feat(email): route all email sends through Cloudflare Queue

Introduces a CF Queue binding (kk-email-queue) to decouple email
delivery from request handlers, preventing slow responses and
providing automatic retries. All send*Email calls now go through
the queue when the binding is available, with direct-send fallbacks
for local dev. Reminder fan-outs mark DB rows optimistically before
enqueueing to prevent re-enqueue on subsequent cron ticks.

apps/web/package.json

@@ -52,6 +52,7 @@
 	},
 	"devDependencies": {
 		"@cloudflare/vite-plugin": "^1.17.1",
+		"@tanstack/router-core": "^1.141.1",
 		"@kk/config": "workspace:*",
 		"@tanstack/react-query-devtools": "^5.91.1",
 		"@tanstack/react-router-devtools": "^1.141.1",

apps/web/src/router.tsx

@@ -1,3 +1,4 @@
+import type { EmailMessage } from "@kk/api/email-queue";
 import { QueryClientProvider } from "@tanstack/react-query";
 import { createRouter as createTanStackRouter } from "@tanstack/react-router";
 
@@ -6,6 +7,18 @@ import Loader from "./components/loader";
 import { routeTree } from "./routeTree.gen";
 import { orpc, queryClient } from "./utils/orpc";
 
+// Minimal CF Queue binding shape needed for type inference
+type Queue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+	sendBatch(
+		messages: Array<{ body: EmailMessage }>,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
 export const getRouter = () => {
 	const router = createTanStackRouter({
 		routeTree,
@@ -26,3 +39,9 @@ declare module "@tanstack/react-router" {
 		router: ReturnType<typeof getRouter>;
 	}
 }
+
+declare module "@tanstack/router-core" {
+	interface Register {
+		server: { requestContext: { emailQueue?: Queue } };
+	}
+}

apps/web/src/routes/api/rpc/$.ts

@@ -1,4 +1,5 @@
 import { createContext } from "@kk/api/context";
+import type { EmailMessage } from "@kk/api/email-queue";
 import { appRouter } from "@kk/api/routers/index";
 import { OpenAPIHandler } from "@orpc/openapi/fetch";
 import { OpenAPIReferencePlugin } from "@orpc/openapi/plugins";
@@ -7,6 +8,18 @@ import { RPCHandler } from "@orpc/server/fetch";
 import { ZodToJsonSchemaConverter } from "@orpc/zod/zod4";
 import { createFileRoute } from "@tanstack/react-router";
 
+// Minimal CF Queue binding shape — mirrors the declaration in router.tsx / context.ts
+type Queue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+	sendBatch(
+		messages: Array<{ body: EmailMessage }>,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
 const rpcHandler = new RPCHandler(appRouter, {
 	interceptors: [
 		onError((error) => {
@@ -28,16 +41,21 @@ const apiHandler = new OpenAPIHandler(appRouter, {
 	],
 });
 
-async function handle({ request }: { request: Request }) {
-	const rpcResult = await rpcHandler.handle(request, {
+async function handle(ctx: { request: Request; context?: unknown }) {
+	// emailQueue is threaded in via the fetch wrapper in server.ts
+	const emailQueue = (ctx.context as { emailQueue?: Queue } | undefined)
+		?.emailQueue;
+	const context = await createContext({ req: ctx.request, emailQueue });
+
+	const rpcResult = await rpcHandler.handle(ctx.request, {
 		prefix: "/api/rpc",
-		context: await createContext({ req: request }),
+		context,
 	});
 	if (rpcResult.response) return rpcResult.response;
 
-	const apiResult = await apiHandler.handle(request, {
+	const apiResult = await apiHandler.handle(ctx.request, {
 		prefix: "/api/rpc/api-reference",
-		context: await createContext({ req: request }),
+		context,
 	});
 	if (apiResult.response) return apiResult.response;
 

apps/web/src/routes/api/webhook/mollie.ts

@@ -1,5 +1,6 @@
 import { randomUUID } from "node:crypto";
 import { sendPaymentConfirmationEmail } from "@kk/api/email";
+import type { EmailMessage } from "@kk/api/email-queue";
 import { creditRegistrationToAccount } from "@kk/api/routers/index";
 import { db } from "@kk/db";
 import { drinkkaart, drinkkaartTopup, registration } from "@kk/db/schema";
@@ -8,6 +9,14 @@ import { env } from "@kk/env/server";
 import { createFileRoute } from "@tanstack/react-router";
 import { and, eq } from "drizzle-orm";
 
+// Minimal CF Queue binding shape used to enqueue emails
+type EmailQueue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
 // Mollie payment object (relevant fields only)
 interface MolliePayment {
 	id: string;
@@ -41,7 +50,15 @@ async function fetchMolliePayment(paymentId: string): Promise<MolliePayment> {
 	return response.json() as Promise<MolliePayment>;
 }
 
