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Nicky LeachandClaude Opus 5.5 11ac90e31f fix(build): typecheck server/src/__tests__ and fix every type error (#18739) 
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work
> - The server has about 1,100 test and helper files in
`server/src/__tests__`
> - `server/tsconfig.json` excludes that directory, Vitest does not
check types, and no script runs the tsconfig in that directory
> - So a test can call a function with the wrong arguments and still
pass, and no tool reports it
> - This gap hid 2,168 real type errors, and some of them hid tests that
did not test what they claim
> - This pull request fixes all of these errors and adds the directory
to the server layers from paperclipai/paperclip#18737
> - The benefit is that a type error in a server test now fails the
typecheck, with no baseline and no backlog

## Linked Issues or Issue Description

Refs paperclipai/paperclip#18737, which is merged and added the server
layers. Refs paperclipai/paperclip#18738, which is merged and checks the
test projects outside `pnpm -r`, so it is not a duplicate. Refs
paperclipai/paperclip#18137, which records that this directory has no
check.

**What happened?**

No tool checked the types of 1,074 of the 1,101 files in
`server/src/__tests__`. I searched `package.json`, the workflows, and
all tsconfig files. 27 files are in the program of another tsconfig, and
these 27 have 0 errors. 11 of the 27 are in
`helpers/maintenance/tsconfig.json`. No script ran that project when I
measured this. paperclipai/paperclip#18738 now runs it.

**Expected behavior**

The server typecheck checks these files, and a type error fails the
check.

**Steps to reproduce**

1. On the base commit, run `tsc -p server/src/__tests__/tsconfig.json
--noEmit`. It reports 6,536 errors and needs 12.3 GiB.
2. Add a type error to any file in `server/src/__tests__`.
3. Run `pnpm --filter @paperclipai/server typecheck`. It passes.

**Paperclip version or commit**

I measured the error breakdown below on commit `8dfd632452`, with
TypeScript 7.0.2. The branch now includes master up to
paperclipai/paperclip#18865.

**Deployment mode**

Not applicable. This issue applies to development and CI. No production
source file in the server changes.

### Error breakdown

Each row adds one change to the row above.

| Step | Total errors | Change | Cause |
| --- | --- | --- | --- |
| Config as committed | 6,536 | | |
| Add `src/types/*.d.ts` | 4,447 | -2,089 | Config. The Express request
types were missing. |
| Set `rootDir` to the repository root | 2,436 | -2,011 | Config. |
| Set `allowImportingTsExtensions` | 2,181 | -255 | Config. Vitest
accepts `.ts` imports. |
| Add `ES2024.Promise` to `lib` | 2,138 | -43 | Config. Node 24 has
`Promise.withResolvers`. |
| Set `allowJs` for `.mjs` imports | 2,148 | +10 | Config. It removes 8
`TS7016` errors and shows new real errors. |
| Set `declaration` to false | 2,142 | -6 | Config. Tests emit nothing.
|
| Count only files in `server/src` | 2,058 | -84 | Other packages: 53
Daytona, 29 Runner test, 2 UI. |

So 4,478 of the 6,536 errors (69%) came from config or scope, and 2,058
are real type errors in 314 files. The 29 Runner test errors are also
real, which gives 2,087 errors. Tests that master added after this
measurement had 81 more errors, so this pull request fixes 2,168 errors.

This table classifies the first 2,058 errors.

| Kind of real error | Errors |
| --- | --- |
| Wrong argument or assignment type | 1,023 |
| Stale or partial fixture objects | 525 |
| Property that the type does not have | 317 |
| Missing narrowing of null or unknown | 101 |
| Implicit any | 60 |
| Missing name or module | 16 |
| Other | 16 |

### What the type errors hid

Most errors were stale fixtures and loose mocks. These errors hid real
test problems, and this pull request fixes them:

- **A test that never ran.** `instrumentation.test.ts` required
`sdk-trace-base`, which is not installed. So 3 span tests were skipped.
They now run and pass.
- **Assertions that could not fail.**
- `issue-thread-interactions-service` used a company ID as an issue ID.
- `status-card-evaluation-work` compared `[]` with `[]` in a rollback
check.
- `slack-conversation-lifecycle` read `item.issueId`, which does not
exist.
  - `email-channels` used a permission key that does not exist.
- `heartbeat-project-env` imported `LOW_TRUST_REVIEW_PRESET`, which is
not exported. The value was undefined.
- **Postgres processes that did not stop.** 11 test files called `stop`
on the test database helper. That method does not exist, and the helper
method is `cleanup`.
- **Arguments that the service ignored.**
- `methodKey` is now `connectionMethodKey` in the Daytona, Unikraft,
1Password, and Railway tests.
- 108 calls passed `"owner-user"` to a parameter that expects an options
object.
- 9 chat wizard fixtures passed `managementContext` as `source`, so they
ran `existing_app` and not `manifest`.
  - 2 tests passed a `{ userId }` actor that the function ignores.
- Inserts into `environments` passed a `companyId` column that the table
does not have.
- **Problems in tests that master added during this work.**
- `sandbox-creation-operations` read `database.connectionString` when an
external test database was set. In that mode `database` is undefined, so
the fixture would stop with a TypeError. It now uses the external URL.
- `idle-completed-history` set a Dot operation to `dispatched`. That is
a Muse status, and the Dot type does not have it. The fixture now uses
`admitted`, which is a real in-flight Dot status.

