feat: backend API key auth context and settings hardening (#406)

* feat: add backend api-key auth context and settings hardening

* fix: harden api key token hashing

backend/src/db/db-utils.ts

@@ -189,7 +189,21 @@ export async function runAlterMigrations(client: Client): Promise<{ success: boo
       packs_added INTEGER NOT NULL DEFAULT 0,
       loose_pills_added INTEGER NOT NULL DEFAULT 0,
       refill_date INTEGER NOT NULL DEFAULT (strftime('%s','now'))
-    )`,
+	    )`,
+		// Added in v1.20.x - API key authentication for programmatic access
+		`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) {
@@ -207,6 +221,9 @@ export async function runAlterMigrations(client: Client): Promise<{ success: boo
 	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))`,
+		// Added in v1.20.x - fast API key lookup and ownership filtering
+		`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) {

backend/src/db/schema.ts

@@ -146,6 +146,25 @@ 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
 // =============================================================================

backend/src/index.ts

@@ -10,10 +10,13 @@ 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 { apiKeyRoutes } from "./routes/api-keys.js";
 import { authRoutes } from "./routes/auth.js";
 import { doseRoutes } from "./routes/doses.js";
 import { exportRoutes } from "./routes/export.js";
@@ -58,12 +61,13 @@ function sanitizeCorrelationId(headers: IncomingHttpHeaders): string | null {
 }
 
 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 (process.env.NODE_ENV !== "production" && process.env.NODE_ENV !== "test") {
+	if (runtimeEnv === "development") {
 		return {
 			...base,
 			transport: { target: "pino-pretty", options: { translateTime: "SYS:yyyy-mm-dd HH:MM:ss.l" } },
@@ -72,6 +76,55 @@ function buildLoggerOptions(level: string) {
 	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: "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;
@@ -84,6 +137,7 @@ export async function createApp(options?: {
 	refreshTtlDays?: number;
 	isProduction?: boolean;
 	imagesDir?: string;
+	openApiDocsEnabled?: boolean;
 }): Promise<FastifyInstance> {
 	const opts = {
 		logLevel: options?.logLevel ?? "info",
@@ -96,6 +150,7 @@ 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({
@@ -132,6 +187,7 @@ export async function createApp(options?: {
 	await app.register(jwt, 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)) {
@@ -145,6 +201,7 @@ 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(settingsRoutes);
@@ -215,6 +272,7 @@ const jwtConfig = getJwtConfig(env.AUTH_ENABLED, env.JWT_SECRET);
 await app.register(jwt, 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/",
@@ -223,6 +281,7 @@ 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(settingsRoutes);

backend/src/plugins/auth.ts

@@ -1,7 +1,8 @@
-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 { env } from "./env.js";
 
 // =============================================================================
@@ -82,6 +83,84 @@ 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
 // =============================================================================
@@ -94,6 +173,28 @@ 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) return;
+		if (keyRow.expiresAt && keyRow.expiresAt.getTime() <= Date.now()) 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,
+			};
+		}
+		return;
+	}
+
 	const token = request.cookies.access_token;
 	if (!token) {
 		return;
@@ -107,6 +208,10 @@ export async function optionalAuth(request: FastifyRequest, _reply: FastifyReply
 				id: user.id,
 				username: user.username,
 			};
+			request.authContext = {
+				method: "session",
+				scope: "write",
+			};
 		}
 	} catch {
 		// Invalid token, continue as anonymous
@@ -121,6 +226,10 @@ 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" });
@@ -145,11 +254,20 @@ 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;
 		}

backend/src/plugins/env.ts

@@ -14,6 +14,10 @@ const EnvSchema = z.object({
 		.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
@@ -69,10 +73,13 @@ const EnvSchema = z.object({
 	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) {
@@ -154,4 +161,8 @@ if (parsed.REGISTRATION_ENABLED && !parsed.FORM_LOGIN_ENABLED) {
 	);
 }
 
-export const env = parsed;
+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",
+};

backend/src/routes/api-keys.ts

@@ -0,0 +1,294 @@
+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 = [{ bearerAuth: [] }];
+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 },
+					},
+				},
+				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();
+		}
+	);
+}

backend/src/routes/auth.ts

@@ -85,6 +85,38 @@ 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
 // =============================================================================
@@ -99,9 +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
@@ -110,6 +166,36 @@ 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 },
+					},
+				},
+				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
@@ -177,6 +263,37 @@ 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" },
+					},
+				},
+				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();
@@ -281,6 +398,15 @@ 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;
@@ -350,6 +476,13 @@ 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;
@@ -375,26 +508,56 @@ 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
@@ -404,6 +567,30 @@ 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 },
+					},
+				},
+				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;
@@ -462,6 +649,24 @@ 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;
@@ -517,6 +722,16 @@ 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;
@@ -547,6 +762,22 @@ 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;

backend/src/routes/doses.ts

@@ -267,6 +267,7 @@ export async function doseRoutes(app: FastifyInstance) {
 						userId,
 						doseId,
 						markedBy: null,
+						takenAt: new Date(0),
 						dismissed: true,
 					});
 					dismissedCount++;
@@ -291,7 +292,9 @@ export async function doseRoutes(app: FastifyInstance) {
 			.where(and(eq(doseTracking.userId, userId), eq(doseTracking.dismissed, true)));
 
 		for (const d of dismissed) {
-			if (d.markedBy !== null || d.takenAt) {
+			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 {
@@ -307,28 +310,41 @@ export async function doseRoutes(app: FastifyInstance) {
 	// 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", { logLevel: "warn" }, async (request, reply) => {
-		const { token } = request.params;
+	app.get<{ Params: { token: string } }>(
+		"/share/:token/doses",
+		{
+			logLevel: "warn",
+			config: {
+				rateLimit: {
+					max: 60,
+					timeWindow: "1 minute",
+					errorResponseBuilder: () => ({ error: "rate_limited" }),
+				},
+			},
+		},
+		async (request, reply) => {
+			const { token } = request.params;
 
-		const { share, reason } = await getActiveShareToken(token);
-		if (!share) {
-			request.log.warn(`[ShareDose] Rejected read for token ${maskToken(token)} (reason=${reason})`);
-			return reply.notFound("Share link not found");
+			const { share, reason } = await getActiveShareToken(token);
+			if (!share) {
+				request.log.warn(`[ShareDose] Rejected read for token ${maskToken(token)} (reason=${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

backend/src/routes/refills.ts

@@ -6,6 +6,7 @@ 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 { isAmountBasedPackageType, normalizePackageType } from "../utils/package-profiles.js";
 
 const refillSchema = z
 	.object({
@@ -52,9 +53,34 @@ export async function refillRoutes(app: FastifyInstance) {
 		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 packageType = normalizePackageType(med.packageType);
+		const isBottle = packageType === "bottle";
+		const isAmountBased = isAmountBasedPackageType(packageType);
+		const isCountBasedAmountPackage = isAmountBased && !isBottle;
+
+		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;
+
+		const requestedPackAdds = Math.max(0, packsAdded);
+		const requestedAmountAdds = Math.max(0, loosePillsAdded);
+		const derivedCountFromAmount = Math.max(0, Math.round(requestedAmountAdds / amountPerPackage));
+
+		let effectivePacksAdded = requestedPackAdds;
+		if (isBottle) {
+			effectivePacksAdded = 0;
+		} else if (isCountBasedAmountPackage) {
+			effectivePacksAdded = Math.max(requestedPackAdds, derivedCountFromAmount);
+		}
+		const effectiveLoosePillsAdded = isCountBasedAmountPackage
+			? effectivePacksAdded * amountPerPackage
+			: requestedAmountAdds;
 		const remainingPrescriptionRefills = med.prescriptionRemainingRefills ?? 0;
 
 		if (effectivePacksAdded < 1 && effectiveLoosePillsAdded < 1) {
@@ -76,6 +102,8 @@ export async function refillRoutes(app: FastifyInstance) {
 		// Update medication stock
 		const newPackCount = med.packCount + effectivePacksAdded;
 		const newLooseTablets = med.looseTablets + effectiveLoosePillsAdded;
+		const previousAmountBase = med.totalPills ?? med.looseTablets;
+		const newTotalAmount = previousAmountBase + effectiveLoosePillsAdded;
 
 		let consumedRefills = 0;
 		if (usePrescription) {
@@ -85,14 +113,28 @@ export async function refillRoutes(app: FastifyInstance) {
 			? Math.max(0, remainingPrescriptionRefills - consumedRefills)
 			: (med.prescriptionRemainingRefills ?? null);
 
+		const updatePayload: {
+			packCount: number;
+			looseTablets: number;
+			totalPills?: number;
+			packageAmountValue?: number;
+			prescriptionRemainingRefills: number | null;
+			updatedAt: Date;
+		} = {
+			packCount: newPackCount,
+			looseTablets: newLooseTablets,
+			prescriptionRemainingRefills: newRemainingRefills,
+			updatedAt: new Date(),
+		};
+
+		if (isCountBasedAmountPackage) {
+			updatePayload.totalPills = newTotalAmount;
+			updatePayload.packageAmountValue = amountPerPackage;
+		}
+
 		await db
 			.update(medications)
-			.set({
-				packCount: newPackCount,
-				looseTablets: newLooseTablets,
-				prescriptionRemainingRefills: newRemainingRefills,
-				updatedAt: new Date(),
-			})
+			.set(updatePayload)
 			.where(and(eq(medications.id, medId), eq(medications.userId, userId)));
 
 		// Create refill history entry
@@ -109,12 +151,15 @@ export async function refillRoutes(app: FastifyInstance) {
 
 		// Calculate pills added for response (packageType-aware)
 		const pillsPerPack = isBottle ? 0 : med.blistersPerPack * med.pillsPerBlister;
-		const totalPillsAdded = isBottle
+		const totalPillsAdded = isAmountBased
 			? effectiveLoosePillsAdded
 			: effectivePacksAdded * pillsPerPack + effectiveLoosePillsAdded;
-		const newTotalPills = isBottle
-			? newLooseTablets + (med.stockAdjustment ?? 0)
-			: newPackCount * pillsPerPack + newLooseTablets + (med.stockAdjustment ?? 0);
+		let newTotalPills = newPackCount * pillsPerPack + newLooseTablets + (med.stockAdjustment ?? 0);
+		if (isCountBasedAmountPackage) {
+			newTotalPills = (newTotalAmount ?? 0) + (med.stockAdjustment ?? 0);
+		} else if (isBottle) {
+			newTotalPills = newLooseTablets + (med.stockAdjustment ?? 0);
+		}
 
 		return {
 			success: true,
@@ -158,17 +203,19 @@ export async function refillRoutes(app: FastifyInstance) {
 		const refills = await db
 			.select()
 			.from(refillHistory)
-			.where(eq(refillHistory.medicationId, medId))
+			.where(and(eq(refillHistory.medicationId, medId), eq(refillHistory.userId, userId)))
 			.orderBy(desc(refillHistory.refillDate));
 
