriptionLowRefillThreshold: med.prescriptionLowRefillThreshold ?? 1,
+					prescriptionExpiryDate: med.prescriptionExpiryDate ?? null,
+					dismissedUntil: med.dismissedUntil ?? null,
+					image: includeImages ? imageToBase64(med.imageUrl) : null,
+					lastStockCorrectionAt: lastStockCorrectionAtIso,
+				};
+			});
+
+			// 2. Load all dose tracking entries
+			const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, userId));
+
+			const exportDoseHistory = doses
+				.map((dose) => {
+					const parsed = parseDoseId(dose.doseId);
+					if (!parsed) return null;
+
+					const exportId = medIdToExportId.get(parsed.medicationId);
+					if (!exportId) return null; // Orphaned dose, skip
+
+					// Safely convert takenAt to ISO string
+					let takenAtIso: string;
+					try {
+						if (dose.takenAt instanceof Date && !Number.isNaN(dose.takenAt.getTime())) {
+							takenAtIso = dose.takenAt.toISOString();
+						} else if (typeof dose.takenAt === "number" || typeof dose.takenAt === "string") {
+							const d = new Date(dose.takenAt);
+							takenAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
+						} else {
+							takenAtIso = new Date().toISOString();
+						}
+					} catch {
 						takenAtIso = new Date().toISOString();
 					}
-				} catch {
-					takenAtIso = new Date().toISOString();
-				}

-				// Safely convert scheduled time
-				let scheduledTimeIso: string;
-				try {
-					const d = new Date(parsed.timestampMs);
-					scheduledTimeIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
-				} catch {
-					scheduledTimeIso = new Date().toISOString();
+					// Safely convert scheduled time
+					let scheduledTimeIso: string;
+					try {
+						const d = new Date(parsed.timestampMs);
+						scheduledTimeIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
+					} catch {
+						scheduledTimeIso = new Date().toISOString();
+					}
+
+					return {
+						medicationRef: exportId,
+						scheduleIndex: parsed.blisterIndex,
+						scheduledTime: scheduledTimeIso,
+						takenAt: takenAtIso,
+						markedBy: dose.markedBy,
+						takenSource: dose.takenSource === "automatic" ? "automatic" : "manual",
+						dismissed: dose.dismissed ?? false,
+						takenByPerson: parsed.person,
+					};
+				})
+				.filter((d): d is NonNullable<typeof d> => d !== null);
+
+			// 3. Load user settings
+			const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+
+			const exportSettings = settings
+				? {
+						emailEnabled: settings.emailEnabled,
+						notificationEmail: settings.notificationEmail,
+						emailStockReminders: settings.emailStockReminders,
+						emailIntakeReminders: settings.emailIntakeReminders,
+						emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
+						// Only include sensitive data if requested
+						shoutrrrEnabled: includeSensitive ? settings.shoutrrrEnabled : undefined,
+						shoutrrrUrl: includeSensitive ? settings.shoutrrrUrl : undefined,
+						shoutrrrStockReminders: settings.shoutrrrStockReminders,
+						shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
+						shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
+						reminderDaysBefore: settings.reminderDaysBefore,
+						repeatDailyReminders: settings.repeatDailyReminders,
+						skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses,
+						repeatRemindersEnabled: settings.repeatRemindersEnabled,
+						reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes,
+						maxNaggingReminders: settings.maxNaggingReminders,
+						lowStockDays: settings.lowStockDays,
+						normalStockDays: settings.normalStockDays,
+						highStockDays: settings.highStockDays,
+						expiryWarningDays: settings.expiryWarningDays,
+						language: settings.language,
+						stockCalculationMode: settings.stockCalculationMode,
+						shareMedicationOverview: settings.shareMedicationOverview ?? false,
+					}
+				: undefined;
+
+			// 4. Load share links
+			const shares = await db.select().from(shareTokens).where(eq(shareTokens.userId, userId));
+
+			const exportShareLinks = shares.map((share) => {
+				// Safely convert expiresAt to ISO string
+				let expiresAtIso: string | null = null;
+				if (share.expiresAt) {
+					try {
+						if (share.expiresAt instanceof Date && !Number.isNaN(share.expiresAt.getTime())) {
+							expiresAtIso = share.expiresAt.toISOString();
+						} else if (typeof share.expiresAt === "number" || typeof share.expiresAt === "string") {
+							const d = new Date(share.expiresAt);
+							expiresAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : null;
+						}
+					} catch {
+						expiresAtIso = null;
+					}
 				}

 				return {
-					medicationRef: exportId,
-					scheduleIndex: parsed.blisterIndex,
-					scheduledTime: scheduledTimeIso,
-					takenAt: takenAtIso,
-					markedBy: dose.markedBy,
-					takenSource: dose.takenSource === "automatic" ? "automatic" : "manual",
-					dismissed: dose.dismissed ?? false,
-					takenByPerson: parsed.person,
+					takenBy: share.takenBy,
+					scheduleDays: share.scheduleDays,
+					expiresAt: expiresAtIso,
+					regenerateToken: true, // Always regenerate tokens on import for security
 				};
-			})
-			.filter((d): d is NonNullable<typeof d> => d !== null);
+			});

-		// 3. Load user settings
-		const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+			// 5. Load refill history
+			const refills = await db.select().from(refillHistory).where(eq(refillHistory.userId, userId));

-		const exportSettings = settings
-			? {
-					emailEnabled: settings.emailEnabled,
-					notificationEmail: settings.notificationEmail,
-					emailStockReminders: settings.emailStockReminders,
-					emailIntakeReminders: settings.emailIntakeReminders,
-					emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
-					// Only include sensitive data if requested
-					shoutrrrEnabled: includeSensitive ? settings.shoutrrrEnabled : undefined,
-					shoutrrrUrl: includeSensitive ? settings.shoutrrrUrl : undefined,
-					shoutrrrStockReminders: settings.shoutrrrStockReminders,
-					shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
-					shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
-					reminderDaysBefore: settings.reminderDaysBefore,
-					repeatDailyReminders: settings.repeatDailyReminders,
-					skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses,
-					repeatRemindersEnabled: settings.repeatRemindersEnabled,
-					reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes,
-					maxNaggingReminders: settings.maxNaggingReminders,
-					lowStockDays: settings.lowStockDays,
-					normalStockDays: settings.normalStockDays,
-					highStockDays: settings.highStockDays,
-					expiryWarningDays: settings.expiryWarningDays,
-					language: settings.language,
-					stockCalculationMode: settings.stockCalculationMode,
-					shareStockStatus: settings.shareStockStatus,
-				}
-			: undefined;
+			const exportRefillHistory = refills
+				.map((refill) => {
+					const exportId = medIdToExportId.get(refill.medicationId);
+					if (!exportId) return null; // Orphaned refill, skip
+					const medication = medicationById.get(refill.medicationId);
+					const packageType = normalizePackageType(medication?.packageType);
+					const pillsPerPack = Math.max(1, (medication?.blistersPerPack ?? 1) * (medication?.pillsPerBlister ?? 1));
+					const quantityAdded =
+						packageType === "bottle" || packageType === "tube" || packageType === "liquid_container"
+							? (refill.loosePillsAdded ?? 0)
+							: (refill.packsAdded ?? 0) * pillsPerPack + (refill.loosePillsAdded ?? 0);

-		// 4. Load share links
-		const shares = await db.select().from(shareTokens).where(eq(shareTokens.userId, userId));
-
-		const exportShareLinks = shares.map((share) => {
-			// Safely convert expiresAt to ISO string
-			let expiresAtIso: string | null = null;
-			if (share.expiresAt) {
-				try {
-					if (share.expiresAt instanceof Date && !Number.isNaN(share.expiresAt.getTime())) {
-						expiresAtIso = share.expiresAt.toISOString();
-					} else if (typeof share.expiresAt === "number" || typeof share.expiresAt === "string") {
-						const d = new Date(share.expiresAt);
-						expiresAtIso = !Number.isNaN(d.getTime()) ? d.toISOString() : null;
-					}
-				} catch {
-					expiresAtIso = null;
-				}
-			}
-
-			return {
-				takenBy: share.takenBy,
-				scheduleDays: share.scheduleDays,
-				expiresAt: expiresAtIso,
-				regenerateToken: true, // Always regenerate tokens on import for security
-			};
-		});
-
-		// 5. Load refill history
-		const refills = await db.select().from(refillHistory).where(eq(refillHistory.userId, userId));
-
-		const exportRefillHistory = refills
-			.map((refill) => {
-				const exportId = medIdToExportId.get(refill.medicationId);
-				if (!exportId) return null; // Orphaned refill, skip
-
-				// Safely convert refillDate to ISO string
-				let refillDateIso: string;
-				try {
-					if (refill.refillDate instanceof Date && !Number.isNaN(refill.refillDate.getTime())) {
-						refillDateIso = refill.refillDate.toISOString();
-					} else if (typeof refill.refillDate === "number" || typeof refill.refillDate === "string") {
-						const d = new Date(refill.refillDate);
-						refillDateIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
-					} else {
+					// Safely convert refillDate to ISO string
+					let refillDateIso: string;
+					try {
+						if (refill.refillDate instanceof Date && !Number.isNaN(refill.refillDate.getTime())) {
+							refillDateIso = refill.refillDate.toISOString();
+						} else if (typeof refill.refillDate === "number" || typeof refill.refillDate === "string") {
+							const d = new Date(refill.refillDate);
+							refillDateIso = !Number.isNaN(d.getTime()) ? d.toISOString() : new Date().toISOString();
+						} else {
+							refillDateIso = new Date().toISOString();
+						}
+					} catch {
 						refillDateIso = new Date().toISOString();
 					}
-				} catch {
-					refillDateIso = new Date().toISOString();
-				}

-				return {
-					medicationRef: exportId,
-					packsAdded: refill.packsAdded ?? 0,
-					loosePillsAdded: refill.loosePillsAdded ?? 0,
-					usedPrescription: refill.usedPrescription ?? false,
-					refillDate: refillDateIso,
-				};
-			})
-			.filter((r): r is NonNullable<typeof r> => r !== null);
+					return {
+						medicationRef: exportId,
+						packsAdded: refill.packsAdded ?? 0,
+						loosePillsAdded: refill.loosePillsAdded ?? 0,
+						quantityAdded,
+						usedPrescription: refill.usedPrescription ?? false,
+						refillDate: refillDateIso,
+					};
+				})
+				.filter((r): r is NonNullable<typeof r> => r !== null);

-		// Build export object
-		const exportData = {
-			version: EXPORT_VERSION,
-			exportedAt: new Date().toISOString(),
-			includeSensitiveData: includeSensitive,
-			medications: exportMedications,
-			doseHistory: exportDoseHistory,
-			refillHistory: exportRefillHistory,
-			settings: exportSettings,
-			shareLinks: exportShareLinks,
-		};
+			// Build export object
+			const exportData = {
+				version: EXPORT_VERSION,
+				exportedAt: new Date().toISOString(),
+				includeSensitiveData: includeSensitive,
+				medications: exportMedications,
+				doseHistory: exportDoseHistory,
+				refillHistory: exportRefillHistory,
+				settings: exportSettings,
+				shareLinks: exportShareLinks,
+			};

-		// Set download headers
-		const now = new Date();
-		const dateStr = now.toISOString().replace(/[-:]/g, "").replace(/T/, "-").slice(0, 13);
-		const authUser = env.AUTH_ENABLED ? (request.user as unknown as AuthUser | null) : null;
-		const userPart = authUser?.username ? `-${authUser.username}` : "";
-		const filename = `medassist-export${userPart}-${dateStr}.json`;
-		reply.header("Content-Type", "application/json");
-		reply.header("Content-Disposition", `attachment; filename="${filename}"`);
+			// Set download headers
+			const now = new Date();
+			const dateStr = now.toISOString().replace(/[-:]/g, "").replace(/T/, "-").slice(0, 13);
+			const authUser = env.AUTH_ENABLED ? (request.user as unknown as AuthUser | null) : null;
+			const userPart = authUser?.username ? `-${authUser.username}` : "";
+			const filename = `medassist-export${userPart}-${dateStr}.json`;
+			reply.header("Content-Type", "application/json");
+			reply.header("Content-Disposition", `attachment; filename="${filename}"`);

-		return exportData;
-	});
+			return exportData;
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// POST /import - Import user data (replaces all existing data!)
@@ -499,6 +626,29 @@ export async function exportRoutes(app: FastifyInstance) {
 				rawBody: true,
 			},
 			bodyLimit: 50 * 1024 * 1024, // 50 MB
+			schema: {
+				body: importBodyOpenApiSchema,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							imported: {
+								type: "object",
+								properties: {
+									medications: { type: "integer" },
+									doseHistory: { type: "integer" },
+									refillHistory: { type: "integer" },
+									settings: { type: "integer" },
+									shareLinks: { type: "integer" },
+								},
+							},
+						},
+					},
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+				},
+			},
 		},
 		async (request, reply) => {
 			const userId = await getUserId(request, reply);
@@ -543,25 +693,28 @@ export async function exportRoutes(app: FastifyInstance) {
 			const exportIdToNewId = new Map<string, number>();

 			for (const med of importData.medications) {
-				// Convert schedules to both legacy and new formats
-				const usageJson = JSON.stringify(med.schedules.map((s) => s.usage));
-				const everyJson = JSON.stringify(med.schedules.map((s) => s.every));
-				const startJson = JSON.stringify(med.schedules.map((s) => s.start));
+				const normalizedSchedules = med.schedules.map((schedule) =>
+					normalizeIntake({
+						usage: schedule.usage,
+						every: schedule.every,
+						start: schedule.start,
+						scheduleMode: schedule.scheduleMode,
+						weekdays: schedule.weekdays,
+						intakeUnit: schedule.intakeUnit ?? null,
+						takenBy: schedule.takenBy || null,
+						intakeRemindersEnabled: schedule.remind ?? false,
+					})
+				);
+				const usageJson = JSON.stringify(normalizedSchedules.map((schedule) => schedule.usage));
+				const everyJson = JSON.stringify(normalizedSchedules.map((schedule) => schedule.every));
+				const startJson = JSON.stringify(normalizedSchedules.map((schedule) => schedule.start));
 				const takenByJson = JSON.stringify(med.takenBy);

-				// Build intakesJson array (new unified format with per-intake takenBy)
-				const intakesJson = JSON.stringify(
-					med.schedules.map((s) => ({
-						usage: s.usage,
-						every: s.every,
-						start: s.start,
-						takenBy: s.takenBy || null,
-						intakeRemindersEnabled: s.remind ?? false,
-					}))
-				);
+				const intakesJson = JSON.stringify(normalizedSchedules);

 				// Check if any schedule has remind enabled
-				const intakeRemindersEnabled = med.schedules.some((s) => s.remind) || med.intakeRemindersEnabled;
+				const intakeRemindersEnabled =
+					normalizedSchedules.some((schedule) => schedule.intakeRemindersEnabled) || med.intakeRemindersEnabled;

 				const [inserted] = await db
 					.insert(medications)
@@ -570,7 +723,12 @@ export async function exportRoutes(app: FastifyInstance) {
 						name: med.name,
 						genericName: med.genericName || null,
 						takenByJson,
-						packageType: med.inventory.packageType ?? "blister",
+						medicationForm: med.medicationForm ?? "tablet",
+						pillForm: med.pillForm || null,
+						lifecycleCategory: med.lifecycleCategory ?? "refill_when_empty",
+						packageType: normalizePackageType(med.inventory.packageType),
+						packageAmountValue: med.inventory.packageAmountValue ?? 0,
+						packageAmountUnit: med.inventory.packageAmountUnit ?? "ml",
 						packCount: med.inventory.packCount,
 						blistersPerPack: med.inventory.blistersPerPack,
 						pillsPerBlister: med.inventory.pillsPerBlister,
@@ -581,6 +739,8 @@ export async function exportRoutes(app: FastifyInstance) {
 						pillWeightMg: med.pillWeightMg || null,
 						doseUnit: med.doseUnit ?? "mg",
 						medicationStartDate: med.medicationStartDate || "",
+						medicationEndDate: med.medicationEndDate || null,
+						autoMarkObsoleteAfterEndDate: med.autoMarkObsoleteAfterEndDate ?? true,
 						intakesJson,
 						usageJson,
 						everyJson,
@@ -634,6 +794,8 @@ export async function exportRoutes(app: FastifyInstance) {

 			// 5. Import settings
 			if (importData.settings) {
+				// Legacy exports may still contain shareStockStatus. The current app no longer
+				// uses that setting, so imports accept it for compatibility and then ignore it.
 				await db.insert(userSettings).values({
 					userId,
 					emailEnabled: importData.settings.emailEnabled ?? false,
@@ -658,7 +820,7 @@ export async function exportRoutes(app: FastifyInstance) {
 					expiryWarningDays: importData.settings.expiryWarningDays ?? 90,
 					language: importData.settings.language ?? "en",
 					stockCalculationMode: importData.settings.stockCalculationMode ?? "automatic",
-					shareStockStatus: importData.settings.shareStockStatus ?? true,
+					shareMedicationOverview: importData.settings.shareMedicationOverview ?? false,
 				});
 			}

@@ -685,7 +847,7 @@ export async function exportRoutes(app: FastifyInstance) {
 					medicationId: newMedId,
 					userId,
 					packsAdded: refill.packsAdded ?? 0,
-					loosePillsAdded: refill.loosePillsAdded ?? 0,
+					loosePillsAdded: refill.loosePillsAdded ?? refill.quantityAdded ?? 0,
 					usedPrescription: refill.usedPrescription ?? false,
 					refillDate: new Date(refill.refillDate),
 				});
@@ -2,6 +2,7 @@ import { readFileSync } from "node:fs";
 import { dirname, resolve } from "node:path";
 import { fileURLToPath } from "node:url";
 import type { FastifyInstance } from "fastify";
+import { applyOpenApiRouteStandards } from "../utils/openapi-route-standards.js";

 // Read version from package.json at startup
 const __dirname = dirname(fileURLToPath(import.meta.url));
@@ -10,11 +11,31 @@ const packageJson = JSON.parse(readFileSync(packageJsonPath, "utf-8"));
 const backendVersion = packageJson.version || "unknown";

 export async function healthRoutes(app: FastifyInstance) {
-	// Exempt from rate limit - lightweight health check
-	app.get("/health", { config: { rateLimit: false } }, async () => ({
-		status: "ok",
-		version: backendVersion,
-		smtpConfigured: Boolean(process.env.SMTP_HOST),
-		shoutrrrConfigured: Boolean(process.env.SHOUTRRR_URL),
-	}));
+	applyOpenApiRouteStandards(app, { tag: "health", protectedByDefault: false });
+
+	// Exempt from rate limit + suppress request logs (called every 30s by Docker healthcheck)
+	app.get(
+		"/health",
+		{
+			config: { rateLimit: false },
+			logLevel: "warn",
+			schema: {
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							status: { type: "string", enum: ["ok"] },
+							version: { type: "string" },
+							smtpConfigured: { type: "boolean" },
+						},
+					},
+				},
+			},
+		},
+		async () => ({
+			status: "ok",
+			version: backendVersion,
+			smtpConfigured: Boolean(process.env.SMTP_HOST),
+		})
+	);
 }
@@ -0,0 +1,243 @@
+import type { FastifyInstance, FastifyReply } from "fastify";
+import { z } from "zod";
+import { requireAuth } from "../plugins/auth.js";
+import {
+	enrichMedicationSelection,
+	MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT,
+	MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT,
+	type MedicationEnrichmentEnrichRequest,
+	MedicationEnrichmentServiceError,
+	searchMedicationEnrichment,
+} from "../services/medication-enrichment/index.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";
+
+const searchQuerySchema = z.object({
+	q: z.string().trim().min(1).max(120),
+	limit: z.coerce
+		.number()
+		.int()
+		.min(1)
+		.max(MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT)
+		.default(MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT),
+});
+
+const enrichBodySchema = z.object({
+	query: z.string().trim().min(1).max(120),
+	name: z.string().trim().min(1).max(140),
+	genericName: z.string().trim().max(140).nullable().optional(),
+	code: z.string().trim().min(1).max(160).nullable().optional(),
+	source: z.enum(["ema", "rxnorm", "openfda"]).nullable().optional(),
+});
+
+const searchQueryOpenApiSchema = {
+	type: "object",
+	required: ["q"],
+	properties: {
+		q: { type: "string", minLength: 1, maxLength: 120 },
+		limit: {
+			anyOf: [
+				{ type: "string", pattern: "^[0-9]+$" },
+				{
+					type: "integer",
+					minimum: 1,
+					maximum: MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT,
+					default: MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT,
+				},
+			],
+		},
+	},
+} as const;
+
+const enrichBodyOpenApiSchema = {
+	type: "object",
+	required: ["query", "name"],
+	properties: {
+		query: { type: "string", minLength: 1, maxLength: 120 },
+		name: { type: "string", minLength: 1, maxLength: 140 },
+		genericName: { type: "string", nullable: true, maxLength: 140 },
+		code: { type: "string", nullable: true, maxLength: 160 },
+		source: { type: "string", nullable: true, enum: ["ema", "rxnorm", "openfda"] },
+	},
+} as const;
+
+const strengthOptionSchema = {
+	type: "object",
+	properties: {
+		label: { type: "string" },
+		pillWeightMg: { type: "number", nullable: true },
+		doseUnit: {
+			anyOf: [{ type: "string", enum: ["mg", "g", "mcg", "ml", "IU", "units", "drops", "puffs"] }, { type: "null" }],
+		},
+	},
+} as const;
+
+const packageOptionSchema = {
+	type: "object",
+	properties: {
+		label: { type: "string" },
+		description: { type: "string" },
+		packageType: { type: "string", enum: ["blister", "bottle", "tube", "liquid_container"] },
+		packCount: { type: "integer", minimum: 1 },
+		blistersPerPack: { type: "integer", minimum: 1, nullable: true },
+		pillsPerBlister: { type: "integer", minimum: 1, nullable: true },
+		totalPills: { type: "integer", minimum: 0, nullable: true },
+		looseTablets: { type: "integer", minimum: 0, nullable: true },
+		packageAmountValue: { type: "integer", minimum: 1, nullable: true },
+		packageAmountUnit: {
+			anyOf: [{ type: "string", enum: ["ml", "g"] }, { type: "null" }],
+		},
+	},
+} as const;
+
+const searchResponseSchema = {
+	type: "object",
+	properties: {
+		query: { type: "string" },
+		normalizedQuery: { type: "string" },
+		hasMore: { type: "boolean" },
+		results: {
+			type: "array",
+			items: {
+				type: "object",
+				properties: {
+					code: { type: "string" },
+					name: { type: "string" },
+					genericName: { type: "string", nullable: true },
+					authorisationHolder: { type: "string", nullable: true },
+					therapeuticArea: { type: "string", nullable: true },
+					matchType: { type: "string", enum: ["brand", "ingredient"] },
+					genericStatus: { type: "string", enum: ["generic", "original", "unknown"] },
+					authorisationDate: { type: "string", nullable: true },
+					source: { type: "string", enum: ["ema", "rxnorm", "openfda"] },
+					packageOptions: { type: "array", items: packageOptionSchema },
+				},
+			},
+		},
+	},
+} as const;
+
+const enrichResponseSchema = {
+	type: "object",
+	properties: {
+		selection: {
+			type: "object",
+			properties: {
+				name: { type: "string" },
+				genericName: { type: "string", nullable: true },
+				therapeuticArea: { type: "string", nullable: true },
+				indication: { type: "string", nullable: true },
+				atcCode: { type: "string", nullable: true },
+				source: {
+					type: "string",
+					enum: ["ema", "rxnorm", "openfda", "ema+rxnorm", "ema+openfda", "rxnorm+openfda", "ema+rxnorm+openfda"],
+				},
+			},
+		},
+		suggestions: {
+			type: "object",
+			properties: {
+				name: { type: "string" },
+				genericName: { type: "string", nullable: true },
+				medicationForm: {
+					anyOf: [{ type: "string", enum: ["capsule", "tablet", "liquid", "topical"] }, { type: "null" }],
+				},
+				strengthOptions: { type: "array", items: strengthOptionSchema },
+				packageOptions: { type: "array", items: packageOptionSchema },
+			},
+		},
+		meta: {
+			type: "object",
+			properties: {
+				rxNormMatched: { type: "boolean" },
+				openFdaMatched: { type: "boolean" },
+				partial: { type: "boolean" },
+				note: { type: "string", nullable: true },
+			},
+		},
+	},
+} as const;
+
+function sendServiceError(error: unknown, reply: FastifyReply) {
+	if (error instanceof MedicationEnrichmentServiceError) {
+		return reply.status(error.statusCode).send({ error: error.message, code: error.code });
+	}
+
+	return reply.status(503).send({
+		error: "Medication enrichment request failed.",
+		code: "MEDICATION_ENRICHMENT_REQUEST_FAILED",
+	});
+}
+
+export async function medicationEnrichmentRoutes(app: FastifyInstance) {
+	app.addHook("preHandler", requireAuth);
+	applyOpenApiRouteStandards(app, { tag: "medication-enrichment", protectedByDefault: true });
+
+	app.get(
+		"/medication-enrichment/search",
+		{
+			schema: {
+				querystring: searchQueryOpenApiSchema,
+				response: {
+					200: searchResponseSchema,
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+					503: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const parsed = searchQuerySchema.safeParse(request.query);
+			if (!parsed.success) return reply.status(400).send(parsed.error.format());
+
+			try {
+				return await searchMedicationEnrichment(parsed.data.q, parsed.data.limit);
+			} catch (error) {
+				request.log.warn(
+					{
+						code:
+							error instanceof MedicationEnrichmentServiceError ? error.code : "MEDICATION_ENRICHMENT_REQUEST_FAILED",
+					},
+					"[MedicationEnrichment] Search request failed"
+				);
+				return sendServiceError(error, reply);
+			}
+		}
+	);
+
+	app.post<{ Body: MedicationEnrichmentEnrichRequest }>(
+		"/medication-enrichment/enrich",
+		{
+			schema: {
+				body: enrichBodyOpenApiSchema,
+				response: {
+					200: enrichResponseSchema,
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+					404: genericErrorSchema,
+					503: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const parsed = enrichBodySchema.safeParse(request.body);
+			if (!parsed.success) return reply.status(400).send(parsed.error.format());
+
+			try {
+				return await enrichMedicationSelection(parsed.data, request.log);
+			} catch (error) {
+				request.log.warn(
+					{
+						code:
+							error instanceof MedicationEnrichmentServiceError ? error.code : "MEDICATION_ENRICHMENT_REQUEST_FAILED",
+					},
+					"[MedicationEnrichment] Enrich request failed"
+				);
+				return sendServiceError(error, reply);
+			}
+		}
+	);
+}
@@ -5,6 +5,7 @@ import * as client from "openid-client";
 import { db } from "../db/client.js";
 import { refreshTokens, users } from "../db/schema.js";
 import { env } from "../plugins/env.js";
+import { applyOpenApiRouteStandards, genericErrorSchema } from "../utils/openapi-route-standards.js";

 // =============================================================================
 // OIDC Configuration Cache
@@ -49,12 +50,14 @@ function getFrontendUrl(): string {
 // OIDC Routes
 // =============================================================================
 export async function oidcRoutes(app: FastifyInstance) {
+	applyOpenApiRouteStandards(app, { tag: "auth", protectedByDefault: false });
+
 	if (!env.OIDC_ENABLED) {
 		// Register a disabled route that returns an error
-		app.get("/auth/oidc/login", async (_request, reply) => {
+		app.get("/auth/oidc/login", { schema: { response: { 400: genericErrorSchema } } }, async (_request, reply) => {
 			return reply.status(400).send({ error: "OIDC authentication is not enabled" });
 		});
-		app.get("/auth/oidc/callback", async (_request, reply) => {
+		app.get("/auth/oidc/callback", { schema: { response: { 400: genericErrorSchema } } }, async (_request, reply) => {
 			return reply.status(400).send({ error: "OIDC authentication is not enabled" });
 		});
 		return;
@@ -63,64 +66,91 @@ export async function oidcRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// GET /auth/oidc/login - Initiates OIDC flow
 	// ---------------------------------------------------------------------------
-	app.get("/auth/oidc/login", async (_request, reply) => {
-		try {
-			const config = await getOIDCConfig();
+	app.get(
+		"/auth/oidc/login",
+		{
+			schema: {
+				response: {
+					302: { type: "null", description: "Redirect to OIDC provider" },
+					500: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			try {
+				const config = await getOIDCConfig();

-			// Generate PKCE values
-			const codeVerifier = generateCodeVerifier();
-			const codeChallenge = generateCodeChallenge(codeVerifier);
-			const state = generateState();
+				// Generate PKCE values
+				const codeVerifier = generateCodeVerifier();
+				const codeChallenge = generateCodeChallenge(codeVerifier);
+				const state = generateState();

-			// Store PKCE verifier and state in signed cookies (short-lived)
-			reply.setCookie("oidc_code_verifier", codeVerifier, {
-				httpOnly: true,
-				secure: env.NODE_ENV === "production",
-				sameSite: "lax",
-				path: "/",
-				maxAge: 600, // 10 minutes
-				signed: true,
-			});
+				// Store PKCE verifier and state in signed cookies (short-lived)
+				reply.setCookie("oidc_code_verifier", codeVerifier, {
+					httpOnly: true,
+					secure: env.NODE_ENV === "production",
+					sameSite: "lax",
+					path: "/",
+					maxAge: 600, // 10 minutes
+					signed: true,
+				});

-			reply.setCookie("oidc_state", state, {
-				httpOnly: true,
-				secure: env.NODE_ENV === "production",
-				sameSite: "lax",
-				path: "/",
-				maxAge: 600,
-				signed: true,
-			});
+				reply.setCookie("oidc_state", state, {
+					httpOnly: true,
+					secure: env.NODE_ENV === "production",
+					sameSite: "lax",
+					path: "/",
+					maxAge: 600,
+					signed: true,
+				});

-			// Build authorization URL
-			const redirectUri = env.OIDC_REDIRECT_URI!;
-			const scope = env.OIDC_SCOPES;
+				// Build authorization URL
+				const redirectUri = env.OIDC_REDIRECT_URI!;
+				const scope = env.OIDC_SCOPES;

-			const authUrl = client.buildAuthorizationUrl(config, {
-				redirect_uri: redirectUri,
-				scope,
-				state,
-				code_challenge: codeChallenge,
-				code_challenge_method: "S256",
-			});
+				const authUrl = client.buildAuthorizationUrl(config, {
+					redirect_uri: redirectUri,
+					scope,
+					state,
+					code_challenge: codeChallenge,
+					code_challenge_method: "S256",
+				});

-			return reply.redirect(authUrl.href);
-		} catch (err: unknown) {
-			console.error("[OIDC] Login error:", err);
-			return reply.redirect(`${getFrontendUrl()}/?error=oidc_init_failed`);
+				return reply.redirect(authUrl.href);
+			} catch (err: unknown) {
+				request.log.error({ err }, "[OIDC] Login initialization failed");
+				return reply.redirect(`${getFrontendUrl()}/?error=oidc_init_failed`);
+			}
 		}
-	});
+	);

 	// ---------------------------------------------------------------------------
 	// GET /auth/oidc/callback - Handles callback from OIDC provider
 	// ---------------------------------------------------------------------------
 	app.get<{ Querystring: { code?: string; state?: string; error?: string; error_description?: string } }>(
 		"/auth/oidc/callback",
+		{
+			schema: {
+				querystring: {
+					type: "object",
+					properties: {
+						code: { type: "string" },
+						state: { type: "string" },
+						error: { type: "string" },
+						error_description: { type: "string" },
+					},
+				},
+				response: {
+					302: { type: "null", description: "Redirect back to frontend" },
+				},
+			},
+		},
 		async (request, reply) => {
 			const { code, state, error, error_description } = request.query;

 			// Handle OIDC provider errors
 			if (error) {
-				console.error(`[OIDC] Provider error: ${error} - ${error_description}`);
+				app.log.warn({ error, errorDescription: error_description }, "[OIDC] Provider returned error");
 				return reply.redirect(`${getFrontendUrl()}/?error=oidc_${error}`);
 			}

@@ -131,14 +161,14 @@ export async function oidcRoutes(app: FastifyInstance) {
 			// Verify state
 			const storedState = request.unsignCookie(request.cookies.oidc_state || "");
 			if (!storedState.valid || storedState.value !== state) {
-				console.error("[OIDC] State mismatch");
+				request.log.warn("[OIDC] State mismatch during callback validation");
 				return reply.redirect(`${getFrontendUrl()}/?error=oidc_state_mismatch`);
 			}

 			// Get code verifier
 			const storedVerifier = request.unsignCookie(request.cookies.oidc_code_verifier || "");
 			if (!storedVerifier.valid || !storedVerifier.value) {
-				console.error("[OIDC] Missing code verifier");
+				request.log.warn("[OIDC] Missing/invalid code verifier cookie");
 				return reply.redirect(`${getFrontendUrl()}/?error=oidc_missing_verifier`);
 			}

@@ -159,7 +189,7 @@ export async function oidcRoutes(app: FastifyInstance) {
 				// Get user info
 				const sub = tokens.claims()?.sub;
 				if (!sub) {
-					console.error("[OIDC] Missing sub claim in token");
+					request.log.error("[OIDC] Missing sub claim in token response");
 					return reply.redirect(`${getFrontendUrl()}/?error=oidc_missing_sub`);
 				}
 				const userInfo = await client.fetchUserInfo(config, tokens.access_token, sub);
@@ -174,7 +204,10 @@ export async function oidcRoutes(app: FastifyInstance) {
 				const oidcSubject = userInfo.sub;

 				if (!username || !oidcSubject) {
-					console.error("[OIDC] Missing required user info:", { username, oidcSubject });
+					request.log.error(
+						{ hasUsername: Boolean(username), hasOidcSubject: Boolean(oidcSubject) },
+						"[OIDC] Missing required user info"
+					);
 					return reply.redirect(`${getFrontendUrl()}/?error=oidc_missing_user_info`);
 				}

@@ -205,7 +238,7 @@ export async function oidcRoutes(app: FastifyInstance) {

 				// Set cookies (use app's centralized cookie options)
 				request.log.debug(
-					`[OIDC] Setting cookies for user ${user.username}, NODE_ENV=${env.NODE_ENV}, secure=${app.config.cookieOptions.secure}`
+					`[OIDC] Setting auth cookies for username=${user.username}, userId=${user.id}, NODE_ENV=${env.NODE_ENV}, secure=${app.config.cookieOptions.secure}`
 				);
 				setAuthCookies(app, reply, accessToken, refreshToken);

@@ -214,7 +247,7 @@ export async function oidcRoutes(app: FastifyInstance) {
 				const frontendUrl = env.CORS_ORIGINS.split(",")[0] || "http://localhost:5173";
 				return reply.redirect(`${frontendUrl}/dashboard`);
 			} catch (err: unknown) {
-				console.error("[OIDC] Callback error:", err);
+				request.log.error({ err }, "[OIDC] Callback processing failed");
 				return reply.redirect(`${getFrontendUrl()}/?error=oidc_callback_failed`);
 			}
 		}
@@ -255,7 +288,7 @@ async function findOrCreateOIDCUser(

 	// Check if auto-create is enabled
 	if (!env.OIDC_AUTO_CREATE_USERS) {
-		console.error(`[OIDC] User creation disabled and user not found: ${username}`);
+		// No logger is available in this helper, route-level logs already capture callback failures.
 		return null;
 	}

@@ -279,7 +312,7 @@ async function findOrCreateOIDCUser(
 // JWT Token Generation (reused from auth.ts logic)
 // =============================================================================
 async function generateAccessToken(app: FastifyInstance, userId: number, username: string): Promise<string> {
-	return app.jwt.sign({ sub: userId, username }, { expiresIn: `${env.ACCESS_TOKEN_TTL_MINUTES}m` });
+	return await app.jwt.sign({ sub: userId, username }, { expiresIn: `${env.ACCESS_TOKEN_TTL_MINUTES}m` });
 }

 async function generateRefreshToken(
@@ -289,7 +322,7 @@ async function generateRefreshToken(
 	const tokenId = randomBytes(32).toString("hex");
 	const expiresAt = new Date(Date.now() + env.REFRESH_TOKEN_TTL_DAYS * 24 * 60 * 60 * 1000);

-	const refreshToken = app.jwt.sign(
+	const refreshToken = await app.jwt.sign(
 		{ sub: userId, jti: tokenId, type: "refresh" },
 		{ expiresIn: `${env.REFRESH_TOKEN_TTL_DAYS}d` }
 	);
@@ -6,20 +6,95 @@ import { medications, refillHistory } from "../db/schema.js";
 import { getAnonymousUserId, requireAuth } from "../plugins/auth.js";
 import { env } from "../plugins/env.js";
 import type { AuthUser } from "../types/fastify.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	idParamsSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";
+import { isAmountBasedPackageType, normalizePackageType } from "../utils/package-profiles.js";

 const refillSchema = z
 	.object({
 		packsAdded: z.number().int().min(0).default(0),
 		loosePillsAdded: z.number().int().min(0).default(0),
+		quantityAdded: z.number().int().min(0).default(0),
 		usePrescription: z.boolean().default(false),
 	})
-	.refine((data) => data.packsAdded > 0 || data.loosePillsAdded > 0, {
-		message: "Must add at least one pack or some loose pills",
+	.refine((data) => data.packsAdded > 0 || data.loosePillsAdded > 0 || data.quantityAdded > 0, {
+		message: "Must add at least one pack or some quantity",
 	});

+const refillBodyOpenApiSchema = {
+	type: "object",
+	properties: {
+		packsAdded: { type: "integer", minimum: 0, default: 0 },
+		loosePillsAdded: { type: "integer", minimum: 0, default: 0 },
+		quantityAdded: { type: "integer", minimum: 0, default: 0 },
+		usePrescription: { type: "boolean", default: false },
+	},
+	description: "Provide at least one pack or some quantity.",
+	example: {
+		packsAdded: 1,
+		loosePillsAdded: 4,
+		quantityAdded: 4,
+		usePrescription: true,
+	},
+} as const;
+
+const refillResponseSchema = {
+	type: "object",
+	properties: {
+		success: { type: "boolean" },
+		refill: {
+			type: "object",
+			properties: {
+				id: { type: "number" },
+				packsAdded: { type: "integer" },
+				loosePillsAdded: { type: "integer" },
+				quantityAdded: { type: "number" },
+				totalPillsAdded: { type: "number" },
+				refillDate: { type: "string", format: "date-time" },
+			},
+		},
+		newStock: {
+			type: "object",
+			properties: {
+				packCount: { type: "integer" },
+				looseTablets: { type: "integer" },
+				totalPills: { type: "number" },
+			},
+		},
+		prescription: {
+			type: "object",
+			properties: {
+				used: { type: "boolean" },
+				remainingRefills: { type: "integer" },
+				authorizedRefills: { type: "integer" },
+				lowRefillThreshold: { type: "integer" },
+				enabled: { type: "boolean" },
+			},
+		},
+	},
+} as const;
+
+const refillHistoryItemSchema = {
+	type: "object",
+	properties: {
+		id: { type: "number" },
+		packsAdded: { type: "integer" },
+		loosePillsAdded: { type: "integer" },
+		quantityAdded: { type: "number" },
+		totalPillsAdded: { type: "number" },
+		usedPrescription: { type: "boolean" },
+		refillDate: { type: "string", format: "date-time" },
+	},
+} as const;
+
 export async function refillRoutes(app: FastifyInstance) {
 	// All refill routes require auth
 	app.addHook("preHandler", requireAuth);
+	applyOpenApiRouteStandards(app, { tag: "refills", protectedByDefault: true });

 	// Helper to get user ID from request
 	async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<number> {
@@ -35,142 +110,238 @@ export async function refillRoutes(app: FastifyInstance) {
 	}

 	// POST /medications/:id/refill - Add stock to medication
-	app.post<{ Params: { id: string } }>("/medications/:id/refill", async (req, reply) => {
-		const parsed = refillSchema.safeParse(req.body);
-		if (!parsed.success) return reply.status(400).send(parsed.error.format());
+	app.post<{ Params: { id: string } }>(
+		"/medications/:id/refill",
+		{
+			schema: {
+				params: idParamsSchema,
+				body: refillBodyOpenApiSchema,
+				response: {
+					200: refillResponseSchema,
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+					404: genericErrorSchema,
+					409: genericErrorSchema,
+				},
+			},
+		},
+		async (req, reply) => {
+			const parsed = refillSchema.safeParse(req.body);
+			if (!parsed.success) return reply.status(400).send(parsed.error.format());

-		const medId = Number(req.params.id);
-		if (Number.isNaN(medId)) return reply.badRequest("Invalid medication id");
+			const medId = Number(req.params.id);
+			if (Number.isNaN(medId)) return reply.badRequest("Invalid medication id");

-		const userId = await getUserId(req, reply);
+			const userId = await getUserId(req, reply);

-		// Verify ownership
-		const [med] = await db
-			.select()
-			.from(medications)
-			.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
-		if (!med) return reply.notFound("Medication not found");
+			// Verify ownership
+			const [med] = await db
+				.select()
+				.from(medications)
+				.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
+			if (!med) return reply.notFound("Medication not found");

-		const { packsAdded, loosePillsAdded, usePrescription } = parsed.data;
-		const isBottle = (med.packageType ?? "blister") === "bottle";
-		const effectivePacksAdded = isBottle ? 0 : packsAdded;
-		const effectiveLoosePillsAdded = loosePillsAdded;
-		const remainingPrescriptionRefills = med.prescriptionRemainingRefills ?? 0;
+			const { packsAdded, loosePillsAdded, quantityAdded, usePrescription } = parsed.data;
+			const packageType = normalizePackageType(med.packageType);
+			const isBottle = packageType === "bottle";
+			const isAmountBased = isAmountBasedPackageType(packageType);
+			const isCountBasedAmountPackage = isAmountBased && !isBottle;
+			const pillsPerPack = isBottle ? 0 : med.blistersPerPack * med.pillsPerBlister;

-		if (effectivePacksAdded < 1 && effectiveLoosePillsAdded < 1) {
-			return reply.status(400).send({ error: "Must add at least one pack or some loose pills" });
-		}
+			const configuredAmountPerPackage = Number(med.packageAmountValue ?? 0);
+			const fallbackAmountPerPackage = Math.max(
+				1,
+				Math.round((med.totalPills ?? med.looseTablets ?? 0) / Math.max(1, med.packCount || 1))
+			);
+			const amountPerPackage =
+				Number.isFinite(configuredAmountPerPackage) && configuredAmountPerPackage > 0
+					? configuredAmountPerPackage
+					: fallbackAmountPerPackage;

