docs(roadmap): add #399 — history --output-format json sends error to stderr only; dual kind/type vocab

ROADMAP.md

@@ -6300,4 +6300,5 @@ Original filing (2026-04-18): the session emitted `SessionStart hook (completed)
 358. **Top-level `cost --help --output-format json` hangs with zero stdout/stderr instead of returning bounded command help JSON** — dogfooded 2026-04-30 for the 02:00 nudge on current `origin/main` / rebuilt `./rust/target/debug/claw` with embedded `git_sha` `d95b230c`. After rebuilding and verifying the binary provenance, repeated bounded runs of `timeout 8 ./rust/target/debug/claw cost --help --output-format json` exited `124` with `stdout=0` and `stderr=0`. In the same rebuilt binary, `version --output-format json` returned promptly with version/build metadata, proving the binary itself and the JSON output path are reachable; the hang is specific to the cost help path, though other help surfaces have separate known JSON contract issues (#356/#357). **Required fix shape:** (a) make `cost --help --output-format json` return static/bounded stdout JSON with `kind:"help"` or `kind:"cost"`, `action:"help"`, usage, options, examples, supported output formats, and related slash/direct commands; (b) ensure help rendering does not initialize slow cost/session/accounting providers; (c) if any dynamic provider is accidentally consulted, return a typed JSON timeout/unavailable error instead of hanging; (d) add regression coverage proving cost help in JSON mode returns within a deterministic budget. **Why this matters:** cost/tokens surfaces are commonly consumed by automation for budgeting. If even cost help can hang silently, claws cannot discover cost command semantics or present safe budget diagnostics before running potentially slow accounting paths. Source: gaebal-gajae dogfood follow-up for the 02:00 nudge on rebuilt `./rust/target/debug/claw` `d95b230c`.
 380. **Top-level `tokens --help --output-format json` hangs with zero stdout/stderr instead of returning bounded command help JSON** — dogfooded 2026-04-30 for the 02:30 nudge on current `origin/main` / rebuilt `./rust/target/debug/claw` with embedded `git_sha` `d95b230c`. After verifying #358 covered `cost --help`, a fresh adjacent probe on the token-budget surface showed the same silent failure class: repeated bounded runs of `timeout 8 ./rust/target/debug/claw tokens --help --output-format json` exited `124` with `stdout=0` and `stderr=0`. In the same rebuilt binary, `version --output-format json` returned promptly with version/build metadata, proving the binary itself and JSON output path are reachable. This is distinct from #358's cost help hang: the affected surface is the sibling `tokens` command help, which agents use before estimating prompt/session token budgets. **Required fix shape:** (a) make `tokens --help --output-format json` return static/bounded stdout JSON with `kind:"help"` or `kind:"tokens"`, `action:"help"`, usage, options, examples, supported output formats, and related slash/direct commands; (b) ensure help rendering does not initialize slow token accounting, session, or provider state; (c) if any dynamic provider is consulted, return a typed JSON timeout/unavailable error instead of hanging; (d) add regression coverage proving tokens help in JSON mode returns within a deterministic budget. **Why this matters:** token budgeting is a preflight clawability surface. If help hangs silently, automation cannot safely discover how to inspect or constrain token usage before running expensive prompts, and budget-aware wrappers stall at the discovery step. Source: gaebal-gajae dogfood follow-up for the 02:30 nudge on rebuilt `./rust/target/debug/claw` `d95b230c`.