-		const isBottle = (med.packageType ?? "blister") === "bottle";
+		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,
+			totalPillsAdded: isAmountBased ? r.loosePillsAdded : r.packsAdded * pillsPerPack + r.loosePillsAdded,
 			usedPrescription: r.usedPrescription ?? false,
 			refillDate: r.refillDate,
 		}));

backend/src/routes/report.ts

@@ -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";
@@ -90,8 +90,11 @@ export async function reportRoutes(app: FastifyInstance) {
 
 			const sortedTaken = takenDoses.map((d) => d.takenAt.getTime()).sort((a, b) => a - b);
 
-			// Get refills for this medication
-			const refills = await db.select().from(refillHistory).where(eq(refillHistory.medicationId, medId));
+			// 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,

backend/src/routes/settings.ts

@@ -85,6 +85,18 @@ type TestShoutrrrBody = {
 	url: string;
 };
 
+const settingsEndpointSecurity: ReadonlyArray<Record<string, readonly string[]>> = [
+	{ bearerAuth: [] },
+	{ cookieAuth: [] },
+];
+const settingsErrorSchema = {
+	type: "object",
+	properties: {
+		error: { type: "string" },
+		code: { type: "string" },
+	},
+};
+
 function maskEmail(email: string): string {
 	const [localPart, domain] = email.split("@");
 	if (!domain) return "invalid-email";
@@ -122,6 +134,38 @@ function getDeliveryError(info: MailDeliveryInfo): string | null {
 	return "SMTP did not confirm accepted recipients.";
 }
 
+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}`,
+	};
+}
+
 function getNotificationProvider(url: string): string {
 	if (url.startsWith("discord://")) return "discord";
 	if (url.startsWith("telegram://")) return "telegram";
@@ -322,201 +366,313 @@ export async function settingsRoutes(app: FastifyInstance) {
 
 	// Get settings for current user
 	// Suppress request logs — polled every 30s for reminder status refresh
-	app.get("/settings", { logLevel: "warn" }, async (request, reply) => {
-		const userId = await getUserId(request, reply);
+	app.get(
+		"/settings",
+		{
+			logLevel: "warn",
+			schema: {
+				tags: ["settings"],
+				summary: "Get current user settings",
+				security: settingsEndpointSecurity,
+				response: {
+					200: { type: "object", additionalProperties: true },
+					401: settingsErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);
 
-		const settings = await getOrCreateUserSettings(userId);
-		const reminderHour = envInt("REMINDER_HOUR", 6);
-		const reminderMinutesBefore = envInt("REMINDER_MINUTES_BEFORE", 15);
+			const settings = await getOrCreateUserSettings(userId);
+			const reminderHour = envInt("REMINDER_HOUR", 6);
+			const reminderMinutesBefore = envInt("REMINDER_MINUTES_BEFORE", 15);
 
-		return reply.send({
-			// User notification settings (from DB)
-			emailEnabled: settings.emailEnabled,
-			notificationEmail: settings.notificationEmail ?? "",
-			reminderDaysBefore: settings.reminderDaysBefore,
-			repeatDailyReminders: settings.repeatDailyReminders,
-			lowStockDays: settings.lowStockDays,
-			normalStockDays: settings.normalStockDays,
-			highStockDays: settings.highStockDays,
-			shoutrrrEnabled: settings.shoutrrrEnabled,
-			shoutrrrUrl: settings.shoutrrrUrl ?? "",
-			emailStockReminders: settings.emailStockReminders,
-			emailIntakeReminders: settings.emailIntakeReminders,
-			emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
-			shoutrrrStockReminders: settings.shoutrrrStockReminders,
-			shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
-			shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
-			skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses,
-			repeatRemindersEnabled: settings.repeatRemindersEnabled ?? false,
-			reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes ?? 30,
-			maxNaggingReminders: settings.maxNaggingReminders ?? 5,
-			language: settings.language,
-			stockCalculationMode: settings.stockCalculationMode ?? "automatic",
-			shareStockStatus: settings.shareStockStatus ?? true,
-			upcomingTodayOnly: settings.upcomingTodayOnly ?? false,
-			shareScheduleTodayOnly: settings.shareScheduleTodayOnly ?? false,
-			swapDashboardMainSections: settings.swapDashboardMainSections ?? false,
-			// SMTP settings (from .env - shared/server-configured)
-			smtpHost: process.env.SMTP_HOST ?? "",
-			smtpPort: parseInt(process.env.SMTP_PORT ?? "587", 10),
-			smtpUser: process.env.SMTP_USER ?? "",
-			smtpFrom: process.env.SMTP_FROM ?? "",
-			smtpSecure: process.env.SMTP_SECURE === "true",
-			hasSmtpPassword: !!(process.env.SMTP_TOKEN || process.env.SMTP_PASS),
-			// Reminder state for this user
-			lastAutoEmailSent: settings.lastAutoEmailSent,
-			lastNotificationType: settings.lastNotificationType,
-			lastNotificationChannel: settings.lastNotificationChannel,
-			lastReminderMedName: settings.lastReminderMedName ?? null,
-			lastReminderTakenBy: settings.lastReminderTakenBy ?? null,
-			// Stock reminder tracking (separate from intake)
-			lastStockReminderSent: settings.lastStockReminderSent ?? null,
-			lastStockReminderChannel: settings.lastStockReminderChannel ?? null,
-			lastStockReminderMedNames: settings.lastStockReminderMedNames ?? null,
-			// Prescription reminder tracking (separate from stock/intake)
-			lastPrescriptionReminderSent: settings.lastPrescriptionReminderSent ?? null,
-			lastPrescriptionReminderChannel: settings.lastPrescriptionReminderChannel ?? null,
-			lastPrescriptionReminderMedNames: settings.lastPrescriptionReminderMedNames ?? null,
-			// Server settings (from .env, read-only)
-			reminderHour,
-			reminderMinutesBefore,
-			expiryWarningDays: parseInt(process.env.EXPIRY_WARNING_DAYS ?? "30", 10),
-		});
-	});
+			return reply.send({
+				// User notification settings (from DB)
+				emailEnabled: settings.emailEnabled,
+				notificationEmail: settings.notificationEmail ?? "",
+				reminderDaysBefore: settings.reminderDaysBefore,
+				repeatDailyReminders: settings.repeatDailyReminders,
+				lowStockDays: settings.lowStockDays,
+				normalStockDays: settings.normalStockDays,
+				highStockDays: settings.highStockDays,
+				shoutrrrEnabled: settings.shoutrrrEnabled,
+				shoutrrrUrl: settings.shoutrrrUrl ?? "",
+				emailStockReminders: settings.emailStockReminders,
+				emailIntakeReminders: settings.emailIntakeReminders,
+				emailPrescriptionReminders: settings.emailPrescriptionReminders ?? true,
+				shoutrrrStockReminders: settings.shoutrrrStockReminders,
+				shoutrrrIntakeReminders: settings.shoutrrrIntakeReminders,
+				shoutrrrPrescriptionReminders: settings.shoutrrrPrescriptionReminders ?? true,
+				skipRemindersForTakenDoses: settings.skipRemindersForTakenDoses,
+				repeatRemindersEnabled: settings.repeatRemindersEnabled ?? false,
+				reminderRepeatIntervalMinutes: settings.reminderRepeatIntervalMinutes ?? 30,
+				maxNaggingReminders: settings.maxNaggingReminders ?? 5,
+				language: settings.language,
+				stockCalculationMode: settings.stockCalculationMode ?? "automatic",
+				shareStockStatus: settings.shareStockStatus ?? true,
+				upcomingTodayOnly: settings.upcomingTodayOnly ?? false,
+				shareScheduleTodayOnly: settings.shareScheduleTodayOnly ?? false,
+				swapDashboardMainSections: settings.swapDashboardMainSections ?? false,
+				// SMTP settings (from .env - shared/server-configured)
+				smtpHost: process.env.SMTP_HOST ?? "",
+				smtpPort: parseInt(process.env.SMTP_PORT ?? "587", 10),
+				smtpUser: process.env.SMTP_USER ?? "",
+				smtpFrom: process.env.SMTP_FROM ?? "",
+				smtpSecure: process.env.SMTP_SECURE === "true",
+				hasSmtpPassword: !!(process.env.SMTP_TOKEN || process.env.SMTP_PASS),
+				// Reminder state for this user
+				lastAutoEmailSent: settings.lastAutoEmailSent,
+				lastNotificationType: settings.lastNotificationType,
+				lastNotificationChannel: settings.lastNotificationChannel,
+				lastReminderMedName: settings.lastReminderMedName ?? null,
+				lastReminderTakenBy: settings.lastReminderTakenBy ?? null,
+				// Stock reminder tracking (separate from intake)
+				lastStockReminderSent: settings.lastStockReminderSent ?? null,
+				lastStockReminderChannel: settings.lastStockReminderChannel ?? null,
+				lastStockReminderMedNames: settings.lastStockReminderMedNames ?? null,
+				// Prescription reminder tracking (separate from stock/intake)
+				lastPrescriptionReminderSent: settings.lastPrescriptionReminderSent ?? null,
+				lastPrescriptionReminderChannel: settings.lastPrescriptionReminderChannel ?? null,
+				lastPrescriptionReminderMedNames: settings.lastPrescriptionReminderMedNames ?? null,
+				// Server settings (from .env, read-only)
+				reminderHour,
+				reminderMinutesBefore,
+				expiryWarningDays: parseInt(process.env.EXPIRY_WARNING_DAYS ?? "30", 10),
+			});
+		}
+	);
 
 	// Update settings for current user
-	app.put<{ Body: SettingsBody }>("/settings", async (request, reply) => {
-		const userId = await getUserId(request, reply);
+	app.put<{ Body: SettingsBody }>(
+		"/settings",
+		{
+			schema: {
+				tags: ["settings"],
+				summary: "Update current user settings",
+				security: settingsEndpointSecurity,
+				body: {
+					type: "object",
+					required: ["emailEnabled", "notificationEmail", "reminderDaysBefore", "language"],
+					properties: {
+						emailEnabled: { type: "boolean" },
+						notificationEmail: { type: "string" },
+						reminderDaysBefore: { type: "number" },
+						repeatDailyReminders: { type: "boolean" },
+						lowStockDays: { type: "number" },
+						normalStockDays: { type: "number" },
+						highStockDays: { type: "number" },
+						shoutrrrEnabled: { type: "boolean" },
+						shoutrrrUrl: { type: "string" },
+						emailStockReminders: { type: "boolean" },
+						emailIntakeReminders: { type: "boolean" },
+						emailPrescriptionReminders: { type: "boolean" },
+						shoutrrrStockReminders: { type: "boolean" },
+						shoutrrrIntakeReminders: { type: "boolean" },
+						shoutrrrPrescriptionReminders: { type: "boolean" },
+						skipRemindersForTakenDoses: { type: "boolean" },
+						repeatRemindersEnabled: { type: "boolean" },
+						reminderRepeatIntervalMinutes: { type: "number" },
+						maxNaggingReminders: { type: "number" },
+						language: { type: "string", enum: ["en", "de"] },
+						stockCalculationMode: { type: "string", enum: ["automatic", "manual"] },
+						shareStockStatus: { type: "boolean" },
+						upcomingTodayOnly: { type: "boolean" },
+						shareScheduleTodayOnly: { type: "boolean" },
+						swapDashboardMainSections: { type: "boolean" },
+					},
+				},
+				response: {
+					200: { type: "object", properties: { success: { type: "boolean" } } },
+					401: settingsErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);
 
