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auth worker#1273

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BlankParticle merged 5 commits into
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auth-worker-migration
Apr 28, 2026
Merged

auth worker#1273
BlankParticle merged 5 commits into
mainfrom
auth-worker-migration

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@BlankParticle

@BlankParticle BlankParticle commented Apr 21, 2026

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Summary

Moves authentication out of the OS app into a dedicated apps/auth Cloudflare Worker. The OS app now calls the auth worker via oRPC for session, organization, and project-membership lookups; local project / organization rows are kept in sync via denormalized auth_project_id / auth_organization_id / auth_organization_slug columns.

  • New apps/auth worker owns better-auth, organization/membership/invite logic, and the OAuth provider. Shared claim/bearer/slug/signup-allowlist helpers moved to packages/shared.
  • OS-side protectedProcedure / orgProtectedProcedure / projectProtectedProcedure now resolve access via getOrganizationAccessFromAuthWorker / getProjectAccessFromAuthWorker. Schema drift between auth and OS surfaces as an explicit error.
  • Drops the old OS auth routers, auth-contract, device route, and auth-components.tsx UI — login is handled by the auth worker.
  • Adds migration 0037_auth_cutover.sql.

Risks to review before merging

  • Auth-worker round-trips on hot pathauthenticate() now fetches the userinfo endpoint on every request; projectProtectedProcedure adds 2 more worker calls. No caching layer. Consider folding activeOrganizationId / role into signed claims and/or caching by JTI.
  • Migration must run in prod on merge (prior incident around 0017_pgmq.sql / 0018_consumer_job_queue.sql crash-looped daemons).
  • ensureLocalUserMirror write amplification if any prod row has emailVerified=false or non-lowercase email — will UPDATE on every request until fixed.
  • .catch(() => null) at project-ingress-proxy.ts:723 converts transient auth-worker errors into 403 for users.

Test plan

  • pnpm typecheck and pnpm lint pass (done locally)
  • Login flow (Google OAuth + email OTP) via auth worker end-to-end
  • Existing session cookie continues to work after deploy
  • Org create / member add / invite accept / member remove / delete
  • Project create / access check / machine ingress
  • Run pnpm os db:migrate against staging and verify no daemon regressions
  • Measure request-latency delta vs main on staging before prod rollout

Note

High Risk
High risk because it migrates core authentication/session handling into a new worker, adds service-token/bearer impersonation flows, and includes a destructive OS database migration that drops/renames auth-related tables and columns.

Overview
Moves authentication and identity management out of apps/os into a dedicated apps/auth worker, including new oRPC APIs for user/org/project management plus internal service endpoints (OAuth client provisioning, user upserts, and project-ingress token exchange).

Updates auth/session plumbing end-to-end: the auth worker now issues additional custom claims (role/admin/active org), supports device authorization and optional email OTP, tightens CORS/trusted origins, and OS switches login/logout UI to redirect through auth-worker routes while mirroring auth users locally.

Adds new auth-worker DB schema/migrations for device_code and project, and introduces OS migration 0037_auth_cutover.sql to remove legacy auth tables/constraints and pivot OS data to auth_* identifiers; also updates the auth deploy workflow to support push-triggered deploys, stage/ref inputs, and Doppler project/stage selection.

Reviewed by Cursor Bugbot for commit f4d40c4. Bugbot is set up for automated code reviews on this repo. Configure here.

Comment thread apps/auth/src/server/auth.ts
Comment thread apps/auth/src/server/orpc/routers/organization.ts
Comment thread apps/os/backend/auth/auth-context.ts
@BlankParticle BlankParticle force-pushed the auth-worker-migration branch from e9a81e2 to f6ca53f Compare April 22, 2026 12:05
Comment thread apps/auth/src/server/worker.ts
Comment thread apps/auth/src/lib/server.ts
Comment thread apps/auth/src/server/orpc/routers/organization.ts
Comment thread apps/auth/src/server/orpc/routers/organization.ts
Comment thread apps/os/backend/utils/auth-worker-client.ts
@BlankParticle BlankParticle force-pushed the auth-worker-migration branch from b74e4e6 to 672b3d4 Compare April 27, 2026 11:29

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Cursor Bugbot has reviewed your changes and found 3 potential issues.

