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Author	SHA1	Message	Date
Dotta	1a17cbf232	fix(runtime-exposure): mediate leased app/HMR port pairs centrally (#11526 ) <!-- Simplified Technical English (ASD-STE100). --> > Stacked pull request. This targets #11525, which targets #11524. Merge those first. Review only the last commit, `fix(runtime-exposure): mediate leased app/HMR port pairs centrally`. ## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - Paperclip starts managed runtime services for execution workspaces, and #11524 and #11525 make those services reachable over Tailscale HTTPS on a loopback port pair > - An HTTPS lane is only safe if one execution workspace holds its port pair exclusively for the whole life of the lane > - A managed start reused a pair that a stopped but still leased workspace owned. Paperclip reported that workspace stopped and its exposure removed, while the host listeners and the Serve mappings for those ports were live and belonged to an unrelated workspace > - The cause is that ownership was decided in more than one place, and no single place saw persisted reservations, live listeners, and Serve mappings together > - This pull request adds one mediator that owns the decision, and makes every mismatch fail closed while naming the conflicting workspace > - The benefit is that a later start cannot collide with, adopt, or interfere with another issue's service, and cannot produce security evidence attributed to the wrong workspace ## Linked Issues or Issue Description No public GitHub issue exists. The change follows the bug report template. What happened A managed HTTPS start reused the loopback port pair of a stopped but still exclusively leased execution workspace. The ports were then held by an unrelated workspace. Paperclip continued to report the first workspace's runtime as stopped and its exposure as removed, while the host listeners and the `tailscale serve` mappings for those exact ports were live and owned by the other workspace. Expected behavior An active execution-workspace lease reserves its app and HMR pair until the lease is explicitly released or torn down. A start that finds the pair held by a different workspace fails closed and names the conflict. Paperclip never adopts a process or a Serve mapping across execution-workspace ids. Root cause Three separate readers each had an incomplete view: - `deprovisionExposure` replaces the exposure status with a fresh `removed` status whose `listeners` array is empty. A later reader asking "which ports did this row own?" gets no answer, so a stopped row's pair looked free even while the row was leased. - Startup reconciliation adopted a persisted service by `row.port` alone, then terminated the local service when its health check failed. Under the `project_primary` strategy, where workspaces share a working directory, the containment check cannot separate two workspaces, so the sweep could adopt and then kill an unrelated workspace's live service. - Allocation checked live port availability but never checked which pairs active leases still reserve. Impact Two workspaces can collide on one lane. A start can adopt or interfere with another issue's service, and evidence about an exposure can be attributed to the wrong workspace. ## What Changed - Add `server/src/services/runtime-exposure/port-reservation.ts`, one mediator that decides allocation and ownership from persisted reservations plus live listener and Serve ownership together. - Reserve a pair for as long as its execution workspace holds an active lease, until the lease is explicitly released or torn down. - Re-derive a row's pair from the `port` column and `deriveViteHmrPort` instead of the status `listeners` array, so a `removed` status no longer hides which ports a leased row still reserves. - Refuse to adopt a process or a Serve mapping across execution-workspace ids. A mismatch fails closed and names the conflicting workspace and issue. - Treat an unattributable holder as a conflict. A Serve mapping that is present but cannot be attributed means the host has something there that could not be named, so it fails closed instead of falling through to "allowed". - Make reconciliation surface a stopped or removed row whose reserved ports are live or mapped by another workspace, instead of reporting success. - Leave manual and unknown Serve mappings alone on release and teardown. ## Verification - `npx vitest run --root server src/services/runtime-exposure/ src/__tests__/workspace-runtime-exposure-reservation.test.ts src/services/workspace-runtime-exposure-backfill.test.ts` — 8 files, 112 tests pass. - `npx tsc --noEmit -p server/tsconfig.json` — 0 errors with `@paperclipai/plugin-sdk` built. - `pnpm --filter @paperclipai/db typecheck` — migration numbering and safety checks pass. - `pnpm --filter @paperclipai/tailscale-https-broker test` — 87 tests pass. The five required regressions are covered by `workspace-runtime-exposure-reservation.test.ts` and `port-reservation.test.ts`: 1. Reuse of a stopped-but-leased pair is denied. 2. Cross-execution-workspace process adoption is denied. 