### Possible product problems, not changed

These may be real problems in production code or types. I did not change
them, because this pull request does not change production behavior:

- `decisions-service` `service.create` does not validate the lenient
`cancel_issue_tree` input.
- `createConnection` ignores `input.connectionPurpose`.
- The `createConnection` route schema default stores `{}` for
`transportConfig`.
- `prepareManagedAiRuntime` accepted the invalid value `mode:
"connection"`.
- `createBinding` accepts invalid `projectionClass` strings outside
class 3.
- `ensureManagedProjectWorkspace` forwards an untyped `repoRef` by
spread.
- `routineVariableSchema.label` is optional, but `RoutineVariable.label`
is required.
- `ToolRunContext.projectId` may be too strict.
- `withdrawInteraction` reads `issue.status`, which its type omits.
- `issueService.list` and `reconcileNativeFinalizations` omit fields
that they return at runtime.
- `createGitHubExternalObjectProvider` handles `tokenProvider: null`,
but its type forbids this value.

## What Changed

- Fixed the 2,168 type errors. The diff changes 322 test and helper
files.
- Corrected `server/src/__tests__/tsconfig.json`. Editors and the
typecheck now read the same options and report the same errors.
- Added three `test-tree` layers to
`server/scripts/typecheck-layers.mjs`. They read the server layers as
declarations, and any error fails them. A hash of the path selects the
shard, so a new file does not move other files.
- Added `server/scripts/typecheck-stubs/daytona-sdk.d.ts`. Server tests
reach Daytona plugin source, and the root install does not have
`@daytonaio/sdk`.
- Changed two imports in `ui/src/lib/issue-execution-policy.ts` to use
`.js` extensions, because server tests import this file.
- Made `declarationsConfig` and `--declarations-only` skip the
`test-tree` layers, because these layers emit nothing. Other projects
read only the source layers. Added a test for this.
- Updated `doc/DEVELOPING.md`.

## Verification

Run these commands:

```sh
pnpm --filter @paperclipai/server typecheck
pnpm exec vitest run server/scripts/typecheck-layers.test.mjs
```

Results on macOS (arm64), Node 24, 16 cores. Each check ran after the
merge of paperclipai/paperclip#18738 unless the row says otherwise:

| Check | Commit | Result |
| --- | --- | --- |
| Server typecheck, `PAPERCLIP_TYPECHECK_LOW_MEMORY=1`, all 7 layers |
`6e45a08573` | Exit 0, 0 errors, 62 seconds, peak 3.52 GiB |
| `node scripts/typecheck-test-projects.mjs --low-memory` | `a3306bd13e`
| Exit 0, 0 errors, 42 seconds, peak 3.25 GiB |
| The same script with `--reuse-declarations` | `1b878aabc0` | Exit 0, 0
errors |
| `typecheck-layers.test.mjs` and `live-recovery-work.test.ts` |
`01db5634e4` | 90 passed. These include real compiler runs for a pass, a
type error, and an invalid tsconfig. |
| `tsconfig.declarations.json` after a full server typecheck |
`0fb1e4fb0a` | It references only `below`, `cycle`, and `above`. No
generated config names a `tsconfig.layers.json` file. |
| Owned runtime test in `idle-completed-history` | `e8f2f448ac` |
Passed, with the fix that master later replaced |
| `idle-incoming-wake`, `plugin-idle-manager`, and the changed
`chat-channels` test | `6e45a08573` | 30 passed |
| Runner `native-execution.test.ts` | `eab4dcc1f4` | 114 passed |
| The 19 server test files that changed since `eab4dcc1f4`, and
`typecheck-layers.test.mjs` | `259737b700` | 4,275 of 4,277 passed. The
2 failures are in `chat-channels` and are in the list of 7 below. |

The peak is the largest single process, from `/usr/bin/time -l`. Peaks
for the server typecheck were between 3.42 GiB and 3.56 GiB across 8
runs. Peaks for the test projects were 3.25 GiB and 3.37 GiB across 2
runs. I did not measure a cgroup.

**Runtime check of the fixes.** Types do not prove that a test still
works. So I ran all 309 changed server test files, 11,929 tests, before
the rebase onto paperclipai/paperclip#18737:

| Result | Tests | Detail |
| --- | --- | --- |
| Passed | 11,913 | Includes the 2 tests and the 54 `dot-runner` tests
that passed in a later run, as described below. |
| Failed | 7 | The same 7 tests also fail on the commit before the
fixes. |
| Skipped | 9 | These tests have their own skip conditions: `sentry` 5,
and 1 each in `bundled-plugin-registration`, `customer-success-cloud`,
`onepassword-connection`, and `workspace-runtime-https-live-exercise`. |

The 7 tests that fail with and without this change, on my machine:

- 3 tests in `chat-channels` and `email-channels` stop with `ENOENT` on
a `SKILL.md` file. The path is in the parent checkout, above the git
worktree that I used, so I expect that the worktree is the cause. I did
not prove this.
- `workspace-instance-cleanup` compares `/private/var/...` with
`/var/...`. This is a macOS symlink difference.
- 2 tests in `git-reproducible-managed-checkouts` get
`unknown_base_git_files` and expect `unpushed_managed_checkout`. I did
not find the cause.
- 1 more test in `chat-channels`, `materializes direct external-chat
finals once`, gets `undefined`. I did not find the cause.

CI is the check for these 7 tests. `ci / verify` passed on `eab4dcc1f4`.

