diff --git a/apps/web/app/api/v1/api-keys/[id]/route.ts b/apps/web/app/api/v1/api-keys/[id]/route.ts
new file mode 100644
index 0000000..ca7fe20
--- /dev/null
+++ b/apps/web/app/api/v1/api-keys/[id]/route.ts
@@ -0,0 +1,29 @@
+import { NextRequest, NextResponse } from "next/server";
+import { db, apiKeys, eq, and } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+
+export async function DELETE(
+  _req: NextRequest,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const { id } = await params;
+
+  const existing = await db
+    .select({ id: apiKeys.id })
+    .from(apiKeys)
+    .where(and(eq(apiKeys.id, id), eq(apiKeys.userId, session!.user.id)))
+    .limit(1);
+
+  if (existing.length === 0) {
+    return NextResponse.json({ error: "Not found" }, { status: 404 });
+  }
+
+  await db
+    .delete(apiKeys)
+    .where(and(eq(apiKeys.id, id), eq(apiKeys.userId, session!.user.id)));
+
+  return new NextResponse(null, { status: 204 });
+}
diff --git a/apps/web/app/api/v1/api-keys/route.ts b/apps/web/app/api/v1/api-keys/route.ts
new file mode 100644
index 0000000..47db067
--- /dev/null
+++ b/apps/web/app/api/v1/api-keys/route.ts
@@ -0,0 +1,58 @@
+import { NextRequest, NextResponse } from "next/server";
+import crypto from "node:crypto";
+import { z } from "zod";
+import { db, apiKeys, eq } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+
+const CreateApiKeyBody = z.object({
+  name: z.string().min(1).max(100),
+});
+
+export async function GET() {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const rows = await db
+    .select({
+      id: apiKeys.id,
+      name: apiKeys.name,
+      lastUsedAt: apiKeys.lastUsedAt,
+      createdAt: apiKeys.createdAt,
+    })
+    .from(apiKeys)
+    .where(eq(apiKeys.userId, session!.user.id));
+
+  return NextResponse.json(rows);
+}
+
+export async function POST(req: NextRequest) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const body = await req.json() as unknown;
+  const parsed = CreateApiKeyBody.safeParse(body);
+  if (!parsed.success) {
+    return NextResponse.json(
+      { error: "Validation error", issues: parsed.error.issues },
+      { status: 400 }
+    );
+  }
+
+  const rawKey = "ek_" + crypto.randomBytes(32).toString("hex");
+  const keyHash = crypto.createHash("sha256").update(rawKey).digest("hex");
+  const id = crypto.randomUUID();
+  const now = new Date();
+
+  await db.insert(apiKeys).values({
+    id,
+    userId: session!.user.id,
+    name: parsed.data.name,
+    keyHash,
+    createdAt: now,
+  });
+
+  return NextResponse.json(
+    { id, name: parsed.data.name, key: rawKey, createdAt: now.toISOString() },
+    { status: 201 }
+  );
+}
diff --git a/apps/web/app/api/v1/webhooks/[id]/deliveries/route.ts b/apps/web/app/api/v1/webhooks/[id]/deliveries/route.ts
new file mode 100644
index 0000000..ad0f00b
--- /dev/null
+++ b/apps/web/app/api/v1/webhooks/[id]/deliveries/route.ts
@@ -0,0 +1,27 @@
+import { NextRequest, NextResponse } from "next/server";
+import { db, webhooks, webhookDeliveries, eq, and, desc } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+
+type Params = { params: Promise<{ id: string }> };
+
+export async function GET(_req: NextRequest, { params }: Params) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const { id } = await params;
+
+  const hook = await db.query.webhooks.findFirst({
+    where: and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)),
+    columns: { id: true },
+  });
+  if (!hook) return NextResponse.json({ error: "Not found" }, { status: 404 });
+
+  const deliveries = await db
+    .select()
+    .from(webhookDeliveries)
+    .where(eq(webhookDeliveries.webhookId, id))
+    .orderBy(desc(webhookDeliveries.createdAt))
+    .limit(20);
+
+  return NextResponse.json(deliveries);
+}
diff --git a/apps/web/app/api/v1/webhooks/[id]/redeliver/route.ts b/apps/web/app/api/v1/webhooks/[id]/redeliver/route.ts
new file mode 100644
index 0000000..97e929d
--- /dev/null
+++ b/apps/web/app/api/v1/webhooks/[id]/redeliver/route.ts
@@ -0,0 +1,41 @@
+import { NextRequest, NextResponse } from "next/server";
+import { z } from "zod";
+import { db, webhooks, webhookDeliveries, eq, and } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+import { dispatchWebhook, type WebhookEvent } from "@/lib/webhooks";
+
+const Schema = z.object({ deliveryId: z.string().uuid() });
+
+type Params = { params: Promise<{ id: string }> };
+
+export async function POST(req: NextRequest, { params }: Params) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const { id } = await params;
+
+  const hook = await db.query.webhooks.findFirst({
+    where: and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)),