-		if (usePrescription) {
-			if (!(med.prescriptionEnabled ?? false)) {
-				return reply.status(400).send({ error: "Prescription refill is not enabled for this medication" });
+			const requestedPackAdds = Math.max(0, packsAdded);
+			const requestedLooseAdds = Math.max(0, loosePillsAdded);
+			const requestedQuantityAdds = Math.max(0, quantityAdded > 0 ? quantityAdded : requestedLooseAdds);
+			const requestedAmountAdds = isCountBasedAmountPackage ? requestedQuantityAdds : requestedLooseAdds;
+			const derivedCountFromAmount = Math.max(0, Math.round(requestedAmountAdds / amountPerPackage));
+
+			let effectivePacksAdded = requestedPackAdds;
+			if (isBottle) {
+				effectivePacksAdded = 0;
+			} else if (isCountBasedAmountPackage) {
+				effectivePacksAdded = Math.max(requestedPackAdds, derivedCountFromAmount);
 			}
-			if (remainingPrescriptionRefills <= 0) {
-				return reply.status(409).send({ error: "No remaining prescription refills" });
+			const effectiveLoosePillsAdded = isCountBasedAmountPackage
+				? effectivePacksAdded * amountPerPackage
+				: requestedAmountAdds;
+			const remainingPrescriptionRefills = med.prescriptionRemainingRefills ?? 0;
+			const totalPillsAdded = isAmountBased
+				? effectiveLoosePillsAdded
+				: effectivePacksAdded * pillsPerPack + effectiveLoosePillsAdded;
+
+			if (effectivePacksAdded < 1 && effectiveLoosePillsAdded < 1) {
+				return reply.status(400).send({ error: "Must add at least one pack or some loose pills" });
 			}
-			if (!isBottle && effectivePacksAdded > remainingPrescriptionRefills) {
-				return reply.status(409).send({ error: "Packs to add exceed remaining prescription refills" });
+
+			if (usePrescription) {
+				if (!(med.prescriptionEnabled ?? false)) {
+					return reply.status(400).send({ error: "Prescription refill is not enabled for this medication" });
+				}
+				if (remainingPrescriptionRefills <= 0) {
+					return reply.status(409).send({ error: "No remaining prescription refills" });
+				}
+				if (!isBottle && effectivePacksAdded > remainingPrescriptionRefills) {
+					return reply.status(409).send({ error: "Packs to add exceed remaining prescription refills" });
+				}
 			}
-		}

-		// Update medication stock
-		const newPackCount = med.packCount + effectivePacksAdded;
-		const newLooseTablets = med.looseTablets + effectiveLoosePillsAdded;
+			const refillBaselineAt = new Date();
+			const baselineStockBeforeRefill = isAmountBased
+				? med.looseTablets + (med.stockAdjustment ?? 0)
+				: med.packCount * pillsPerPack + med.looseTablets + (med.stockAdjustment ?? 0);
+			const targetCurrentStock = baselineStockBeforeRefill + totalPillsAdded;

-		let consumedRefills = 0;
-		if (usePrescription) {
-			consumedRefills = isBottle ? 1 : effectivePacksAdded;
-		}
-		const newRemainingRefills = usePrescription
-			? Math.max(0, remainingPrescriptionRefills - consumedRefills)
-			: (med.prescriptionRemainingRefills ?? null);
+			// Update medication stock. Refill establishes a new persisted stock baseline and resets
+			// `lastStockCorrectionAt` so pre-refill dose history is ignored for future stock math.
+			let newPackCount = med.packCount + effectivePacksAdded;
+			let newLooseTablets = med.looseTablets + effectiveLoosePillsAdded;
+			let newStockAdjustment = med.stockAdjustment ?? 0;
+			let newTotalAmount = med.totalPills ?? med.looseTablets;

-		await db
-			.update(medications)
-			.set({
+			if (isBottle) {
+				newLooseTablets = targetCurrentStock;
+				newStockAdjustment = 0;
+			} else if (isCountBasedAmountPackage) {
+				newPackCount = Math.max(1, Math.ceil(targetCurrentStock / amountPerPackage));
+				newLooseTablets = targetCurrentStock;
+				newTotalAmount = targetCurrentStock;
+				newStockAdjustment = 0;
+			} else {
+				const structuralBaseAfterRefill = newPackCount * pillsPerPack + newLooseTablets;
+				newStockAdjustment = targetCurrentStock - structuralBaseAfterRefill;
+			}
+
+			let consumedRefills = 0;
+			if (usePrescription) {
+				consumedRefills = isBottle ? 1 : effectivePacksAdded;
+			}
+			const newRemainingRefills = usePrescription
+				? Math.max(0, remainingPrescriptionRefills - consumedRefills)
+				: (med.prescriptionRemainingRefills ?? null);
+
+			const updatePayload: {
+				packCount: number;
+				looseTablets: number;
+				stockAdjustment: number;
+				totalPills?: number;
+				packageAmountValue?: number;
+				prescriptionRemainingRefills: number | null;
+				lastStockCorrectionAt: Date;
+				updatedAt: Date;
+			} = {
 				packCount: newPackCount,
 				looseTablets: newLooseTablets,
+				stockAdjustment: newStockAdjustment,
 				prescriptionRemainingRefills: newRemainingRefills,
-				updatedAt: new Date(),
-			})
-			.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
+				lastStockCorrectionAt: refillBaselineAt,
+				updatedAt: refillBaselineAt,
+			};

-		// Create refill history entry
-		const [refill] = await db
-			.insert(refillHistory)
-			.values({
-				medicationId: medId,
-				userId,
-				packsAdded: effectivePacksAdded,
-				loosePillsAdded: effectiveLoosePillsAdded,
-				usedPrescription: usePrescription,
-			})
-			.returning();
+			if (isCountBasedAmountPackage) {
+				updatePayload.totalPills = newTotalAmount;
+				updatePayload.packageAmountValue = amountPerPackage;
+			}

-		// Calculate pills added for response (packageType-aware)
-		const pillsPerPack = isBottle ? 0 : med.blistersPerPack * med.pillsPerBlister;
-		const totalPillsAdded = isBottle
-			? effectiveLoosePillsAdded
-			: effectivePacksAdded * pillsPerPack + effectiveLoosePillsAdded;
-		const newTotalPills = isBottle
-			? newLooseTablets + (med.stockAdjustment ?? 0)
-			: newPackCount * pillsPerPack + newLooseTablets + (med.stockAdjustment ?? 0);
+			await db
+				.update(medications)
+				.set(updatePayload)
+				.where(and(eq(medications.id, medId), eq(medications.userId, userId)));

-		return {
-			success: true,
-			refill: {
-				id: refill.id,
-				packsAdded: effectivePacksAdded,
-				loosePillsAdded: effectiveLoosePillsAdded,
-				totalPillsAdded,
-				refillDate: refill.refillDate,
-			},
-			newStock: {
-				packCount: newPackCount,
-				looseTablets: newLooseTablets,
-				totalPills: newTotalPills,
-			},
-			prescription: {
-				used: usePrescription,
-				remainingRefills: newRemainingRefills,
-				authorizedRefills: med.prescriptionAuthorizedRefills ?? null,
-				lowRefillThreshold: med.prescriptionLowRefillThreshold ?? 1,
-				enabled: med.prescriptionEnabled ?? false,
-			},
-		};
-	});
+			// Create refill history entry
+			const [refill] = await db
+				.insert(refillHistory)
+				.values({
+					medicationId: medId,
+					userId,
+					packsAdded: effectivePacksAdded,
+					loosePillsAdded: effectiveLoosePillsAdded,
+					usedPrescription: usePrescription,
+				})
+				.returning();
+
+			return {
+				success: true,
+				refill: {
+					id: refill.id,
+					packsAdded: effectivePacksAdded,
+					loosePillsAdded: effectiveLoosePillsAdded,
+					quantityAdded: totalPillsAdded,
+					totalPillsAdded,
+					refillDate: refill.refillDate,
+				},
+				newStock: {
+					packCount: newPackCount,
+					looseTablets: newLooseTablets,
+					totalPills: targetCurrentStock,
+				},
+				prescription: {
+					used: usePrescription,
+					remainingRefills: newRemainingRefills,
+					authorizedRefills: med.prescriptionAuthorizedRefills ?? null,
+					lowRefillThreshold: med.prescriptionLowRefillThreshold ?? 1,
+					enabled: med.prescriptionEnabled ?? false,
+				},
+			};
+		}
+	);

 	// GET /medications/:id/refills - Get refill history for a medication
-	app.get<{ Params: { id: string } }>("/medications/:id/refills", async (req, reply) => {
-		const medId = Number(req.params.id);
-		if (Number.isNaN(medId)) return reply.badRequest("Invalid medication id");
+	app.get<{ Params: { id: string } }>(
+		"/medications/:id/refills",
+		{
+			schema: {
+				params: idParamsSchema,
+				response: {
+					200: { type: "array", items: refillHistoryItemSchema },
+					400: genericErrorSchema,
+					401: genericErrorSchema,
+					404: genericErrorSchema,
+				},
+			},
+		},
+		async (req, reply) => {
+			const medId = Number(req.params.id);
+			if (Number.isNaN(medId)) return reply.badRequest("Invalid medication id");

-		const userId = await getUserId(req, reply);
+			const userId = await getUserId(req, reply);

-		// Verify ownership
-		const [med] = await db
-			.select()
-			.from(medications)
-			.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
-		if (!med) return reply.notFound("Medication not found");
+			// Verify ownership
+			const [med] = await db
+				.select()
+				.from(medications)
+				.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
+			if (!med) return reply.notFound("Medication not found");

-		// Get refill history, newest first
-		const refills = await db
-			.select()
-			.from(refillHistory)
-			.where(eq(refillHistory.medicationId, medId))
-			.orderBy(desc(refillHistory.refillDate));
+			// Get refill history, newest first
+			const refills = await db
+				.select()
+				.from(refillHistory)
+				.where(and(eq(refillHistory.medicationId, medId), eq(refillHistory.userId, userId)))
+				.orderBy(desc(refillHistory.refillDate));

-		const isBottle = (med.packageType ?? "blister") === "bottle";
-		const pillsPerPack = isBottle ? 0 : med.blistersPerPack * med.pillsPerBlister;
+			const packageType = normalizePackageType(med.packageType);
+			const isBottle = packageType === "bottle";
+			const isAmountBased = isAmountBasedPackageType(packageType);
+			const pillsPerPack = isBottle ? 0 : med.blistersPerPack * med.pillsPerBlister;

-		return refills.map((r) => ({
-			id: r.id,
-			packsAdded: r.packsAdded,
-			loosePillsAdded: r.loosePillsAdded,
-			totalPillsAdded: isBottle ? r.loosePillsAdded : r.packsAdded * pillsPerPack + r.loosePillsAdded,
-			usedPrescription: r.usedPrescription ?? false,
-			refillDate: r.refillDate,
-		}));
-	});
+			return refills.map((r) => ({
+				id: r.id,
+				packsAdded: r.packsAdded,
+				loosePillsAdded: r.loosePillsAdded,
+				quantityAdded: isAmountBased ? r.loosePillsAdded : r.packsAdded * pillsPerPack + r.loosePillsAdded,
+				totalPillsAdded: isAmountBased ? r.loosePillsAdded : r.packsAdded * pillsPerPack + r.loosePillsAdded,
+				usedPrescription: r.usedPrescription ?? false,
+				refillDate: r.refillDate,
+			}));
+		}
+	);
 }
@@ -1,4 +1,4 @@
-import { eq } from "drizzle-orm";
+import { and, eq } from "drizzle-orm";
 import type { FastifyInstance, FastifyReply, FastifyRequest } from "fastify";
 import { z } from "zod";
 import { db } from "../db/client.js";
@@ -6,13 +6,77 @@ import { doseTracking, medications, refillHistory } from "../db/schema.js";
 import { getAnonymousUserId, requireAuth } from "../plugins/auth.js";
 import { env } from "../plugins/env.js";
 import type { AuthUser } from "../types/fastify.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";

 const reportDataSchema = z.object({
 	medicationIds: z.array(z.number().int().positive()).min(1).max(100),
+	takenByFilter: z.array(z.string().trim().min(1).max(100)).max(50).optional(),
 });

+const reportDataBodyOpenApiSchema = {
+	type: "object",
+	required: ["medicationIds"],
+	properties: {
+		medicationIds: {
+			type: "array",
+			minItems: 1,
+			maxItems: 100,
+			items: { type: "integer", minimum: 1 },
+		},
+		takenByFilter: {
+			type: "array",
+			maxItems: 50,
+			items: { type: "string", minLength: 1, maxLength: 100 },
+		},
+	},
+	example: {
+		medicationIds: [1, 3, 5],
+		takenByFilter: ["Daniel"],
+	},
+} as const;
+
+function matchesTakenByFilter(doseId: string, takenByFilter: Set<string> | null): boolean {
+	if (!takenByFilter) return true;
+	const parts = doseId.split("-");
+	if (parts.length < 4) return false;
+	const takenBy = parts.at(-1)?.trim();
+	if (!takenBy) return false;
+	return takenByFilter.has(takenBy);
+}
+
+const reportDataResponseSchema = {
+	type: "object",
+	additionalProperties: {
+		type: "object",
+		properties: {
+			dosesTaken: { type: "integer" },
+			automaticDosesTaken: { type: "integer" },
+			dosesSkipped: { type: "integer" },
+			firstDoseAt: { type: "string" },
+			lastDoseAt: { type: "string" },
+			refills: {
+				type: "array",
+				items: {
+					type: "object",
+					properties: {
+						packsAdded: { type: "integer" },
+						loosePillsAdded: { type: "integer" },
+						usedPrescription: { type: "boolean" },
+						refillDate: { type: "string", format: "date-time" },
+					},
+				},
+			},
+		},
+	},
+} as const;
+
 export async function reportRoutes(app: FastifyInstance) {
 	app.addHook("preHandler", requireAuth);
+	applyOpenApiRouteStandards(app, { tag: "report", protectedByDefault: true });

 	async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<number> {
 		if (!env.AUTH_ENABLED) {
@@ -27,87 +91,108 @@ export async function reportRoutes(app: FastifyInstance) {
 	}

 	// POST /medications/report-data - Get aggregated dose/refill data for report generation
-	app.post("/medications/report-data", async (req, reply) => {
-		const parsed = reportDataSchema.safeParse(req.body);
-		if (!parsed.success) return reply.status(400).send(parsed.error.format());
+	app.post(
+		"/medications/report-data",
+		{
+			schema: {
+				body: reportDataBodyOpenApiSchema,
+				response: {
+					200: reportDataResponseSchema,
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+					403: genericErrorSchema,
+				},
+			},
+		},
+		async (req, reply) => {
+			const parsed = reportDataSchema.safeParse(req.body);
+			if (!parsed.success) return reply.status(400).send(parsed.error.format());

-		const userId = await getUserId(req, reply);
-		const { medicationIds } = parsed.data;
+			const userId = await getUserId(req, reply);
+			const { medicationIds, takenByFilter } = parsed.data;
+			const normalizedTakenByFilter = takenByFilter?.length
+				? new Set(takenByFilter.map((value) => value.trim()))
+				: null;

-		// Verify all medications belong to this user
-		const userMeds = await db.select({ id: medications.id }).from(medications).where(eq(medications.userId, userId));
-		const userMedIds = new Set(userMeds.map((m) => m.id));
+			// Verify all medications belong to this user
+			const userMeds = await db.select({ id: medications.id }).from(medications).where(eq(medications.userId, userId));
+			const userMedIds = new Set(userMeds.map((m) => m.id));

-		for (const id of medicationIds) {
-			if (!userMedIds.has(id)) {
-				return reply.status(403).send({ error: "Access denied to medication" });
+			for (const id of medicationIds) {
+				if (!userMedIds.has(id)) {
+					return reply.status(403).send({ error: "Access denied to medication" });
+				}
 			}
-		}

-		// Fetch dose tracking for all requested medications
-		// doseId format: "{medicationId}-{blisterIndex}-{dateMs}" or "{medicationId}-{blisterIndex}-{dateMs}-{takenBy}"
-		const allDoses = await db
-			.select({
-				doseId: doseTracking.doseId,
-				takenAt: doseTracking.takenAt,
-				dismissed: doseTracking.dismissed,
-				takenSource: doseTracking.takenSource,
-			})
-			.from(doseTracking)
-			.where(eq(doseTracking.userId, userId));
+			// Fetch dose tracking for all requested medications
+			// doseId format: "{medicationId}-{blisterIndex}-{dateMs}" or "{medicationId}-{blisterIndex}-{dateMs}-{takenBy}"
+			const allDoses = await db
+				.select({
+					doseId: doseTracking.doseId,
+					takenAt: doseTracking.takenAt,
+					dismissed: doseTracking.dismissed,
+					takenSource: doseTracking.takenSource,
+				})
+				.from(doseTracking)
+				.where(eq(doseTracking.userId, userId));

-		// Group doses by medication ID
-		const dosesByMed = new Map<number, { takenAt: Date; dismissed: boolean; takenSource: string }[]>();
-		for (const dose of allDoses) {
-			const medId = Number.parseInt(dose.doseId.split("-")[0], 10);
-			if (Number.isNaN(medId) || !medicationIds.includes(medId)) continue;
-			if (!dosesByMed.has(medId)) dosesByMed.set(medId, []);
-			dosesByMed.get(medId)!.push({
-				takenAt: dose.takenAt,
-				dismissed: dose.dismissed,
-				takenSource: dose.takenSource ?? "manual",
-			});
-		}
-
-		// Fetch refill history for requested medications
-		const result: Record<
-			number,
-			{
-				dosesTaken: number;
-				automaticDosesTaken: number;
-				dosesDismissed: number;
-				firstDoseAt: string | null;
-				lastDoseAt: string | null;
-				refills: { packsAdded: number; loosePillsAdded: number; usedPrescription: boolean; refillDate: string }[];
+			// Group doses by medication ID
+			const dosesByMed = new Map<number, { takenAt: Date; dismissed: boolean; takenSource: string }[]>();
+			for (const dose of allDoses) {
+				const medId = Number.parseInt(dose.doseId.split("-")[0], 10);
+				if (Number.isNaN(medId) || !medicationIds.includes(medId)) continue;
+				if (!matchesTakenByFilter(dose.doseId, normalizedTakenByFilter)) continue;
+				if (!dosesByMed.has(medId)) dosesByMed.set(medId, []);
+				dosesByMed.get(medId)!.push({
+					takenAt: dose.takenAt,
+					dismissed: dose.dismissed,
+					takenSource: dose.takenSource ?? "manual",
+				});
 			}
-		> = {};

-		for (const medId of medicationIds) {
-			const doses = dosesByMed.get(medId) ?? [];
-			const takenDoses = doses.filter((d) => !d.dismissed);
-			const automaticTakenDoses = takenDoses.filter((d) => d.takenSource === "automatic");
-			const dismissedDoses = doses.filter((d) => d.dismissed);
+			// Fetch refill history for requested medications
+			const result: Record<
+				number,
+				{
+					dosesTaken: number;
+					automaticDosesTaken: number;
+					dosesSkipped: number;
+					firstDoseAt: string | null;
+					lastDoseAt: string | null;
+					refills: { packsAdded: number; loosePillsAdded: number; usedPrescription: boolean; refillDate: string }[];
+				}
+			> = {};

-			const sortedTaken = takenDoses.map((d) => d.takenAt.getTime()).sort((a, b) => a - b);
+			for (const medId of medicationIds) {
+				const doses = dosesByMed.get(medId) ?? [];
+				const takenDoses = doses.filter((d) => !d.dismissed);
+				const automaticTakenDoses = takenDoses.filter((d) => d.takenSource === "automatic");
+				const skippedDoses = doses.filter((d) => d.dismissed);

-			// Get refills for this medication
-			const refills = await db.select().from(refillHistory).where(eq(refillHistory.medicationId, medId));
+				const sortedTaken = takenDoses.map((d) => d.takenAt.getTime()).sort((a, b) => a - b);

-			result[medId] = {
-				dosesTaken: takenDoses.length,
-				automaticDosesTaken: automaticTakenDoses.length,
-				dosesDismissed: dismissedDoses.length,
-				firstDoseAt: sortedTaken.length > 0 ? new Date(sortedTaken[0]).toISOString() : null,
-				lastDoseAt: sortedTaken.length > 0 ? new Date(sortedTaken[sortedTaken.length - 1]).toISOString() : null,
-				refills: refills.map((r) => ({
-					packsAdded: r.packsAdded,
-					loosePillsAdded: r.loosePillsAdded,
-					usedPrescription: r.usedPrescription ?? false,
-					refillDate: r.refillDate instanceof Date ? r.refillDate.toISOString() : String(r.refillDate),
-				})),
-			};
+				// Get refills for this medication scoped to the authenticated user.
+				const refills = await db
+					.select()
+					.from(refillHistory)
+					.where(and(eq(refillHistory.medicationId, medId), eq(refillHistory.userId, userId)));
+
+				result[medId] = {
+					dosesTaken: takenDoses.length,
+					automaticDosesTaken: automaticTakenDoses.length,
+					dosesSkipped: skippedDoses.length,
+					firstDoseAt: sortedTaken.length > 0 ? new Date(sortedTaken[0]).toISOString() : null,
+					lastDoseAt: sortedTaken.length > 0 ? new Date(sortedTaken[sortedTaken.length - 1]).toISOString() : null,
+					refills: refills.map((r) => ({
+						packsAdded: r.packsAdded,
+						loosePillsAdded: r.loosePillsAdded,
+						usedPrescription: r.usedPrescription ?? false,
+						refillDate: r.refillDate instanceof Date ? r.refillDate.toISOString() : String(r.refillDate),
+					})),
+				};
+			}
+
+			return result;
 		}
-
-		return result;
-	});
+	);
 }
@@ -1,12 +1,20 @@
 import { randomBytes } from "node:crypto";
-import { eq } from "drizzle-orm";
+import { and, eq } from "drizzle-orm";
 import type { FastifyInstance, FastifyReply, FastifyRequest } from "fastify";
 import { z } from "zod";
 import { db } from "../db/client.js";
-import { medications, shareTokens, userSettings, users } from "../db/schema.js";
+import { doseTracking, medications, shareTokens, userSettings, users } from "../db/schema.js";
 import { getAnonymousUserId, requireAuth } from "../plugins/auth.js";
 import { env } from "../plugins/env.js";
+import { buildSharedMedicationOverview } from "../services/coverage.js";
 import type { AuthUser } from "../types/fastify.js";
+import {
+	applyOpenApiRouteStandards,
+	genericErrorSchema,
+	tokenParamsSchema,
+	validationErrorSchema,
+} from "../utils/openapi-route-standards.js";
+import { isAmountBasedPackageType, normalizePackageType } from "../utils/package-profiles.js";
 import {
 	getAllTakenByForMedication,
 	parseIntakesJson,
@@ -14,9 +22,6 @@ import {
 	personTakesMedication,
 } from "../utils/scheduler-utils.js";

-// Share token validity: 1 year in milliseconds
-const SHARE_TOKEN_VALIDITY_MS = 365 * 24 * 60 * 60 * 1000;
-
 // =============================================================================
 // Validation Schemas
 // =============================================================================
@@ -25,6 +30,72 @@ const createShareSchema = z.object({
 	scheduleDays: z.number().int().min(1).max(365).default(30),
 });

+const protectedEndpointSecurity: ReadonlyArray<Record<string, readonly string[]>> = [
+	{ bearerAuth: [] },
+	{ cookieAuth: [] },
+];
+
+const shareTokenPattern = /^[a-f0-9]{16}$/;
+
+const createShareBodyOpenApiSchema = {
+	type: "object",
+	properties: {
+		takenBy: { type: "string" },
+		scheduleDays: { type: "integer", minimum: 1, maximum: 365, default: 30 },
+	},
+	example: {
+		takenBy: "Daniel",
+		scheduleDays: 14,
+	},
+} as const;
+
+const shareReadResponseSchema = {
+	type: "object",
+	properties: {
+		takenBy: { type: "string" },
+		sharedBy: { type: "string" },
+		scheduleDays: { type: "integer" },
+		medications: { type: "array", items: { type: "object", additionalProperties: true } },
+		shareMedicationOverview: { type: "boolean" },
+		medicationOverview: {
+			anyOf: [{ type: "array", items: { type: "object", additionalProperties: true } }, { type: "null" }],
+		},
+		stockThresholds: { type: "object", additionalProperties: { type: "number" } },
+		stockCalculationMode: { type: "string", enum: ["automatic", "manual"] },
+		upcomingTodayOnly: { type: "boolean" },
+		shareScheduleTodayOnly: { type: "boolean" },
+	},
+} as const;
+
+const shareExpiredResponseSchema = {
+	type: "object",
+	properties: {
+		error: { type: "string" },
+		code: { type: "string" },
+		ownerUsername: { type: "string" },
+		takenBy: { type: "string" },
+		expiredAt: { type: "string", format: "date-time" },
+	},
+} as const;
+
+const shareOverviewExpiredResponseSchema = {
+	type: "object",
+	properties: {
+		error: { type: "string" },
+		expiredAt: { type: "string", format: "date-time" },
+	},
+} as const;
+
+const shareOverviewResponseSchema = {
+	type: "object",
+	properties: {
+		takenBy: { type: "string" },
+		sharedBy: { type: "string" },
+		generatedAt: { type: "string", format: "date-time" },
+		medications: { type: "array", items: { type: "object", additionalProperties: true } },
+	},
+} as const;
+
 // Helper to get user ID from request
 // Returns anonymous user ID when auth is disabled
 async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<number> {
@@ -45,133 +116,276 @@ async function getUserId(request: FastifyRequest, reply: FastifyReply): Promise<
 // Share Routes
 // =============================================================================
 export async function shareRoutes(app: FastifyInstance) {
+	applyOpenApiRouteStandards(app, {
+		tag: "share",
+		protectedByDefault: false,
+		protectedPaths: [/^\/share$/, /^\/share\/people$/],
+	});
+
 	// ---------------------------------------------------------------------------
 	// GET /share/:token - PUBLIC: Get shared schedule by token
 	// ---------------------------------------------------------------------------
-	app.get<{ Params: { token: string } }>("/share/:token", async (request, reply) => {
-		const { token } = request.params;
+	app.get<{ Params: { token: string } }>(
+		"/share/:token",
+		{
+			schema: {
+				params: tokenParamsSchema,
+				response: {
+					200: shareReadResponseSchema,
+					404: genericErrorSchema,
+					410: shareExpiredResponseSchema,
+				},
+			},
+			config: {
+				rateLimit: {
+					max: 60,
+					timeWindow: "1 minute",
+					errorResponseBuilder: () => ({ error: "rate_limited" }),
+				},
+			},
+		},
+		async (request, reply) => {
+			const { token } = request.params;

-		// Find share token
-		const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
-		if (!share) {
-			return reply.status(404).send({
-				error: "Share link not found",
-				code: "NOT_FOUND",
-			});
-		}
+			// Find share token
+			const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
+			if (!share) {
+				request.log.warn(`[Share] Invalid share token requested: token=${token}`);
+				return reply.status(404).send({
+					error: "Share link not found",
+					code: "NOT_FOUND",
+				});
+			}

-		// Check if token has expired
-		if (share.expiresAt && share.expiresAt.getTime() < Date.now()) {
-			// Get the username of the owner to show in the expired message
+			// Check if token has expired
+			if (share.expiresAt && share.expiresAt.getTime() < Date.now()) {
+				request.log.warn(
+					`[Share] Expired token requested: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}`
+				);
+				// Get the username of the owner to show in the expired message
+				const [owner] = await db.select({ username: users.username }).from(users).where(eq(users.id, share.userId));
+				return reply.status(410).send({
+					error: "Share link has expired",
+					code: "EXPIRED",
+					ownerUsername: owner?.username ?? "the owner",
+					takenBy: share.takenBy,
+					expiredAt: share.expiresAt.toISOString(),
+				});
+			}
+
+			// Get user settings for stock thresholds
+			const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, share.userId));
+
+			// Get the username of the owner who created this share link
 			const [owner] = await db.select({ username: users.username }).from(users).where(eq(users.id, share.userId));
-			return reply.status(410).send({
-				error: "Share link has expired",
-				code: "EXPIRED",
-				ownerUsername: owner?.username ?? "the owner",
-				takenBy: share.takenBy,
-				expiredAt: share.expiresAt.toISOString(),
+
+			// Get medications for this user filtered by takenBy (search in JSON array)
+			// Use SQLite JSON function to check if takenBy is in the array
+			const allMeds = await db
+				.select()
+				.from(medications)
+				.where(and(eq(medications.userId, share.userId), eq(medications.isObsolete, false)));
+
+			// Filter medications where takenBy matches either medication-level OR any intake-level takenBy
+			const meds = allMeds.filter((med) => {
+				const takenByArray = parseTakenByJson(med.takenByJson);
+				const intakes = parseIntakesJson(
+					med.intakesJson,
+					{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
+					med.intakeRemindersEnabled ?? false
+				);
+				return personTakesMedication(share.takenBy, takenByArray, intakes);
 			});
-		}

-		// Get user settings for stock thresholds
-		const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, share.userId));
+			// Parse blisters and build schedule data
+			const medicationsWithBlisters = meds.map((med) => {
+				// Parse intakes from new format, falling back to legacy
+				const intakes = parseIntakesJson(
+					med.intakesJson,
+					{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
+					med.intakeRemindersEnabled ?? false
+				);

-		// Get the username of the owner who created this share link
-		const [owner] = await db.select({ username: users.username }).from(users).where(eq(users.id, share.userId));
+				// Convert to legacy blisters format for backward compat
+				const blisters = intakes.map((i) => ({
+					usage: i.usage,
+					every: i.every,
+					start: i.start,
+				}));

-		// Get medications for this user filtered by takenBy (search in JSON array)
-		// Use SQLite JSON function to check if takenBy is in the array
-		const allMeds = await db.select().from(medications).where(eq(medications.userId, share.userId));
+				// Parse takenBy JSON array
+				const takenByArray = parseTakenByJson(med.takenByJson);

-		// Filter medications where takenBy matches either medication-level OR any intake-level takenBy
-		const meds = allMeds.filter((med) => {
-			const takenByArray = parseTakenByJson(med.takenByJson);
-			const intakes = parseIntakesJson(
-				med.intakesJson,
-				{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
-				med.intakeRemindersEnabled ?? false
-			);
-			return personTakesMedication(share.takenBy, takenByArray, intakes);
-		});
-
-		// Parse blisters and build schedule data
-		const medicationsWithBlisters = meds.map((med) => {
-			// Parse intakes from new format, falling back to legacy
-			const intakes = parseIntakesJson(
-				med.intakesJson,
-				{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
-				med.intakeRemindersEnabled ?? false
-			);
-
-			// Convert to legacy blisters format for backward compat
-			const blisters = intakes.map((i) => ({
-				usage: i.usage,
-				every: i.every,
-				start: i.start,
-			}));
-
-			// Parse takenBy JSON array
-			const takenByArray = parseTakenByJson(med.takenByJson);
-
-			const totalPills =
-				(med.packageType ?? "blister") === "bottle"
+				const totalPills = isAmountBasedPackageType(med.packageType)
 					? med.looseTablets + (med.stockAdjustment ?? 0)
 					: med.packCount * med.blistersPerPack * med.pillsPerBlister + med.looseTablets + (med.stockAdjustment ?? 0);
-			return {
-				id: med.id,
-				name: med.name,
-				genericName: med.genericName,
-				pillWeightMg: med.pillWeightMg,
-				doseUnit: med.doseUnit ?? "mg",
-				imageUrl: med.imageUrl,
-				totalPills,
-				packageType: med.packageType ?? "blister",
-				packCount: med.packCount,
-				blistersPerPack: med.blistersPerPack,
-				looseTablets: med.looseTablets,
-				pillsPerBlister: med.pillsPerBlister,
-				takenBy: takenByArray,
-				intakes, // New unified format with per-intake takenBy
-				blisters, // Legacy format for backward compat
-				dismissedUntil: med.dismissedUntil,
-				updatedAt: med.updatedAt, // For filtering out doses from previous schedule configurations
-				lastStockCorrectionAt: med.lastStockCorrectionAt?.getTime() ?? null,
-				stockAdjustment: med.stockAdjustment ?? 0,
-			};
-		});
+				return {
+					id: med.id,
+					name: med.name,
+					genericName: med.genericName,
+					pillWeightMg: med.pillWeightMg,
+					doseUnit: med.doseUnit ?? "mg",
+					imageUrl: med.imageUrl,
+					totalPills,
+					packageType: normalizePackageType(med.packageType),
+					packCount: med.packCount,
+					blistersPerPack: med.blistersPerPack,
+					looseTablets: med.looseTablets,
+					pillsPerBlister: med.pillsPerBlister,
+					takenBy: takenByArray,
+					intakes, // New unified format with per-intake takenBy
+					blisters, // Legacy format for backward compat
+					dismissedUntil: med.dismissedUntil,
+					updatedAt: med.updatedAt, // For filtering out doses from previous schedule configurations
+					lastStockCorrectionAt: med.lastStockCorrectionAt?.getTime() ?? null,
+					stockAdjustment: med.stockAdjustment ?? 0,
+				};
+			});

-		return {
-			takenBy: share.takenBy,
-			sharedBy: owner?.username ?? null,
-			scheduleDays: share.scheduleDays,
-			medications: medicationsWithBlisters,
-			stockThresholds: {
-				lowStockDays: settings?.lowStockDays ?? 30,
-				normalStockDays: settings?.normalStockDays ?? 60,
-				highStockDays: settings?.highStockDays ?? 90,
-				reminderDaysBefore: settings?.reminderDaysBefore ?? 7,
-				expiryWarningDays: settings?.expiryWarningDays ?? 90,
+			const shareMedicationOverview = settings?.shareMedicationOverview ?? false;
+			const medicationOverview = shareMedicationOverview
+				? buildSharedMedicationOverview({
+						medications: meds,
+						doses: await db.select().from(doseTracking).where(eq(doseTracking.userId, share.userId)),
+						thresholdDays: settings?.lowStockDays ?? 30,
+					})
+				: null;
+
+			return {
+				takenBy: share.takenBy,
+				sharedBy: owner?.username ?? null,
+				scheduleDays: share.scheduleDays,
+				medications: medicationsWithBlisters,
+				shareMedicationOverview,
+				medicationOverview,
+				stockThresholds: {
+					lowStockDays: settings?.lowStockDays ?? 30,
+					normalStockDays: settings?.normalStockDays ?? 60,
+					highStockDays: settings?.highStockDays ?? 90,
+					reminderDaysBefore: settings?.reminderDaysBefore ?? 7,
+					expiryWarningDays: settings?.expiryWarningDays ?? 90,
+				},
+				stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+				upcomingTodayOnly: settings?.upcomingTodayOnly ?? false,
+				shareScheduleTodayOnly: settings?.shareScheduleTodayOnly ?? false,
+			};
+		}
+	);
+
+	// ---------------------------------------------------------------------------
+	// GET /share/:token/overview - PUBLIC: Read-only medication overview by token
+	// ---------------------------------------------------------------------------
+	app.get<{ Params: { token: string } }>(
+		"/share/:token/overview",
+		{
+			schema: {
+				params: tokenParamsSchema,
+				response: {
+					200: shareOverviewResponseSchema,
+					404: genericErrorSchema,
+					410: shareOverviewExpiredResponseSchema,
+				},
 			},
-			stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
-			shareStockStatus: settings?.shareStockStatus ?? true,
-			upcomingTodayOnly: settings?.upcomingTodayOnly ?? false,
-			shareScheduleTodayOnly: settings?.shareScheduleTodayOnly ?? false,
-		};
-	});
+			config: {
+				rateLimit: {
+					max: 60,
+					timeWindow: "1 minute",
+					errorResponseBuilder: () => ({ error: "rate_limited" }),
+				},
+			},
+		},
+		async (request, reply) => {
+			reply.header("Cache-Control", "no-store");
+
+			const { token } = request.params;
+			if (!shareTokenPattern.test(token)) {
+				request.log.warn(`[ShareOverview] Rejected invalid token format: token=${token}`);
+				return reply.status(404).send({ error: "not_found" });
+			}
+
+			const [share] = await db.select().from(shareTokens).where(eq(shareTokens.token, token));
+			if (!share) {
+				request.log.warn(`[ShareOverview] Unknown token requested: token=${token}`);
+				return reply.status(404).send({ error: "not_found" });
+			}
+
+			if (share.expiresAt && share.expiresAt.getTime() < Date.now()) {
+				request.log.warn(
+					`[ShareOverview] Expired token requested: token=${token}, ownerUserId=${share.userId}, takenBy=${share.takenBy}`
+				);
+				return reply.status(410).send({
+					error: "expired",
+					expiredAt: share.expiresAt.toISOString(),
+				});
+			}
+
+			const [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, share.userId));
+			const [owner] = await db.select({ username: users.username }).from(users).where(eq(users.id, share.userId));
+
+			const allMeds = await db
+				.select()
+				.from(medications)
+				.where(and(eq(medications.userId, share.userId), eq(medications.isObsolete, false)));
+			const meds = allMeds.filter((med) => {
+				const takenByArray = parseTakenByJson(med.takenByJson);
+				const intakes = parseIntakesJson(
+					med.intakesJson,
+					{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
+					med.intakeRemindersEnabled ?? false
+				);
+				return personTakesMedication(share.takenBy, takenByArray, intakes);
+			});
+
+			const doses = await db.select().from(doseTracking).where(eq(doseTracking.userId, share.userId));
+
+			const overview = buildSharedMedicationOverview({
+				medications: meds,
+				doses,
+				thresholdDays: settings?.lowStockDays ?? 30,
+			});
+
+			return {
+				takenBy: share.takenBy,
+				sharedBy: owner?.username ?? null,
+				generatedAt: new Date().toISOString(),
+				medications: overview,
+			};
+		}
+	);

 	// ---------------------------------------------------------------------------
 	// POST /share - PROTECTED: Create a new share link
 	// ---------------------------------------------------------------------------
 	app.post<{ Body: z.infer<typeof createShareSchema> }>(
 		"/share",
-		{ preHandler: requireAuth },
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["share"],
+				security: protectedEndpointSecurity,
+				body: createShareBodyOpenApiSchema,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							reused: { type: "boolean" },
+							token: { type: "string" },
+							shareUrl: { type: "string" },
+							expiresAt: { type: ["string", "null"] },
+						},
+					},
+					400: { anyOf: [genericErrorSchema, validationErrorSchema] },
+					401: genericErrorSchema,
+				},
+			},
+		},
 		async (request, reply) => {
 			const userId = await getUserId(request, reply);

 			const parsed = createShareSchema.safeParse(request.body);
 			if (!parsed.success) {
 				return reply.status(400).send({
-					error: parsed.error.errors[0]?.message ?? "Invalid input",
+					error: parsed.error.issues[0]?.message ?? "Invalid input",
 					code: "VALIDATION_ERROR",
 				});
 			}
@@ -179,7 +393,10 @@ export async function shareRoutes(app: FastifyInstance) {
 			const { takenBy, scheduleDays } = parsed.data;

 			// Check if user has medications for this takenBy (search in both medication-level and intake-level)
-			const allMeds = await db.select().from(medications).where(eq(medications.userId, userId));
+			const allMeds = await db
+				.select()
+				.from(medications)
+				.where(and(eq(medications.userId, userId), eq(medications.isObsolete, false)));
 			const medsForPerson = allMeds.filter((med) => {
 				const takenByArray = parseTakenByJson(med.takenByJson);
 				const intakes = parseIntakesJson(
@@ -197,25 +414,47 @@ export async function shareRoutes(app: FastifyInstance) {
 				});
 			}

-			// Generate unique token (8 bytes = 16 hex chars)
+			// Keep exactly one active share link per person/user.
+			// If a link already exists, return the same token and only update settings.
+			const [existingShare] = await db
+				.select()
+				.from(shareTokens)
+				.where(and(eq(shareTokens.userId, userId), eq(shareTokens.takenBy, takenBy)));
+
+			if (existingShare) {
+				await db.update(shareTokens).set({ scheduleDays, expiresAt: null }).where(eq(shareTokens.id, existingShare.id));
+
+				request.log.info(
+					`[Share] Reused existing share token: token=${existingShare.token}, ownerUserId=${userId}, takenBy=${takenBy}, scheduleDays=${scheduleDays}`
+				);
+
+				return {
+					reused: true,
+					token: existingShare.token,
+					shareUrl: `/share/${existingShare.token}`,
+					expiresAt: null,
+				};
+			}
+
 			const token = randomBytes(8).toString("hex");

-			// Set expiration date (1 year from now)
-			const expiresAt = new Date(Date.now() + SHARE_TOKEN_VALIDITY_MS);
-
-			// Create share token
 			await db.insert(shareTokens).values({
-				userId: userId,
+				userId,
 				token,
 				takenBy,
 				scheduleDays,
-				expiresAt,
+				expiresAt: null,
 			});

+			request.log.info(
+				`[Share] Created new share token: token=${token}, ownerUserId=${userId}, takenBy=${takenBy}, scheduleDays=${scheduleDays}`
+			);
+
 			return {
+				reused: false,
 				token,
 				shareUrl: `/share/${token}`,
-				expiresAt: expiresAt.toISOString(),
+				expiresAt: null,
 			};
 		}
 	);
@@ -223,37 +462,56 @@ export async function shareRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// GET /share/people - PROTECTED: Get list of unique takenBy values
 	// ---------------------------------------------------------------------------
-	app.get("/share/people", { preHandler: requireAuth }, async (request, reply) => {
-		const userId = await getUserId(request, reply);
+	app.get(
+		"/share/people",
+		{
+			preHandler: requireAuth,
+			schema: {
+				tags: ["share"],
+				security: protectedEndpointSecurity,
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							people: { type: "array", items: { type: "string" } },
+						},
+					},
+					401: genericErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);

-		// Get all unique takenBy values for this user (from both medication-level and intake-level)
-		const meds = await db
-			.select({
-				takenByJson: medications.takenByJson,
-				intakesJson: medications.intakesJson,
-				usageJson: medications.usageJson,
-				everyJson: medications.everyJson,
-				startJson: medications.startJson,
-				intakeRemindersEnabled: medications.intakeRemindersEnabled,
-			})
-			.from(medications)
-			.where(eq(medications.userId, userId));
+			// Get all unique takenBy values for this user (from both medication-level and intake-level)
+			const meds = await db
+				.select({
+					takenByJson: medications.takenByJson,
+					intakesJson: medications.intakesJson,
+					usageJson: medications.usageJson,
+					everyJson: medications.everyJson,
+					startJson: medications.startJson,
+					intakeRemindersEnabled: medications.intakeRemindersEnabled,
+				})
+				.from(medications)
+				.where(and(eq(medications.userId, userId), eq(medications.isObsolete, false)));