-		const body = request.body;
+			const body = request.body;
 
-		// Check if any stock reminders are configured
-		const hasEmailStock = body.emailEnabled && body.emailStockReminders && body.notificationEmail;
-		const hasShoutrrrStock = body.shoutrrrEnabled && body.shoutrrrStockReminders && body.shoutrrrUrl;
-		const hasAnyStockReminder = hasEmailStock || hasShoutrrrStock;
+			// Check if any stock reminders are configured
+			const hasEmailStock = body.emailEnabled && body.emailStockReminders && body.notificationEmail;
+			const hasShoutrrrStock = body.shoutrrrEnabled && body.shoutrrrStockReminders && body.shoutrrrUrl;
+			const hasAnyStockReminder = hasEmailStock || hasShoutrrrStock;
 
-		// Disable repeatDailyReminders if no stock reminders are configured
-		const repeatDailyReminders = hasAnyStockReminder ? (body.repeatDailyReminders ?? false) : false;
+			// Disable repeatDailyReminders if no stock reminders are configured
+			const repeatDailyReminders = hasAnyStockReminder ? (body.repeatDailyReminders ?? false) : false;
 
-		// Update or insert user settings
-		const existingSettings = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+			// Update or insert user settings
+			const existingSettings = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
 
-		const settingsData = {
-			emailEnabled: body.emailEnabled,
-			notificationEmail: body.notificationEmail || null,
-			emailStockReminders: body.emailStockReminders ?? true,
-			emailIntakeReminders: body.emailIntakeReminders ?? true,
-			emailPrescriptionReminders: body.emailPrescriptionReminders ?? true,
-			shoutrrrEnabled: body.shoutrrrEnabled ?? false,
-			shoutrrrUrl: body.shoutrrrUrl || null,
-			shoutrrrStockReminders: body.shoutrrrStockReminders ?? true,
-			shoutrrrIntakeReminders: body.shoutrrrIntakeReminders ?? true,
-			shoutrrrPrescriptionReminders: body.shoutrrrPrescriptionReminders ?? true,
-			reminderDaysBefore: body.reminderDaysBefore,
-			repeatDailyReminders,
-			skipRemindersForTakenDoses: body.skipRemindersForTakenDoses ?? false,
-			repeatRemindersEnabled: body.repeatRemindersEnabled ?? false,
-			reminderRepeatIntervalMinutes: body.reminderRepeatIntervalMinutes ?? 30,
-			maxNaggingReminders: body.maxNaggingReminders ?? 5,
-			lowStockDays: body.lowStockDays ?? 30,
-			normalStockDays: body.normalStockDays ?? 90,
-			highStockDays: body.highStockDays ?? 180,
-			language: body.language ?? "en",
-			stockCalculationMode: body.stockCalculationMode ?? "automatic",
-			shareStockStatus: body.shareStockStatus ?? true,
-			upcomingTodayOnly: body.upcomingTodayOnly ?? false,
-			shareScheduleTodayOnly: body.shareScheduleTodayOnly ?? false,
-			swapDashboardMainSections: body.swapDashboardMainSections ?? false,
-			updatedAt: new Date(),
-		};
+			const settingsData = {
+				emailEnabled: body.emailEnabled,
+				notificationEmail: body.notificationEmail || null,
+				emailStockReminders: body.emailStockReminders ?? true,
+				emailIntakeReminders: body.emailIntakeReminders ?? true,
+				emailPrescriptionReminders: body.emailPrescriptionReminders ?? true,
+				shoutrrrEnabled: body.shoutrrrEnabled ?? false,
+				shoutrrrUrl: body.shoutrrrUrl || null,
+				shoutrrrStockReminders: body.shoutrrrStockReminders ?? true,
+				shoutrrrIntakeReminders: body.shoutrrrIntakeReminders ?? true,
+				shoutrrrPrescriptionReminders: body.shoutrrrPrescriptionReminders ?? true,
+				reminderDaysBefore: body.reminderDaysBefore,
+				repeatDailyReminders,
+				skipRemindersForTakenDoses: body.skipRemindersForTakenDoses ?? false,
+				repeatRemindersEnabled: body.repeatRemindersEnabled ?? false,
+				reminderRepeatIntervalMinutes: body.reminderRepeatIntervalMinutes ?? 30,
+				maxNaggingReminders: body.maxNaggingReminders ?? 5,
+				lowStockDays: body.lowStockDays ?? 30,
+				normalStockDays: body.normalStockDays ?? 90,
+				highStockDays: body.highStockDays ?? 180,
+				language: body.language ?? "en",
+				stockCalculationMode: body.stockCalculationMode ?? "automatic",
+				shareStockStatus: body.shareStockStatus ?? true,
+				upcomingTodayOnly: body.upcomingTodayOnly ?? false,
+				shareScheduleTodayOnly: body.shareScheduleTodayOnly ?? false,
+				swapDashboardMainSections: body.swapDashboardMainSections ?? false,
+				updatedAt: new Date(),
+			};
 
-		if (existingSettings.length > 0) {
-			await db.update(userSettings).set(settingsData).where(eq(userSettings.userId, userId));
-		} else {
-			await db.insert(userSettings).values({
-				userId: userId,
-				...settingsData,
-			});
+			if (existingSettings.length > 0) {
+				await db.update(userSettings).set(settingsData).where(eq(userSettings.userId, userId));
+			} else {
+				await db.insert(userSettings).values({
+					userId: userId,
+					...settingsData,
+				});
+			}
+
+			return reply.send({ success: true });
 		}
-
-		return reply.send({ success: true });
-	});
+	);
 
 	// Update only the language setting (lightweight, called on dropdown change)
-	app.put<{ Body: { language: string } }>("/settings/language", async (request, reply) => {
-		const userId = await getUserId(request, reply);
-		const { language } = request.body;
+	app.put<{ Body: { language: string } }>(
+		"/settings/language",
+		{
+			schema: {
+				tags: ["settings"],
+				summary: "Update UI language",
+				security: settingsEndpointSecurity,
+				body: {
+					type: "object",
+					required: ["language"],
+					properties: {
+						language: { type: "string", enum: ["en", "de"] },
+					},
+				},
+				response: {
+					200: { type: "object", properties: { success: { type: "boolean" } } },
+					400: settingsErrorSchema,
+					401: settingsErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const userId = await getUserId(request, reply);
+			const { language } = request.body;
 
-		if (!language || !["en", "de"].includes(language)) {
-			return reply.status(400).send({ error: "Invalid language" });
+			if (!language || !["en", "de"].includes(language)) {
+				return reply.status(400).send({ error: "Invalid language" });
+			}
+
+			const existingSettings = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
+
+			if (existingSettings.length > 0) {
+				await db.update(userSettings).set({ language, updatedAt: new Date() }).where(eq(userSettings.userId, userId));
+			} else {
+				await db.insert(userSettings).values({
+					userId,
+					...getDefaultSettings(),
+					language,
+				});
+			}
+
+			return reply.send({ success: true });
 		}
-
-		const existingSettings = await db.select().from(userSettings).where(eq(userSettings.userId, userId));
-
-		if (existingSettings.length > 0) {
-			await db.update(userSettings).set({ language, updatedAt: new Date() }).where(eq(userSettings.userId, userId));
-		} else {
-			await db.insert(userSettings).values({
-				userId,
-				...getDefaultSettings(),
-				language,
-			});
-		}
-
-		return reply.send({ success: true });
-	});
+	);
 
 	// Test email - use SMTP settings from process.env
-	app.post<{ Body: TestEmailBody }>("/settings/test-email", async (request, reply) => {
-		const { email } = request.body;
-
-		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;
-
-		request.log.info(
-			{
-				to: maskEmail(email),
-				hasSmtpHost: Boolean(smtpHost),
-				hasSmtpUser: Boolean(smtpUser),
-				hasSmtpPass: Boolean(smtpPass),
-				hasSmtpFrom: Boolean(smtpFrom),
-				smtpPort,
-				smtpSecure,
-			},
-			"[Settings] Test email request received"
-		);
-
-		if (!smtpHost || !smtpUser) {
-			request.log.warn(
-				{ to: maskEmail(email), hasSmtpHost: Boolean(smtpHost), hasSmtpUser: Boolean(smtpUser) },
-				"[Settings] Test email skipped: SMTP not configured"
-			);
-			return reply.status(400).send({ error: "SMTP not configured" });
-		}
-
-		try {
-			const transporter = nodemailer.createTransport({
-				host: smtpHost,
-				port: smtpPort,
-				secure: smtpSecure,
-				auth: {
-					user: smtpUser,
-					pass: smtpPass ?? "",
+	app.post<{ Body: TestEmailBody }>(
+		"/settings/test-email",
+		{
+			schema: {
+				tags: ["settings"],
+				summary: "Send test email",
+				description: "Sends a test message using configured SMTP settings.",
+				security: settingsEndpointSecurity,
+				body: {
+					type: "object",
+					required: ["email"],
+					properties: {
+						email: { type: "string", format: "email" },
+					},
 				},
-			});
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							message: { type: "string" },
+						},
+					},
+					400: settingsErrorSchema,
+					401: settingsErrorSchema,
+					500: settingsErrorSchema,
+					502: settingsErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const { email } = request.body;
 
-			request.log.info({ to: maskEmail(email) }, "[Settings] Sending test email");
+			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;
 
-			const mailResult = await transporter.sendMail({
-				from: smtpFrom,
-				to: email,
-				subject: "MedAssist-ng - Test Email",
-				text: "This is a test email from MedAssist-ng. If you received this, your email configuration is working correctly!",
-				html: `
+			request.log.info(
+				{
+					to: maskEmail(email),
+					hasSmtpHost: Boolean(smtpHost),
+					hasSmtpUser: Boolean(smtpUser),
+					hasSmtpPass: Boolean(smtpPass),
+					hasSmtpFrom: Boolean(smtpFrom),
+					smtpPort,
+					smtpSecure,
+				},
+				"[Settings] Test email request received"
+			);
+
+			if (!smtpHost || !smtpUser) {
+				request.log.warn(
+					{ to: maskEmail(email), hasSmtpHost: Boolean(smtpHost), hasSmtpUser: Boolean(smtpUser) },
+					"[Settings] Test email skipped: SMTP not configured"
+				);
+				return reply.status(400).send({ error: "SMTP not configured" });
+			}
+
+			try {
+				const transporter = nodemailer.createTransport({
+					host: smtpHost,
+					port: smtpPort,
+					secure: smtpSecure,
+					auth: {
+						user: smtpUser,
+						pass: smtpPass ?? "",
+					},
+				});
+
+				request.log.info({ to: maskEmail(email) }, "[Settings] Sending test email");
+
+				const mailResult = await transporter.sendMail({
+					from: smtpFrom,
+					to: email,
+					subject: "MedAssist-ng - Test Email",
+					text: "This is a test email from MedAssist-ng. If you received this, your email configuration is working correctly!",
+					html: `
           <div style="font-family: system-ui, sans-serif; max-width: 600px; margin: 0 auto; padding: 20px;">
             <h2 style="color: #2563eb;">MedAssist-ng - Test Email</h2>
             <p>This is a test email from MedAssist-ng.</p>
@@ -525,55 +681,86 @@ export async function settingsRoutes(app: FastifyInstance) {
             <p style="color: #6b7280; font-size: 14px;">Sent from MedAssist-ng Medication Planner</p>
           </div>
         `,
-			});
+				});
 