Failures during this work:

- My fix to `agent-runtime-connector-access` changed an invalid
permission key in the setup, but not in the assertion. The runtime check
found this. I corrected the assertion, and the file passes.
- `heartbeat-plugin-environment` failed one wait in the full run. It
passed three times alone, so I think that load caused the failure. It
can fail again under load.
- `dot-runner` skipped all 54 tests in the full run because `cargo` was
not on my `PATH`. It then passed 54 of 54 with the toolchain on the
`PATH`.
- My first `lib` value removed the default DOM types, and the error
count went up by 375. I added the DOM libraries.
- My Daytona stub with bare `any` left 48 errors, because generic
helpers then inferred `unknown`. I added shapes that return promises.
- One fix to `agent-secrets-routes` used `class_3_static_lease`, and the
test failed. That class allows only specific paths. I reverted to
`unclassified`.
- `ci / General tests (server (8/12))` failed on `259737b700` because of
the flaky port in `idle-completed-history`. paperclipai/paperclip#18853
fixed this test on master, so this pull request keeps that fix.

**Audit of the diff.** I counted these patterns in added and removed
lines, to find fixes that only hide an error:

| Pattern | Added | Removed |
| --- | --- | --- |
| `@ts-ignore` | 0 | 0 |
| `@ts-expect-error` | 0 | 1 |
| `.skip` | 0 | 0 |
| `as any` | 9 | 9 |
| `: any` | 11 | 2 |
| `as never` | 8 | 2 |
| `as unknown as` | 35 | 4 |
| `Promise<unknown>` | 16 | 5 |
| `expect(` | 128 | 113 |

No hunk removes more `expect(` calls than it adds. Three removals of
test content were intentional, and I checked each one:

- `muse-control` removed `signalToken`. Line 1012 already asserts that
it is absent.
- `merged-pr-confirmation-sweep` removed legacy aliases. Other tests
cover them.
- `heartbeat-workspace-branch-containment` removed a `finalize` branch
that no test row can reach.

Some partial fixtures stay unchecked through `as unknown as` and
`Promise<unknown>`, mostly in `issue-agent-mutation-ownership-routes`
and `issue-comment-reopen-routes`.

**Accuracy of the check.** One program over the tree and the three
shards reported the same errors at the same positions. Memory, as the
peak of the largest process on one thread, was 3.93 GiB for one program
and 2.43 GiB for the largest shard. I measured these two values before
the fixes.

Not run or not proven:

- I did not run the full `pnpm test:run`, or a root `pnpm build`. I
expect CI to run the full suites.
- I did not run the 4 GiB container check, or the full
`scripts/typecheck-low-memory.mjs`. The peaks above come from macOS, so
they are not a Linux cgroup measurement.
- I did not run the UI typecheck after the merges.
- `workspace-runtime-https-live-exercise` is skipped, so its `cleanup`
fix did not run.

## Risks

- **A large diff in test files.** 328 files change. A pull request that
edits the same tests can get merge conflicts. New tests on master can
also add type errors before this merges. Any such error fails this check
and needs a fix here.
- **A higher cost for changes to source types.** A change to a type can
add errors in test files that the author did not touch. The author must
then fix them. This is the purpose of the check, but it is new work.
- **Changed test behavior.** Some tests now run paths that they did not
run before, such as the 9 chat wizard fixtures and the 3 span tests.
They pass here, but they can be more sensitive to timing or to the
environment.
- **The Daytona stub can go stale.** The stub is written by hand. If the
plugin uses a new SDK member, the typecheck reports an error until
someone updates the stub.
- **The release path.** `release-verify.yml` and `scripts/release.sh`
run `pnpm -r typecheck`, so they now run this check.
- **The tsconfig change.** The test transform reads
`server/src/__tests__/tsconfig.json`. The options that I changed are for
type checks, and the runs above passed.
- **A gap that remains.** Tsconfigs in `packages/paperclip-runner` and
in most sandbox provider plugins exclude `*.test.ts`. This check does
not read most of those test files, so they can still drift. That work is
separate from this pull request.

> For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and
discuss it in `#dev` before opening the PR. Feature PRs that overlap
with planned core work may need to be redirected — check the roadmap
first. See `CONTRIBUTING.md`.

## Model Used

Anthropic Claude Opus 5.5 (`claude-opus-5-5`) through Claude Code, with
reasoning, tool use, code execution, and subagents. The runtime does not
show the context window size.

## Checklist

- [x] I have included a thinking path that traces from project context
to this change
- [x] I have specified the model used (with version and capability
details)
- [x] I have checked ROADMAP.md and confirmed this PR does not duplicate
planned core work
- [x] I have searched GitHub for duplicate or related PRs and linked
them above
- [x] I have either (a) linked existing issues with `Fixes: #` / `Closes
#` / `Refs #` OR (b) described the issue in-PR following the relevant
issue template
- [x] I have not referenced internal/instance-local Paperclip issues or
links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip`
URLs)
- [x] My branch name describes the change (e.g. `docs/...`, `fix/...`)
and contains no internal Paperclip ticket id or instance-derived details
- [ ] I have run tests locally and they pass (7 tests fail locally, with
and without this change. See Verification.)
- [x] I have added or updated tests where applicable
- [x] I have updated relevant documentation to reflect my changes
- [x] I have considered and documented any risks above
- [ ] All Paperclip CI gates are green
- [ ] Greptile is 5/5 with no open P2s, recommendations, or follow-ups
- [x] I will address all Greptile and reviewer comments before
requesting merge

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

---------

Co-authored-by: Claude Opus 5.5 <noreply@anthropic.com>
 2026-11-03 15:27:38 -08:00
DottaandPaperclip 8ff812cdde feat(chat): deliver proactive task messages to agent chats (#18374) 
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work.
> - Agent Chat gives each person a persistent conversation with each
agent.
> - Tasks and routines produce results outside that conversation.
> - Those runs need a safe way to bring a requested result back to the
person.
> - The server must select the agent's own chat and check the source
task's access rules.
> - This pull request adds proactive chat messages and unread
indicators.
> - People can see the result, open its source task, and reply in the
same chat.

## Linked Issues or Issue Description

**Subsystem affected**

Server, native runner tools, shared contracts, database, and UI.