-		// Collect all unique person names from medication-level AND intake-level takenBy
-		const allPeople = new Set<string>();
-		for (const med of meds) {
-			const takenByArray = parseTakenByJson(med.takenByJson);
-			const intakes = parseIntakesJson(
-				med.intakesJson,
-				{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
-				med.intakeRemindersEnabled ?? false
-			);
-			const allForMed = getAllTakenByForMedication(takenByArray, intakes);
-			for (const person of allForMed) {
-				if (person) allPeople.add(person);
+			// Collect all unique person names from medication-level AND intake-level takenBy
+			const allPeople = new Set<string>();
+			for (const med of meds) {
+				const takenByArray = parseTakenByJson(med.takenByJson);
+				const intakes = parseIntakesJson(
+					med.intakesJson,
+					{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
+					med.intakeRemindersEnabled ?? false
+				);
+				const allForMed = getAllTakenByForMedication(takenByArray, intakes);
+				for (const person of allForMed) {
+					if (person) allPeople.add(person);
+				}
 			}
-		}

-		return { people: [...allPeople].sort() };
-	});
+			return { people: [...allPeople].sort() };
+		}
+	);
 }
@@ -0,0 +1,212 @@
+import type { doseTracking, medications } from "../db/schema.js";
+import { isAmountBasedPackageType } from "../utils/package-profiles.js";
+import {
+	getAverageOccurrencesPerDay,
+	getNextScheduledOccurrenceTime,
+	getTodayInTimezone,
+	type Intake,
+	normalizeIntakeUsageForStock,
+	parseIntakesJson,
+} from "../utils/scheduler-utils.js";
+
+const doseIdPattern = /^(\d+)-(\d+)-(\d+)(?:-(.+))?$/;
+
+type MedicationRow = typeof medications.$inferSelect;
+type DoseRow = typeof doseTracking.$inferSelect;
+
+export type SharedMedicationOverviewItem = {
+	name: string;
+	genericName: string | null;
+	imageUrl: string | null;
+	packageType: string;
+	packCount: number;
+	packageAmountValue: number | null;
+	packageAmountUnit: "ml" | "g" | null;
+	blistersPerPack: number;
+	pillsPerBlister: number;
+	totalPills: number | null;
+	looseTablets: number;
+	currentStock: number | null;
+	capacity: number | null;
+	daysLeft: number | null;
+	nextIntakeDate: string | null;
+	depletionDate: string | null;
+	priority: "normal" | "high" | "out-of-stock" | null;
+	expiryDate: string | null;
+	medicationStartDate: string | null;
+	prescriptionEnabled: boolean;
+	prescriptionRemainingRefills: number | null;
+};
+
+function toDateOnlyString(date: Date): string {
+	const year = date.getFullYear();
+	const month = String(date.getMonth() + 1).padStart(2, "0");
+	const day = String(date.getDate()).padStart(2, "0");
+	return `${year}-${month}-${day}`;
+}
+
+function parseDateOnly(dateOnly: string): Date {
+	const [year, month, day] = dateOnly.split("-").map((value) => Number.parseInt(value, 10));
+	return new Date(year, month - 1, day, 0, 0, 0, 0);
+}
+
+function computeCapacity(medication: MedicationRow): number {
+	if (isAmountBasedPackageType(medication.packageType)) {
+		return medication.totalPills ?? medication.looseTablets;
+	}
+
+	return medication.packCount * medication.blistersPerPack * medication.pillsPerBlister;
+}
+
+function computeDailyDoseRate(intakes: Intake[], medication: MedicationRow): number {
+	return intakes.reduce((sum, intake) => {
+		const normalizedUsage = normalizeIntakeUsageForStock(intake, medication.medicationForm, medication.packageType);
+		return sum + normalizedUsage * getAverageOccurrencesPerDay(intake);
+	}, 0);
+}
+
+function computeNextIntakeDate(intakes: Intake[], todayDateOnly: string): string | null {
+	const today = parseDateOnly(todayDateOnly);
+	let nextOccurrenceMs: number | null = null;
+
+	for (const intake of intakes) {
+		const occurrenceMs = getNextScheduledOccurrenceTime(intake, today.getTime(), true);
+		if (occurrenceMs === null) {
+			continue;
+		}
+
+		if (nextOccurrenceMs === null || occurrenceMs < nextOccurrenceMs) {
+			nextOccurrenceMs = occurrenceMs;
+		}
+	}
+
+	return nextOccurrenceMs === null ? null : toDateOnlyString(new Date(nextOccurrenceMs));
+}
+
+function computeTakenAmount(
+	medication: MedicationRow,
+	intakes: Intake[],
+	dosesByMedication: Map<number, DoseRow[]>
+): number {
+	const doseRows = dosesByMedication.get(medication.id) ?? [];
+	if (doseRows.length === 0) return 0;
+
+	const correctionDateOnlyMs = medication.lastStockCorrectionAt
+		? new Date(
+				medication.lastStockCorrectionAt.getFullYear(),
+				medication.lastStockCorrectionAt.getMonth(),
+				medication.lastStockCorrectionAt.getDate(),
+				0,
+				0,
+				0,
+				0
+			).getTime()
+		: 0;
+
+	let takenAmount = 0;
+	for (const dose of doseRows) {
+		if (dose.dismissed) continue;
+
+		const match = doseIdPattern.exec(dose.doseId);
+		if (!match) continue;
+
+		const intakeIndex = Number.parseInt(match[2], 10);
+		const doseDateOnlyMs = Number.parseInt(match[3], 10);
+		if (Number.isNaN(intakeIndex) || Number.isNaN(doseDateOnlyMs)) continue;
+		if (doseDateOnlyMs < correctionDateOnlyMs) continue;
+
+		const intake = intakes[intakeIndex];
+		if (!intake) continue;
+
+		takenAmount += normalizeIntakeUsageForStock(intake, medication.medicationForm, medication.packageType);
+	}
+
+	return takenAmount;
+}
+
+function toNullableDate(value: string | null): string | null {
+	if (!value) return null;
+	return value.trim() ? value : null;
+}
+
+function computeOverviewPriority(
+	currentStock: number,
+	daysLeft: number | null,
+	thresholdDays: number
+): "normal" | "high" | "out-of-stock" {
+	if (currentStock <= 0 || daysLeft === 0) return "out-of-stock";
+	if (daysLeft !== null && daysLeft <= thresholdDays) return "high";
+	return "normal";
+}
+
+export function buildSharedMedicationOverview(options: {
+	medications: MedicationRow[];
+	doses: DoseRow[];
+	thresholdDays: number;
+}): SharedMedicationOverviewItem[] {
+	const { medications: medicationRows, doses, thresholdDays } = options;
+
+	const dosesByMedication = new Map<number, DoseRow[]>();
+	for (const dose of doses) {
+		const match = doseIdPattern.exec(dose.doseId);
+		if (!match) continue;
+
+		const medicationId = Number.parseInt(match[1], 10);
+		if (Number.isNaN(medicationId)) continue;
+
+		const existing = dosesByMedication.get(medicationId) ?? [];
+		existing.push(dose);
+		dosesByMedication.set(medicationId, existing);
+	}
+
+	const todayDateOnly = getTodayInTimezone();
+	const todayDate = parseDateOnly(todayDateOnly);
+
+	return medicationRows.map((medication) => {
+		const intakes = parseIntakesJson(
+			medication.intakesJson,
+			{
+				usageJson: medication.usageJson,
+				everyJson: medication.everyJson,
+				startJson: medication.startJson,
+			},
+			medication.intakeRemindersEnabled ?? false
+		);
+
+		const capacity = computeCapacity(medication);
+		const dailyDoseRate = computeDailyDoseRate(intakes, medication);
+		const takenAmount = computeTakenAmount(medication, intakes, dosesByMedication);
+		const rawCurrentStock = capacity + (medication.stockAdjustment ?? 0) - takenAmount;
+		const currentStock = Math.max(0, Math.floor(rawCurrentStock));
+		const daysLeft = dailyDoseRate > 0 ? Math.floor(currentStock / dailyDoseRate) : null;
+		const depletionDate =
+			daysLeft === null ? null : toDateOnlyString(new Date(todayDate.getTime() + daysLeft * 86_400_000));
+		const priority = computeOverviewPriority(currentStock, daysLeft, thresholdDays);
+		return {
+			name: medication.name,
+			genericName: medication.genericName,
+			imageUrl: medication.imageUrl,
+			packageType: medication.packageType,
+			packCount: medication.packCount,
+			packageAmountValue: medication.packageAmountValue,
+			packageAmountUnit:
+				medication.packageAmountUnit === "g" || medication.packageAmountUnit === "ml"
+					? medication.packageAmountUnit
+					: null,
+			blistersPerPack: medication.blistersPerPack,
+			pillsPerBlister: medication.pillsPerBlister,
+			totalPills: medication.totalPills,
+			looseTablets: medication.looseTablets,
+			currentStock,
+			capacity,
+			daysLeft,
+			nextIntakeDate: computeNextIntakeDate(intakes, todayDateOnly),
+			depletionDate,
+			priority,
+			expiryDate: toNullableDate(medication.expiryDate),
+			medicationStartDate: toNullableDate(medication.medicationStartDate),
+			prescriptionEnabled: medication.prescriptionEnabled ?? false,
+			prescriptionRemainingRefills: medication.prescriptionRemainingRefills,
+		};
+	});
+}
@@ -0,0 +1,158 @@
+import type { doseTracking, medications } from "../db/schema.js";
+import { isAmountBasedPackageType } from "../utils/package-profiles.js";
+import {
+	countScheduledOccurrencesInRange,
+	getDateOnlyTimestamp,
+	getNextScheduledOccurrenceTime,
+	normalizeIntakeUsageForStock,
+	parseIntakesJson,
+	parseLocalDateTime,
+	parseTakenByJson,
+} from "../utils/scheduler-utils.js";
+
+type MedicationRow = typeof medications.$inferSelect;
+type DoseRow = typeof doseTracking.$inferSelect;
+
+const doseIdPattern = /^(\d+)-(\d+)-(\d+)(?:-(.+))?$/;
+
+function getDoseTakenAtMs(dose: DoseRow): number {
+	const rawTakenAt = Number(dose.takenAt);
+	if (Number.isFinite(rawTakenAt)) {
+		return rawTakenAt < 1_000_000_000_000 ? rawTakenAt * 1000 : rawTakenAt;
+	}
+
+	return new Date(dose.takenAt).getTime();
+}
+
+export function computeMedicationCurrentStock(options: {
+	medication: MedicationRow;
+	doses: DoseRow[];
+	stockCalculationMode: "automatic" | "manual";
+	nowMs?: number;
+}): number {
+	const { medication, doses, stockCalculationMode, nowMs = Date.now() } = options;
+
+	const intakes = parseIntakesJson(
+		medication.intakesJson,
+		{
+			usageJson: medication.usageJson,
+			everyJson: medication.everyJson,
+			startJson: medication.startJson,
+		},
+		medication.intakeRemindersEnabled ?? false
+	);
+
+	const baseStock = isAmountBasedPackageType(medication.packageType)
+		? medication.looseTablets + (medication.stockAdjustment ?? 0)
+		: medication.packCount * medication.blistersPerPack * medication.pillsPerBlister +
+			medication.looseTablets +
+			(medication.stockAdjustment ?? 0);
+
+	const relevantDoses = doses.filter((dose) => !dose.dismissed);
+	const stockCorrectionCutoff = medication.lastStockCorrectionAt
+		? new Date(medication.lastStockCorrectionAt).getTime()
+		: 0;
+	let consumed = 0;
+
+	if (stockCalculationMode === "automatic") {
+		const medicationTakenBy = parseTakenByJson(medication.takenByJson);
+
+		intakes.forEach((intake, intakeIndex) => {
+			const usage = normalizeIntakeUsageForStock(intake, medication.medicationForm, medication.packageType);
+			const intakeStart = parseLocalDateTime(intake.start).getTime();
+			if (Number.isNaN(intakeStart)) return;
+
+			const effectiveStart =
+				stockCorrectionCutoff > 0 && stockCorrectionCutoff >= intakeStart
+					? getNextScheduledOccurrenceTime(intake, stockCorrectionCutoff, false)
+					: intakeStart;
+			if (effectiveStart === null) return;
+
+			let peopleForThisIntake: Array<string | null>;
+			if (intake.takenBy) {
+				peopleForThisIntake = [intake.takenBy];
+			} else if (medicationTakenBy.length > 0) {
+				peopleForThisIntake = medicationTakenBy;
+			} else {
+				peopleForThisIntake = [null];
+			}
+
+			let lastAutoConsumedDateMs = 0;
+			if (effectiveStart <= nowMs) {
+				const { count: occurrences, lastOccurrenceMs } = countScheduledOccurrencesInRange(
+					intake,
+					effectiveStart,
+					nowMs
+				);
+				consumed += occurrences * usage * peopleForThisIntake.length;
+
+				if (lastOccurrenceMs !== null) {
+					lastAutoConsumedDateMs = getDateOnlyTimestamp(new Date(lastOccurrenceMs));
+				}
+			}
+
+			const stockCorrectionDateOnly =
+				stockCorrectionCutoff > 0 ? getDateOnlyTimestamp(new Date(stockCorrectionCutoff)) : 0;
+			const earlyCutoff = Math.max(lastAutoConsumedDateMs, stockCorrectionDateOnly);
+
+			for (const dose of relevantDoses) {
+				const match = doseIdPattern.exec(dose.doseId);
+				if (!match) continue;
+
+				const parsedMedicationId = Number.parseInt(match[1], 10);
+				const parsedIntakeIndex = Number.parseInt(match[2], 10);
+				const doseDateOnlyMs = Number.parseInt(match[3], 10);
+				if (
+					Number.isNaN(parsedMedicationId) ||
+					Number.isNaN(parsedIntakeIndex) ||
+					Number.isNaN(doseDateOnlyMs) ||
+					parsedMedicationId !== medication.id ||
+					parsedIntakeIndex !== intakeIndex
+				) {
+					continue;
+				}
+
+				if (doseDateOnlyMs > earlyCutoff) {
+					consumed += usage;
+				}
+			}
+		});
+	} else {
+		intakes.forEach((intake, intakeIndex) => {
+			const usage = normalizeIntakeUsageForStock(intake, medication.medicationForm, medication.packageType);
+			const intakeStart = parseLocalDateTime(intake.start);
+			const intakeStartDateOnly = new Date(
+				intakeStart.getFullYear(),
+				intakeStart.getMonth(),
+				intakeStart.getDate()
+			).getTime();
+			if (Number.isNaN(intakeStartDateOnly)) return;
+
+			for (const dose of relevantDoses) {
+				const match = doseIdPattern.exec(dose.doseId);
+				if (!match) continue;
+
+				const parsedMedicationId = Number.parseInt(match[1], 10);
+				const parsedIntakeIndex = Number.parseInt(match[2], 10);
+				const doseDateOnlyMs = Number.parseInt(match[3], 10);
+				if (
+					Number.isNaN(parsedMedicationId) ||
+					Number.isNaN(parsedIntakeIndex) ||
+					Number.isNaN(doseDateOnlyMs) ||
+					parsedMedicationId !== medication.id ||
+					parsedIntakeIndex !== intakeIndex
+				) {
+					continue;
+				}
+
+				const takenAtMs = getDoseTakenAtMs(dose);
+				const afterCorrectionOrNoCorrection = stockCorrectionCutoff === 0 || takenAtMs > stockCorrectionCutoff;
+				if (doseDateOnlyMs >= intakeStartDateOnly && afterCorrectionOrNoCorrection) {
+					consumed += usage;
+				}
+			}
+		});
+	}
+
+	return Math.max(0, Math.floor(baseStock - consumed));
+}
@@ -1,10 +1,9 @@
 import { existsSync, readFileSync, writeFileSync } from "node:fs";
 import { resolve } from "node:path";
 import { and, eq, gte, lte } from "drizzle-orm";
-import nodemailer from "nodemailer";
 import { db } from "../db/client.js";
-import { getDataDir } from "../db/db-utils.js";
-import { doseTracking, medications } from "../db/schema.js";
+import { getDataDir } from "../db/path-utils.js";
+import { doseTracking, medications, users } from "../db/schema.js";
 import {
 	getDateLocale,
 	getFooterHtml,
@@ -13,35 +12,39 @@ import {
 	type Language,
 	t,
 } from "../i18n/translations.js";
-import { getAllUserSettings, sendShoutrrrNotification, type UserSettings } from "../routes/settings.js";
+import { getAllUserSettings, type UserSettings } from "../routes/settings.js";
 import type { ServiceLogger } from "../utils/logger.js";
 // Import shared utilities
 import {
 	cleanOldIntakeReminders,
 	createDefaultIntakeReminderState,
-	getTimezone,
+	getEffectiveTimezone,
 	getTodaysIntakes,
 	getUpcomingIntakes,
 	type IntakeReminderState,
+	normalizeIntakeUsageForStock,
 	parseIntakeReminderState,
 	parseIntakesJson,
 	parseTakenByJson,
 	type UpcomingIntake,
 } from "../utils/scheduler-utils.js";
-import { updateReminderSentTime, updateUserReminderSentTime } from "./reminder-scheduler.js";
+import { computeMedicationCurrentStock } from "./current-stock.js";
+import { getSmtpConfig, sendEmailNotification, sendPushNotification } from "./notifications/delivery.js";
+import { updateReminderSentTime, updateUserReminderSentTime } from "./notifications/state.js";

 const REMINDER_MINUTES_BEFORE = parseInt(process.env.REMINDER_MINUTES_BEFORE ?? "15", 10);
 const CHECK_INTERVAL_MS = 60 * 1000; // Check every 1 minute

 const intakeReminderStateFile = resolve(getDataDir(), "intake-reminder-state.json");

-function loadIntakeReminderState(): IntakeReminderState {
+function loadIntakeReminderState(logger: ServiceLogger): IntakeReminderState {
 	try {
 		if (existsSync(intakeReminderStateFile)) {
 			return parseIntakeReminderState(readFileSync(intakeReminderStateFile, "utf-8"));
 		}
-	} catch {
-		// ignore
+	} catch (error: unknown) {
+		const errorMessage = error instanceof Error ? error.message : String(error);
+		logger.error(`[IntakeReminder] Failed to load reminder state file=${intakeReminderStateFile}: ${errorMessage}`);
 	}
 	return createDefaultIntakeReminderState();
 }
@@ -59,6 +62,37 @@ function buildDoseIdForIntake(intake: UpcomingIntake & { medicationId: number; b
 	return `${intake.medicationId}-${intake.blisterIndex}-${dateOnlyMs}`;
 }

+async function getUsernameForLog(userId: number): Promise<string> {
+	const user = await db.select({ username: users.username }).from(users).where(eq(users.id, userId));
+	const username = user[0]?.username?.trim();
+	return username && username.length > 0 ? username : `unknown-user-${userId}`;
+}
+
+function formatIntakeLog(intake: {
+	medName: string;
+	medicationId: number;
+	blisterIndex: number;
+	intakeTime: Date;
+	intakeTimeStr: string;
+	usage: number;
+	doseUnit?: string;
+	takenBy?: string | null;
+}): string {
+	const takenBy = intake.takenBy ? intake.takenBy : "none";
+	const doseUnit = intake.doseUnit ?? "mg";
+	return `${intake.medName} (medId=${intake.medicationId}, intakeIndex=${intake.blisterIndex}, time=${intake.intakeTime.toISOString()}, localTime=${intake.intakeTimeStr}, usage=${intake.usage} ${doseUnit}, takenBy=${takenBy})`;
+}
+
+function getMedicationDisplayName(med: { id: number; name: string | null; genericName: string | null }): string {
+	const commercialName = med.name?.trim() ?? "";
+	if (commercialName) return commercialName;
+
+	const genericName = med.genericName?.trim() ?? "";
+	if (genericName) return genericName;
+
+	return `Medication #${med.id}`;
+}
+
 async function autoMarkDueIntakesAsTaken(
 	settings: UserSettings & { userId: number },
 	rows: (typeof medications.$inferSelect)[],
@@ -67,6 +101,9 @@ async function autoMarkDueIntakesAsTaken(
 	logger: ServiceLogger
 ): Promise<number> {
 	if (settings.stockCalculationMode !== "automatic") {
+		logger.debug(
+			`[IntakeReminder] Auto-mark disabled for userId=${settings.userId} because stockCalculationMode=${settings.stockCalculationMode}`
+		);
 		return 0;
 	}

@@ -88,6 +125,10 @@ async function autoMarkDueIntakesAsTaken(
 			)
 		);
 	const existingDoseIds = new Set(existingToday.map((d) => d.doseId));
+	const trackedDoses = await db
+		.select()
+		.from(doseTracking)
+		.where(and(eq(doseTracking.userId, settings.userId), eq(doseTracking.dismissed, false)));

 	let inserted = 0;

@@ -106,8 +147,18 @@ async function autoMarkDueIntakesAsTaken(
 		}

 		const medicationTakenBy = parseTakenByJson(med.takenByJson);
+		const medDisplayName = getMedicationDisplayName({ id: med.id, name: med.name, genericName: med.genericName });
+		let remainingStock = computeMedicationCurrentStock({
+			medication: med,
+			doses: trackedDoses,
+			stockCalculationMode: settings.stockCalculationMode,
+			nowMs: now.getTime(),
+		});
+		if (remainingStock <= 0) {
+			continue;
+		}
 		const todaysIntakes = getTodaysIntakes(
-			med.name,
+			medDisplayName,
 			intakes,
 			medicationTakenBy,
 			med.pillWeightMg,
@@ -136,6 +187,14 @@ async function autoMarkDueIntakesAsTaken(
 				continue;
 			}

+			const intakeDefinition = intakes[intake.blisterIndex];
+			const usage = intakeDefinition
+				? normalizeIntakeUsageForStock(intakeDefinition, med.medicationForm, med.packageType)
+				: 0;
+			if (remainingStock <= 0) {
+				break;
+			}
+
 			await db.insert(doseTracking).values({
 				userId: settings.userId,
 				doseId,
@@ -145,13 +204,38 @@ async function autoMarkDueIntakesAsTaken(
 				dismissed: false,
 			});

+			logger.info(
+				`[IntakeReminder] Auto-marked intake for userId=${settings.userId}: ${formatIntakeLog({
+					medName: intake.medName,
+					medicationId: intake.medicationId,
+					blisterIndex: intake.blisterIndex,
+					intakeTime: intake.intakeTime,
+					intakeTimeStr: intake.intakeTimeStr,
+					usage: intake.usage,
+					doseUnit: intake.doseUnit,
+					takenBy: intake.takenBy,
+				})}`
+			);
+
 			existingDoseIds.add(doseId);
+			trackedDoses.push({
+				id: 0,
+				userId: settings.userId,
+				doseId,
+				takenAt: intake.intakeTime,
+				markedBy: null,
+				takenSource: "automatic",
+				dismissed: false,
+			});
+			remainingStock = Math.max(0, remainingStock - usage);
 			inserted++;
 		}
 	}

-	if (inserted > 0) {
-		logger.info(`[IntakeReminder] User ${settings.userId}: Auto-marked ${inserted} due intake dose(s) as taken`);
+	if (inserted === 0) {
+		logger.debug(`[IntakeReminder] Auto-mark completed for userId=${settings.userId}: no due intakes`);
+	} else {
+		logger.info(`[IntakeReminder] Auto-mark completed for userId=${settings.userId}: inserted=${inserted}`);
 	}

 	return inserted;
@@ -165,15 +249,10 @@ async function sendIntakeReminderEmail(
 	repeatIntervalMinutes?: number,
 	currentCount?: number,
 	maxCount?: number
-): Promise<{ success: boolean; error?: string }> {
-	const smtpHost = process.env.SMTP_HOST;
-	const smtpUser = process.env.SMTP_USER;
-	const smtpPass = process.env.SMTP_TOKEN || process.env.SMTP_PASS; // Token takes precedence
-	const smtpPort = parseInt(process.env.SMTP_PORT ?? "587", 10);
-	const smtpSecure = process.env.SMTP_SECURE === "true";
-	const smtpFrom = process.env.SMTP_FROM ?? smtpUser;
+): Promise<{ success: boolean; error?: string; messageId?: string; smtpResponse?: string }> {
+	const smtp = getSmtpConfig();

-	if (!smtpHost || !smtpUser) {
+	if (!smtp.host || !smtp.user) {
 		return { success: false, error: "SMTP not configured" };
 	}

@@ -298,30 +377,23 @@ ${getFooterPlain(language)}`;
 		? `[Reminder] ${t(tr.intakeReminder.subject, { medications: intakes.map((i) => i.medName).join(", ") })}`
 		: t(tr.intakeReminder.subject, { medications: intakes.map((i) => i.medName).join(", ") });

-	try {
-		const transporter = nodemailer.createTransport({
-			host: smtpHost,
-			port: smtpPort,
-			secure: smtpSecure,
-			auth: {
-				user: smtpUser,
-				pass: smtpPass ?? "",
-			},
-		});
+	const mailResult = await sendEmailNotification({
+		to: email,
+		subject: `💊 ${subject}`,
+		text: plainText,
+		html,
+		from: smtp.from,
+	});

-		await transporter.sendMail({
-			from: smtpFrom,
-			to: email,
-			subject: `💊 ${subject}`,
-			text: plainText,
-			html,
-		});
-
-		return { success: true };
-	} catch (error) {
-		const errorMessage = error instanceof Error ? error.message : "Unknown error";
-		return { success: false, error: errorMessage };
+	if (!mailResult.success) {
+		return { success: false, error: mailResult.error ?? "Unknown error" };
 	}
+
+	return {
+		success: true,
+		messageId: mailResult.messageId,
+		smtpResponse: mailResult.smtpResponse,
+	};
 }

 async function checkAndSendIntakeReminders(logger: ServiceLogger): Promise<void> {
@@ -329,40 +401,55 @@ async function checkAndSendIntakeReminders(logger: ServiceLogger): Promise<void>

 	// Get all user settings to iterate over each user
 	const allUserSettings = await getAllUserSettings();
+	logger.debug(`[IntakeReminder] Scheduler cycle loaded user settings count=${allUserSettings.length}`);

 	if (allUserSettings.length === 0) {
 		logger.debug(`[IntakeReminder] No users with settings found`);
 		return; // No users with settings
 	}

-	logger.debug(`[IntakeReminder] Found ${allUserSettings.length} users to check`);
-
 	for (const userSettings of allUserSettings) {
 		await checkAndSendIntakeRemindersForUser(userSettings, logger);
 	}
+
+	logger.debug(`[IntakeReminder] Scheduler cycle finished`);
 }

-async function checkAndSendIntakeRemindersForUser(
+export async function checkAndSendIntakeRemindersForUser(
 	settings: UserSettings & { userId: number },
 	logger: ServiceLogger
 ): Promise<void> {
+	const username = await getUsernameForLog(settings.userId);
+	logger.info(
+		`[IntakeReminder] Evaluating intake reminders for user=${username} (userId=${settings.userId}, emailEnabled=${settings.emailEnabled}, pushEnabled=${settings.shoutrrrEnabled}, skipTaken=${settings.skipRemindersForTakenDoses}, repeat=${settings.repeatRemindersEnabled}, mode=${settings.stockCalculationMode})`
+	);
+
 	const language = settings.language;
 	const tr = getTranslations(language);

-	logger.debug(
-		`[IntakeReminder] Checking user ${settings.userId} - repeat:${settings.repeatRemindersEnabled} skip:${settings.skipRemindersForTakenDoses}`
-	);
-
 	const rows = await db
 		.select()
 		.from(medications)
-		.where(eq(medications.userId, settings.userId))
-		.orderBy(medications.id);
+		.where(and(eq(medications.userId, settings.userId), eq(medications.isObsolete, false)));
+
+	const activeRows = rows.filter((med) => med.isObsolete !== true).sort((left, right) => left.id - right.id);

 	const locale = getDateLocale(language);
-	const tz = getTimezone();
+	const tz = getEffectiveTimezone(settings.timezone ?? null);

-	await autoMarkDueIntakesAsTaken(settings, rows, locale, tz, logger);
+	const autoMarkedCount = await autoMarkDueIntakesAsTaken(settings, activeRows, locale, tz, logger);
+	if (autoMarkedCount > 0) {
+		logger.info(
+			`[IntakeReminder] Auto-mark summary for user=${username} (userId=${settings.userId}): autoMarkedCount=${autoMarkedCount}`
+		);
+	}
+
+	if (settings.stockCalculationMode === "automatic" && settings.skipRemindersForTakenDoses) {
+		logger.info(
+			`[IntakeReminder] Reminder sending skipped for user=${username} (userId=${settings.userId}) because stockCalculationMode=automatic and skipRemindersForTakenDoses=true`
+		);
+		return;
+	}

 	// Check if any intake reminder notifications are enabled (granular check)
 	const emailEnabled = settings.emailEnabled && settings.notificationEmail && settings.emailIntakeReminders;
@@ -370,29 +457,35 @@ async function checkAndSendIntakeRemindersForUser(

 	if (!emailEnabled && !shoutrrrEnabled) {
 		logger.debug(
-			`[IntakeReminder] User ${settings.userId}: No intake notifications enabled (email:${emailEnabled}, shoutrrr:${shoutrrrEnabled})`
+			`[IntakeReminder] Notification sending disabled for user=${username} (userId=${settings.userId}): both email and push intake reminders are off`
 		);
 		return; // No intake reminder notifications enabled for this user
 	}

-	logger.debug(
-		`[IntakeReminder] User ${settings.userId}: Notifications enabled (email:${emailEnabled}, shoutrrr:${shoutrrrEnabled})`
-	);
+	// Build medication entries that have at least one reminder-enabled intake.
+	// Intake-level reminders are the single source of truth.
+	const reminderEntries = activeRows
+		.map((med) => {
+			const intakes = parseIntakesJson(
+				med.intakesJson,
+				{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
+				false
+			);
+			const intakesWithReminders = intakes.filter((intake) => intake.intakeRemindersEnabled === true);
+			return { med, intakes, intakesWithReminders };
+		})
+		.filter((entry) => entry.intakesWithReminders.length > 0);

-	// Get all medications with intake reminders enabled for this user
-	const medsWithReminders = rows.filter((row) => row.intakeRemindersEnabled);
-
-	if (medsWithReminders.length === 0) {
-		logger.debug(`[IntakeReminder] User ${settings.userId}: No medications have reminders enabled`);
+	if (reminderEntries.length === 0) {
+		logger.debug(
+			`[IntakeReminder] No reminder-enabled intake definitions for user=${username} (userId=${settings.userId})`
+		);
 		return; // No medications have reminders enabled for this user
 	}

-	logger.debug(
-		`[IntakeReminder] User ${settings.userId}: Found ${medsWithReminders.length} medications with reminders`
-	);
-
-	const state = loadIntakeReminderState();
+	const state = loadIntakeReminderState(logger);
 	const allUpcoming: (UpcomingIntake & { medicationId: number; blisterIndex: number })[] = [];
+	let scheduledIntakesTodayCount = 0;
 	// Get start and end of today in user's timezone (for filtering today's doses only)
 	const now = new Date();
 	const todayStart = new Date(now.toLocaleString("en-US", { timeZone: tz }));
@@ -401,44 +494,31 @@ async function checkAndSendIntakeRemindersForUser(
 	const todayEnd = new Date(now.toLocaleString("en-US", { timeZone: tz }));
 	todayEnd.setHours(23, 59, 59, 999);

-	logger.debug(
-		`[IntakeReminder] User ${settings.userId}: Today range: ${todayStart.toISOString()} to ${todayEnd.toISOString()}`
-	);
-
 	// Find intakes: upcoming ones in reminder window + past ones for repeat reminders
-	for (const med of medsWithReminders) {
-		// Parse intakes using new format (with per-intake takenBy), falling back to legacy
-		const intakes = parseIntakesJson(
-			med.intakesJson,
-			{ usageJson: med.usageJson, everyJson: med.everyJson, startJson: med.startJson },
-			med.intakeRemindersEnabled ?? false
-		);
+	for (const { med, intakes, intakesWithReminders } of reminderEntries) {
 		// Medication-level takenBy (for fallback/display purposes)
 		const medicationTakenBy = parseTakenByJson(med.takenByJson);
-
-		logger.debug(
-			`[IntakeReminder] User ${settings.userId}: Processing medication "${med.name}" with ${intakes.length} intakes`
-		);
-
-		// Filter intakes that have reminders enabled (per-intake setting or medication-level)
-		const intakesWithReminders = intakes.filter((intake, idx) => {
-			const hasReminder = intake.intakeRemindersEnabled || med.intakeRemindersEnabled;
-			if (!hasReminder) {
-				logger.debug(`[IntakeReminder] User ${settings.userId}: Intake ${idx} has reminders disabled, skipping`);
-			}
-			return hasReminder;
-		});
+		const medDisplayName = getMedicationDisplayName({ id: med.id, name: med.name, genericName: med.genericName });

 		// Process each intake separately to track blisterIndex
 		intakesWithReminders.forEach((intake, _blisterIndex) => {
 			const actualIndex = intakes.indexOf(intake); // Get the actual index in original array
-			logger.debug(
-				`[IntakeReminder] User ${settings.userId}: Intake ${actualIndex} - start: ${intake.start}, every: ${intake.every} days, usage: ${intake.usage}, takenBy: ${intake.takenBy || "(none)"}`
+
+			const todaysIntakesForThisDefinition = getTodaysIntakes(
+				medDisplayName,
+				[intake],
+				medicationTakenBy,
+				med.pillWeightMg,
+				locale,
+				tz,
+				med.id,
+				med.doseUnit ?? "mg"
 			);
+			scheduledIntakesTodayCount += todaysIntakesForThisDefinition.length;

 			// Always get upcoming intakes (15 min before) for first reminders
 			const upcomingIntakes = getUpcomingIntakes(
-				med.name,
+				medDisplayName,
 				[intake],
 				REMINDER_MINUTES_BEFORE,
 				medicationTakenBy,
@@ -449,9 +529,6 @@ async function checkAndSendIntakeRemindersForUser(
 				med.id,
 				med.doseUnit ?? "mg"
 			);
-			logger.debug(
-				`[IntakeReminder] User ${settings.userId}: Intake ${actualIndex} found ${upcomingIntakes.length} upcoming intakes (reminder window)`
-			);

 			// Add upcoming intakes for first reminders
 			allUpcoming.push(
@@ -464,25 +541,9 @@ async function checkAndSendIntakeRemindersForUser(

 			// If repeat reminders enabled, also check for missed intakes (past the intake time)
 			if (settings.repeatRemindersEnabled) {
-				const allTodaysIntakes = getTodaysIntakes(
-					med.name,
-					[intake],
-					medicationTakenBy,
-					med.pillWeightMg,
-					locale,
-					tz,
-					med.id,
-					med.doseUnit ?? "mg"
-				);
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Intake ${actualIndex} - all today's intakes: ${allTodaysIntakes.length}, times: ${allTodaysIntakes.map((i) => i.intakeTime.toISOString()).join(", ")}`
-				);
-				const missedIntakes = allTodaysIntakes.filter(
+				const missedIntakes = todaysIntakesForThisDefinition.filter(
 					(todayIntake) => todayIntake.intakeTime.getTime() < now.getTime()
 				);
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Intake ${actualIndex} found ${missedIntakes.length} missed intakes (past intake time)`
-				);

 				// Add missed intakes for repeat reminders (only if not already in upcoming list)
 				const upcomingTimes = new Set(upcomingIntakes.map((i) => i.intakeTime.getTime()));
@@ -499,13 +560,17 @@ async function checkAndSendIntakeRemindersForUser(
 		});
 	}

-	logger.debug(`[IntakeReminder] User ${settings.userId}: Total ${allUpcoming.length} intakes for today`);
-
 	if (allUpcoming.length === 0) {
-		logger.debug(`[IntakeReminder] User ${settings.userId}: No intakes for today`);
+		logger.debug(
+			`[IntakeReminder] No upcoming intakes in reminder window for user=${username} (userId=${settings.userId}, scheduledToday=${scheduledIntakesTodayCount})`
+		);
 		return; // No upcoming intakes for today
 	}

+	logger.info(
+		`[IntakeReminder] Candidate intakes for user=${username} (userId=${settings.userId}): scheduledToday=${scheduledIntakesTodayCount}, candidates=${allUpcoming.length}`
+	);
+
 	// Determine which doses need reminders (new or repeated)
 	const nowMs = Date.now();
 	const maxReminders = settings.maxNaggingReminders ?? 5;
@@ -533,9 +598,6 @@ async function checkAndSendIntakeRemindersForUser(
 					// Recently missed — scheduler likely recovered from sleep/restart.
 					// Send a catch-up reminder (counts as first nagging reminder).
 					remindersToSend.push({ ...intake, currentSendCount: 1, maxReminders, isAdvanceReminder: false });
-					logger.info(
-						`[IntakeReminder] User ${settings.userId}: Catch-up reminder for recently missed "${intake.medName}" at ${intake.intakeTimeStr} (${Math.round(minutesSinceIntake)} min ago)`
-					);
 				} else {
 					// Long ago — seed state without notification (user likely already noticed)
 					state.reminders[key] = {
@@ -544,16 +606,10 @@ async function checkAndSendIntakeRemindersForUser(
 						sendCount: 0,
 						advanceSent: false,
 					};
-					logger.debug(
-						`[IntakeReminder] User ${settings.userId}: Seeding state for old past "${intake.medName}" at ${intake.intakeTimeStr} (no notification — ${Math.round(minutesSinceIntake)} min ago)`
-					);
 				}
 			} else {
 				// Upcoming - this is advance reminder (no counter)
 				remindersToSend.push({ ...intake, currentSendCount: 0, maxReminders, isAdvanceReminder: true });
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Advance reminder for "${intake.medName}" at ${intake.intakeTimeStr}`
-				);
 			}
 		} else if (settings.repeatRemindersEnabled && isIntakePast) {
 			// Intake time passed - check if we need to send nagging reminder
@@ -565,27 +621,41 @@ async function checkAndSendIntakeRemindersForUser(
 			const currentNaggingCount = existingEntry.sendCount;

 			if (currentNaggingCount >= maxReminders) {
-				// Max nagging reminders reached - stop
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Max nagging (${maxReminders}) reached for "${intake.medName}" at ${intake.intakeTimeStr}`
-				);
 			} else if (timeSinceLastReminder >= intervalMs) {
 				const nextSendCount = currentNaggingCount + 1;
 				remindersToSend.push({ ...intake, currentSendCount: nextSendCount, maxReminders, isAdvanceReminder: false });
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Nagging reminder for "${intake.medName}" at ${intake.intakeTimeStr} (${nextSendCount}/${maxReminders})`
-				);
 			}
 		}
 		// Else: Already sent and either repeats disabled or intake not yet past - skip
 	}

 	if (remindersToSend.length === 0) {
+		logger.debug(
+			`[IntakeReminder] No reminders to send for user=${username} (userId=${settings.userId}) after state/repeat evaluation`
+		);
 		return; // All reminders already sent and no repeats needed
 	}

+	logger.info(
+		`[IntakeReminder] Reminders selected for user=${username} (userId=${settings.userId}): count=${remindersToSend.length} :: ${remindersToSend
+			.map((intake) =>
+				formatIntakeLog({
+					medName: intake.medName,
+					medicationId: intake.medicationId,
+					blisterIndex: intake.blisterIndex,
+					intakeTime: intake.intakeTime,
+					intakeTimeStr: intake.intakeTimeStr,
+					usage: intake.usage,
+					doseUnit: intake.doseUnit,
+					takenBy: intake.takenBy,
+				})
+			)
+			.join(" | ")}`
+	);
+
 	// If skipRemindersForTakenDoses is enabled, filter out doses that were already taken today
 	if (settings.skipRemindersForTakenDoses) {
+		const beforeFilterCount = remindersToSend.length;
 		// Query doses marked as taken today (takenAt is timestamp, stored as seconds since epoch)
 		const takenToday = await db
 			.select()
@@ -611,33 +681,30 @@ async function checkAndSendIntakeRemindersForUser(
 				// For person-specific intake, check if that person has taken it
 				const doseId = `${intake.medicationId}-${intake.blisterIndex}-${dateOnlyMs}-${intake.takenBy}`;
 				const isTaken = takenDoseIds.has(doseId);
-				if (isTaken) {
-					logger.debug(
-						`[IntakeReminder] User ${settings.userId}: Skipping "${intake.medName}" - dose ${doseId} already taken`
-					);
-				}
 				return !isTaken;
 			} else {
 				// For non-person-specific intakes
 				const doseId = `${intake.medicationId}-${intake.blisterIndex}-${dateOnlyMs}`;
 				const isTaken = takenDoseIds.has(doseId);
-				if (isTaken) {
-					logger.debug(
-						`[IntakeReminder] User ${settings.userId}: Skipping "${intake.medName}" - dose ${doseId} already taken`
-					);
-				}
 				return !isTaken;
 			}
 		});

+		const filteredOutCount = beforeFilterCount - remindersToSend.length;
+		if (filteredOutCount > 0) {
+			logger.info(
+				`[IntakeReminder] Removed reminders for already taken doses for user=${username} (userId=${settings.userId}): removed=${filteredOutCount}, remaining=${remindersToSend.length}`
+			);
+		}
+
 		if (remindersToSend.length === 0) {
-			logger.debug(`[IntakeReminder] User ${settings.userId}: All doses taken, skipping reminders`);
+			logger.info(
+				`[IntakeReminder] All candidate reminders already taken for user=${username} (userId=${settings.userId}); nothing to send`
+			);
 			return;
 		}
 	}

-	logger.info(`[IntakeReminder] User ${settings.userId}: Sending reminder for ${remindersToSend.length} intakes...`);
-
 	// Determine if this is a repeat reminder:
 	// - Any intake already has a state entry AND is past (repeat after first reminder)
 	// - OR intake is past even without state entry (missed the 15-min window)
@@ -667,10 +734,14 @@ async function checkAndSendIntakeRemindersForUser(
 			hasNaggingReminder ? maxReminderCount : undefined
 		);
 		emailSuccess = result.success;
-		if (result.success) {
-			logger.info(`[IntakeReminder] User ${settings.userId}: Email sent successfully`);
+		if (!result.success) {
+			logger.error(
+				`[IntakeReminder] Email delivery failed for user=${username} (userId=${settings.userId}): ${result.error}`
+			);
 		} else {
-			logger.error(`[IntakeReminder] User ${settings.userId}: Failed to send email: ${result.error}`);
+			logger.info(
+				`[IntakeReminder] Email delivered for user=${username} (userId=${settings.userId}, recipient=${settings.notificationEmail}, reminders=${remindersToSend.length}, messageId=${result.messageId ?? "n/a"})`
+			);
 		}
 	}

@@ -731,12 +802,16 @@ async function checkAndSendIntakeRemindersForUser(
 			repeatNote +
 			`\n\n---\n${getFooterPlain(language)}`;