-async function handleWebhook({ request }: { request: Request }) {
+async function handleWebhook({
+	request,
+	context,
+}: {
+	request: Request;
+	context?: unknown;
+}) {
+	const emailQueue = (context as { emailQueue?: EmailQueue } | undefined)
+		?.emailQueue;
 	if (!env.MOLLIE_API_KEY) {
 		console.error("MOLLIE_API_KEY not configured");
 		return new Response("Payment provider not configured", { status: 500 });
@@ -207,19 +224,25 @@ async function handleWebhook({ request }: { request: Request }) {
 			`Payment successful for registration ${registrationToken}, payment ${payment.id}`,
 		);
 
-		// Send payment confirmation email (fire-and-forget; don't block webhook)
-		sendPaymentConfirmationEmail({
+		// Send payment confirmation email via queue when available, otherwise direct.
+		const confirmMsg: EmailMessage = {
+			type: "paymentConfirmation",
 			to: regRow.email,
 			firstName: regRow.firstName,
 			managementToken: regRow.managementToken ?? registrationToken,
 			drinkCardValue: regRow.drinkCardValue ?? undefined,
 			giftAmount: regRow.giftAmount ?? undefined,
-		}).catch((err) =>
-			console.error(
-				`Failed to send payment confirmation email for ${regRow.email}:`,
-				err,
-			),
-		);
+		};
+		if (emailQueue) {
+			await emailQueue.send(confirmMsg);
+		} else {
+			sendPaymentConfirmationEmail(confirmMsg).catch((err) =>
+				console.error(
+					`Failed to send payment confirmation email for ${regRow.email}:`,
+					err,
+				),
+			);
+		}
 
 		// If this is a watcher with a drink card value, try to credit their
 		// drinkkaart immediately — but only if they already have an account.

apps/web/src/server.ts

@@ -1,18 +1,72 @@
+import type { EmailMessage } from "@kk/api/email-queue";
+import { dispatchEmailMessage } from "@kk/api/email-queue";
 import { runSendReminders } from "@kk/api/routers/index";
 import {
 	createStartHandler,
 	defaultStreamHandler,
 } from "@tanstack/react-start/server";
 
-const fetch = createStartHandler(defaultStreamHandler);
+// ---------------------------------------------------------------------------
+// CF Workers globals — not in DOM/ES2022 lib
+// ---------------------------------------------------------------------------
+type MessageItem<Body> = {
+	body: Body;
+	ack(): void;
+	retry(): void;
+};
+type MessageBatch<Body> = { messages: Array<MessageItem<Body>> };
+type ExecutionContext = { waitUntil(promise: Promise<unknown>): void };
+
+// ---------------------------------------------------------------------------
+// Minimal CF Queue binding shape
+// ---------------------------------------------------------------------------
+type EmailQueue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+	sendBatch(
+		messages: Array<{ body: EmailMessage }>,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
+type Env = {
+	EMAIL_QUEUE?: EmailQueue;
+};
+
+const startHandler = createStartHandler(defaultStreamHandler);
 
 export default {
-	fetch,
+	fetch(request: Request, env: Env) {
+		// Cast required: TanStack Start's BaseContext doesn't know about emailQueue,
+		// but it threads the value through to route handlers via requestContext.
+		return startHandler(request, {
+			context: { emailQueue: env.EMAIL_QUEUE } as Record<string, unknown>,
+		});
+	},
+
+	async queue(
+		batch: MessageBatch<EmailMessage>,
+		_env: Env,
+		_ctx: ExecutionContext,
+	) {
+		for (const msg of batch.messages) {
+			try {
+				await dispatchEmailMessage(msg.body);
+				msg.ack();
+			} catch (err) {
+				console.error("Queue dispatch failed:", err);
+				msg.retry();
+			}
+		}
+	},
+
 	async scheduled(
 		_event: { cron: string; scheduledTime: number },
-		_env: Record<string, unknown>,
-		ctx: { waitUntil: (promise: Promise<unknown>) => void },
+		env: Env,
+		ctx: ExecutionContext,
 	) {
-		ctx.waitUntil(runSendReminders());
+		ctx.waitUntil(runSendReminders(env.EMAIL_QUEUE));
 	},
 };

bun.lock

@@ -67,6 +67,7 @@
         "@kk/config": "workspace:*",
         "@tanstack/react-query-devtools": "^5.91.1",
         "@tanstack/react-router-devtools": "^1.141.1",
+        "@tanstack/router-core": "^1.141.1",
         "@testing-library/dom": "^10.4.0",
         "@testing-library/react": "^16.2.0",
         "@types/canvas-confetti": "^1.9.0",
@@ -95,7 +96,7 @@
         "@orpc/zod": "catalog:",
         "dotenv": "catalog:",
         "drizzle-orm": "^0.45.1",
-        "nodemailer": "^8.0.1",
+        "nodemailer": "^8.0.2",
         "zod": "catalog:",
       },
       "devDependencies": {
@@ -1511,7 +1512,7 @@
 