There are 8 total unresolved issues (including 5 from previous reviews).

Fix All in Cursor

❌ Bugbot Autofix is OFF. To automatically fix reported issues with cloud agents, enable autofix in the Cursor dashboard.

Reviewed by Cursor Bugbot for commit 672b3d4. Configure here.

Comment thread apps/auth/src/server/orpc/routers/organization.ts
Comment thread apps/auth/src/server/db/migrations/0001_auth_cutover.sql
Comment thread apps/auth/src/server/orpc/routers/project.ts
@BlankParticle BlankParticle force-pushed the auth-worker-migration branch from 672b3d4 to 50d679a Compare April 27, 2026 13:00
BlankParticle and others added 4 commits April 28, 2026 16:56
Make OS an OAuth client of the auth worker: replace throwing auth helpers
with middlewares, drop dead auth tables, and accept auth-worker bearer
tokens in OS session mirroring so the CLI's device-flow keeps working.

Co-Authored-By: Claude Opus 4.7 (1M context) <noreply@anthropic.com>
@BlankParticle BlankParticle force-pushed the auth-worker-migration branch from daf6d50 to a0ce104 Compare April 28, 2026 11:26
@BlankParticle

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it mostly works
merging right now, will do fixing later

@BlankParticle BlankParticle changed the title Migrate auth to dedicated auth worker auth worker Apr 28, 2026
@BlankParticle BlankParticle merged commit eac8678 into main Apr 28, 2026
28 of 30 checks passed
@BlankParticle BlankParticle deleted the auth-worker-migration branch April 28, 2026 12:42
jonastemplestein added a commit that referenced this pull request Jun 10, 2026
- tasks/cf-prd-orphaned-resources-cleanup.md: completed — prd account is down to 14 worker scripts and 6 D1 databases per live 2026-06-10 Cloudflare API check (was 1026 at the 2026-05-18 sweep)
- tasks/complete/2026-05-22-os-captun-worker-test-tunnel.md: completed — shipped via merged PR #1361; all described artifacts exist on main and survived the golden-path rebuild (#1411)
- tasks/dead-code-and-docs-cleanup-audit.md: completed — all high-confidence items shipped; pnpm-workspace.yaml now uses apps/*/packages/* globs and no longer lists the dead packages
- tasks/github-oauth-use-repo-id.md: obsolete — all referenced code (linkExternalIdToGroups / repoId / repository.id) is gone repo-wide
- tasks/ignoreme-email-security.md: obsolete — every targeted code path was deleted with the legacy OS1 stack in commit 545854d (#1341)
- tasks/os-auth-spurious-logout-refresh.md: completed — commit ad6da76 (#1410, merged 2026-06-10) shipped exactly this work
- tasks/os-codemode-router.md: completed — task file was added in the very PR that implemented it (commit 98ee148, #1294)
- tasks/os-domain-capability-orpc-refactor-design.md: completed — every major pillar of the design (domains layout, capabilities, oRPC structure) exists on main
- tasks/os-domain-capability-orpc-refactor-prd.md: completed — shipped in PR #1305 "Make codemode function calls event-driven" (squash commit 284193e, merged 2026-05-08)
- tasks/os-stream-runtime-big-refactors.md: obsolete — os2-era brainstorm list largely superseded or done differently; item 2 shipped via PR #1394
- tasks/realtime-pusher-efficiency.md: obsolete — targets the legacy OS1 realtime pusher, which no longer exists
- tasks/semaphore-lease-renewal.md: completed — lease renewal exists on main as resources.renew in apps/semaphore
- tasks/signup-slug-uniqueness.md: completed — shipped with the auth worker (PR #1273); packages/shared/src/slug.ts implements resolveUniqueSlug/slugifyWithSuffix
- tasks/stream-processor-ergonomics.md: obsolete — targets the legacy hook-style processor API replaced by the class-based StreamProcessor model
- apps/os/tasks/codemode-session-night-plan.md: completed — planned outcomes verifiably shipped on main in evolved form (codemode session UI and friends)
- apps/os/tasks/codemode-session-vertical-slice.md: completed — all 11 ticked checklist items shipped via PRs #1294/#1305 and follow-ups
- apps/os/tasks/refactor-lifecycle-init-params-as-structured-name.md: completed — every acceptance criterion implemented in with-lifecycle-hooks.ts mixin on main
- apps/os/tasks/repos-vertical-slice.md: completed — frontmatter says state: done and the described slice exists on main
- apps/os/tasks/slack-google-auth-poc-implementation.md: historical log — explicitly an implementation log (state: done); work shipped in merged PR #1317
- apps/os/tasks/slack-processor-unwind.md: completed — all target-shape items exist on main (/integrations/slack stream path, no webhooks refs)
- apps/os/tasks/stream-processor-class-design-notes.md: historical log — design notes written alongside the class-based StreamProcessor migration, not a task
- apps/os/tasks/workspace-codemode-implementation-log.md: historical log — frontmatter state: done, all 9 checkpoints ticked, work verifiably shipped on main