-		const result = await sendShoutrrrNotification(settings.shoutrrrUrl!, title, message);
+		const result = await sendPushNotification(settings.shoutrrrUrl!, title, message);
 		shoutrrrSuccess = result.success;
-		if (result.success) {
-			logger.info(`[IntakeReminder] User ${settings.userId}: Push notification sent successfully`);
+		if (!result.success) {
+			logger.error(
+				`[IntakeReminder] Push delivery failed for user=${username} (userId=${settings.userId}): ${result.error}`
+			);
 		} else {
-			logger.error(`[IntakeReminder] User ${settings.userId}: Failed to send push: ${result.error}`);
+			logger.info(
+				`[IntakeReminder] Push delivered for user=${username} (userId=${settings.userId}, reminders=${remindersToSend.length})`
+			);
 		}
 	}

@@ -803,6 +878,13 @@ async function checkAndSendIntakeRemindersForUser(
 		const medName = firstReminder?.medName;
 		const takenBy = firstReminder?.takenBy || undefined;
 		await updateUserReminderSentTime(settings.userId, "intake", channel, medName, takenBy);
+		logger.info(
+			`[IntakeReminder] Reminder state persisted for user=${username} (userId=${settings.userId}, channel=${channel}, reminders=${remindersToSend.length}, firstMed=${medName ?? "n/a"}, firstTakenBy=${takenBy ?? "none"})`
+		);
+	} else {
+		logger.info(
+			`[IntakeReminder] No reminder channel succeeded for user=${username} (userId=${settings.userId}, remindersAttempted=${remindersToSend.length})`
+		);
 	}
 }

@@ -0,0 +1,13 @@
+export {
+	MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT,
+	MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT,
+	type MedicationEnrichmentCombinedSource,
+	type MedicationEnrichmentEnrichRequest,
+	type MedicationEnrichmentEnrichResponse,
+	type MedicationEnrichmentPackageOption,
+	type MedicationEnrichmentSearchResponse,
+	type MedicationEnrichmentSearchResult,
+	type MedicationEnrichmentSearchSource,
+	MedicationEnrichmentServiceError,
+	type MedicationEnrichmentStrengthOption,
+} from "../medication-enrichment.js";
@@ -0,0 +1,20 @@
+export {
+	MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT,
+	MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT,
+	type MedicationEnrichmentCombinedSource,
+	type MedicationEnrichmentEnrichRequest,
+	type MedicationEnrichmentEnrichResponse,
+	type MedicationEnrichmentPackageOption,
+	type MedicationEnrichmentSearchResponse,
+	type MedicationEnrichmentSearchResult,
+	type MedicationEnrichmentSearchSource,
+	MedicationEnrichmentServiceError,
+	type MedicationEnrichmentStrengthOption,
+} from "./adapters.js";
+
+export {
+	enrichMedicationSelection,
+	searchMedicationEnrichment,
+	startMedicationEnrichmentCatalogRefresh,
+	startMedicationEnrichmentService,
+} from "./search.js";
@@ -0,0 +1,6 @@
+export {
+	enrichMedicationSelection,
+	searchMedicationEnrichment,
+	startMedicationEnrichmentCatalogRefresh,
+	startMedicationEnrichmentService,
+} from "../medication-enrichment.js";
@@ -0,0 +1,76 @@
+import { forEachScheduledOccurrenceInRange, type Intake, parseIntakesJson } from "../utils/scheduler-utils.js";
+
+function isIntakeUnit(value: unknown): value is "ml" | "tsp" | "tbsp" {
+	return value === "ml" || value === "tsp" || value === "tbsp";
+}
+
+export function parseRawIntakeUnits(intakesJson: string | null | undefined): Array<"ml" | "tsp" | "tbsp" | null> {
+	if (!intakesJson) return [];
+	try {
+		const parsed = JSON.parse(intakesJson);
+		if (!Array.isArray(parsed)) return [];
+		return parsed.map((item: unknown) => {
+			if (!item || typeof item !== "object") return null;
+			const unit = (item as Record<string, unknown>).intakeUnit;
+			return isIntakeUnit(unit) ? unit : null;
+		});
+	} catch {
+		return [];
+	}
+}
+
+export function parseIntakesWithUnits(
+	intakesJson: string | null | undefined,
+	legacyRow: { usageJson: string; everyJson: string; startJson: string },
+	medicationIntakeRemindersEnabled?: boolean
+): Intake[] {
+	const intakes = parseIntakesJson(intakesJson, legacyRow, medicationIntakeRemindersEnabled);
+	const rawUnits = parseRawIntakeUnits(intakesJson);
+	if (rawUnits.length === 0) return intakes;
+
+	return intakes.map((intake, idx) => ({
+		...intake,
+		intakeUnit: rawUnits[idx] ?? intake.intakeUnit ?? null,
+	}));
+}
+
+export function normalizeDateTime(value: unknown): string | null {
+	if (value == null) {
+		return null;
+	}
+
+	if (value instanceof Date) {
+		return Number.isNaN(value.getTime()) ? null : value.toISOString();
+	}
+
+	if (typeof value === "number") {
+		const timestampMs = value < 1_000_000_000_000 ? value * 1000 : value;
+		const date = new Date(timestampMs);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	if (typeof value === "string") {
+		const date = new Date(value);
+		return Number.isNaN(date.getTime()) ? null : date.toISOString();
+	}
+
+	return null;
+}
+
+export function calculateUsageInRange(
+	blisters: Array<Pick<Intake, "usage" | "every" | "start" | "scheduleMode" | "weekdays">>,
+	start: Date,
+	end: Date
+): number {
+	if (end.getTime() <= start.getTime()) {
+		return 0;
+	}
+
+	let total = 0;
+	blisters.forEach((blister) => {
+		forEachScheduledOccurrenceInRange(blister, start.getTime(), end.getTime() - 1, () => {
+			total += blister.usage;
+		});
+	});
+	return Number(total.toFixed(2));
+}
@@ -0,0 +1,109 @@
+import { getFooterPlain, getTranslations, type Language, t } from "../../i18n/translations.js";
+
+export type StockReminderItem = {
+	name: string;
+	medsLeft: number;
+	daysLeft: number | null;
+	depletionDate: string | null;
+	isCritical?: boolean;
+};
+
+export type PrescriptionReminderItem = {
+	name: string;
+	remainingRefills: number;
+};
+
+function splitStockItems(items: StockReminderItem[]): {
+	emptyItems: StockReminderItem[];
+	criticalItems: StockReminderItem[];
+	lowItems: StockReminderItem[];
+} {
+	const emptyItems = items.filter((item) => item.medsLeft <= 0);
+	const criticalItems = items.filter((item) => item.medsLeft > 0 && item.isCritical !== false);
+	const lowItems = items.filter((item) => item.medsLeft > 0 && item.isCritical === false);
+	return { emptyItems, criticalItems, lowItems };
+}
+
+export function buildStockReminderPushNotification(
+	items: StockReminderItem[],
+	language: Language
+): { title: string; message: string } {
+	const tr = getTranslations(language);
+	const { emptyItems, criticalItems, lowItems } = splitStockItems(items);
+
+	const titleParts: string[] = [];
+	if (emptyItems.length > 0) titleParts.push(`🚨 ${emptyItems.length} ${tr.push.empty}`);
+	if (criticalItems.length > 0) titleParts.push(`🚨 ${criticalItems.length} ${tr.push.critical}`);
+	if (lowItems.length > 0) titleParts.push(`⚠️ ${lowItems.length} ${tr.push.lowStock}`);
+	const title = `MedAssist-ng: ${titleParts.join(", ")} - ${tr.push.reorderNow}`;
+
+	const messageParts: string[] = [];
+	if (emptyItems.length > 0) {
+		messageParts.push(`🚨 ${tr.push.emptySection}:`);
+		emptyItems.forEach((item) => messageParts.push(`  • ${item.name}`));
+	}
+	if (criticalItems.length > 0) {
+		if (messageParts.length > 0) messageParts.push("");
+		messageParts.push(`🚨 ${tr.push.criticalSection}:`);
+		criticalItems.forEach((item) =>
+			messageParts.push(
+				`  • ${item.name}: ${t(tr.push.pillsLeft, { count: item.medsLeft })}, ${t(tr.push.daysLeft, { count: item.daysLeft ?? 0 })}`
+			)
+		);
+	}
+	if (lowItems.length > 0) {
+		if (messageParts.length > 0) messageParts.push("");
+		messageParts.push(`⚠️ ${tr.push.lowStockSection}:`);
+		lowItems.forEach((item) =>
+			messageParts.push(
+				`  • ${item.name}: ${t(tr.push.pillsLeft, { count: item.medsLeft })}, ${t(tr.push.daysLeft, { count: item.daysLeft ?? 0 })}`
+			)
+		);
+	}
+
+	return {
+		title,
+		message: `${messageParts.join("\n")}\n\n---\n${getFooterPlain(language)}`,
+	};
+}
+
+export function buildPrescriptionReminderPushNotification(
+	items: PrescriptionReminderItem[],
+	language: Language
+): { title: string; message: string } {
+	const tr = getTranslations(language);
+	const emptyItems = items.filter((item) => item.remainingRefills <= 0);
+	const lowItems = items.filter((item) => item.remainingRefills > 0);
+
+	const titleParts: string[] = [];
+	if (emptyItems.length > 0) {
+		titleParts.push(
+			`🚨 ${emptyItems.length} ${emptyItems.length === 1 ? tr.prescriptionReminder.pushEmptySingle : tr.prescriptionReminder.pushEmpty}`
+		);
+	}
+	if (lowItems.length > 0) {
+		titleParts.push(
+			`🚨 ${lowItems.length} ${lowItems.length === 1 ? tr.prescriptionReminder.pushLowSingle : tr.prescriptionReminder.pushLow}`
+		);
+	}
+
+	const messageParts: string[] = [];
+	if (emptyItems.length > 0) {
+		messageParts.push(`🚨 ${tr.prescriptionReminder.pushEmptySection}:`);
+		emptyItems.forEach((item) => messageParts.push(`  • ${item.name}`));
+	}
+	if (lowItems.length > 0) {
+		if (messageParts.length > 0) messageParts.push("");
+		messageParts.push(`🚨 ${tr.prescriptionReminder.pushLowSection}:`);
+		lowItems.forEach((item) =>
+			messageParts.push(
+				`  • ${item.name}: ${t(tr.prescriptionReminder.pushRefillsLeft, { count: item.remainingRefills })}`
+			)
+		);
+	}
+
+	return {
+		title: `MedAssist-ng: ${titleParts.join(", ")} - ${tr.prescriptionReminder.pushRenewNow}`,
+		message: `${messageParts.join("\n")}\n\n---\n${getFooterPlain(language)}`,
+	};
+}
@@ -0,0 +1,137 @@
+import nodemailer from "nodemailer";
+import { sendShoutrrrNotification } from "../../routes/settings.js";
+
+type MailDeliveryInfo = {
+	accepted?: unknown;
+	rejected?: unknown;
+	response?: unknown;
+};
+
+function normalizeRecipients(value: unknown): string[] {
+	if (!Array.isArray(value)) return [];
+	return value
+		.map((entry) => (typeof entry === "string" ? entry : String(entry ?? "")))
+		.map((entry) => entry.trim())
+		.filter(Boolean);
+}
+
+function getDeliveryError(info: MailDeliveryInfo): string | null {
+	const accepted = normalizeRecipients(info.accepted);
+	const rejected = normalizeRecipients(info.rejected);
+
+	if (accepted.length > 0) return null;
+	if (rejected.length > 0) {
+		return `SMTP rejected all recipients: ${rejected.join(", ")}`;
+	}
+
+	if (typeof info.response === "string" && info.response.trim()) {
+		return `SMTP did not confirm accepted recipients. Response: ${info.response}`;
+	}
+
+	return "SMTP did not confirm accepted recipients.";
+}
+
+export type EmailDeliveryRequest = {
+	to: string;
+	subject: string;
+	text: string;
+	html: string;
+	from?: string;
+};
+
+export type EmailDeliveryResult = {
+	success: boolean;
+	error?: string;
+	messageId?: string;
+	smtpResponse?: string;
+};
+
+export function getSmtpConfig(): {
+	host?: string;
+	user?: string;
+	pass?: string;
+	port: number;
+	secure: boolean;
+	from?: string;
+} {
+	const host = process.env.SMTP_HOST;
+	const user = process.env.SMTP_USER;
+	const pass = process.env.SMTP_TOKEN || process.env.SMTP_PASS;
+	const port = parseInt(process.env.SMTP_PORT ?? "587", 10);
+	const secure = process.env.SMTP_SECURE === "true";
+	const from = process.env.SMTP_FROM ?? user;
+
+	return { host, user, pass, port, secure, from };
+}
+
+export function createSmtpTransport(smtp = getSmtpConfig()) {
+	if (!smtp.host || !smtp.user) {
+		return null;
+	}
+
+	// The SMTP endpoint is configured by the server operator via environment variables,
+	// not derived from request-controlled input.
+	// lgtm [js/request-forgery]
+	return nodemailer.createTransport({
+		host: smtp.host,
+		port: smtp.port,
+		secure: smtp.secure,
+		auth: {
+			user: smtp.user,
+			pass: smtp.pass ?? "",
+		},
+	});
+}
+
+export async function sendEmailNotification(input: EmailDeliveryRequest): Promise<EmailDeliveryResult> {
+	const smtp = getSmtpConfig();
+	if (!smtp.host || !smtp.user) {
+		return { success: false, error: "SMTP not configured" };
+	}
+
+	try {
+		const transporter = createSmtpTransport(smtp);
+		if (!transporter) {
+			return { success: false, error: "SMTP not configured" };
+		}
+
+		const mailResult = await transporter.sendMail({
+			from: input.from ?? smtp.from,
+			to: input.to,
+			subject: input.subject,
+			text: input.text,
+			html: input.html,
+		});
+
+		const deliveryError = getDeliveryError(mailResult);
+		if (deliveryError) {
+			return { success: false, error: deliveryError };
+		}
+
+		return {
+			success: true,
+			messageId: mailResult.messageId,
+			smtpResponse: typeof mailResult.response === "string" ? mailResult.response : undefined,
+		};
+	} catch (error) {
+		const errorMessage = error instanceof Error ? error.message : "Unknown error";
+		return { success: false, error: errorMessage };
+	}
+}
+
+export async function sendPushNotification(
+	url: string,
+	title: string,
+	message: string
+): Promise<{ success: boolean; error?: string }> {
+	try {
+		const result = await sendShoutrrrNotification(url, title, message);
+		if (!result.success) {
+			return { success: false, error: result.error };
+		}
+		return { success: true };
+	} catch (error) {
+		const errorMessage = error instanceof Error ? error.message : "Unknown error";
+		return { success: false, error: errorMessage };
+	}
+}
@@ -0,0 +1,20 @@
+export {
+	buildPrescriptionReminderPushNotification,
+	buildStockReminderPushNotification,
+	type PrescriptionReminderItem,
+	type StockReminderItem,
+} from "./builders.js";
+export {
+	type EmailDeliveryRequest,
+	type EmailDeliveryResult,
+	getSmtpConfig,
+	sendEmailNotification,
+	sendPushNotification,
+} from "./delivery.js";
+export {
+	getReminderState,
+	loadReminderState,
+	saveReminderState,
+	updateReminderSentTime,
+	updateUserReminderSentTime,
+} from "./state.js";
@@ -0,0 +1,93 @@
+import { existsSync, readFileSync, writeFileSync } from "node:fs";
+import { resolve } from "node:path";
+import { eq } from "drizzle-orm";
+import { db } from "../../db/client.js";
+import { getDataDir } from "../../db/db-utils.js";
+import { userSettings } from "../../db/schema.js";
+import {
+	createDefaultReminderState,
+	getTodayInTimezone,
+	parseReminderState,
+	type ReminderState,
+} from "../../utils/scheduler-utils.js";
+
+const reminderStateFile = resolve(getDataDir(), "reminder-state.json");
+
+export function loadReminderState(): ReminderState {
+	try {
+		if (existsSync(reminderStateFile)) {
+			return parseReminderState(readFileSync(reminderStateFile, "utf-8"));
+		}
+	} catch {
+		// ignore
+	}
+	return createDefaultReminderState();
+}
+
+export function saveReminderState(state: ReminderState): void {
+	writeFileSync(reminderStateFile, JSON.stringify(state, null, 2));
+}
+
+export function getReminderState(): ReminderState {
+	return loadReminderState();
+}
+
+export function updateReminderSentTime(
+	type: "stock" | "intake" | "prescription" = "stock",
+	channel: "email" | "push" | "both" = "email"
+): void {
+	const state = loadReminderState();
+	const today = getTodayInTimezone();
+	saveReminderState({
+		...state,
+		lastAutoEmailSent: new Date().toISOString(),
+		lastAutoEmailDate: today,
+		lastNotificationType: type,
+		lastNotificationChannel: channel,
+	});
+}
+
+// Stock and intake reminders are tracked separately so neither overwrites the other.
+export async function updateUserReminderSentTime(
+	userId: number,
+	type: "stock" | "intake" | "prescription" = "stock",
+	channel: "email" | "push" | "both" = "email",
+	medName?: string,
+	takenBy?: string
+): Promise<void> {
+	const now = new Date().toISOString();
+	if (type === "stock") {
+		await db
+			.update(userSettings)
+			.set({
+				lastStockReminderSent: now,
+				lastStockReminderChannel: channel,
+				lastStockReminderMedNames: medName ?? null,
+			})
+			.where(eq(userSettings.userId, userId));
+		return;
+	}
+
+	if (type === "prescription") {
+		await db
+			.update(userSettings)
+			.set({
+				lastPrescriptionReminderSent: now,
+				lastPrescriptionReminderChannel: channel,
+				lastPrescriptionReminderMedNames: medName ?? null,
+			})
+			.where(eq(userSettings.userId, userId));
+		return;
+	}
+
+	await db
+		.update(userSettings)
+		.set({
+			lastAutoEmailSent: now,
+			lastNotificationType: type,
+			lastNotificationChannel: channel,
+			lastReminderMedName: medName ?? null,
+			lastReminderTakenBy: takenBy ?? null,
+		})
+		.where(eq(userSettings.userId, userId));
+}
@@ -0,0 +1,57 @@
+import { getPlannerUnitKind, isAmountBasedPackageType } from "../utils/package-profiles.js";
+
+// Escape HTML to prevent XSS in email templates.
+export function escapeHtml(text: string): string {
+	const htmlEscapes: Record<string, string> = {
+		"&": "&amp;",
+		"<": "&lt;",
+		">": "&gt;",
+		'"': "&quot;",
+		"'": "&#39;",
+	};
+	return text.replace(/[&<>"']/g, (char) => htmlEscapes[char] || char);
+}
+
+type MailDeliveryInfo = {
+	accepted?: unknown;
+	rejected?: unknown;
+	response?: unknown;
+};
+
+function normalizeRecipients(value: unknown): string[] {
+	if (!Array.isArray(value)) return [];
+	return value
+		.map((entry) => (typeof entry === "string" ? entry : String(entry ?? "")))
+		.map((entry) => entry.trim())
+		.filter(Boolean);
+}
+
+export function getDeliveryError(info: MailDeliveryInfo): string | null {
+	const accepted = normalizeRecipients(info.accepted);
+	const rejected = normalizeRecipients(info.rejected);
+
+	if (accepted.length > 0) return null;
+	if (rejected.length > 0) {
+		return `SMTP rejected all recipients: ${rejected.join(", ")}`;
+	}
+
+	if (typeof info.response === "string" && info.response.trim()) {
+		return `SMTP did not confirm accepted recipients. Response: ${info.response}`;
+	}
+
+	return "SMTP did not confirm accepted recipients.";
+}
+
+export function isContainerPackage(packageType?: string): boolean {
+	return isAmountBasedPackageType(packageType);
+}
+
+export function getPlannerUnit(
+	packageType: string | undefined,
+	tr: { common: { units: string; ml: string; pills: string } }
+): string {
+	const unitKind = getPlannerUnitKind(packageType);
+	if (unitKind === "units") return tr.common.units;
+	if (unitKind === "ml") return tr.common.ml;
+	return tr.common.pills;
+}
@@ -1,30 +1,45 @@
-import { closeSync, existsSync, mkdirSync, openSync, readFileSync, statSync, unlinkSync, writeFileSync } from "node:fs";
+import { closeSync, existsSync, mkdirSync, openSync, statSync, unlinkSync } from "node:fs";
 import { resolve } from "node:path";
 import { and, eq } from "drizzle-orm";
-import nodemailer from "nodemailer";
 import { db } from "../db/client.js";
-import { getDataDir } from "../db/db-utils.js";
-import { doseTracking, medications, userSettings } from "../db/schema.js";
+import { getDataDir } from "../db/path-utils.js";
+import { doseTracking, medications } from "../db/schema.js";
 import { getFooterHtml, getFooterPlain, getTranslations, type Language, t } from "../i18n/translations.js";
-import { getAllUserSettings, sendShoutrrrNotification, type UserSettings } from "../routes/settings.js";
+import { getAllUserSettings, type UserSettings } from "../routes/settings.js";
 import type { ServiceLogger } from "../utils/logger.js";
+import {
+	isAmountBasedPackageType,
+	isLiquidContainerPackageType,
+	isTubePackageType,
+	normalizePackageType,
+} from "../utils/package-profiles.js";
 // Import shared utilities
 import {
 	type Blister,
 	calculateDepletionInfo,
-	createDefaultReminderState,
+	countScheduledOccurrencesInRange,
 	formatInTimezone,
 	getCurrentHourInTimezone,
+	getDateOnlyTimestamp,
+	getEffectiveTimezone,
 	getMsUntilNextCheck,
+	getNextScheduledOccurrenceTime,
 	getNextScheduledTime,
 	getTimezone,
 	getTodayInTimezone,
+	normalizeIntakeUsageForStock,
 	parseIntakesJson,
 	parseLocalDateTime,
-	parseReminderState,
 	parseTakenByJson,
-	type ReminderState,
 } from "../utils/scheduler-utils.js";
+import {
+	buildPrescriptionReminderPushNotification,
+	buildStockReminderPushNotification,
+} from "./notifications/builders.js";
+import { getSmtpConfig, sendEmailNotification, sendPushNotification } from "./notifications/delivery.js";
+import { loadReminderState, saveReminderState, updateUserReminderSentTime } from "./notifications/state.js";
+
+export { getReminderState, updateReminderSentTime, updateUserReminderSentTime } from "./notifications/state.js";

 function escapeHtml(text: string): string {
 	const htmlEscapes: Record<string, string> = {
@@ -39,7 +54,6 @@ function escapeHtml(text: string): string {

 const REMINDER_HOUR = parseInt(process.env.REMINDER_HOUR ?? "6", 10); // Default 6:00 AM local time

-const reminderStateFile = resolve(getDataDir(), "reminder-state.json");
 const reminderLocksDir = resolve(getDataDir(), "scheduler-locks");
 const LOCK_STALE_MS = 15 * 60 * 1000;

@@ -91,86 +105,6 @@ function releaseReminderSendLock(lockFilePath: string | null): void {
 	}
 }

-function loadReminderState(): ReminderState {
-	try {
-		if (existsSync(reminderStateFile)) {
-			return parseReminderState(readFileSync(reminderStateFile, "utf-8"));
-		}
-	} catch {
-		// ignore
-	}
-	return createDefaultReminderState();
-}
-
-function saveReminderState(state: ReminderState): void {
-	writeFileSync(reminderStateFile, JSON.stringify(state, null, 2));
-}
-
-export function getReminderState(): ReminderState {
-	return loadReminderState();
-}
-
-export function updateReminderSentTime(
-	type: "stock" | "intake" | "prescription" = "stock",
-	channel: "email" | "push" | "both" = "email"
-): void {
-	const state = loadReminderState();
-	const today = getTodayInTimezone();
-	saveReminderState({
-		...state,
-		lastAutoEmailSent: new Date().toISOString(),
-		lastAutoEmailDate: today,
-		lastNotificationType: type,
-		lastNotificationChannel: channel,
-	});
-}
-
-// Update user settings in database when reminder is sent
-// Stock and intake reminders are tracked separately so neither overwrites the other
-export async function updateUserReminderSentTime(
-	userId: number,
-	type: "stock" | "intake" | "prescription" = "stock",
-	channel: "email" | "push" | "both" = "email",
-	medName?: string,
-	takenBy?: string
-): Promise<void> {
-	const now = new Date().toISOString();
-	if (type === "stock") {
-		// Write to dedicated stock reminder columns only — do NOT touch the shared
-		// lastNotificationType column, as that would block intake reminder display
-		await db
-			.update(userSettings)
-			.set({
-				lastStockReminderSent: now,
-				lastStockReminderChannel: channel,
-				lastStockReminderMedNames: medName ?? null,
-			})
-			.where(eq(userSettings.userId, userId));
-	} else if (type === "prescription") {
-		// Write to dedicated prescription reminder columns only
-		await db
-			.update(userSettings)
-			.set({
-				lastPrescriptionReminderSent: now,
-				lastPrescriptionReminderChannel: channel,
-				lastPrescriptionReminderMedNames: medName ?? null,
-			})
-			.where(eq(userSettings.userId, userId));
-	} else {
-		// Write to intake reminder columns
-		await db
-			.update(userSettings)
-			.set({
-				lastAutoEmailSent: now,
-				lastNotificationType: type,
-				lastNotificationChannel: channel,
-				lastReminderMedName: medName ?? null,
-				lastReminderTakenBy: takenBy ?? null,
-			})
-			.where(eq(userSettings.userId, userId));
-	}
-}
-
 type LowStockItem = {
 	name: string;
 	medsLeft: number;
@@ -179,6 +113,12 @@ type LowStockItem = {
 	isCritical: boolean;
 };

+function getLiquidReminderThresholds(baselineDays: number): { lowDays: number; criticalDays: number } {
+	const lowDays = Math.max(1, Math.floor(baselineDays));
+	const criticalDays = Math.max(1, Math.ceil(lowDays / 2));
+	return { lowDays, criticalDays };
+}
+
 type PrescriptionReminderItem = {
 	name: string;
 	remainingRefills: number;
@@ -186,6 +126,16 @@ type PrescriptionReminderItem = {
 	expiryDate: string | null;
 };

+function getMedicationDisplayName(row: { id: number; name: string | null; genericName: string | null }): string {
+	const commercialName = row.name?.trim() ?? "";
+	if (commercialName) return commercialName;
+
+	const genericName = row.genericName?.trim() ?? "";
+	if (genericName) return genericName;
+
+	return `Medication #${row.id}`;
+}
+
 async function getMedicationsNeedingReminder(
 	userId: number,
 	reminderDaysBefore: number,
@@ -228,20 +178,29 @@ async function getMedicationsNeedingReminder(

 	const lowStock: LowStockItem[] = [];
 	const now = Date.now();
-	const msPerDay = 86_400_000;

 	for (const row of rows) {
+		const packageType = normalizePackageType(row.packageType);
+		// Tube stock reminders are intentionally disabled:
+		// topical usage in grams cannot be mapped reliably to schedule events.
+		if (isTubePackageType(packageType)) continue;
+
 		const intakes = parseIntakesJson(
 			row.intakesJson,
 			{ usageJson: row.usageJson, everyJson: row.everyJson, startJson: row.startJson },
 			row.intakeRemindersEnabled ?? false
 		);
-		const blisters: Blister[] = intakes.map((i) => ({ usage: i.usage, every: i.every, start: i.start }));
+		const blisters: Blister[] = intakes.map((i) => ({
+			usage: normalizeIntakeUsageForStock(i, row.medicationForm, row.packageType),
+			every: i.every,
+			start: i.start,
+			scheduleMode: i.scheduleMode,
+			weekdays: i.weekdays,
+		}));

-		const originalTotalPills =
-			(row.packageType ?? "blister") === "bottle"
-				? row.looseTablets + (row.stockAdjustment ?? 0)
-				: row.packCount * row.blistersPerPack * row.pillsPerBlister + row.looseTablets + (row.stockAdjustment ?? 0);
+		const originalTotalPills = isAmountBasedPackageType(packageType)
+			? row.looseTablets + (row.stockAdjustment ?? 0)
+			: row.packCount * row.blistersPerPack * row.pillsPerBlister + row.looseTablets + (row.stockAdjustment ?? 0);

 		const stockCorrectionCutoff = row.lastStockCorrectionAt ? new Date(row.lastStockCorrectionAt).getTime() : 0;
 		const takenDoseIds = takenDoseIdsByMed.get(row.id) ?? new Set<string>();
@@ -253,16 +212,11 @@ async function getMedicationsNeedingReminder(
 				const blisterStart = parseLocalDateTime(blister.start).getTime();
 				if (Number.isNaN(blisterStart)) return;

-				const period = Math.max(1, blister.every) * msPerDay;
-
-				let effectiveStart: number;
-				if (stockCorrectionCutoff > 0 && stockCorrectionCutoff >= blisterStart) {
-					const elapsedSinceStart = stockCorrectionCutoff - blisterStart;
-					const periodsElapsed = Math.floor(elapsedSinceStart / period);
-					effectiveStart = blisterStart + (periodsElapsed + 1) * period;
-				} else {
-					effectiveStart = blisterStart;
-				}
+				const effectiveStart =
+					stockCorrectionCutoff > 0 && stockCorrectionCutoff >= blisterStart
+						? getNextScheduledOccurrenceTime(blister, stockCorrectionCutoff, false)
+						: blisterStart;
+				if (effectiveStart === null) return;

 				const intake = intakes[blisterIdx];
 				const intakePerson = intake?.takenBy;
@@ -280,25 +234,20 @@ async function getMedicationsNeedingReminder(
 				let lastAutoConsumedDateMs = 0;

 				if (effectiveStart <= now) {
-					const occurrences = Math.floor((now - effectiveStart) / period) + 1;
+					const { count: occurrences, lastOccurrenceMs } = countScheduledOccurrencesInRange(
+						blister,
+						effectiveStart,
+						now
+					);
 					timeBasedConsumed = occurrences * blister.usage * peopleForThisIntake.length;

-					const lastDoseTime = new Date(effectiveStart + (occurrences - 1) * period);
-					lastAutoConsumedDateMs = new Date(
-						lastDoseTime.getFullYear(),
-						lastDoseTime.getMonth(),
-						lastDoseTime.getDate()
-					).getTime();
+					if (lastOccurrenceMs !== null) {
+						lastAutoConsumedDateMs = getDateOnlyTimestamp(new Date(lastOccurrenceMs));
+					}
 				}

 				const stockCorrectionDateOnly =
-					stockCorrectionCutoff > 0
-						? new Date(
-								new Date(stockCorrectionCutoff).getFullYear(),
-								new Date(stockCorrectionCutoff).getMonth(),
-								new Date(stockCorrectionCutoff).getDate()
-							).getTime()
-						: 0;
+					stockCorrectionCutoff > 0 ? getDateOnlyTimestamp(new Date(stockCorrectionCutoff)) : 0;
 				const earlyCutoff = Math.max(lastAutoConsumedDateMs, stockCorrectionDateOnly);

 				let earlyTakenConsumed = 0;
@@ -348,12 +297,17 @@ async function getMedicationsNeedingReminder(

 		if (daysLeft === null) continue;

-		const isCritical = daysLeft <= reminderDaysBefore;
-		const isLow = daysLeft < lowStockDays;
+		const isLiquid = isLiquidContainerPackageType(packageType);
+		const { lowDays, criticalDays } = isLiquid
+			? getLiquidReminderThresholds(reminderDaysBefore)
+			: { lowDays: lowStockDays, criticalDays: reminderDaysBefore };
+
+		const isCritical = daysLeft <= criticalDays;
+		const isLow = isLiquid ? daysLeft <= lowDays : daysLeft < lowDays;

 		if (isCritical || isLow) {
 			lowStock.push({
-				name: row.name,
+				name: getMedicationDisplayName({ id: row.id, name: row.name, genericName: row.genericName }),
 				medsLeft: currentPills,
 				daysLeft,
 				depletionDate,
@@ -379,7 +333,7 @@ async function getMedicationsNeedingPrescriptionReminder(userId: number): Promis
 				(row.prescriptionRemainingRefills ?? 0) <= (row.prescriptionLowRefillThreshold ?? 1)
 		)
 		.map((row) => ({
-			name: row.name,
+			name: getMedicationDisplayName({ id: row.id, name: row.name, genericName: row.genericName }),
 			remainingRefills: row.prescriptionRemainingRefills ?? 0,
 			lowThreshold: row.prescriptionLowRefillThreshold ?? 1,
 			expiryDate: row.prescriptionExpiryDate ?? null,
@@ -411,14 +365,8 @@ async function sendReminderEmail(
 	language: Language,
 	isRepeatDaily: boolean = false
 ): Promise<{ success: boolean; error?: string }> {
-	const smtpHost = process.env.SMTP_HOST;
-	const smtpUser = process.env.SMTP_USER;
-	const smtpPass = process.env.SMTP_TOKEN || process.env.SMTP_PASS; // Token takes precedence
-	const smtpPort = parseInt(process.env.SMTP_PORT ?? "587", 10);
-	const smtpSecure = process.env.SMTP_SECURE === "true";
-	const smtpFrom = process.env.SMTP_FROM ?? smtpUser;
-
-	if (!smtpHost || !smtpUser) {
+	const smtp = getSmtpConfig();
+	if (!smtp.host || !smtp.user) {
 		return { success: false, error: "SMTP not configured" };
 	}

@@ -540,33 +488,31 @@ ${getFooterPlain(language)}${isRepeatDaily ? `\n\n${tr.stockReminder.repeatDaily
 	const subjectPlural = lowStock.length === 1 ? "" : pluralSuffix;
 	const subject = t(tr.stockReminder.subject, { count: lowStock.length, s: subjectPlural, e: subjectPlural });

-	try {
-		const transporter = nodemailer.createTransport({
-			host: smtpHost,
-			port: smtpPort,
-			secure: smtpSecure,
-			auth: {
-				user: smtpUser,
-				pass: smtpPass ?? "",
-			},
-		});
+	const emailResult = await sendEmailNotification({
+		to: email,
+		subject,
+		text: plainText,
+		html,
+		from: smtp.from,
+	});

-		await transporter.sendMail({
-			from: smtpFrom,
-			to: email,
-			subject,
-			text: plainText,
-			html,
-		});
-
-		return { success: true };
-	} catch (error) {
-		const errorMessage = error instanceof Error ? error.message : "Unknown error";
-		return { success: false, error: errorMessage };
+	if (!emailResult.success) {
+		return { success: false, error: emailResult.error ?? "Unknown error" };
 	}
+
+	return { success: true };
 }

 async function checkAndSendReminder(logger: ServiceLogger): Promise<void> {
+	// Track stock-scheduler daily execution separately from intake updates.
+	// This prevents intake reminders from suppressing stock catch-up after restarts.
+	const state = loadReminderState();
+	const today = getTodayInTimezone();
+	saveReminderState({
+		...state,
+		lastStockSchedulerCheckDate: today,
+	});
+
 	// Get all user settings to iterate over each user
 	const allUserSettings = await getAllUserSettings();

@@ -599,7 +545,8 @@ async function checkAndSendReminderForUser(
 	}

 	const state = loadReminderState();
-	const today = getTodayInTimezone(); // YYYY-MM-DD in configured timezone
+	const userTimezone = getEffectiveTimezone(settings.timezone ?? null);
+	const today = getTodayInTimezone(userTimezone); // YYYY-MM-DD in effective user timezone
 	const userStateKey = `user_${settings.userId}`;
 	const userStockNotifiedKey = `${userStateKey}_${today}_stock`;
 	const userPrescriptionNotifiedKey = `${userStateKey}_${today}_prescription`;
@@ -617,12 +564,10 @@ async function checkAndSendReminderForUser(
 		if (!state.notifiedMedications.includes(userStockNotifiedKey) || settings.repeatDailyReminders) {
 			const stockSendLock = acquireReminderSendLock(userStockNotifiedKey);
 			if (!stockSendLock) {
-				logger.debug(`[Reminder] User ${settings.userId}: stock reminder lock already held, skipping duplicate send`);
+				logger.debug("[Reminder] Stock reminder lock already held, skipping duplicate send");
 			} else {
 				try {
-					logger.info(
-						`[Reminder] User ${settings.userId}: Sending stock reminder for ${allLowStock.length} medications...`
-					);
+					logger.info(`[Reminder] Sending stock reminder for ${allLowStock.length} medications...`);

 					let emailSuccess = false;
 					let shoutrrrSuccess = false;
@@ -636,49 +581,16 @@ async function checkAndSendReminderForUser(
 						);
 						emailSuccess = result.success;
 						if (!result.success) {
-							logger.error(`[Reminder] User ${settings.userId}: Failed to send stock email: ${result.error}`);
+							logger.error(`[Reminder] Failed to send stock email: ${result.error}`);
 						}
 					}

 					if (stockPushEnabled) {
-						const emptyMeds = allLowStock.filter((m) => m.medsLeft <= 0);
-						const criticalMeds = allLowStock.filter((m) => m.medsLeft > 0 && m.isCritical);
-						const lowStockMeds = allLowStock.filter((m) => m.medsLeft > 0 && !m.isCritical);
-
-						const titleParts: string[] = [];
-						if (emptyMeds.length > 0) titleParts.push(`🚨 ${emptyMeds.length} ${tr.push.empty}`);
-						if (criticalMeds.length > 0) titleParts.push(`🚨 ${criticalMeds.length} ${tr.push.critical}`);
-						if (lowStockMeds.length > 0) titleParts.push(`⚠️ ${lowStockMeds.length} ${tr.push.lowStock}`);
-						const title = `MedAssist-ng: ${titleParts.join(", ")} - ${tr.push.reorderNow}`;
-
-						const messageParts: string[] = [];
-						if (emptyMeds.length > 0) {
-							messageParts.push(`🚨 ${tr.push.emptySection}:`);
-							emptyMeds.forEach((m) => messageParts.push(`  • ${m.name}`));
-						}
-						if (criticalMeds.length > 0) {
-							if (messageParts.length > 0) messageParts.push("");
-							messageParts.push(`🚨 ${tr.push.criticalSection}:`);
-							criticalMeds.forEach((m) =>
-								messageParts.push(
-									`  • ${m.name}: ${t(tr.push.pillsLeft, { count: m.medsLeft })}, ${t(tr.push.daysLeft, { count: m.daysLeft ?? 0 })}`
-								)
-							);
-						}
-						if (lowStockMeds.length > 0) {
-							if (messageParts.length > 0) messageParts.push("");
-							messageParts.push(`⚠️ ${tr.push.lowStockSection}:`);
-							lowStockMeds.forEach((m) =>
-								messageParts.push(
-									`  • ${m.name}: ${t(tr.push.pillsLeft, { count: m.medsLeft })}, ${t(tr.push.daysLeft, { count: m.daysLeft ?? 0 })}`
-								)
-							);
-						}
-						const message = `${messageParts.join("\n")}\n\n---\n${getFooterPlain(language)}`;
-						const result = await sendShoutrrrNotification(settings.shoutrrrUrl!, title, message);
+						const pushPayload = buildStockReminderPushNotification(allLowStock, language);
+						const result = await sendPushNotification(settings.shoutrrrUrl!, pushPayload.title, pushPayload.message);
 						shoutrrrSuccess = result.success;
 						if (!result.success) {
-							logger.error(`[Reminder] User ${settings.userId}: Failed to send stock push: ${result.error}`);
+							logger.error(`[Reminder] Failed to send stock push: ${result.error}`);
 						}
 					}

@@ -689,6 +601,7 @@ async function checkAndSendReminderForUser(
 						saveReminderState({
 							lastAutoEmailSent: new Date().toISOString(),
 							lastAutoEmailDate: today,
+							lastStockSchedulerCheckDate: currentState.lastStockSchedulerCheckDate,
 							notifiedMedications: [...new Set([...currentState.notifiedMedications, userStockNotifiedKey])],
 							nextScheduledCheck: currentState.nextScheduledCheck,
 							lastNotificationType: "stock",
@@ -709,90 +622,99 @@ async function checkAndSendReminderForUser(
 		if (!state.notifiedMedications.includes(userPrescriptionNotifiedKey) || settings.repeatDailyReminders) {
 			const prescriptionSendLock = acquireReminderSendLock(userPrescriptionNotifiedKey);
 			if (!prescriptionSendLock) {
-				logger.debug(
-					`[Reminder] User ${settings.userId}: prescription reminder lock already held, skipping duplicate send`
-				);
+				logger.debug("[Reminder] Prescription reminder lock already held, skipping duplicate send");
 			} else {
 				try {
-					logger.info(
-						`[Reminder] User ${settings.userId}: Sending prescription reminder for ${allPrescriptionLow.length} medications...`
-					);
+					// Re-check using fresh state after acquiring lock and pre-mark today as notified.
+					// This blocks duplicate sends when two reminder checks overlap in time.
+					const lockedState = loadReminderState();
+					const alreadyNotified = lockedState.notifiedMedications.includes(userPrescriptionNotifiedKey);
+					const shouldSend = !alreadyNotified || settings.repeatDailyReminders;
+					if (!shouldSend) {
+						logger.debug("[Reminder] Prescription reminder already marked as sent today, skipping");
+					}

-					const emptyRx = allPrescriptionLow.filter((m) => m.remainingRefills <= 0);
-					const lowRx = allPrescriptionLow.filter((m) => m.remainingRefills > 0);
-					const lines = allPrescriptionLow.map((m) => {
-						const expirySuffix = m.expiryDate ? t(tr.prescriptionReminder.expiresSuffix, { date: m.expiryDate }) : "";
-						if (m.remainingRefills <= 0) {
-							return `- ${t(tr.prescriptionReminder.lineEmpty, {
+					const preMarkedNotified =
+						!shouldSend || alreadyNotified
+							? lockedState.notifiedMedications
+							: [...new Set([...lockedState.notifiedMedications, userPrescriptionNotifiedKey])];
+					if (shouldSend && !alreadyNotified) {
+						saveReminderState({
+							lastAutoEmailSent: lockedState.lastAutoEmailSent,
+							lastAutoEmailDate: lockedState.lastAutoEmailDate,
+							lastStockSchedulerCheckDate: lockedState.lastStockSchedulerCheckDate,
+							notifiedMedications: preMarkedNotified,
+							nextScheduledCheck: lockedState.nextScheduledCheck,
+							lastNotificationType: lockedState.lastNotificationType,
+							lastNotificationChannel: lockedState.lastNotificationChannel,
+						});
+					}
+
+					if (shouldSend) {
+						logger.info(`[Reminder] Sending prescription reminder for ${allPrescriptionLow.length} medications...`);
+
+						const emptyRx = allPrescriptionLow.filter((m) => m.remainingRefills <= 0);
+						const lowRx = allPrescriptionLow.filter((m) => m.remainingRefills > 0);
+						const lines = allPrescriptionLow.map((m) => {
+							const expirySuffix = m.expiryDate ? t(tr.prescriptionReminder.expiresSuffix, { date: m.expiryDate }) : "";
+							if (m.remainingRefills <= 0) {
+								return `- ${t(tr.prescriptionReminder.lineEmpty, {
+									name: m.name,
+									expirySuffix,
+								})}`;
+							}
+							return `- ${t(tr.prescriptionReminder.line, {
 								name: m.name,
+								refills: m.remainingRefills,
 								expirySuffix,
 							})}`;
-						}
-						return `- ${t(tr.prescriptionReminder.line, {
-							name: m.name,
-							refills: m.remainingRefills,
-							expirySuffix,
-						})}`;
-					});
+						});