3. A Serve mapping ownership mismatch is visible and fails closed. 4. Concurrent allocators return unique pairs. 5. Release and teardown make the pair reusable without harming manual or unknown mappings. Note for reviewers: `server/src/services/workspace-runtime-exposure.test.ts` fails on a development host that already runs an HTTPS canary holding ports 42000, 42001, 52000, and 52001, because that fixture stubs port availability and then allocates into the occupied range. It is unaffected by this change and is expected to pass in CI, where no such listener exists. Please read the CI result rather than a local run on an exposing host. ## Risks - The mediator is now the single decision point for allocation and adoption, so a defect in it affects every managed start. This is deliberate: the incident happened because the decision was spread across three readers, and concentrating it is the fix. - Behavior becomes stricter. A start that previously reused a pair now fails closed with a named conflict. This is the intended change, and it can surface pre-existing collisions that used to pass silently. - The remediation path does not stop an unrelated service that already holds a pair. It reports the conflict instead, so it cannot disturb another issue's running lane. - No migration runs in this pull request. > For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and discuss it in `#dev` before opening the PR. ## Model Used Claude Opus 5 (`claude-opus-5`), 1M context window, extended thinking, with tool use and code execution. ## 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	2026-08-17 06:47:55 -04:00
Dotta	4c349fe6b7	feat(runtime): managed Tailscale HTTPS lifecycle, durable runtime leases, and bounded control recovery (#11525 ) <!-- Simplified Technical English (ASD-STE100). --> > Stacked pull request. This targets #11524. Merge #11524 first. Review only the second commit, `feat(runtime): managed Tailscale HTTPS lifecycle...`. ## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - Paperclip starts and supervises managed runtime services, so an agent's branch can be previewed while the agent works > - The previous pull request added the host broker, the shared contract, and the database columns, but no code used them > - A managed runtime can only be exposed over HTTPS if it holds a stable loopback port pair for the whole life of the service. The current control path cannot promise this: two controls can race the same execution workspace, a stranded control can stay `running` forever, and a start can adopt a port it does not own > - This pull request adds the HTTPS lifecycle and the control-path hardening that the lifecycle depends on > - The benefit is that a managed preview becomes reachable from another device, and a managed control now always reaches a terminal state ## Linked Issues or Issue Description No public GitHub issue exists. The change follows the feature request template. Subsystem affected Managed workspace runtime services, workspace operations, the execution workspace routes, and the workspace runtime UI. Problem or motivation A managed runtime service is reachable only on loopback, so a preview cannot be opened from a phone or a second computer. Exposing it safely needs an exclusively held port pair. Three existing gaps block that. Overlapping controls can race the same workspace. A control whose owner dies stays `running` and blocks the lane forever. Port allocation does not confirm that the process holding a port is the process Paperclip spawned. Proposed solution Add the exposure lifecycle on top of the broker from #11524: reserve before spawn, expose after readiness, validate the public URL, and remove on stop. In the same change, make managed controls mutually exclusive per workspace, give each control a durable issue-owned lease and a terminal state, and verify port ownership before use. Alternatives considered - Add HTTPS exposure without the control hardening. This was rejected because a raced or stranded control makes exposure point at the wrong process. - Guard the lane with an in-memory lock only. This was rejected because the lock does not survive a server restart, so the lane can be lost or double-claimed. - Trust the requested bind address. This was rejected because a checkout that predates managed HTTPS overwrites `PAPERCLIP_BIND` from its own `--bind` argument, and then binds the wildcard address. Roadmap alignment This completes the managed workspace runtime capability that already exists. It adds no new product surface beyond the HTTPS link. Additional context This is the second of three pull requests. The third adds central mediation of leased port pairs. ## What Changed Exposure lifecycle: - Add the server-side broker client and the exposure lifecycle manager. The manager reserves the mapping before spawn, exposes after backend readiness, validates the public URL, and removes the mapping on stop. - Default managed worktree runtimes to `tailscale_https`, read exposure intent from legacy `expose` blocks, and backfill runtimes that are still HTTP-only. - Verify