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fix(calendar): isolate per-calendar Google sync failures - #6268

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fix(calendar): isolate per-calendar Google sync failures#6268
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gbirman/macro-3269-calendar-sync-wedges-whole-account-on-one-calendars-google-412-charleslehmansynchpaycom

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@gbirman gbirman commented Sep 8, 2026

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A single calendar's provider error (such as a transient Google 412) no longer fails the whole account sync: the failure is recorded on the calendar row, skipped, and retried on the next poll, and the run only fails when every synced calendar errors. Unknown 4xx reads including 412 are now classified retryable, Google's reason strings are kept in the error message, and a persistently failing calendar shows a warning badge in the calendar settings source list.


Note

Medium Risk
Changes core Google Calendar sync orchestration, HTTP error classification, and mutation readback retry semantics—areas where misclassification could wedge polling or cause duplicate mutations on retry.

Overview
Google Calendar account sync no longer fails when a single calendar hits a provider error (e.g. transient 412). That calendar’s failure is recorded, skipped for the rest of the run, and retried on the next poll; the job only fails when every calendar errors (with retryable kinds preferred for coordinator retry). Reauth-required errors still abort the whole run immediately.

Persistence and surfacing: New calendar columns track last_sync_error, timestamps, and a consecutive-failure counter. Failed polls increment without touching sync tokens; successful commits clear the counter. syncError on visible calendars (API + web types) appears only after 3 consecutive isolated failures.

Google client hardening: Reads vs mutations drive 4xx classification (unknown read 4xx and 412 are retryable; unknown mutation 4xx stay permanent). Stored errors include Google reason strings. Post-write readbacks demote transient/sync-token errors so mutation retries cannot duplicate writes or re-notify guests.

UI: Calendar source controls show a warning icon with tooltip when syncError is set; docs and tests cover badge threshold, isolation, wholesale failure, and reauth.

Reviewed by Cursor Bugbot for commit 24c2ea9. Bugbot is set up for automated code reviews on this repo. Configure here.

One calendar's provider error (e.g. a transient Google 412) no longer wedges the whole account: the failure is recorded on the calendar row, skipped, and retried on the next poll, and the run only fails when every synced calendar errors. 412 and other unknown 4xx reads are now classified retryable, Google reason strings are kept in the error message, and a persistently failing calendar surfaces a warning badge in the settings source list.
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gbirman requested a review from a team as a code owner September 8, 2026 19:39
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📝 Summary

Summary by CodeRabbit

  • New Features

    • Calendar sync failures are now shown with a warning badge and provider error details after repeated failures.
    • Other calendars continue syncing when one calendar encounters an isolated error.
    • Warning badges clear automatically after successful synchronization.
  • Bug Fixes

    • Google precondition failures are now retried instead of blocking the entire account sync.
    • Provider error messages include additional diagnostic details when available.
  • Documentation

    • Updated calendar surface guidance to describe sync warning indicators and recovery behavior.

Walkthrough

The change adds per-calendar sync error tracking with a three-failure display threshold. Google HTTP 412 errors are retryable, and provider reason strings are preserved. Backfills record failed calendars and continue syncing others. Runs fail for retry when every calendar fails. Successful syncs clear the error state. The email API, Rust model, calendar source mapping, settings UI, tests, migration, and surface documentation expose the new behavior.

Priority: ➖ Normal

Severity of issue fixed: Medium

Merge Risk: 🟠 High · up to 602b9

Some calendar failures will not retry as required, while invalid Google authorization can remain unreported and continue polling. These failure-disposition regressions should be fixed before merge.

🚥 Pre-merge checks | ✅ 4
✅ Passed checks (4 passed)
Check name Status Explanation
Description check ✅ Passed The description accurately summarizes per-calendar failure isolation, retry behavior, 412 classification, error details, persistence, and the warning badge changes.
Title check ✅ Passed The title uses conventional commit format, is 56 characters, and clearly describes the main change.
Linked Issues check ✅ Passed Check skipped because no linked issues were found for this pull request.
Out of Scope Changes check ✅ Passed Check skipped because no linked issues were found for this pull request.

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Stale Bugbot comment from a previous run.

Comment thread crates/calendar_events/src/domain/service.rs

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Actionable comments posted: 2

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only still-valid issues, skip the rest with a brief reason, keep changes
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Inline comments:
In `@crates/calendar_events/src/domain/service.rs`:
- Line 721: Update the calendar error-handling loop around last_isolated_error
to immediately propagate GoogleProviderErrorKind::ReauthRequired before
recording isolated failures. For remaining calendar errors, aggregate them with
explicit precedence so ReauthRequired cannot be replaced and transient errors do
not overwrite stronger failures, ensuring the coordinator persists
CalendarPermissionRequired rather than Retry.