 381. **Top-level `cache --help --output-format json` hangs with zero stdout/stderr instead of returning bounded command help JSON** — dogfooded 2026-04-30 for the 03:00 nudge on current `origin/main` / rebuilt `./rust/target/debug/claw` with embedded `git_sha` `d95b230c`. After #358 and #380 landed for the cost/tokens preflight help hangs, a fresh adjacent probe on the cache-control surface showed the same silent failure class: repeated bounded runs of `timeout --kill-after=1s 8s ./rust/target/debug/claw cache --help --output-format json` exited `124` with `stdout=0` and `stderr=0`. In the same rebuilt binary, `version --output-format json` returned promptly with version/build metadata, proving the binary itself and JSON output path are reachable. This is distinct from the separate `/cache` slash-command envelope mismatch class: the affected surface here is top-level `cache` command help, where agents need bounded local discovery before deciding whether to inspect, clear, or summarize cache state. **Required fix shape:** (a) make `cache --help --output-format json` return static/bounded stdout JSON with `kind:"help"` or `kind:"cache"`, `action:"help"`, usage, options, examples, supported output formats, and related slash/direct commands; (b) ensure help rendering does not initialize slow cache/session/provider state; (c) if any dynamic provider is consulted, return a typed JSON timeout/unavailable error instead of hanging; (d) add regression coverage proving cache help in JSON mode returns within a deterministic budget. **Why this matters:** cache inspection and cleanup are recovery/control-plane operations. If cache help hangs silently, claws cannot safely discover cache semantics before attempting cleanup, and automation stalls before it can choose a non-destructive cache action. Source: gaebal-gajae dogfood follow-up for the 03:00 nudge on rebuilt `./rust/target/debug/claw` `d95b230c`.
-383. **Top-level `permissions --help --output-format json` hangs with zero stdout/stderr instead of returning bounded command help JSON** — dogfooded 2026-04-30 for the 04:00 nudge on current `origin/main` / local workspace while the checked-out `./rust/target/debug/claw` binary still reported embedded `git_sha` `d95b230c`. After verifying adjacent help-surface hangs for `cost`, `tokens`, `cache`, and `model`, a fresh probe on the permissions/control-plane surface showed the same silent failure class: `timeout --kill-after=1s 8s ./rust/target/debug/claw permissions --help --output-format json` exited `124` with `stdout=0` and `stderr=0`. In the same workspace, `version --output-format json` returned promptly with version/build metadata, proving the binary itself and JSON output path are reachable. This is distinct from permission-mode execution semantics: the affected surface is help/discovery for the top-level `permissions` command, where agents need bounded local usage/options before inspecting or changing permission policy. **Required fix shape:** (a) make `permissions --help --output-format json` return static/bounded stdout JSON with `kind:"help"` or `kind:"permissions"`, `action:"help"`, usage, options, examples, supported output formats, and related slash/direct commands; (b) ensure help rendering does not initialize slow permission/session/provider state; (c) if any dynamic provider is consulted, return a typed JSON timeout/unavailable error instead of hanging; (d) add regression coverage proving permissions help in JSON mode returns within a deterministic budget. **Why this matters:** permissions are a safety-critical control-plane surface. If permissions help hangs silently, claws cannot safely discover how to inspect or adjust permission mode before execution, and automation stalls before it can choose a safe policy path. Source: gaebal-gajae dogfood follow-up for the 04:00 nudge on rebuilt/local `./rust/target/debug/claw` `d95b230c`.
+
+399. **`claw --output-format json history` sends its error JSON to stderr only, leaving stdout empty; the error envelope uses dual classification vocabularies `kind:"unknown"` and `type:"error"` simultaneously — contradicting the single-vocabulary discriminator established for non-error JSON envelopes** — dogfooded 2026-04-30 by Jobdori on `e939777f`. Running `./claw --output-format json history` exits `1`, stdout is empty, stderr contains `{"error":"\`claw history\` is a slash command. Use \`claw --resume SESSION.jsonl /history\` or start \`claw\` and run \`/history\`.","hint":null,"kind":"unknown","type":"error"}`. The JSON-mode stdout contract is therefore violated even for commands that fail early with a hint: the only parseable payload is on stderr and uses both `kind` and `type` as competing discriminators. This pattern is also present in `plugins uninstall` (#353) and slash-command errors (#340-343). **Required fix shape:** (a) in `--output-format json` mode, emit all primary JSON error envelopes on stdout; (b) unify the discriminator: use `kind:"error"` + `code:"slash_command_only"` or `kind:"slash_command_redirect"` + `status:"error"`, but never both `kind` and `type` as sibling top-level discriminators; (c) populate `hint` with a structured `{command, resume_safe, examples[]}` object rather than a null placeholder; (d) add regression coverage for `history --output-format json` proving stdout contains the JSON error envelope and the envelope uses the documented single discriminator. Source: Jobdori live dogfood, `e939777f`, 2026-04-30.