## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work. > - Connections give agents controlled access to external services. > - Experimental channels already map conversations to tasks and durable work queues. > - Email needs inbox ownership, recipient envelopes, delivery records, and explicit sends. > - This pull request adds AgentMail to that infrastructure and keeps the provider key in the server vault. > - Agents can receive and send email from local or sandbox execution while the board follows each conversation in its task. ## Linked Issues or Issue Description **Problem or motivation** Agents need dedicated email addresses. Incoming email should become assigned work. Internal task comments and progress must never become outgoing email by accident. **Proposed solution** Add experimental AgentMail connections, an inbox assignment wizard, durable email intake and publication, task email cards, and authenticated API, CLI, and native runtime actions. Agents use Paperclip credentials to request sends. Paperclip owns the provider key and enforces access and task authority. **Alternatives considered** A general mailbox MCP connector does not provide durable task binding or publication boundaries. A separate mailbox application duplicates task collaboration. The board instead directs the agent through the normal task conversation. **Roadmap alignment** This extends the existing experimental connections and task infrastructure. Product scope and interaction design were reviewed with the maintainer. Related connection authority work: #11831 and #11818. The duplicate search found no competing task-based AgentMail integration. ## What Changed - Add AgentMail catalog data, shared contracts, company-scoped email records, and an additive migration. - Add vaulted setup, inbox assignment, access grants, trust guidance, and provider-side allowlist guidance. - Support WebSocket and signed-webhook intake through a shared durable pipeline, deduplication, catch-up, and task wakeups. - Queue explicit new conversations and replies with immutable send intents, idempotency, delivery state, and uncertain-send resolution. - Show inbound and outbound email cards in normal task conversations. Keep internal messages internal. - Add task-scoped CLI actions and the sandbox callback routes required for Daytona execution. - Provide a dedicated AgentMail skill automatically only to agents with active authorized inbox assignments. Keep email instructions out of the universal Paperclip skill. - Advertise connector-owned `agentmail_inboxes`, `agentmail_read_thread`, `agentmail_send`, and `agentmail_delivery` tools only in eligible native sessions. Recheck live authority on execution. - Isolate Codex CLI connector skills by agent and skill revision. Deliver the assigned skill in the run prompt for adapters that use shared skill directories, including resumed turns. Keep automatic skills out of manual persistent sync. Show them as read-only and document the pattern in the connector playbook. - Fix AgentMail health checks that entered local-stdio validation and optional missing Codex credential cleanup in sandboxes. - Add API, pipeline, authorization, sandbox, browser, and Storybook coverage. ## Verification - Live AgentMail testing covered WebSocket intake, signed webhooks, restart catch-up, and a full receive → task → Daytona Codex CLI → explicit reply → Delivered round trip. The reply was verified in the other inbox. The normal task composer also initiated an outgoing email child task. - The connector-skill change was verified in the browser: AgentMail appears once as an automatic, read-only skill with its assigned address. Disabling experimental chat connections removes it; re-enabling restores it. A regression test covers assignment data arriving after library data. - Connector regression coverage passed 178 runtime utility, email integration, skill-route, and heartbeat tests. All 17 Codex execution tests passed, including per-agent skill isolation, model identity, revision changes, removal, and prompt delivery without shared skill files. - After rebasing onto master, all 44 focused email, heartbeat, and native-authority tests passed. All 313 native-session executor tests passed. The UI regression suite passed all 3 tests. These test sets overlap earlier focused runs. - Full workspace typecheck and build passed after the rebase. Token gates passed. Earlier focused Playwright task/setup coverage and the Storybook build also passed. - Native connector tool execution uses deterministic integration tests. Live Daytona qualification used the Codex CLI adapter; the new shared-home prompt fallback has deterministic coverage. - The full repository suite is run by CI. The earlier unsharded local full-suite attempt was stopped after the equivalent CI suites passed and is not reported as a completed local run. Greptile reviewed `7e57dc267a8446d3c906e3cc5b8abc94fb8860eb` at 5/5 with no unresolved threads. All server, workspace, serialized server, and browser suites passed in CI. The build job hit a five-second timeout in a runner transport test; both variants and the full 80-test file passed locally with unchanged timeouts. The build passed on retry on the same commit without code or timeout changes. All required CI gates, including the final `ci / verify` and `ci / e2e` summaries, are green on `7e57dc267a8446d3c906e3cc5b8abc94fb8860eb`. ## Risks - Email from external senders can start normal agent work. Setup recommends a low-trust agent and AgentMail sender controls. Sender addresses never grant board membership. - Provider timeouts can leave uncertain sends. Retries retain their idempotency key; expired windows require reconciliation or operator resolution. - Connector skills and native tools are assignment-dependent and require current access. Revocation denies retained calls; assignment changes select a new runtime context. - Activation remains behind the experimental-channel setting. The native runner path has deterministic coverage; live Daytona qualification used the Codex CLI adapter. - Schema changes are additive. Inbox ownership is unique across companies. Disconnect preserves provider inboxes and task history. ## Model Used OpenAI GPT-6 (Codex). Used reasoning, repository tools, code execution, and browser testing. The exact deployment model ID and context-window size were not exposed in 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> |
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|---|---|---|
| .. | ||
| AGENTMAIL-DAYTONA-VERIFICATION.md | ||
| AGENTMAIL-VERIFICATION.md | ||
| AGENTMAIL.md | ||
| CONNECTOR-PLAYBOOK.md | ||
| FIRST-30-MATRIX.md | ||
| GENERIC-REMOTE-MCP.md | ||
| GITHUB.md | ||
| GLOSSARY.md | ||
| GMAIL.md | ||
| GOOGLE-WORKSPACE.md | ||
| POSTHOG.md | ||
| README.md | ||
| SECURITY-THREAT-MODEL.md | ||
| SMOKE-LAB-BROWSER-RUNNER.md | ||
| SMOKE-LAB-TUTORIAL.md | ||
| TASK-REVIEWS-VERIFICATION.md | ||
| TASK-REVIEWS.md | ||
| VERCEL-CONNECT.md | ||
README.md
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.
Provider notes: Google Workspace, Gmail, PostHog. 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.