## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - Tasks that come from a connected chat (for example GitHub pull request reviews) show a Retry button when a run fails > - The task projection offers Retry, but the Retry route sends a connected task to the chat retry owner, which only replays the exact failed chat request > - When that exact request cannot be replayed (the attempt already saved a result, its output was published, the latest run did not start from a chat message, or the requester's access changed), the route returns 409 and tells the person to check the connection by hand > - A Retry button that is shown must work, and recovery must not ask the person to inspect anything > - This pull request makes a person's Retry continue the task from its saved work when the exact chat replay is refused, the same way a new message on the task would > - The benefit is that the projection and the route agree, and blocked connected tasks become retryable after deploy with no migration ## Linked Issues or Issue Description No public issue exists. This is the bug description, in the fields of `.github/ISSUE_TEMPLATE/bug_report.yml`. **What happened?** On a hosted deploy, five blocked tasks that came from a connected GitHub conversation showed Retry (`interruption.canRetry: true`). Each click on Retry returned 409 `chat_failed_run_retry_not_authorized`. The message was "The exact failed chat request can no longer be retried safely. Check its current connection, access, and recovery state." or "This attempt already recorded a result. Send a new message on the task to continue from the saved work." The latest runs were legacy sandbox setup failures, native runs that needed reconciliation, a run that started from an issue monitor instead of a chat message, and a native run that already saved its result. Root cause: `admitTaskRetry` in `server/src/services/task-retry.ts` called the chat retry owner for every connected task and passed its exact-replay refusal straight to the person. The projection cannot predict that refusal. **Expected behavior** A shown Retry works. If the exact chat request cannot be repeated, Retry continues the task from its saved work, the same way a new message on the task would. Users do not get operator instructions. **Steps to reproduce** 1. Bind a task to a restricted chat conversation. 2. Make its latest run fail so that the chat retry owner refuses the exact replay. For example, use a run whose source is not a chat message, or a native run with an accepted result. 3. Click Retry (`POST /api/issues/:id/retry`). 4. The route returns 409 `chat_failed_run_retry_not_authorized`. **Paperclip version or commit** `master` at5a7378af5(the deployed revision), reproduced on51d77648bc. **Deployment mode** Hosted (cloud) instance with Daytona remote sandboxes and a GitHub chat connection. **Agent adapter(s) involved** Not adapter-specific (core bug). Seen with `paperclip_runner` legacy and native runs. ## What Changed - `server/src/services/task-retry.ts`: a person's Retry runs the exact chat replay inside a savepoint. On a `chat_failed_run_retry_not_authorized` refusal, the savepoint rolls back and the same Retry receipt stays an ordinary board continuation. The clicking person is the responsible user, the run starts a fresh session (`forceFreshSession`) from saved work, and no chat action, chat authority, or output replay is created. Retry that Paperclip requests by itself (`initiatedBy: restart_recovery | provider_limit_reset`) keeps the exact-replay requirement. Other errors (403, lock contention, database errors) still propagate. - `server/src/services/chat-channels/failed-run-retry.ts`: plain refusal wording. Runs saved by an earlier release with the old diagnostic are still recognized by the pre-provider check. - Tests: new red/green cases in `server/src/services/task-retry.test.ts` (four refusal reasons on a chat task whose latest run came from an issue monitor, plus automatic Retry still refused). Updated two real-service route cases in `server/src/__tests__/chat-channels.integration.test.ts` (accepted native result on an inherited GitHub task, and an unknown chat source) from expecting 409 to expecting a board continuation without a chat replay. - A person's Retry on that person's own saved board turn (`source: issue.comment.reopen`) that cannot be certified