**Problem or motivation**

An agent can report progress on a task or comment on an authorized task.
It cannot send a routine result to its own standing chat with the
responsible person. A morning review routine therefore cannot leave a
visible digest in that person's chat.

**Proposed solution**

Add `send_chat_message({body, idempotencyKey})` and `POST
/api/agents/me/chat/messages`. The server selects the company, agent,
and responsible person from the active run. It saves an attributed
comment and audit record in one transaction. The chat shows a
source-task link and per-person unread state.

**Alternatives considered**

A destination parameter on a generic comment tool would expose
unnecessary routing authority. A new delivery worker would add another
durable delivery path. This change uses a dedicated tool and the
existing comment and live-event paths.

**Roadmap alignment**

This extends the experimental Agent Chat capability in `ROADMAP.md`. The
existing `enableAgentChat` setting controls it. Related public work:
Refs #13282, Refs #13283, and Refs #14408. Searches for proactive chat
and unread chat found no duplicate PR.

## What Changed

- Add a focused messaging service shared by the native tool and HTTP
route. It checks current run ownership, execution mode, recipient
membership, task access, and task privacy.
- Reuse the canonical company/agent/person conversation. Save the
comment and audit record together. Keep task completion and chat
execution separate from delivery.
- Add source-task provenance and source-scoped retry keys. Identical
retries return the saved receipt. Changed content returns a conflict.
- Enforce the conversation's fixed agent at the shared comment-write
boundary. Keep normal reply cancellation and session checks.
- Add chat unread state, accessible agent dots, aggregate Chat
indicators, and visible-message read cutoffs. Refresh through existing
live events.
- Add the request-key constraint, native tool contracts, documentation,
capability maps, stories, and regression coverage.

## Verification

- Local delivery/security proof: all 38 proactive-message cases pass.
Eight credential-scope regressions and four quota regressions fail
against the prior source. The repaired delivery and canonical
cross-issue cap suites pass all 49 cases; all 31 OpenAPI tests, server
typecheck, and capability-map checks pass. The shared per-run cap covers
native and HTTP sends, mixed ordinary mutations, concurrent last-slot
contention, and retry/recovery without double charging.
- Credential tests preserve the authenticated person and authorizer;
reject bridge/test credentials and persisted skill-test runs after
task-mode changes; and recheck API-key revocation, scope, and
responsible person after destination locking. The earlier
delivery/native-authority suites passed all 74 cases before the four
quota additions.
- Four PostgreSQL contention cases cover native and HTTP sends plus
retries during a native chat mutation. All four deadlock against the
earlier source and pass with destination-before-source/run locking.
Recovery and human-reply delivery enqueue only the human comment; a
proactive digest never wakes the chat agent.
- Passed 108 companion conversation, native-authority, and OpenAPI
tests; 112 runner catalog/workflow-report tests; 47 completion-delivery
tests; and 25 project-handoff tests. Focused runner tests cover native
tool availability without generic API tools.
- All 327 affected UI tests, UI typecheck, token gates, and catalog
checks pass. The read hook retries at most three times, respects server
retry delay, coalesces only seen cutoffs, recovers on reconnect, and
cancels on scope changes.
- Real browser journeys with a deterministic process agent verify
routine-to-chat delivery, first-chat creation, unread state across
reload, the source link, secondary chat navigation, and a follow-up
reply referring to the digest. This does not qualify live GitHub
retrieval or model output quality.
- The Storybook showcase uses production components with deterministic
network fixtures. Rendered interactions pass for the landing, ordinary
read success, transient read recovery, and persistent failure after
bounded retries. Both Chat navigation variants update from two unread
chats to one while only Kodi's dot clears. Mobile and light variants
were reviewed. The existing Coordinator Recents label contrast finding
is unchanged; no Linux visual baseline archive exists.
- Current master's independent sandbox migration retains 0418.
Regenerated the feature migration as 0419 from the combined schema and
retained exactly the newest five snapshots; numbering/safety, replay,
and schema-drift checks pass.
- Workspace typecheck and build passed before PR preparation; canonical
server/UI typechecks passed again on the combined tree. Migration
`0419_slippery_impossible_man.sql` passes safety and schema drift checks
on disposable PostgreSQL, including interrupted index repair, concurrent
migrators, one-time owner read-state backfill, preserved receipts, and
two SQL replays. A default five-second local snapshot comparison timed
out; a diagnostic 30-second run passed without drift.
- Earlier failures are retained in the record: full local `pnpm
test:run` and broad shards encountered embedded-PostgreSQL startup,
timing, and provider-recovery failures. Thirteen selected
external-channel cases pass in isolation on the original and changed
sources; an unordered comment-row assertion now explicitly orders both
reads. The earlier route registry, native tool count, runner catalog,
and accessible Chat badge-name failures were fixed and passed full
remote CI on `920b3bb7db`.
- Repeated managed-skill server8 failures came from CI's newer synthetic
merge: its Cloud guard correctly rejected the old local-disk fixture.
Master independently repaired the fixture in #18385; this branch keeps
that repair unchanged. All 57 managed-skill and Cloud prerequisite cases
pass on the combined tree, and that fixture has no remaining PR diff.
- Current reviewed head `dc16f314739a6d977bed21cb1446d0e80a541578`:
Greptile 5/5 with no findings, Superagent security assessment passed,
advisory Paperclip Review 5/5 with no findings, and zero open review
threads. All 55 current-head check runs pass, with five expected skips
and the advisory review neutral at 5/5; Snyk also passes. No checks are
pending or failing. Protected squash auto-merge is enabled and is
waiting for required code-owner approval. A normal exact-head merge was
refused by the base-branch policy; no admin bypass was used. The
previous head's Superagent quota finding is fixed and covered above.

