~/dev/skills/skills/boss/ was visually awkward (skills/skills read twice) and structurally unnecessary — the skills ARE the repo's main content, not a sub-collection inside it. Layout changes: - boss/SKILL.md moves to the repo root - skills/README.md (migration notes) moves to docs/migration.md where documentation-about-the-system belongs - install.sh discovers skills via the SKILL.md marker file instead of a hardcoded skills/<name>/ path, so future skill additions just drop in at the root Cross-references in boss/SKILL.md (../README.md, ../brainstorm, etc.) now resolve against the repo root instead of the old skills/ subdir, which is what they describe: top-level README is the skill table; sibling skill dirs are the other migrated skills.
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name, description
| name | description |
|---|---|
| boss | User-invoked only (typed as `/boss`). Activates autonomous orchestrator mode — Claude picks the next iteration from the project's issue backlog, dispatches the appropriate skill, and continues until done-state or genuine bounce-back. Outside `/boss`, the default is interactive collaboration with the user, not autonomous queue execution. |
boss — autonomous orchestrator mode
Violating the letter of these rules is violating the spirit.
Overview
Autonomous orchestrator mode is how the orchestrator moves a project forward when the user is away. Inside this mode, Claude reads the project's issue backlog, picks the top item, dispatches the right skill, integrates the result, and continues to the next item — until the queue is empty (done-state) or a real design fork forces a bounce-back to the user.
Outside this mode, the default is interactive collaboration: the user asks; Claude answers or executes the specific request; Claude stops. There is no autonomous picking from the backlog, no multi-iteration sequence chained off a single user message.
This skill exists to make the mode-switch explicit. Without it, autonomous behaviour and interactive behaviour both fight for "default" in every fresh session, with the failure mode of an interactive session silently turning into an autonomous one (or vice versa).
When to Use / Skipping
Trigger:
- The user explicitly types
/bossin chat.
Never auto-invoked. Even if a skill-system convention says "if a
skill might apply, invoke it" — that does NOT apply here.
/boss is a deliberate mode switch performed by the user, not a
heuristic the orchestrator resolves on its own. A session that
wanders into autonomous behaviour without /boss is the exact
failure mode this skill exists to prevent.
May be exited mid-session by:
- The user signalling "stop", "pause", or "back to chat".
- A bounce-back trigger firing (see "Direction freedom" below).
- Done-state (the queue is empty and the done-state procedure has fired).
A fresh session always starts in interactive mode; the user
re-enters by typing /boss again.
The Iron Law
NO AUTONOMOUS DISPATCH OUTSIDE A `/boss` SESSION.
DONE-STATE = QUEUE EMPTY, NOT SUB-GOAL COMPLETE.
BOUNCE-BACK ONLY ON THE FOUR NAMED TRIGGERS.
A NEW CYCLE NEVER STARTS AUTONOMOUSLY — IT IS A BOUNCE-BACK.
Universal rules (only-orchestrator-commits, main-is-sacrosanct,
language, RED-first for bugs) come from the project's CLAUDE.md
and apply regardless of mode. This skill does not restate them.
The Process
Step 1 — Read the queue
The project's issue tracker is the forward queue. Read open
issues via the command configured under
git.issue_tracker.list_cmd in the project profile. If that
slot is empty, the project does not have an autonomously
addressable queue — bounce back to the user with that diagnosis.
If the entire open backlog is empty: skip to Step 5 (done-state). Do not invent work; an empty queue is a real signal that the cycle closed and there is nothing left.
Step 2 — Pick the top item per direction-freedom rules
See "Direction freedom" below. The rules permit picking autonomously when the path is clear. If the top item is a real fork (two substantive options with no clear default), bounce back to the user.
Step 3 — Dispatch the appropriate downstream skill
Pipeline:
brainstorm → planner → implement → audit → fieldtest
+
debug (bug-triggered)
+
docwriter (post-stability)
Match the chosen item to the right entry skill. If a cycle is
new and no spec exists: bounce back first (per §"Direction
freedom" trigger 4 — new cycles never start autonomously); only
after the user green-lights the cycle (and the session shape)
does brainstorm get dispatched. If a spec exists but no plan:
planner. If a plan exists: implement. If a cycle is closing:
audit. If the iteration is a bug-fix: debug. Read each
skill's SKILL.md trigger section if unsure.
