diff --git a/cloud/apps/billing/src/entitlements.ts b/cloud/apps/billing/src/entitlements.ts
index be4d89b4d8e..257823564bc 100644
--- a/cloud/apps/billing/src/entitlements.ts
+++ b/cloud/apps/billing/src/entitlements.ts
@@ -129,7 +129,7 @@ type AccountState = {
 
 export { entitlementsMode, type EntitlementsMode } from './entitlements-mode'
 
-const LIVE_STATUSES = new Set(['active', 'trialing'])
+export const LIVE_STATUSES = new Set(['active', 'trialing'])
 
 export function subscriptionWindow(subscription: SubscriptionRow, at: number): { start: number; end: number } {
   return allowanceWindow({ start: subscription.current_period_start, end: subscription.current_period_end }, at)
diff --git a/cloud/apps/billing/src/features.ts b/cloud/apps/billing/src/features.ts
index 5b85e515088..1448724f718 100644
--- a/cloud/apps/billing/src/features.ts
+++ b/cloud/apps/billing/src/features.ts
@@ -5,13 +5,19 @@
 // live grants in every mode but 'off' (where nothing projects grants, so nothing is on). The
 // legacy computation has no features, so there is nothing for shadow mode to compare.
 //
-//   POST /v1/internal/entitlements/features {accountId} -> { features: { audit_log, sso, scim, mfa_enforcement } }
+//   POST /v1/internal/entitlements/features {accountId}
+//     -> { features: { audit_log, sso, scim, mfa_enforcement }, subscribed }
+// `subscribed` (hasPaidSubscription) is what auth counts as Orca Cloud access for the account, so a
+// paying team is never sent to "Choose a Team plan" because it isn't on the per-account rollout.
 // Callers: the control plane (CONTROL_PLANE_TOKEN) and auth (MEMBERSHIP_SYNC_TOKEN). Both fail closed.
 import { z } from 'zod'
 import { FEATURE_KEYS, type FeatureFlags } from './entitlement-keys'
 import { entitlementsMode } from './entitlements-mode'
 import type { Env } from './env'
+import { LIVE_STATUSES } from './entitlements'
 import { grantsForSubject, liveAt } from './grants'
+import { currentSubscription } from './store'
+import { PAYMENT_FAILED_STATUSES } from './webhook'
 
 export const FeaturesRequestSchema = z.object({ accountId: z.string().min(1).max(160).regex(/^[A-Za-z0-9_.:-]+$/) }).strict()
 
@@ -35,3 +41,15 @@ export async function featuresFor(env: Pick<Env, 'BILLING_DB' | 'ENTITLEMENTS_MO
   }
   return flags
 }
+
+/**
+ * Whether the account holds a paid subscription that is live (active, trialing) or in payment
+ * recovery (past_due, unpaid): a paying customer, whatever its hours or payment state, whose
+ * problems the entitlement itself reports. Canceled, incomplete and expired subscriptions, the
+ * no-card trial and no subscription at all are false. Independent of ENTITLEMENTS_MODE: it reads
+ * the subscription row Stripe's webhooks keep, as the legacy entitlement does.
+ */
+export async function hasPaidSubscription(db: D1Database, accountId: string): Promise<boolean> {
+  const subscription = await currentSubscription(db, accountId)
+  return subscription !== null && (LIVE_STATUSES.has(subscription.status) || PAYMENT_FAILED_STATUSES.has(subscription.status))
+}
diff --git a/cloud/apps/billing/src/index.ts b/cloud/apps/billing/src/index.ts
index 419c7a6265e..ebc71c6162b 100644
--- a/cloud/apps/billing/src/index.ts
+++ b/cloud/apps/billing/src/index.ts
@@ -15,7 +15,7 @@
 //   POST /v1/stripe/webhook                 signed events
 // Sandbox control plane (CONTROL_PLANE_TOKEN):
 //   POST /v1/internal/entitlements/check {accountId, machineSize, runningSandboxes}
-//   POST /v1/internal/entitlements/features {accountId} -> {features: {audit_log, sso, scim, mfa_enforcement}}   plan feature flags (control plane or auth)
+//   POST /v1/internal/entitlements/features {accountId} -> {features: {audit_log, sso, scim, mfa_enforcement}, subscribed}   plan feature flags and paid-subscription access (control plane or auth)
 //   POST /v1/internal/usage {usageId, accountId, sandboxId, machineSize, startedAt, endedAt}
 //   GET  /v1/internal/suspensions          accounts whose payment grace expired (suspend running)
 //   POST /v1/internal/trial/github {accountId, githubUserId?, githubOwnerId?} GitHub binding -> trial abuse keys
@@ -58,7 +58,7 @@ import { MACHINE_SIZES, PlanConfigError, planCatalog, publicOffers } from './pla
 import { OverageRequestSchema, updateOverage } from './overage'
 import { LiveModeRefusedError, StripeError, createStripeClient, type StripeClient } from './stripe'
 import { UsageReportSchema, flushMeterReports, recordUsage, validateSegment } from './usage'
-import { FeaturesRequestSchema, featuresFor } from './features'
+import { FeaturesRequestSchema, featuresFor, hasPaidSubscription } from './features'
 import { handleStripeWebhook } from './webhook'
 import { UsageHistoryQuerySchema, usageHistory } from './usage-history'
 import { renderReturnPage, returnOutcome } from './return-page'
@@ -526,7 +526,11 @@ export async function handleRequest(request: Request, env: Env, ctx: ExecutionCo
         if (!body.success) {
           return json({ error: 'invalid_request' }, 400)
         }
-        return json({ features: await featuresFor(env, body.data.accountId, now) })
+        const [features, subscribed] = await Promise.all([
+          featuresFor(env, body.data.accountId, now),
+          hasPaidSubscription(env.BILLING_DB, body.data.accountId)
+        ])
+        return json({ features, subscribed })
       }
 