Already deleted by earlier commits on this branch (skipped):
apps/os/tasks/project-egress-secrets-mvp.md,
apps/os/tasks/simplify-context-cloudflare-native.md

Co-Authored-By: Claude Fable 5 <noreply@anthropic.com>
jonastemplestein added a commit that referenced this pull request Jun 10, 2026
- tasks/cf-prd-orphaned-resources-cleanup.md: completed — prd account is down to 14 worker scripts and 6 D1 databases per live 2026-06-10 Cloudflare API check (was 1026 at the 2026-05-18 sweep)
- tasks/complete/2026-05-22-os-captun-worker-test-tunnel.md: completed — shipped via merged PR #1361; all described artifacts exist on main and survived the golden-path rebuild (#1411)
- tasks/dead-code-and-docs-cleanup-audit.md: completed — all high-confidence items shipped; pnpm-workspace.yaml now uses apps/*/packages/* globs and no longer lists the dead packages
- tasks/github-oauth-use-repo-id.md: obsolete — all referenced code (linkExternalIdToGroups / repoId / repository.id) is gone repo-wide
- tasks/ignoreme-email-security.md: obsolete — every targeted code path was deleted with the legacy OS1 stack in commit 545854d (#1341)
- tasks/os-auth-spurious-logout-refresh.md: completed — commit ad6da76 (#1410, merged 2026-06-10) shipped exactly this work
- tasks/os-codemode-router.md: completed — task file was added in the very PR that implemented it (commit 98ee148, #1294)
- tasks/os-domain-capability-orpc-refactor-design.md: completed — every major pillar of the design (domains layout, capabilities, oRPC structure) exists on main
- tasks/os-domain-capability-orpc-refactor-prd.md: completed — shipped in PR #1305 "Make codemode function calls event-driven" (squash commit 284193e, merged 2026-05-08)
- tasks/os-stream-runtime-big-refactors.md: obsolete — os2-era brainstorm list largely superseded or done differently; item 2 shipped via PR #1394
- tasks/realtime-pusher-efficiency.md: obsolete — targets the legacy OS1 realtime pusher, which no longer exists
- tasks/semaphore-lease-renewal.md: completed — lease renewal exists on main as resources.renew in apps/semaphore
- tasks/signup-slug-uniqueness.md: completed — shipped with the auth worker (PR #1273); packages/shared/src/slug.ts implements resolveUniqueSlug/slugifyWithSuffix
- tasks/stream-processor-ergonomics.md: obsolete — targets the legacy hook-style processor API replaced by the class-based StreamProcessor model
- apps/os/tasks/codemode-session-night-plan.md: completed — planned outcomes verifiably shipped on main in evolved form (codemode session UI and friends)
- apps/os/tasks/codemode-session-vertical-slice.md: completed — all 11 ticked checklist items shipped via PRs #1294/#1305 and follow-ups
- apps/os/tasks/refactor-lifecycle-init-params-as-structured-name.md: completed — every acceptance criterion implemented in with-lifecycle-hooks.ts mixin on main
- apps/os/tasks/repos-vertical-slice.md: completed — frontmatter says state: done and the described slice exists on main
- apps/os/tasks/slack-google-auth-poc-implementation.md: historical log — explicitly an implementation log (state: done); work shipped in merged PR #1317
- apps/os/tasks/slack-processor-unwind.md: completed — all target-shape items exist on main (/integrations/slack stream path, no webhooks refs)
- apps/os/tasks/stream-processor-class-design-notes.md: historical log — design notes written alongside the class-based StreamProcessor migration, not a task
- apps/os/tasks/workspace-codemode-implementation-log.md: historical log — frontmatter state: done, all 9 checkpoints ticked, work verifiably shipped on main