-					let emailSuccess = false;
-					let shoutrrrSuccess = false;
+						let emailSuccess = false;
+						let shoutrrrSuccess = false;

-					if (prescriptionEmailEnabled) {
-						const smtpHost = process.env.SMTP_HOST;
-						const smtpUser = process.env.SMTP_USER;
-						const smtpPass = process.env.SMTP_TOKEN || process.env.SMTP_PASS;
-						const smtpPort = parseInt(process.env.SMTP_PORT ?? "587", 10);
-						const smtpSecure = process.env.SMTP_SECURE === "true";
-						const smtpFrom = process.env.SMTP_FROM ?? smtpUser;
+						if (prescriptionEmailEnabled) {
+							const smtp = getSmtpConfig();
+							if (smtp.host && smtp.user) {
+								try {
+									const subject =
+										allPrescriptionLow.length === 1
+											? tr.prescriptionReminder.subjectSingle
+											: t(tr.prescriptionReminder.subjectMultiple, { count: allPrescriptionLow.length });

-						if (smtpHost && smtpUser) {
-							try {
-								const transporter = nodemailer.createTransport({
-									host: smtpHost,
-									port: smtpPort,
-									secure: smtpSecure,
-									auth: { user: smtpUser, pass: smtpPass ?? "" },
-								});
+									const bodyText =
+										emptyRx.length > 0
+											? tr.prescriptionReminder.descriptionEmpty
+											: tr.prescriptionReminder.descriptionLow;
+									const emptyAlert =
+										emptyRx.length === 1
+											? tr.prescriptionReminder.alertEmptySingle
+											: t(tr.prescriptionReminder.alertEmptyMultiple, { count: emptyRx.length });
+									const lowAlert =
+										lowRx.length === 1
+											? tr.prescriptionReminder.alertLowSingle
+											: t(tr.prescriptionReminder.alertLowMultiple, { count: lowRx.length });
+									const alertText = emptyRx.length > 0 ? emptyAlert : lowAlert;

-								const subject =
-									allPrescriptionLow.length === 1
-										? tr.prescriptionReminder.subjectSingle
-										: t(tr.prescriptionReminder.subjectMultiple, { count: allPrescriptionLow.length });
-
-								const bodyText =
-									emptyRx.length > 0
-										? tr.prescriptionReminder.descriptionEmpty
-										: tr.prescriptionReminder.descriptionLow;
-								const emptyAlert =
-									emptyRx.length === 1
-										? tr.prescriptionReminder.alertEmptySingle
-										: t(tr.prescriptionReminder.alertEmptyMultiple, { count: emptyRx.length });
-								const lowAlert =
-									lowRx.length === 1
-										? tr.prescriptionReminder.alertLowSingle
-										: t(tr.prescriptionReminder.alertLowMultiple, { count: lowRx.length });
-								const alertText = emptyRx.length > 0 ? emptyAlert : lowAlert;
-
-								const tableRows = allPrescriptionLow
-									.map((item) => {
-										const isEmpty = item.remainingRefills <= 0;
-										const safeName = escapeHtml(item.name);
-										const safeRefills = Number(item.remainingRefills) || 0;
-										const safeThreshold = Number(item.lowThreshold) || 0;
-										const safeExpiry = item.expiryDate ? escapeHtml(String(item.expiryDate)) : "-";
-										const rowBg = isEmpty ? "#fef2f2" : "white";
-										return `
+									const tableRows = allPrescriptionLow
+										.map((item) => {
+											const isEmpty = item.remainingRefills <= 0;
+											const safeName = escapeHtml(item.name);
+											const safeRefills = Number(item.remainingRefills) || 0;
+											const safeThreshold = Number(item.lowThreshold) || 0;
+											const safeExpiry = item.expiryDate ? escapeHtml(String(item.expiryDate)) : "-";
+											const rowBg = isEmpty ? "#fef2f2" : "white";
+											return `
      <tr style="background: ${rowBg};">
        <td style="padding: 10px 12px; border-bottom: 1px solid #e5e7eb; white-space: nowrap;">${isEmpty ? "🚨" : "⚠️"} ${safeName}</td>
        <td style="padding: 10px 12px; border-bottom: 1px solid #e5e7eb; text-align: center; white-space: nowrap; ${isEmpty ? "color: #dc2626; font-weight: 600;" : ""}"><strong>${safeRefills}</strong></td>
        <td style="padding: 10px 12px; border-bottom: 1px solid #e5e7eb; text-align: center; white-space: nowrap;">${safeThreshold}</td>
        <td style="padding: 10px 12px; border-bottom: 1px solid #e5e7eb; text-align: center; white-space: nowrap;">${safeExpiry}</td>
      </tr>`;
-									})
-									.join("");
+										})
+										.join("");

-								const html = `
+									const html = `
    <div style="font-family: system-ui, -apple-system, sans-serif; max-width: 100%; margin: 0 auto; padding: 12px; background: #f9fafb;">
      <div style="background: white; border-radius: 12px; padding: 16px; box-shadow: 0 1px 3px rgba(0,0,0,0.1);">
        <h2 style="color: #1f2937; margin: 0 0 8px; font-size: 18px;">${emptyRx.length > 0 ? tr.prescriptionReminder.titleEmpty : tr.prescriptionReminder.title}</h2>
@@ -832,74 +754,66 @@ async function checkAndSendReminderForUser(
      </div>
    </div>
  `;
-								const text = `${emptyRx.length > 0 ? tr.prescriptionReminder.titleEmpty : tr.prescriptionReminder.title}\n\n${bodyText}\n\n${lines.join("\n")}\n\n---\n${getFooterPlain(language)}${settings.repeatDailyReminders ? `\n\n${tr.prescriptionReminder.repeatDailyNote}` : ""}`;
+									const text = `${emptyRx.length > 0 ? tr.prescriptionReminder.titleEmpty : tr.prescriptionReminder.title}\n\n${bodyText}\n\n${lines.join("\n")}\n\n---\n${getFooterPlain(language)}${settings.repeatDailyReminders ? `\n\n${tr.prescriptionReminder.repeatDailyNote}` : ""}`;

-								await transporter.sendMail({
-									from: smtpFrom,
-									to: settings.notificationEmail!,
-									subject,
-									text,
-									html,
-								});
-								emailSuccess = true;
-							} catch (error) {
-								const errorMessage = error instanceof Error ? error.message : "Unknown error";
-								logger.error(`[Reminder] User ${settings.userId}: Failed to send prescription email: ${errorMessage}`);
+									const mailResult = await sendEmailNotification({
+										to: settings.notificationEmail!,
+										subject,
+										text,
+										html,
+										from: smtp.from,
+									});
+									if (!mailResult.success) {
+										throw new Error(mailResult.error ?? "Unknown error");
+									}
+									emailSuccess = true;
+								} catch (error) {
+									const errorMessage = error instanceof Error ? error.message : "Unknown error";
+									logger.error(`[Reminder] Failed to send prescription email: ${errorMessage}`);
+								}
 							}
 						}
-					}

-					if (prescriptionPushEnabled) {
-						const titleParts: string[] = [];
-						if (emptyRx.length > 0)
-							titleParts.push(
-								`🚨 ${emptyRx.length} ${emptyRx.length === 1 ? tr.prescriptionReminder.pushEmptySingle : tr.prescriptionReminder.pushEmpty}`
-							);
-						if (lowRx.length > 0)
-							titleParts.push(
-								`🚨 ${lowRx.length} ${lowRx.length === 1 ? tr.prescriptionReminder.pushLowSingle : tr.prescriptionReminder.pushLow}`
-							);
-						const title = `MedAssist-ng: ${titleParts.join(", ")} - ${tr.prescriptionReminder.pushRenewNow}`;
-
-						const messageParts: string[] = [];
-						if (emptyRx.length > 0) {
-							messageParts.push(`🚨 ${tr.prescriptionReminder.pushEmptySection}:`);
-							for (const m of emptyRx) {
-								messageParts.push(`  • ${m.name}`);
+						if (prescriptionPushEnabled) {
+							const pushPayload = buildPrescriptionReminderPushNotification(allPrescriptionLow, language);
+							const result = await sendPushNotification(settings.shoutrrrUrl!, pushPayload.title, pushPayload.message);
+							shoutrrrSuccess = result.success;
+							if (!result.success) {
+								logger.error(`[Reminder] Failed to send prescription push: ${result.error}`);
 							}
 						}
-						if (lowRx.length > 0) {
-							if (emptyRx.length > 0) messageParts.push("");
-							messageParts.push(`🚨 ${tr.prescriptionReminder.pushLowSection}:`);
-							for (const m of lowRx) {
-								messageParts.push(
-									`  • ${m.name}: ${t(tr.prescriptionReminder.pushRefillsLeft, { count: m.remainingRefills })}`
-								);
-							}
-						}
-						const message = `${messageParts.join("\n")}\n\n---\n${getFooterPlain(language)}`;
-						const result = await sendShoutrrrNotification(settings.shoutrrrUrl!, title, message);
-						shoutrrrSuccess = result.success;
-						if (!result.success) {
-							logger.error(`[Reminder] User ${settings.userId}: Failed to send prescription push: ${result.error}`);
-						}
-					}

-					if (emailSuccess || shoutrrrSuccess) {
-						const currentState = loadReminderState();
-						const singleChannel = emailSuccess ? "email" : "push";
-						const channel = emailSuccess && shoutrrrSuccess ? "both" : singleChannel;
-						saveReminderState({
-							lastAutoEmailSent: new Date().toISOString(),
-							lastAutoEmailDate: today,
-							notifiedMedications: [...new Set([...currentState.notifiedMedications, userPrescriptionNotifiedKey])],
-							nextScheduledCheck: currentState.nextScheduledCheck,
-							lastNotificationType: "prescription",
-							lastNotificationChannel: channel,
-						});
+						if (emailSuccess || shoutrrrSuccess) {
+							const currentState = loadReminderState();
+							const singleChannel = emailSuccess ? "email" : "push";
+							const channel = emailSuccess && shoutrrrSuccess ? "both" : singleChannel;
+							saveReminderState({
+								lastAutoEmailSent: new Date().toISOString(),
+								lastAutoEmailDate: today,
+								lastStockSchedulerCheckDate: currentState.lastStockSchedulerCheckDate,
+								notifiedMedications: [...new Set([...currentState.notifiedMedications, userPrescriptionNotifiedKey])],
+								nextScheduledCheck: currentState.nextScheduledCheck,
+								lastNotificationType: "prescription",
+								lastNotificationChannel: channel,
+							});

-						const medNames = allPrescriptionLow.map((m) => m.name).join(", ");
-						await updateUserReminderSentTime(settings.userId, "prescription", channel, medNames);
+							const medNames = allPrescriptionLow.map((m) => m.name).join(", ");
+							await updateUserReminderSentTime(settings.userId, "prescription", channel, medNames);
+						} else if (!alreadyNotified) {
+							// Roll back pre-mark when both channels failed so retries remain possible.
+							const currentState = loadReminderState();
+							saveReminderState({
+								lastAutoEmailSent: currentState.lastAutoEmailSent,
+								lastAutoEmailDate: currentState.lastAutoEmailDate,
+								lastStockSchedulerCheckDate: currentState.lastStockSchedulerCheckDate,
+								notifiedMedications: currentState.notifiedMedications.filter(
+									(key) => key !== userPrescriptionNotifiedKey
+								),
+								nextScheduledCheck: currentState.nextScheduledCheck,
+								lastNotificationType: currentState.lastNotificationType,
+								lastNotificationChannel: currentState.lastNotificationChannel,
+							});
+						}
 					}
 				} finally {
 					releaseReminderSendLock(prescriptionSendLock);
@@ -947,9 +861,10 @@ export function startReminderScheduler(logger: ServiceLogger): void {
 	const today = getTodayInTimezone();
 	const currentHour = getCurrentHourInTimezone();

-	// If it's past REMINDER_HOUR today in the configured timezone and we haven't checked today, run immediately
-	if (currentHour >= REMINDER_HOUR && state.lastAutoEmailDate !== today) {
-		logger.info("[Reminder] Missed today's check, running now...");
+	// If it's past REMINDER_HOUR today in the configured timezone and we haven't checked today, run one catch-up.
+	// This is intentionally a single current-state snapshot (no replay of missed days).
+	if (currentHour >= REMINDER_HOUR && state.lastStockSchedulerCheckDate !== today) {
+		logger.info("[Reminder] Missed today's check, running one catch-up snapshot (no historical replay)...");
 		checkAndSendReminder(logger).catch((err) => logger.error(`[Reminder] Error: ${err}`));
 	}

@@ -0,0 +1,359 @@
+import { eq } from "drizzle-orm";
+import { db } from "../db/client.js";
+import { userSettings } from "../db/schema.js";
+import type { Language } from "../i18n/translations.js";
+
+export type UserSettings = {
+	userId: number;
+	timezone?: string | null;
+	emailEnabled: boolean;
+	notificationEmail: string | null;
+	emailStockReminders: boolean;
+	emailIntakeReminders: boolean;
+	emailPrescriptionReminders: boolean;
+	shoutrrrEnabled: boolean;
+	shoutrrrUrl: string | null;
+	shoutrrrStockReminders: boolean;
+	shoutrrrIntakeReminders: boolean;
+	shoutrrrPrescriptionReminders: boolean;
+	reminderDaysBefore: number;
+	repeatDailyReminders: boolean;
+	skipRemindersForTakenDoses: boolean;
+	repeatRemindersEnabled: boolean;
+	reminderRepeatIntervalMinutes: number;
+	maxNaggingReminders: number;
+	lowStockDays: number;
+	normalStockDays: number;
+	highStockDays: number;
+	language: Language;
+	stockCalculationMode: "automatic" | "manual";
+	shareMedicationOverview: boolean;
+	upcomingTodayOnly: boolean;
+	shareScheduleTodayOnly: boolean;
+	swapDashboardMainSections: boolean;
+	lastAutoEmailSent: string | null;
+	lastNotificationType: string | null;
+	lastNotificationChannel: string | null;
+	lastReminderMedName: string | null;
+	lastReminderTakenBy: string | null;
+	lastStockReminderSent: string | null;
+	lastStockReminderChannel: string | null;
+	lastStockReminderMedNames: string | null;
+	lastPrescriptionReminderSent: string | null;
+	lastPrescriptionReminderChannel: string | null;
+	lastPrescriptionReminderMedNames: string | null;
+};
+
+export function classifyTestEmailFailure(error: unknown): { status: number; code: string; message: string } {
+	const errorMessage = error instanceof Error ? error.message : "Unknown error";
+	const normalizedMessage = errorMessage.toLowerCase();
+
+	if (
+		normalizedMessage.includes("smtp rejected all recipients") ||
+		normalizedMessage.includes("all recipients were rejected") ||
+		normalizedMessage.includes("recipient address rejected") ||
+		normalizedMessage.includes("nullmx")
+	) {
+		return {
+			status: 400,
+			code: "EMAIL_RECIPIENT_REJECTED",
+			message: `Failed to send email: ${errorMessage}`,
+		};
+	}
+
+	if (errorMessage.includes("SMTP did not confirm accepted recipients")) {
+		return {
+			status: 502,
+			code: "SMTP_DELIVERY_UNCONFIRMED",
+			message: `Failed to send email: ${errorMessage}`,
+		};
+	}
+
+	return {
+		status: 500,
+		code: "TEST_EMAIL_FAILED",
+		message: `Failed to send email: ${errorMessage}`,
+	};
+}
+
+export function getNotificationProvider(url: string): string {
+	if (url.startsWith("discord://")) return "discord";
+	if (url.startsWith("telegram://")) return "telegram";
+	if (url.startsWith("gotify://")) return "gotify";
+	if (url.startsWith("pushover://")) return "pushover";
+	if (url.startsWith("ntfy://")) return "ntfy";
+
+	try {
+		const parsed = new URL(url);
+		return parsed.hostname || "https";
+	} catch {
+		return "unknown";
+	}
+}
+
+function envBool(key: string, defaultVal: boolean): boolean {
+	const val = process.env[key];
+	if (val === undefined) return defaultVal;
+	return val === "true" || val === "1";
+}
+
+function envInt(key: string, defaultVal: number): number {
+	const val = process.env[key];
+	if (val === undefined) return defaultVal;
+	const parsed = parseInt(val, 10);
+	return Number.isNaN(parsed) ? defaultVal : parsed;
+}
+
+export function getDefaultSettings() {
+	return {
+		timezone: "",
+		emailEnabled: envBool("DEFAULT_EMAIL_ENABLED", false),
+		notificationEmail: process.env.DEFAULT_NOTIFICATION_EMAIL || null,
+		emailStockReminders: envBool("DEFAULT_EMAIL_STOCK_REMINDERS", true),
+		emailIntakeReminders: envBool("DEFAULT_EMAIL_INTAKE_REMINDERS", true),
+		emailPrescriptionReminders: envBool("DEFAULT_EMAIL_PRESCRIPTION_REMINDERS", true),
+		shoutrrrEnabled: envBool("DEFAULT_SHOUTRRR_ENABLED", false),
+		shoutrrrUrl: process.env.DEFAULT_SHOUTRRR_URL || null,
+		shoutrrrStockReminders: envBool("DEFAULT_SHOUTRRR_STOCK_REMINDERS", true),
+		shoutrrrIntakeReminders: envBool("DEFAULT_SHOUTRRR_INTAKE_REMINDERS", true),
+		shoutrrrPrescriptionReminders: envBool("DEFAULT_SHOUTRRR_PRESCRIPTION_REMINDERS", true),
+		reminderDaysBefore: envInt("REMINDER_DAYS_BEFORE", 7),
+		repeatDailyReminders: envBool("DEFAULT_REPEAT_DAILY_REMINDERS", false),
+		skipRemindersForTakenDoses: envBool("DEFAULT_SKIP_REMINDERS_FOR_TAKEN_DOSES", false),
+		repeatRemindersEnabled: envBool("DEFAULT_REPEAT_REMINDERS_ENABLED", false),
+		reminderRepeatIntervalMinutes: envInt("DEFAULT_REMINDER_REPEAT_INTERVAL_MINUTES", 30),
+		maxNaggingReminders: envInt("DEFAULT_MAX_NAGGING_REMINDERS", 5),
+		lowStockDays: envInt("DEFAULT_LOW_STOCK_DAYS", 30),
+		normalStockDays: envInt("DEFAULT_NORMAL_STOCK_DAYS", 90),
+		highStockDays: envInt("DEFAULT_HIGH_STOCK_DAYS", 180),
+		language: (process.env.DEFAULT_LANGUAGE as "en" | "de") || "en",
+		stockCalculationMode: (process.env.DEFAULT_STOCK_CALCULATION_MODE as "automatic" | "manual") || "automatic",
+		shareMedicationOverview: envBool("DEFAULT_SHARE_MEDICATION_OVERVIEW", false),
+		upcomingTodayOnly: envBool("DEFAULT_UPCOMING_TODAY_ONLY", false),
+		shareScheduleTodayOnly: envBool("DEFAULT_SHARE_SCHEDULE_TODAY_ONLY", false),
+		swapDashboardMainSections: false,
+		lastAutoEmailSent: null,
+		lastNotificationType: null,
+		lastNotificationChannel: null,
+		lastReminderMedName: null,
+		lastReminderTakenBy: null,
+		lastStockReminderSent: null,
+		lastStockReminderChannel: null,
+		lastStockReminderMedNames: null,
+		lastPrescriptionReminderSent: null,
+		lastPrescriptionReminderChannel: null,
+		lastPrescriptionReminderMedNames: null,
+	};
+}
+
+type IntlWithSupportedValuesOf = typeof Intl & {
+	supportedValuesOf?: (key: string) => string[];
+};
+
+let cachedTimezones: Set<string> | null = null;
+
+function getTimezoneSet(): Set<string> {
+	if (cachedTimezones) return cachedTimezones;
+	const intlWithSupportedValues = Intl as IntlWithSupportedValuesOf;
+	if (typeof intlWithSupportedValues.supportedValuesOf === "function") {
+		cachedTimezones = new Set(intlWithSupportedValues.supportedValuesOf("timeZone"));
+		return cachedTimezones;
+	}
+	cachedTimezones = new Set([process.env.TZ || "UTC", "UTC"]);
+	return cachedTimezones;
+}
+
+export function getAvailableTimezones(): string[] {
+	return [...getTimezoneSet()].sort((left, right) => left.localeCompare(right));
+}
+
+export function normalizeSettingsTimezone(value: string | null | undefined): string {
+	const trimmed = value?.trim() ?? "";
+	if (!trimmed) return "";
+	return getTimezoneSet().has(trimmed) ? trimmed : "";
+}
+
+export function validateNotificationHostname(hostnameRaw: string): string | null {
+	const hostname = hostnameRaw.toLowerCase();
+
+	if (hostname === "localhost" || hostname === "127.0.0.1" || hostname === "::1") {
+		return "Localhost URLs are not allowed";
+	}
+
+	const ipMatch = hostname.match(/^(\d+)\.(\d+)\.(\d+)\.(\d+)$/);
+	if (ipMatch) {
+		const [, a, b] = ipMatch.map(Number);
+		if (
+			a === 10 ||
+			a === 127 ||
+			(a === 172 && b >= 16 && b <= 31) ||
+			(a === 192 && b === 168) ||
+			(a === 169 && b === 254)
+		) {
+			return "Private IP addresses are not allowed";
+		}
+	}
+
+	if (
+		hostname.endsWith(".local") ||
+		hostname.endsWith(".internal") ||
+		hostname.endsWith(".lan") ||
+		hostname === "metadata.google.internal"
+	) {
+		return "Internal hostnames are not allowed";
+	}
+
+	return null;
+}
+
+export function sanitizeNotificationUrl(
+	urlStr: string
+): { url: string; isNtfy: boolean; auth?: { user: string; pass: string } } | { error: string } {
+	try {
+		if (urlStr.startsWith("discord://")) {
+			const parsedDiscord = new URL(urlStr);
+			const webhookId = parsedDiscord.hostname;
+			const webhookToken = parsedDiscord.username;
+
+			if (!webhookId || !webhookToken) {
+				return { error: "Invalid Discord URL format" };
+			}
+
+			if (!/^\d+$/.test(webhookId)) {
+				return { error: "Invalid Discord webhook ID" };
+			}
+
+			if (!/^[A-Za-z0-9._-]+$/.test(webhookToken)) {
+				return { error: "Invalid Discord webhook token" };
+			}
+
+			const discordWebhookUrl = `https://discord.com/api/webhooks/${webhookId}/${webhookToken}`;
+			return { url: discordWebhookUrl, isNtfy: false };
+		}
+
+		const isNtfy = urlStr.startsWith("ntfy://");
+		const normalizedUrl = isNtfy ? urlStr.replace("ntfy://", "https://") : urlStr;
+		const parsed = new URL(normalizedUrl);
+
+		if (!["http:", "https:"].includes(parsed.protocol)) {
+			return { error: "Only HTTP/HTTPS protocols are allowed" };
+		}
+
+		const hostValidationError = validateNotificationHostname(parsed.hostname);
+		if (hostValidationError) {
+			return { error: hostValidationError };
+		}
+
+		const reconstructedUrl = `${parsed.protocol}//${parsed.host}${parsed.pathname}${parsed.search}`;
+		const auth =
+			isNtfy && parsed.username && parsed.password ? { user: parsed.username, pass: parsed.password } : undefined;
+
+		return { url: reconstructedUrl, isNtfy, auth };
+	} catch {
+		return { error: "Invalid URL format" };
+	}
+}
+
+async function getOrCreateUserSettings(userId: number) {
+	let [settings] = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+
+	if (!settings) {
+		[settings] = await db
+			.insert(userSettings)
+			.values({
+				userId,
+				...getDefaultSettings(),
+			})
+			.returning();
+	}
+
+	return settings;
+}
+
+export async function loadUserSettingsFromDb(userId: number): Promise<UserSettings> {
+	const settings = await getOrCreateUserSettings(userId);
+	return {
+		userId: settings.userId,
+		timezone: settings.timezone?.trim() ? settings.timezone : null,
+		emailEnabled: settings.emailEnabled,
+		notificationEmail: settings.notificationEmail,
+		emailStockReminders: settings.emailStockReminders,
+		emailIntakeReminders: settings.emailIntakeReminders,
+		emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
+		shoutrrrEnabled: settings.shoutrrrEnabled,
+		shoutrrrUrl: settings.shoutrrrUrl,
+		shoutrrrStockReminders: settings.shoutrrrStockReminders,
+		shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
+		shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
+		reminderDaysBefore: settings.reminderDaysBefore,
+		repeatDailyReminders: settings.repeatDailyReminders,
+		skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses ?? false,
+		repeatRemindersEnabled: settings.repeatRemindersEnabled ?? false,
+		reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes ?? 30,
+		maxNaggingReminders: settings.maxNaggingReminders ?? 5,
+		lowStockDays: settings.lowStockDays,
+		normalStockDays: settings.normalStockDays,
+		highStockDays: settings.highStockDays,
+		language: settings.language as Language,
+		stockCalculationMode: (settings.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+		shareMedicationOverview: settings.shareMedicationOverview ?? false,
+		upcomingTodayOnly: settings.upcomingTodayOnly ?? false,
+		shareScheduleTodayOnly: settings.shareScheduleTodayOnly ?? false,
+		swapDashboardMainSections: settings.swapDashboardMainSections ?? false,
+		lastAutoEmailSent: settings.lastAutoEmailSent,
+		lastNotificationType: settings.lastNotificationType,
+		lastNotificationChannel: settings.lastNotificationChannel,
+		lastReminderMedName: settings.lastReminderMedName ?? null,
+		lastReminderTakenBy: settings.lastReminderTakenBy ?? null,
+		lastStockReminderSent: settings.lastStockReminderSent ?? null,
+		lastStockReminderChannel: settings.lastStockReminderChannel ?? null,
+		lastStockReminderMedNames: settings.lastStockReminderMedNames ?? null,
+		lastPrescriptionReminderSent: settings.lastPrescriptionReminderSent ?? null,
+		lastPrescriptionReminderChannel: settings.lastPrescriptionReminderChannel ?? null,
+		lastPrescriptionReminderMedNames: settings.lastPrescriptionReminderMedNames ?? null,
+	};
+}
+
+export async function getAllUserSettingsFromDb(): Promise<UserSettings[]> {
+	const allSettings = await db.select().from(userSettings);
+	return allSettings.map((settings) => ({
+		userId: settings.userId,
+		timezone: settings.timezone?.trim() ? settings.timezone : null,
+		emailEnabled: settings.emailEnabled,
+		notificationEmail: settings.notificationEmail,
+		emailStockReminders: settings.emailStockReminders,
+		emailIntakeReminders: settings.emailIntakeReminders,
+		emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
+		shoutrrrEnabled: settings.shoutrrrEnabled,
+		shoutrrrUrl: settings.shoutrrrUrl,
+		shoutrrrStockReminders: settings.shoutrrrStockReminders,
+		shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
+		shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
+		reminderDaysBefore: settings.reminderDaysBefore,
+		repeatDailyReminders: settings.repeatDailyReminders,
+		skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses ?? false,
+		repeatRemindersEnabled: settings.repeatRemindersEnabled ?? false,
+		reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes ?? 30,
+		maxNaggingReminders: settings.maxNaggingReminders ?? 5,
+		lowStockDays: settings.lowStockDays,
+		normalStockDays: settings.normalStockDays,
+		highStockDays: settings.highStockDays,
+		language: settings.language as Language,
+		stockCalculationMode: (settings.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+		shareMedicationOverview: settings.shareMedicationOverview ?? false,
+		upcomingTodayOnly: settings.upcomingTodayOnly ?? false,
+		shareScheduleTodayOnly: settings.shareScheduleTodayOnly ?? false,
+		swapDashboardMainSections: settings.swapDashboardMainSections ?? false,
+		lastAutoEmailSent: settings.lastAutoEmailSent,
+		lastNotificationType: settings.lastNotificationType,
+		lastNotificationChannel: settings.lastNotificationChannel,
+		lastReminderMedName: settings.lastReminderMedName ?? null,
+		lastReminderTakenBy: settings.lastReminderTakenBy ?? null,
+		lastStockReminderSent: settings.lastStockReminderSent ?? null,
+		lastStockReminderChannel: settings.lastStockReminderChannel ?? null,
+		lastStockReminderMedNames: settings.lastStockReminderMedNames ?? null,
+		lastPrescriptionReminderSent: settings.lastPrescriptionReminderSent ?? null,
+		lastPrescriptionReminderChannel: settings.lastPrescriptionReminderChannel ?? null,
+		lastPrescriptionReminderMedNames: settings.lastPrescriptionReminderMedNames ?? null,
+	}));
+}
@@ -3,11 +3,12 @@
 */

 import cookie from "@fastify/cookie";
-import jwt from "@fastify/jwt";
 import sensible from "@fastify/sensible";
 import type { Client } from "@libsql/client";
 import Fastify, { type FastifyInstance } from "fastify";
 import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
+import { jwtPlugin } from "../plugins/jwt.js";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 // Use vi.hoisted to create the db BEFORE mocks are set up
 const { testClient, testDb } = vi.hoisted(() => {
@@ -28,7 +29,7 @@ vi.mock("../db/client.js", () => ({
 vi.mock("../plugins/env.js", () => ({
 	env: {
 		AUTH_ENABLED: true,
-		LOCAL_AUTH_ENABLED: true,
+		FORM_LOGIN_ENABLED: true,
 		REGISTRATION_ENABLED: true,
 		OIDC_ENABLED: false,
 		NODE_ENV: "test",
@@ -97,11 +98,11 @@ describe("Auth Routes (AUTH_ENABLED=true)", () => {
 	beforeAll(async () => {
 		await createSchema(testClient);

-		app = Fastify({ logger: false });
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });

 		await app.register(sensible);
 		await app.register(cookie, { secret: "test-cookie-secret-12345" });
-		await app.register(jwt, {
+		await app.register(jwtPlugin, {
 			secret: "test-jwt-secret-12345",
 			cookie: { cookieName: "access_token", signed: false },
 		});
@@ -144,7 +145,7 @@ describe("Auth Routes (AUTH_ENABLED=true)", () => {
 			const data = response.json();
 			expect(data.authEnabled).toBe(true);
 			expect(data.registrationEnabled).toBe(true);
-			expect(data.localAuthEnabled).toBe(true);
+			expect(data.formLoginEnabled).toBe(true);
 		});
 	});

@@ -228,7 +229,7 @@ describe("Auth Routes (AUTH_ENABLED=true)", () => {
 			});

 			expect(response.statusCode).toBe(400);
-			expect(response.json().code).toBe("VALIDATION_ERROR");
+			expect(response.json().code).toBe("FST_ERR_VALIDATION");
 		});

 		it("should reject short username", async () => {
@@ -242,7 +243,7 @@ describe("Auth Routes (AUTH_ENABLED=true)", () => {
 			});

 			expect(response.statusCode).toBe(400);
-			expect(response.json().code).toBe("VALIDATION_ERROR");
+			expect(response.json().code).toBe("FST_ERR_VALIDATION");
 		});

 		it("should register with trimmed username when input has whitespace", async () => {
@@ -0,0 +1,486 @@
+import { dirname, resolve } from "node:path";
+import { fileURLToPath } from "node:url";
+import cookie from "@fastify/cookie";
+import sensible from "@fastify/sensible";
+import { migrate } from "drizzle-orm/libsql/migrator";
+import Fastify, { type FastifyInstance } from "fastify";
+import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
+import { runAlterMigrations } from "../db/db-utils.js";
+import { jwtPlugin } from "../plugins/jwt.js";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";
+
+const { testClient, testDb, mockedEnv } = vi.hoisted(() => {
+	const { createClient } = require("@libsql/client");
+	const { drizzle } = require("drizzle-orm/libsql");
+	const client = createClient({ url: ":memory:" });
+	const db = drizzle(client);
+
+	return {
+		testClient: client,
+		testDb: db,
+		mockedEnv: {
+			AUTH_ENABLED: true,
+			REGISTRATION_ENABLED: true,
+			FORM_LOGIN_ENABLED: true,
+			OIDC_ENABLED: false,
+			OIDC_PROVIDER_NAME: "SSO",
+			NODE_ENV: "test",
+			LOG_LEVEL: "silent",
+			PORT: 3000,
+			CORS_ORIGINS: "*",
+			JWT_SECRET: "test-jwt-secret",
+			REFRESH_SECRET: "test-refresh-secret",
+			COOKIE_SECRET: "test-cookie-secret",
+			ACCESS_TOKEN_TTL_MINUTES: 15,
+			REFRESH_TOKEN_TTL_DAYS: 7,
+			OPENAPI_DOCS_ENABLED: false,
+		},
+	};
+});
+
+vi.mock("../db/client.js", () => ({
+	db: testDb,
+	migrationsReady: Promise.resolve(),
+}));
+
+vi.mock("../plugins/env.js", () => ({ env: mockedEnv }));
+
+const { medicationRoutes } = await import("../routes/medications.js");
+const { doseRoutes } = await import("../routes/doses.js");
+const { refillRoutes } = await import("../routes/refills.js");
+const { shareRoutes } = await import("../routes/share.js");
+const { reportRoutes } = await import("../routes/report.js");
+const { exportRoutes } = await import("../routes/export.js");
+const { hashApiKeyToken } = await import("../plugins/auth.js");
+
+const __filename = fileURLToPath(import.meta.url);
+const __dirname = dirname(__filename);
+const migrationsFolder = resolve(__dirname, "../../drizzle");
+
+async function clearTables() {
+	await testClient.execute("DELETE FROM refill_history");
+	await testClient.execute("DELETE FROM dose_tracking");
+	await testClient.execute("DELETE FROM share_tokens");
+	await testClient.execute("DELETE FROM user_settings");
+	await testClient.execute("DELETE FROM medications");
+	await testClient.execute("DELETE FROM api_keys");
+	await testClient.execute("DELETE FROM refresh_tokens");
+	await testClient.execute("DELETE FROM users");
+}
+
+async function createUser(username: string) {
+	const result = await testClient.execute({
+		sql: "INSERT INTO users (username, auth_provider, is_active) VALUES (?, 'local', 1) RETURNING id",
+		args: [username],
+	});
+
+	return Number(result.rows[0].id);
+}
+
+async function buildSessionCookie(app: FastifyInstance, userId: number, username: string) {
+	const token = await app.jwt.sign({ sub: userId, username });
+	return `access_token=${token}`;
+}
+
+async function insertApiKey(options: {
+	userId: number;
+	token: string;
+	scope?: "read" | "write";
+	isActive?: boolean;
+	expiresAt?: Date | null;
+}) {
+	const expiresAtValue = options.expiresAt ? Math.floor(options.expiresAt.getTime() / 1000) : null;
+
+	await testClient.execute({
+		sql: `INSERT INTO api_keys (user_id, name, key_hash, token_prefix, scope, is_active, expires_at)
+		      VALUES (?, ?, ?, ?, ?, ?, ?)`,
+		args: [
+			options.userId,
+			"Seeded Key",
+			hashApiKeyToken(options.token),
+			`${options.token.slice(0, 12)}...`,
+			options.scope ?? "write",
+			options.isActive === false ? 0 : 1,
+			expiresAtValue,
+		],
+	});
+}
+
+async function seedMedication(options: {
+	userId: number;
+	name: string;
+	takenBy?: string[];
+	packCount?: number;
+	looseTablets?: number;
+	start?: string;
+}) {
+	const start = options.start ?? "2026-01-01T08:00:00.000Z";
+	const takenBy = options.takenBy ?? ["Daniel"];
+	const result = await testClient.execute({
+		sql: `INSERT INTO medications (
+		  user_id, name, generic_name, taken_by_json, medication_form, package_type,
+		  pack_count, blisters_per_pack, pills_per_blister, loose_tablets,
+		  usage_json, every_json, start_json, intakes_json,
+		  stock_adjustment, intake_reminders_enabled
+		) VALUES (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?) RETURNING id`,
+		args: [
+			options.userId,
+			options.name,
+			`${options.name} Generic`,
+			JSON.stringify(takenBy),
+			"tablet",
+			"blister",
+			options.packCount ?? 1,
+			1,
+			10,
+			options.looseTablets ?? 0,
+			JSON.stringify([1]),
+			JSON.stringify([1]),
+			JSON.stringify([start]),
+			JSON.stringify([
+				{
+					usage: 1,
+					every: 1,
+					start,
+					takenBy: takenBy[0] ?? null,
+					intakeRemindersEnabled: true,
+				},
+			]),
+			0,
+			1,
+		],
+	});
+
+	return Number(result.rows[0].id);
+}
+
+async function seedDose(options: { userId: number; doseId: string; dismissed?: boolean }) {
+	await testClient.execute({
+		sql: "INSERT INTO dose_tracking (user_id, dose_id, dismissed) VALUES (?, ?, ?)",
+		args: [options.userId, options.doseId, options.dismissed ? 1 : 0],
+	});
+}
+
+async function seedRefill(options: {
+	userId: number;
+	medicationId: number;
+	packsAdded?: number;
+	loosePillsAdded?: number;
+}) {
+	await testClient.execute({
+		sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added, used_prescription)
+		      VALUES (?, ?, ?, ?, 0)`,
+		args: [options.medicationId, options.userId, options.packsAdded ?? 1, options.loosePillsAdded ?? 0],
+	});
+}
+
+function buildMedicationPayload(name: string) {
+	return {
+		name,
+		genericName: `${name} Generic`,
+		takenBy: ["Daniel"],
+		packCount: 1,
+		blistersPerPack: 1,
+		pillsPerBlister: 10,
+		looseTablets: 0,
+		blisters: [{ usage: 1, every: 1, start: "2026-01-01T08:00:00.000Z" }],
+	};
+}
+
+function buildImportPayload() {
+	return {
+		version: "1.3",
+		exportedAt: new Date().toISOString(),
+		includeSensitiveData: false,
+		medications: [],
+		doseHistory: [],
+		refillHistory: [],
+		settings: {
+			emailEnabled: false,
+			emailStockReminders: true,
+			emailIntakeReminders: true,
+			emailPrescriptionReminders: true,
+			shoutrrrStockReminders: true,
+			shoutrrrIntakeReminders: true,
+			shoutrrrPrescriptionReminders: true,
+			reminderDaysBefore: 7,
+			repeatDailyReminders: false,
+			skipRemindersForTakenDoses: false,
+			repeatRemindersEnabled: false,
+			reminderRepeatIntervalMinutes: 30,
+			maxNaggingReminders: 5,
+			lowStockDays: 30,
+			normalStockDays: 90,
+			highStockDays: 180,
+			language: "en",
+			stockCalculationMode: "automatic",
+			shareStockStatus: true,
+		},
+		shareLinks: [],
+	};
+}
+
+describe("Real business route authz contracts", () => {
+	let app: FastifyInstance;
+
+	beforeAll(async () => {
+		await migrate(testDb, { migrationsFolder });
+		await runAlterMigrations(testClient);
+
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });
+		await app.register(sensible);
+		await app.register(cookie, { secret: "test-cookie-secret" });
+		await app.register(jwtPlugin, {
+			secret: "test-jwt-secret",
+			cookie: { cookieName: "access_token", signed: false },
+		});
+		await app.register(medicationRoutes);
+		await app.register(doseRoutes);
+		await app.register(refillRoutes);
+		await app.register(shareRoutes);
+		await app.register(reportRoutes);
+		await app.register(exportRoutes);
+		await app.ready();
+	});
+
+	afterAll(async () => {
+		await app.close();
+		testClient.close();
+	});
+
+	beforeEach(async () => {
+		vi.clearAllMocks();
+		await clearTables();
+	});
+
+	it("rejects protected business endpoints without authentication", async () => {
+		const endpoints: Array<{
+			method: "GET" | "POST";
+			url: string;
+			payload?: Record<string, unknown>;
+		}> = [
+			{ method: "GET", url: "/medications" },
+			{ method: "GET", url: "/doses/taken" },
+			{ method: "POST", url: "/share", payload: { takenBy: "Daniel", scheduleDays: 7 } },
+			{ method: "GET", url: "/export" },
+			{ method: "POST", url: "/medications/report-data", payload: { medicationIds: [1] } },
+			{ method: "POST", url: "/medications/1/refill", payload: { packsAdded: 1, loosePillsAdded: 0 } },
+		];
+
+		for (const endpoint of endpoints) {
+			const response = await app.inject({ method: endpoint.method, url: endpoint.url, payload: endpoint.payload });
+			expect(response.statusCode, `${endpoint.method} ${endpoint.url}`).toBe(401);
+			expect(response.json()).toMatchObject({ code: "AUTH_REQUIRED" });
+		}
+	});
+
+	it("scopes medication listing and export output to the authenticated user", async () => {
+		const ownerId = await createUser("owner-medications");
+		const otherId = await createUser("other-medications");
+		const ownerCookie = await buildSessionCookie(app, ownerId, "owner-medications");
+
+		await seedMedication({ userId: ownerId, name: "Owner Only Med" });
+		await seedMedication({ userId: otherId, name: "Other User Med" });
+
+		const listResponse = await app.inject({
+			method: "GET",
+			url: "/medications",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(listResponse.statusCode).toBe(200);
+		expect(listResponse.body).toContain("Owner Only Med");
+		expect(listResponse.body).not.toContain("Other User Med");
+
+		const exportResponse = await app.inject({
+			method: "GET",
+			url: "/export",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(exportResponse.statusCode).toBe(200);
+		expect(exportResponse.body).toContain("Owner Only Med");
+		expect(exportResponse.body).not.toContain("Other User Med");
+	});
+
+	it("returns 404 when a user updates or deletes another user's medication", async () => {
+		const ownerId = await createUser("owner-update");
+		const otherId = await createUser("other-update");
+		const otherCookie = await buildSessionCookie(app, otherId, "other-update");
+		const medicationId = await seedMedication({ userId: ownerId, name: "Protected Medication" });
+
+		const updateResponse = await app.inject({
+			method: "PUT",
+			url: `/medications/${medicationId}`,
+			headers: { cookie: otherCookie },
+			payload: buildMedicationPayload("Updated By Stranger"),
+		});
+
+		expect(updateResponse.statusCode).toBe(404);
+
+		const deleteResponse = await app.inject({
+			method: "DELETE",
+			url: `/medications/${medicationId}`,
+			headers: { cookie: otherCookie },
+		});
+
+		expect(deleteResponse.statusCode).toBe(404);
+
+		const dbState = await testClient.execute({
+			sql: "SELECT name FROM medications WHERE id = ?",
+			args: [medicationId],
+		});
+		expect(dbState.rows).toEqual([expect.objectContaining({ name: "Protected Medication" })]);
+	});
+
+	it("scopes dose reads and writes to the authenticated user", async () => {
+		const ownerId = await createUser("owner-dose");
+		const otherId = await createUser("other-dose");
+		const ownerCookie = await buildSessionCookie(app, ownerId, "owner-dose");
+		const otherCookie = await buildSessionCookie(app, otherId, "other-dose");
+
+		await seedDose({ userId: ownerId, doseId: "101-0-1760000000000" });
+		await seedDose({ userId: otherId, doseId: "202-0-1760000000000" });
+
+		const listResponse = await app.inject({
+			method: "GET",
+			url: "/doses/taken",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(listResponse.statusCode).toBe(200);
+		expect(listResponse.body).toContain("101-0-1760000000000");
+		expect(listResponse.body).not.toContain("202-0-1760000000000");
+
+		const deleteResponse = await app.inject({
+			method: "DELETE",
+			url: "/doses/taken/101-0-1760000000000",
+			headers: { cookie: otherCookie },
+		});
+
+		expect(deleteResponse.statusCode).toBe(200);
+
+		const ownerDose = await testClient.execute({
+			sql: "SELECT COUNT(*) AS count FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
+			args: [ownerId, "101-0-1760000000000"],
+		});
+		expect(Number(ownerDose.rows[0].count)).toBe(1);
+	});
+
+	it("enforces medication ownership on refill history and report generation", async () => {
+		const ownerId = await createUser("owner-refill");
+		const otherId = await createUser("other-refill");
+		const otherCookie = await buildSessionCookie(app, otherId, "other-refill");
+		const medicationId = await seedMedication({ userId: ownerId, name: "Owner Refill Med", packCount: 2 });
+		await seedRefill({ userId: ownerId, medicationId });
+
+		const refillListResponse = await app.inject({
+			method: "GET",
+			url: `/medications/${medicationId}/refills`,
+			headers: { cookie: otherCookie },
+		});
+
+		expect(refillListResponse.statusCode).toBe(404);
+
+		const refillMutationResponse = await app.inject({
+			method: "POST",
+			url: `/medications/${medicationId}/refill`,
+			headers: { cookie: otherCookie },
+			payload: { packsAdded: 1, loosePillsAdded: 0 },
+		});
+
+		expect(refillMutationResponse.statusCode).toBe(404);
+
+		const reportResponse = await app.inject({
+			method: "POST",
+			url: "/medications/report-data",
+			headers: { cookie: otherCookie },
+			payload: { medicationIds: [medicationId] },
+		});
+
+		expect(reportResponse.statusCode).toBe(403);
+		expect(reportResponse.json()).toMatchObject({ error: "Access denied to medication" });
+	});
+
+	it("scopes share people to the authenticated user's medications", async () => {
+		const ownerId = await createUser("owner-share");
+		const otherId = await createUser("other-share");
+		const ownerCookie = await buildSessionCookie(app, ownerId, "owner-share");
+
+		await seedMedication({ userId: ownerId, name: "Daniel Med", takenBy: ["Daniel"] });
+		await seedMedication({ userId: otherId, name: "Anna Med", takenBy: ["Anna"] });
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/share/people",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toEqual({ people: ["Daniel"] });
+	});
+
+	it("rejects mutation routes for read-only API keys across business endpoints", async () => {
+		const userId = await createUser("readonly-business-key");
+		const medicationId = await seedMedication({ userId, name: "Readonly Med" });
+		const apiToken = "ma_readonly_business_routes_123456789";
+		await insertApiKey({ userId, token: apiToken, scope: "read" });
+
+		const responses = await Promise.all([
+			app.inject({
+				method: "POST",
+				url: "/medications",
+				headers: { authorization: `Bearer ${apiToken}` },
+				payload: buildMedicationPayload("Blocked Create"),
+			}),
+			app.inject({
+				method: "POST",
+				url: "/doses/taken",
+				headers: { authorization: `Bearer ${apiToken}` },
+				payload: { doseId: "1-0-1760000000000" },
+			}),
+			app.inject({
+				method: "POST",
+				url: `/medications/${medicationId}/refill`,
+				headers: { authorization: `Bearer ${apiToken}` },
+				payload: { packsAdded: 1, loosePillsAdded: 0 },
+			}),
+			app.inject({
+				method: "POST",
+				url: "/share",
+				headers: { authorization: `Bearer ${apiToken}` },
+				payload: { takenBy: "Daniel", scheduleDays: 7 },
+			}),
+			app.inject({
+				method: "POST",
+				url: "/import",
+				headers: { authorization: `Bearer ${apiToken}` },
+				payload: buildImportPayload(),
+			}),
+		]);
+
+		for (const response of responses) {
+			expect(response.statusCode).toBe(403);
+			expect(response.json()).toMatchObject({ code: "API_KEY_SCOPE_FORBIDDEN" });
+		}
+	});
+
+	it("allows read-only API keys to use read endpoints while keeping data scoped to the key owner", async () => {
+		const userId = await createUser("readonly-export-user");
+		const otherId = await createUser("readonly-export-other");
+		await seedMedication({ userId, name: "Readable Owner Med" });
+		await seedMedication({ userId: otherId, name: "Unreadable Other Med" });
+		const apiToken = "ma_readonly_export_access_123456789";
+		await insertApiKey({ userId, token: apiToken, scope: "read" });
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/export",
+			headers: { authorization: `Bearer ${apiToken}` },
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.body).toContain("Readable Owner Med");
+		expect(response.body).not.toContain("Unreadable Other Med");
+	});
+});
@@ -248,10 +248,10 @@ describe("Database Client Utilities", () => {
 			expect(result.success).toBe(true);
 		});

