Deny-by-structure engine: expand a protectedCommands literal into shim + sudo-floor + hook deny, retire the generated denylist #79

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opened 2026-06-06 03:37:36 +00:00 by coilysiren · 6 comments
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Deny-by-structure engine: expand a protectedCommands literal into shim + sudo-floor + hook deny, retire the generated denylist

Primary goal

Remove the constantly-shifting denylist. Today coily renders a large, exhaustive deny ruleset into every repo's .claude/settings.json plus .claude/lockdown-deny.sh. That artifact drifts across hosts and coily versions (it is routinely dirty in working trees), and the embedded source list in lockdown/defaults.yaml already shows the failure mode its own header names: "dead allowlist entries piling up across the catalog (the symptom that prompted this rewrite)."

The shift this issue proposes: stop enumerating everything-to-block. Make privileged binaries structurally unreachable to the agent, so there is nothing left to enumerate. The only declarative input becomes a small, stable literal of privileged-tool names that consumers own. cli-guard becomes the engine that expands that literal into enforcement.

A denylist is an enumeration problem (N tools x M hosts x every version bump), which is why it churns. A boundary is one invariant. This trades the enumeration for two invariants: the real binary is not user-executable, and the agent has no passwordless sudo.

Two boundaries, sequenced (both)

  1. ward / coily wrapper front-door (now). Humans and agents route through the audited wrapper. The PATH shim shadows the real binary and delegates to the wrapper, which audits + validates argv + fetches creds. This shrinks the list to a literal but is same-user-soft.
  2. sudo / ownership floor (the thing that actually retires the denylist). The real binary is root-owned and not user-executable. The agent literally cannot run it (no passwordless sudo for the agent user). The human runs sudo <realtool> because she has the password. The password is the human carve-out, so the denylist no longer needs human-exception entries.

Load-bearing constraint (already flagged in ward#4): a shim that only shadows on PATH enforces nothing for a same-user agent that calls the binary by absolute path. "Unix permissions do not provide parent-process authorization for same-user invocations." The shim is UX. The chmod/ownership + no-passwordless-sudo posture is enforcement. If the binary stays user-executable, you are back to needing a denylist to paper the gap, which defeats the goal.

Architecture inversion

Today: lockdown/defaults.yaml carries a coily-specific literal (npm, aws, gh, kubectl, gcloud, ...) embedded inside the cli-guard library, then coily renders it per-repo. That violates the stated layering ("no downstream-specific policy baked into library packages").

Target:

  • cli-guard = policy-free engine. Given a literal protectedCommands: [aws, gh, ...] plus a wrapper-routing map, it provides:
    • PATH shim generation (deny shim or route-to-wrapper shim) for each protected command.
    • basename-aware + absolute-path matching so /opt/homebrew/bin/gcloud and env X=y gcloud do not bypass (extends cli-guard#55 / #60/#61).
    • the hook decision (hook pkg) reads the literal at runtime, no rendered exhaustive blob.
    • sudo-floor posture checks (sudo pkg + doctor): real binary is not user-executable, agent user has no broad passwordless sudo (sudo -n true should fail), credential env not present in agent session.
  • coily / ward = consumers. Each holds its own small literal protectedCommands: [aws, gh, ...] plus route hints. No big generated artifact to drift. cli-guard derives enforcement from the literal.

Migration of the existing literal

  • Move the coily-specific binary list out of cli-guard/lockdown/defaults.yaml into coily's own config (companion coily issue). cli-guard keeps only generic primitives + maybe a tiny demonstrative example, never a live org policy.
  • ward holds its own literal (companion ward issue).

Suggested slices

  1. Define the protectedCommands literal schema + wrapper-routing map in repocfg (consumer-supplied, not embedded).
  2. Engine: expand literal -> shim spec + hook deny decision. Pure, table-tested.
  3. Shim generator: emit deny shim / route shim; basename + absolute-path aware.
  4. sudo-floor posture: doctor checks (binary not user-executable, no passwordless sudo, no cred env). Reuse sudo pkg.
  5. Hook reads literal at runtime; delete the rendered exhaustive deny path.
  6. Docs: state plainly that the shim is UX and the sudo/ownership floor is the enforcement boundary.

Acceptance criteria

  • cli-guard library carries no downstream org's binary list.
  • A consumer declaring protectedCommands: [aws, gh] gets: PATH shims for both, hook denies for bare + absolute-path + env/sudo-prefixed spellings, and doctor findings for sudo/ownership/cred posture.
  • The large rendered .claude/settings.json deny array + lockdown-deny.sh stop being the system of record; the literal + engine are.
  • Docs do not claim hooks are the boundary.

