fix(desktop): retry transient bearer bootstrap and degrade on session fetch failure - #12919
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… fetch failure The desktop app hard-crashed on launch when the main-process /oauth/token exchange hit a transient failure (common after the macOS 27 upgrade): the bearer path had no retry (unlike the renderer's cookie path) and a single 503/transport error became DesktopLocalEnvironmentAuthSessionBootstrapError. The renderer's bootstrapServerAuth also called fetchSessionState() outside its try/catch, so that fatal error escaped beforeLoad and rendered the root error view with no recovery. - Main process (DesktopLocalEnvironmentAuth.ts): add isTransientBearerBootstrapError and Effect.retry(spaced(500ms).upTo(15s)) on bootstrapRemoteBearerSession, mirroring the renderer's retryTransientBootstrap. Transient: 502/503/504, RemoteEnvironmentAuthFetchError, RemoteEnvironmentAuthTimeoutError, TypeError. Non-transient: EnvironmentInternalError, EnvironmentAuthInvalidError, EnvironmentRequestInvalidError. - Renderer (primary/auth.ts): wrap initial fetchSessionState() in bootstrapServerAuth so a failure degrades to requires-auth with errorMessage, mirroring how the cookie-exchange path degrades. The auth gate renders the pairing UI instead of crashing. Tests: DesktopLocalEnvironmentAuth.test.ts retries two 503s then succeeds on the third (deterministic via TestClock). authBootstrap.test.ts verifies a failed initial session fetch resolves to requires-auth instead of throwing. Both pass; tsc --noEmit clean. Verified by local build + launching the desktop app on macOS 27. Model/harness: claude-5-sonnet-high / Oz
ApprovabilityVerdict: Not approved Macroscope's review found this PR not approvable — This PR changes production authentication behavior by adding bearer-session retries and degrading initial session failures into a pairing state. Authentication code is sensitive under the review criteria, and an unresolved Medium finding notes that the retry window does not bound an in-flight request. Not approved because:
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Schedule.upTo only limits when retries are scheduled, not an in-flight request. An attempt starting near the 15s mark could consume its own per-request timeout, leaving getBearerToken blocked for ~20s+. Add an outer Effect.timeout(15s) so a hung request is interrupted at the deadline and mapped to DesktopLocalEnvironmentAuthSessionBootstrapError. Addresses review comment on pingdotgg#12919.
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Included review availability: Your plan provides up to 10 included reviews per hour; 8 remain after this review. 📝 WalkthroughWalkthroughDesktop bearer-session bootstrap now retries transient failures and times out after 15 seconds. Web session bootstrap now converts initial fetch failures into a ChangesAuthentication bootstrap recovery
Priority: ⬆️ High Estimated code review effort: 3 (Moderate) | ~25 minutes Change: Bug fix · Severity of issue fixed: High Sequence Diagram(s)sequenceDiagram
participant WebBootstrap
participant PrimaryEnvironment
participant AuthGate
WebBootstrap->>PrimaryEnvironment: Fetch session state
PrimaryEnvironment-->>WebBootstrap: HTTP 500 failure
WebBootstrap->>AuthGate: Build fallback auth descriptor
AuthGate-->>WebBootstrap: Return requires-auth state
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Inline comments:
In `@apps/web/src/environments/primary/auth.ts`:
- Around line 323-328: The fallbackAuth construction in the fetchSessionState
error path must use browser-specific metadata when window.desktopBridge is
absent: select loopback-browser or remote-reachable based on the local versus
remote web environment, with one-time-token as the bootstrap method. Preserve
desktop-managed-local with desktop-bootstrap only when the desktop bridge
exists.
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📒 Files selected for processing (4)
apps/desktop/src/backend/DesktopLocalEnvironmentAuth.test.tsapps/desktop/src/backend/DesktopLocalEnvironmentAuth.tsapps/web/src/authBootstrap.test.tsapps/web/src/environments/primary/auth.ts
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When the initial session fetch fails, bootstrapServerAuth now advertises desktop-managed-local only if the desktop bridge is present. Browser clients get loopback-browser on loopback hosts and remote-reachable otherwise, both with one-time-token, so PairingRouteSurface does not send web users down the desktop pairing path.
What Changed
apps/desktop/src/backend/DesktopLocalEnvironmentAuth.ts): AddedisTransientBearerBootstrapErrorand anEffect.retry(Schedule.spaced(500ms).upTo(15s)) onbootstrapRemoteBearerSession, mirroring the renderer'sretryTransientBootstrap. Transient: 502/503/504,RemoteEnvironmentAuthFetchError,RemoteEnvironmentAuthTimeoutError,TypeError. Non-transient:EnvironmentInternalError,EnvironmentAuthInvalidError,EnvironmentRequestInvalidError.apps/web/src/environments/primary/auth.ts): Wrapped the initialfetchSessionState()inbootstrapServerAuthso a failure degrades to{ status: "requires-auth" }with an error message, mirroring how the cookie-exchange path degrades. The auth gate renders the pairing UI instead of crashing.DesktopLocalEnvironmentAuth.test.ts(retries two 503s then succeeds on the third, deterministic viaTestClock);authBootstrap.test.ts(failed initial session fetch resolves torequires-auth). Both pass;tsc --noEmitclean.Why
The desktop app hard-crashed on launch when the main-process
/oauth/tokenexchange hit a transient failure — common after the macOS 27 upgrade. The bearer path had no retry (unlike the renderer's cookie path), so a single 503/transport error becameDesktopLocalEnvironmentAuthSessionBootstrapError. The renderer'sbootstrapServerAuthalso calledfetchSessionState()outside its try/catch, so that fatal error escapedbeforeLoadand rendered the root error view with no recovery.This is a small, focused reliability fix: mirror the cookie path's existing resilience on the bearer path, and degrade the initial fetch the same way the cookie exchange already does.
Fixes #12918.
UI Changes
No UI changes (the fix prevents a crash screen; the pairing/auth UI is unchanged).
Checklist
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