     "node-releases": ["node-releases@2.0.27", "", {}, "sha512-nmh3lCkYZ3grZvqcCH+fjmQ7X+H0OeZgP40OierEaAptX4XofMh5kwNbWh7lBduUzCcV/8kZ+NDLCwm2iorIlA=="],
 
-    "nodemailer": ["nodemailer@8.0.1", "", {}, "sha512-5kcldIXmaEjZcHR6F28IKGSgpmZHaF1IXLWFTG+Xh3S+Cce4MiakLtWY+PlBU69fLbRa8HlaGIrC/QolUpHkhg=="],
+    "nodemailer": ["nodemailer@8.0.2", "", {}, "sha512-zbj002pZAIkWQFxyAaqoxvn+zoIwRnS40hgjqTXudKOOJkiFFgBeNqjgD3/YCR12sZnrghWYBY+yP1ZucdDRpw=="],
 
     "normalize-path": ["normalize-path@3.0.0", "", {}, "sha512-6eZs5Ls3WtCisHWp9S2GUy8dqkpGi4BVSz3GaqiE6ezub0512ESztXUwUB6C6IKbQkY2Pnb/mD4WYojCRwcwLA=="],
 
@@ -1987,8 +1988,6 @@
 
     "@jridgewell/remapping/@jridgewell/trace-mapping": ["@jridgewell/trace-mapping@0.3.31", "", { "dependencies": { "@jridgewell/resolve-uri": "^3.1.0", "@jridgewell/sourcemap-codec": "^1.4.14" } }, "sha512-zzNR+SdQSDJzc8joaeP8QQoCQr8NuYx2dIIytl1QeBEZHJ9uW6hebsrYgbz8hJwUQao3TWCMtmfV8Nu1twOLAw=="],
 
-    "@kk/auth/nodemailer": ["nodemailer@8.0.2", "", {}, "sha512-zbj002pZAIkWQFxyAaqoxvn+zoIwRnS40hgjqTXudKOOJkiFFgBeNqjgD3/YCR12sZnrghWYBY+yP1ZucdDRpw=="],
-
     "@noble/curves/@noble/hashes": ["@noble/hashes@1.8.0", "", {}, "sha512-jCs9ldd7NwzpgXDIf6P3+NrHh9/sD6CQdxHyjQI+h/6rDNo88ypBxxz45UDuZHz9r3tNz7N/VInSVoVdtXEI4A=="],
 
     "@octokit/plugin-paginate-rest/@octokit/types": ["@octokit/types@13.10.0", "", { "dependencies": { "@octokit/openapi-types": "^24.2.0" } }, "sha512-ifLaO34EbbPj0Xgro4G5lP5asESjwHracYJvVaPIyXMuiuXLlhic3S47cBdTb+jfODkTE5YtGCLt3Ay3+J97sA=="],

packages/api/package.json

@@ -20,7 +20,7 @@
 		"@orpc/zod": "catalog:",
 		"dotenv": "catalog:",
 		"drizzle-orm": "^0.45.1",
-		"nodemailer": "^8.0.1",
+		"nodemailer": "^8.0.2",
 		"zod": "catalog:"
 	},
 	"devDependencies": {

packages/api/src/constants.ts

@@ -0,0 +1,9 @@
+// ---------------------------------------------------------------------------
+// Single source-of-truth for event details used across the API
+// ---------------------------------------------------------------------------
+
+export const EVENT = "Open Mic Night — vrijdag 18 april 2026";
+export const OPENS = "maandag 16 maart 2026 om 19:00";
+
+// Registration opens — used for reminder scheduling windows
+export const REGISTRATION_OPENS_AT = new Date("2026-03-16T19:00:00+01:00");

packages/api/src/context.ts

@@ -1,13 +1,33 @@
 import { auth } from "@kk/auth";
 import { env } from "@kk/env/server";
+import type { EmailMessage } from "./email-queue";
 