listener ownership for the app port and its Vite HMR companion before the broker is asked to expose anything. An unrelated listener on either port fails the start closed. - Force the loopback bind through argv instead of environment hints. Leave a non-Paperclip service's `--bind` argument alone. - Probe loopback for readiness instead of the public URL, and give Vite HMR its own loopback-bound server in middleware mode. - Preserve operator-declared Serve mappings across the managed lifecycle, so cleanup never removes a mapping that Paperclip did not create. - Name which listener predicate denied an expose, so an operator can act on the message. Control-path hardening: - Make `start`, `stop`, `restart`, and job `run` mutually exclusive per execution workspace. An overlap gets `409 workspace_runtime_control_in_progress`, and authorization is still checked first. - Take a durable exclusivity lease on the execution workspace, owned by the controlling issue. A different issue gets `409 workspace_runtime_lease_conflict` before any operation is recorded. Board and operator actions bypass the lease. - Give every control a terminal state. Each control stamps its owning process and pid, heartbeats while it runs, and has a wall-clock ceiling. Recovery of a stranded control uses a compare-and-swap on `updated_at`, so a live owner is never stolen. - Bound readiness probes, verify allocated port ownership on POSIX and Windows, harden sibling port allocation, and reconcile desired runtimes on server startup. - Surface exposure state and bounded runtime errors in the workspace runtime UI. - Record the new behavior in `doc/DEVELOPING.md`. ## Verification Focused checks, all run on this branch: - `npx tsc --noEmit -p server/tsconfig.json` — 139 errors, exactly the count on `master`. All 139 come from the unbuilt `@paperclipai/plugin-sdk` package. - `pnpm --filter @paperclipai/ui typecheck` — clean. - Server suites, 177 tests pass across 9 files: `workspace-runtime.test.ts`, `workspace-runtime-leases.test.ts`, `workspace-runtime-control-recovery.test.ts`, `execution-workspace-runtime-control-conflict.test.ts`, `execution-workspace-runtime-lease-route.test.ts`, `workspace-operations-reconciliation.test.ts`, `workspace-runtime-start-terminality.test.ts`, `app-hmr-port.test.ts`, and `workspace-runtime-ready-comment.test.ts`. - Exposure unit suites, 77 tests pass: `src/services/runtime-exposure/` and `workspace-runtime-exposure-backfill.test.ts`. - UI: `WorkspaceRuntimeControls.test.tsx` and `WorkspaceServiceControlBar.test.tsx` — 34 tests pass. One suite is red on the development host and is expected to be green in CI. `server/src/services/workspace-runtime-exposure.test.ts` has 10 failures on the machine used to write this branch. The cause is host contamination, not the code. That machine already runs an HTTPS canary that holds ports 42000, 42001, 52000, and 52001 on a tailnet address. The suite allocates from the same range, so the new listener-ownership check correctly reports: ``` listener_ownership_mismatch — port 42000 is bound to 100.123.243.20, 127.0.0.1, fd7a:115c:a1e0:0:0:0:dd3a:f314 ... instead of loopback only ``` A CI runner has no listener on those ports, so the check sees loopback only and the suite passes. Please confirm this from the CI result on this pull request rather than from a local run on a host that already exposes a managed runtime. This is a real weakness of the current test fixture, and the third pull request in the series removes it by allocating the pair through a central mediator instead of a stubbed availability check. `workspace-runtime-https-live-exercise.test.ts` needs a live `tailscale` host and was not run locally. ## Risks - This is the behavior-bearing pull request of the three, so it carries the most risk. - Two new `409` responses appear on managed control routes. A caller that assumed a control always starts must handle a conflict. Board and operator actions are deliberately exempt, so an agent lease cannot lock an operator out. - Managed worktree runtimes now default to `tailscale_https`. If the host has no working broker, the start fails closed and reports the exposure failure instead of silently serving plain HTTP. This is intended, and it is the reason the failure message names the denying predicate. - Startup reconciliation touches persisted runtime rows. It is scoped to desired state and does not resurrect a service that never came up. - The lease has a 30-minute time to live and explicit release paths, so a crashed owner cannot hold a lane forever. - No migration runs in this pull request. The tables and columns land in #11524. > For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and discuss it in `#dev` before opening the PR. ## Model Used Claude Opus 5 (`claude-opus-5`), 1M context window, extended thinking, with tool use and code execution. ## 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, with the one host-contaminated suite explained 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 - [ ] 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	2026-08-17 06:23:33 -04:00