Already deleted by earlier commits on this branch (skipped):
apps/os/tasks/project-egress-secrets-mvp.md,
apps/os/tasks/simplify-context-cloudflare-native.md

Co-Authored-By: Claude Fable 5 <noreply@anthropic.com>
jonastemplestein added a commit that referenced this pull request Jun 10, 2026
…capnweb pointers, fix task states (#1432)

Documentation sweep over `apps/os`. Every statement written into a doc
was verified against the code on this branch.

## Changes

**`apps/os/README.md` (= `AGENTS.md`)**
- Important Files: `src/app.ts` / `src/entry.workerd.ts` do not exist —
replaced with `src/worker.ts` (Worker entrypoint) and `src/config.ts`
(`AppConfig` schema). All other listed files verified to exist.
- Real-worker tests: the documented vitest configs
(`src/capnweb/e2e/vitest.config.ts`,
`src/domains/capability-prototype/e2e.vitest.config.ts`) are gone —
replaced with the real lanes `pnpm e2e` (`e2e/vitest.config.ts`) and
`pnpm e2e:itx` (`src/itx/e2e/vitest.config.ts`), verified against
`apps/os/package.json`.
- `pnpm cf:deploy # production deploy` was wrong and dangerous:
`cf:deploy` deploys to whatever Doppler/Alchemy stage is ambient. Now
documents both `cf:deploy` (ambient stage) and `pnpm deploy` (the
`doppler --config prd` wrapper).
- Removed the nonexistent `/org/:organizationSlug` route; remaining
routes verified against `src/routes/`; added `/new-project`.

**`apps/os/CONTEXT.md`** — fixed the example-dialogue claim that
organization UI lives under `/org/:organizationSlug` (no such route;
orgs live in the auth worker).

**`apps/os/docs/architecture-and-operations.md`** — rewritten. The old
doc described the pre-migration world: Clerk auth (whole `## Clerk`
section, `sync-clerk-apps.ts`, `APP_CONFIG_CLERK__*`),
`/orgs/:organizationSlug` route maps, inbound MCP via
`ProjectMcpServerEntrypoint` (now a hardcoded 410 tombstone), wrong
redirect claims, and an unprefixed `/durable-objects/stream` debug
route. The new doc describes current reality: `src/worker.ts` dispatch
pipeline, Iterate Auth middleware, real route map and root-redirect
behavior (`/` → `/projects/$projectSlug` or `/projects`; project root
renders `ProjectHomePage`), canonical MCP endpoint from
`APP_CONFIG_MCP__BASE_URL` with Iterate Auth protected-resource
metadata, `/__durable-objects/<kind>/<name>/<path>` debug proxy (kinds
verified), itx endpoints, `scripts/sync-auth-clients.ts`, current
codemode default/example providers, and current smoke-test env vars
(verified in the e2e test files).

**`apps/os/docs/headless-local-debugging.md`** — `/projects/new` → the
real route `/new-project`.

**`apps/os/docs/iterate-context.md`, `iterate-context-learnings.md`** —
both pointed at the deleted `src/capnweb/` tree as "the current design";
now short tombstones pointing at the successor (`src/itx/` README +
DECISIONS, `docs/itx-spec.md`).

**`apps/os/docs/capability-system-research-and-design-notes.md`,
`rpc-target-constructor-shape-research.md`** — added status headers
marking them historical research notes superseded by itx; bodies
untouched.

**`apps/os/src/itx/README.md` + `src/itx/handle.ts`** — the "Typed caps"
`ProjectCaps` declaration-merging pattern does not exist in code (no
`ProjectCaps` interface anywhere). Rewrote the README section to the
thing that actually works: casting `itx.cap("name")` through the
exported `Stubify<T>` type. Also fixed the same false claim in the
`Stubify` doc comment in `handle.ts` (comment-only change).