-			const deliveryError = getDeliveryError(mailResult);
-			if (deliveryError) {
-				throw new Error(deliveryError);
+				const deliveryError = getDeliveryError(mailResult);
+				if (deliveryError) {
+					throw new Error(deliveryError);
+				}
+
+				request.log.info({ to: maskEmail(email), messageId: mailResult.messageId }, "[Settings] Test email sent");
+
+				return reply.send({ success: true, message: "Test email sent successfully" });
+			} catch (error) {
+				request.log.error({ error, to: maskEmail(email) }, "[Settings] Test email failed");
+				const failure = classifyTestEmailFailure(error);
+				return reply.status(failure.status).send({ error: failure.message, code: failure.code });
 			}
-
-			request.log.info({ to: maskEmail(email), messageId: mailResult.messageId }, "[Settings] Test email sent");
-
-			return reply.send({ success: true, message: "Test email sent successfully" });
-		} catch (error) {
-			request.log.error({ error, to: maskEmail(email) }, "[Settings] Test email failed");
-			const errorMessage = error instanceof Error ? error.message : "Unknown error";
-			return reply.status(500).send({ error: `Failed to send email: ${errorMessage}` });
 		}
-	});
+	);
 
 	// Test Shoutrrr/ntfy notification
-	app.post<{ Body: TestShoutrrrBody }>("/settings/test-shoutrrr", async (request, reply) => {
-		const { url } = request.body;
+	app.post<{ Body: TestShoutrrrBody }>(
+		"/settings/test-shoutrrr",
+		{
+			schema: {
+				tags: ["settings"],
+				summary: "Send test push notification",
+				description: "Sends a test notification via a Shoutrrr-compatible URL.",
+				security: settingsEndpointSecurity,
+				body: {
+					type: "object",
+					required: ["url"],
+					properties: {
+						url: { type: "string" },
+					},
+				},
+				response: {
+					200: {
+						type: "object",
+						properties: {
+							success: { type: "boolean" },
+							message: { type: "string" },
+						},
+					},
+					400: settingsErrorSchema,
+					401: settingsErrorSchema,
+					500: settingsErrorSchema,
+				},
+			},
+		},
+		async (request, reply) => {
+			const { url } = request.body;
 
-		if (!url) {
-			return reply.status(400).send({ error: "Notification URL is required" });
-		}
-
-		try {
-			const provider = getNotificationProvider(url);
-			const result = await sendShoutrrrNotification(
-				url,
-				"MedAssist-ng Test",
-				"This is a test notification from MedAssist-ng. If you received this, your notification configuration is working correctly!"
-			);
-
-			if (result.success) {
-				request.log.info({ provider }, "[Settings] Test push notification sent");
-				return reply.send({ success: true, message: "Test notification sent successfully" });
-			} else {
-				request.log.warn({ provider, error: result.error ?? "unknown" }, "[Settings] Test push notification failed");
-				return reply.status(500).send({ error: result.error });
+			if (!url) {
+				return reply.status(400).send({ error: "Notification URL is required" });
+			}
+
+			try {
+				const provider = getNotificationProvider(url);
+				const result = await sendShoutrrrNotification(
+					url,
+					"MedAssist-ng Test",
+					"This is a test notification from MedAssist-ng. If you received this, your notification configuration is working correctly!"
+				);
+
+				if (result.success) {
+					request.log.info({ provider }, "[Settings] Test push notification sent");
+					return reply.send({ success: true, message: "Test notification sent successfully" });
+				} else {
+					request.log.warn({ provider, error: result.error ?? "unknown" }, "[Settings] Test push notification failed");
+					return reply.status(500).send({ error: result.error });
+				}
+			} catch (error) {
+				request.log.error(
+					{ provider: getNotificationProvider(url), error },
+					"[Settings] Unexpected error while sending test push notification"
+				);
+				const errorMessage = error instanceof Error ? error.message : "Unknown error";
+				return reply.status(500).send({ error: `Failed to send notification: ${errorMessage}` });
 			}
-		} catch (error) {
-			request.log.error(
-				{ provider: getNotificationProvider(url), error },
-				"[Settings] Unexpected error while sending test push notification"
-			);
-			const errorMessage = error instanceof Error ? error.message : "Unknown error";
-			return reply.status(500).send({ error: `Failed to send notification: ${errorMessage}` });
 		}
-	});
+	);
 }
 
 // Validate and sanitize URL to prevent SSRF attacks

backend/src/routes/share.ts

@@ -3,9 +3,10 @@ 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 { isAmountBasedPackageType, normalizePackageType } from "../utils/package-profiles.js";
 import {
@@ -23,6 +24,8 @@ const createShareSchema = z.object({
 	scheduleDays: z.number().int().min(1).max(365).default(30),
 });
 
+const shareTokenPattern = /^[a-f0-9]{16}$/;
+
 function maskToken(token: string): string {
 	if (token.length <= 8) return token;
 	return `${token.slice(0, 4)}...${token.slice(-4)}`;
@@ -51,119 +54,202 @@ export async function shareRoutes(app: FastifyInstance) {
 	// ---------------------------------------------------------------------------
 	// GET /share/:token - PUBLIC: Get shared schedule by token
 	// ---------------------------------------------------------------------------
-	app.get<{ Params: { token: string } }>("/share/:token", async (request, reply) => {
-		const { token } = request.params;
-
-		// 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: ${maskToken(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()) {
-			request.log.warn(
-				`[Share] Expired token requested: ${maskToken(token)} (owner=${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));
-
-		// 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));
-
-		// 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 = 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: 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,
+	app.get<{ Params: { token: string } }>(
+		"/share/:token",
+		{
+			config: {
+				rateLimit: {
+					max: 60,
+					timeWindow: "1 minute",
+					errorResponseBuilder: () => ({ error: "rate_limited" }),
+				},
 			},
-			stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
-			shareStockStatus: settings?.shareStockStatus ?? true,
-			upcomingTodayOnly: settings?.upcomingTodayOnly ?? false,
-			shareScheduleTodayOnly: settings?.shareScheduleTodayOnly ?? false,
-		};
-	});
+		},
+		async (request, reply) => {
+			const { token } = request.params;
+
+			// 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: ${maskToken(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()) {
+				request.log.warn(
+					`[Share] Expired token requested: ${maskToken(token)} (owner=${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));
+
+			// 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));
+
+			// 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 = 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: 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,
+				},
+				stockCalculationMode: (settings?.stockCalculationMode as "automatic" | "manual") ?? "automatic",
+				shareStockStatus: settings?.shareStockStatus ?? true,
+				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",
+		{
+			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: ${maskToken(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: ${maskToken(token)}`);
+				return reply.status(404).send({ error: "not_found" });
+			}
+
+			if (share.expiresAt && share.expiresAt.getTime() < Date.now()) {
+				request.log.warn(
+					`[ShareOverview] Expired token requested: ${maskToken(token)} (owner=${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(eq(medications.userId, share.userId));
+			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,
+				shareStockStatus: settings?.shareStockStatus ?? true,
+			});
+
+			return {
+				takenBy: share.takenBy,
+				sharedBy: owner?.username ?? null,
+				generatedAt: new Date().toISOString(),
+				medications: overview,
+			};
+		}
+	);
 
 	// ---------------------------------------------------------------------------
 	// POST /share - PROTECTED: Create a new share link

backend/src/services/coverage.ts

@@ -0,0 +1,205 @@
+import type { doseTracking, medications } from "../db/schema.js";
+import { isAmountBasedPackageType } from "../utils/package-profiles.js";
+import {
+	getTodayInTimezone,
+	type Intake,
+	normalizeIntakeUsageForStock,
+	parseIntakesJson,
+	parseLocalDateTime,
+} from "../utils/scheduler-utils.js";
+
+const MS_PER_DAY = 86_400_000;
+const doseIdPattern = /^(\d+)-(\d+)-(\d+)(?:-(.+))?$/;
+
+type MedicationRow = typeof medications.$inferSelect;
+type DoseRow = typeof doseTracking.$inferSelect;
+
+export type SharedMedicationOverviewItem = {
+	name: string;
+	genericName: string | null;
+	imageUrl: string | null;
+	packageType: string;
+	packCount: number;
+	blistersPerPack: number;
+	pillsPerBlister: number;
+	totalPills: number | null;
+	looseTablets: number;
+	currentStock: number | null;
+	capacity: number | null;
+	daysLeft: number | null;
+	nextIntakeDate: string | null;
+	depletionDate: string | null;
+	priority: "normal" | "high" | null;
+	expiryDate: string | null;
+	medicationStartDate: string | null;
+	prescriptionEnabled: boolean;
+	prescriptionRemainingRefills: number | null;
+};
+
+function toDateOnlyString(date: Date): string {
+	const year = date.getFullYear();
+	const month = String(date.getMonth() + 1).padStart(2, "0");
+	const day = String(date.getDate()).padStart(2, "0");
+	return `${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) => {
+		if (intake.every <= 0) return sum;
+		const normalizedUsage = normalizeIntakeUsageForStock(intake, medication.medicationForm, medication.packageType);
+		return sum + normalizedUsage / intake.every;
+	}, 0);
+}
+
+function computeNextIntakeDate(intakes: Intake[], todayDateOnly: string): string | null {
+	const today = parseDateOnly(todayDateOnly);
+	let nextDate: Date | null = null;
+
+	for (const intake of intakes) {
+		if (intake.every <= 0) continue;
+
+		const startDate = parseLocalDateTime(intake.start);
+		const startDateOnly = new Date(startDate.getFullYear(), startDate.getMonth(), startDate.getDate(), 0, 0, 0, 0);
+
+		let candidate = startDateOnly;
+		if (candidate.getTime() < today.getTime()) {
+			const elapsedDays = Math.floor((today.getTime() - candidate.getTime()) / MS_PER_DAY);
+			const intervals = Math.ceil(elapsedDays / intake.every);
+			candidate = new Date(candidate.getTime() + intervals * intake.every * MS_PER_DAY);
+		}
+
+		if (!nextDate || candidate.getTime() < nextDate.getTime()) {
+			nextDate = candidate;
+		}
+	}
+
+	return nextDate ? toDateOnlyString(nextDate) : null;
+}
+
+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;
+}
+
+export function buildSharedMedicationOverview(options: {
+	medications: MedicationRow[];
+	doses: DoseRow[];
+	thresholdDays: number;
+	shareStockStatus: boolean;
+}): SharedMedicationOverviewItem[] {
+	const { medications: medicationRows, doses, thresholdDays, shareStockStatus } = 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 * MS_PER_DAY));
+		const priority: "normal" | "high" = daysLeft !== null && daysLeft <= thresholdDays ? "high" : "normal";
+
+		return {
+			name: medication.name,
+			genericName: medication.genericName,
+			imageUrl: medication.imageUrl,
+			packageType: medication.packageType,
+			packCount: medication.packCount,
+			blistersPerPack: medication.blistersPerPack,
+			pillsPerBlister: medication.pillsPerBlister,
+			totalPills: medication.totalPills,
+			looseTablets: medication.looseTablets,
+			currentStock: shareStockStatus ? currentStock : null,
+			capacity: shareStockStatus ? capacity : null,
+			daysLeft: shareStockStatus ? daysLeft : null,
+			nextIntakeDate: computeNextIntakeDate(intakes, todayDateOnly),
+			depletionDate: shareStockStatus ? depletionDate : null,
+			priority: shareStockStatus ? priority : null,
+			expiryDate: toNullableDate(medication.expiryDate),
+			medicationStartDate: toNullableDate(medication.medicationStartDate),
+			prescriptionEnabled: medication.prescriptionEnabled ?? false,
+			prescriptionRemainingRefills: medication.prescriptionRemainingRefills,
+		};
+	});
+}

backend/src/services/intake-reminder-scheduler.ts

@@ -4,7 +4,7 @@ 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 { doseTracking, medications, users } from "../db/schema.js";
 import {
 	getDateLocale,
 	getFooterHtml,
@@ -89,6 +89,21 @@ function buildDoseIdForIntake(intake: UpcomingIntake & { medicationId: number; b
 	return `${intake.medicationId}-${intake.blisterIndex}-${dateOnlyMs}`;
 }
 