-export async function createContext({ req }: { req: Request }) {
+// CF Workers runtime Queue type (not the alchemy resource type)
+type Queue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+	sendBatch(
+		messages: Array<{ body: EmailMessage }>,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
+export async function createContext({
+	req,
+	emailQueue,
+}: {
+	req: Request;
+	emailQueue?: Queue;
+}) {
 	const session = await auth.api.getSession({
 		headers: req.headers,
 	});
 	return {
 		session,
 		env,
+		emailQueue,
 	};
 }
 

packages/api/src/email-queue.ts

@@ -0,0 +1,147 @@
+/**
+ * Email queue types and dispatcher.
+ *
+ * All email sends are modelled as a discriminated union so the Cloudflare Queue
+ * consumer can pattern-match on `msg.type` and call the right send*Email().
+ *
+ * The `Queue<EmailMessage>` type used in context.ts / server.ts refers to the
+ * CF runtime binding type (`import type { Queue } from "@cloudflare/workers-types"`).
+ */
+
+import {
+	sendCancellationEmail,
+	sendConfirmationEmail,
+	sendPaymentConfirmationEmail,
+	sendPaymentReminderEmail,
+	sendReminder24hEmail,
+	sendReminderEmail,
+	sendSubscriptionConfirmationEmail,
+	sendUpdateEmail,
+} from "./email";
+import { sendDeductionEmail } from "./lib/drinkkaart-email";
+
+// ---------------------------------------------------------------------------
+// Message types — one variant per send*Email function
+// ---------------------------------------------------------------------------
+
+export type ConfirmationMessage = {
+	type: "registrationConfirmation";
+	to: string;
+	firstName: string;
+	managementToken: string;
+	wantsToPerform: boolean;
+	artForm?: string | null;
+	giftAmount?: number;
+	drinkCardValue?: number;
+	signupUrl?: string;
+};
+
+export type UpdateMessage = {
+	type: "updateConfirmation";
+	to: string;
+	firstName: string;
+	managementToken: string;
+	wantsToPerform: boolean;
+	artForm?: string | null;
+	giftAmount?: number;
+	drinkCardValue?: number;
+};
+
+export type CancellationMessage = {
+	type: "cancellation";
+	to: string;
+	firstName: string;
+};
+
+export type SubscriptionConfirmationMessage = {
+	type: "subscriptionConfirmation";
+	to: string;
+};
+
+export type Reminder24hMessage = {
+	type: "reminder24h";
+	to: string;
+	firstName?: string | null;
+};
+
+export type Reminder1hMessage = {
+	type: "reminder1h";
+	to: string;
+	firstName?: string | null;
+};
+
+export type PaymentReminderMessage = {
+	type: "paymentReminder";
+	to: string;
+	firstName: string;
+	managementToken: string;
+	drinkCardValue?: number;
+	giftAmount?: number;
+};
+
+export type PaymentConfirmationMessage = {
+	type: "paymentConfirmation";
+	to: string;
+	firstName: string;
+	managementToken: string;
+	drinkCardValue?: number;
+	giftAmount?: number;
+};
+
+export type DeductionMessage = {
+	type: "deduction";
+	to: string;
+	firstName: string;
+	amountCents: number;
+	newBalanceCents: number;
+};
+
+export type EmailMessage =
+	| ConfirmationMessage
+	| UpdateMessage
+	| CancellationMessage
+	| SubscriptionConfirmationMessage
+	| Reminder24hMessage
+	| Reminder1hMessage
+	| PaymentReminderMessage
+	| PaymentConfirmationMessage
+	| DeductionMessage;
+
+// ---------------------------------------------------------------------------
+// Consumer-side dispatcher — called once per queue message
+// ---------------------------------------------------------------------------
+
+export async function dispatchEmailMessage(msg: EmailMessage): Promise<void> {
+	switch (msg.type) {
+		case "registrationConfirmation":
+			await sendConfirmationEmail(msg);
+			break;
+		case "updateConfirmation":
+			await sendUpdateEmail(msg);
+			break;
+		case "cancellation":
+			await sendCancellationEmail(msg);
+			break;
+		case "subscriptionConfirmation":
+			await sendSubscriptionConfirmationEmail({ to: msg.to });
+			break;
+		case "reminder24h":
+			await sendReminder24hEmail(msg);
+			break;
+		case "reminder1h":
+			await sendReminderEmail(msg);
+			break;
+		case "paymentReminder":
+			await sendPaymentReminderEmail(msg);
+			break;
+		case "paymentConfirmation":
+			await sendPaymentConfirmationEmail(msg);
+			break;
+		case "deduction":
+			await sendDeductionEmail(msg);
+			break;
+		default:
+			// Exhaustiveness check — TypeScript will catch unhandled variants at compile time
+			msg satisfies never;
+	}
+}

packages/api/src/lib/drinkkaart-email.ts

@@ -1,13 +1,15 @@
 import { env } from "@kk/env/server";
 import nodemailer from "nodemailer";
+import { emailLog } from "../email";
 
