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Devin Foley
962e98b1be
## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - The Claude local adapter supports a setup-token subscription login, and its confidential routes pass a fail-closed transport guard > - The guard accepts direct socket TLS, a local_trusted loopback peer, or an allowlisted proxy peer that forwards https — and deliberately never reads the global `TRUST_PROXY` > - On a managed platform the edge terminates TLS, the app socket is always plain HTTP, and the edge-proxy peer addresses are not stable or documented, so none of the three cases can hold > - Every login on such a deployment shows the clear-text transport warning although the user's connection is HTTPS, and the agent-scoped confidential routes fail closed entirely > - This pull request adds a dedicated operator declaration that the platform edge terminates TLS, as a fourth guard case > - The benefit is a correct transport decision on managed platforms with the default posture unchanged everywhere else ## Linked Issues or Issue Description No public GitHub issue covers this. The problem is described in-PR following the enhancement template. Related public PRs: [#11347](https://github.com/paperclipai/paperclip/pull/11347) added the new-agent login flow and the non-blocking transport advisory, and [#11286](https://github.com/paperclipai/paperclip/pull/11286) added the setup-token login and the guard with its `CLAUDE_LOGIN_TRUSTED_PROXIES` allowlist. **Subsystem affected** server/ — the confidential transport guard for the Claude setup-token login (`services/setup-token-session.ts`, `routes/agents.ts`, `app.ts`). **Current behavior** The guard allows a confidential response on direct socket TLS, on a `local_trusted` loopback peer, or when the immediate peer is on the dedicated `CLAUDE_LOGIN_TRUSTED_PROXIES` allowlist and forwards `https`. Behind a managed platform's TLS-terminating edge (Railway, Render, Fly, and similar), the app socket is plain HTTP and the edge-proxy peer addresses are not operator-visible or stable, so the allowlist cannot express them — IPv6 entries match by exact string only. The result: the login panel shows "This connection is not encrypted" for a connection that is HTTPS to the user, and the agent-scoped confidential routes return the fixed no-secret error. **Proposed behavior** `CLAUDE_LOGIN_EDGE_TLS_TERMINATED=true` is an explicit, single-purpose operator declaration that every client request reaches the server through the platform's TLS-terminating edge. Under the declaration the guard treats a request as confidential unless the edge itself labels the client hop as plain `http` in `X-Forwarded-Proto`. The declaration is never derived from the global `TRUST_PROXY` setting, which the guard still never reads. Without the declaration, nothing changes. **Reason and benefit** The guard's spoofing concern does not apply to this deployment shape: a client cannot pick its transport, because the platform admits HTTPS only, and the header the guard consults is set by the platform edge, not the client. A blanket warning that is always wrong teaches users to ignore it. The declaration keeps the strict default for every deployment that does not opt in, and it keeps the allowlist as the precise tool for operators who do know their proxy addresses. ## What Changed - `ConfidentialTransportConfig` gains optional `edgeTlsTerminated` (default false), documented as the operator declaration for platform edge TLS termination. - `evaluateConfidentialTransport` adds the declaration as a guard case: allowed unless the forwarded protocol's first hop is explicitly `http` (reason `edge_labeled_plain_http` then; `operator_edge_tls_termination` when allowed). - `assessConfidentialStartup` reports `edge_tls_termination_declared`, so the startup log shows why forwarded requests pass. - `app.ts` parses `CLAUDE_LOGIN_EDGE_TLS_TERMINATED` (truthy: `1/true/yes/on`) and passes it to the agent routes; the routes build the guard config from it. - The SR-7 operator-requirement comment on the setup-token routes documents the new variable next to the allowlist. - Tests: five new guard unit cases and a route case asserting the prompt and code responses carry no `transportAdvisory` under the declaration. ## Verification ```sh cd server npx tsc --noEmit # clean npx vitest run src/services/setup-token-session.test.ts \ src/routes/setup-token-route.test.ts \ src/__tests__/openapi-routes.test.ts # 3 files, 89 passed ``` The new "keeps failing closed when the declaration is absent" case pins the unchanged default posture. ## Risks The declaration is an operator statement the server cannot verify; an operator who sets it on a deployment whose edge does not terminate TLS re-labels plain-HTTP requests as confidential. This is the same trust class as `CLAUDE_LOGIN_TRUSTED_PROXIES` (a wrong allowlist entry has the same effect) and is opt-in, off by default, and scoped to the login routes only. The guard still fails closed when the edge explicitly labels a request `http`. No schema change, no API shape change — `transportAdvisory` was already nullable. ## Model Used Claude Fable 5 (`claude-fable-5`), extended thinking, with tool use and code execution — investigation, implementation, and tests. ## 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