Non-goals

  • Full sudoers parser (narrow probe only).
  • Claiming OS-enforced same-user parent-process authorization.
  • Read-only protected-tool allowlists (v2).
  • ward#4 (protected CLI isolation, security doctor) - this generalizes it to literal-driven.
  • coily#197 (generate deny-handler from coily --tree --json) - sibling churn-reduction.
  • cli-guard#55 / #60 / #61 (basename-aware + glob-argv deny primitives) - reused by the shim matcher.
# Deny-by-structure engine: expand a `protectedCommands` literal into shim + sudo-floor + hook deny, retire the generated denylist ## Primary goal **Remove the constantly-shifting denylist.** Today coily renders a large, exhaustive deny ruleset into every repo's `.claude/settings.json` plus `.claude/lockdown-deny.sh`. That artifact drifts across hosts and coily versions (it is routinely dirty in working trees), and the embedded source list in `lockdown/defaults.yaml` already shows the failure mode its own header names: "dead allowlist entries piling up across the catalog (the symptom that prompted this rewrite)." The shift this issue proposes: stop enumerating everything-to-block. Make privileged binaries **structurally unreachable to the agent**, so there is nothing left to enumerate. The only declarative input becomes a small, stable literal of privileged-tool names that consumers own. cli-guard becomes the engine that expands that literal into enforcement. A denylist is an enumeration problem (N tools x M hosts x every version bump), which is why it churns. A boundary is one invariant. This trades the enumeration for two invariants: the real binary is not user-executable, and the agent has no passwordless sudo. ## Two boundaries, sequenced (both) 1. **ward / coily wrapper front-door (now).** Humans and agents route through the audited wrapper. The PATH shim shadows the real binary and delegates to the wrapper, which audits + validates argv + fetches creds. This shrinks the list to a literal but is same-user-soft. 2. **sudo / ownership floor (the thing that actually retires the denylist).** The real binary is root-owned and not user-executable. The agent literally cannot run it (no passwordless sudo for the agent user). The human runs `sudo <realtool>` because she has the password. The password is the human carve-out, so the denylist no longer needs human-exception entries. Load-bearing constraint (already flagged in ward#4): a shim that only shadows on PATH **enforces nothing** for a same-user agent that calls the binary by absolute path. "Unix permissions do not provide parent-process authorization for same-user invocations." The shim is UX. The chmod/ownership + no-passwordless-sudo posture is enforcement. If the binary stays user-executable, you are back to needing a denylist to paper the gap, which defeats the goal. ## Architecture inversion Today: `lockdown/defaults.yaml` carries a coily-specific literal (`npm`, `aws`, `gh`, `kubectl`, `gcloud`, ...) embedded **inside the cli-guard library**, then coily renders it per-repo. That violates the stated layering ("no downstream-specific policy baked into library packages"). Target: - **cli-guard** = policy-free engine. Given a literal `protectedCommands: [aws, gh, ...]` plus a wrapper-routing map, it provides: - PATH shim generation (deny shim or route-to-wrapper shim) for each protected command. - basename-aware + absolute-path matching so `/opt/homebrew/bin/gcloud` and `env X=y gcloud` do not bypass (extends cli-guard#55 / #60/#61). - the hook decision (`hook` pkg) reads the literal at runtime, no rendered exhaustive blob. - sudo-floor posture checks (`sudo` pkg + doctor): real binary is not user-executable, agent user has no broad passwordless sudo (`sudo -n true` should fail), credential env not present in agent session. - **coily / ward** = consumers. Each holds its own small literal `protectedCommands: [aws, gh, ...]` plus route hints. No big generated artifact to drift. cli-guard derives enforcement from the literal. ## Migration of the existing literal - Move the coily-specific binary list out of `cli-guard/lockdown/defaults.yaml` into coily's own config (companion coily issue). cli-guard keeps only generic primitives + maybe a tiny demonstrative example, never a live org policy. - ward holds its own literal (companion ward issue). ## Suggested slices 1. Define the `protectedCommands` literal schema + wrapper-routing map in `repocfg` (consumer-supplied, not embedded). 2. Engine: expand literal -> shim spec + hook deny decision. Pure, table-tested. 3. Shim generator: emit deny shim / route shim; basename + absolute-path aware. 4. sudo-floor posture: doctor checks (binary not user-executable, no passwordless sudo, no cred env). Reuse `sudo` pkg. 5. Hook reads literal at runtime; delete the rendered exhaustive deny path. 6. Docs: state plainly that the shim is UX and the sudo/ownership floor is the enforcement boundary. ## Acceptance criteria - cli-guard library carries no downstream org's binary list. - A consumer declaring `protectedCommands: [aws, gh]` gets: PATH shims for both, hook denies for bare + absolute-path + `env`/`sudo`-prefixed spellings, and doctor findings for sudo/ownership/cred posture. - The large rendered `.claude/settings.json` deny array + `lockdown-deny.sh` stop being the system of record; the literal + engine are. - Docs do not claim hooks are the boundary. ## Non-goals - Full sudoers parser (narrow probe only). - Claiming OS-enforced same-user parent-process authorization. - Read-only protected-tool allowlists (v2). ## Related - ward#4 (protected CLI isolation, security doctor) - this generalizes it to literal-driven. - coily#197 (generate deny-handler from `coily --tree --json`) - sibling churn-reduction. - cli-guard#55 / #60 / #61 (basename-aware + glob-argv deny primitives) - reused by the shim matcher.
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Foundation landed via #80 (commit f90ce00).