-// Re-use the same SMTP transport strategy as email.ts.
-let _transport: nodemailer.Transporter | null | undefined;
+// Re-use the same SMTP transport strategy as email.ts:
+// only cache a successfully-created transporter; never cache null so that a
+// cold isolate that receives env vars after module init can still pick them up.
+let _transport: nodemailer.Transporter | undefined;
 
 function getTransport(): nodemailer.Transporter | null {
-	if (_transport !== undefined) return _transport;
+	if (_transport) return _transport;
 	if (!env.SMTP_HOST || !env.SMTP_USER || !env.SMTP_PASS) {
-		_transport = null;
 		return null;
 	}
 	_transport = nodemailer.createTransport({
@@ -22,9 +24,6 @@ function getTransport(): nodemailer.Transporter | null {
 	return _transport;
 }
 
-const from = env.SMTP_FROM ?? "Kunstenkamp <info@kunstenkamp.be>";
-const baseUrl = env.BETTER_AUTH_URL ?? "https://kunstenkamp.be";
-
 function formatEuro(cents: number): string {
 	return new Intl.NumberFormat("nl-BE", {
 		style: "currency",
@@ -116,7 +115,7 @@ function deductionHtml(params: {
 
 /**
  * Send a deduction notification email to the cardholder.
- * Fire-and-forget: errors are logged but not re-thrown.
+ * Throws on SMTP error so the queue consumer can retry.
  */
 export async function sendDeductionEmail(params: {
 	to: string;
@@ -124,9 +123,18 @@ export async function sendDeductionEmail(params: {
 	amountCents: number;
 	newBalanceCents: number;
 }): Promise<void> {
+	emailLog("info", "email.attempt", { type: "deduction", to: params.to });
+
 	const transport = getTransport();
 	if (!transport) {
-		console.warn("SMTP not configured — skipping deduction email");
+		emailLog("warn", "email.skipped", {
+			type: "deduction",
+			to: params.to,
+			reason: "smtp_not_configured",
+			hasHost: !!env.SMTP_HOST,
+			hasUser: !!env.SMTP_USER,
+			hasPass: !!env.SMTP_PASS,
+		});
 		return;
 	}
 
@@ -144,16 +152,26 @@ export async function sendDeductionEmail(params: {
 		currency: "EUR",
 	}).format(params.amountCents / 100);
 
-	await transport.sendMail({
-		from,
-		to: params.to,
-		subject: `Drinkkaart — ${amountFormatted} afgeschreven`,
-		html: deductionHtml({
-			firstName: params.firstName,
-			amountCents: params.amountCents,
-			newBalanceCents: params.newBalanceCents,
-			dateTime,
-			drinkkaartUrl: `${baseUrl}/drinkkaart`,
-		}),
-	});
+	try {
+		await transport.sendMail({
+			from: env.SMTP_FROM,
+			to: params.to,
+			subject: `Drinkkaart — ${amountFormatted} afgeschreven`,
+			html: deductionHtml({
+				firstName: params.firstName,
+				amountCents: params.amountCents,
+				newBalanceCents: params.newBalanceCents,
+				dateTime,
+				drinkkaartUrl: `${env.BETTER_AUTH_URL}/drinkkaart`,
+			}),
+		});
+		emailLog("info", "email.sent", { type: "deduction", to: params.to });
+	} catch (err) {
+		emailLog("error", "email.error", {
+			type: "deduction",
+			to: params.to,
+			error: String(err),
+		});
+		throw err;
+	}
 }

packages/api/src/routers/drinkkaart.ts

@@ -9,6 +9,7 @@ import { user } from "@kk/db/schema/auth";
 import { ORPCError } from "@orpc/server";
 import { and, desc, eq, gte, lte, sql } from "drizzle-orm";
 import { z } from "zod";
+import type { EmailMessage } from "../email-queue";
 import { adminProcedure, protectedProcedure } from "../index";
 import { sendDeductionEmail } from "../lib/drinkkaart-email";
 import {
@@ -339,7 +340,7 @@ export const drinkkaartRouter = {
 				createdAt: now,
 			});
 