**`apps/os/docs/itx-spec.md`** — status header said "IMPLEMENTED on the
`itx-implementation` branch"; PR #1407 is merged to main (verified in
git history). Marked the one known divergence honestly: the §6.3 client
reconnect loop was never built — `connectItx` (`src/itx/client.ts`) is
one-shot, and there is no `itx.cap.disconnected` event. Corrected §6.3
and the related §4 caveat.

**`apps/os/tasks/`**
- Deleted `simplify-context-cloudflare-native.md` (state: todo, but
shipped — `src/worker.ts` imports `env` from `cloudflare:workers`
directly, `RequestContext` is the narrow request-scoped shape the task
specified, auth lives in Start request middleware, the
manifest/`src/app.ts` is gone).
- Deleted `project-egress-secrets-mvp.md` (state: todo, but shipped —
`ProjectEgress` entrypoint, `ProjectDurableObject.egressFetch` with
`substituteProjectEgressSecretHeaders`, D1-backed
`SecretsCapability.getSecret`, and the `/api/itx/egress-echo` echo proof
covered by `src/itx/e2e/itx-egress.e2e.test.ts`).
- Grooming rules (`docs/tasks-grooming.md`) say "Delete when done", so
deletion rather than state edits.
- Added brief status notes (no rewrite) to
`codemode-session-vertical-slice.md` (checked-off "tiny worker" box
diverged: `CodemodeSession` lives in the main OS worker) and
`codemode-session-night-plan.md` (plan superseded by itx).

## Skipped
- Nothing skipped; all nine items verified and addressed.

## Flags for reviewers
- `src/itx/handle.ts` got a comment-only edit (the `Stubify` doc comment
made the same false declaration-merging claim as the README). No runtime
change; typecheck/lint/tests pass.
- The two deleted task files: please sanity-check the "shipped" verdicts
above if you have more context on intended remaining scope.
- Carve-outs respected: no changes to the streams type systems or to how
the os-streams worker is deployed.

## Checks
- `pnpm install`, `pnpm format` (oxfmt), `pnpm typecheck`, `pnpm lint`,
`pnpm test` — all pass.

## Task-file audit

A follow-up commit deletes 22 task files whose work was verified as
shipped, obsolete, or purely historical. (Two more from the audit —
`apps/os/tasks/project-egress-secrets-mvp.md` and
`apps/os/tasks/simplify-context-cloudflare-native.md` — were already
deleted by earlier commits on this branch, see above.)

### Deleted: completed

- `tasks/cf-prd-orphaned-resources-cleanup.md` — live Cloudflare API
check of the prd account (2026-06-10) shows 14 worker scripts (was 1026
at the task's 2026-05-18 sweep) and 6 D1 databases; cleanup is done.
- `tasks/complete/2026-05-22-os-captun-worker-test-tunnel.md` — shipped
via merged PR #1361 ("codemode++ e2e++"); all described artifacts exist
on main and survived the golden-path rebuild (#1411).
- `tasks/dead-code-and-docs-cleanup-audit.md` — high-confidence items
all shipped; `pnpm-workspace.yaml` no longer lists the dead packages and
now uses `apps/*`/`packages/*` globs.
- `tasks/os-auth-spurious-logout-refresh.md` — commit ad6da76 "Fix
5-min logout, deploy-time JWKS, and stream append skeleton flash
(#1410)" (merged 2026-06-10) shipped exactly this work.
- `tasks/os-codemode-router.md` — task file was added in the very PR
that implemented it (commit 98ee148, #1294).
- `tasks/os-domain-capability-orpc-refactor-design.md` — every major
pillar of the design (domains layout, capabilities, oRPC structure)
exists on main.
- `tasks/os-domain-capability-orpc-refactor-prd.md` — shipped in PR
#1305 "Make codemode function calls event-driven" (squash commit
284193e, merged 2026-05-08).
- `tasks/semaphore-lease-renewal.md` — the described lease-renewal
feature exists on main as `resources.renew` (named "renew" rather than
the proposed "extend") in `apps/semaphore`.
- `tasks/signup-slug-uniqueness.md` — shipped with the auth worker (PR
#1273); `packages/shared/src/slug.ts` implements
`resolveUniqueSlug`/`slugifyWithSuffix`.
- `apps/os/tasks/codemode-session-night-plan.md` — planned outcomes
verifiably shipped on main, in evolved form (codemode session browser UI
and follow-ons).
- `apps/os/tasks/codemode-session-vertical-slice.md` — all 11 ticked
checklist items shipped via PRs #1294/#1305 and follow-ups.
- `apps/os/tasks/refactor-lifecycle-init-params-as-structured-name.md` —
every acceptance criterion implemented in the `with-lifecycle-hooks.ts`
mixin on main.
- `apps/os/tasks/repos-vertical-slice.md` — frontmatter already says
`state: done` and the described slice verifiably exists on main.
- `apps/os/tasks/slack-processor-unwind.md` — all target-shape items
exist on main (`/integrations/slack` stream path; no
`/integrations/slack/webhooks` references).