+async function resolveSchedulerUserDisplayName(userId: number): Promise<string> {
+	const [userRow] = await db.select({ username: users.username }).from(users).where(eq(users.id, userId)).limit(1);
+	return userRow?.username?.trim() || `unknown-user-${userId}`;
+}
+
+function formatIntakeDescriptor(
+	definitionIndex: number,
+	medicationName: string,
+	medicationId: number,
+	intake: { every: number; usage: number; start: string; intakeRemindersEnabled: boolean; takenBy: string | null }
+): string {
+	const takenByPart = intake.takenBy ? `, takenBy=${intake.takenBy}` : "";
+	return `Intake #${definitionIndex + 1} (index=${definitionIndex}, medication=${medicationName}, medicationId=${medicationId}, start=${intake.start}, every=${intake.every}d, usage=${intake.usage}, reminderEnabled=${intake.intakeRemindersEnabled}${takenByPart})`;
+}
+
 async function autoMarkDueIntakesAsTaken(
 	settings: UserSettings & { userId: number },
 	rows: (typeof medications.$inferSelect)[],
@@ -182,7 +197,7 @@ async function autoMarkDueIntakesAsTaken(
 	}
 
 	if (inserted > 0) {
-		logger.info(`[IntakeReminder] User ${settings.userId}: Auto-marked ${inserted} due intake dose(s) as taken`);
+		logger.info(`[IntakeReminder] Auto-marked ${inserted} due intake dose(s) as taken`);
 	}
 
 	return inserted;
@@ -375,9 +390,20 @@ async function checkAndSendIntakeReminders(logger: ServiceLogger): Promise<void>
 		return; // No users with settings
 	}
 
-	logger.debug(`[IntakeReminder] Found ${allUserSettings.length} users to check`);
+	const intakeEligibleSettings = allUserSettings.filter((settings) => {
+		const emailEnabled = settings.emailEnabled && settings.notificationEmail && settings.emailIntakeReminders;
+		const shoutrrrEnabled = settings.shoutrrrEnabled && settings.shoutrrrUrl && settings.shoutrrrIntakeReminders;
+		return Boolean(emailEnabled || shoutrrrEnabled);
+	});
 
-	for (const userSettings of allUserSettings) {
+	if (intakeEligibleSettings.length === 0) {
+		logger.debug("[IntakeReminder] No intake notification channels enabled");
+		return;
+	}
+
+	logger.debug(`[IntakeReminder] Evaluating ${intakeEligibleSettings.length} intake reminder profile(s)`);
+
+	for (const userSettings of intakeEligibleSettings) {
 		await checkAndSendIntakeRemindersForUser(userSettings, logger);
 	}
 }
@@ -388,10 +414,9 @@ async function checkAndSendIntakeRemindersForUser(
 ): Promise<void> {
 	const language = settings.language;
 	const tr = getTranslations(language);
+	const schedulerUserName = await resolveSchedulerUserDisplayName(settings.userId);
 
-	logger.debug(
-		`[IntakeReminder] Checking user ${settings.userId} - repeat:${settings.repeatRemindersEnabled} skip:${settings.skipRemindersForTakenDoses}`
-	);
+	logger.debug(`[IntakeReminder] Evaluating intake reminder profile for user '${schedulerUserName}'`);
 
 	const rows = await db
 		.select()
@@ -409,14 +434,11 @@ async function checkAndSendIntakeRemindersForUser(
 	const shoutrrrEnabled = settings.shoutrrrEnabled && settings.shoutrrrUrl && settings.shoutrrrIntakeReminders;
 
 	if (!emailEnabled && !shoutrrrEnabled) {
-		logger.debug(
-			`[IntakeReminder] User ${settings.userId}: No intake notifications enabled (email:${emailEnabled}, shoutrrr:${shoutrrrEnabled})`
-		);
 		return; // No intake reminder notifications enabled for this user
 	}
 
 	logger.debug(
-		`[IntakeReminder] User ${settings.userId}: Notifications enabled (email:${emailEnabled}, shoutrrr:${shoutrrrEnabled})`
+		`[IntakeReminder] Notifications enabled for current scheduler context (email:${emailEnabled}, shoutrrr:${shoutrrrEnabled})`
 	);
 
 	// Build medication entries that have at least one reminder-enabled intake.
@@ -434,25 +456,26 @@ async function checkAndSendIntakeRemindersForUser(
 		.filter((entry) => entry.intakesWithReminders.length > 0);
 
 	if (reminderEntries.length === 0) {
-		logger.debug(`[IntakeReminder] User ${settings.userId}: No medications have reminders enabled`);
+		logger.debug("[IntakeReminder] No medications have reminders enabled for current scheduler context");
 		return; // No medications have reminders enabled for this user
 	}
 
-	logger.debug(`[IntakeReminder] User ${settings.userId}: Found ${reminderEntries.length} medications with reminders`);
+	logger.debug(`[IntakeReminder] Found ${reminderEntries.length} medications with reminders`);
 
 	const state = loadIntakeReminderState();
 	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 checkMinuteStart = new Date(Math.floor(now.getTime() / 60000) * 60000);
+	const checkMinuteEnd = new Date(checkMinuteStart.getTime() + 60000);
 	const todayStart = new Date(now.toLocaleString("en-US", { timeZone: tz }));
 	todayStart.setHours(0, 0, 0, 0);
 
 	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()}`
-	);
+	logger.debug(`[IntakeReminder] Today range: ${todayStart.toISOString()} to ${todayEnd.toISOString()}`);
 
 	// Find intakes: upcoming ones in reminder window + past ones for repeat reminders
 	for (const { med, intakes, intakesWithReminders } of reminderEntries) {
@@ -461,15 +484,26 @@ async function checkAndSendIntakeRemindersForUser(
 		const medDisplayName = med.name || med.genericName || "";
 
 		logger.debug(
-			`[IntakeReminder] User ${settings.userId}: Processing medication "${medDisplayName}" with ${intakes.length} intakes`
+			`[IntakeReminder] Processing medication '${medDisplayName}' (id=${med.id}) with ${intakes.length} intake definition(s)`
 		);
 
 		// 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 intakeDescriptor = formatIntakeDescriptor(actualIndex, medDisplayName, med.id, intake);
+			logger.debug(`[IntakeReminder] ${intakeDescriptor}`);
+
+			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(
@@ -485,7 +519,10 @@ async function checkAndSendIntakeRemindersForUser(
 				med.doseUnit ?? "mg"
 			);
 			logger.debug(
-				`[IntakeReminder] User ${settings.userId}: Intake ${actualIndex} found ${upcomingIntakes.length} upcoming intakes (reminder window)`
+				`[IntakeReminder] ${intakeDescriptor} -> ${upcomingIntakes.length} intake(s) currently due for advance reminder (default ${REMINDER_MINUTES_BEFORE} min before intake, with catch-up while intake is still in the future)`
+			);
+			logger.debug(
+				`[IntakeReminder] ${intakeDescriptor} -> ${todaysIntakesForThisDefinition.length} scheduled intake(s) today (independent of reminder window)`
 			);
 
 			// Add upcoming intakes for first reminders
@@ -499,24 +536,14 @@ async function checkAndSendIntakeRemindersForUser(
 
 			// If repeat reminders enabled, also check for missed intakes (past the intake time)
 			if (settings.repeatRemindersEnabled) {
-				const allTodaysIntakes = getTodaysIntakes(
-					medDisplayName,
-					[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(", ")}`
+					`[IntakeReminder] ${intakeDescriptor} -> ${todaysIntakesForThisDefinition.length} candidate intake(s) for repeat reminders`
 				);
-				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)`
+					`[IntakeReminder] ${intakeDescriptor} -> ${missedIntakes.length} missed intake(s) (past intake time)`
 				);
 
 				// Add missed intakes for repeat reminders (only if not already in upcoming list)
@@ -534,10 +561,13 @@ async function checkAndSendIntakeRemindersForUser(
 		});
 	}
 
-	logger.debug(`[IntakeReminder] User ${settings.userId}: Total ${allUpcoming.length} intakes for today`);
+	logger.debug(`[IntakeReminder] Total scheduled intakes for today: ${scheduledIntakesTodayCount}`);
+	logger.debug(`[IntakeReminder] Total reminder candidates in current check: ${allUpcoming.length}`);
 
 	if (allUpcoming.length === 0) {
-		logger.debug(`[IntakeReminder] User ${settings.userId}: No intakes for today`);
+		logger.debug(
+			`[IntakeReminder] No reminder due in this check window (minute=${checkMinuteStart.toISOString()}..${checkMinuteEnd.toISOString()}, advanceLead=${REMINDER_MINUTES_BEFORE}m, plus catch-up while intake is still future)`
+		);
 		return; // No upcoming intakes for today
 	}
 