## Risks

- Chat remains company-visible. Delivery rejects a source task with
private-task, project, or ancestor restrictions.
- Read state uses a comment timestamp cutoff. The server retains
database precision and never moves a read receipt backward.
- The new unique constraint changes comment query planning. An existing
regression now uses an explicit row order. The migration builds the
unique index concurrently, then takes a brief table lock to attach it.
It uses the existing top-level migration and interrupted-index recovery
path.
- The upgrade backfills missing chat-owner read-state rows at the latest
existing agent comment. Existing read receipts remain intact. New chats
can still be unread before the human participates.
- Quota observation commits atomically with delivery. A rejected send
rolls back its attempted denial audit row and any first-chat creation;
the canonical warning remains in server logs, and previously spent quota
remains enforced. Identical/conflicting retries and receipt recovery
spend no extra slot.
- This version delivers in-app only. It adds no external-channel, push,
or email delivery.
- Local full-suite acceptance remains limited by the failures recorded
above. The feature stays behind `enableAgentChat`.

## Model Used

OpenAI Codex. PR preparation and CI work used `gpt-6.1-sol` with tool
use and code execution. The earlier implementation also used Codex, but
its exact model ID was not recorded in the visible session. The
context-window size was not provided.

## Checklist

- [x] I have included a thinking path that traces from project context
to this change
- [x] I have specified the model used (with version and capability
details)
- [x] I have checked ROADMAP.md and confirmed this PR does not duplicate
planned core work
- [x] I have searched GitHub for duplicate or related PRs and linked
them above
- [x] I have either (a) linked existing issues with `Fixes: #` / `Closes
#` / `Refs #` OR (b) described the issue in-PR following the relevant
issue template
- [x] I have not referenced internal/instance-local Paperclip issues or
links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip`
URLs)
- [x] My branch name describes the change (e.g. `docs/...`, `fix/...`)
and contains no internal Paperclip ticket id or instance-derived details
- [x] I have run focused tests locally and they pass; the broad local
failures are recorded above
- [x] I have added or updated tests where applicable
- [x] I have updated relevant documentation to reflect my changes
- [x] I have considered and documented any risks above
- [x] All Paperclip CI gates are green
- [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups
- [x] I will address all Greptile and reviewer comments before
requesting merge

---------

Co-authored-by: Paperclip <noreply@paperclip.ing>
 2026-10-30 21:39:07 -05:00
DottaandPaperclip 3c561642b4 fix(chat): resolve approvals and preserve unanswered questions (#14613) 
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work.
> - Agents ask for decisions and optional details through cards in chat.
> - A clear approval in a message can leave the matching card pending.
> - An unanswered question can also block an unrelated later reply.
> - Decisions need a saved source message, while optional questions need
to remain answerable in history.
> - This pull request records conversational decisions and lets users
move on from questions and answer them later.

## Linked Issues or Issue Description

**What happened?**

Native Claude and Codex could act on approval in chat while the original
approval card stayed pending. Pending question forms stayed above the
composer, were absent from history, and could suppress later chat
replies. A late native question answer could wait for a finished run to
reconnect.

**Expected behavior**

The active agent records a clear approval or refusal against the exact
card and user message. Ambiguous replies do not grant consent. Users can
send another message without answering a question. The question remains
pending in history and can be reopened and answered later. The saved
answer reaches the agent.

**Steps to reproduce**

1. Ask an agent to propose work with a confirmation card, then approve
it in chat.
2. Check that the original card records that approval before work
starts.
3. Ask an interactive question, send an unrelated message, and reload.
4. Open the unanswered question from history and submit an answer.

Related work: #14408 added completion delivery. #14607 tests completion
reporting turns. Neither records conversational answers on approval
cards.

## What Changed

- Add a confirmation endpoint backed by a user comment, with schema
validation, OpenAPI discovery, and native Plan-mode access. Ask mode
remains read-only.
- Check company, active run, actor, current session, message provenance,
revision, and resolver policy. Save the decision and audit in one
transaction. Retries do not repeat effects. Emit resolution telemetry
after commit.
- Give fresh and resumed chat turns the actual pending confirmation
identities. Teach agents to save clear conversational decisions before
acting and to clarify ambiguity.
- Keep unanswered Agent Chat questions as compact history entries. A
newer user message closes the old form. Question cards never contribute
to composer pending counts or navigation, including after dismissing a
fresh form. The history card is the sole reminder; clicking it restores
that exact form and draft.
- Preserve Agent Chat questions when later messages or questions arrive.
Historical ordinary inputs no longer gate later chat replies.
Current-run requests, task execution, and governed approvals keep their
gates. Remove the special acknowledgement-publication proof helpers that
this rule replaces.
- Route answers to finished native runs through durable fresh-wake
delivery, with existing idempotency and source-question context. Settle
late replies against contiguous completed conversation turns and freeze
their history replay; failed, unhandled, and newly arriving messages
remain actionable.
- Add real-component Storybook scenarios, database and UI regressions,
and a three-turn native Claude/Codex E2E case. Capture distinct,
UI-ready screenshots and report the individual assertions.