       case 'POST /v1/internal/usage': {
diff --git a/cloud/apps/billing/test/features.test.ts b/cloud/apps/billing/test/features.test.ts
index 60e760d6bc2..7fe7cca7c41 100644
--- a/cloud/apps/billing/test/features.test.ts
+++ b/cloud/apps/billing/test/features.test.ts
@@ -7,6 +7,7 @@ import { featuresFor } from '../src/features'
 import { grantContactSalesPlan, grantsForSource, revokeManualGrant } from '../src/grants'
 import { repoCatalog } from './catalog-fixture'
 import { createHarness } from './harness'
+import { checkoutCompleted } from './stripe-fake'
 
 const ALL_OFF = { audit_log: false, sso: false, scim: false, mfa_enforcement: false }
 const ALL_ON = { audit_log: true, sso: true, scim: true, mfa_enforcement: true }
@@ -50,11 +51,11 @@ describe('catalog', () => {
 describe.each(['shadow', 'on'])('features (ENTITLEMENTS_MODE=%s)', (mode) => {
   it('are off for a team without Enterprise and on for one granted the plan', async () => {
     const h = await createHarness({ ENTITLEMENTS_MODE: mode })
-    expect((await features(h)).body).toEqual({ features: ALL_OFF })
+    expect((await features(h)).body).toEqual({ features: ALL_OFF, subscribed: false })
     expect(await enterprise(h)).toEqual({ changed: true, planVersion: 2 })
-    expect((await features(h)).body).toEqual({ features: ALL_ON })
+    expect((await features(h)).body).toEqual({ features: ALL_ON, subscribed: false })
     // Another team is unaffected.
-    expect((await features(h, 'org:o2')).body).toEqual({ features: ALL_OFF })
+    expect((await features(h, 'org:o2')).body).toEqual({ features: ALL_OFF, subscribed: false })
   })
 
   it('the grant names the real plan and version, and stops when it ends or is revoked', async () => {
@@ -76,7 +77,7 @@ describe('features', () => {
     const h = await createHarness({ ENTITLEMENTS_MODE: 'shadow' })
     await enterprise(h)
     h.env.ENTITLEMENTS_MODE = 'off'
-    expect((await features(h)).body).toEqual({ features: ALL_OFF })
+    expect((await features(h)).body).toEqual({ features: ALL_OFF, subscribed: false })
   })
 
   it('only a contact-sales plan can be granted this way', async () => {
@@ -121,3 +122,43 @@ describe('features', () => {
     expect(body.grants.find((grant: { key: string }) => grant.key === 'audit_log')).toMatchObject({ value: true, source: 'manual', plan: { id: 'enterprise', version: 2 }, state: 'active' })
   })
 })
+
+describe('subscribed', () => {
+  const PERIOD_START = Math.floor(Date.now() / 1000) - 5 * 24 * 3600
+  const PERIOD_END = PERIOD_START + 30 * 24 * 3600
+
+  // A paid Team subscription for org:o1, through checkout and Stripe's webhook as in production.
+  async function paidTeam(mode = 'shadow') {
+    const h = await createHarness({ ENTITLEMENTS_MODE: mode })
+    const token = await h.desktopToken({ sub: 'u1', org: 'o1', orgRole: 'owner', email: 'a@example.com' })
+    const checkout = await h.call('POST', '/v1/billing/checkout', { body: { plan: 'team', seats: 2 }, headers: { authorization: `Bearer ${token}` } })
+    expect(checkout.status).toBe(200)
+    const customer = [...h.stripe.customers.keys()][0]!
+    const subscription = h.stripe.putSubscription({ customer, accountId: 'org:o1', basePrice: 'price_team_month', quantity: 2, periodStart: PERIOD_START, periodEnd: PERIOD_END })
+    await h.webhook(checkoutCompleted({ customer, subscription: subscription.id, accountId: 'org:o1' }))
+    return h
+  }
+  const setStatus = (h: Awaited<ReturnType<typeof createHarness>>, status: string) => h.raw.prepare('UPDATE subscriptions SET status = ? WHERE account_id = ?').run(status, 'org:o1')
+
+  it('is true for a team paying for a plan, whatever its hours, and false for everyone else', async () => {
+    for (const mode of ['off', 'shadow', 'on']) {
+      const h = await paidTeam(mode)
+      expect((await features(h)).body).toMatchObject({ subscribed: true })
+      // Another team, and the owner's personal account, have no subscription.
+      expect((await features(h, 'org:o2')).body).toMatchObject({ subscribed: false })
+      expect((await features(h, 'user:u1')).body).toMatchObject({ subscribed: false })
+    }
+  })
+
+  it('stays true while a payment is being retried, and ends with the subscription', async () => {
+    const h = await paidTeam()
+    for (const status of ['trialing', 'past_due', 'unpaid']) {
+      setStatus(h, status)
+      expect((await features(h)).body, status).toMatchObject({ subscribed: true })
+    }
+    for (const status of ['canceled', 'incomplete', 'incomplete_expired', 'paused']) {
+      setStatus(h, status)
+      expect((await features(h)).body, status).toMatchObject({ subscribed: false })
+    }
+  })
+})