for replay also continues from saved work, without replaying the saved message. Automatic Retry still gets 409 `saved_board_message_not_replayable`. - A person's Retry when no chat retry owner is wired also continues from saved work. Automatic Retry still gets 409. - The fallback is not used while the conversation holds saved or unadmitted chat input for the task. That input keeps its own admission path and the existing refusal. - Docs: `doc/execution-semantics.md` and `doc/connections/GITHUB.md`. ### 409 paths in the task Retry route after this change | Path | Who sees it | Result | | --- | --- | --- | | `chat_failed_run_retry_not_authorized` from the chat retry owner | Person | Continues from saved work (board continuation) | | `saved_board_message_not_replayable` | Person | Continues from saved work | | No chat retry owner wired | Person | Continues from saved work | | Any of the three above while saved or unadmitted chat input is pending | Person | 409. The pending input continues through its own admission and delivery. | | Any of the three above | Automatic Retry (restart recovery, provider limit reset) | 409, recorded by the hook. No button. | | `task_retry_busy` (chat authorization lock held) | Person | 409 with `retryable: true` after 10 internal attempts. A new click works. | | Idempotency key reused for a different task or user | Client error | 409. The UI makes a new key for each click. | ## Verification - Red before the fix: `npx vitest run src/services/task-retry.test.ts -t "connected task"` failed 4/4 with `Error: refused` (409). The board-turn and missing-owner cases failed with "This saved message cannot be retried safely..." and "Retry is unavailable for this connected conversation." `src/__tests__/chat-channels.integration.test.ts -t "continues an inherited GitHub task"` failed with `expected 202 "Accepted", got 409 "Conflict"`. - Green after the fix: `src/services/task-retry.test.ts`, `src/__tests__/durable-chat-wakeup.test.ts`, `src/services/budget-resume-continuation.test.ts`: 160/160 passed. - Full `src/__tests__/chat-channels.integration.test.ts`: 1949/1951 passed. The 2 local failures (`binds Slack tools...`, `materializes direct external-chat finals...`) read `.claude/skills/slack/SKILL.md` from the parent checkout of a nested local worktree (ENOENT). They do not touch Retry and depend on the local checkout layout. - `npx tsc --noEmit -p server/tsconfig.json`: passed. - `pnpm verify` exited 2 (a doc file is a global CI input), so required CI supplies broad coverage. - Staging was inspected with GET requests only. No POST was sent to staging. ## Risks - Behavior change: a person's Retry on a connected task can now start a board continuation where it was refused before. It uses the same authority as a new message from that person, and dispatch keeps all normal gates (task access, executor containment, recovery holds, unadmitted chat input). - The continuation does not publish the earlier result again and does not reuse the chat requester's authority. - No migration. Existing blocked tasks become retryable at the next click. > 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 - Claude Opus 5.5 (claude-opus-5-5), Anthropic, with tool use and code execution in Claude Code. ## 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 - [ ] 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>
Apps, Connections, and Integrations
Audience: internal engineers and product contributors working on integrations.
Start here when adding a provider: Connection authoring runbook. It is the canonical agent tutorial from provider research and protocol classification through manifest generation, branding, secrets, deterministic tests, real-account proof, and PR submission.
Chat and email channels: conversation-channel contract, question inventory and quality bar, and per-provider question coverage index.
Runtime authentication: AI Connections.
Long-term memory: Experimental memory connectors.
Provider notes: Google Workspace, Gmail, Asana, Sentry, PostHog, Braintrust, Neon, Superagent, Gauge, Ditto, 1Password, Unikraft, AgentMail, Telem.AI, iMessage Photon, Enterpret, Supabase, and Vercel. Optional credential custody: Vercel Connect.
Post-read action: classify a new integration request, pick the right Paperclip layer to change, and avoid creating a parallel connection framework.