### Deleted: obsolete / nonsense

- `tasks/github-oauth-use-repo-id.md` — all referenced code is gone:
`linkExternalIdToGroups` / `repoId` / `repository.id` return zero hits
repo-wide.
- `tasks/ignoreme-email-security.md` — every code path the task targets
was deleted with the legacy OS1 stack (commit 545854d, #1341).
- `tasks/os-stream-runtime-big-refactors.md` — os2-era brainstorm list
largely superseded or done differently; item 2 shipped via PR #1394.
- `tasks/realtime-pusher-efficiency.md` — targets the legacy OS1
realtime pusher, which no longer exists.
- `tasks/stream-processor-ergonomics.md` — targets the legacy hook-style
processor API, replaced by the class-based StreamProcessor model.

### Deleted: historical logs

- `apps/os/tasks/slack-google-auth-poc-implementation.md` — explicitly
an "Implementation Log" (`state: done`), not actionable work; shipped in
merged PR #1317.
- `apps/os/tasks/stream-processor-class-design-notes.md` — design notes
written alongside the class-based StreamProcessor migration, not a task.
- `apps/os/tasks/workspace-codemode-implementation-log.md` — `state:
done`, all 9 checkpoints ticked; the described work verifiably shipped
on main.

### Kept but flagged for maintainer judgment

- `tasks/cf-prd-orphaned-resources-cleanup.md`: Explicit not-in-scope
follow-ups (preview account 376ef7ed cleanup, Doppler os-legacy-backup
pruning) were never broken out into their own tasks; spin them out only
if still wanted.
- `tasks/codemode-capability-policy.md`: Still-unshipped, still-wanted
design work, but duplicates
`apps/os/tasks/codemode-capability-access-policy.md` and overlaps the
active itx capability-system design notes — maintainer should
consolidate into a single task.
- `tasks/complete/2026-05-22-os-captun-worker-test-tunnel.md`: apps/os
still depends on the unpublished pkg.pr.new/captun@14 build (the task's
stated stopgap); a published captun/worker release would be a separate
follow-up, not a reason to keep this file.
- `tasks/dead-code-and-docs-cleanup-audit.md`: Residual from this audit:
packages/iterate is still excluded from root build/typecheck/test
(`--filter '!iterate'`); if that CI gap matters, open a fresh small task
rather than keeping this stale inventory.
- `tasks/doppler-shared-and-os-secrets-audit.md`: Audit still unrun and
wanted, but needs a rewrite first: replace Clerk-key expectations with
iterateAuth, point AppConfig refs at `apps/os/src/config.ts` (`app.ts`
and `packages/shared/src/apps/config.ts` were deleted in PR #1411), and
refresh the 2026-05-18 baseline.
- `tasks/ignoreme-email-security.md`: If outbound email via Resend is
ever reintroduced in the rebuilt apps/os, recipient allowlisting should
be designed fresh against the itx/egress-secret-substitution layer, not
this OS1-era plan.
- `tasks/iterate-cli-distribution.md`: Live but ~90% of the file is
OpenCode architecture research notes, not actionable steps; npm
distribution already exists, so the remaining work (bun binary, brew,
install script) should be restated as concrete tasks or the research
trimmed.
- `tasks/os-auth-spurious-logout-refresh.md`: PR #1410 left one open
thread: a manual end-to-end "wait 5 minutes in prod" verification was
never done, and the claims-staleness force-refresh was consciously
skipped (≤30m propagation accepted) — file a new narrow task only if
either still matters.
- `tasks/os-deploy-time-jwks-fetch.md`: Code shipped in PR #1410; only
remaining action is deleting `ITERATE_AUTH_JWKS` from Doppler os
prd/preview (still present and shadowing the deploy-time fetch) — after
that, delete this task.
- `tasks/os-domain-capability-orpc-refactor-prd.md`: Sibling task
`os-domain-capability-orpc-refactor-design.md` (its dependsOn target) is
likely also completed and should be audited/deleted together.
- `tasks/os-project-do-projection-reconciliation.md`: Scope item "rename