## Verification

- Focused decision/publication/UI regressions after merging master: 288
passed; subsequent UI draft, failed-send, and conversation checks: 199
passed.
- Native question and durable delivery regressions: 106 passed,
including all four terminal run states and exactly-once late delivery.
Seven targeted regressions fail against the original implementation and
pass with the fix.
- Latest conversation/decision/native-delivery regressions after the
master merge: 121 passed. Covers completed progress, missing or failed
intervening turns, new messages during a late reply, stale sessions, and
frozen retry/replay boundaries. Four new assertions fail before the
ordering fix.
- E2E support suite after the master merge: 792 passed. Negative
controls reject expired cards, wrong questions/answers, stale or missing
replies, unrelated clarification forms, and unexpected tasks.
- The embedded-browser walkthrough caught one additional defect:
dismissing a fresh question still showed a composer badge. Both Cancel
and close-button regressions failed before the fix. The fix at
`65f2ade12` passes 170 chat-thread tests and 792 E2E support tests.
After merging master, 232 chat-thread/confirmation tests, server/UI
typechecks, and token gates pass. The preview and two-provider live E2E
pass at `e5512a206`; Greptile is 5/5 with zero unresolved threads at
that commit. All 55 checks are now successful at `e5512a206` (four
conditional checks skipped), including the aggregate verification gate
and clean-install canary test. The first attempt was interrupted by
simultaneous CI worker shutdowns; one failed-job rerun passed without
code changes.
- [Published
Storybook](https://d1p6rlowie26tp.cloudfront.net/storybook/branches/codex~2Fchat-approval-resolution/?path=/story/chat-comments-agent-chat-unanswered-questions--moved-on):
nine real-component scenarios. Manually exercised move on, reopen,
preserve draft, answer later, answer one of multiple questions, and a
custom mobile answer in the embedded browser. Retested fresh Cancel and
close-button dismissal in the updated build, then reopened and submitted
the preserved Green selection and inspected its answered receipt. Static
preview has no live model/backend; its callbacks are fixture responses.
- [First live
campaign](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36714504406-1/)
reproduced the late-answer completion-state defect on both providers
despite correct saved answers and acknowledgements. It also exposed a
valid imperative clarification rejected by the old oracle. Both issues
are fixed with regression controls; this failing run is retained as
evidence.
- [Four-cell
qualification](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36717804064-1/)
passed 4/4 at `2bf8a1009`: unanswered-question return and ambiguous
confirmation, each on native Claude and Codex. Inspected saved state,
source-message decisions, visible cards, and agent replies. Both
late-answer chats settled to waiting; no unrequested tasks were created.
[Final branch
rerun](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36719666238-1/)
passed 2/2 at `142630720`: the same unanswered-question journey after
merging master, plus an additional screenshot and browser assertion for
the actual late-answer acknowledgement.
- [Composer-reminder
E2E](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36727006818-1/)
passed 2/2 at `5b62c52d9`: native Claude and Codex, three turns each,
with explicit no-badge assertions before and after reload. Inspected
saved pending/answered state, both screenshots with a clear composer,
and actual Blue acknowledgements; all five behavioral matchers passed
per provider and neither created tasks. Cost coverage is partial; this
is bounded workflow qualification.
- [Fresh-dismissal
E2E](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36742773318-1/)
passed 2/2 at `e5512a206`: native Claude and Codex, including fresh
Cancel, clear composer, reopen, unrelated message, reload, late Blue
answer, and actual agent acknowledgement. All five behavioral matchers
pass per provider. Inspected the fresh-dismissal screenshots and saved
pending/answered identity; neither created tasks. Cost coverage is
partial (4/6 runs).
- Prior evidence remains available in [the earlier
campaign](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-36642252725-1/).
Its early loading screenshot and overwritten final capture prompted the
UI-ready, distinct screenshot fixes.

## Risks

- The model interprets intent. The server verifies permission and
provenance; it does not infer consent from text. Ambiguous and unrelated
replies are not approvals.
- Historical questions can accumulate. They remain visible, pending, and
answerable; no automatic answer or expiry is invented.
- The change to completion gates is scoped to Agent Chat and ordinary
historical inputs. Current-turn and governed approvals retain their
existing controls.
- Live qualification is limited to the selected stories. Broader native
onboarding finalization remains separate work.
- No database migration. Telemetry adds no fields or values; the
contract and README document the commit boundary. Privacy review was
requested on the PR.

## Model Used

OpenAI Codex, GPT-6 family, with reasoning, repository tools, code
execution, and browser-test orchestration. The exact model ID and
context-window size are not exposed to this session.

## Checklist

- [x] I have included a thinking path that traces from project context
to this change
- [x] I have specified the model used (with version and capability
details)
- [x] I have checked ROADMAP.md and confirmed this PR does not duplicate
planned core work
- [x] I have searched GitHub for duplicate or related PRs and linked
them above
- [x] I have either (a) linked existing issues with `Fixes: #` / `Closes
#` / `Refs #` OR (b) described the issue in-PR following the relevant
issue template
- [x] I have not referenced internal/instance-local Paperclip issues or
links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip`
URLs)
- [x] My branch name describes the change (e.g. `docs/...`, `fix/...`)
and contains no internal Paperclip ticket id or instance-derived details
- [x] I have run tests locally and they pass
- [x] I have added or updated tests where applicable
- [x] I have updated relevant documentation to reflect my changes
- [x] I have considered and documented any risks above
- [x] All Paperclip CI gates are green
- [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups
- [x] I will address all Greptile and reviewer comments before
requesting merge

---------

Co-authored-by: Paperclip <noreply@paperclip.ing>
 2026-09-30 11:46:46 -05:00
DottaandPaperclip 1b48e73e0b feat(ui): add secondary navigation for agent chat (#14706) 
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work.
> - Agent Chat already provides a persistent conversation with each
agent.
> - Its shortcuts share the primary navigation and do not give chats a
dedicated place.
> - People need to find agents, start a chat, and switch conversations
without moving the page layout.
> - This pull request adds a secondary chat sidebar and a landing page
around the existing chat surface.
> - The same conversation, composer, history, and context panel remain
in use.