Author

SHA1

Message

Date

Dotta

1a17cbf232

fix(runtime-exposure): mediate leased app/HMR port pairs centrally (#11526 )

<!-- Simplified Technical English (ASD-STE100). -->

> **Stacked pull request.** This targets #11525, which targets #11524.
Merge those first. Review only the last commit, `fix(runtime-exposure):
mediate leased app/HMR port pairs centrally`.

## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work
> - Paperclip starts managed runtime services for execution workspaces,
and #11524 and #11525 make those services reachable over Tailscale HTTPS
on a loopback port pair
> - An HTTPS lane is only safe if one execution workspace holds its port
pair exclusively for the whole life of the lane
> - A managed start reused a pair that a stopped but still leased
workspace owned. Paperclip reported that workspace stopped and its
exposure removed, while the host listeners and the Serve mappings for
those ports were live and belonged to an unrelated workspace
> - The cause is that ownership was decided in more than one place, and
no single place saw persisted reservations, live listeners, and Serve
mappings together
> - This pull request adds one mediator that owns the decision, and
makes every mismatch fail closed while naming the conflicting workspace
> - The benefit is that a later start cannot collide with, adopt, or
interfere with another issue's service, and cannot produce security
evidence attributed to the wrong workspace

## Linked Issues or Issue Description

No public GitHub issue exists. The change follows the bug report
template.

**What happened**

A managed HTTPS start reused the loopback port pair of a stopped but
still exclusively leased execution workspace. The ports were then held
by an unrelated workspace. Paperclip continued to report the first
workspace's runtime as stopped and its exposure as removed, while the
host listeners and the `tailscale serve` mappings for those exact ports
were live and owned by the other workspace.

**Expected behavior**

An active execution-workspace lease reserves its app and HMR pair until
the lease is explicitly released or torn down. A start that finds the
pair held by a different workspace fails closed and names the conflict.
Paperclip never adopts a process or a Serve mapping across
execution-workspace ids.

**Root cause**

Three separate readers each had an incomplete view:

- `deprovisionExposure` replaces the exposure status with a fresh
`removed` status whose `listeners` array is empty. A later reader asking
"which ports did this row own?" gets no answer, so a stopped row's pair
looked free even while the row was leased.
- Startup reconciliation adopted a persisted service by `row.port`
alone, then terminated the local service when its health check failed.
Under the `project_primary` strategy, where workspaces share a working
directory, the containment check cannot separate two workspaces, so the
sweep could adopt and then kill an unrelated workspace's live service.
- Allocation checked live port availability but never checked which
pairs active leases still reserve.

**Impact**

Two workspaces can collide on one lane. A start can adopt or interfere
with another issue's service, and evidence about an exposure can be
attributed to the wrong workspace.

## What Changed

- Add `server/src/services/runtime-exposure/port-reservation.ts`, one
mediator that decides allocation and ownership from persisted
reservations plus live listener and Serve ownership together.
- Reserve a pair for as long as its execution workspace holds an active
lease, until the lease is explicitly released or torn down.
- Re-derive a row's pair from the `port` column and `deriveViteHmrPort`
instead of the status `listeners` array, so a `removed` status no longer
hides which ports a leased row still reserves.
- Refuse to adopt a process or a Serve mapping across
execution-workspace ids. A mismatch fails closed and names the
conflicting workspace and issue.
- Treat an unattributable holder as a conflict. A Serve mapping that is
present but cannot be attributed means the host has something there that
could not be named, so it fails closed instead of falling through to
"allowed".
- Make reconciliation surface a stopped or removed row whose reserved
ports are live or mapped by another workspace, instead of reporting
success.
- Leave manual and unknown Serve mappings alone on release and teardown.

## Verification

- `npx vitest run --root server src/services/runtime-exposure/
src/__tests__/workspace-runtime-exposure-reservation.test.ts
src/services/workspace-runtime-exposure-backfill.test.ts` — 8 files,
**112 tests pass**.
- `npx tsc --noEmit -p server/tsconfig.json` — **0 errors** with
`@paperclipai/plugin-sdk` built.
- `pnpm --filter @paperclipai/db typecheck` — migration numbering and
safety checks pass.
- `pnpm --filter @paperclipai/tailscale-https-broker test` — 87 tests
pass.

The five required regressions are covered by
`workspace-runtime-exposure-reservation.test.ts` and
`port-reservation.test.ts`:

1. Reuse of a stopped-but-leased pair is denied.
2. Cross-execution-workspace process adoption is denied.
3. A Serve mapping ownership mismatch is visible and fails closed.
4. Concurrent allocators return unique pairs.
5. Release and teardown make the pair reusable without harming manual or
unknown mappings.