-		it("should create .write-test file", () => {
+		it("should not leave .write-test residue", () => {
 			const result = ensureDataDirectory(testDir);
 			expect(result.success).toBe(true);
-			expect(existsSync(resolve(testDir, ".write-test"))).toBe(true);
+			expect(existsSync(resolve(testDir, ".write-test"))).toBe(false);
 		});

 		it("should return error for invalid path", () => {
@@ -32,8 +32,8 @@ async function loadDbClientModule(options: ClientTestOptions = {}) {
 		.mockReturnValue(dirWritable ? { success: true } : { success: false, error: "permission denied" });
 	const getDbPaths = vi.fn().mockReturnValue({
 		dataDir: "/tmp/medassist-data",
-		dbPath: "/tmp/medassist-data/medassist.db",
-		url: "file:/tmp/medassist-data/medassist.db",
+		dbPath: "/tmp/medassist-data/medassist-ng.db",
+		url: "file:/tmp/medassist-data/medassist-ng.db",
 	});
 	const runDrizzleMigrations = vi.fn().mockResolvedValue({ success: true });
 	const runAlterMigrations = vi.fn().mockResolvedValue({ errors: [] });
@@ -41,16 +41,22 @@ async function loadDbClientModule(options: ClientTestOptions = {}) {
 	const repairOrphanedDoseIds = vi.fn().mockResolvedValue({ repaired: 0, errors: [] });
 	const ensureDefaultUser = vi.fn().mockResolvedValue(false);

-	vi.doMock("../db/db-utils.js", () => ({
-		buildDbUrl: vi.fn(),
+	vi.doMock("../db/path-utils.js", () => ({
 		getDataDir: vi.fn(),
+		buildDbUrl: vi.fn(),
 		ensureDataDirectory,
 		getDbPaths,
+	}));
+
+	vi.doMock("../db/migration-utils.js", () => ({
 		runDrizzleMigrations,
 		runAlterMigrations,
+		ensureDefaultUser,
+	}));
+
+	vi.doMock("../db/repair-utils.js", () => ({
 		repairTrailingHyphenDoseIds,
 		repairOrphanedDoseIds,
-		ensureDefaultUser,
 	}));

 	const log = {
@@ -102,7 +108,7 @@ describe("db/client bootstrap", () => {
 		await mod.migrationsReady;

 		expect(mocks.ensureDataDirectory).toHaveBeenCalledWith("/tmp/medassist-data");
-		expect(mocks.createClient).toHaveBeenCalledWith({ url: "file:/tmp/medassist-data/medassist.db" });
+		expect(mocks.createClient).toHaveBeenCalledWith({ url: "file:/tmp/medassist-data/medassist-ng.db" });
 		expect(mocks.runDrizzleMigrations).toHaveBeenCalledTimes(1);
 		expect(mocks.runAlterMigrations).toHaveBeenCalledTimes(1);
 		expect(mocks.repairTrailingHyphenDoseIds).toHaveBeenCalledTimes(1);
@@ -0,0 +1,106 @@
+import { describe, expect, it, vi } from "vitest";
+import {
+	calculateUsageInRange,
+	normalizeDateTime,
+	parseIntakesWithUnits,
+	parseRawIntakeUnits,
+} from "../services/medications-service.js";
+import { escapeHtml, getDeliveryError, getPlannerUnit, isContainerPackage } from "../services/planner-service.js";
+
+describe("medications-service decomposition regression", () => {
+	it("preserves intake unit parsing from unified intakes_json", () => {
+		const intakesJson = JSON.stringify([
+			{ usage: 1, every: 1, start: "2026-01-01T08:00:00.000Z", intakeUnit: "ml" },
+			{ usage: 2, every: 1, start: "2026-01-01T20:00:00.000Z", intakeUnit: "bogus" },
+		]);
+
+		expect(parseRawIntakeUnits(intakesJson)).toEqual(["ml", null]);
+
+		const parsed = parseIntakesWithUnits(
+			intakesJson,
+			{
+				usageJson: "[1,2]",
+				everyJson: "[1,1]",
+				startJson: '["2026-01-01T08:00:00.000Z","2026-01-01T20:00:00.000Z"]',
+			},
+			false
+		);
+
+		expect(parsed[0]?.intakeUnit).toBe("ml");
+		expect(parsed[1]?.intakeUnit).toBeNull();
+	});
+
+	it("normalizes date-time values and keeps invalid input null-safe", () => {
+		expect(normalizeDateTime("2026-01-01T00:00:00.000Z")).toBe("2026-01-01T00:00:00.000Z");
+		expect(normalizeDateTime(1_767_225_600)).toBe("2026-01-01T00:00:00.000Z");
+		expect(normalizeDateTime("not-a-date")).toBeNull();
+		expect(normalizeDateTime(undefined)).toBeNull();
+	});
+
+	it("calculates range usage with split-safe helper behavior", () => {
+		const usage = calculateUsageInRange(
+			[
+				{ usage: 1, every: 1, start: "2026-01-01T08:00:00.000Z", scheduleMode: "interval", weekdays: [] },
+				{ usage: 0.5, every: 1, start: "2026-01-01T20:00:00.000Z", scheduleMode: "interval", weekdays: [] },
+			],
+			new Date("2026-01-01T00:00:00.000Z"),
+			new Date("2026-01-02T00:00:00.000Z")
+		);
+
+		expect(usage).toBe(1.5);
+	});
+});
+
+describe("planner-service decomposition regression", () => {
+	it("keeps HTML escaping and SMTP delivery error parsing stable", () => {
+		expect(escapeHtml(`<script>alert('x')</script>`)).toBe("&lt;script&gt;alert(&#39;x&#39;)&lt;/script&gt;");
+		expect(getDeliveryError({ accepted: ["ok@example.com"], rejected: [] })).toBeNull();
+		expect(getDeliveryError({ accepted: [], rejected: ["bad@example.com"] })).toContain("SMTP rejected all recipients");
+		expect(getDeliveryError({ accepted: [], rejected: [], response: "550 relay denied" })).toContain(
+			"550 relay denied"
+		);
+	});
+
+	it("maps package type to expected planner units after service extraction", () => {
+		const tr = { common: { units: "units", ml: "ml", pills: "pills" } };
+
+		expect(isContainerPackage("bottle")).toBe(true);
+		expect(isContainerPackage("blister")).toBe(false);
+		expect(getPlannerUnit("tube", tr)).toBe("units");
+		expect(getPlannerUnit("liquid_container", tr)).toBe("ml");
+		expect(getPlannerUnit("bottle", tr)).toBe("pills");
+		expect(getPlannerUnit("blister", tr)).toBe("pills");
+	});
+});
+
+describe("settings-service decomposition regression", () => {
+	it("keeps notification URL and classification helpers stable", async () => {
+		vi.resetModules();
+		vi.doMock("../db/client.js", () => ({ db: {} }));
+		vi.doMock("../db/schema.js", () => ({ userSettings: { userId: "userId" } }));
+
+		const { classifyTestEmailFailure, getNotificationProvider, sanitizeNotificationUrl, validateNotificationHostname } =
+			await import("../services/settings-service.js");
+
+		expect(classifyTestEmailFailure(new Error("SMTP rejected all recipients: person@example.com"))).toMatchObject({
+			status: 400,
+			code: "EMAIL_RECIPIENT_REJECTED",
+		});
+		expect(classifyTestEmailFailure(new Error("SMTP did not confirm accepted recipients."))).toMatchObject({
+			status: 502,
+			code: "SMTP_DELIVERY_UNCONFIRMED",
+		});
+		expect(getNotificationProvider("telegram://token@chat-id")).toBe("telegram");
+		expect(getNotificationProvider("https://hooks.slack.com/services/a/b/c")).toBe("hooks.slack.com");
+
+		expect(validateNotificationHostname("127.0.0.1")).toContain("not allowed");
+		expect(validateNotificationHostname("example.com")).toBeNull();
+
+		expect(sanitizeNotificationUrl("discord://abc@not-a-number")).toEqual({ error: "Invalid Discord webhook ID" });
+		expect(sanitizeNotificationUrl("ntfy://user:pass@ntfy.sh/topic")).toMatchObject({
+			url: "https://ntfy.sh/topic",
+			isNtfy: true,
+			auth: { user: "user", pass: "pass" },
+		});
+	});
+});
@@ -1,487 +1,412 @@
-/**
- * Tests for /doses/taken API endpoints.
- * Tests marking doses as taken, listing taken doses, and unmarking.
- */
-import { afterAll, beforeAll, beforeEach, describe, expect, it } from "vitest";
-import { buildTestApp, clearTestData, closeTestApp, createTestUser, type TestContext } from "./setup.js";
+import { dirname, resolve } from "node:path";
+import { fileURLToPath } from "node:url";
+import cookie from "@fastify/cookie";
+import { migrate } from "drizzle-orm/libsql/migrator";
+import Fastify, { type FastifyInstance } from "fastify";
+import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
+import { runAlterMigrations } from "../db/db-utils.js";
+import { jwtPlugin } from "../plugins/jwt.js";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

-// =============================================================================
-// Route Registration
-// Since we can't easily import routes that depend on the global db,
-// we'll create simplified route handlers for testing the core logic.
-// =============================================================================
+const { testClient, testDb, mockedEnv } = vi.hoisted(() => {
+	const { createClient } = require("@libsql/client");
+	const { drizzle } = require("drizzle-orm/libsql");
+	const client = createClient({ url: ":memory:" });
+	const db = drizzle(client);

-async function registerDoseRoutes(ctx: TestContext) {
-	const { app, client } = ctx;
+	return {
+		testClient: client,
+		testDb: db,
+		mockedEnv: {
+			AUTH_ENABLED: true,
+			REGISTRATION_ENABLED: true,
+			FORM_LOGIN_ENABLED: true,
+			OIDC_ENABLED: false,
+			OIDC_PROVIDER_NAME: "SSO",
+			NODE_ENV: "test",
+			LOG_LEVEL: "silent",
+			PORT: 3000,
+			CORS_ORIGINS: "*",
+			JWT_SECRET: "test-jwt-secret",
+			REFRESH_SECRET: "test-refresh-secret",
+			COOKIE_SECRET: "test-cookie-secret",
+			ACCESS_TOKEN_TTL_MINUTES: 15,
+			REFRESH_TOKEN_TTL_DAYS: 7,
+			OPENAPI_DOCS_ENABLED: false,
+		},
+	};
+});

-	// GET /doses/taken - List all taken doses
-	app.get("/doses/taken", async (_request, _reply) => {
-		// In test mode, use user ID 1 (will be created in tests)
-		const userId = 1;
+vi.mock("../db/client.js", () => ({
+	db: testDb,
+	migrationsReady: Promise.resolve(),
+}));

-		const result = await client.execute({
-			sql: `SELECT dose_id, taken_at, marked_by FROM dose_tracking WHERE user_id = ?`,
-			args: [userId],
-		});
+vi.mock("../plugins/env.js", () => ({ env: mockedEnv }));

-		return {
-			doses: result.rows.map((d) => ({
-				doseId: d.dose_id,
-				takenAt: (d.taken_at as number) * 1000, // Convert to ms
-				markedBy: d.marked_by,
-			})),
-		};
+const { doseRoutes } = await import("../routes/doses.js");
+
+const __filename = fileURLToPath(import.meta.url);
+const __dirname = dirname(__filename);
+const migrationsFolder = resolve(__dirname, "../../drizzle");
+
+async function clearTables() {
+	await testClient.execute("DELETE FROM dose_tracking");
+	await testClient.execute("DELETE FROM share_tokens");
+	await testClient.execute("DELETE FROM api_keys");
+	await testClient.execute("DELETE FROM refresh_tokens");
+	await testClient.execute("DELETE FROM medications");
+	await testClient.execute("DELETE FROM user_settings");
+	await testClient.execute("DELETE FROM users");
+}
+
+async function createUser(username: string) {
+	const result = await testClient.execute({
+		sql: "INSERT INTO users (username, auth_provider, is_active) VALUES (?, 'local', 1) RETURNING id",
+		args: [username],
 	});

-	// POST /doses/taken - Mark a dose as taken
-	app.post<{ Body: { doseId: string } }>("/doses/taken", async (request, reply) => {
-		const userId = 1;
-		const { doseId } = request.body || {};
+	return Number(result.rows[0].id);
+}

-		if (!doseId || typeof doseId !== "string" || doseId.length === 0) {
-			return reply.status(400).send({ error: "doseId is required" });
-		}
-
-		// Check if already marked
-		const existing = await client.execute({
-			sql: `SELECT id FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
-			args: [userId, doseId],
-		});
-
-		if (existing.rows.length > 0) {
-			return { success: true, message: "Already marked" };
-		}
-
-		// Insert new record
-		await client.execute({
-			sql: `INSERT INTO dose_tracking (user_id, dose_id, marked_by) VALUES (?, ?, NULL)`,
-			args: [userId, doseId],
-		});
-
-		return { success: true };
-	});
-
-	// DELETE /doses/taken/:doseId - Unmark a dose
-	app.delete<{ Params: { doseId: string } }>("/doses/taken/:doseId", async (request, _reply) => {
-		const userId = 1;
-		const { doseId } = request.params;
-
-		// Check if this dose was also dismissed
-		const existing = await client.execute({
-			sql: `SELECT id, dismissed FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
-			args: [userId, doseId],
-		});
-
-		if (existing.rows.length > 0 && existing.rows[0].dismissed) {
-			// Already dismissed - keep the record as-is (don't delete)
-			// The dose stays dismissed, we just ignore the undo request
-		} else {
-			// Not dismissed - delete the record entirely
-			await client.execute({
-				sql: `DELETE FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
-				args: [userId, doseId],
-			});
-		}
-
-		return { success: true };
-	});
-
-	// POST /doses/dismiss - Dismiss missed doses without deducting stock
-	app.post<{ Body: { doseIds: string[] } }>("/doses/dismiss", async (request, reply) => {
-		const userId = 1;
-		const { doseIds } = request.body || {};
-
-		if (!doseIds || !Array.isArray(doseIds) || doseIds.length === 0) {
-			return reply.status(400).send({ error: "doseIds array is required" });
-		}
-
-		let dismissedCount = 0;
-		for (const doseId of doseIds) {
-			// Check if already exists
-			const existing = await client.execute({
-				sql: `SELECT id, dismissed FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
-				args: [userId, doseId],
-			});
-
-			if (existing.rows.length > 0) {
-				// Update to dismissed if not already
-				if (!existing.rows[0].dismissed) {
-					await client.execute({
-						sql: `UPDATE dose_tracking SET dismissed = 1 WHERE id = ?`,
-						args: [existing.rows[0].id],
-					});
-					dismissedCount++;
-				}
-			} else {
-				// Insert new dismissed record
-				await client.execute({
-					sql: `INSERT INTO dose_tracking (user_id, dose_id, dismissed) VALUES (?, ?, 1)`,
-					args: [userId, doseId],
-				});
-				dismissedCount++;
-			}
-		}
-
-		return { success: true, dismissedCount };
+async function insertMedication(options: {
+	id: number;
+	userId: number;
+	takenBy?: string[];
+	packCount?: number;
+	looseTablets?: number;
+	start?: string;
+}) {
+	const intakeStart = options.start ?? "2025-01-01T08:00:00.000Z";
+	await testClient.execute({
+		sql: `INSERT INTO medications (
+			id, user_id, name, taken_by_json, medication_form, package_type,
+			pack_count, blisters_per_pack, pills_per_blister, loose_tablets, stock_adjustment,
+			usage_json, every_json, start_json, intakes_json, intake_reminders_enabled
+		) VALUES (?, ?, 'Test Medication', ?, 'tablet', 'blister', ?, 1, 10, ?, 0, '[1]', '[1]', ?, '[]', 0)`,
+		args: [
+			options.id,
+			options.userId,
+			JSON.stringify(options.takenBy ?? []),
+			options.packCount ?? 1,
+			options.looseTablets ?? 0,
+			intakeStart,
+			"[]",
+		],
 	});
 }

-// =============================================================================
-// Tests
-// =============================================================================
+async function insertUserSettings(userId: number, stockCalculationMode: "automatic" | "manual" = "automatic") {
+	await testClient.execute({
+		sql: "INSERT INTO user_settings (user_id, stock_calculation_mode) VALUES (?, ?)",
+		args: [userId, stockCalculationMode],
+	});
+}
+
+async function _insertShareToken(userId: number, token: string, takenBy: string) {
+	await testClient.execute({
+		sql: "INSERT INTO share_tokens (user_id, token, taken_by, schedule_days) VALUES (?, ?, ?, 30)",
+		args: [userId, token, takenBy],
+	});
+}
+
+async function buildSessionCookie(app: FastifyInstance, userId: number, username: string) {
+	const token = await app.jwt.sign({ sub: userId, username });
+	return `access_token=${token}`;
+}
+
+async function insertDose(options: {
+	userId: number;
+	doseId: string;
+	markedBy?: string | null;
+	dismissed?: boolean;
+	takenAt?: number | null;
+	takenSource?: "manual" | "automatic";
+}) {
+	await testClient.execute({
+		sql: `INSERT INTO dose_tracking (user_id, dose_id, marked_by, dismissed, taken_at, taken_source)
+		      VALUES (?, ?, ?, ?, ?, ?)`,
+		args: [
+			options.userId,
+			options.doseId,
+			options.markedBy ?? null,
+			options.dismissed ? 1 : 0,
+			options.takenAt === undefined ? Math.floor(Date.now() / 1000) : (options.takenAt ?? 0),
+			options.takenSource ?? "manual",
+		],
+	});
+}

 describe("Dose Tracking API", () => {
-	let ctx: TestContext;
+	let app: FastifyInstance;
 	let userId: number;
+	let cookieHeader: string;

 	beforeAll(async () => {
-		ctx = await buildTestApp();
-		await registerDoseRoutes(ctx);
-		await ctx.app.ready();
+		await migrate(testDb, { migrationsFolder });
+		await runAlterMigrations(testClient);
+
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });
+		await app.register(cookie, { secret: "test-cookie-secret" });
+		await app.register(jwtPlugin, {
+			secret: "test-jwt-secret",
+			cookie: { cookieName: "access_token", signed: false },
+		});
+		await app.register(doseRoutes);
+		await app.ready();
 	});

 	afterAll(async () => {
-		await closeTestApp(ctx);
+		await app.close();
+		testClient.close();
 	});

 	beforeEach(async () => {
-		await clearTestData(ctx.client);
-		// Create test user - will get ID 1 since table is cleared
-		userId = await createTestUser(ctx.client, { username: "testuser" });
-		// Reset SQLite autoincrement so user gets ID 1
-		await ctx.client.execute("DELETE FROM sqlite_sequence WHERE name='users'");
-		await clearTestData(ctx.client);
-		userId = await createTestUser(ctx.client, { username: "testuser" });
+		await clearTables();
+		userId = await createUser("dose-test-user");
+		cookieHeader = await buildSessionCookie(app, userId, "dose-test-user");
 	});

-	// ---------------------------------------------------------------------------
-	// POST /doses/taken
-	// ---------------------------------------------------------------------------
-
 	describe("POST /doses/taken", () => {
-		it("should mark a dose as taken", async () => {
+		it("marks a dose as taken", async () => {
 			const doseId = "1-0-1735344000000";

-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
 				payload: { doseId },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true });

-			// Verify in database
-			const result = await ctx.client.execute({
-				sql: `SELECT dose_id, marked_by FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
+			const result = await testClient.execute({
+				sql: "SELECT dose_id, marked_by, taken_source FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
 				args: [userId, doseId],
 			});
-			expect(result.rows.length).toBe(1);
-			expect(result.rows[0].dose_id).toBe(doseId);
-			expect(result.rows[0].marked_by).toBeNull();
+			expect(result.rows).toEqual([
+				expect.objectContaining({ dose_id: doseId, marked_by: null, taken_source: "manual" }),
+			]);
 		});

-		it("should return idempotent response when dose already marked", async () => {
+		it("returns an idempotent response when the dose is already marked", async () => {
 			const doseId = "1-0-1735344000000";
+			await insertDose({ userId, doseId });

-			// Mark once
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			// Mark again
-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
 				payload: { doseId },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true, message: "Already marked" });

-			// Should still only have one record
-			const result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
+			const countResult = await testClient.execute({
+				sql: "SELECT COUNT(*) AS count FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
 				args: [userId, doseId],
 			});
-			expect(result.rows[0].count).toBe(1);
+			expect(Number(countResult.rows[0].count)).toBe(1);
 		});

-		it("should reject request without doseId", async () => {
-			const response = await ctx.app.inject({
+		it("rejects requests without a doseId", async () => {
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
 				payload: {},
 			});

 			expect(response.statusCode).toBe(400);
-			expect(response.json()).toEqual({ error: "doseId is required" });
+			expect(response.json()).toEqual({ error: "Required" });
 		});

-		it("should reject request with empty doseId", async () => {
-			const response = await ctx.app.inject({
+		it("accepts dose IDs with a person suffix and special characters", async () => {
+			const doseId = "5-0-1735344000000-Max Müller";
+
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/taken",
-				payload: { doseId: "" },
+				headers: { cookie: cookieHeader },
+				payload: { doseId },
 			});

-			expect(response.statusCode).toBe(400);
-			expect(response.json()).toEqual({ error: "doseId is required" });
+			expect(response.statusCode).toBe(200);
+
+			const getResponse = await app.inject({
+				method: "GET",
+				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
+			});
+
+			expect(getResponse.statusCode).toBe(200);
+			expect(getResponse.json().doses[0].doseId).toBe(doseId);
+		});
+
+		it("rejects taking a dose when the medication is out of stock", async () => {
+			await insertMedication({ id: 5, userId, packCount: 0, looseTablets: 0 });
+			await insertUserSettings(userId, "automatic");
+
+			const response = await app.inject({
+				method: "POST",
+				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
+				payload: { doseId: "5-0-1735344000000" },
+			});
+
+			expect(response.statusCode).toBe(409);
+			expect(response.json()).toEqual({ error: "Medication is out of stock", code: "OUT_OF_STOCK" });
+		});
+
+		it("allows taking a historical dose when stock existed at that occurrence", async () => {
+			await insertMedication({
+				id: 6,
+				userId,
+				packCount: 1,
+				looseTablets: 0,
+				start: "2025-01-01T08:00:00.000Z",
+			});
+			await insertUserSettings(userId, "automatic");
+
+			const historicalDoseId = "6-0-1736064000000";
+			const response = await app.inject({
+				method: "POST",
+				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
+				payload: { doseId: historicalDoseId },
+			});
+
+			expect(response.statusCode).toBe(200);
+			expect(response.json()).toEqual({ success: true });
 		});
 	});

-	// ---------------------------------------------------------------------------
-	// GET /doses/taken
-	// ---------------------------------------------------------------------------
-
 	describe("GET /doses/taken", () => {
-		it("should return empty array when no doses taken", async () => {
-			const response = await ctx.app.inject({
+		it("returns an empty array when no doses were taken", async () => {
+			const response = await app.inject({
 				method: "GET",
 				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ doses: [] });
 		});

-		it("should return list of taken doses", async () => {
-			const doseId1 = "1-0-1735344000000";
-			const doseId2 = "1-0-1735430400000";
-
-			// Mark two doses
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId: doseId1 },
-			});
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId: doseId2 },
+		it("returns only the authenticated user's taken doses with metadata", async () => {
+			const otherUserId = await createUser("dose-other-user");
+			await insertDose({
+				userId,
+				doseId: "1-0-1735344000000",
+				markedBy: "Daniel",
+				takenSource: "automatic",
 			});
+			await insertDose({ userId, doseId: "1-0-1735430400000" });
+			await insertDose({ userId: otherUserId, doseId: "9-0-1735516800000" });

-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "GET",
 				url: "/doses/taken",
+				headers: { cookie: cookieHeader },
 			});

 			expect(response.statusCode).toBe(200);
 			const data = response.json();
 			expect(data.doses).toHaveLength(2);
-			expect(data.doses.map((d: { doseId: string }) => d.doseId).sort()).toEqual([doseId1, doseId2].sort());
-			// Each dose should have a takenAt timestamp
-			for (const dose of data.doses) {
-				expect(dose.takenAt).toBeTypeOf("number");
-				expect(dose.takenAt).toBeGreaterThan(0);
-				expect(dose.markedBy).toBeNull();
-			}
-		});
-
-		it("should include markedBy when present", async () => {
-			const doseId = "1-0-1735344000000";
-
-			// Insert directly with markedBy
-			await ctx.client.execute({
-				sql: `INSERT INTO dose_tracking (user_id, dose_id, marked_by) VALUES (?, ?, ?)`,
-				args: [userId, doseId, "Daniel"],
-			});
-
-			const response = await ctx.app.inject({
-				method: "GET",
-				url: "/doses/taken",
-			});
-
-			expect(response.statusCode).toBe(200);
-			const data = response.json();
-			expect(data.doses).toHaveLength(1);
-			expect(data.doses[0].markedBy).toBe("Daniel");
+			expect(data.doses.map((dose: { doseId: string }) => dose.doseId).sort()).toEqual([
+				"1-0-1735344000000",
+				"1-0-1735430400000",
+			]);
+			expect(data.doses).toEqual(
+				expect.arrayContaining([
+					expect.objectContaining({ markedBy: "Daniel", takenSource: "automatic" }),
+					expect.objectContaining({ markedBy: null, takenSource: "manual" }),
+				])
+			);
 		});
 	});

-	// ---------------------------------------------------------------------------
-	// DELETE /doses/taken/:doseId
-	// ---------------------------------------------------------------------------
-
 	describe("DELETE /doses/taken/:doseId", () => {
-		it("should unmark a dose", async () => {
+		it("unmarks an existing dose", async () => {
 			const doseId = "1-0-1735344000000";
+			await insertDose({ userId, doseId });

-			// Mark first
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			// Verify marked
-			let result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM dose_tracking WHERE dose_id = ?`,
-				args: [doseId],
-			});
-			expect(result.rows[0].count).toBe(1);
-
-			// Unmark
-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "DELETE",
 				url: `/doses/taken/${encodeURIComponent(doseId)}`,
+				headers: { cookie: cookieHeader },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true });

-			// Verify unmarked
-			result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM dose_tracking WHERE dose_id = ?`,
-				args: [doseId],
+			const countResult = await testClient.execute({
+				sql: "SELECT COUNT(*) AS count FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
+				args: [userId, doseId],
 			});
-			expect(result.rows[0].count).toBe(0);
+			expect(Number(countResult.rows[0].count)).toBe(0);
 		});

-		it("should succeed even if dose was not marked", async () => {
-			const doseId = "nonexistent-dose-id";
+		it("keeps the record when the dose is dismissed", async () => {
+			const doseId = "1-0-1735344000000";
+			await insertDose({ userId, doseId, dismissed: true });

-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "DELETE",
 				url: `/doses/taken/${encodeURIComponent(doseId)}`,
+				headers: { cookie: cookieHeader },
 			});

 			expect(response.statusCode).toBe(200);
-			expect(response.json()).toEqual({ success: true });
+
+			const result = await testClient.execute({
+				sql: "SELECT dose_id, dismissed FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
+				args: [userId, doseId],
+			});
+			expect(result.rows).toEqual([expect.objectContaining({ dose_id: doseId, dismissed: 1 })]);
 		});

-		it("should preserve dismissed status when unmarking a dose", async () => {
-			const doseId = "1-0-1735344000000";
-
-			// First dismiss the dose
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/dismiss",
-				payload: { doseIds: [doseId] },
-			});
-
-			// Verify it's dismissed
-			let result = await ctx.client.execute({
-				sql: `SELECT dismissed, taken_at FROM dose_tracking WHERE dose_id = ?`,
-				args: [doseId],
-			});
-			expect(result.rows[0].dismissed).toBe(1);
-			const originalTakenAt = result.rows[0].taken_at;
-
-			// Now try to unmark it (undo) - should keep the dismissed record
-			const response = await ctx.app.inject({
+		it("still succeeds when the dose does not exist", async () => {
+			const response = await app.inject({
 				method: "DELETE",
-				url: `/doses/taken/${encodeURIComponent(doseId)}`,
+				url: "/doses/taken/nonexistent-dose-id",
+				headers: { cookie: cookieHeader },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true });
-
-			// Verify the record still exists and is still dismissed
-			result = await ctx.client.execute({
-				sql: `SELECT dose_id, dismissed, taken_at FROM dose_tracking WHERE dose_id = ?`,
-				args: [doseId],
-			});
-			expect(result.rows.length).toBe(1);
-			expect(result.rows[0].dismissed).toBe(1);
-			expect(result.rows[0].taken_at).toBe(originalTakenAt); // unchanged
 		});
 	});

-	// ---------------------------------------------------------------------------
-	// Dose ID Format Tests
-	// ---------------------------------------------------------------------------
-
-	describe("Dose ID Format", () => {
-		it("should handle standard dose ID format: {medId}-{blisterIdx}-{timestamp}", async () => {
-			const doseId = "5-0-1735344000000";
-
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			expect(response.statusCode).toBe(200);
-			expect(response.json()).toEqual({ success: true });
-		});
-
-		it("should handle dose ID with person: {medId}-{blisterIdx}-{timestamp}-{person}", async () => {
-			const doseId = "5-0-1735344000000-Daniel";
-
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			expect(response.statusCode).toBe(200);
-			expect(response.json()).toEqual({ success: true });
-		});
-
-		it("should handle special characters in dose ID", async () => {
-			// Dose ID with URL-unsafe characters (edge case)
-			const doseId = "5-0-1735344000000-Max Müller";
-
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			expect(response.statusCode).toBe(200);
-
-			// Can retrieve it
-			const getResponse = await ctx.app.inject({
-				method: "GET",
-				url: "/doses/taken",
-			});
-
-			expect(getResponse.json().doses[0].doseId).toBe(doseId);
-		});
-	});
-
-	// ---------------------------------------------------------------------------
-	// Dismiss Doses Tests (POST /doses/dismiss)
-	// ---------------------------------------------------------------------------
-
 	describe("POST /doses/dismiss", () => {
-		it("should dismiss multiple doses", async () => {
-			const doseIds = ["1-0-1735344000000", "1-0-1735430400000"];
-
-			const response = await ctx.app.inject({
+		it("dismisses multiple doses", async () => {
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/dismiss",
-				payload: { doseIds },
+				headers: { cookie: cookieHeader },
+				payload: { doseIds: ["1-0-1735344000000", "1-0-1735430400000"] },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true, dismissedCount: 2 });

-			// Verify in database
-			const result = await ctx.client.execute({
-				sql: `SELECT dose_id, dismissed FROM dose_tracking WHERE user_id = ? AND dismissed = 1`,
+			const result = await testClient.execute({
+				sql: "SELECT COUNT(*) AS count FROM dose_tracking WHERE user_id = ? AND dismissed = 1",
 				args: [userId],
 			});
-			expect(result.rows.length).toBe(2);
+			expect(Number(result.rows[0].count)).toBe(2);
 		});

-		it("should not double-count already dismissed doses", async () => {
+		it("does not double-count already dismissed doses", async () => {
 			const doseId = "1-0-1735344000000";
+			await insertDose({ userId, doseId, dismissed: true });

-			// Dismiss once
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/dismiss",
-				payload: { doseIds: [doseId] },
-			});
-
-			// Dismiss again
-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/dismiss",
+				headers: { cookie: cookieHeader },
 				payload: { doseIds: [doseId] },
 			});

@@ -489,54 +414,71 @@ describe("Dose Tracking API", () => {
 			expect(response.json()).toEqual({ success: true, dismissedCount: 0 });
 		});

-		it("should reject empty doseIds array", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: "/doses/dismiss",
-				payload: { doseIds: [] },
-			});
-
-			expect(response.statusCode).toBe(400);
-			expect(response.json()).toEqual({ error: "doseIds array is required" });
-		});
-
-		it("should reject missing doseIds", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: "/doses/dismiss",
-				payload: {},
-			});
-
-			expect(response.statusCode).toBe(400);
-			expect(response.json()).toEqual({ error: "doseIds array is required" });
-		});
-
-		it("should dismiss a dose that was already taken (convert to dismissed)", async () => {
+		it("converts a taken dose into a dismissed one", async () => {
 			const doseId = "1-0-1735344000000";
+			await insertDose({ userId, doseId, dismissed: false });

-			// First mark as taken
-			await ctx.app.inject({
-				method: "POST",
-				url: "/doses/taken",
-				payload: { doseId },
-			});
-
-			// Then dismiss it
-			const response = await ctx.app.inject({
+			const response = await app.inject({
 				method: "POST",
 				url: "/doses/dismiss",
+				headers: { cookie: cookieHeader },
 				payload: { doseIds: [doseId] },
 			});

 			expect(response.statusCode).toBe(200);
 			expect(response.json()).toEqual({ success: true, dismissedCount: 1 });

-			// Verify it's now dismissed
-			const result = await ctx.client.execute({
-				sql: `SELECT dismissed FROM dose_tracking WHERE user_id = ? AND dose_id = ?`,
+			const result = await testClient.execute({
+				sql: "SELECT dismissed FROM dose_tracking WHERE user_id = ? AND dose_id = ?",
 				args: [userId, doseId],
 			});
-			expect(result.rows[0].dismissed).toBe(1);
+			expect(result.rows).toEqual([expect.objectContaining({ dismissed: 1 })]);
+		});
+
+		it("rejects missing or empty doseIds", async () => {
+			const emptyResponse = await app.inject({
+				method: "POST",
+				url: "/doses/dismiss",
+				headers: { cookie: cookieHeader },
+				payload: { doseIds: [] },
+			});
+
+			expect(emptyResponse.statusCode).toBe(400);
+			expect(emptyResponse.json()).toEqual({ error: "At least one doseId is required" });
+
+			const missingResponse = await app.inject({
+				method: "POST",
+				url: "/doses/dismiss",
+				headers: { cookie: cookieHeader },
+				payload: {},
+			});
+
+			expect(missingResponse.statusCode).toBe(400);
+			expect(missingResponse.json()).toEqual({ error: "Required" });
+		});
+	});
+
+	describe("DELETE /doses/dismiss", () => {
+		it("clears dismissed-only records and removes the dismissed flag from taken doses", async () => {
+			await insertDose({ userId, doseId: "1-0-1735344000000", dismissed: true, takenAt: null });
+			await insertDose({ userId, doseId: "1-0-1735430400000", dismissed: true, markedBy: "Daniel" });
+
+			const response = await app.inject({
+				method: "DELETE",
+				url: "/doses/dismiss",
+				headers: { cookie: cookieHeader },
+			});
+
+			expect(response.statusCode).toBe(200);
+			expect(response.json()).toEqual({ success: true, clearedCount: 2 });
+
+			const rows = await testClient.execute({
+				sql: "SELECT dose_id, dismissed, marked_by FROM dose_tracking WHERE user_id = ? ORDER BY dose_id ASC",
+				args: [userId],
+			});
+			expect(rows.rows).toEqual([
+				expect.objectContaining({ dose_id: "1-0-1735430400000", dismissed: 0, marked_by: "Daniel" }),
+			]);
 		});
 	});
 });
@@ -11,32 +11,32 @@ const EnvSchema = z.object({
 	PORT: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("3000"),
+		.default(3000),
 	CORS_ORIGINS: z.string().default("http://localhost:5173,http://localhost:4173"),
 	LOG_LEVEL: z.string().default("info"),
 	AUTH_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
+		.default(false),
 	REGISTRATION_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
+		.default(false),
 	JWT_SECRET: z.string().min(10).optional(),
 	REFRESH_SECRET: z.string().min(10).optional(),
 	COOKIE_SECRET: z.string().min(10).optional(),
 	ACCESS_TOKEN_TTL_MINUTES: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("15"),
+		.default(15),
 	REFRESH_TOKEN_TTL_DAYS: z
 		.string()
 		.transform((v) => parseInt(v, 10))
-		.default("7"),
+		.default(7),
 	OIDC_ENABLED: z
 		.string()
 		.transform((v) => v === "true")
-		.default("false"),
+		.default(false),
 	OIDC_ISSUER_URL: z.string().url().optional(),
 	OIDC_CLIENT_ID: z.string().optional(),
 	OIDC_CLIENT_SECRET: z.string().optional(),
@@ -45,7 +45,7 @@ const EnvSchema = z.object({
 	OIDC_AUTO_CREATE_USERS: z
 		.string()
 		.transform((v) => v === "true")
-		.default("true"),
+		.default(true),
 	OIDC_USERNAME_CLAIM: z.string().default("preferred_username"),
 	OIDC_PROVIDER_NAME: z.string().default("SSO"),
 });
@@ -411,6 +411,7 @@ describe("Export/Import API", () => {
 			expect(data.settings.notificationEmail).toBe("test@example.com");
 			expect(data.settings.language).toBe("de");
 			expect(data.settings.lowStockDays).toBe(14);
+			expect(data.settings.shareStockStatus).toBeUndefined();
 		});

 		it("should exclude sensitive data by default", async () => {
@@ -557,6 +558,45 @@ describe("Export/Import API", () => {
 			expect(result.rows[0].loose_tablets).toBe(5);
 		});