The engine half of this issue was already on main out-of-band: repocfg.Security (the protected_binaries literal), hook.Protected (basename + absolute-path + env/sudo-prefix aware deny), hookcfg.ProtectedFor, and cmd/cli-guard-hook (reads the literal at runtime). #80 added the two missing foundation pieces:

  • shim package: shim.For([]hook.Protected) renders one sh -n-validated deny shim per protected binary, from the same set the deny engine uses (no drift).
  • doctor package: doctor.Check(repocfg.Security, Probes) verifies the enforcement floor (no passwordless sudo, real binary not agent-executable, credential env absent).
  • docs/deny-by-structure.md: states plainly that the shim is UX and the sudo/ownership floor is the enforcement boundary (slice 6).

Remaining on this issue (the hard-delete retire)

  • Retire the rendered exhaustive deny path: claudeCodeRenderHookScript's deny-prefix case in lockdown/hook.go.
  • Strip the coily-specific binary list from lockdown/defaults.yaml (leave a tiny generic example), so the library carries no downstream org's policy.
  • Coordinate with the companion coily bump that moves the literal into coily's own config, plus the companion ward literal.

These were deferred deliberately (foundation-first) because the hard-delete must land in lockstep with the consumer migration to avoid breaking coily on the next pin bump.

Foundation landed via #80 (commit `f90ce00`). The engine half of this issue was already on `main` out-of-band: `repocfg.Security` (the `protected_binaries` literal), `hook.Protected` (basename + absolute-path + env/sudo-prefix aware deny), `hookcfg.ProtectedFor`, and `cmd/cli-guard-hook` (reads the literal at runtime). #80 added the two missing foundation pieces: - **shim** package: `shim.For([]hook.Protected)` renders one `sh -n`-validated deny shim per protected binary, from the same set the deny engine uses (no drift). - **doctor** package: `doctor.Check(repocfg.Security, Probes)` verifies the enforcement floor (no passwordless sudo, real binary not agent-executable, credential env absent). - **docs/deny-by-structure.md**: states plainly that the shim is UX and the sudo/ownership floor is the enforcement boundary (slice 6). ## Remaining on this issue (the hard-delete retire) - Retire the rendered exhaustive deny path: `claudeCodeRenderHookScript`'s deny-prefix case in `lockdown/hook.go`. - Strip the coily-specific binary list from `lockdown/defaults.yaml` (leave a tiny generic example), so the library carries no downstream org's policy. - Coordinate with the companion **coily** bump that moves the literal into coily's own config, plus the companion **ward** literal. These were deferred deliberately (foundation-first) because the hard-delete must land in lockstep with the consumer migration to avoid breaking coily on the next pin bump.
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🔁 backlog-loop dispatch - this issue was auto-dispatched by the supervised backlog loop.

When you finish, your final issue comment must start with exactly one of:

  • WARD-OUTCOME: done - landed/merged, nothing more needed.
  • WARD-OUTCOME: blocked - <the specific decision or information you need from a human>
  • WARD-OUTCOME: failed - <why, briefly>

Put your candid retrospective on the line(s) below it. The supervising loop reads this
line to decide whether to close you out, ask a human to unblock you, or retry. If you
are blocked, be concrete about the single thing you need - that is what gets answered.

<!-- backlog-loop:dispatch --> 🔁 **backlog-loop dispatch** - this issue was auto-dispatched by the supervised backlog loop. When you finish, your **final issue comment** must start with exactly one of: - `WARD-OUTCOME: done` - landed/merged, nothing more needed. - `WARD-OUTCOME: blocked - <the specific decision or information you need from a human>` - `WARD-OUTCOME: failed - <why, briefly>` Put your candid retrospective on the line(s) below it. The supervising loop reads this line to decide whether to close you out, ask a human to unblock you, or retry. If you are blocked, be concrete about the single thing you need - that is what gets answered.
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🔒 Reserved by ward agent --driver claude — container ward-cli-guard-issue-79-claude-0e0d6da9 on host kais-macbook-pro-2.local is carrying this issue (reserved 2026-06-25T08:53:37Z). Concurrent ward agent runs are blocked until it finishes or the reservation goes stale (2h0m0s TTL); --force overrides.