IterateMcpServer to ProjectMcpServerConnection" is already done and
could be ticked off; the rest is unshipped and still relevant.
- `tasks/os-project-hostname-base-singular.md`: Scope file paths are
stale post-PR #1411 (`app.ts`→`src/config.ts`,
`sync-clerk-apps.ts`→`sync-auth-clients.ts`, `entry.workerd.ts` deleted,
routing files moved to `src/ingress/`); task itself is still valid.
- `tasks/os-project-route-authorization.md`: Still-wanted design work
(referenced by live project-ingress-architecture task), but needs
rewrite: Clerk OAuth and `ProjectMcpServerEntrypoint` references are
dead — MCP moved off project ingress (410 stub) and auth is now
apps/auth Principal-based.
- `tasks/os-stream-runtime-big-refactors.md`: Only surviving idea:
cosmetic no-compat rename of `events.iterate.com/...` event-type names
(events app is deleted); re-file as a small standalone task if still
wanted.
- `apps/os/tasks/codemode-capability-access-policy.md`: Live work, but
near-duplicates root-level `tasks/codemode-capability-policy.md` (same
PR #1294); keep this copy and consolidate/delete the root one.
- `apps/os/tasks/codemode-session-night-plan.md`: Open capability-scope
questions from this plan live on in
`codemode-capability-access-policy.md`; checkboxes are unticked but the
work shipped via PRs #1294/#1305/#1402.
- `apps/os/tasks/codemode-session-vertical-slice.md`: Last unchecked box
(generalize self-callable bindings) shipped as the loopback-binding
pattern used repo-wide; follow-on work lives in
`codemode-session-night-plan.md`.
- `apps/os/tasks/project-egress-and-secrets-architecture.md`: Design doc
whose first vertical slice shipped (egress + secret substitution MVP);
remaining secret-DO/policy/approval/OAuth design is still live but needs
grooming: drop completed PoC sections, update Clerk-scope terminology,
and reconcile with itx DECISIONS.md as the newer design-of-record for
egress wiring.
- `apps/os/tasks/project-egress-intercept-tunnel-latency.md`:
Still-relevant latency work, but file refs are stale (`entry.workerd.ts`
→ `src/worker.ts`; vendored `apps/os/src/lib/captun` removed for the
published captun package in #1361) and the benchmark numbers predate the
#1411 worker rebuild — re-benchmark before picking an option.
- `apps/os/tasks/project-ingress-architecture.md`: Live,
actively-maintained ingress reference (edited today in #1416), but needs
a refresh: Clerk auth sections, `Project.checkAccess`, and the
streams-upstream proxy model are superseded (auth worker, principal
claims, bundled project worker), and the 2026-05-05 status checklist is
partly outdated.
- `apps/os/tasks/stream-processor-class-migration-log.md`: Migration log
(merged today via #1402, which links to it as the canonical rationale) —
not an actionable task; contains unique I6-I8 forensics not in the PR
body, consider moving to docs/ alongside `tasks/migration-notes/` rather
than deleting.
- `apps/os/tasks/stream-subscriber-delivery-refactor.md`: Core design
shipped differently via the class-model cutover (#1401/#1402/#1394);
only live remainder is migrating `codemode.streamEvents`,
`StreamsCapability.stream()`, and project-mcp-server-connection off the
OS-internal NDJSON shim in `new-stream-runtime.ts` — consider replacing
this large draft with a small task for that.
- `apps/os/tasks/workspace-codemode-implementation-log.md`: Done
implementation log; only marginally unique note is the rationale that
plain method objects (not class instances) cross DO RPC, which is now
embodied in the shipped workspace DO code.
- `apps/os/tasks/migration-notes/`: Historical migration logs (not
tasks) committed with and cited by merged PR #1402 one day ago; contain
unique per-domain decisions plus the legacy-subscriber gap behind the
2026-06-10 prd Slack outage — maintainer should relocate to docs/ or
delete deliberately.