+		it("accepts legacy shareStockStatus in imported settings but does not export or use it", async () => {
+			const importData = {
+				version: "1.0",
+				exportedAt: new Date().toISOString(),
+				medications: [],
+				doseHistory: [],
+				refillHistory: [],
+				settings: {
+					language: "de",
+					stockCalculationMode: "automatic",
+					shareStockStatus: false,
+				},
+				shareLinks: [],
+			};
+
+			const importResponse = await ctx.app.inject({
+				method: "POST",
+				url: "/import",
+				payload: importData,
+			});
+
+			expect(importResponse.statusCode).toBe(200);
+
+			const exportResponse = await ctx.app.inject({
+				method: "GET",
+				url: "/export",
+			});
+
+			expect(exportResponse.statusCode).toBe(200);
+			expect(exportResponse.json().settings.shareStockStatus).toBeUndefined();
+
+			const settingsRow = await ctx.client.execute({
+				sql: "SELECT share_medication_overview, share_stock_status FROM user_settings WHERE user_id = ?",
+				args: [userId],
+			});
+			expect(settingsRow.rows[0].share_medication_overview).toBe(0);
+			expect(settingsRow.rows[0].share_stock_status).toBe(1);
+		});
+
 		it("should replace existing data on import", async () => {
 			// Create existing medication
 			await createTestMedication(ctx.client, {
@@ -0,0 +1,87 @@
+import { mkdtempSync, readFileSync, rmSync, writeFileSync } from "node:fs";
+import { tmpdir } from "node:os";
+import { join } from "node:path";
+import { Readable } from "node:stream";
+import sharp from "sharp";
+import { afterEach, describe, expect, it, vi } from "vitest";
+import {
+	getThumbFilename,
+	MAX_IMAGE_UPLOAD_BYTES,
+	removeImageFiles,
+	streamToBuffer,
+	writeOptimizedImageSet,
+} from "../utils/image-upload";
+
+describe("image-upload utils", () => {
+	const MOCK_TIMESTAMP_MS = 1_700_000_000_000;
+	const tempDirs: string[] = [];
+
+	afterEach(() => {
+		vi.restoreAllMocks();
+		for (const dir of tempDirs.splice(0)) {
+			rmSync(dir, { recursive: true, force: true });
+		}
+	});
+
+	it("builds thumb filename with and without extension", () => {
+		expect(getThumbFilename("avatar.png")).toBe("avatar-thumb.webp");
+		expect(getThumbFilename("avatar")).toBe("avatar-thumb.webp");
+	});
+
+	it("removes original and thumb files when they exist", () => {
+		const imagesDir = mkdtempSync(join(tmpdir(), "medassist-image-upload-"));
+		tempDirs.push(imagesDir);
+
+		const imageFilename = "profile.webp";
+		const imagePath = join(imagesDir, imageFilename);
+		const thumbPath = join(imagesDir, getThumbFilename(imageFilename));
+		writeFileSync(imagePath, Buffer.from("image"));
+		writeFileSync(thumbPath, Buffer.from("thumb"));
+
+		removeImageFiles(imagesDir, imageFilename);
+
+		expect(() => readFileSync(imagePath)).toThrow();
+		expect(() => readFileSync(thumbPath)).toThrow();
+	});
+
+	it("buffers stream chunks and rejects payloads above max size", async () => {
+		const stream = Readable.from([Buffer.from("hello"), Buffer.from("world")]);
+		await expect(streamToBuffer(stream)).resolves.toEqual(Buffer.from("helloworld"));
+
+		const oversized = Readable.from([Buffer.alloc(MAX_IMAGE_UPLOAD_BYTES + 1)]);
+		await expect(streamToBuffer(oversized)).rejects.toThrow("IMAGE_TOO_LARGE");
+	});
+
+	it("writes optimized full and thumbnail webp variants", async () => {
+		const imagesDir = mkdtempSync(join(tmpdir(), "medassist-image-upload-"));
+		tempDirs.push(imagesDir);
+		vi.spyOn(Date, "now").mockReturnValue(MOCK_TIMESTAMP_MS);
+
+		const uploadBuffer = await sharp({
+			create: {
+				width: 64,
+				height: 48,
+				channels: 3,
+				background: { r: 255, g: 0, b: 0 },
+			},
+		})
+			.png()
+			.toBuffer();
+
+		const result = await writeOptimizedImageSet(imagesDir, "med-42", uploadBuffer, {
+			maxEdgePx: 32,
+			thumbSizePx: 16,
+		});
+
+		expect(result.filename).toBe("med-42-1700000000000.webp");
+		expect(result.thumbFilename).toBe("med-42-1700000000000-thumb.webp");
+
+		const optimizedMeta = await sharp(join(imagesDir, result.filename)).metadata();
+		const thumbMeta = await sharp(join(imagesDir, result.thumbFilename)).metadata();
+		expect(optimizedMeta.format).toBe("webp");
+		expect(thumbMeta.format).toBe("webp");
+		expect(Math.max(optimizedMeta.width ?? 0, optimizedMeta.height ?? 0)).toBeLessThanOrEqual(32);
+		expect(thumbMeta.width).toBe(16);
+		expect(thumbMeta.height).toBe(16);
+	});
+});
@@ -0,0 +1,283 @@
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import { db } from "../db/client.js";
+import { checkAndSendIntakeRemindersForUser } from "../services/intake-reminder-scheduler.js";
+
+vi.mock("../db/client.js", () => ({
+	db: {
+		select: vi.fn(),
+		insert: vi.fn(),
+	},
+}));
+
+function createLogger() {
+	return {
+		debug: vi.fn(),
+		info: vi.fn(),
+		warn: vi.fn(),
+		error: vi.fn(),
+	};
+}
+
+function mockSelectWhere<T>(result: T) {
+	return {
+		from: () => ({
+			where: async () => result,
+		}),
+	} as never;
+}
+
+describe("checkAndSendIntakeRemindersForUser", () => {
+	const mockedDb = vi.mocked(db);
+	let originalTz: string | undefined;
+
+	beforeEach(() => {
+		vi.useFakeTimers();
+		vi.setSystemTime(new Date(2026, 0, 5, 10, 30, 0));
+		originalTz = process.env.TZ;
+		process.env.TZ = Intl.DateTimeFormat().resolvedOptions().timeZone;
+	});
+
+	afterEach(() => {
+		vi.useRealTimers();
+		vi.restoreAllMocks();
+		if (originalTz === undefined) {
+			delete process.env.TZ;
+		} else {
+			process.env.TZ = originalTz;
+		}
+	});
+
+	it("auto-marks due intakes in automatic mode even when all intake reminder channels are disabled", async () => {
+		const insertedRows: Array<Record<string, unknown>> = [];
+		const selectMock = vi.mocked(mockedDb.select);
+		const insertMock = vi.mocked(mockedDb.insert);
+
+		selectMock
+			.mockImplementationOnce(() => mockSelectWhere([{ username: "test-user" }]))
+			.mockImplementationOnce(() =>
+				mockSelectWhere([
+					{
+						id: 7,
+						userId: 11,
+						name: "Vitamin D",
+						genericName: null,
+						takenByJson: null,
+						packageType: "blister",
+						medicationForm: "tablet",
+						packCount: 1,
+						blistersPerPack: 1,
+						pillsPerBlister: 10,
+						looseTablets: 0,
+						stockAdjustment: 0,
+						pillWeightMg: null,
+						doseUnit: "mg",
+						isObsolete: false,
+						intakeRemindersEnabled: false,
+						intakesJson: JSON.stringify([
+							{
+								usage: 1,
+								every: 1,
+								start: "2026-01-05T08:00:00.000Z",
+								takenBy: null,
+								intakeRemindersEnabled: false,
+							},
+						]),
+						usageJson: "[]",
+						everyJson: "[]",
+						startJson: "[]",
+					},
+				])
+			)
+			.mockImplementationOnce(() => mockSelectWhere([]))
+			.mockImplementationOnce(() => mockSelectWhere([]));
+
+		insertMock.mockImplementation(
+			() =>
+				({
+					values: async (row: Record<string, unknown>) => {
+						insertedRows.push(row);
+					},
+				}) as never
+		);
+
+		const logger = createLogger();
+
+		await checkAndSendIntakeRemindersForUser(
+			{
+				userId: 11,
+				language: "en",
+				stockCalculationMode: "automatic",
+				emailEnabled: false,
+				notificationEmail: null,
+				emailIntakeReminders: false,
+				shoutrrrEnabled: false,
+				shoutrrrUrl: null,
+				shoutrrrIntakeReminders: false,
+				repeatRemindersEnabled: false,
+			} as never,
+			logger as never
+		);
+
+		expect(insertedRows).toHaveLength(1);
+		expect(insertedRows[0]).toMatchObject({
+			userId: 11,
+			doseId: `7-0-${new Date(2026, 0, 5).getTime()}`,
+			markedBy: null,
+			takenSource: "automatic",
+			dismissed: false,
+		});
+		expect(logger.info).toHaveBeenCalledWith("[IntakeReminder] Auto-mark completed for userId=11: inserted=1");
+	});
+
+	it("does not auto-mark due intakes when current stock is empty", async () => {
+		const insertedRows: Array<Record<string, unknown>> = [];
+		const selectMock = vi.mocked(mockedDb.select);
+		const insertMock = vi.mocked(mockedDb.insert);
+
+		selectMock
+			.mockImplementationOnce(() => mockSelectWhere([{ username: "test-user" }]))
+			.mockImplementationOnce(() =>
+				mockSelectWhere([
+					{
+						id: 7,
+						userId: 11,
+						name: "Vitamin D",
+						genericName: null,
+						takenByJson: null,
+						packageType: "blister",
+						medicationForm: "tablet",
+						packCount: 0,
+						blistersPerPack: 1,
+						pillsPerBlister: 10,
+						looseTablets: 0,
+						stockAdjustment: 0,
+						pillWeightMg: null,
+						doseUnit: "mg",
+						isObsolete: false,
+						intakeRemindersEnabled: false,
+						intakesJson: JSON.stringify([
+							{
+								usage: 1,
+								every: 1,
+								start: "2026-01-05T08:00:00.000Z",
+								takenBy: null,
+								intakeRemindersEnabled: false,
+							},
+						]),
+						usageJson: "[]",
+						everyJson: "[]",
+						startJson: "[]",
+					},
+				])
+			)
+			.mockImplementationOnce(() => mockSelectWhere([]))
+			.mockImplementationOnce(() => mockSelectWhere([]));
+
+		insertMock.mockImplementation(
+			() =>
+				({
+					values: async (row: Record<string, unknown>) => {
+						insertedRows.push(row);
+					},
+				}) as never
+		);
+
+		const logger = createLogger();
+
+		await checkAndSendIntakeRemindersForUser(
+			{
+				userId: 11,
+				language: "en",
+				stockCalculationMode: "automatic",
+				emailEnabled: false,
+				notificationEmail: null,
+				emailIntakeReminders: false,
+				shoutrrrEnabled: false,
+				shoutrrrUrl: null,
+				shoutrrrIntakeReminders: false,
+				repeatRemindersEnabled: false,
+			} as never,
+			logger as never
+		);
+
+		expect(insertedRows).toHaveLength(0);
+		expect(logger.info).not.toHaveBeenCalledWith("[IntakeReminder] Auto-marked 1 due intake dose(s) as taken");
+	});
+
+	it("suppresses intake notifications entirely when automatic mode and skip-taken reminders are both enabled", async () => {
+		const insertedRows: Array<Record<string, unknown>> = [];
+		const selectMock = vi.mocked(mockedDb.select);
+		const insertMock = vi.mocked(mockedDb.insert);
+
+		selectMock
+			.mockImplementationOnce(() => mockSelectWhere([{ username: "test-user" }]))
+			.mockImplementationOnce(() =>
+				mockSelectWhere([
+					{
+						id: 7,
+						userId: 11,
+						name: "Vitamin D",
+						genericName: null,
+						takenByJson: null,
+						packageType: "blister",
+						medicationForm: "tablet",
+						packCount: 1,
+						blistersPerPack: 1,
+						pillsPerBlister: 10,
+						looseTablets: 0,
+						stockAdjustment: 0,
+						pillWeightMg: null,
+						doseUnit: "mg",
+						isObsolete: false,
+						intakeRemindersEnabled: true,
+						intakesJson: JSON.stringify([
+							{
+								usage: 1,
+								every: 1,
+								start: "2026-01-05T08:00:00.000Z",
+								takenBy: null,
+								intakeRemindersEnabled: true,
+							},
+						]),
+						usageJson: "[]",
+						everyJson: "[]",
+						startJson: "[]",
+					},
+				])
+			)
+			.mockImplementationOnce(() => mockSelectWhere([]))
+			.mockImplementationOnce(() => mockSelectWhere([]));
+
+		insertMock.mockImplementation(
+			() =>
+				({
+					values: async (row: Record<string, unknown>) => {
+						insertedRows.push(row);
+					},
+				}) as never
+		);
+
+		const logger = createLogger();
+
+		await checkAndSendIntakeRemindersForUser(
+			{
+				userId: 11,
+				language: "en",
+				stockCalculationMode: "automatic",
+				skipRemindersForTakenDoses: true,
+				emailEnabled: true,
+				notificationEmail: "user@example.com",
+				emailIntakeReminders: true,
+				shoutrrrEnabled: false,
+				shoutrrrUrl: null,
+				shoutrrrIntakeReminders: false,
+				repeatRemindersEnabled: false,
+			} as never,
+			logger as never
+		);
+
+		expect(insertedRows).toHaveLength(1);
+		expect(logger.info).not.toHaveBeenCalledWith("[IntakeReminder] Sending reminder for 1 intakes...");
+		expect(logger.error).not.toHaveBeenCalled();
+	});
+});
@@ -4,12 +4,13 @@
 */

 import cookie from "@fastify/cookie";
-import jwt from "@fastify/jwt";
 import fastifyMultipart from "@fastify/multipart";
 import sensible from "@fastify/sensible";
 import type { Client } from "@libsql/client";
 import Fastify, { type FastifyInstance } from "fastify";
 import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
+import { jwtPlugin } from "../plugins/jwt.js";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 // Use vi.hoisted to create the db BEFORE mocks are set up
 const { testClient, testDb } = vi.hoisted(() => {
@@ -76,7 +77,12 @@ async function createSchema(client: Client) {
 		    name text NOT NULL,
 		    generic_name text,
 		    taken_by_json text NOT NULL DEFAULT '[]',
+		    medication_form text NOT NULL DEFAULT 'tablet',
+		    pill_form text,
+		    lifecycle_category text NOT NULL DEFAULT 'refill_when_empty',
 		    package_type text NOT NULL DEFAULT 'blister',
+		    package_amount_value integer NOT NULL DEFAULT 0,
+		    package_amount_unit text NOT NULL DEFAULT 'ml',
 		    pack_count integer NOT NULL DEFAULT 1,
 		    blisters_per_pack integer NOT NULL DEFAULT 1,
 		    pills_per_blister integer NOT NULL DEFAULT 1,
@@ -95,6 +101,8 @@ async function createSchema(client: Client) {
 		    notes text,
 		    intake_reminders_enabled integer NOT NULL DEFAULT 0,
 		    medication_start_date text NOT NULL DEFAULT '',
+		    medication_end_date text,
+		    auto_mark_obsolete_after_end_date integer NOT NULL DEFAULT 1,
 		    is_obsolete integer NOT NULL DEFAULT 0,
 		    obsolete_at integer,
 		    prescription_enabled integer NOT NULL DEFAULT 0,
@@ -109,6 +117,7 @@ async function createSchema(client: Client) {
 		`CREATE TABLE IF NOT EXISTS user_settings (
      id integer PRIMARY KEY AUTOINCREMENT,
      user_id integer NOT NULL UNIQUE,
+		timezone text NOT NULL DEFAULT '',
      email_enabled integer NOT NULL DEFAULT 0,
      notification_email text,
      email_stock_reminders integer NOT NULL DEFAULT 1,
@@ -132,6 +141,7 @@ async function createSchema(client: Client) {
      language text NOT NULL DEFAULT 'en',
      stock_calculation_mode text NOT NULL DEFAULT 'automatic',
      share_stock_status integer NOT NULL DEFAULT 1,
+	share_medication_overview integer NOT NULL DEFAULT 0,
 	upcoming_today_only integer NOT NULL DEFAULT 0,
 	share_schedule_today_only integer NOT NULL DEFAULT 0,
 	swap_dashboard_main_sections integer NOT NULL DEFAULT 0,
@@ -196,10 +206,10 @@ describe("Integration Tests", () => {
 	beforeAll(async () => {
 		await createSchema(testClient);

-		app = Fastify({ logger: false });
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 		await app.register(sensible);
 		await app.register(cookie, { secret: "test-cookie-secret" });
-		await app.register(jwt, {
+		await app.register(jwtPlugin, {
 			secret: "test-jwt-secret",
 			cookie: { cookieName: "access_token", signed: false },
 		});
@@ -246,6 +256,9 @@ describe("Integration Tests", () => {
 				url: "/medications",
 				payload: {
 					name: "Test Med",
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [{ usage: 1, every: 1, start: "2025-01-01T08:00:00.000Z" }],
 				},
 			});
@@ -299,6 +312,9 @@ describe("Integration Tests", () => {
 				url: "/medications",
 				payload: {
 					name: "Test Med",
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [{ usage: 1, every: 1, start: "2025-01-10T08:00:00.000Z" }],
 				},
 			});
@@ -337,6 +353,9 @@ describe("Integration Tests", () => {
 				url: "/medications",
 				payload: {
 					name: "Test Med",
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [
 						{ usage: 1, every: 1, start: "2025-01-01T08:00:00.000Z" },
 						{ usage: 0.5, every: 1, start: "2025-01-05T20:00:00.000Z" },
@@ -398,6 +417,9 @@ describe("Integration Tests", () => {
 				url: "/medications",
 				payload: {
 					name: "Weekly Med",
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [{ usage: 1, every: 7, start: "2025-10-17T08:00:00" }],
 				},
 			});
@@ -535,6 +557,9 @@ describe("Integration Tests", () => {
 				url: "/medications",
 				payload: {
 					name: "Interval Med",
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [{ usage: 1, every: 1, start: "2025-10-17T08:00:00" }],
 				},
 			});
@@ -589,6 +614,9 @@ describe("Integration Tests", () => {
 				payload: {
 					name: "Aspirin",
 					takenBy: ["Daniel"],
+					packCount: 1,
+					blistersPerPack: 1,
+					pillsPerBlister: 10,
 					blisters: [{ usage: 1, every: 1, start: "2025-01-01T08:00:00.000Z" }],
 				},
 			});
@@ -915,17 +943,17 @@ describe("Integration Tests", () => {
 	// ---------------------------------------------------------------------------

 	describe("Planner usage calculation", () => {
+		const plannerWindowStart = "2030-01-15T00:00:00.000Z";
+		const futureDailyStart = "2030-01-15T08:00:00.000Z";
+		const futureEveningStart = "2030-01-15T20:00:00.000Z";
+		const tenDayPlanEnd = "2030-01-24T23:59:59.999Z";
+		const thirtyFiveDayPlanEnd = "2030-02-18T23:59:59.999Z";
+
 		it("should calculate correct usage for daily medication", async () => {
 			// Create medication: 2 packs × 3 blisters × 10 pills = 60 pills total
-			// Schedule: 1 pill daily starting tomorrow (future date)
-			const tomorrow = new Date();
-			tomorrow.setDate(tomorrow.getDate() + 1);
-			tomorrow.setHours(8, 0, 0, 0);
-			const intakeStart = tomorrow.toISOString();
-
-			const planEnd = new Date(tomorrow);
-			planEnd.setDate(planEnd.getDate() + 10);
-			const planEndStr = planEnd.toISOString();
+			// Schedule: 1 pill daily starting on a fixed future winter date.
+			// This avoids daylight-saving-time edge cases in local test environments.
+			const intakeStart = futureDailyStart;

 			await app.inject({
 				method: "POST",
@@ -945,8 +973,8 @@ describe("Integration Tests", () => {
 				method: "POST",
 				url: "/medications/usage",
 				payload: {
-					startDate: intakeStart,
-					endDate: planEndStr, // 10 days
+					startDate: plannerWindowStart,
+					endDate: tenDayPlanEnd,
 				},
 			});

@@ -961,15 +989,8 @@ describe("Integration Tests", () => {

 		it("should detect insufficient stock", async () => {
 			// Create medication: 1 pack × 1 blister × 5 pills = 5 pills total
-			// Schedule: 1 pill daily starting tomorrow
-			const tomorrow = new Date();
-			tomorrow.setDate(tomorrow.getDate() + 1);
-			tomorrow.setHours(8, 0, 0, 0);
-			const intakeStart = tomorrow.toISOString();
-
-			const planEnd = new Date(tomorrow);
-			planEnd.setDate(planEnd.getDate() + 10);
-			const planEndStr = planEnd.toISOString();
+			// Schedule: 1 pill daily starting on a fixed future winter date.
+			const intakeStart = futureDailyStart;

 			await app.inject({
 				method: "POST",
@@ -989,8 +1010,8 @@ describe("Integration Tests", () => {
 				method: "POST",
 				url: "/medications/usage",
 				payload: {
-					startDate: intakeStart,
-					endDate: planEndStr,
+					startDate: plannerWindowStart,
+					endDate: tenDayPlanEnd,
 				},
 			});

@@ -1002,15 +1023,8 @@ describe("Integration Tests", () => {

 		it("should calculate weekly medication usage correctly", async () => {
 			// Create medication: 10 pills total
-			// Schedule: 1 pill every 7 days starting tomorrow
-			const tomorrow = new Date();
-			tomorrow.setDate(tomorrow.getDate() + 1);
-			tomorrow.setHours(8, 0, 0, 0);
-			const intakeStart = tomorrow.toISOString();
-
-			const planEnd = new Date(tomorrow);
-			planEnd.setDate(planEnd.getDate() + 35); // 35 days to get 5 weekly doses
-			const planEndStr = planEnd.toISOString();
+			// Schedule: 1 pill every 7 days starting on a fixed future winter date.
+			const intakeStart = futureDailyStart;

 			await app.inject({
 				method: "POST",
@@ -1029,8 +1043,8 @@ describe("Integration Tests", () => {
 				method: "POST",
 				url: "/medications/usage",
 				payload: {
-					startDate: intakeStart,
-					endDate: planEndStr,
+					startDate: plannerWindowStart,
+					endDate: thirtyFiveDayPlanEnd,
 				},
 			});

@@ -1043,18 +1057,8 @@ describe("Integration Tests", () => {
 		it("should handle multiple intake schedules per medication", async () => {
 			// Create medication with morning and evening doses
 			// 30 pills total, 1.5 pills per day (1 morning + 0.5 evening)
-			const tomorrow = new Date();
-			tomorrow.setDate(tomorrow.getDate() + 1);
-			tomorrow.setHours(8, 0, 0, 0);
-			const morningStart = tomorrow.toISOString();
-
-			const eveningStart = new Date(tomorrow);
-			eveningStart.setHours(20, 0, 0, 0);
-			const eveningStartStr = eveningStart.toISOString();
-
-			const planEnd = new Date(tomorrow);
-			planEnd.setDate(planEnd.getDate() + 10);
-			const planEndStr = planEnd.toISOString();
+			const morningStart = futureDailyStart;
+			const eveningStartStr = futureEveningStart;

 			await app.inject({
 				method: "POST",
@@ -1076,8 +1080,8 @@ describe("Integration Tests", () => {
 				method: "POST",
 				url: "/medications/usage",
 				payload: {
-					startDate: morningStart,
-					endDate: planEndStr,
+					startDate: plannerWindowStart,
+					endDate: tenDayPlanEnd,
 				},
 			});

@@ -1089,14 +1093,7 @@ describe("Integration Tests", () => {

 		it("should calculate correct blisters needed", async () => {
 			// 10 pills per blister, need 25 pills → need 3 blisters
-			const tomorrow = new Date();
-			tomorrow.setDate(tomorrow.getDate() + 1);
-			tomorrow.setHours(8, 0, 0, 0);
-			const intakeStart = tomorrow.toISOString();
-
-			const planEnd = new Date(tomorrow);
-			planEnd.setDate(planEnd.getDate() + 10);
-			const planEndStr = planEnd.toISOString();
+			const intakeStart = futureDailyStart;

 			await app.inject({
 				method: "POST",
@@ -1115,8 +1112,8 @@ describe("Integration Tests", () => {
 				method: "POST",
 				url: "/medications/usage",
 				payload: {
-					startDate: intakeStart,
-					endDate: planEndStr,
+					startDate: plannerWindowStart,
+					endDate: tenDayPlanEnd,
 				},
 			});

@@ -0,0 +1,743 @@
+import sensible from "@fastify/sensible";
+import Fastify, { type FastifyInstance } from "fastify";
+import { beforeEach, describe, expect, it, vi } from "vitest";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";
+
+const { fetchMock, requireAuthMock } = vi.hoisted(() => ({
+	fetchMock: vi.fn(),
+	requireAuthMock: vi.fn(async () => {}),
+}));
+
+vi.mock("../plugins/auth.js", () => ({
+	requireAuth: requireAuthMock,
+}));
+
+function jsonResponse(body: unknown, status = 200): Response {
+	return {
+		ok: status >= 200 && status < 300,
+		status,
+		json: async () => body,
+	} as Response;
+}
+
+function createEmaRow(overrides: Partial<Record<string, unknown>> = {}): Record<string, unknown> {
+	return {
+		category: "Human",
+		medicine_status: "Authorised",
+		name_of_medicine: "Aspirin 500 mg tablets",
+		international_non_proprietary_name_common_name: "Acetylsalicylic acid",
+		active_substance: "Acetylsalicylic acid",
+		marketing_authorisation_developer_applicant_holder: "Bayer",
+		therapeutic_area_mesh: "Pain",
+		therapeutic_indication: "Pain relief",
+		atc_code_human: "N02BA01",
+		generic_or_hybrid: "No",
+		biosimilar: "No",
+		marketing_authorisation_date: "01/02/2024",
+		ema_product_number: "EMA-ASPIRIN",
+		...overrides,
+	};
+}
+
+async function buildApp(): Promise<FastifyInstance> {
+	const { medicationEnrichmentRoutes } = await import("../routes/medication-enrichment.js");
+	const app = Fastify({ logger: false, ajv: documentationSchemaAjv });
+	await app.register(sensible);
+	await app.register(medicationEnrichmentRoutes);
+	await app.ready();
+	return app;
+}
+
+describe("medication enrichment", () => {
+	beforeEach(() => {
+		vi.resetModules();
+		vi.clearAllMocks();
+		fetchMock.mockReset();
+		requireAuthMock.mockReset();
+		requireAuthMock.mockImplementation(async () => {});
+		vi.stubGlobal("fetch", fetchMock);
+	});
+
+	it("normalizes German ingredient queries for EMA-backed search results", async () => {
+		const { searchMedicationEnrichment } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(
+					jsonResponse([
+						createEmaRow({
+							name_of_medicine: "Tylenol 500 mg tablets",
+							international_non_proprietary_name_common_name: "Acetaminophen",
+							active_substance: "Acetaminophen",
+							ema_product_number: "EMA-TYLENOL",
+						}),
+						createEmaRow({
+							name_of_medicine: "Ibuprofen 400 mg tablets",
+							international_non_proprietary_name_common_name: "Ibuprofen",
+							active_substance: "Ibuprofen",
+							ema_product_number: "EMA-IBUPROFEN",
+						}),
+					])
+				);
+			}
+			if (url.includes("/drugs.json?name=")) {
+				return Promise.resolve(jsonResponse({ drugGroup: { conceptGroup: [] } }));
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(jsonResponse({ results: [] }));
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await searchMedicationEnrichment("Paracetamol 500 mg", 5);
+
+		expect(response.normalizedQuery).toBe("paracetamol 500 mg");
+		expect(response.results).toHaveLength(1);
+		expect(response.results[0]).toMatchObject({
+			code: "EMA-TYLENOL",
+			name: "Tylenol 500 mg tablets",
+			matchType: "ingredient",
+			source: "ema",
+		});
+	});
+
+	it("requires auth and returns EMA search results from the route", async () => {
+		const app = await buildApp();
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("/drugs.json?name=")) {
+				return Promise.resolve(jsonResponse({ drugGroup: { conceptGroup: [] } }));
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(jsonResponse({ results: [] }));
+			}
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(jsonResponse([createEmaRow()]));
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/medication-enrichment/search?q=aspirin&limit=1",
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(requireAuthMock).toHaveBeenCalledTimes(1);
+		expect(response.json()).toMatchObject({
+			query: "aspirin",
+			normalizedQuery: "aspirin",
+			hasMore: false,
+			results: [
+				{
+					code: "EMA-ASPIRIN",
+					name: "Aspirin 500 mg tablets",
+					source: "ema",
+				},
+			],
+		});
+
+		await app.close();
+	});
+
+	it("falls back from EMA to RxNorm and openFDA search results when EMA has no match", async () => {
+		const { searchMedicationEnrichment } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(jsonResponse([createEmaRow()]));
+			}
+			if (url.includes("/drugs.json?name=semaglutide")) {
+				return Promise.resolve(
+					jsonResponse({
+						drugGroup: {
+							conceptGroup: [
+								{
+									tty: "SBD",
+									conceptProperties: [
+										{
+											rxcui: "12345",
+											name: "Semaglutide 0.25 MG Oral Tablet [Wegovy]",
+											synonym: "Wegovy 0.25 mg oral tablet",
+										},
+									],
+								},
+							],
+						},
+					})
+				);
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "Ozempic",
+								generic_name: "Semaglutide",
+								dosage_form: "Tablet",
+								marketing_start_date: "20240101",
+								packaging: [{ description: "2 blisters in 1 carton / 10 tablets in 1 blister" }],
+							},
+						],
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await searchMedicationEnrichment("Semaglutide", 3);
+
+		expect(response.hasMore).toBe(false);
+		expect(response.results).toEqual(
+			expect.arrayContaining([
+				expect.objectContaining({
+					code: "12345",
+					name: "Wegovy",
+					genericName: "Semaglutide",
+					source: "rxnorm",
+				}),
+				expect.objectContaining({
+					code: "00011-1111",
+					name: "Ozempic",
+					genericName: "Semaglutide",
+					source: "openfda",
+				}),
+			])
+		);
+		expect(response.results.find((result) => result.code === "00011-1111")?.packageOptions).toEqual([
+			{
+				label: "2 blisters in 1 carton / 10 tablets in 1 blister",
+				description: "2 blisters in 1 carton / 10 tablets in 1 blister",
+				packageType: "blister",
+				packCount: 1,
+				blistersPerPack: 2,
+				pillsPerBlister: 10,
+				totalPills: 20,
+				looseTablets: 0,
+				packageAmountValue: null,
+				packageAmountUnit: null,
+			},
+		]);
+	});
+
+	it("prioritizes results with package sizes before source-only matches", async () => {
+		const { searchMedicationEnrichment } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(jsonResponse([createEmaRow()]));
+			}
+			if (url.includes("/drugs.json?name=")) {
+				return Promise.resolve(
+					jsonResponse({
+						drugGroup: {
+							conceptGroup: [
+								{
+									tty: "SBD",
+									conceptProperties: [
+										{
+											rxcui: "1191",
+											name: "Aspirin 500 MG Oral Tablet [Aspirin]",
+											synonym: "Aspirin 500 mg oral tablet",
+										},
+									],
+								},
+							],
+						},
+					})
+				);
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "Bayer Aspirin",
+								generic_name: "Acetylsalicylic acid",
+								dosage_form: "Tablet",
+								marketing_start_date: "20240101",
+								packaging: [{ description: "2 blisters in 1 carton / 10 tablets in 1 blister" }],
+							},
+						],
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await searchMedicationEnrichment("Aspirin", 3);
+
+		expect(response.hasMore).toBe(false);
+		expect(response.results).toHaveLength(3);
+		expect(response.results[0]).toMatchObject({
+			code: "00011-1111",
+			source: "openfda",
+		});
+		expect(response.results[1]).toMatchObject({
+			code: "1191",
+			source: "rxnorm",
+		});
+		expect(response.results[2]).toMatchObject({
+			code: "EMA-ASPIRIN",
+			source: "ema",
+		});
+	});
+
+	it("sorts richer package hits ahead of package-bearing results with fewer options", async () => {
+		const { searchMedicationEnrichment } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(jsonResponse([createEmaRow()]));
+			}
+			if (url.includes("/drugs.json?name=")) {
+				return Promise.resolve(jsonResponse({ drugGroup: { conceptGroup: [] } }));
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "Ibuprofen Max",
+								generic_name: "Ibuprofen",
+								dosage_form: "Tablet",
+								marketing_start_date: "20240101",
+								packaging: [{ description: "60 tablets in 1 bottle" }, { description: "120 tablets in 1 bottle" }],
+							},
+							{
+								product_ndc: "00022-2222",
+								brand_name: "Ibuprofen Compact",
+								generic_name: "Ibuprofen",
+								dosage_form: "Tablet",
+								marketing_start_date: "20240101",
+								packaging: [{ description: "20 tablets in 1 blister" }],
+							},
+						],
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await searchMedicationEnrichment("Ibuprofen", 3);
+
+		expect(response.results.slice(0, 2)).toMatchObject([
+			{
+				code: "00011-1111",
+				source: "openfda",
+			},
+			{
+				code: "00022-2222",
+				source: "openfda",
+			},
+		]);
+		expect(response.results[0].packageOptions).toHaveLength(2);
+		expect(response.results[1].packageOptions).toHaveLength(1);
+	});
+
+	it("validates malformed search requests", async () => {
+		const app = await buildApp();
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/medication-enrichment/search?q=",
+		});
+
+		expect(response.statusCode).toBe(400);
+		expect(fetchMock).not.toHaveBeenCalled();
+
+		await app.close();
+	});
+
+	it("returns enrichment suggestions with optional RxNorm strength data", async () => {
+		const app = await buildApp();
+		fetchMock
+			.mockResolvedValueOnce(
+				jsonResponse([
+					createEmaRow({
+						name_of_medicine: "Tylenol 500 mg tablets",
+						international_non_proprietary_name_common_name: "Acetaminophen",
+						active_substance: "Acetaminophen",
+						ema_product_number: "EMA-TYLENOL",
+					}),
+				])
+			)
+			.mockResolvedValueOnce(jsonResponse({ idGroup: { rxnormId: ["161"] } }))
+			.mockResolvedValueOnce(
+				jsonResponse({
+					relatedGroup: {
+						conceptGroup: [
+							{
+								conceptProperties: [
+									{ name: "Acetaminophen 500 MG Oral Tablet" },
+									{ name: "Acetaminophen 650 MG Oral Tablet" },
+								],
+							},
+						],
+					},
+				})
+			);
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/medication-enrichment/enrich",
+			payload: {
+				query: "Paracetamol",
+				name: "Tylenol 500 mg tablets",
+				genericName: "Acetaminophen",
+			},
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toMatchObject({
+			selection: {
+				name: "Tylenol 500 mg tablets",
+				genericName: "Acetaminophen",
+				source: "ema+rxnorm",
+			},
+			suggestions: {
+				medicationForm: "tablet",
+				strengthOptions: [
+					{ label: "500 mg", pillWeightMg: 500, doseUnit: "mg" },
+					{ label: "650 mg", pillWeightMg: 650, doseUnit: "mg" },
+				],
+			},
+			meta: {
+				rxNormMatched: true,
+				openFdaMatched: false,
+				partial: false,
+				note: null,
+			},
+		});
+
+		await app.close();
+	});
+
+	it("includes package suggestions from openFDA fallback in route responses", async () => {
+		const app = await buildApp();
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(
+					jsonResponse([
+						createEmaRow({
+							name_of_medicine: "Tylenol 500 mg tablets",
+							international_non_proprietary_name_common_name: "Acetaminophen",
+							active_substance: "Acetaminophen",
+							ema_product_number: "EMA-TYLENOL",
+						}),
+					])
+				);
+			}
+			if (url.includes("/rxcui.json?name=acetaminophen&search=2")) {
+				return Promise.resolve(jsonResponse({ idGroup: {} }));
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "Tylenol",
+								generic_name: "Acetaminophen",
+								dosage_form: "Tablet",
+								active_ingredients: [{ name: "Acetaminophen", strength: "500 mg" }],
+								packaging: [{ description: "30 tablets in 1 bottle" }],
+							},
+						],
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/medication-enrichment/enrich",
+			payload: {
+				query: "Paracetamol",
+				name: "Tylenol 500 mg tablets",
+				genericName: "Acetaminophen",
+			},
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toMatchObject({
+			selection: {
+				name: "Tylenol 500 mg tablets",
+				genericName: "Acetaminophen",
+				source: "ema+openfda",
+			},
+			suggestions: {
+				medicationForm: "tablet",
+				strengthOptions: [{ label: "500 mg", pillWeightMg: 500, doseUnit: "mg" }],
+				packageOptions: [
+					{
+						label: "30 tablets in 1 bottle",
+						description: "30 tablets in 1 bottle",
+						packageType: "bottle",
+						packCount: 1,
+						blistersPerPack: null,
+						pillsPerBlister: null,
+						totalPills: 30,
+						looseTablets: 30,
+						packageAmountValue: null,
+						packageAmountUnit: null,
+					},
+				],
+			},
+			meta: {
+				rxNormMatched: false,
+				openFdaMatched: true,
+				partial: false,
+				note: null,
+			},
+		});
+
+		await app.close();
+	});
+
+	it("keeps incomplete-coverage messaging honest when RxNorm enrichment fails", async () => {
+		const { enrichMedicationSelection } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("medicines-output-medicines_json-report_en.json")) {
+				return Promise.resolve(
+					jsonResponse([
+						createEmaRow({
+							name_of_medicine: "Tylenol 500 mg tablets",
+							international_non_proprietary_name_common_name: "Acetaminophen",
+							active_substance: "Acetaminophen",
+							ema_product_number: "EMA-TYLENOL",
+						}),
+					])
+				);
+			}
+			if (url.includes("/rxcui.json?name=acetaminophen&search=2")) {
+				return Promise.reject(new Error("rxnorm timeout"));
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(jsonResponse({ results: [] }));
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await enrichMedicationSelection({
+			query: "Paracetamol",
+			name: "Tylenol 500 mg tablets",
+			genericName: "Acetaminophen",
+		});
+
+		expect(response.selection.source).toBe("ema");
+		expect(response.suggestions.strengthOptions).toEqual([]);
+		expect(response.meta).toEqual({
+			rxNormMatched: false,
+			openFdaMatched: false,
+			partial: true,
+			note: "Returned EMA enrichment without RxNorm suggestions.",
+		});
+	});
+
+	it("enriches RxNorm selections by code and falls back to openFDA without best-match guessing", async () => {
+		const { enrichMedicationSelection } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("/rxcui/12345/related.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						relatedGroup: {
+							conceptGroup: [],
+						},
+					})
+				);
+			}
+			if (url.includes("api.fda.gov/drug/ndc.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "Ozempic",
+								generic_name: "Semaglutide",
+								dosage_form: "Tablet",
+								active_ingredients: [{ name: "Semaglutide", strength: "2 mg" }],
+							},
+						],
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await enrichMedicationSelection({
+			query: "Ozempic",
+			name: "Ozempic",
+			genericName: "Semaglutide",
+			code: "12345",
+			source: "rxnorm",
+		});
+
+		expect(response).toMatchObject({
+			selection: {
+				name: "Ozempic",
+				genericName: "Semaglutide",
+				source: "rxnorm+openfda",
+			},
+			suggestions: {
+				medicationForm: "tablet",
+				strengthOptions: [{ label: "2 mg", pillWeightMg: 2, doseUnit: "mg" }],
+			},
+			meta: {
+				rxNormMatched: false,
+				openFdaMatched: true,
+				partial: false,
+				note: null,
+			},
+		});
+	});
+
+	it("enriches openFDA selections by code and augments them with RxNorm strength data", async () => {
+		const { enrichMedicationSelection } = await import("../services/medication-enrichment.js");
+
+		fetchMock.mockImplementation((url: string) => {
+			if (url.includes("search=product_ndc%3A%2200011-1111%22")) {
+				return Promise.resolve(
+					jsonResponse({
+						results: [
+							{
+								product_ndc: "00011-1111",
+								brand_name: "US Ibuprofen",
+								generic_name: "Ibuprofen",
+								dosage_form: "Tablet",
+								active_ingredients: [{ name: "Ibuprofen", strength: "200 mg" }],
+								packaging: [{ description: "100 mL in 1 bottle" }],
+							},
+						],
+					})
+				);
+			}
+			if (url.includes("/rxcui.json?name=ibuprofen&search=2")) {
+				return Promise.resolve(jsonResponse({ idGroup: { rxnormId: ["161"] } }));
+			}
+			if (url.includes("/rxcui/161/related.json")) {
+				return Promise.resolve(
+					jsonResponse({
+						relatedGroup: {
+							conceptGroup: [
+								{
+									conceptProperties: [
+										{ name: "Ibuprofen 200 MG Oral Tablet" },
+										{ name: "Ibuprofen 400 MG Oral Tablet" },
+									],
+								},
+							],
+						},
+					})
+				);
+			}
+			return Promise.reject(new Error(`Unexpected URL: ${url}`));
+		});
+
+		const response = await enrichMedicationSelection({
+			query: "US Ibuprofen",
+			name: "US Ibuprofen",
+			genericName: "Ibuprofen",
+			code: "00011-1111",
+			source: "openfda",
+		});
+
+		expect(response).toMatchObject({
+			selection: {
+				name: "US Ibuprofen",
+				genericName: "Ibuprofen",
+				source: "rxnorm+openfda",
+			},
+			suggestions: {
+				medicationForm: "tablet",
+				strengthOptions: [
+					{ label: "200 mg", pillWeightMg: 200, doseUnit: "mg" },
+					{ label: "400 mg", pillWeightMg: 400, doseUnit: "mg" },
+				],
+				packageOptions: [
+					{
+						label: "100 mL in 1 bottle",
+						description: "100 mL in 1 bottle",
+						packageType: "liquid_container",
+						packCount: 1,
+						blistersPerPack: null,
+						pillsPerBlister: null,
+						totalPills: 100,
+						looseTablets: 100,
+						packageAmountValue: 100,
+						packageAmountUnit: "ml",
+					},
+				],
+			},
+			meta: {
+				rxNormMatched: true,
+				openFdaMatched: true,
+				partial: false,
+				note: null,
+			},
+		});
+	});
+
+	it("returns not found when an explicit selection cannot be resolved", async () => {
+		const app = await buildApp();
+		fetchMock.mockResolvedValueOnce(jsonResponse([createEmaRow()]));
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/medication-enrichment/enrich",
+			payload: {
+				query: "Unknown",
+				name: "Completely Different Medication",
+				genericName: "No match",
+			},
+		});
+
+		expect(response.statusCode).toBe(404);
+		expect(response.json()).toMatchObject({
+			code: "MEDICATION_ENRICHMENT_NOT_FOUND",
+			error: "Selected medication could not be resolved.",
+		});
+
+		await app.close();
+	});
+
+	it("keeps split module exports aligned with the canonical enrichment service", async () => {
+		const indexExports = await import("../services/medication-enrichment/index.js");
+		const searchExports = await import("../services/medication-enrichment/search.js");
+		const adapterExports = await import("../services/medication-enrichment/adapters.js");
+		const canonical = await import("../services/medication-enrichment.js");
+
+		expect(indexExports.searchMedicationEnrichment).toBe(canonical.searchMedicationEnrichment);
+		expect(indexExports.enrichMedicationSelection).toBe(canonical.enrichMedicationSelection);
+		expect(searchExports.searchMedicationEnrichment).toBe(canonical.searchMedicationEnrichment);
+		expect(adapterExports.MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT).toBe(
+			canonical.MEDICATION_ENRICHMENT_SEARCH_DEFAULT_LIMIT
+		);
+		expect(adapterExports.MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT).toBe(
+			canonical.MEDICATION_ENRICHMENT_SEARCH_MAX_LIMIT
+		);
+	});
+
+	it("returns transport-safe 503 payload when search lookup fails unexpectedly", async () => {
+		const app = await buildApp();
+		fetchMock.mockRejectedValue(new Error("network unavailable"));
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/medication-enrichment/search?q=aspirin&limit=1",
+		});
+
+		expect(response.statusCode).toBe(503);
+		expect(response.json()).toEqual({
+			error: "Medication enrichment is temporarily unavailable.",
+			code: "MEDICATION_ENRICHMENT_UNAVAILABLE",
+		});
+
+		await app.close();
+	});
+});
@@ -1,6 +1,7 @@
 import cookie from "@fastify/cookie";
 import Fastify from "fastify";
 import { afterEach, describe, expect, it, vi } from "vitest";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 type OidcMocks = {
 	discovery: ReturnType<typeof vi.fn>;
@@ -54,7 +55,7 @@ async function buildOidcApp(envOverrides: Record<string, unknown>) {

 	const { oidcRoutes } = await import("../routes/oidc.js");

