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Add codemode system: kernel, oRPC endpoints, and MCP run_code tool#1294

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Add codemode system: kernel, oRPC endpoints, and MCP run_code tool#1294
jonastemplestein merged 76 commits into
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immense-camp

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@jonastemplestein jonastemplestein commented Apr 28, 2026

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Preview Environments

Agents

Status: deployed
Commit: a0366eb
Preview: https://agents-preview-1.iterate-dev-stg.workers.dev
Environment: agents-preview-1
Config: preview_1
Stage: preview_1
Leased until: 2026-04-30T19:25:21.413Z
Workflow run
Updated: 2026-04-30T18:26:59.611Z

Codemode

Status: cleanup failed
Commit: a0366eb
Preview: https://codemode-preview-1.iterate-dev-stg.workers.dev
Environment: codemode-preview-1
Config: preview_1
Stage: preview_1
Leased until: 2026-04-30T19:25:26.701Z
Summary: MALFORMED_ORPC_ERROR_RESPONSE
Workflow run
Updated: 2026-04-30T19:57:08.707Z

Failure details
MALFORMED_ORPC_ERROR_RESPONSE

Events

Status: cleanup failed
Commit: 970d594
Preview: https://events-preview-1.iterate.com
Environment: events-preview-1
Config: preview_1
Stage: preview_1
Leased until: 2026-04-30T19:42:21.317Z
Summary: MALFORMED_ORPC_ERROR_RESPONSE
Workflow run
Updated: 2026-04-30T19:57:23.846Z

Failure details
MALFORMED_ORPC_ERROR_RESPONSE

Example

Status: cleanup failed
Commit: a0366eb
Preview: https://example-preview-1.iterate-dev-stg.workers.dev
Environment: example-preview-1
Config: preview_1
Stage: preview_1
Leased until: 2026-04-30T19:25:35.669Z
Summary: MALFORMED_ORPC_ERROR_RESPONSE
Workflow run
Updated: 2026-04-30T19:57:07.636Z

Failure details
MALFORMED_ORPC_ERROR_RESPONSE

Ingress Proxy

Status: released
Commit: e581ceb
Preview: https://ingress-proxy-preview-1.iterate-dev-stg.workers.dev
Summary: Semaphore lease was already gone.
Workflow run
Updated: 2026-04-30T19:56:51.156Z

OS

Status: cleanup failed
Commit: e581ceb
Preview: https://os2.iterate-preview-10.com
Projects: https://project.iterate-preview-10.app
Environment: os2-preview-10
Config: preview_10
Stage: preview_10
Leased until: 2026-04-30T19:06:58.044Z
Summary: MALFORMED_ORPC_ERROR_RESPONSE
Workflow run
Updated: 2026-04-30T19:57:23.008Z

Failure details
MALFORMED_ORPC_ERROR_RESPONSE

Semaphore

Status: cleanup failed
Commit: a0366eb
Preview: https://semaphore-preview-1.iterate-dev-stg.workers.dev
Environment: semaphore-preview-1
Config: preview_1
Stage: preview_1
Leased until: 2026-04-30T19:25:26.821Z
Summary: MALFORMED_ORPC_ERROR_RESPONSE
Workflow run
Updated: 2026-04-30T19:57:00.868Z

Failure details
MALFORMED_ORPC_ERROR_RESPONSE

Note

High Risk
High risk due to new Clerk-based authentication/authorization paths, new Durable Object runtime wiring, and D1 schema migrations that change project ownership semantics and add new tables. Also renames the deployment stage from stg to preview across CI/Doppler, which can break deploys if configs/routes aren’t aligned.

Overview
Adds the OS2 codemode system end-to-end: expands os2-contract with new codemode.* routes (start execution, stream events, describe providers) plus project lookup/preset CRUD, and introduces shared helpers to consistently initialize and address the CodemodeSession Durable Object.

Updates apps/os2 to use Clerk auth with required active organizations, wire new DO workers (CodemodeSession, inbound IterateMcpServer, McpClientBridge), add project-host/MCP routing support, and add preview/e2e smoke coverage (including a non-auth preview smoke for MCP OAuth discovery).

Refactors multiple apps (agents, codemode, events, example, ingress-proxy, os2) to the shared initAlchemy/IterateApp deployment wrapper, and standardizes environment naming by replacing stg with preview across docs, Doppler/CI workflow inputs, and OS deploy checks (including updated FLY_DEFAULT_IMAGE promotion targets and the OS logo stage handling).