In `@crates/calendar_events/src/outbound/google.rs`:
- Line 345: Update the Google Calendar error classification around the
StatusCode fallback so unknown 4xx responses from read operations are classified
as retryable rather than Permanent. Pass the request operation into the
classifier or apply the fallback at the read call site, while preserving
separate mutation handling, and add a regression test covering an unknown
non-412 4xx read response.

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Reviewing files that changed from the base of the PR and between b1108fc and 602b99b.

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  • apps/web/src/lib/service-clients/service-email/generated/schemas/visibleCalendar.ts is excluded by !**/generated/**, !apps/web/src/lib/service-clients/**/generated/**
  • apps/web/src/lib/service-clients/service-email/generated/schemas/visibleCalendarSyncError.ts is excluded by !**/generated/**, !apps/web/src/lib/service-clients/**/generated/**
📒 Files selected for processing (17)
  • apps/web/src/features/calendar/components/SourceControls.test.tsx
  • apps/web/src/features/calendar/components/SourceControls.tsx
  • apps/web/src/features/calendar/hooks/use-calendar-sources.ts
  • apps/web/src/features/calendar/types.ts
  • apps/web/src/lib/service-clients/service-email/openapi.json
  • crates/calendar_events/src/domain/models.rs
  • crates/calendar_events/src/domain/mutations/test.rs
  • crates/calendar_events/src/domain/ports.rs
  • crates/calendar_events/src/domain/service.rs
  • crates/calendar_events/src/domain/service/test.rs
  • crates/calendar_events/src/inbound/toolset/test.rs
  • crates/calendar_events/src/outbound/google.rs
  • crates/calendar_events/src/outbound/google/test.rs
  • crates/calendar_events/src/outbound/pg.rs
  • crates/calendar_events/src/outbound/pg/test.rs
  • crates/macro_db_client/migrations/20260908191815_calendar_per_calendar_sync_error.sql
  • docs/AGENT_GUIDE/surfaces.md

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Comment thread crates/calendar_events/src/domain/service.rs Outdated
Comment thread crates/calendar_events/src/outbound/google.rs
…efresh SDK

A per-calendar ReauthRequired now fails the run immediately (account-wide grant signal) instead of being isolated, and a wholesale failure surfaces a retryable error over a permanent one so one calendar's permanent error can't stop the whole inbox from polling. Regenerate the SDK spec/types for the new syncError field.
Thread read-vs-mutation into the Google error classifier: an unrecognized 4xx from a well-formed read is a provider-side quirk and is retried, while a mutation's unknown 4xx stays permanent so it does not retry forever. 412 remains retryable for both.

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Stale Bugbot comment from a previous run.

Comment thread crates/calendar_events/src/outbound/google.rs Outdated
The Read catch-all also covered the GETs that follow a create or patch, so an unknown 4xx there became retryable and a caller retry would re-POST a duplicate event (no idempotency key) or re-notify guests. Demote retryable failures to permanent inside the two post-write readback helpers; pre-write reads stay retryable.

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Cursor Bugbot has reviewed your changes using default effort and found 1 potential issue.

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Comment thread crates/calendar_events/src/outbound/google.rs
delete_event_instance and rsvp_event still called the demoting series_outcome when no instance matched or there was nothing to patch, turning a flaky refresh into a hard rejection despite no write having landed. Route those no-write branches to the non-demoting refresh; landed writes keep the demotion.
A fresh-skipped system calendar now counts as healthy so an account whose only human calendar fails is isolated rather than treated as a wholesale outage. Isolated failures are recorded only once the run is known not to be wholesale, so a transient account-wide storm cannot badge every calendar on each redelivery. Store the bare provider message (no Display prefix). Reset the failure columns when ON CONFLICT resurrects a soft-deleted calendar. Classify a 404 on /instances as permanent again. Move the badge threshold into the domain and filter in row mapping. Restore the commit-then-fail report assertion, share provider fixtures, and trim change-history comments.
The read→retryable rule also covered the account-level calendarList GET, which has no per-calendar isolation to bound it, so a deterministic non-412 4xx there (e.g. an admin disabling Calendar → 403) retried forever with the account stuck pending and the FE spinner on. Add an AccountRead kind that stays permanent on unknown 4xx, matching main; 412 remains retryable at every scope.
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