diff --git a/packages/db/package.json b/packages/db/package.json
index a7efdff4..a13419c0 100644
--- a/packages/db/package.json
+++ b/packages/db/package.json
@@ -17,6 +17,7 @@
     "db:exercise-backfill": "tsx src/scripts/backfill-exercise-course.ts",
     "migrate:answer-data": "tsx src/scripts/migrate-answer-data.ts",
     "db:assets-backfill": "tsx src/scripts/backfill-lesson-assets.ts",
+    "db:login-link": "tsx src/scripts/generate-login-link.ts",
     "db:sync-orphaned-profiles": "tsx src/scripts/sync-orphaned-profiles.ts",
     "move-users": "tsx src/scripts/supabase-to-betterauth.ts",
     "pull": "drizzle-kit pull --config drizzle.config.ts",
diff --git a/packages/db/src/auth.ts b/packages/db/src/auth.ts
index 43a0cf04..4d437840 100644
--- a/packages/db/src/auth.ts
+++ b/packages/db/src/auth.ts
@@ -9,6 +9,7 @@ import { createProfileHook } from './auth/hooks/create-profile';
 import { db } from '@db/drizzle';
 import { drizzleAdapter } from 'better-auth/adapters/drizzle';
 import { config as emailAndPassword } from './auth/email-password';
+import { loginLink } from './auth/plugins/login-link';
 import { sso } from '@better-auth/sso';
 import { syncUserWithProfile } from './auth/hooks/sync-user';
 import { tokenExchange } from './auth/plugins/token-exchange';
@@ -83,6 +84,7 @@ export const auth: ReturnType<typeof betterAuth> = betterAuth({
       // OIDC providers are registered dynamically per organization
       // via the admin API (auth.api.registerSSOProvider)
     }),
+    loginLink(),
     tokenExchange()
   ]
 });
diff --git a/packages/db/src/auth/plugins/login-link.ts b/packages/db/src/auth/plugins/login-link.ts
new file mode 100644
index 00000000..9edf1fb7
--- /dev/null
+++ b/packages/db/src/auth/plugins/login-link.ts
@@ -0,0 +1,119 @@
+import * as schema from '@db/schema';
+
+import { createAuthEndpoint } from 'better-auth/api';
+import { setSessionCookie as _setSessionCookie } from 'better-auth/cookies';
+const setSessionCookie = _setSessionCookie as (
+  ctx: unknown,
+  data: { session: Record<string, unknown>; user: Record<string, unknown> }
+) => Promise<void>;
+
+import { db } from '@db/drizzle';
+import { eq } from 'drizzle-orm';
+import { jwtVerify } from 'jose';
+import { ZLoginLinkPayload, ZLoginLinkQuery } from '@cio/utils/validation/organization';
+
+const SESSION_EXPIRES_IN_SEC = 60 * 60 * 24 * 7;
+
+function generateToken(): string {
+  const bytes = new Uint8Array(32);
+  crypto.getRandomValues(bytes);
+  return Array.from(bytes, (b) => b.toString(16).padStart(2, '0')).join('');
+}
+
+function getLoginLinkSecret(): Uint8Array {
+  const secret = process.env.BETTER_AUTH_SECRET?.trim();
+
+  if (!secret) {
+    throw new Error('BETTER_AUTH_SECRET is required for login links');
+  }
+
+  return new TextEncoder().encode(secret);
+}
+
+export function loginLink() {
+  return {
+    id: 'login-link',
+    endpoints: {
+      loginLink: createAuthEndpoint('/login-link', { method: 'GET' }, async (c) => {
+        const url = new URL(c.request?.url ?? '', 'http://localhost');
+        const query = ZLoginLinkQuery.safeParse({
+          token: url.searchParams.get('token') ?? '',
+          redirect: url.searchParams.get('redirect') ?? undefined
+        });
+
+        if (!query.success) {
+          return c.json({ error: 'Invalid query', message: query.error.message }, { status: 400 });
+        }
+
+        const redirectUrl = query.data.redirect && query.data.redirect.startsWith('/') ? query.data.redirect : '/';
+
+        let payload: unknown;
+        try {
+          const verified = await jwtVerify(query.data.token, getLoginLinkSecret(), {
+            algorithms: ['HS256']
+          });
+          payload = verified.payload;
+        } catch {
+          return c.json({ error: 'Invalid or expired login link' }, { status: 401 });
+        }
+
+        const parsedPayload = ZLoginLinkPayload.safeParse(payload);