Decision Record
Board decisions from PAP-13211 make the Apps v2 substrate on the PAP-10341 branch canonical:
- D1: Apps v2 is the substrate. The active model is
tool_applications,tool_connections, catalog entries, profiles, policy rules, action requests, gateway sessions, audit events, and runtime slots. Connections v1 is retired as an implementation path. - D2: one credential authority per connection, brokered projections. The
default is the Paperclip instance vault: durable third-party credentials live
in
company_secretsas secret refs. A reviewed remote MCP method may instead opt in to Vercel Connect, in which case Vercel is the durable credential authority and Paperclip stores only the connector reference and redacted grant metadata. A connection must never mix those two sources. Adapter config, plugin config, harness credential files, and run environments may receive only brokered or projected credentials. - D3: the vocabulary and three-door IA are product law. The default product doors are Apps, Connections, and Review. Protocol and operator-depth concepts live behind Developer or Advanced surfaces.
- D4: unification lands on PAP-10341. Pages, CircleBack-style harness MCP OAuth, provider gallery work, and plugin-provided integrations converge on this branch instead of spawning new integration substrates.
- D5: inbound stays thin. External clients that call Paperclip use scoped Paperclip tokens and existing profiles/rules. They do not get a separate permission model.
Canonical Object Model
Use connection as the unifying noun. A connection is four things:
- A stored credential reference.
- A capability catalog.
- A governance layer.
- An audit trail.
Everything else is an axis on that object:
| Axis | Values | It answers |
|---|---|---|
| Direction | outbound, inbound | Who is the client? |
| Transport | MCP, native REST/OpenAPI, OAuth app install, webhook | How do bytes move? |
| Auth mode | OAuth, API key/PAT, app installation, none | What does the secret represent? |
| Credential owner | company, user, run | Whose identity acts? |
| Packaging | catalog entry, plugin, skill | How does it ship? |
MCP is a transport, not a product category. "Install the Discord app", "connect Google Drive", and "add an MCP endpoint" all produce governed connections with different transport/auth values.
Layer Stack
When you are unsure where a change belongs, place it on the narrowest layer that solves the problem:
| Layer | Owns | Examples |
|---|---|---|
| Surface | user-facing Apps, Connections, Review, Developer/Advanced screens | gallery cards, setup wizard, review queue |
| Governance | profiles, bindings, allow/ask-first/block rules, quarantine, audit | read-only profile, ask-first write policy |
| Capability | action catalogs, schemas, risk classes, changed-tool review | search_issues, create_comment, schema hash |
| Credential | company_secrets, OAuth broker, credential resolver, token broker |
Slack bot token ref, Google OAuth refresh token ref |
| Identity | actor attribution and token exchange | board user, agent run, first-party service identity |
| Transport | how the external system is reached | remote HTTP MCP, local stdio, REST/OpenAPI, webhook |
The agent should not hold a durable provider credential. It should hold a Paperclip run/session token; the server or broker resolves the connection, checks governance, invokes the provider, and writes audit.
Identity vs. connections
Signing a user in and connecting a resource are different planes with different owners, different token profiles, and different homes. Do not merge them. This section is the public, connections-side statement of the identity model so connector implementers inherit the rule without depending on private identity-service documentation or re-deriving it.
| Plane | Question | Lives where | Token profile |
|---|---|---|---|
| P1. Sign-in methods | Who are you? | paperclip-id (id.paperclip.ing → Account) |
Minimal-scope provider tokens (openid email profile), used once to authenticate, encrypted at rest, never exported |
| P2. Connections (Apps) | What may your agents touch? | Paperclip App instances (tool_connections), acquired via the connect broker for hosted + self-hosted |
Rich-scope, long-lived resource tokens in the instance's encrypted vault; per-agent grants; risk-tier policy defaults |
| P3. Login with Paperclip | Who may authenticate against us? | paperclip-id OIDC provider + DB-backed client registry |
Our ES256 ID/access tokens issued by us to registered RPs (instances, the broker, future third parties) |
Everything in doc/connections/ — the First-30 matrix,
the connection authoring runbook, and the connect-broker work —
lives on plane P2. It never acquires, stores, or brokers a P1 sign-in token.
The standing rule (D7)
Adopted as a standing rule (decision D7) with the identity-model plan. State it verbatim in any P2 design so the app-store work cannot drift into merging the planes:
Sign-in tokens are never reused as resource tokens; id.paperclip.ing never stores resource tokens; no connections hub on the ID service.