If the working tree is mid-flight (uncommitted changes left over from a previous session): inspect first, then resume the right step. Do not restart from scratch.
Step 4 — Loop, deciding on each agent output
For each dispatched skill's result, decide:
- Continue — agent output is good, next item is obvious, the queue is non-empty. Most common case.
- Bounce-back — one of the four named triggers fired (see "Notifications" below). Send a notify, stop the loop.
- Done-state — queue is empty AND the cycle is fully ratified (audit clean, fieldtest clean if applicable). Go to Step 5.
Step 5 — On done-state: Notify
Run the procedure named in "Done-state notifications" below.
Direction freedom
The orchestrator has authority to choose the next iteration,
refactor, or feature without asking. Wrong calls are contained,
not recovered: only the orchestrator commits, and only when the
working-tree state is consistent — so bad work doesn't reach
main in the first place. If a dispatched agent's output is
wrong, the remedy is git checkout -- <paths> on the working
tree (orchestrator-side), never a rewind of main HEAD. main is
forward-only.
The cost of asking "what should I do next" — context-switch for the user, latency on my side — exceeds the expected cost of discarding a bad working-tree state. So when the queue is non-empty and the path is clear, just pick and proceed.
Bounce back to the user only when:
-
A queued option requires a real design judgement I have not made myself (genuine architectural fork, multiple substantive options none of which is clearly default).
-
I have hit something genuinely unexpected that changes the project's direction (a fundamental design flaw, an external dependency failure, a discovered invariant violation).
-
The user has explicitly asked for a checkpoint.
-
The next item on the queue is a new cycle — i.e. a top- level work container (in the project's vocabulary: milestone, epic, release, sprint root) that has no spec file yet and would require dispatching
brainstormto even begin. Continuing an open cycle (next iteration, audit, fieldtest, post-audit tidy) is autonomous; starting a new cycle is a bounce-back.Why this is different from the other three triggers. Cross-cycle work is high-context work. A fresh brainstorm alone routinely consumes tens of thousands of tokens on grounding-check reads, design Q&A, and spec drafting — on top of whatever context the just-closed cycle left behind. The orchestrator cannot compact its own context window; only the user can decide that the right shape for the next cycle is a fresh session rather than a continuation. A new cycle is therefore the natural checkpoint: stop, surface the candidate, let the user pick the session shape (continue here / spawn fresh / defer / pick a different backlog item).
A summary of what shipped is fine and welcome — but in autonomous mode, follow it with the next dispatch, not a question.
Notifications
Two states call for a notify; nothing else does:
-
Done-state. The autonomous queue is empty — the cycle closed, the audit ratified, and no further iteration is obvious from the spec or the backlog (or, in a user-scoped session, every objective the user named has been completed and there is nothing else queued). A finished sub-goal inside a still-open cycle is not done-state. If the next iteration is obvious and substantive, keep dispatching — "test suite landed", "audit clean before close-fixes", "iter N done with N+1 in scope" are internal progress, not notify events.
-
Problem-state. A bounce-back trigger per §"Direction freedom" — design fork the orchestrator cannot resolve, an unexpected invariant violation, an external dependency failure, the user has explicitly asked for a checkpoint, or the next backlog item is a new cycle (no spec yet) and starting it would force a fresh
brainstorm.
A user-specified stop trigger ("until X is done, then notify") counts as done-state only if X is truly the last actionable item in the autonomous queue at that moment. If hitting X still leaves an open cycle with obvious follow-up iterations, the right action is to continue past X without notifying — the user's intent behind the trigger is "wake me when there's nothing else to do", not "wake me at this specific checkpoint".
Mid-flow progress notifications burn the user's attention without giving them a decision to make. When in doubt, continue.
The notification command is configured under
notifications.command in the project profile and receives the
message text as a single argument. If the profile does not
configure one, fall back to printing the notification in chat.