## Linked Issues or Issue Description

Refs #13283 and #13420. This extends the existing experimental Agent
Chat navigation after review of the component and page stories. It
supports the CEO Chat roadmap item through the existing task-backed
conversation model.

**Subsystem affected**

The board UI and the company-scoped conversation list API.

**Current behavior**

Chat shortcuts sit inside the primary navigation. There is no dedicated
landing page with a searchable conversation list. A separate landing
header also moves the sidebar when an agent is selected.

**Proposed behavior**

Show a Chat entry in primary navigation. Keep a searchable agent sidebar
beside the chat content. The plus button starts or reopens the current
user's single conversation with that agent. Keep the header and sidebar
in the same positions before and after selection.

**Reason and benefit**

People can find agents and return to persistent conversations without
leaving the chat area or creating duplicate chats.

**Breaking changes**

The experimental chat navigation changes. Explicitly adding a chat now
resolves its conversation immediately. Direct visits to unused agent
chat URLs remain read-only. The existing per-agent routes and message
contracts remain compatible. No database migration is required.

## What Changed

- Add an account- and company-scoped conversation list endpoint with the
existing access checks, feature gate, and OpenAPI entry.
- Add the live secondary sidebar, landing page, avatars, search, loading
states, errors, and retry controls.
- Make the agent picker wait for chat creation and display failures.
Existing agents reopen the same conversation. A dismissed selection
cannot close a reopened picker or navigate over a newer choice.
- Preserve recent-activity ordering and terminated agents’ chat history.
Scope live list refreshes to the current user’s conversation events. A
failed historical-agent lookup leaves healthy chats usable and offers a
focused retry.
- Keep the sidebar and header stable across chat routes. Keep mobile
selection in the navigation drawer.
- Use the production components in Storybook. Prepare the theme and
mobile viewport before mounting the page to avoid the startup flash.
- Update product documentation, the design guide, and navigation tests.
Replace old browser expectations for stars and recent shortcuts with
persistent conversation and layout coverage.

## Verification

- `pnpm -r typecheck`, `pnpm build`, and `pnpm check:token-gates` pass
after rebasing onto master.
- Focused UI tests pass, including 105 sidebar, picker, and live-update
checks after review fixes. The 33 conversation service and route tests
and 10 OpenAPI checks pass, including ownership, feature gating, and
concurrent creation.
- The full local test run passed 14,163 server tests before three
environment or timeout failures. The embedded Postgres startup,
connector socket, and native runner failures all passed direct reruns.
- Browser test-drive verification covers a real provider reply, add and
reopen, persisted history after reload, no-match search recovery, mobile
drawer dismissal, and top-aligned context panels.
- Browser measurements confirm that the sidebar has the same position
and dimensions on the landing page and an agent conversation.
- Storybook builds and its add-and-reopen interaction passes.
- The revised browser regression passes locally against a freshly built
throwaway instance. It covers stable sidebar geometry, add/reopen
uniqueness, drafts, search, history, and terminated-agent history after
reload. The full CI browser suite also passes.
- Latest commit `b323577d9523180104df4000eaceedea2772608c`: all 54
completed checks pass, including the complete server/workspace/browser
suites, aggregate verification, build/typecheck, security scans, and
canary packaging. The two Storybook jobs are skipped by their workflow
conditions. [CI
run](https://github.com/paperclipai/paperclip/actions/runs/36714052050).
- Greptile reviewed this same commit at 5/5 with no remaining actionable
findings; all review threads are resolved.
- Reviewer path: enable Agent Chat, click Chat, use plus to choose an
agent, send a message, switch away, and reopen that agent. One
conversation must remain, with its history intact.

## Risks

- The new sidebar lists persistent conversations instead of starred and
recent shortcuts.
- Chat creation is asynchronous. Errors stay visible in the picker, and
delayed responses cannot navigate into a previous company or account.
- The shell adjustment is limited to chat routes and preserves the
existing conversation implementation.

## Model Used

OpenAI GPT-6 through Codex, with reasoning, code execution, and browser
tools. The session does not expose the exact API model ID or
context-window size.

## Checklist

- [x] I have included a thinking path that traces from project context
to this change
- [x] I have specified the model used (with version and capability
details)
- [x] I have checked ROADMAP.md and confirmed this PR does not duplicate
planned core work
- [x] I have searched GitHub for duplicate or related PRs and linked
them above
- [x] I have either (a) linked existing issues with `Fixes: #` / `Closes
#123` / `Refs #123` OR (b) described the issue in-PR following the
relevant issue template
- [x] I have not referenced internal/instance-local Paperclip issues or
links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip`
URLs)
- [x] My branch name describes the change (e.g. `docs/...`, `fix/...`)
and contains no internal Paperclip ticket id or instance-derived details
- [x] I have run tests locally and they pass
- [x] I have added or updated tests where applicable
- [x] I have updated relevant documentation to reflect my changes
- [x] I have considered and documented any risks above
- [x] All Paperclip CI gates are green
- [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups
- [x] I will address all Greptile and reviewer comments before
requesting merge

---------

Co-authored-by: Paperclip <noreply@paperclip.ing>
 2026-09-30 07:35:32 -05:00
DottaandPaperclip ab15aff390 feat: add experimental persistent agent chat (#13284) 
## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work.
> - Conversations must use the same tasks, controls, and execution
history.
> - Users need an ongoing chat with an agent without managing task
properties.
> - Agents should clarify and plan work, then hand execution to assigned
project tasks.
> - This pull request combines the reviewed Agent Chat stack for one
squash merge.
> - The benefit is persistent conversation with normal task governance
and shared UI.