-			// Fire-and-forget deduction email
+			// Fire-and-forget deduction email (via queue when available)
 			const cardUser = await db
 				.select({ email: user.email, name: user.name })
 				.from(user)
@@ -348,14 +349,21 @@ export const drinkkaartRouter = {
 				.then((r) => r[0]);
 
 			if (cardUser) {
-				sendDeductionEmail({
+				const deductionMsg: EmailMessage = {
+					type: "deduction",
 					to: cardUser.email,
 					firstName: cardUser.name.split(" ")[0] ?? cardUser.name,
 					amountCents: input.amountCents,
 					newBalanceCents: balanceAfter,
-				}).catch((err) =>
-					console.error("Failed to send deduction email:", err),
-				);
+				};
+
+				if (context.emailQueue) {
+					await context.emailQueue.send(deductionMsg);
+				} else {
+					await sendDeductionEmail(deductionMsg).catch((err) =>
+						console.error("Failed to send deduction email:", err),
+					);
+				}
 			}
 
 			return {

packages/api/src/routers/index.ts

@@ -18,6 +18,7 @@ import {
 	sum,
 } from "drizzle-orm";
 import { z } from "zod";
+import { REGISTRATION_OPENS_AT } from "../constants";
 import {
 	emailLog,
 	sendCancellationEmail,
@@ -28,12 +29,25 @@ import {
 	sendSubscriptionConfirmationEmail,
 	sendUpdateEmail,
 } from "../email";
+import type { EmailMessage } from "../email-queue";
+
+// Minimal CF Queue binding shape (mirrors context.ts)
+type EmailQueue = {
+	send(
+		message: EmailMessage,
+		options?: { contentType?: string },
+	): Promise<void>;
+	sendBatch(
+		messages: Array<{ body: EmailMessage }>,
+		options?: { contentType?: string },
+	): Promise<void>;
+};
+
 import { adminProcedure, protectedProcedure, publicProcedure } from "../index";
 import { generateQrSecret } from "../lib/drinkkaart-utils";
 import { drinkkaartRouter } from "./drinkkaart";
 
-// Registration opens at this date — reminders fire 24 hours and 1 hour before
-const REGISTRATION_OPENS_AT = new Date("2026-03-16T19:00:00+01:00");
+// Reminder windows derived from the canonical registration open date
 const REMINDER_1H_WINDOW_START = new Date(
 	REGISTRATION_OPENS_AT.getTime() - 60 * 60 * 1000,
 );
@@ -294,7 +308,7 @@ export const appRouter = {
 
 	submitRegistration: publicProcedure
 		.input(submitRegistrationSchema)
-		.handler(async ({ input }) => {
+		.handler(async ({ input, context }) => {
 			const managementToken = randomUUID();
 			const isPerformer = input.registrationType === "performer";
 			const guests = isPerformer ? [] : (input.guests ?? []);
@@ -316,7 +330,8 @@ export const appRouter = {
 				managementToken,
 			});
 
-			await sendConfirmationEmail({
+			const confirmationMsg: EmailMessage = {
+				type: "registrationConfirmation",
 				to: input.email,
 				firstName: input.firstName,
 				managementToken,
@@ -324,12 +339,18 @@ export const appRouter = {
 				artForm: input.artForm,
 				giftAmount: input.giftAmount,
 				drinkCardValue: isPerformer ? 0 : drinkCardEuros(guests.length),
-			}).catch((err) =>
-				emailLog("error", "email.catch", {
-					type: "confirmation",
-					error: String(err),
-				}),
-			);
+			};
+
+			if (context.emailQueue) {
+				await context.emailQueue.send(confirmationMsg);
+			} else {
+				await sendConfirmationEmail(confirmationMsg).catch((err) =>
+					emailLog("error", "email.catch", {
+						type: "confirmation",
+						error: String(err),
+					}),
+				);
+			}
 
 			return { success: true, managementToken };
 		}),
@@ -352,7 +373,7 @@ export const appRouter = {
 
 	updateRegistration: publicProcedure
 		.input(updateRegistrationSchema)
-		.handler(async ({ input }) => {
+		.handler(async ({ input, context }) => {
 			const row = await getActiveRegistration(input.token);
 
 			const isPerformer = input.registrationType === "performer";
@@ -408,7 +429,8 @@ export const appRouter = {
 				})
 				.where(eq(registration.managementToken, input.token));
 
-			await sendUpdateEmail({
+			const updateMsg: EmailMessage = {
+				type: "updateConfirmation",
 				to: input.email,
 				firstName: input.firstName,
 				managementToken: input.token,
@@ -416,19 +438,25 @@ export const appRouter = {
 				artForm: input.artForm,
 				giftAmount: input.giftAmount,
 				drinkCardValue: isPerformer ? 0 : drinkCardEuros(guests.length),
-			}).catch((err) =>
-				emailLog("error", "email.catch", {
-					type: "update",
-					error: String(err),
-				}),
-			);
+			};
+
+			if (context.emailQueue) {
+				await context.emailQueue.send(updateMsg);
+			} else {
+				await sendUpdateEmail(updateMsg).catch((err) =>
+					emailLog("error", "email.catch", {
+						type: "update",
+						error: String(err),
+					}),
+				);
+			}
 
 			return { success: true };
 		}),
 
 	cancelRegistration: publicProcedure
 		.input(z.object({ token: z.string().uuid() }))
-		.handler(async ({ input }) => {
+		.handler(async ({ input, context }) => {
 			const row = await getActiveRegistration(input.token);
 
 			await db
@@ -436,15 +464,22 @@ export const appRouter = {
 				.set({ cancelledAt: new Date() })
 				.where(eq(registration.managementToken, input.token));
 