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jonastemplestein and others added 3 commits April 28, 2026 22:27
…ironment

Extract common alchemy.run.ts boilerplate into reusable helpers:
- `initAlchemy(manifest, configSchema, env)` — env parsing, config loading, state store
- `IterateApp(ctx, props)` — TanStackStart + route derivation + DNS + dev tunnel
- `startCloudflared(opts)` — cloudflared process management

All 7 apps (os2, events, semaphore, example, agents, codemode, ingress-proxy)
converted from ~130 lines of boilerplate to ~30-50 lines of pure app-specific
resource declarations.

os2 dev environment:
- Cloudflare Tunnel routes os.iterate-dev-jonas.com + *.iterate-dev-jonas.app
  to the local vite dev server
- Tunnel auto-created when APP_CONFIG_BASE_URL points to a real domain
- Preview environments use paired .com/.app zones (iterate-preview-N.com/app)
- Domain config derived from AppConfig (baseUrl + projectHostnameBases)

Other changes:
- Add `baseUrl` to BaseAppConfig (all apps inherit it)
- Remove pirateSecret from os2
- Add projectSubdomainUrl to preview state schema
- Update preview URL derivation for os2 paired domains
- Set Doppler APP_CONFIG_BASE_URL for all apps' stg_1-10 preview configs
- Document the environment model in docs/os2-environments.md

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
Codemode system for os2: execute user code in isolated dynamic worker
sandboxes with pluggable tool providers, streaming event-sourced results.

Kernel (packages/shared/src/codemode/):
- CodemodeExecutor: runs code via WorkerLoader with string[] paths
- ToolDispatcher + LogDispatcher: RpcTargets for tool calls and log streaming
- Code normalization, type generation, path validation
- CallableToolProvider Zod schema + CodemodeEvent discriminated union
- 66 tests (48 unit + 18 workerd integration)

oRPC endpoints (apps/os2):
- codemode.execute: streaming eventIterator yielding typed events
- codemode.describe: fetch type descriptions from providers
- LOADER binding added to os2 worker

MCP server:
- run_code tool on IterateMcpServer DO (uses own LOADER binding)
- Executes code directly in sandbox, returns result + logs

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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- Inline ToolProviderDescription into ToolProvider interface
- Import CallableToolProvider + CodemodeEvent in contract from shared (no duplication)
- Unexport individual event schemas (only CodemodeEvent union is public)
- Simplify resolve.ts (remove NO_TYPES_DESCRIPTION constant)

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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jonastemplestein and others added 3 commits April 28, 2026 22:57
Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
Tests run against OS2_BASE_URL (dev or preview deployment).
Covers: execute streaming, log events, blockId generation,
error handling, and describe endpoint.

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
Router (codemode.ts):
- Remove dead generateCallId, unused imports
- Add signal.aborted checks before each yield phase
- Move helper to bottom of file
- Remove unnecessary type cast on yield

MCP server (iterate-mcp-server.ts):
- Type env properly via McpAgent<McpServerEnv> generic
- Remove unused imports and dead toolCalls code
- Add docstring explaining the DO and its tools

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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jonastemplestein and others added 3 commits April 29, 2026 07:18
UI (apps/os2/src/routes/_app/codemode.tsx):
- Code textarea + Run button with streaming event display
- WebSocket transport for eventIterator consumption
- Color-coded event log with status indicator
- Result card with error/success styling

Tests ported from @cloudflare/codemode + new:
- type-tree.test.ts: insertDecl, emitDeclTree, nested paths
- json-schema-types.test.ts: all type conversions ($ref, anyOf, etc.)
- resolve.test.ts: resolveCallableToolProvider with mock callables
- utils.test.ts: expanded with toPascalCase, escapeStringLiteral, escapeJsDoc

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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Includes:
- claude mcp add --transport http for temporary MCP testing
- claude -p with --allowedTools for non-interactive MCP tool calls
- curl examples for oRPC OpenAPI and raw MCP protocol
- UI testing instructions

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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Shows inline --mcp-config for Claude CLI one-liner testing,
persistent project-scoped setup, and curl examples.

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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rpc-targets/openapi-bridge.ts:
- WorkerEntrypoint with props { specUrl, baseUrl }
- execute(path, payload): resolves operationId, builds URL, makes HTTP call
- describe(): parses spec, returns TypeScript declarations

rpc-targets/create-provider.ts:
- createOpenApiProvider(): constructs a CallableToolProvider descriptor
  pointing at OpenApiBridge via loopback-binding with props

Re-exported from entry.workerd.ts so loopback bindings resolve from ctx.exports.