## Linked Issues or Issue Description

**Subsystem affected**

Task lifecycle, agent runtime tools, shared task UI, and browser/paid
runner tests.

**Problem or motivation**

Users need one persistent conversation with each agent. A separate chat
store or renderer would duplicate task behavior and bypass existing
controls.

**Proposed solution**

Use a task-backed chat per company, user, and agent. Reuse the task
composer and transcript. Clarify and plan in chat, then create assigned
project tasks with the relevant plan. Keep Agent Chat behind its own
disabled-by-default experimental setting.

**Roadmap alignment**

This implements the task-backed direction in [CEO
Chat](https://github.com/paperclipai/paperclip/blob/master/ROADMAP.md#-ceo-chat).
Related proposals: #2504 and #9693. Related request: #7981. The
maintainer requested one squash merge of the complete stack.

Consolidates the reviewed runtime
[#13281](https://github.com/paperclipai/paperclip/pull/13281), backend
[#13282](https://github.com/paperclipai/paperclip/pull/13282), and UI
[#13283](https://github.com/paperclipai/paperclip/pull/13283) layers
with this PR's E2E coverage. All four layers passed CI and received
Greptile 5/5 before consolidation. This PR targets master and includes
the complete feature.

## What Changed

- Add personal canonical chat tasks with ordinary company visibility,
immutable identity, idempotent first sends, and an idle waiting state.
- Process `/new` in queue order. Preserve history, release a chat pause,
and fence old provider context and delayed writes.
- Keep chat lifecycle rules across recovery, finalization, assignment,
task lists, and rollups.
- Support research and plan revision in chat. Hand plans to ordinary
assigned project tasks before execution starts. Reject new chat
subtasks.
- Add repository-aware project creation and discovery tools, including
multiple repository IDs and GitHub URLs, authorization, idempotency, and
durable project-created cards.
- Reuse task UI components for chat, with starred/recent agent
navigation and a separate `enableAgentChat` experimental flag.
- Add deterministic browser tests and 24 paid chat cells across four
Codex/Claude profiles, with validated reports and screenshots.
- Integrate current master recovery, controller lease, queued-message,
and task UI changes. Gate chat interruption and deferred promotion on
ownership/feature policy. Guarantee lease renewal and active controls
are stopped even if teardown fails.
- Preserve master's migration 0273 and generate chat migration 0274 with
idempotent replay for development databases.

## Verification

- Prior exact heads of all four PRs passed Linux CI, including build,
typecheck, general/serialized tests, and browser E2E. Each had Greptile
5/5 and no unresolved findings.
- Integrated local verification passed: full repository typecheck and
production build, Storybook build, token gates, 340 focused UI tests,
all 20 deterministic chat browser tests, two migration replay tests, 88
focused chat/queue/native/controller tests, and provider/session
regressions including real lease expiry. These include the three
lifecycle regressions for the final admission/teardown fixes; server
typecheck also passes. Current head
`1268eda16cc2af892055917e7292f068820be135` has Greptile 5/5 with no
unresolved findings and passing security scans. All final-head CI gates
passed: build, full Runner verification, typecheck/release registry,
canary, all general/serialized test shards, and all browser E2E shards
([CI
run](https://github.com/paperclipai/paperclip/actions/runs/34696739927)).
Local PostgreSQL startup contention required serialized retries; skipped
fixtures do not count as passing coverage.
- The earlier paid campaign passed all 24 chat cells and retained 32
screenshots:
[report](https://d1p6rlowie26tp.cloudfront.net/runner-e2e/campaigns/gha-34648511170-1/index.html?report=agent-chat#suite-agent-chat).
It tested `abacbdfd2f660709ec37312cdb758284c8399d04`; it is prior
evidence, not a paid run of this integrated head.
- Manual check: enable Agent Chat in Experimental settings, open an
agent, clarify and revise a plan, then hand off to an assigned project
task. Stop a reply, send `/new`, and verify fresh context with retained
history. Disable the setting and verify agent shortcuts/new chat turns
are blocked.

## Risks

- Queue/session integration can affect retries and delayed writes. Tests
cover ownership, cancellation, reset boundaries, idle recovery, and
ordinary task behavior.
- Migration 0274 adds conversation fields and constraints. Replay is
idempotent and preserves existing development chat history.
- This combines the previously reviewed stack at the maintainer's
request. Agent Chat remains off by default and is separate from
Conference Room.

## Model Used

OpenAI Codex, GPT-6 Astra (`gpt-6-astra`), with reasoning, code
execution, browser tools, and parallel review. The exact context-window
size is not exposed in this session. Codex and Claude also ran as test
subjects in the linked paid campaign.

## Checklist

- [x] I have included a thinking path that traces from project context
to this change
- [x] I have specified the model used (with version and capability
details)
- [x] I have checked ROADMAP.md and confirmed this PR does not duplicate
planned core work
- [x] I have searched GitHub for duplicate or related PRs and linked
them above
- [x] I have either (a) linked existing issues with `Fixes: #` / `Closes
#` / `Refs #` OR (b) described the issue in-PR following the relevant
issue template
- [x] I have not referenced internal/instance-local Paperclip issues or
links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip`
URLs)
- [x] My branch name describes the change (e.g. `docs/...`, `fix/...`)
and contains no internal Paperclip ticket id or instance-derived details
- [x] I have run tests locally and they pass
- [x] I have added or updated tests where applicable
- [x] I have updated relevant documentation to reflect my changes
- [x] I have considered and documented any risks above
- [x] All Paperclip CI gates are green
- [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups
- [x] I will address all Greptile and reviewer comments before
requesting merge

---------

Co-authored-by: Paperclip <noreply@paperclip.ing>
 2026-09-12 08:56:04 -05:00