-			await sendCancellationEmail({
+			const cancellationMsg: EmailMessage = {
+				type: "cancellation",
 				to: row.email,
 				firstName: row.firstName,
-			}).catch((err) =>
-				emailLog("error", "email.catch", {
-					type: "cancellation",
-					error: String(err),
-				}),
-			);
+			};
+
+			if (context.emailQueue) {
+				await context.emailQueue.send(cancellationMsg);
+			} else {
+				await sendCancellationEmail(cancellationMsg).catch((err) =>
+					emailLog("error", "email.catch", {
+						type: "cancellation",
+						error: String(err),
+					}),
+				);
+			}
 
 			return { success: true };
 		}),
@@ -854,7 +889,7 @@ export const appRouter = {
 	 */
 	subscribeReminder: publicProcedure
 		.input(z.object({ email: z.string().email() }))
-		.handler(async ({ input }) => {
+		.handler(async ({ input, context }) => {
 			const now = Date.now();
 
 			// Registration is already open — no point subscribing
@@ -879,14 +914,25 @@ export const appRouter = {
 				email: input.email,
 			});
 
-			// Fire-and-forget — don't let a mail failure block the response
-			sendSubscriptionConfirmationEmail({ to: input.email }).catch((err) =>
-				emailLog("error", "email.catch", {
-					type: "subscription_confirmation",
-					to: input.email,
-					error: String(err),
-				}),
-			);
+			const subMsg: EmailMessage = {
+				type: "subscriptionConfirmation",
+				to: input.email,
+			};
+
+			if (context.emailQueue) {
+				await context.emailQueue.send(subMsg);
+			} else {
+				// Awaited — CF Workers abandon unawaited promises when the response
+				// returns. Mail errors are caught so they don't fail the request.
+				await sendSubscriptionConfirmationEmail({ to: input.email }).catch(
+					(err) =>
+						emailLog("error", "email.catch", {
+							type: "subscription_confirmation",
+							to: input.email,
+							error: String(err),
+						}),
+				);
+			}
 
 			return { ok: true };
 		}),
@@ -1102,8 +1148,14 @@ export type AppRouterClient = RouterClient<typeof appRouter>;
  * Standalone function that sends pending reminder emails.
  * Exported so that the Cloudflare Cron HTTP handler can call it directly
  * without needing drizzle-orm as a direct dependency of apps/web.
+ *
+ * When `emailQueue` is provided, reminder fan-outs mark the DB rows
+ * optimistically before calling `sendBatch()` — preventing re-enqueue on
+ * the next cron tick while still letting the queue handle email delivery
+ * and retries. Payment reminders always run directly since they need
+ * per-row DB updates tightly coupled to the send.
  */
-export async function runSendReminders(): Promise<{
+export async function runSendReminders(emailQueue?: EmailQueue): Promise<{
 	sent: number;
 	skipped: boolean;
 	reason?: string;
@@ -1135,21 +1187,41 @@ export async function runSendReminders(): Promise<{
 
 		emailLog("info", "reminders.24h.pending", { count: pending.length });
 
-		for (const row of pending) {
-			try {
-				await sendReminder24hEmail({ to: row.email });
+		if (emailQueue && pending.length > 0) {
+			// Mark rows optimistically before enqueuing — prevents re-enqueue on the
+			// next cron tick if the queue send succeeds but the consumer hasn't run yet.
+			for (const row of pending) {
 				await db
 					.update(reminder)
 					.set({ sent24hAt: new Date() })
 					.where(eq(reminder.id, row.id));
-				sent++;
-			} catch (err) {
-				errors.push(`24h ${row.email}: ${String(err)}`);
-				emailLog("error", "email.catch", {
-					type: "reminder_24h",
-					to: row.email,
-					error: String(err),
-				});
+			}
+			await emailQueue.sendBatch(
+				pending.map((row) => ({
+					body: {
+						type: "reminder24h" as const,
+						to: row.email,
+					} satisfies EmailMessage,
+				})),
+			);
+			sent += pending.length;
+		} else {
+			for (const row of pending) {
+				try {
+					await sendReminder24hEmail({ to: row.email });
+					await db
+						.update(reminder)
+						.set({ sent24hAt: new Date() })
+						.where(eq(reminder.id, row.id));
+					sent++;
+				} catch (err) {
+					errors.push(`24h ${row.email}: ${String(err)}`);
+					emailLog("error", "email.catch", {
+						type: "reminder_24h",
+						to: row.email,
+						error: String(err),
+					});
+				}
 			}
 		}
 	}
@@ -1162,26 +1234,47 @@ export async function runSendReminders(): Promise<{
 
 		emailLog("info", "reminders.1h.pending", { count: pending.length });
 