+    columns: { id: true },
+  });
+  if (!hook) return NextResponse.json({ error: "Not found" }, { status: 404 });
+
+  const body = Schema.safeParse(await req.json());
+  if (!body.success) return NextResponse.json({ error: body.error.flatten() }, { status: 400 });
+
+  const delivery = await db.query.webhookDeliveries.findFirst({
+    where: and(
+      eq(webhookDeliveries.id, body.data.deliveryId),
+      eq(webhookDeliveries.webhookId, id)
+    ),
+  });
+  if (!delivery) return NextResponse.json({ error: "Delivery not found" }, { status: 404 });
+
+  void dispatchWebhook(
+    session!.user.id,
+    delivery.event as WebhookEvent,
+    (delivery.payload ?? {}) as object
+  );
+
+  return NextResponse.json({ ok: true });
+}
diff --git a/apps/web/app/api/v1/webhooks/[id]/route.ts b/apps/web/app/api/v1/webhooks/[id]/route.ts
new file mode 100644
index 0000000..e36f237
--- /dev/null
+++ b/apps/web/app/api/v1/webhooks/[id]/route.ts
@@ -0,0 +1,104 @@
+import { NextRequest, NextResponse } from "next/server";
+import { z } from "zod";
+import { db, webhooks, eq, and } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+
+const VALID_EVENTS = ["recipe.created", "recipe.updated", "recipe.published", "recipe.deleted"] as const;
+
+const UpdateWebhookBody = z.object({
+  url: z.string().min(1).max(2048).optional(),
+  events: z.array(z.enum(VALID_EVENTS)).optional(),
+  active: z.boolean().optional(),
+});
+
+export async function DELETE(
+  _req: NextRequest,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const { id } = await params;
+
+  const existing = await db
+    .select({ id: webhooks.id })
+    .from(webhooks)
+    .where(and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)))
+    .limit(1);
+
+  if (existing.length === 0) {
+    return NextResponse.json({ error: "Not found" }, { status: 404 });
+  }
+
+  await db
+    .delete(webhooks)
+    .where(and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)));
+
+  return new NextResponse(null, { status: 204 });
+}
+
+export async function PATCH(
+  req: NextRequest,
+  { params }: { params: Promise<{ id: string }> }
+) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const { id } = await params;
+
+  const existing = await db
+    .select({ id: webhooks.id })
+    .from(webhooks)
+    .where(and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)))
+    .limit(1);
+
+  if (existing.length === 0) {
+    return NextResponse.json({ error: "Not found" }, { status: 404 });
+  }
+
+  const body = await req.json() as unknown;
+  const parsed = UpdateWebhookBody.safeParse(body);
+  if (!parsed.success) {
+    return NextResponse.json(
+      { error: "Validation error", issues: parsed.error.issues },
+      { status: 400 }
+    );
+  }
+
+  if (parsed.data.url) {
+    try {
+      new URL(parsed.data.url);
+    } catch {
+      return NextResponse.json({ error: "Invalid URL" }, { status: 400 });
+    }
+  }
+
+  const updates: Partial<{ url: string; events: string[]; active: boolean }> = {};
+  if (parsed.data.url !== undefined) updates.url = parsed.data.url;
+  if (parsed.data.events !== undefined) updates.events = parsed.data.events;
+  if (parsed.data.active !== undefined) updates.active = parsed.data.active;
+
+  if (Object.keys(updates).length === 0) {
+    return NextResponse.json({ error: "No fields to update" }, { status: 400 });
+  }
+
+  await db
+    .update(webhooks)
+    .set(updates)
+    .where(and(eq(webhooks.id, id), eq(webhooks.userId, session!.user.id)));
+
+  const updated = await db
+    .select({
+      id: webhooks.id,
+      userId: webhooks.userId,
+      url: webhooks.url,
+      events: webhooks.events,
+      active: webhooks.active,
+      createdAt: webhooks.createdAt,
+    })
+    .from(webhooks)
+    .where(eq(webhooks.id, id))
+    .limit(1);
+
+  return NextResponse.json(updated[0]);
+}
diff --git a/apps/web/app/api/v1/webhooks/route.ts b/apps/web/app/api/v1/webhooks/route.ts
new file mode 100644
index 0000000..cb32b84
--- /dev/null
+++ b/apps/web/app/api/v1/webhooks/route.ts
@@ -0,0 +1,85 @@
+import { NextRequest, NextResponse } from "next/server";
+import crypto from "node:crypto";
+import { z } from "zod";
+import { db, webhooks, eq } from "@epicure/db";
+import { requireSession } from "@/lib/api-auth";
+
+const VALID_EVENTS = ["recipe.created", "recipe.updated", "recipe.published", "recipe.deleted"] as const;
+
+const CreateWebhookBody = z.object({
+  url: z.string().min(1).max(2048),
+  events: z.array(z.enum(VALID_EVENTS)).default([]),
+});
+
+const UpdateWebhookBody = z.object({
+  url: z.string().min(1).max(2048).optional(),
+  events: z.array(z.enum(VALID_EVENTS)).optional(),