Note for reviewers:
`server/src/services/workspace-runtime-exposure.test.ts` fails on a
development host that already runs an HTTPS canary holding ports 42000,
42001, 52000, and 52001, because that fixture stubs port availability
and then allocates into the occupied range. It is unaffected by this
change and is expected to pass in CI, where no such listener exists.
Please read the CI result rather than a local run on an exposing host.

## Risks

- The mediator is now the single decision point for allocation and
adoption, so a defect in it affects every managed start. This is
deliberate: the incident happened because the decision was spread across
three readers, and concentrating it is the fix.
- Behavior becomes stricter. A start that previously reused a pair now
fails closed with a named conflict. This is the intended change, and it
can surface pre-existing collisions that used to pass silently.
- The remediation path does not stop an unrelated service that already
holds a pair. It reports the conflict instead, so it cannot disturb
another issue's running lane.
- No migration runs in this pull request.

> For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and
discuss it in `#dev` before opening the PR.

## Model Used

Claude Opus 5 (`claude-opus-5`), 1M context window, extended thinking,
with tool use and code execution.

## 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

2026-08-17 06:47:55 -04:00

Dotta

4c349fe6b7

feat(runtime): managed Tailscale HTTPS lifecycle, durable runtime leases, and bounded control recovery (#11525 )

<!-- Simplified Technical English (ASD-STE100). -->

> **Stacked pull request.** This targets #11524. Merge #11524 first.
Review only the second commit, `feat(runtime): managed Tailscale HTTPS
lifecycle...`.

## Thinking Path

> - Paperclip is the open source app people use to manage AI agents for
work
> - Paperclip starts and supervises managed runtime services, so an
agent's branch can be previewed while the agent works
> - The previous pull request added the host broker, the shared
contract, and the database columns, but no code used them
> - A managed runtime can only be exposed over HTTPS if it holds a
stable loopback port pair for the whole life of the service. The current
control path cannot promise this: two controls can race the same
execution workspace, a stranded control can stay `running` forever, and
a start can adopt a port it does not own
> - This pull request adds the HTTPS lifecycle and the control-path
hardening that the lifecycle depends on
> - The benefit is that a managed preview becomes reachable from another
device, and a managed control now always reaches a terminal state

## Linked Issues or Issue Description

No public GitHub issue exists. The change follows the feature request
template.

**Subsystem affected**

Managed workspace runtime services, workspace operations, the execution
workspace routes, and the workspace runtime UI.

**Problem or motivation**

A managed runtime service is reachable only on loopback, so a preview
cannot be opened from a phone or a second computer. Exposing it safely
needs an exclusively held port pair. Three existing gaps block that.
Overlapping controls can race the same workspace. A control whose owner
dies stays `running` and blocks the lane forever. Port allocation does
not confirm that the process holding a port is the process Paperclip
spawned.

**Proposed solution**

Add the exposure lifecycle on top of the broker from #11524: reserve
before spawn, expose after readiness, validate the public URL, and
remove on stop. In the same change, make managed controls mutually
exclusive per workspace, give each control a durable issue-owned lease
and a terminal state, and verify port ownership before use.

**Alternatives considered**

- Add HTTPS exposure without the control hardening. This was rejected
because a raced or stranded control makes exposure point at the wrong
process.
- Guard the lane with an in-memory lock only. This was rejected because
the lock does not survive a server restart, so the lane can be lost or
double-claimed.
- Trust the requested bind address. This was rejected because a checkout
that predates managed HTTPS overwrites `PAPERCLIP_BIND` from its own
`--bind` argument, and then binds the wildcard address.

**Roadmap alignment**

This completes the managed workspace runtime capability that already
exists. It adds no new product surface beyond the HTTPS link.

**Additional context**

This is the second of three pull requests. The third adds central
mediation of leased port pairs.

## What Changed

Exposure lifecycle:

- Add the server-side broker client and the exposure lifecycle manager.
The manager reserves the mapping before spawn, exposes after backend
readiness, validates the public URL, and removes the mapping on stop.
- Default managed worktree runtimes to `tailscale_https`, read exposure
intent from legacy `expose` blocks, and backfill runtimes that are still
HTTP-only.
- Verify listener ownership for the app port and its Vite HMR companion
before the broker is asked to expose anything. An unrelated listener on
either port fails the start closed.
- Force the loopback bind through argv instead of environment hints.
Leave a non-Paperclip service's `--bind` argument alone.
- Probe loopback for readiness instead of the public URL, and give Vite
HMR its own loopback-bound server in middleware mode.
- Preserve operator-declared Serve mappings across the managed
lifecycle, so cleanup never removes a mapping that Paperclip did not
create.
- Name which listener predicate denied an expose, so an operator can act
on the message.