-		for (const row of pending) {
-			try {
-				await sendReminderEmail({ to: row.email });
+		if (emailQueue && pending.length > 0) {
+			// Mark rows optimistically before enqueuing — prevents re-enqueue on the
+			// next cron tick if the queue send succeeds but the consumer hasn't run yet.
+			for (const row of pending) {
 				await db
 					.update(reminder)
 					.set({ sentAt: new Date() })
 					.where(eq(reminder.id, row.id));
-				sent++;
-			} catch (err) {
-				errors.push(`1h ${row.email}: ${String(err)}`);
-				emailLog("error", "email.catch", {
-					type: "reminder_1h",
-					to: row.email,
-					error: String(err),
-				});
+			}
+			await emailQueue.sendBatch(
+				pending.map((row) => ({
+					body: {
+						type: "reminder1h" as const,
+						to: row.email,
+					} satisfies EmailMessage,
+				})),
+			);
+			sent += pending.length;
+		} else {
+			for (const row of pending) {
+				try {
+					await sendReminderEmail({ to: row.email });
+					await db
+						.update(reminder)
+						.set({ sentAt: new Date() })
+						.where(eq(reminder.id, row.id));
+					sent++;
+				} catch (err) {
+					errors.push(`1h ${row.email}: ${String(err)}`);
+					emailLog("error", "email.catch", {
+						type: "reminder_1h",
+						to: row.email,
+						error: String(err),
+					});
+				}
 			}
 		}
 	}
 
-	// Payment reminders: watchers with pending payment older than 3 days
+	// Payment reminders: watchers with pending payment older than 3 days.
+	// Always run directly (not via queue) — each row needs a DB update after send.
 	const threeDaysAgo = now - 3 * 24 * 60 * 60 * 1000;
 	const unpaidWatchers = await db
 		.select()

packages/env/src/server.ts

@@ -15,13 +15,13 @@ export const env = createEnv({
 	server: {
 		DATABASE_URL: z.string().min(1),
 		BETTER_AUTH_SECRET: z.string().min(32),
-		BETTER_AUTH_URL: z.url(),
+		BETTER_AUTH_URL: z.url().default("https://kunstenkamp.be"),
 		CORS_ORIGIN: z.url(),
 		SMTP_HOST: z.string().min(1).optional(),
 		SMTP_PORT: z.coerce.number().default(587),
 		SMTP_USER: z.string().min(1).optional(),
 		SMTP_PASS: z.string().min(1).optional(),
-		SMTP_FROM: z.string().min(1).optional(),
+		SMTP_FROM: z.string().min(1).default("Kunstenkamp <info@kunstenkamp.be>"),
 		NODE_ENV: z
 			.enum(["development", "production", "test"])
 			.default("development"),

packages/infra/alchemy.run.ts

@@ -1,5 +1,5 @@
 import alchemy from "alchemy";
-import { TanStackStart } from "alchemy/cloudflare";
+import { Queue, TanStackStart } from "alchemy/cloudflare";
 import { config } from "dotenv";
 
 config({ path: "./.env" });
@@ -16,6 +16,10 @@ function getEnvVar(name: string): string {
 	return value;
 }
 
+const emailQueue = await Queue("email-queue", {
+	name: "kk-email-queue",
+});
+
 export const web = await TanStackStart("web", {
 	cwd: "../../apps/web",
 	bindings: {
@@ -34,7 +38,21 @@ export const web = await TanStackStart("web", {
 		MOLLIE_API_KEY: getEnvVar("MOLLIE_API_KEY"),
 		// Cron secret for protected scheduled endpoints
 		CRON_SECRET: getEnvVar("CRON_SECRET"),
+		// Queue binding for async email sends
+		EMAIL_QUEUE: emailQueue,
 	},
+	// Queue consumer: the worker's queue() handler processes EmailMessage batches
+	eventSources: [
+		{
+			queue: emailQueue,
+			settings: {
+				batchSize: 10,
+				maxRetries: 3,
+				retryDelay: 60, // seconds before retrying a failed message
+				maxWaitTimeMs: 1000,
+			},
+		},
+	],
 	// Fire every hour so reminder checks can run at 19:00 on 2026-03-15 (24h) and 18:00 on 2026-03-16 (1h)
 	crons: ["0 * * * *"],
 	domains: ["kunstenkamp.be", "www.kunstenkamp.be"],