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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rpc-targets/mcp-client-bridge.ts:
- DurableObject that connects to a remote MCP server as a client
- Caches tool list, reuses connection across requests
- DO name IS the server URL (stable identity per remote server)
- execute(input): routes path[0] as tool name to client.callTool()
- describe(): generates TypeScript declarations from cached tool list
- createMcpClientProvider(): builds CallableToolProvider descriptor

rpc-targets/openapi-bridge.ts:
- Moved createOpenApiProvider() into this file (was separate file)

MCP_CLIENT_BRIDGE DurableObjectNamespace binding added to main worker.
Both bridges re-exported from entry.workerd.ts for loopback resolution.

MCP client SDK reference:
https://modelcontextprotocol.io/docs/concepts/transports#streamable-http

Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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Replace the two-callable tool provider descriptor shape with a single callable field. Provider descriptions now flow through the reserved provider-relative __describe tool function, so OpenAPI, MCP, self-callable descriptors, session dispatch, oRPC describe, and tests all use the same execution path.

Also restore ingress-proxy WORKER_ROUTES as extra IterateApp route hostnames to address the open PR review comment about wildcard route creation.
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Cursor Bugbot has reviewed your changes and found 2 potential issues.

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 d65c455. Configure here.

for await (const event of stream) {
yield event;
}
}),

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Events app adds unnecessary wildcard route for its base URL

Medium Severity

The projectRouteHostnamesForBaseUrl function in apps/events/alchemy.run.ts creates a *.${hostname} wildcard route from the events app's own baseUrl (e.g., *.events-preview-1.iterate.com). Unlike OS2, the events app does not serve project subdomains — it handles project streams via URL paths, not subdomains. This wildcard route will claim all subdomains of the events hostname in Cloudflare, potentially capturing stray traffic or conflicting with other services on that zone.

Additional Locations (1)
Fix in Cursor Fix in Web

Reviewed by Cursor Bugbot for commit d65c455. Configure here.

config: {
burstCapacity: 500,
refillRatePerMinute: 500,
},

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Misplaced config nesting in circuit breaker test expectation

Medium Severity

The added config property is indented at 6 spaces while its sibling properties (paused, pauseReason, pausedAt, availableTokens, lastRefillAtMs) inside "circuit-breaker" are at 8 spaces. JavaScript ignores indentation, so config actually ends up inside the "circuit-breaker" object, but the indentation strongly suggests the developer intended it as a sibling at the parent level. If the runtime actually places config at the top level of the processors object, this test will fail with a property mismatch.

Fix in Cursor Fix in Web

Reviewed by Cursor Bugbot for commit d65c455. Configure here.

@jonastemplestein jonastemplestein merged commit 98ee148 into main Apr 30, 2026
26 of 28 checks passed
@jonastemplestein jonastemplestein deleted the immense-camp branch April 30, 2026 19:55

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Devin Review found 1 new potential issue.

View 40 additional findings in Devin Review.

Open in Devin Review

Comment on lines +367 to +369
function isBrowserMcpInstructionsRequest(request: Request) {
return request.method === "GET" && request.headers.get("accept")?.includes("text/html");
}

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🟡 MCP browser detection dropped the SSE Accept header exclusion guard

The rewritten isBrowserMcpInstructionsRequest at apps/os2/src/entry.workerd.ts:367-368 only checks for text/html in the Accept header, but the old isBrowserMcpRequest function (deleted in this PR) also excluded requests containing text/event-stream. An MCP client that sends Accept: text/html, text/event-stream (which is a valid Accept value for SSE-based Streamable HTTP GET connections) would incorrectly receive the HTML instructions page instead of reaching the MCP authentication challenge and handler. The old code at apps/os2/src/entry.workerd.ts:62-66 (LEFT side) explicitly handled this with accept.includes("text/html") && !accept.includes("text/event-stream").

Suggested change
function isBrowserMcpInstructionsRequest(request: Request) {
return request.method === "GET" && request.headers.get("accept")?.includes("text/html");
}
function isBrowserMcpInstructionsRequest(request: Request) {
if (request.method !== "GET") return false;
const accept = request.headers.get("accept") ?? "";
return accept.includes("text/html") && !accept.includes("text/event-stream");
}
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@jonastemplestein jonastemplestein mentioned this pull request Apr 30, 2026
5 tasks
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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