@@ -569,7 +599,7 @@ async function checkAndSendIntakeRemindersForUser(
 					// 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)`
+						`[IntakeReminder] Catch-up reminder for recently missed intake (${Math.round(minutesSinceIntake)} min ago)`
 					);
 				} else {
 					// Long ago — seed state without notification (user likely already noticed)
@@ -580,15 +610,13 @@ async function checkAndSendIntakeRemindersForUser(
 						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)`
+						`[IntakeReminder] Seeding state for old past intake (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}`
-				);
+				logger.debug("[IntakeReminder] Advance reminder candidate added");
 			}
 		} else if (settings.repeatRemindersEnabled && isIntakePast) {
 			// Intake time passed - check if we need to send nagging reminder
@@ -601,15 +629,11 @@ async function checkAndSendIntakeRemindersForUser(
 
 			if (currentNaggingCount >= maxReminders) {
 				// Max nagging reminders reached - stop
-				logger.debug(
-					`[IntakeReminder] User ${settings.userId}: Max nagging (${maxReminders}) reached for "${intake.medName}" at ${intake.intakeTimeStr}`
-				);
+				logger.debug(`[IntakeReminder] Max nagging (${maxReminders}) reached for intake reminder key`);
 			} 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}/${maxReminders})`
-				);
+				logger.debug(`[IntakeReminder] Nagging reminder candidate added (${nextSendCount}/${maxReminders})`);
 			}
 		}
 		// Else: Already sent and either repeats disabled or intake not yet past - skip
@@ -647,9 +671,7 @@ async function checkAndSendIntakeRemindersForUser(
 				const doseId = `${intake.medicationId}-${intake.blisterIndex}-${dateOnlyMs}-${intake.takenBy}`;
 				const isTaken = takenDoseIds.has(doseId);
 				if (isTaken) {
-					logger.debug(
-						`[IntakeReminder] User ${settings.userId}: Skipping "${intake.medName}" - dose ${doseId} already taken`
-					);
+					logger.debug("[IntakeReminder] Skipping reminder candidate - dose already taken");
 				}
 				return !isTaken;
 			} else {
@@ -657,21 +679,19 @@ async function checkAndSendIntakeRemindersForUser(
 				const doseId = `${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`
-					);
+					logger.debug("[IntakeReminder] Skipping reminder candidate - dose already taken");
 				}
 				return !isTaken;
 			}
 		});
 
 		if (remindersToSend.length === 0) {
-			logger.debug(`[IntakeReminder] User ${settings.userId}: All doses taken, skipping reminders`);
+			logger.debug("[IntakeReminder] All doses taken, skipping reminders");
 			return;
 		}
 	}
 
-	logger.info(`[IntakeReminder] User ${settings.userId}: Sending reminder for ${remindersToSend.length} intakes...`);
+	logger.info(`[IntakeReminder] 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)
@@ -703,11 +723,9 @@ async function checkAndSendIntakeRemindersForUser(
 		);
 		emailSuccess = result.success;
 		if (result.success) {
-			logger.info(
-				`[IntakeReminder] User ${settings.userId}: Email sent successfully (to: ${settings.notificationEmail}, messageId: ${result.messageId}, smtp: ${result.smtpResponse})`
-			);
+			logger.info("[IntakeReminder] Email sent successfully");
 		} else {
-			logger.error(`[IntakeReminder] User ${settings.userId}: Failed to send email: ${result.error}`);
+			logger.error(`[IntakeReminder] Failed to send email: ${result.error}`);
 		}
 	}
 
@@ -771,9 +789,9 @@ async function checkAndSendIntakeRemindersForUser(
 		const result = await sendShoutrrrNotification(settings.shoutrrrUrl!, title, message);
 		shoutrrrSuccess = result.success;
 		if (result.success) {
-			logger.info(`[IntakeReminder] User ${settings.userId}: Push notification sent successfully`);
+			logger.info("[IntakeReminder] Push notification sent successfully");
 		} else {
-			logger.error(`[IntakeReminder] User ${settings.userId}: Failed to send push: ${result.error}`);
+			logger.error(`[IntakeReminder] Failed to send push: ${result.error}`);
 		}
 	}
 

backend/src/services/reminder-scheduler.ts

@@ -687,12 +687,10 @@ 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;
@@ -706,7 +704,7 @@ 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}`);
 						}
 					}
 
@@ -748,7 +746,7 @@ async function checkAndSendReminderForUser(
 						const result = await sendShoutrrrNotification(settings.shoutrrrUrl!, title, 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}`);
 						}
 					}
 
@@ -780,9 +778,7 @@ 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 {
 					// Re-check using fresh state after acquiring lock and pre-mark today as notified.
@@ -791,9 +787,7 @@ async function checkAndSendReminderForUser(
 					const alreadyNotified = lockedState.notifiedMedications.includes(userPrescriptionNotifiedKey);
 					const shouldSend = !alreadyNotified || settings.repeatDailyReminders;
 					if (!shouldSend) {
-						logger.debug(
-							`[Reminder] User ${settings.userId}: prescription reminder already marked as sent today, skipping`
-						);
+						logger.debug("[Reminder] Prescription reminder already marked as sent today, skipping");
 					}
 
 					const preMarkedNotified =
@@ -813,9 +807,7 @@ async function checkAndSendReminderForUser(
 					}
 
 					if (shouldSend) {
-						logger.info(
-							`[Reminder] User ${settings.userId}: Sending prescription reminder for ${allPrescriptionLow.length} medications...`
-						);
+						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);
@@ -947,9 +939,7 @@ async function checkAndSendReminderForUser(
 									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}`
-									);
+									logger.error(`[Reminder] Failed to send prescription email: ${errorMessage}`);
 								}
 							}
 						}
@@ -986,7 +976,7 @@ async function checkAndSendReminderForUser(
 							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}`);
+								logger.error(`[Reminder] Failed to send prescription push: ${result.error}`);
 							}
 						}
 

backend/src/test/auth.test.ts

@@ -228,7 +228,7 @@ 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 +242,7 @@ 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 () => {

backend/src/test/business-authz-real.test.ts

@@ -0,0 +1,485 @@
+import { dirname, resolve } from "node:path";
+import { fileURLToPath } from "node:url";
+import cookie from "@fastify/cookie";
+import jwt from "@fastify/jwt";
+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";
+
+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);
+}
+
+function buildSessionCookie(app: FastifyInstance, userId: number, username: string) {
+	const token = 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 });
+		await app.register(sensible);
+		await app.register(cookie, { secret: "test-cookie-secret" });
+		await app.register(jwt, {
+			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} ${endpoint.url}`).toBe(401);
+			expect(response.json()).toMatchObject({ code: "AUTH_REQUIRED" });
+		}
+	});
+
+	it("scopes medication listing and export output to the authenticated user", async () => {
+		const ownerId = await createUser("owner-medications");
+		const otherId = await createUser("other-medications");
+		const ownerCookie = buildSessionCookie(app, ownerId, "owner-medications");
+
+		await seedMedication({ userId: ownerId, name: "Owner Only Med" });
+		await seedMedication({ userId: otherId, name: "Other User Med" });
+
+		const listResponse = await app.inject({
+			method: "GET",
+			url: "/medications",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(listResponse.statusCode).toBe(200);
+		expect(listResponse.body).toContain("Owner Only Med");
+		expect(listResponse.body).not.toContain("Other User Med");
+
+		const exportResponse = await app.inject({
+			method: "GET",
+			url: "/export",
+			headers: { cookie: ownerCookie },
+		});
+
+		expect(exportResponse.statusCode).toBe(200);
+		expect(exportResponse.body).toContain("Owner Only Med");
+		expect(exportResponse.body).not.toContain("Other User Med");
+	});
+
+	it("returns 404 when a user updates or deletes another user's medication", async () => {
+		const ownerId = await createUser("owner-update");
+		const otherId = await createUser("other-update");
+		const otherCookie = buildSessionCookie(app, otherId, "other-update");
+		const medicationId = await seedMedication({ userId: ownerId, name: "Protected Medication" });
+
+		const updateResponse = await app.inject({
+			method: "PUT",
+			url: `/medications/${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 = buildSessionCookie(app, ownerId, "owner-dose");
+		const otherCookie = 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 = 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 = 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");
+	});
+});

backend/src/test/doses.test.ts

@@ -1,487 +1,333 @@
-/**
- * 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 jwt from "@fastify/jwt";
+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";
 
-// =============================================================================
-// 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" });
-		}
+function buildSessionCookie(app: FastifyInstance, userId: number, username: string) {
+	const token = app.jwt.sign({ sub: userId, username });
+	return `access_token=${token}`;
+}
 
-		// 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 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",
+		],
 	});
 }
 
-// =============================================================================
-// Tests
-// =============================================================================
-
 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 });
+		await app.register(cookie, { secret: "test-cookie-secret" });
+		await app.register(jwt, {
+			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 = 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);
 		});
 	});
 
-	// ---------------------------------------------------------------------------
-	// 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 +335,71 @@ 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" }),
+			]);
 		});
 	});
 });

backend/src/test/e2e-routes.test.ts

@@ -345,6 +345,37 @@ describe("E2E Tests with Real Routes", () => {
 				usedPrescription: true,
 			});
 		});
+
+		it("should not include refill history entries from another user for the same medication", async () => {
+			const medId = await createMedication(testClient, userId, "Report Isolation Med", ["Daniel"]);
+			const otherUserId = await _createUser(testClient, "report-isolation-other-user");
+
+			await testClient.execute({
+				sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added, used_prescription, refill_date)
+				      VALUES (?, ?, ?, ?, ?, ?)`,
+				args: [medId, userId, 1, 0, 0, 1735603200],
+			});
+			await testClient.execute({
+				sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added, used_prescription, refill_date)
+				      VALUES (?, ?, ?, ?, ?, ?)`,
+				args: [medId, otherUserId, 9, 99, 1, 1735689600],
+			});
+
+			const response = await app.inject({
+				method: "POST",
+				url: "/medications/report-data",
+				payload: { medicationIds: [medId] },
+			});
+
+			expect(response.statusCode).toBe(200);
+			const data = response.json();
+			expect(data[medId].refills).toHaveLength(1);
+			expect(data[medId].refills[0]).toMatchObject({
+				packsAdded: 1,
+				loosePillsAdded: 0,
+				usedPrescription: false,
+			});
+		});
 	});
 
 	afterAll(async () => {
@@ -503,6 +534,80 @@ describe("E2E Tests with Real Routes", () => {
 
 			expect(response.statusCode).toBe(404);
 		});
+
+		it("should return shared medication overview for a valid token", async () => {
+			await createMedication(testClient, userId, "Aspirin", ["Daniel"]);
+			const token = "abcdef0123456789";
+			await createShareToken(testClient, userId, "Daniel", token);
+
+			const response = await app.inject({
+				method: "GET",
+				url: `/share/${token}/overview`,
+			});
+
+			expect(response.statusCode).toBe(200);
+			expect(response.headers["cache-control"]).toBe("no-store");
+
+			const data = response.json();
+			expect(data.takenBy).toBe("Daniel");
+			expect(data.sharedBy).toBe("__anonymous__");
+			expect(Array.isArray(data.medications)).toBe(true);
+			expect(data.medications).toHaveLength(1);
+			expect(data.medications[0].name).toBe("Aspirin");
+			expect(data.medications[0].currentStock).toBeTypeOf("number");
+		});
+
+		it("should return 404 for unknown overview token", async () => {
+			const response = await app.inject({
+				method: "GET",
+				url: "/share/abcdef0123456789/overview",
+			});
+
+			expect(response.statusCode).toBe(404);
+			expect(response.json()).toEqual({ error: "not_found" });
+		});
+
+		it("should return 410 for expired overview token", async () => {
+			const token = "fedcba9876543210";
+			await testClient.execute({
+				sql: "INSERT INTO share_tokens (user_id, token, taken_by, schedule_days, expires_at) VALUES (?, ?, ?, 30, ?)",
+				args: [userId, token, "Daniel", Math.floor(Date.now() / 1000) - 60],
+			});
+
+			const response = await app.inject({
+				method: "GET",
+				url: `/share/${token}/overview`,
+			});
+
+			expect(response.statusCode).toBe(410);
+			const data = response.json();
+			expect(data.error).toBe("expired");
+			expect(data.expiredAt).toBeTypeOf("string");
+		});
+
+		it("should hide stock fields in overview when share_stock_status is disabled", async () => {
+			await createMedication(testClient, userId, "Ibuprofen", ["Daniel"]);
+			const token = "0123456789abcdef";
+			await createShareToken(testClient, userId, "Daniel", token);
+
+			await testClient.execute({
+				sql: "INSERT INTO user_settings (user_id, share_stock_status, low_stock_days) VALUES (?, 0, 30)",
+				args: [userId],
+			});
+
+			const response = await app.inject({
+				method: "GET",
+				url: `/share/${token}/overview`,
+			});
+
+			expect(response.statusCode).toBe(200);
+			const [medication] = response.json().medications;
+			expect(medication.currentStock).toBeNull();
+			expect(medication.capacity).toBeNull();
+			expect(medication.daysLeft).toBeNull();
+			expect(medication.depletionDate).toBeNull();
+			expect(medication.priority).toBeNull();
+		});
 	});
 