🤖 Generated with [Claude Code](https://claude.com/claude-code)

<!-- CURSOR_SUMMARY -->
---

> [!NOTE]
> **Low Risk**
> Documentation and task-file deletions only; no application runtime or
API behavior changes in the diff.
> 
> **Overview**
> **Aligns OS documentation with the current worker, auth, routing, and
itx reality**, and **removes a large set of completed or obsolete task
files** from `apps/os/tasks/` and `tasks/`.
> 
> The **README / AGENTS** and **`architecture-and-operations.md`**
rewrites drop Clerk-era and deleted-entrypoint references (`src/app.ts`,
`src/entry.workerd.ts`, `/org/:organizationSlug`) in favor of
**`src/worker.ts`**, **Iterate Auth**, **project-scoped routes**
(`/projects/...`, `/new-project`), **canonical MCP**
(`APP_CONFIG_MCP__BASE_URL`, auth-worker OAuth), **itx** endpoints, and
**`sync-auth-clients.ts`**. Deploy docs now distinguish ambient **`pnpm
cf:deploy`** from production **`pnpm deploy`**. E2E docs point at
**`pnpm e2e`** and **`pnpm e2e:itx`** instead of removed capnweb vitest
configs.
> 
> **Cap'n Web tombstones** in `iterate-context*.md` redirect readers to
**itx** (`src/itx/`, `itx-spec.md`). Research notes get **historical**
headers; **itx-spec** notes merged status on main and documents that
**`connectItx` is one-shot** (no §6.3 reconnect loop). **itx README /
`Stubify`** docs are corrected: typed caps use **`itx.cap("name") as
Stubify<...>`**, not declaration merging.
> 
> **CONTEXT.md** fixes the example that claimed org UI lived under
`/org/...`. **headless-local-debugging** uses **`/new-project`**.
> 
> **Task grooming** deletes many markdown tasks whose work is done,
superseded (itx, auth worker), or OS1-dead — including codemode
vertical-slice plans, domain oRPC refactor design, egress MVP, Slack
processor unwind, and similar inventory items.
> 
> <sup>Reviewed by [Cursor Bugbot](https://cursor.com/bugbot) for commit
a4f093f. Bugbot is set up for automated
code reviews on this repo. Configure
[here](https://www.cursor.com/dashboard/bugbot).</sup>
<!-- /CURSOR_SUMMARY -->

<!-- CLOUDFLARE_PREVIEW -->
## Environment Config Lease
<!-- CLOUDFLARE_PREVIEW_STATE -->
<!--
{
  "apps": {
    "os": {
      "appDisplayName": "OS",
      "appSlug": "os",
      "status": "deployed",
      "updatedAt": "2026-06-10T12:23:34.040Z",
      "headSha": "a4f093f29684fc65b851dbf53847ccd85ddf8ffc",
      "message": null,
      "publicUrl": "https://os.iterate-preview-5.com",
"runUrl": "https://github.com/iterate/iterate/actions/runs/27275677688",
      "shortSha": "a4f093f"
    }
  },
  "environmentConfigLease": {
    "dopplerConfig": "preview_5",
    "leasedUntil": 1781097591555,
    "leaseId": "36e57584-6cc7-4024-a027-103a3cb0b29b",
    "slug": "preview-5",
    "type": "environment-config-lease"
  }
}
-->
<!-- /CLOUDFLARE_PREVIEW_STATE -->
Lease: `preview-5`
Doppler config: `preview_5`
Type: `environment-config-lease`
Leased until: 2026-06-10T13:19:51.555Z

### OS
Status: deployed
Commit: `a4f093f`
Preview: https://os.iterate-preview-5.com
[Workflow
run](https://github.com/iterate/iterate/actions/runs/27275677688)
Updated: 2026-06-10T12:23:34.040Z
<!-- /CLOUDFLARE_PREVIEW -->

---------

Co-authored-by: Claude Fable 5 <noreply@anthropic.com>
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