— Claude (she/her), via ward agent

<!-- ward-agent-reservation --> 🔒 Reserved by `ward agent --driver claude` — container `ward-cli-guard-issue-79-claude-0e0d6da9` on host `kais-macbook-pro-2.local` is carrying this issue (reserved 2026-06-25T08:53:37Z). Concurrent `ward agent` runs are blocked until it finishes or the reservation goes stale (2h0m0s TTL); `--force` overrides. <!-- ward-agent-signature --> — Claude (she/her), via `ward agent`
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Blocked on infra, not re-dispatched. This headless run exited in under 2 minutes with zero agent output (only the loop's own dispatch comments) - the silenced-docker-pull / no-timeout failure mode (ward#322), part of the broken-headless-container cluster (ward#311 broken release, ward#321 no docker binary in image). ward's containers ran fine the same session, so the image works; this looks container/pull-specific to cli-guard dispatch.

Gating retry on that cluster landing rather than re-dispatching into the same failure. Ledger marked failed.

**Blocked on infra, not re-dispatched.** This headless run exited in under 2 minutes with zero agent output (only the loop's own dispatch comments) - the silenced-docker-pull / no-timeout failure mode (ward#322), part of the broken-headless-container cluster (ward#311 broken release, ward#321 no docker binary in image). ward's containers ran fine the same session, so the image works; this looks container/pull-specific to cli-guard dispatch. Gating retry on that cluster landing rather than re-dispatching into the same failure. Ledger marked failed.
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🔒 Reserved by ward agent --driver claude — container ward-cli-guard-issue-79-claude-a0242609 on host kais-macbook-pro-2.local is carrying this issue (reserved 2026-06-25T10:22:51Z). Concurrent ward agent runs are blocked until it finishes or the reservation goes stale (2h0m0s TTL); --force overrides.

— Claude (she/her), via ward agent

<!-- ward-agent-reservation --> 🔒 Reserved by `ward agent --driver claude` — container `ward-cli-guard-issue-79-claude-a0242609` on host `kais-macbook-pro-2.local` is carrying this issue (reserved 2026-06-25T10:22:51Z). Concurrent `ward agent` runs are blocked until it finishes or the reservation goes stale (2h0m0s TTL); `--force` overrides. <!-- ward-agent-signature --> — Claude (she/her), via `ward agent`
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Retrospective, candid: this was more "confirm the ground already shifted" than "implement." The deny-by-structure engine (hook/shim/doctor/repocfg) was already landed and ward runs on it, so the real work was deciding what "retire the generated denylist" meant in practice. The surprise: cli/lockdown wasn't just losing its rendered deny path - it had no importer left anywhere (no cmd, no consumer, coily retired), so trimming it would have left a writer that emits an empty deny list. I deleted it wholesale, which felt like the honest read of "retire," one step past the literal "strip the binaries from defaults.yaml" bullets.

What actually fought back was petty: the 4000-char cap on AGENTS.md, which my Safety-section rewrite blew past and took three trims to satisfy. golangci-lint and trufflehog were both absent from the container, so I installed pinned versions to run the real gate rather than skip it. Confidence is high - vet/lint/godoc and the full pre-commit suite are green; the only failing tests are cli/sandbox, a pre-existing seccomp/namespace gap in this container, untouched by this change.

One follow-up worth filing: profiles/profile/decision are now a fully-orphaned island too (decision has zero importers), so the rest of that old permission-file-writer cluster is a candidate for its own retirement. I left it in place to keep this change scoped to the denylist.

Retrospective, candid: this was more "confirm the ground already shifted" than "implement." The deny-by-structure engine (hook/shim/doctor/repocfg) was already landed and ward runs on it, so the real work was deciding what "retire the generated denylist" meant in practice. The surprise: `cli/lockdown` wasn't just losing its rendered deny path - it had no importer left anywhere (no cmd, no consumer, coily retired), so trimming it would have left a writer that emits an empty deny list. I deleted it wholesale, which felt like the honest read of "retire," one step past the literal "strip the binaries from defaults.yaml" bullets. What actually fought back was petty: the 4000-char cap on AGENTS.md, which my Safety-section rewrite blew past and took three trims to satisfy. golangci-lint and trufflehog were both absent from the container, so I installed pinned versions to run the real gate rather than skip it. Confidence is high - vet/lint/godoc and the full pre-commit suite are green; the only failing tests are `cli/sandbox`, a pre-existing seccomp/namespace gap in this container, untouched by this change. One follow-up worth filing: `profiles`/`profile`/`decision` are now a fully-orphaned island too (`decision` has zero importers), so the rest of that old permission-file-writer cluster is a candidate for its own retirement. I left it in place to keep this change scoped to the denylist.
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