Agent Skills: Loop Supervisor

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UncategorizedID: connorads/dotfiles/loop-supervisor

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pnpm dlx add-skill https://github.com/connorads/dotfiles/tree/HEAD/.config/skills/personal/loop-supervisor

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.config/skills/personal/loop-supervisor/SKILL.md

Skill Metadata

Name
loop-supervisor
Description
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Loop Supervisor

Scaffold a SUPERVISOR.md runbook that captures how to supervise a specific agent loop. A fresh agent session (or a future you) reads that file, launches or attaches to the loop in tmux, watches state files, and intervenes sparingly per a project-specific taxonomy.

The supervisor's golden rule is always the same shape: operate the harness, don't do the inner loop's work. What counts as "harness" vs "inner work" is project-specific — that's what discovery pins down.

When to use

Invoke when the user has (or is about to have):

  • A task-loop / ralph-loop / rl-style outer runner driving fresh agent sessions against a PROMPT.md or equivalent contract
  • State artefacts like run-log.md, loop-state.md, backlog.md, or a domain-specific index (hypothesis tree, frontier state, etc.)
  • A tmux session (or intent to launch one) where the loop runs

The output is a single file: TASKS/<name>/SUPERVISOR.md, co-located with the loop's other artefacts. Git-tracked — it's a contract that evolves with the project between runs, not ephemeral state.

What SUPERVISOR.md contains

Eight sections. Self-contained for taxonomy + golden rule so the file stands alone; references-based for mechanics (trusts the consumer has the tmux skill loaded rather than inlining capture-pane syntax).

Use references/runbook-template.md as the skeleton when generating the file.

  1. Role + golden rule — one line setting the frame.
  2. Mission + stop conditions — what success looks like, what exhaustion looks like, when to stop. If the loop contract does not make success, exhaustion, and failure conditions obvious, read references/stop-conditions.md.
  3. State files to watch — paths the supervisor reads each cycle.
  4. Intervention taxonomy — project-specific triggers + responses.
  5. Out-of-scope / don't-touch — the inner loop's domain.
  6. Budgets — max interventions, poll cadence.
  7. Escalation — Ctrl-C the loop pane, explain in the final message. No dedicated escalation file; the supervisor's last chat turn is the report.
  8. Launch — tmux session name + launch command. Consumer runs tmux has-session -t <name> first; launches if absent, attaches if present (safety against double-start).

Process

1. Locate the loop

Find the loop this supervisor will watch:

  • Glob TASKS/*/ for PROMPT.md + run-log.md pairs (task-loop shape)
  • If multiple loops exist, ask which one
  • If none, ask whether to scaffold one first via /task-loop — don't try to supervise a loop that doesn't exist yet

2. Auto-infer silently

Before asking any questions, read what's already on disk:

  • Tmux session nametmux ls to see if a session is running that matches the loop's directory name; if none, derive one from TASKS/<name>/ (e.g. <name>-loop)
  • State file paths — anything in TASKS/<name>/ that looks like state: run-log.md, loop-state.md, backlog.md, plus any INDEX.md, frontier-state.*, or similar domain-specific indices
  • Stop token — whatever the loop's own contract declares as its completion signal. Grep PROMPT.md / README.md / project docs for file-existence markers (e.g. FOUND_SECRET.txt) and emit tokens (e.g. __PROMISE_RL_DONE__ if the loop is task-loop / rl-shaped). Inherit what the loop already says rather than imposing a default.
  • Launch command — if the loop ships a run command in its README or PROMPT.md, use it verbatim. For task-loop / rl-shaped loops this typically looks like rl <N> -- cxys '<PROMPT.md path>'. Iteration count defaults to 100 unless specified or mentioned.
  • Existing contract / preconditions — read the loop's PROMPT.md (or equivalent) end-to-end. Absorb its declared preconditions (e.g. "build must be green before committing"), its own stop conditions, its scope boundaries. The supervisor should inherit these organically — they're not separate rules, they're already in the loop's contract.
  • Context priors — read AGENTS.md / CLAUDE.md / project README for terminology, conventions, existing supervision patterns.

Don't bother the user with any of this if it can be inferred.

3. Interview (grill-me style, one question per turn)

Ask only what needs human judgement. Aim for ~5 focused questions. Surface the catalogues from references/ as menus — the user picks from worked examples rather than generating from scratch.

Q1 — Golden rule (one line). What's the inner loop's domain, and what's the supervisor's domain? Frame with a motivating example: hackmonty's was "operate the harness, don't do the research"; for a source-port project it might be "keep lanes balanced and worktrees clean". Read references/golden-rule-examples.md for seed material.

Q2 — Top 3–5 project-specific triggers. Offer the catalogue from references/trigger-examples.md and ask which apply, plus any bespoke ones. Each trigger is a pair: detection signal (what you'd see in state files) + response (what the supervisor does).

Q3 — Authority stance. Pick from references/authority-stances.md: escalate-only (read + Ctrl-C + report), harness-only (edit loop contract, commit infra fixes, mark indices — never touch loop-domain artefacts), or autonomous (may commit anything, highest risk). Different projects justifiably want different stances.

Q4 — Intervention budget. Default 3 before hard stop. Lower for tight supervisors, higher for long runs where more drift is expected.

Q5 — Out-of-scope paths. What the supervisor must never touch. For harness-only: probe code, task implementations, hypothesis bodies. For autonomous: still worth listing anything sacred (secrets, migrations, production configs).

Skip any question the auto-inference in step 2 already answered.

4. Write SUPERVISOR.md

Fill in references/runbook-template.md with the interview results and inferred values. Write to TASKS/<name>/SUPERVISOR.md.

The consumer (a future agent session, potentially you, potentially a human) reads this file top-to-bottom. Make it self-contained enough that a fresh agent with just the tmux skill loaded can execute it.

5. Present and hand off

Tell the user:

  • Where the file was written
  • Which triggers + authority stance got captured
  • How to start supervising: open a fresh agent session (or tell the current one) to "read TASKS/<name>/SUPERVISOR.md and follow it." The runbook handles the rest — checks for the tmux session, launches if absent, attaches if present, begins supervision.

If the user wants to run it right now in the current session, just read the runbook back in and execute it. Otherwise hand off.

Composition

  • tmux skill — the consumer loads this for session management. SUPERVISOR.md never inlines capture-pane / send-keys — it describes what to watch, not how to read a pane.
  • task-loop skill — scaffolds the loop SUPERVISOR.md watches. If no loop exists yet, suggest /task-loop first.
  • task-plan skill — produces the backlog that task-loop consumes. Upstream of this skill by two steps.
  • grill-me skill — the interview flow in step 3 follows its one-question-per-turn discipline.

What this skill does not do

  • No runtime execution. This skill only scaffolds the runbook. Starting the loop + watching it happens when a consumer reads SUPERVISOR.md — not here.
  • No runtime scripts bundled. Pure prompt + reference material. The consumer uses its own tool access (tmux, filesystem, git).
  • No live-update of SUPERVISOR.md mid-run. The supervisor treats it as read-only during a run. New failure classes surface in the supervisor's final message; the human folds them in before the next run. Keeps the contract stable within a run.
  • No generic shipped taxonomy. Everything in the generated SUPERVISOR.md is project-specific. The references/ directory holds examples to pick from, not defaults to inherit.