+        if (!parsedPayload.success) {
+          return c.json({ error: 'Invalid login link payload' }, { status: 400 });
+        }
+
+        const normalizedEmail = parsedPayload.data.email.toLowerCase().trim();
+        const [user] = await db.select().from(schema.user).where(eq(schema.user.id, parsedPayload.data.sub)).limit(1);
+
+        if (!user || user.email.toLowerCase().trim() !== normalizedEmail) {
+          return c.json({ error: 'User not found' }, { status: 404 });
+        }
+
+        const now = new Date();
+        const expiresAt = new Date(now.getTime() + SESSION_EXPIRES_IN_SEC * 1000);
+        const sessionToken = generateToken();
+
+        const [sessionRow] = await db
+          .insert(schema.session)
+          .values({
+            userId: user.id,
+            token: sessionToken,
+            expiresAt,
+            createdAt: now,
+            updatedAt: now,
+            impersonatedBy: 'login-link'
+          })
+          .returning();
+
+        if (!sessionRow) {
+          return c.json({ error: 'Failed to create session' }, { status: 500 });
+        }
+
+        const session = {
+          id: sessionRow.id,
+          userId: sessionRow.userId,
+          token: sessionRow.token,
+          expiresAt: sessionRow.expiresAt,
+          createdAt: sessionRow.createdAt,
+          updatedAt: sessionRow.updatedAt,
+          ipAddress: sessionRow.ipAddress ?? undefined,
+          userAgent: sessionRow.userAgent ?? undefined
+        };
+
+        const userPayload = {
+          id: user.id,
+          name: user.name,
+          email: user.email,
+          emailVerified: user.emailVerified,
+          image: user.image ?? null,
+          createdAt: user.createdAt,
+          updatedAt: user.updatedAt
+        };
+
+        await setSessionCookie(c, { session, user: userPayload });
+
+        return c.redirect(redirectUrl);
+      })
+    }
+  };
+}
diff --git a/packages/db/src/scripts/generate-login-link.ts b/packages/db/src/scripts/generate-login-link.ts
new file mode 100644
index 00000000..c32b3bb9
--- /dev/null
+++ b/packages/db/src/scripts/generate-login-link.ts
@@ -0,0 +1,68 @@
+import 'dotenv/config';
+
+import * as schema from '../schema';
+
+import { eq } from 'drizzle-orm';
+import { SignJWT } from 'jose';
+import { db } from '../drizzle';
+
+const LOGIN_LINK_TTL_MINUTES = 10;
+
+function getBaseUrl(): string {
+  return process.env.PUBLIC_SERVER_URL?.trim() || 'http://localhost:3002';
+}
+
+function getSecret(): Uint8Array {
+  const secret = process.env.BETTER_AUTH_SECRET?.trim();
+
+  if (!secret) {
+    throw new Error('BETTER_AUTH_SECRET is required');
+  }
+
+  return new TextEncoder().encode(secret);
+}
+
+function getArgs() {
+  const email = process.argv[2]?.trim().toLowerCase();
+  const redirect = process.argv[3]?.trim() || '/';
+
+  if (!email) {
+    throw new Error('Usage: pnpm --filter @cio/db db:login-link <email> [redirect-path]');
+  }
+
+  return { email, redirect };
+}
+
+async function main() {
+  const { email, redirect } = getArgs();
+
+  const [user] = await db.select().from(schema.user).where(eq(schema.user.email, email)).limit(1);
+
+  if (!user) {
+    throw new Error(`User not found for email: ${email}`);
+  }
+
+  const token = await new SignJWT({
+    email,
+    type: 'login-link'
+  })
+    .setProtectedHeader({ alg: 'HS256' })
+    .setSubject(user.id)
+    .setIssuedAt()
+    .setExpirationTime(`${LOGIN_LINK_TTL_MINUTES}m`)
+    .sign(getSecret());
+
+  const url = new URL('/api/auth/login-link', getBaseUrl());
+  url.searchParams.set('token', token);
+
+  if (redirect.startsWith('/')) {
+    url.searchParams.set('redirect', redirect);
+  }
+
+  console.log(url.toString());
+}
+
+main().catch((error) => {
+  console.error('generate-login-link error:', error instanceof Error ? error.message : error);
+  process.exit(1);
+});