P2 tokens flow broker → instance vault as pass-through only; the id.paperclip.ing Account page therefore must not grow a "Connections" hub. The reasons to hold the planes apart (from the plan §3):
- Scope discipline. Sign-in wants the narrowest grant; connections want deliberately broad ones. One button that does both is how you grant repo access just to log in.
- Blast radius. id.paperclip.ing holding every customer's Vercel/Slack/GitHub resource tokens would make it the single juiciest target in the fleet; the broker is intentionally pass-through.
- Self-hosted symmetry. Instances own their vaults, so self-hosters don't depend on our uptime to use their own connections.
- Legibility. Sign-in and connections answer different user questions, and every product we benchmarked (Vercel, Railway, GitHub, Google) keeps them on separate pages with separate names.
The explicit Vercel Connect exception does not change D7 or merge P1 and P2.
The operator chooses Vercel as the P2 credential authority for an individual
connection. id.paperclip.ing is not involved, and neither sign-in tokens nor
provider tokens pass through it. The deployment's Vercel access token or
workload OIDC identity is bootstrap authority for that external vault, not a
provider resource credential.
Naming alignment
Use the surface-correct name for each plane; they intentionally differ:
| Surface | Plane | Name to use |
|---|---|---|
| Paperclip App instances | P2 | "Connections" |
| id.paperclip.ing Account | P1 | "Ways to sign in" |
| id.paperclip.ing admin | P3 | "OIDC clients" (until the app store productizes it) |
Packaging Rule
Default to a catalog entry when an integration can be described as metadata: manifest, auth config, action catalog, resource filters, and policy defaults.
Use a plugin only when the integration needs product code such as custom UI pages, its own tables, workers, migrations, routines, or specialized ingestion. A plugin may bundle catalog entries, but it must not bypass the connection, profile, policy, credential, and audit model.
Use a skill for agent instructions. Skills may use connections; they must not own durable tokens.
Canonical Docs
- Glossary defines product and internal terms.
- Identity vs. connections is the public statement of the P1/P2/P3 boundary and the D7 standing rule for connections work.
- Security threat model harvests the keeper from PAP-2359 and maps it onto Apps v2.
- First-30 matrix harvests the keeper from PAP-2432 and is the source matrix for connector playbook work.
- Connecting any remote MCP server is the baseline: how an operator connects a standards-compliant remote MCP endpoint with no Paperclip code change, and how sign-in resolves a client.
- Connection authoring runbook is the one end-to-end, agent-executable guide for adding a vendor as a catalog entry on Apps v2: research, connection-type selection, OAuth/API-key/generated-URL setup, encrypted credential handling, branding, implementation, browser and live-provider testing, verification, and PR submission.
- Vercel Connect operator guide documents the optional external credential source, deployment flags, runtime resolution, recovery, and smoke requirements.
- MCP access governance remains the operator runbook for the current gateway, profile, policy, approval, runtime, and audit APIs.
Migration Notes
Connections v1 contributed useful policy, UX, and rollout thinking, but its
implementation branch is no longer the target. When you see old tickets or code
using connections, connection_grants, or a provider-directory mental model,
translate the intent into Apps v2:
| Connections v1 intent | Apps v2 home |
|---|---|
| Provider directory | Apps gallery / tool_applications |
| Configured provider instance | Connection / tool_connections |
| Grant allowlist | Profiles, profile bindings, policies |
| Resource filters | Policy/profile conditions plus provider config |
| Tool broker | Tool gateway and runtime supervisor |
| Connection UX tail | Apps, Connections, Review, Developer/Advanced IA |
Do not add new work to the retired v1 branch. If an old ticket still describes a valid product gap, retarget it to an active Apps v2 issue or close it as superseded with a link to the replacement.
For Slack chat bot creation, installation, recovery, and live qualification, see Automatic Slack app setup.