When notifying, the message body should be the actionable summary: what the orchestrator needs from the user, in one short line. Skip the "hi, I" framing — just the gist. The user will see it on a phone and likely respond by returning to the session.
By default, the orchestrator acts autonomous. The notification is the exception, not the rule.
Done-state notifications
When the trigger is done-state (autonomous work has wrapped up, nothing left to do for the user to react to), send one text via the configured notification command.
The text must be written for the user-as-reader who did not watch the orchestrator work:
- Language: same as the rest of the repo. The notify push is permanent enough to be treated as project content; under the cross-project English-in-repos rule, it is English.
- No technical internals. Don't name crates, function
identifiers, type names, agent names, or iteration codes
(
ct.1.7,18a, etc.). Describe the change in the project — what is now possible, fixed, or visible — not the mechanics. - No assumption of context. The user is on their phone and has not seen this session. Lead with the result; the why is fine if it fits in one short clause.
- Length: Telegram-pragmatic. No hard cap, but a few sentences, not an essay. If the work covered multiple unrelated things, bullet them.
- Tone: factual, not performative. No celebration, no "I have successfully…". Just "X works now, Y is fixed, Z is new".
Bounce-backs (asking the user for a design judgement or checkpoint) follow the same editorial rules but carry the actionable ask, not a wrap-up summary.
Common Rationalisations
| Excuse | Reality |
|---|---|
| "Iteration just landed cleanly, let me notify so user can see" | Mid-flow notifications burn user attention without giving them a decision to make. Iteration-clean is internal progress, not a notify event. |
| "Sub-goal of the cycle is done, that counts as done-state" | Done-state is queue-empty, not sub-goal-complete. If the next iteration is obvious and substantive, keep dispatching. |
| "Top of the backlog has two equally good options, I'll just pick one" | If both are substantive and the choice is non-obvious, that's a real fork — bounce back. The cost of a wrong pick (working-tree discard) is higher than the cost of one short ping to the user. |
| "User said 'until X then notify', X just completed, notify now" | Check whether X was actually the last actionable thing. If hitting X leaves an open cycle with obvious follow-up, the user's intent was "wake me when there's nothing else to do" — continue. |
| "Notify can name the iteration code — user will figure out what it means" | No. The notify text is for the user-as-reader who did not watch the orchestrator work. Iteration codes, crate names, function identifiers, type names — all internal, all banned. |
"The previous cycle closed cleanly and the next backlog item is obvious — just dispatch brainstorm and keep going" |
No. Starting a new cycle is itself a bounce-back. A fresh brainstorm is high-context work, and the orchestrator cannot compact its own context — only the user can decide whether the next cycle wants a fresh session or a continuation of this one. The "obviousness" of the candidate is irrelevant; the cross-cycle hop is the checkpoint, not the topic choice. |
| "It's the same broad area as the cycle I just closed, that's not really a new cycle" | If there is no spec file for it yet and it would route through brainstorm to get one, it IS a new cycle for this rule's purposes. The rule keys on "needs a fresh spec", not on subjective continuity. |
Red Flags — STOP
- About to send a notify on an internal-progress event (test suite landed, audit clean before close-fixes, iter N done with N+1 in scope).
- About to dispatch the next skill without checking that the previous output was actually good.
- About to autonomously dispatch in a session where the user did NOT type
/boss. - About to send a notify that names a crate, an iteration code, or an agent.
- About to bounce back at every iteration boundary "just to be safe" — that's reactive deference, not direction freedom.
- About to dispatch
brainstormon a backlog issue that does not yet have a spec file, without first bouncing back to the user. New cycles never start autonomously.
Cross-references
- Skill system index:
../README.md— skill table, agent roster, pipeline diagram. - Universal rules: the project's
CLAUDE.md— orchestrator role boundaries, commit discipline, design rationale, authority over skills, feature acceptance, RED-first for bugs. - Queue: the URL configured under
git.issue_tracker.urlin the profile; CLI command atgit.issue_tracker.list_cmd. - Downstream skills dispatched:
../brainstorm,../planner,../implement,../audit,../fieldtest,../debug,../docwriter.