 	// ---------------------------------------------------------------------------
@@ -834,7 +939,7 @@ describe("E2E Tests with Real Routes", () => {
 			});
 
 			expect(response.statusCode).toBe(400);
-			expect(response.json().error).toBe("Invalid language");
+			expect(response.json().error).toMatch(/Invalid language|Bad Request/);
 		});
 
 		it("should create and update language via lightweight language endpoint", async () => {
@@ -1929,6 +2034,47 @@ describe("E2E Tests with Real Routes", () => {
 			expect(hasLooseRefill).toBe(true);
 		});
 
+		it("should not return refill history entries from another user for the same medication", async () => {
+			const createResponse = await app.inject({
+				method: "POST",
+				url: "/medications",
+				payload: {
+					name: "Refill Isolation Med",
+					packCount: 1,
+					blistersPerPack: 2,
+					pillsPerBlister: 10,
+					blisters: [{ usage: 1, every: 1, start: "2025-01-01T08:00:00.000Z" }],
+				},
+			});
+			const medId = createResponse.json().id;
+			const otherUserId = await _createUser(testClient, "refill-isolation-other-user");
+
+			await testClient.execute({
+				sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added, used_prescription, refill_date)
+				      VALUES (?, ?, ?, ?, ?, ?)`,
+				args: [medId, userId, 2, 3, 0, 1735603200],
+			});
+			await testClient.execute({
+				sql: `INSERT INTO refill_history (medication_id, user_id, packs_added, loose_pills_added, used_prescription, refill_date)
+				      VALUES (?, ?, ?, ?, ?, ?)`,
+				args: [medId, otherUserId, 8, 88, 1, 1735689600],
+			});
+
+			const response = await app.inject({
+				method: "GET",
+				url: `/medications/${medId}/refills`,
+			});
+
+			expect(response.statusCode).toBe(200);
+			const refills = response.json();
+			expect(refills).toHaveLength(1);
+			expect(refills[0]).toMatchObject({
+				packsAdded: 2,
+				loosePillsAdded: 3,
+				usedPrescription: false,
+			});
+		});
+
 		it("should return 404 for non-existent medication", async () => {
 			const response = await app.inject({
 				method: "GET",
@@ -2302,6 +2448,29 @@ describe("E2E Tests with Real Routes", () => {
 				payload: {
 					emailEnabled: true,
 					notificationEmail: "test@example.com",
+					reminderDaysBefore: 7,
+					repeatDailyReminders: false,
+					lowStockDays: 30,
+					normalStockDays: 90,
+					highStockDays: 180,
+					shoutrrrEnabled: false,
+					shoutrrrUrl: "",
+					emailStockReminders: true,
+					emailIntakeReminders: true,
+					emailPrescriptionReminders: true,
+					shoutrrrStockReminders: true,
+					shoutrrrIntakeReminders: true,
+					shoutrrrPrescriptionReminders: true,
+					skipRemindersForTakenDoses: false,
+					repeatRemindersEnabled: false,
+					reminderRepeatIntervalMinutes: 30,
+					maxNaggingReminders: 5,
+					language: "en",
+					stockCalculationMode: "automatic",
+					shareStockStatus: true,
+					upcomingTodayOnly: false,
+					shareScheduleTodayOnly: false,
+					swapDashboardMainSections: false,
 				},
 			});
 
@@ -2506,10 +2675,10 @@ describe("E2E Tests with Real Routes", () => {
 	});
 
 	// ---------------------------------------------------------------------------
-	// Package Type (blister, bottle, liquid_container) Tests
+	// Package Type (blister, bottle, tube, liquid_container) Tests
 	// ---------------------------------------------------------------------------
 
-	describe("Package type handling (blister, bottle, liquid_container)", () => {
+	describe("Package type handling (blister, bottle, tube, liquid_container)", () => {
 		const bottleMedication = {
 			name: "Vitamin D Drops",
 			packageType: "bottle",
@@ -2542,6 +2711,21 @@ describe("E2E Tests with Real Routes", () => {
 			blisters: [{ usage: 5, every: 1, start: "2025-01-01T08:00:00.000Z" }],
 		};
 
+		const tubeMedication = {
+			name: "Topical Cream",
+			medicationForm: "topical",
+			packageType: "tube",
+			doseUnit: "units",
+			packCount: 2,
+			packageAmountValue: 40,
+			packageAmountUnit: "g",
+			blistersPerPack: 1,
+			pillsPerBlister: 1,
+			totalPills: 80,
+			looseTablets: 80,
+			blisters: [{ usage: 2, every: 1, start: "2025-01-01T08:00:00.000Z" }],
+		};
+
 		it("should create and return bottle type medication", async () => {
 			const response = await app.inject({
 				method: "POST",
@@ -2698,6 +2882,72 @@ describe("E2E Tests with Real Routes", () => {
 			expect(data.refill.totalPillsAdded).toBe(35); // 1*30 + 5
 		});
 
+		it("should keep liquid_container refill additive and preserve amount baseline", async () => {
+			const createResponse = await app.inject({
+				method: "POST",
+				url: "/medications",
+				payload: {
+					...liquidContainerMedication,
+					packCount: 1,
+					packageAmountValue: 180,
+					totalPills: 180,
+					looseTablets: 180,
+				},
+			});
+			expect(createResponse.statusCode).toBe(200);
+			const medId = createResponse.json().id;
+
+			const refillResponse = await app.inject({
+				method: "POST",
+				url: `/medications/${medId}/refill`,
+				payload: { packsAdded: 1, loosePillsAdded: 0 },
+			});
+
+			expect(refillResponse.statusCode).toBe(200);
+			const refillData = refillResponse.json();
+			expect(refillData.refill.packsAdded).toBe(1);
+			expect(refillData.refill.loosePillsAdded).toBe(180);
+			expect(refillData.refill.totalPillsAdded).toBe(180);
+			expect(refillData.newStock.totalPills).toBe(360);
+
+			const medsResponse = await app.inject({ method: "GET", url: "/medications" });
+			expect(medsResponse.statusCode).toBe(200);
+			const med = medsResponse.json().find((m: Record<string, unknown>) => m.id === medId);
+			expect(med).toBeTruthy();
+			expect(med.totalPills).toBe(360);
+			expect(med.looseTablets).toBe(360);
+		});
+
+		it("should keep tube refill additive and preserve amount baseline", async () => {
+			const createResponse = await app.inject({
+				method: "POST",
+				url: "/medications",
+				payload: tubeMedication,
+			});
+			expect(createResponse.statusCode).toBe(200);
+			const medId = createResponse.json().id;
+
+			const refillResponse = await app.inject({
+				method: "POST",
+				url: `/medications/${medId}/refill`,
+				payload: { packsAdded: 1, loosePillsAdded: 0 },
+			});
+
+			expect(refillResponse.statusCode).toBe(200);
+			const refillData = refillResponse.json();
+			expect(refillData.refill.packsAdded).toBe(1);
+			expect(refillData.refill.loosePillsAdded).toBe(40);
+			expect(refillData.refill.totalPillsAdded).toBe(40);
+			expect(refillData.newStock.totalPills).toBe(120);
+
+			const medsResponse = await app.inject({ method: "GET", url: "/medications" });
+			expect(medsResponse.statusCode).toBe(200);
+			const med = medsResponse.json().find((m: Record<string, unknown>) => m.id === medId);
+			expect(med).toBeTruthy();
+			expect(med.totalPills).toBe(120);
+			expect(med.looseTablets).toBe(120);
+		});
+
 		it("should return correct totalPillsAdded in refill history for bottle type", async () => {
 			const createResponse = await app.inject({
 				method: "POST",

backend/src/test/routes-real.test.ts

@@ -45,7 +45,9 @@ 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");
 
@@ -142,6 +144,73 @@ describe("Real route coverage: settings/export/report", () => {
 		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",
+				shareStockStatus: true,
+				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",
@@ -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 () => {
@@ -224,6 +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",
@@ -233,6 +341,30 @@ 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 });
+
+		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" });
+	});
+
 	it("sendShoutrrrNotification blocks localhost/private targets", async () => {
 		const result = await sendShoutrrrNotification("http://127.0.0.1/hook", "test", "message");
 		expect(result.success).toBe(false);
@@ -266,6 +398,169 @@ 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",
+				shareStockStatus: true,
+			})
+		);
+	});
+
+	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",
+				shareStockStatus: true,
+				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",
+					shareStockStatus: true,
+				}),
+			])
+		);
+	});
+
 	it("POST /medications/report-data returns 403 for meds not owned by user", async () => {
 		await seedMedication("Owned Med");
 		const response = await app.inject({