-	const app = Fastify({ logger: false });
+	const app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 	await app.register(cookie, { secret: "test-cookie-secret" });
 	app.decorate("config", {
 		accessSecret: "test-jwt-secret-12345",
@@ -1,6 +1,7 @@
 import type { Client } from "@libsql/client";
 import Fastify, { type FastifyInstance } from "fastify";
 import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 // Create test database and mocks before anything else (hoisted)
 const {
@@ -93,7 +94,12 @@ async function createSchema(client: Client) {
      name text NOT NULL,
      generic_name text,
      taken_by_json text NOT NULL DEFAULT '[]',
+		medication_form text NOT NULL DEFAULT 'tablet',
+		pill_form text,
+		lifecycle_category text NOT NULL DEFAULT 'refill_when_empty',
      package_type text NOT NULL DEFAULT 'blister',
+		package_amount_value integer NOT NULL DEFAULT 0,
+		package_amount_unit text NOT NULL DEFAULT 'ml',
      pack_count integer NOT NULL DEFAULT 1,
      blisters_per_pack integer NOT NULL DEFAULT 1,
      pills_per_blister integer NOT NULL DEFAULT 1,
@@ -112,6 +118,8 @@ async function createSchema(client: Client) {
      notes text,
      intake_reminders_enabled integer NOT NULL DEFAULT 0,
      medication_start_date text NOT NULL DEFAULT '',
+	medication_end_date text,
+	auto_mark_obsolete_after_end_date integer NOT NULL DEFAULT 1,
      is_obsolete integer NOT NULL DEFAULT 0,
      obsolete_at integer,
      prescription_enabled integer NOT NULL DEFAULT 0,
@@ -126,6 +134,7 @@ async function createSchema(client: Client) {
 		`CREATE TABLE IF NOT EXISTS user_settings (
      id integer PRIMARY KEY AUTOINCREMENT,
      user_id integer NOT NULL UNIQUE,
+		timezone text NOT NULL DEFAULT '',
      email_enabled integer NOT NULL DEFAULT 0,
      notification_email text,
      email_stock_reminders integer NOT NULL DEFAULT 1,
@@ -149,6 +158,7 @@ async function createSchema(client: Client) {
      language text NOT NULL DEFAULT 'en',
      stock_calculation_mode text NOT NULL DEFAULT 'automatic',
      share_stock_status integer NOT NULL DEFAULT 1,
+	share_medication_overview integer NOT NULL DEFAULT 0,
 	upcoming_today_only integer NOT NULL DEFAULT 0,
 	share_schedule_today_only integer NOT NULL DEFAULT 0,
 	swap_dashboard_main_sections integer NOT NULL DEFAULT 0,
@@ -207,7 +217,7 @@ describe("Planner Routes", () => {
 			args: [],
 		});

-		app = Fastify({ logger: false });
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 		await app.register(plannerRoutes);
 		await app.ready();

@@ -284,7 +294,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -330,7 +340,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -434,7 +444,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -522,7 +532,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });
 			mockSendShoutrrr.mockResolvedValueOnce({ success: true });

 			const response = await app.inject({
@@ -697,7 +707,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -727,7 +737,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -763,7 +773,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -849,7 +859,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });
 			mockSendShoutrrr.mockResolvedValueOnce({ success: true });

 			const response = await app.inject({
@@ -982,7 +992,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -1036,6 +1046,36 @@ describe("Planner Routes", () => {
 			expect(title).not.toContain("Low");
 			expect(message).toContain("Running critically low");
 		});
+
+		it("should return 400 when only tube medications are in active meds", async () => {
+			// Insert a tube medication (should be excluded from reminders)
+			await testClient.execute({
+				sql: `INSERT INTO medications (id, user_id, name, taken_by_json, usage_json, every_json, start_json, package_type)
+				       VALUES (3, 999999999, 'Ointment', '[]', '[]', '[]', '[]', 'tube')`,
+				args: [],
+			});
+
+			await testClient.execute({
+				sql: `INSERT INTO user_settings (user_id, email_enabled, shoutrrr_enabled, language) VALUES (?, 1, 0, 'en')`,
+				args: [999999999],
+			});
+
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });
+
+			const response = await app.inject({
+				method: "POST",
+				url: "/reminder/send-email",
+				payload: {
+					email: "test@example.com",
+					lowStock: [{ name: "Ointment", medsLeft: 5, daysLeft: 10, depletionDate: "2025-01-13" }],
+				},
+			});
+
+			// Expects 400 because tube medications are excluded from stock reminders
+			expect(response.statusCode).toBe(400);
+			expect(response.json()).toEqual({ error: "No active medications to notify" });
+			expect(mockSendMail).not.toHaveBeenCalled();
+		});
 	});

 	describe("POST /reminder/send-prescription", () => {
@@ -1082,7 +1122,7 @@ describe("Planner Routes", () => {
 				args: [999999999],
 			});

-			mockSendMail.mockResolvedValueOnce({ messageId: "123" });
+			mockSendMail.mockResolvedValueOnce({ messageId: "123", accepted: ["test.com"], rejected: [] });

 			const response = await app.inject({
 				method: "POST",
@@ -1,396 +0,0 @@
-/**
- * Tests for /medications/:id/refill and /medications/:id/refills API endpoints.
- * Tests adding refills to medication stock and retrieving refill history.
- */
-import { afterAll, beforeAll, beforeEach, describe, expect, it } from "vitest";
-import {
-	buildTestApp,
-	clearTestData,
-	closeTestApp,
-	createTestMedication,
-	createTestUser,
-	type TestContext,
-} from "./setup.js";
-
-// Store userId at module level so routes can access it
-let currentUserId = 1;
-
-// =============================================================================
-// Route Registration
-// =============================================================================
-
-async function registerRefillRoutes(ctx: TestContext) {
-	const { app, client } = ctx;
-
-	// POST /medications/:id/refill - Add stock and record history
-	app.post<{ Params: { id: string }; Body: { packsAdded?: number; loosePillsAdded?: number } }>(
-		"/medications/:id/refill",
-		async (request, reply) => {
-			const userId = currentUserId;
-			const medId = parseInt(request.params.id, 10);
-			const { packsAdded = 0, loosePillsAdded = 0 } = request.body || {};
-
-			// Validate input
-			if (packsAdded < 0 || loosePillsAdded < 0) {
-				return reply.status(400).send({ error: "packsAdded and loosePillsAdded must be non-negative" });
-			}
-			if (packsAdded === 0 && loosePillsAdded === 0) {
-				return reply
-					.status(400)
-					.send({ error: "At least one of packsAdded or loosePillsAdded must be greater than 0" });
-			}
-
-			// Check medication exists and belongs to user
-			const medResult = await client.execute({
-				sql: `SELECT id, pack_count, loose_tablets, blisters_per_pack, pills_per_blister 
-              FROM medications WHERE id = ? AND user_id = ?`,
-				args: [medId, userId],
-			});
-
-			if (medResult.rows.length === 0) {
-				return reply.status(404).send({ error: "Medication not found" });
-			}
-
-			const med = medResult.rows[0];
-			const newPackCount = (med.pack_count as number) + packsAdded;
-			const newLooseTablets = (med.loose_tablets as number) + loosePillsAdded;
-			const pillsPerPack = (med.blisters_per_pack as number) * (med.pills_per_blister as number);
-			const totalPillsAdded = packsAdded * pillsPerPack + loosePillsAdded;
-
-			// Update medication stock
-			await client.execute({
-				sql: `UPDATE medications SET pack_count = ?, loose_tablets = ? WHERE id = ?`,
-				args: [newPackCount, newLooseTablets, medId],
-			});
-
-			// Record refill history
-			await client.execute({
-				sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added) 
-              VALUES (?, ?, ?, ?)`,
-				args: [medId, userId, packsAdded, loosePillsAdded],
-			});
-
-			return {
-				success: true,
-				pillsAdded: totalPillsAdded,
-				newPackCount,
-				newLooseTablets,
-			};
-		}
-	);
-
-	// GET /medications/:id/refills - Get refill history
-	app.get<{ Params: { id: string } }>("/medications/:id/refills", async (request, reply) => {
-		const userId = currentUserId;
-		const medId = parseInt(request.params.id, 10);
-
-		// Check medication exists and belongs to user
-		const medResult = await client.execute({
-			sql: `SELECT id FROM medications WHERE id = ? AND user_id = ?`,
-			args: [medId, userId],
-		});
-
-		if (medResult.rows.length === 0) {
-			return reply.status(404).send({ error: "Medication not found" });
-		}
-
-		// Get refill history, newest first
-		const refillResult = await client.execute({
-			sql: `SELECT id, packs_added, loose_pills_added, refill_date 
-            FROM refill_history 
-            WHERE medication_id = ? AND user_id = ?
-            ORDER BY refill_date DESC`,
-			args: [medId, userId],
-		});
-
-		return {
-			refills: refillResult.rows.map((r) => ({
-				id: r.id,
-				packsAdded: r.packs_added,
-				loosePillsAdded: r.loose_pills_added,
-				refillDate: r.refill_date,
-			})),
-		};
-	});
-}
-
-// =============================================================================
-// Tests
-// =============================================================================
-
-describe("Refill API", () => {
-	let ctx: TestContext;
-	let userId: number;
-	let medId: number;
-
-	beforeAll(async () => {
-		ctx = await buildTestApp();
-		await registerRefillRoutes(ctx);
-		await ctx.app.ready();
-	});
-
-	afterAll(async () => {
-		await closeTestApp(ctx);
-	});
-
-	beforeEach(async () => {
-		await clearTestData(ctx.client);
-		// Create test user
-		userId = await createTestUser(ctx.client, { username: "testuser" });
-		// Update the module-level userId so routes use the correct one
-		currentUserId = userId;
-		// Create a test medication with 1 pack (10 blisters × 10 pills = 100 pills/pack)
-		medId = await createTestMedication(ctx.client, {
-			userId,
-			name: "Test Med",
-			packCount: 1,
-			blistersPerPack: 10,
-			pillsPerBlister: 10,
-			looseTablets: 5,
-		});
-	});
-
-	// ---------------------------------------------------------------------------
-	// POST /medications/:id/refill
-	// ---------------------------------------------------------------------------
-
-	describe("POST /medications/:id/refill", () => {
-		it("should add packs to medication stock", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 2 },
-			});
-
-			expect(response.statusCode).toBe(200);
-			const data = response.json();
-			expect(data.success).toBe(true);
-			expect(data.pillsAdded).toBe(200); // 2 packs × 100 pills
-			expect(data.newPackCount).toBe(3); // 1 + 2
-
-			// Verify in database
-			const result = await ctx.client.execute({
-				sql: `SELECT pack_count FROM medications WHERE id = ?`,
-				args: [medId],
-			});
-			expect(result.rows[0].pack_count).toBe(3);
-		});
-
-		it("should add loose pills to medication stock", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { loosePillsAdded: 15 },
-			});
-
-			expect(response.statusCode).toBe(200);
-			const data = response.json();
-			expect(data.success).toBe(true);
-			expect(data.pillsAdded).toBe(15);
-			expect(data.newLooseTablets).toBe(20); // 5 + 15
-
-			// Verify in database
-			const result = await ctx.client.execute({
-				sql: `SELECT loose_tablets FROM medications WHERE id = ?`,
-				args: [medId],
-			});
-			expect(result.rows[0].loose_tablets).toBe(20);
-		});
-
-		it("should add both packs and loose pills", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 1, loosePillsAdded: 10 },
-			});
-
-			expect(response.statusCode).toBe(200);
-			const data = response.json();
-			expect(data.success).toBe(true);
-			expect(data.pillsAdded).toBe(110); // 1 pack (100) + 10 loose
-			expect(data.newPackCount).toBe(2);
-			expect(data.newLooseTablets).toBe(15);
-		});
-
-		it("should record refill in history", async () => {
-			await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 2, loosePillsAdded: 5 },
-			});
-
-			// Check history
-			const result = await ctx.client.execute({
-				sql: `SELECT packs_added, loose_pills_added FROM refill_history WHERE medication_id = ?`,
-				args: [medId],
-			});
-			expect(result.rows.length).toBe(1);
-			expect(result.rows[0].packs_added).toBe(2);
-			expect(result.rows[0].loose_pills_added).toBe(5);
-		});
-
-		it("should reject refill with zero amounts", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 0, loosePillsAdded: 0 },
-			});
-
-			expect(response.statusCode).toBe(400);
-			expect(response.json().error).toContain("At least one");
-		});
-
-		it("should reject refill with negative amounts", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: -1 },
-			});
-
-			expect(response.statusCode).toBe(400);
-			expect(response.json().error).toContain("non-negative");
-		});
-
-		it("should return 404 for non-existent medication", async () => {
-			const response = await ctx.app.inject({
-				method: "POST",
-				url: `/medications/99999/refill`,
-				payload: { packsAdded: 1 },
-			});
-
-			expect(response.statusCode).toBe(404);
-			expect(response.json().error).toBe("Medication not found");
-		});
-	});
-
-	// ---------------------------------------------------------------------------
-	// GET /medications/:id/refills
-	// ---------------------------------------------------------------------------
-
-	describe("GET /medications/:id/refills", () => {
-		it("should return empty array when no refills", async () => {
-			const response = await ctx.app.inject({
-				method: "GET",
-				url: `/medications/${medId}/refills`,
-			});
-
-			expect(response.statusCode).toBe(200);
-			expect(response.json()).toEqual({ refills: [] });
-		});
-
-		it("should return refill history newest first", async () => {
-			// Add two refills with different values so we can identify them
-			await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 1, loosePillsAdded: 0 },
-			});
-
-			// Increase delay to ensure different timestamps (SQLite datetime has second precision)
-			await new Promise((r) => setTimeout(r, 1100));
-
-			await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 0, loosePillsAdded: 20 },
-			});
-
-			const response = await ctx.app.inject({
-				method: "GET",
-				url: `/medications/${medId}/refills`,
-			});
-
-			expect(response.statusCode).toBe(200);
-			const data = response.json();
-			expect(data.refills).toHaveLength(2);
-
-			// Newest first (loose pills - added second)
-			expect(data.refills[0].packsAdded).toBe(0);
-			expect(data.refills[0].loosePillsAdded).toBe(20);
-
-			// Older (packs - added first)
-			expect(data.refills[1].packsAdded).toBe(1);
-			expect(data.refills[1].loosePillsAdded).toBe(0);
-
-			// Each entry should have an id and refillDate
-			for (const refill of data.refills) {
-				expect(refill.id).toBeTypeOf("number");
-				expect(refill.refillDate).toBeTruthy();
-			}
-		});
-
-		it("should return 404 for non-existent medication", async () => {
-			const response = await ctx.app.inject({
-				method: "GET",
-				url: `/medications/99999/refills`,
-			});
-
-			expect(response.statusCode).toBe(404);
-			expect(response.json().error).toBe("Medication not found");
-		});
-	});
-
-	// ---------------------------------------------------------------------------
-	// Cascade Delete Tests
-	// ---------------------------------------------------------------------------
-
-	describe("Cascade Delete", () => {
-		it("should delete refill history when medication is deleted", async () => {
-			// Add a refill
-			await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 1 },
-			});
-
-			// Verify refill exists
-			let result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM refill_history WHERE medication_id = ?`,
-				args: [medId],
-			});
-			expect(result.rows[0].count).toBe(1);
-
-			// Delete medication
-			await ctx.client.execute({
-				sql: `DELETE FROM medications WHERE id = ?`,
-				args: [medId],
-			});
-
-			// Verify refill history was cascade deleted
-			result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM refill_history WHERE medication_id = ?`,
-				args: [medId],
-			});
-			expect(result.rows[0].count).toBe(0);
-		});
-
-		it("should delete refill history when user is deleted", async () => {
-			// Add a refill
-			await ctx.app.inject({
-				method: "POST",
-				url: `/medications/${medId}/refill`,
-				payload: { packsAdded: 1 },
-			});
-
-			// Verify refill exists
-			let result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM refill_history WHERE user_id = ?`,
-				args: [userId],
-			});
-			expect(result.rows[0].count).toBe(1);
-
-			// Delete user
-			await ctx.client.execute({
-				sql: `DELETE FROM users WHERE id = ?`,
-				args: [userId],
-			});
-
-			// Verify refill history was cascade deleted
-			result = await ctx.client.execute({
-				sql: `SELECT COUNT(*) as count FROM refill_history WHERE user_id = ?`,
-				args: [userId],
-			});
-			expect(result.rows[0].count).toBe(0);
-		});
-	});
-});
@@ -4,6 +4,7 @@ import { migrate } from "drizzle-orm/libsql/migrator";
 import Fastify, { type FastifyInstance } from "fastify";
 import { afterAll, beforeAll, beforeEach, describe, expect, it, vi } from "vitest";
 import { runAlterMigrations } from "../db/db-utils.js";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 const { testClient, testDb, mockedEnv, nodemailerSendMail, fetchMock } = vi.hoisted(() => {
 	const { createClient } = require("@libsql/client");
@@ -15,6 +16,8 @@ const { testClient, testDb, mockedEnv, nodemailerSendMail, fetchMock } = vi.hois
 		OIDC_ENABLED: false,
 		OIDC_PROVIDER_NAME: "SSO",
 		NODE_ENV: "test",
+		PUBLIC_APP_URL: "https://app.example.com",
+		CORS_ORIGINS: "https://app.example.com",
 	};
 	return {
 		testClient: client,
@@ -45,7 +48,9 @@ vi.mock("nodemailer", () => ({
 	},
 }));

-const { settingsRoutes, sendShoutrrrNotification } = await import("../routes/settings.js");
+const { settingsRoutes, sendShoutrrrNotification, loadUserSettings, getAllUserSettings } = await import(
+	"../routes/settings.js"
+);
 const { exportRoutes } = await import("../routes/export.js");
 const { reportRoutes } = await import("../routes/report.js");

@@ -106,7 +111,7 @@ describe("Real route coverage: settings/export/report", () => {
 	beforeAll(async () => {
 		await migrate(testDb, { migrationsFolder });
 		await runAlterMigrations(testClient);
-		app = Fastify({ logger: false });
+		app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 		await app.register(settingsRoutes);
 		await app.register(exportRoutes);
 		await app.register(reportRoutes);
@@ -137,11 +142,76 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(response.statusCode).toBe(200);
 		const body = response.json();
 		expect(body.language).toBe("en");
-		expect(body.shareStockStatus).toBe(true);
 		expect(body.upcomingTodayOnly).toBe(false);
 		expect(body.shareScheduleTodayOnly).toBe(false);
 	});

+	it("GET /settings returns a non-empty serialized payload with SMTP fields", async () => {
+		process.env.SMTP_HOST = "smtp.example.com";
+		process.env.SMTP_PORT = "2525";
+		process.env.SMTP_USER = "mailer@example.com";
+		process.env.SMTP_FROM = "MedAssist <mailer@example.com>";
+		process.env.SMTP_PASS = "secret";
+
+		await app.inject({
+			method: "PUT",
+			url: "/settings",
+			payload: {
+				emailEnabled: true,
+				notificationEmail: "person@example.com",
+				reminderDaysBefore: 5,
+				repeatDailyReminders: true,
+				lowStockDays: 14,
+				normalStockDays: 45,
+				highStockDays: 90,
+				shoutrrrEnabled: false,
+				shoutrrrUrl: "",
+				emailStockReminders: true,
+				emailIntakeReminders: true,
+				emailPrescriptionReminders: true,
+				shoutrrrStockReminders: true,
+				shoutrrrIntakeReminders: true,
+				shoutrrrPrescriptionReminders: true,
+				skipRemindersForTakenDoses: false,
+				repeatRemindersEnabled: true,
+				reminderRepeatIntervalMinutes: 20,
+				maxNaggingReminders: 4,
+				language: "en",
+				stockCalculationMode: "manual",
+				upcomingTodayOnly: true,
+				shareScheduleTodayOnly: true,
+				swapDashboardMainSections: true,
+			},
+		});
+
+		const response = await app.inject({ method: "GET", url: "/settings" });
+
+		expect(response.statusCode).toBe(200);
+		expect(response.body).not.toBe("{}");
+
+		const body = response.json();
+		expect(body).toEqual(
+			expect.objectContaining({
+				emailEnabled: true,
+				notificationEmail: "person@example.com",
+				reminderDaysBefore: 5,
+				repeatDailyReminders: true,
+				repeatRemindersEnabled: true,
+				reminderRepeatIntervalMinutes: 20,
+				maxNaggingReminders: 4,
+				stockCalculationMode: "manual",
+				upcomingTodayOnly: true,
+				shareScheduleTodayOnly: true,
+				swapDashboardMainSections: true,
+				smtpHost: "smtp.example.com",
+				smtpPort: 2525,
+				smtpUser: "mailer@example.com",
+				smtpFrom: "MedAssist <mailer@example.com>",
+				hasSmtpPassword: true,
+			})
+		);
+	});
+
 	it("PUT /settings disables repeatDailyReminders when no stock reminder channel exists", async () => {
 		const response = await app.inject({
 			method: "PUT",
@@ -168,7 +238,6 @@ describe("Real route coverage: settings/export/report", () => {
 				maxNaggingReminders: 5,
 				language: "en",
 				stockCalculationMode: "automatic",
-				shareStockStatus: true,
 				upcomingTodayOnly: false,
 				shareScheduleTodayOnly: false,
 				swapDashboardMainSections: false,
@@ -190,7 +259,30 @@ describe("Real route coverage: settings/export/report", () => {
 			payload: { language: "fr" },
 		});
 		expect(response.statusCode).toBe(400);
-		expect(response.json().error).toBe("Invalid language");
+		expect(response.json().error).toMatch(/Invalid language|Bad Request/);
+	});
+
+	it("PUT /settings/language creates and updates the stored language", async () => {
+		let response = await app.inject({
+			method: "PUT",
+			url: "/settings/language",
+			payload: { language: "de" },
+		});
+
+		expect(response.statusCode).toBe(200);
+
+		response = await app.inject({
+			method: "PUT",
+			url: "/settings/language",
+			payload: { language: "en" },
+		});
+
+		expect(response.statusCode).toBe(200);
+
+		const stored = await testClient.execute({
+			sql: "SELECT language FROM user_settings WHERE user_id = 1",
+		});
+		expect(stored.rows[0].language).toBe("en");
 	});

 	it("POST /settings/test-email fails when SMTP is not configured", async () => {
@@ -207,7 +299,12 @@ describe("Real route coverage: settings/export/report", () => {
 		process.env.SMTP_HOST = "smtp.example.com";
 		process.env.SMTP_USER = "mailer@example.com";
 		process.env.SMTP_TOKEN = "secret";
-		nodemailerSendMail.mockResolvedValue(undefined);
+		nodemailerSendMail.mockResolvedValue({
+			accepted: ["person@example.com"],
+			rejected: [],
+			response: "250 2.0.0 OK",
+			messageId: "test-message-id",
+		});

 		const response = await app.inject({
 			method: "POST",
@@ -219,6 +316,22 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(nodemailerSendMail).toHaveBeenCalledTimes(1);
 	});

+	it("POST /settings/test-email maps generic transport failures to HTTP 500", async () => {
+		process.env.SMTP_HOST = "smtp.example.com";
+		process.env.SMTP_USER = "mailer@example.com";
+		process.env.SMTP_PASS = "secret";
+		nodemailerSendMail.mockRejectedValue(new Error("socket hang up"));
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/settings/test-email",
+			payload: { email: "person@example.com" },
+		});
+
+		expect(response.statusCode).toBe(500);
+		expect(response.json()).toMatchObject({ code: "TEST_EMAIL_FAILED" });
+	});
+
 	it("POST /settings/test-shoutrrr validates URL presence", async () => {
 		const response = await app.inject({
 			method: "POST",
@@ -228,6 +341,68 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(response.statusCode).toBe(400);
 	});

+	it("POST /settings/test-shoutrrr returns 500 when notification delivery fails", async () => {
+		const response = await app.inject({
+			method: "POST",
+			url: "/settings/test-shoutrrr",
+			payload: { url: "ftp://invalid.example.com/topic" },
+		});
+
+		expect(response.statusCode).toBe(500);
+		expect(response.json().error).toMatch(/Only HTTP\/HTTPS protocols are allowed|Unsupported URL format/);
+	});
+
+	it("POST /settings/test-shoutrrr returns 200 for a valid ntfy target", async () => {
+		fetchMock.mockResolvedValue({ ok: true, json: () => Promise.resolve({ id: "ntfy-test-message-id" }) });
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/settings/test-shoutrrr",
+			payload: { url: "ntfy://ntfy.sh/medassist" },
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toEqual({ success: true, message: "Test notification sent successfully" });
+		expect(fetchMock).toHaveBeenCalledTimes(1);
+
+		const [, requestInit] = fetchMock.mock.calls[0] ?? [];
+		const headers = (requestInit?.headers ?? {}) as Record<string, string>;
+		expect(headers["X-Sequence-ID"]).toEqual(expect.stringMatching(/^medassist-/));
+		expect(JSON.parse(headers.Actions ?? "[]")).toEqual([
+			{
+				action: "http",
+				label: "Take",
+				url: expect.stringMatching(/^https:\/\/app\.example\.com\/api\/notification-actions\//),
+				method: "POST",
+				clear: false,
+			},
+			{
+				action: "http",
+				label: "Skip",
+				url: expect.stringMatching(/^https:\/\/app\.example\.com\/api\/notification-actions\//),
+				method: "POST",
+				clear: false,
+			},
+			{
+				action: "view",
+				label: "View",
+				url: "https://app.example.com/dashboard",
+				clear: false,
+			},
+		]);
+
+		const groups = await testClient.execute("SELECT COUNT(*) AS count FROM notification_action_groups");
+		expect(Number(groups.rows[0].count)).toBe(1);
+
+		const storedGroup = await testClient.execute(
+			"SELECT ntfy_original_message_id FROM notification_action_groups LIMIT 1"
+		);
+		expect(storedGroup.rows).toEqual([expect.objectContaining({ ntfy_original_message_id: "ntfy-test-message-id" })]);
+
+		const tokens = await testClient.execute("SELECT COUNT(*) AS count FROM notification_action_tokens");
+		expect(Number(tokens.rows[0].count)).toBe(3);
+	});
+
 	it("sendShoutrrrNotification blocks localhost/private targets", async () => {
 		const result = await sendShoutrrrNotification("http://127.0.0.1/hook", "test", "message");
 		expect(result.success).toBe(false);
@@ -235,11 +410,12 @@ describe("Real route coverage: settings/export/report", () => {
 	});

 	it("sendShoutrrrNotification handles ntfy auth and safe URL reconstruction", async () => {
-		fetchMock.mockResolvedValue({ ok: true });
+		fetchMock.mockResolvedValue({ ok: true, json: () => Promise.resolve({ id: "ntfy-message-id" }) });

 		const result = await sendShoutrrrNotification("ntfy://user:pass@ntfy.sh/mytopic", "Title ä", "Message");

 		expect(result.success).toBe(true);
+		expect(result.providerMessageId).toBe("ntfy-message-id");
 		expect(fetchMock).toHaveBeenCalledWith(
 			"https://ntfy.sh/mytopic",
 			expect.objectContaining({
@@ -261,6 +437,166 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(JSON.parse(call[1].body)).toMatchObject({ title: "Title", message: "Body" });
 	});

+	it("sendShoutrrrNotification returns HTTP response errors for ntfy-style endpoints", async () => {
+		fetchMock.mockResolvedValue({ ok: false, status: 429, text: () => Promise.resolve("rate limited") });
+
+		const result = await sendShoutrrrNotification("https://ntfy.sh/medassist", "Title", "Body");
+
+		expect(result).toEqual({ success: false, error: "HTTP 429: rate limited" });
+	});
+
+	it("sendShoutrrrNotification rejects invalid Discord webhook identifiers", async () => {
+		const result = await sendShoutrrrNotification("discord://bad-token@not-a-number", "Title", "Body");
+
+		expect(result).toEqual({ success: false, error: "Invalid Discord webhook ID" });
+	});
+
+	it("sendShoutrrrNotification validates Pushover URL credentials", async () => {
+		const result = await sendShoutrrrNotification("pushover://missing-token", "Title", "Body");
+
+		expect(result).toEqual({ success: false, error: "Invalid Pushover URL format" });
+	});
+
+	it("sendShoutrrrNotification requires Telegram chats and validates tokens", async () => {
+		let result = await sendShoutrrrNotification("telegram://123:abc@telegram", "Title", "Body");
+		expect(result).toEqual({ success: false, error: "Telegram URL requires chats parameter" });
+
+		result = await sendShoutrrrNotification("telegram://invalid@telegram?chats=123", "Title", "Body");
+		expect(result).toEqual({ success: false, error: "Invalid Telegram token format" });
+	});
+
+	it("sendShoutrrrNotification converts Gotify URLs and supports disabletls", async () => {
+		fetchMock.mockResolvedValue({ ok: true });
+
+		const result = await sendShoutrrrNotification(
+			"gotify://push.example.com/basepath/token123?disabletls=yes&priority=8",
+			"Title",
+			"Body"
+		);
+
+		expect(result).toEqual({ success: true });
+		const [targetUrl, requestInit] = fetchMock.mock.calls[0];
+		expect(targetUrl).toBe("http://push.example.com/basepath/message?token=token123");
+		expect(requestInit.body).toBe("Body\n\n(priority=8)");
+		expect(requestInit.headers).toMatchObject({ Tags: "pill" });
+	});
+
+	it("loadUserSettings creates defaults for users without settings", async () => {
+		const settings = await loadUserSettings(1);
+
+		expect(settings).toEqual(
+			expect.objectContaining({
+				userId: 1,
+				emailEnabled: false,
+				emailPrescriptionReminders: true,
+				shoutrrrPrescriptionReminders: true,
+				stockCalculationMode: "automatic",
+			})
+		);
+	});
+
+	it("loadUserSettings maps persisted settings", async () => {
+		await testClient.execute({
+			sql: `INSERT INTO user_settings (
+				user_id, email_enabled, notification_email, email_stock_reminders, email_intake_reminders,
+				email_prescription_reminders, shoutrrr_enabled, shoutrrr_url, shoutrrr_stock_reminders,
+				shoutrrr_intake_reminders, shoutrrr_prescription_reminders, reminder_days_before,
+				repeat_daily_reminders, low_stock_days, normal_stock_days, high_stock_days, language,
+				stock_calculation_mode, share_stock_status, skip_reminders_for_taken_doses,
+				repeat_reminders_enabled, reminder_repeat_interval_minutes, max_nagging_reminders,
+				upcoming_today_only, share_schedule_today_only, swap_dashboard_main_sections
+			) VALUES (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?)`,
+			args: [
+				1,
+				1,
+				"person@example.com",
+				1,
+				1,
+				1,
+				0,
+				null,
+				1,
+				1,
+				1,
+				4,
+				0,
+				12,
+				30,
+				90,
+				"de",
+				"manual",
+				1,
+				0,
+				0,
+				30,
+				5,
+				0,
+				0,
+				0,
+			],
+		});
+
+		const settings = await loadUserSettings(1);
+
+		expect(settings).toEqual(
+			expect.objectContaining({
+				notificationEmail: "person@example.com",
+				skipRemindersForTakenDoses: false,
+				repeatRemindersEnabled: false,
+				reminderRepeatIntervalMinutes: 30,
+				maxNaggingReminders: 5,
+				stockCalculationMode: "manual",
+				upcomingTodayOnly: false,
+				shareScheduleTodayOnly: false,
+				swapDashboardMainSections: false,
+			})
+		);
+	});
+
+	it("getAllUserSettings returns mapped entries for each persisted user", async () => {
+		await testClient.execute({
+			sql: "INSERT INTO users (id, username, auth_provider, is_active) VALUES (?, ?, ?, 1)",
+			args: [2, "second-user", "local"],
+		});
+		await testClient.execute({
+			sql: `INSERT INTO user_settings (
+				user_id, email_enabled, notification_email, email_stock_reminders, email_intake_reminders,
+				email_prescription_reminders, shoutrrr_enabled, shoutrrr_url, shoutrrr_stock_reminders,
+				shoutrrr_intake_reminders, shoutrrr_prescription_reminders, reminder_days_before,
+				repeat_daily_reminders, low_stock_days, normal_stock_days, high_stock_days, language,
+				stock_calculation_mode, share_stock_status, upcoming_today_only, share_schedule_today_only,
+				swap_dashboard_main_sections
+			) VALUES (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?)`,
+			args: [1, 0, null, 1, 1, 1, 1, "ntfy://ntfy.sh/topic", 1, 1, 1, 7, 1, 30, 60, 120, "en", "manual", 1, 1, 0, 1],
+		});
+		await testClient.execute({
+			sql: `INSERT INTO user_settings (
+				user_id, email_enabled, notification_email, email_stock_reminders, email_intake_reminders,
+				email_prescription_reminders, shoutrrr_enabled, shoutrrr_url, shoutrrr_stock_reminders,
+				shoutrrr_intake_reminders, shoutrrr_prescription_reminders, reminder_days_before,
+				repeat_daily_reminders, low_stock_days, normal_stock_days, high_stock_days, language,
+				stock_calculation_mode, share_stock_status, upcoming_today_only, share_schedule_today_only,
+				swap_dashboard_main_sections
+			) VALUES (?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?, ?)`,
+			args: [2, 1, "second@example.com", 0, 1, 1, 0, null, 1, 1, 1, 10, 0, 20, 50, 100, "de", "automatic", 1, 0, 0, 0],
+		});
+
+		const allSettings = await getAllUserSettings();
+
+		expect(allSettings).toHaveLength(2);
+		expect(allSettings).toEqual(
+			expect.arrayContaining([
+				expect.objectContaining({ userId: 1, stockCalculationMode: "manual", upcomingTodayOnly: true }),
+				expect.objectContaining({
+					userId: 2,
+					emailPrescriptionReminders: true,
+					shoutrrrPrescriptionReminders: true,
+					stockCalculationMode: "automatic",
+				}),
+			])
+		);
+	});
+
 	it("POST /medications/report-data returns 403 for meds not owned by user", async () => {
 		await seedMedication("Owned Med");
 		const response = await app.inject({
@@ -294,8 +630,35 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(response.statusCode).toBe(200);
 		const body = response.json();
 		expect(body[medId].dosesTaken).toBe(1);
-		expect(body[medId].dosesDismissed).toBe(1);
+		expect(body[medId].dosesSkipped).toBe(1);
 		expect(body[medId].refills).toHaveLength(1);
+		expect(body[medId].refills[0].quantityAdded).toBe(22);
+	});
+
+	it("POST /medications/report-data filters dose counts by takenBy suffix when requested", async () => {
+		const medId = await seedMedication("Report Filter Med");
+		await testClient.execute({
+			sql: "INSERT INTO dose_tracking (user_id, dose_id, taken_at, dismissed) VALUES (?, ?, ?, ?)",
+			args: [1, `${medId}-0-1700000000000-Alice`, 1700000000, 0],
+		});
+		await testClient.execute({
+			sql: "INSERT INTO dose_tracking (user_id, dose_id, taken_at, dismissed) VALUES (?, ?, ?, ?)",
+			args: [1, `${medId}-0-1700000600000-Alice`, 1700000600, 1],
+		});
+		await testClient.execute({
+			sql: "INSERT INTO dose_tracking (user_id, dose_id, taken_at, dismissed) VALUES (?, ?, ?, ?)",
+			args: [1, `${medId}-0-1700001200000-Bob`, 1700001200, 0],
+		});
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/medications/report-data",
+			payload: { medicationIds: [medId], takenByFilter: ["Alice"] },
+		});
+		expect(response.statusCode).toBe(200);
+		const body = response.json();
+		expect(body[medId].dosesTaken).toBe(1);
+		expect(body[medId].dosesSkipped).toBe(1);
 	});

 	it("GET /export includes medications, settings, doseHistory and refillHistory", async () => {
@@ -326,7 +689,9 @@ describe("Real route coverage: settings/export/report", () => {
 		expect(body.medications).toHaveLength(1);
 		expect(body.doseHistory).toHaveLength(1);
 		expect(body.refillHistory).toHaveLength(1);
+		expect(body.refillHistory[0].quantityAdded).toBe(23);
 		expect(body.settings.language).toBe("de");
+		expect(body.settings.shareStockStatus).toBeUndefined();
 		expect(body.shareLinks).toHaveLength(1);
 	});

@@ -377,7 +742,15 @@ describe("Real route coverage: settings/export/report", () => {
 				},
 			],
 			doseHistory: [],
-			refillHistory: [],
+			refillHistory: [
+				{
+					medicationRef: "med-1",
+					packsAdded: 0,
+					quantityAdded: 4,
+					usedPrescription: false,
+					refillDate: "2026-01-02T08:00:00.000Z",
+				},
+			],
 			settings: {
 				emailEnabled: false,
 				notificationEmail: null,
@@ -413,10 +786,24 @@ describe("Real route coverage: settings/export/report", () => {
 		});
 		expect(valid.statusCode).toBe(200);
 		expect(valid.json().imported.medications).toBe(1);
+		expect(valid.json().imported.refillHistory).toBe(1);

 		const rows = await testClient.execute({
 			sql: "SELECT name FROM medications WHERE user_id = 1",
 		});
 		expect(rows.rows[0].name).toBe("Imported Med");
+
+		const refillRows = await testClient.execute({
+			sql: "SELECT packs_added, loose_pills_added FROM refill_history WHERE user_id = 1",
+		});
+		expect(refillRows.rows).toHaveLength(1);
+		expect(refillRows.rows[0].packs_added).toBe(0);
+		expect(refillRows.rows[0].loose_pills_added).toBe(4);
+
+		const importedSettings = await testClient.execute({
+			sql: "SELECT share_medication_overview, share_stock_status FROM user_settings WHERE user_id = 1",
+		});
+		expect(importedSettings.rows[0].share_medication_overview).toBe(0);
+		expect(importedSettings.rows[0].share_stock_status).toBe(1);
 	});
 });
@@ -6,6 +6,7 @@ import cors from "@fastify/cors";
 import sensible from "@fastify/sensible";
 import Fastify, { type FastifyInstance } from "fastify";
 import { afterEach, describe, expect, it } from "vitest";
+import { documentationSchemaAjv } from "../utils/documentation-schema-keywords.js";

 // Import from utils to avoid index.ts import side effects (server start)
 import {
@@ -197,6 +198,7 @@ describe("Server Bootstrap", () => {
 				logger: {
 					level: "silent", // Disable logging for tests
 				},
+				ajv: documentationSchemaAjv,
 			});

 			expect(app).toBeDefined();
@@ -206,7 +208,7 @@ describe("Server Bootstrap", () => {
 		});

 		it("should register sensible plugin", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 			await app.register(sensible);

 			// Sensible adds error helpers
@@ -219,7 +221,7 @@ describe("Server Bootstrap", () => {
 		it("should register cors plugin with multiple origins", async () => {
 			const origins = ["http://localhost:5173", "http://localhost:4173"];

-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 			await app.register(cors, { origin: origins, credentials: true });

 			// Add a test route
@@ -243,7 +245,7 @@ describe("Server Bootstrap", () => {
 		});

 		it("should register cookie plugin", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });
 			await app.register(cookie, { secret: "test-cookie-secret" });

 			// Add a test route that sets a cookie
@@ -267,7 +269,7 @@ describe("Server Bootstrap", () => {

 	describe("Config Decorator", () => {
 		it("should create config with auth settings", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });

 			const accessTtlMinutes = 15;
 			const refreshTtlDays = 7;
@@ -369,7 +371,7 @@ describe("Server Bootstrap", () => {

 	describe("Route Registration", () => {
 		it("should register multiple route plugins", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });

 			// Mock route plugins
 			const healthRoutes = async (app: FastifyInstance) => {
@@ -402,7 +404,7 @@ describe("Server Bootstrap", () => {

 	describe("Server Startup", () => {
 		it("should listen on specified port", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });

 			app.get("/test", async () => ({ ok: true }));

@@ -415,7 +417,7 @@ describe("Server Bootstrap", () => {
 		});

 		it("should handle listen errors gracefully", async () => {
-			const app = Fastify({ logger: false });
+			const app = Fastify({ logger: false, ajv: documentationSchemaAjv });

 			// Try to listen on an invalid port
 			await expect(app.listen({ port: -1, host: "127.0.0.1" })).rejects.toThrow();
--- a/Show More
+++ b/Show More
				`@@ -0,0 +1 @@`
				ALTER TABLE `user_settings` ADD `share_medication_overview` integer DEFAULT false NOT NULL;
				`@@ -0,0 +1 @@`
				ALTER TABLE `user_settings` ADD `timezone` text DEFAULT '' NOT NULL;