+  active: z.boolean().optional(),
+});
+
+export async function GET() {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const rows = await db
+    .select({
+      id: webhooks.id,
+      userId: webhooks.userId,
+      url: webhooks.url,
+      events: webhooks.events,
+      active: webhooks.active,
+      createdAt: webhooks.createdAt,
+    })
+    .from(webhooks)
+    .where(eq(webhooks.userId, session!.user.id));
+
+  return NextResponse.json(rows);
+}
+
+export async function POST(req: NextRequest) {
+  const { session, response } = await requireSession();
+  if (response) return response;
+
+  const body = await req.json() as unknown;
+  const parsed = CreateWebhookBody.safeParse(body);
+  if (!parsed.success) {
+    return NextResponse.json(
+      { error: "Validation error", issues: parsed.error.issues },
+      { status: 400 }
+    );
+  }
+
+  // Validate URL format
+  try {
+    new URL(parsed.data.url);
+  } catch {
+    return NextResponse.json({ error: "Invalid URL" }, { status: 400 });
+  }
+
+  const secret = crypto.randomBytes(32).toString("hex");
+  const id = crypto.randomUUID();
+  const now = new Date();
+
+  await db.insert(webhooks).values({
+    id,
+    userId: session!.user.id,
+    url: parsed.data.url,
+    events: parsed.data.events,
+    secret,
+    active: true,
+    createdAt: now,
+  });
+
+  return NextResponse.json(
+    {
+      id,
+      userId: session!.user.id,
+      url: parsed.data.url,
+      events: parsed.data.events,
+      secret,
+      active: true,
+      createdAt: now.toISOString(),
+    },
+    { status: 201 }
+  );
+}
diff --git a/apps/web/app/api/webhooks/stripe/route.ts b/apps/web/app/api/webhooks/stripe/route.ts
new file mode 100644
index 0000000..224a1de
--- /dev/null
+++ b/apps/web/app/api/webhooks/stripe/route.ts
@@ -0,0 +1,19 @@
+import { NextRequest, NextResponse } from "next/server";
+
+// Stripe webhook stub — wire up when adding Stripe
+// Verifies stripe-signature header (using raw body), handles:
+// - checkout.session.completed → upgrade user to pro
+// - customer.subscription.deleted → downgrade user to free
+export async function POST(req: NextRequest) {
+  const body = await req.text();
+  const sig = req.headers.get("stripe-signature");
+
+  if (!sig || !process.env["STRIPE_WEBHOOK_SECRET"]) {
+    return NextResponse.json({ error: "Stripe not configured" }, { status: 400 });
+  }
+
+  // TODO: const event = stripe.webhooks.constructEvent(body, sig, process.env["STRIPE_WEBHOOK_SECRET"]);
+  // For now just return 200 to acknowledge receipt
+  console.log("[stripe-webhook] received event, sig:", sig.slice(0, 20));
+  return NextResponse.json({ received: true });
+}
diff --git a/apps/web/lib/webhooks.ts b/apps/web/lib/webhooks.ts
new file mode 100644
index 0000000..848b7c3
--- /dev/null
+++ b/apps/web/lib/webhooks.ts
@@ -0,0 +1,57 @@
+import crypto from "crypto";
+import { db } from "@epicure/db";
+import { webhooks, webhookDeliveries } from "@epicure/db";
+import { eq, and } from "@epicure/db";
+
+export type WebhookEvent =
+  | "recipe.created"
+  | "recipe.updated"
+  | "recipe.published"
+  | "recipe.deleted"
+  | "meal_plan.updated"
+  | "shopping_list.completed"
+  | "comment.added";
+
+export async function dispatchWebhook(userId: string, event: WebhookEvent, payload: object) {
+  const hooks = await db
+    .select()
+    .from(webhooks)
+    .where(and(eq(webhooks.userId, userId), eq(webhooks.active, true)));
+
+  const filtered = hooks.filter((h) => h.events.length === 0 || h.events.includes(event));
+
+  await Promise.allSettled(
+    filtered.map(async (hook) => {
+      const body = JSON.stringify({ event, payload, timestamp: new Date().toISOString() });
+      const sig = crypto.createHmac("sha256", hook.secret).update(body).digest("hex");
+      let statusCode = 0;
+      let success = false;
+      try {
+        const res = await fetch(hook.url, {
+          method: "POST",
+          headers: {
+            "Content-Type": "application/json",
+            "X-Epicure-Signature": `sha256=${sig}`,
+            "X-Epicure-Event": event,
+          },
+          body,
+          signal: AbortSignal.timeout(10000),
+        });
+        statusCode = res.status;
+        success = res.ok;
+      } catch {
+        // delivery failed; statusCode stays 0, success stays false
+      }
+      await db.insert(webhookDeliveries).values({
+        id: crypto.randomUUID(),
+        webhookId: hook.id,
+        event,
+        payload: payload as Record<string, unknown>,
+        statusCode,
+        success,
+        attempts: 1,
+        createdAt: new Date(),
+      });
+    })
+  );
+}