Control-path hardening:

- Make `start`, `stop`, `restart`, and job `run` mutually exclusive per
execution workspace. An overlap gets `409
workspace_runtime_control_in_progress`, and authorization is still
checked first.
- Take a durable exclusivity lease on the execution workspace, owned by
the controlling issue. A different issue gets `409
workspace_runtime_lease_conflict` before any operation is recorded.
Board and operator actions bypass the lease.
- Give every control a terminal state. Each control stamps its owning
process and pid, heartbeats while it runs, and has a wall-clock ceiling.
Recovery of a stranded control uses a compare-and-swap on `updated_at`,
so a live owner is never stolen.
- Bound readiness probes, verify allocated port ownership on POSIX and
Windows, harden sibling port allocation, and reconcile desired runtimes
on server startup.
- Surface exposure state and bounded runtime errors in the workspace
runtime UI.
- Record the new behavior in `doc/DEVELOPING.md`.

## Verification

Focused checks, all run on this branch:

- `npx tsc --noEmit -p server/tsconfig.json` — 139 errors, exactly the
count on `master`. All 139 come from the unbuilt
`@paperclipai/plugin-sdk` package.
- `pnpm --filter @paperclipai/ui typecheck` — clean.
- Server suites, 177 tests pass across 9 files:
`workspace-runtime.test.ts`, `workspace-runtime-leases.test.ts`,
`workspace-runtime-control-recovery.test.ts`,
`execution-workspace-runtime-control-conflict.test.ts`,
`execution-workspace-runtime-lease-route.test.ts`,
`workspace-operations-reconciliation.test.ts`,
`workspace-runtime-start-terminality.test.ts`, `app-hmr-port.test.ts`,
and `workspace-runtime-ready-comment.test.ts`.
- Exposure unit suites, 77 tests pass: `src/services/runtime-exposure/`
and `workspace-runtime-exposure-backfill.test.ts`.
- UI: `WorkspaceRuntimeControls.test.tsx` and
`WorkspaceServiceControlBar.test.tsx` — 34 tests pass.

**One suite is red on the development host and is expected to be green
in CI.** `server/src/services/workspace-runtime-exposure.test.ts` has 10
failures on the machine used to write this branch. The cause is host
contamination, not the code. That machine already runs an HTTPS canary
that holds ports 42000, 42001, 52000, and 52001 on a tailnet address.
The suite allocates from the same range, so the new listener-ownership
check correctly reports:

```
listener_ownership_mismatch — port 42000 is bound to 100.123.243.20, 127.0.0.1,
fd7a:115c:a1e0:0:0:0:dd3a:f314 ... instead of loopback only
```

A CI runner has no listener on those ports, so the check sees loopback
only and the suite passes. Please confirm this from the CI result on
this pull request rather than from a local run on a host that already
exposes a managed runtime. This is a real weakness of the current test
fixture, and the third pull request in the series removes it by
allocating the pair through a central mediator instead of a stubbed
availability check.

`workspace-runtime-https-live-exercise.test.ts` needs a live `tailscale`
host and was not run locally.

## Risks

- This is the behavior-bearing pull request of the three, so it carries
the most risk.
- Two new `409` responses appear on managed control routes. A caller
that assumed a control always starts must handle a conflict. Board and
operator actions are deliberately exempt, so an agent lease cannot lock
an operator out.
- Managed worktree runtimes now default to `tailscale_https`. If the
host has no working broker, the start fails closed and reports the
exposure failure instead of silently serving plain HTTP. This is
intended, and it is the reason the failure message names the denying
predicate.
- Startup reconciliation touches persisted runtime rows. It is scoped to
desired state and does not resurrect a service that never came up.
- The lease has a 30-minute time to live and explicit release paths, so
a crashed owner cannot hold a lane forever.
- No migration runs in this pull request. The tables and columns land in
#11524.

> For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and
discuss it in `#dev` before opening the PR.

## Model Used

Claude Opus 5 (`claude-opus-5`), 1M context window, extended thinking,
with tool use and code execution.

## 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, with the one
host-contaminated suite explained 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
- [ ] 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

2026-08-17 06:23:33 -04:00