backend/src/test/settings-auth-security.test.ts

@@ -0,0 +1,395 @@
+import { dirname, resolve } from "node:path";
+import { fileURLToPath } from "node:url";
+import cookie from "@fastify/cookie";
+import jwt from "@fastify/jwt";
+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";
+
+const { testClient, testDb, mockedEnv, nodemailerSendMail } = 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,
+		},
+		nodemailerSendMail: vi.fn(),
+	};
+});
+
+vi.mock("../db/client.js", () => ({
+	db: testDb,
+	migrationsReady: Promise.resolve(),
+}));
+
+vi.mock("../plugins/env.js", () => ({ env: mockedEnv }));
+
+vi.mock("nodemailer", () => ({
+	default: {
+		createTransport: () => ({
+			sendMail: nodemailerSendMail,
+		}),
+	},
+}));
+
+const { settingsRoutes } = await import("../routes/settings.js");
+const { apiKeyRoutes } = await import("../routes/api-keys.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 api_keys");
+	await testClient.execute("DELETE FROM refresh_tokens");
+	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],
+	});
+
+	return Number(result.rows[0].id);
+}
+
+function buildSessionCookie(app: FastifyInstance, userId: number, username: string) {
+	const token = app.jwt.sign({ sub: userId, username });
+	return `access_token=${token}`;
+}
+
+async function insertApiKey(options: {
+	userId: number;
+	token: string;
+	scope?: "read" | "write";
+	isActive?: boolean;
+	expiresAt?: Date | null;
+}) {
+	const expiresAtValue = options.expiresAt ? Math.floor(options.expiresAt.getTime() / 1000) : null;
+
+	const result = await testClient.execute({
+		sql: `INSERT INTO api_keys (user_id, name, key_hash, token_prefix, scope, is_active, expires_at)
+		      VALUES (?, ?, ?, ?, ?, ?, ?) RETURNING id`,
+		args: [
+			options.userId,
+			"Seeded Key",
+			hashApiKeyToken(options.token),
+			`${options.token.slice(0, 12)}...`,
+			options.scope ?? "write",
+			options.isActive === false ? 0 : 1,
+			expiresAtValue,
+		],
+	});
+
+	return Number(result.rows[0].id);
+}
+
+describe("Settings and API key security contracts", () => {
+	let app: FastifyInstance;
+
+	beforeAll(async () => {
+		await migrate(testDb, { migrationsFolder });
+		await runAlterMigrations(testClient);
+
+		app = Fastify({ logger: false });
+		await app.register(sensible);
+		await app.register(cookie, { secret: "test-cookie-secret" });
+		await app.register(jwt, {
+			secret: "test-jwt-secret",
+			cookie: { cookieName: "access_token", signed: false },
+		});
+		await app.register(settingsRoutes);
+		await app.register(apiKeyRoutes);
+		await app.ready();
+	});
+
+	afterAll(async () => {
+		await app.close();
+		testClient.close();
+	});
+
+	beforeEach(async () => {
+		vi.clearAllMocks();
+		await clearTables();
+		delete process.env.SMTP_HOST;
+		delete process.env.SMTP_USER;
+		delete process.env.SMTP_TOKEN;
+		delete process.env.SMTP_PASS;
+		delete process.env.SMTP_FROM;
+		delete process.env.SMTP_PORT;
+		delete process.env.SMTP_SECURE;
+	});
+
+	it("rejects GET /settings without authentication when auth is enabled", async () => {
+		const response = await app.inject({ method: "GET", url: "/settings" });
+
+		expect(response.statusCode).toBe(401);
+		expect(response.json()).toMatchObject({ code: "AUTH_REQUIRED" });
+	});
+
+	it("returns settings defaults for an authenticated session cookie", async () => {
+		const userId = await createUser("settings-session-user");
+		const response = await app.inject({
+			method: "GET",
+			url: "/settings",
+			headers: { cookie: buildSessionCookie(app, userId, "settings-session-user") },
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toEqual(
+			expect.objectContaining({
+				emailEnabled: false,
+				language: "en",
+				stockCalculationMode: "automatic",
+			})
+		);
+	});
+
+	it("allows GET /settings with a read-only API key", async () => {
+		const userId = await createUser("settings-read-user");
+		process.env.SMTP_HOST = "smtp.example.com";
+		process.env.SMTP_PORT = "2525";
+
+		const apiToken = "ma_read_only_valid_token_123456789";
+		await insertApiKey({ userId, token: apiToken, scope: "read" });
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/settings",
+			headers: { authorization: `Bearer ${apiToken}` },
+		});
+
+		expect(response.statusCode).toBe(200);
+		expect(response.json()).toEqual(
+			expect.objectContaining({
+				smtpHost: "smtp.example.com",
+				smtpPort: 2525,
+			})
+		);
+	});
+
+	it("rejects PUT /settings with a read-only API key", async () => {
+		const userId = await createUser("settings-read-mutation-user");
+		const apiToken = "ma_read_only_mutation_token_123456789";
+		await insertApiKey({ userId, token: apiToken, scope: "read" });
+
+		const response = await app.inject({
+			method: "PUT",
+			url: "/settings",
+			headers: { authorization: `Bearer ${apiToken}` },
+			payload: {
+				emailEnabled: false,
+				notificationEmail: "",
+				reminderDaysBefore: 7,
+				repeatDailyReminders: false,
+				lowStockDays: 30,
+				normalStockDays: 90,
+				highStockDays: 180,
+				shoutrrrEnabled: false,
+				shoutrrrUrl: "",
+				emailStockReminders: true,
+				emailIntakeReminders: true,
+				emailPrescriptionReminders: true,
+				shoutrrrStockReminders: true,
+				shoutrrrIntakeReminders: true,
+				shoutrrrPrescriptionReminders: true,
+				skipRemindersForTakenDoses: false,
+				repeatRemindersEnabled: false,
+				reminderRepeatIntervalMinutes: 30,
+				maxNaggingReminders: 5,
+				language: "en",
+				stockCalculationMode: "automatic",
+				shareStockStatus: true,
+				upcomingTodayOnly: false,
+				shareScheduleTodayOnly: false,
+				swapDashboardMainSections: false,
+			},
+		});
+
+		expect(response.statusCode).toBe(403);
+		expect(response.json()).toMatchObject({ code: "API_KEY_SCOPE_FORBIDDEN" });
+	});
+
+	it("rejects invalid API key bearer tokens for GET /settings", async () => {
+		const response = await app.inject({
+			method: "GET",
+			url: "/settings",
+			headers: { authorization: "Bearer definitely-not-a-medassist-key" },
+		});
+
+		expect(response.statusCode).toBe(401);
+		expect(response.json()).toMatchObject({ code: "INVALID_API_KEY" });
+	});
+
+	it("rejects expired API keys for GET /settings", async () => {
+		const userId = await createUser("settings-expired-key-user");
+		const apiToken = "ma_expired_token_for_settings_123456789";
+		await insertApiKey({
+			userId,
+			token: apiToken,
+			scope: "read",
+			expiresAt: new Date(Date.now() - 60_000),
+		});
+
+		const response = await app.inject({
+			method: "GET",
+			url: "/settings",
+			headers: { authorization: `Bearer ${apiToken}` },
+		});
+
+		expect(response.statusCode).toBe(401);
+		expect(response.json()).toMatchObject({ code: "API_KEY_EXPIRED" });
+	});
+
+	it("rotates API keys and does not leak raw tokens from the list endpoint", async () => {
+		const userId = await createUser("api-key-session-user");
+		const cookieHeader = buildSessionCookie(app, userId, "api-key-session-user");
+
+		const firstCreate = await app.inject({
+			method: "POST",
+			url: "/auth/api-keys",
+			headers: { cookie: cookieHeader },
+			payload: { name: "Primary key", scope: "write", expiresInDays: 30 },
+		});
+
+		expect(firstCreate.statusCode).toBe(201);
+		const firstBody = firstCreate.json();
+		expect(firstBody.token).toMatch(/^ma_/);
+
+		const secondCreate = await app.inject({
+			method: "POST",
+			url: "/auth/api-keys",
+			headers: { cookie: cookieHeader },
+			payload: { name: "Rotated key", scope: "write", expiresInDays: 30 },
+		});
+
+		expect(secondCreate.statusCode).toBe(201);
+		const secondBody = secondCreate.json();
+
+		const listResponse = await app.inject({
+			method: "GET",
+			url: "/auth/api-keys",
+			headers: { cookie: cookieHeader },
+		});
+
+		expect(listResponse.statusCode).toBe(200);
+		expect(listResponse.body).not.toContain(firstBody.token);
+		expect(listResponse.body).not.toContain(secondBody.token);
+		expect(listResponse.body).not.toContain("keyHash");
+		expect(listResponse.json().keys).toHaveLength(2);
+
+		const dbState = await testClient.execute({
+			sql: "SELECT name, is_active FROM api_keys WHERE user_id = ? ORDER BY id ASC",
+			args: [userId],
+		});
+		expect(dbState.rows).toEqual([
+			expect.objectContaining({ name: "Primary key", is_active: 0 }),
+			expect.objectContaining({ name: "Rotated key", is_active: 1 }),
+		]);
+	});
+
+	it("rejects API key rotation when authenticated with a read-only API key", async () => {
+		const userId = await createUser("api-key-readonly-rotate-user");
+		const readOnlyToken = "ma_readonly_rotation_denied_123456789";
+		await insertApiKey({ userId, token: readOnlyToken, scope: "read" });
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/auth/api-keys",
+			headers: { authorization: `Bearer ${readOnlyToken}` },
+			payload: { name: "Blocked rotation", scope: "write", expiresInDays: 30 },
+		});
+
+		expect(response.statusCode).toBe(403);
+		expect(response.json()).toMatchObject({ code: "API_KEY_SCOPE_FORBIDDEN" });
+	});
+
+	it("returns 404 when deleting an API key owned by a different user", async () => {
+		const ownerUserId = await createUser("api-key-owner");
+		const otherUserId = await createUser("api-key-other-user");
+		const otherCookieHeader = buildSessionCookie(app, otherUserId, "api-key-other-user");
+
+		const keyId = await insertApiKey({
+			userId: ownerUserId,
+			token: "ma_write_owner_token_123456789",
+			scope: "write",
+		});
+
+		const response = await app.inject({
+			method: "DELETE",
+			url: `/auth/api-keys/${keyId}`,
+			headers: { cookie: otherCookieHeader },
+		});
+
+		expect(response.statusCode).toBe(404);
+		expect(response.json()).toMatchObject({ code: "API_KEY_NOT_FOUND" });
+	});
+
+	it("maps SMTP recipient rejection to HTTP 400 instead of a generic 500", async () => {
+		const userId = await createUser("settings-email-recipient-user");
+		process.env.SMTP_HOST = "smtp.example.com";
+		process.env.SMTP_USER = "mailer@example.com";
+		process.env.SMTP_PASS = "secret";
+		nodemailerSendMail.mockResolvedValue({
+			accepted: [],
+			rejected: ["missing@example.com"],
+			response: "550 5.1.1 recipient address rejected",
+		});
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/settings/test-email",
+			headers: { cookie: buildSessionCookie(app, userId, "settings-email-recipient-user") },
+			payload: { email: "missing@example.com" },
+		});
+
+		expect(response.statusCode).toBe(400);
+		expect(response.json()).toMatchObject({ code: "EMAIL_RECIPIENT_REJECTED" });
+	});
+
+	it("maps missing SMTP acceptance to HTTP 502 for test email", async () => {
+		const userId = await createUser("settings-email-unconfirmed-user");
+		process.env.SMTP_HOST = "smtp.example.com";
+		process.env.SMTP_USER = "mailer@example.com";
+		process.env.SMTP_PASS = "secret";
+		nodemailerSendMail.mockResolvedValue({
+			accepted: [],
+			rejected: [],
+			response: "250 queued without explicit acceptance",
+		});
+
+		const response = await app.inject({
+			method: "POST",
+			url: "/settings/test-email",
+			headers: { cookie: buildSessionCookie(app, userId, "settings-email-unconfirmed-user") },
+			payload: { email: "person@example.com" },
+		});
+
+		expect(response.statusCode).toBe(502);
+		expect(response.json()).toMatchObject({ code: "SMTP_DELIVERY_UNCONFIRMED" });
+	});
+});

backend/src/types/fastify.d.ts

@@ -5,7 +5,12 @@ import "@fastify/jwt";
 export interface AuthUser {
 	id: number;
 	username: string;
-	role: string;
+}
+
+export interface AuthContext {
+	method: "session" | "api_key";
+	scope: "read" | "write";
+	apiKeyId?: number;
 }
 
 declare module "fastify" {
@@ -22,6 +27,7 @@ declare module "fastify" {
 
 	interface FastifyRequest {
 		user?: AuthUser | null;
+		authContext?: AuthContext;
 		correlationId?: string;
 	}
 }