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AI Maestro Planning

Create and manage persistent markdown planning files for structured task execution. Use when the user asks to "create a plan", "track progress", "start a research project", or when a task requires more than 5 tool calls and needs structured phase tracking to stay focused and avoid goal drift.

Installable skillMITBy davila7Updated Oct 28, 2026
INTENDED FOROpenClawInstall in a listed agent.

instructions.md

---
name: planning-34a4a12808a0
description: Create and manage persistent markdown planning files for structured task execution. Use when the user asks to "create a plan", "track progress", "start a research project", or when a task requires more than 5 tool calls and needs structured phase tracking to stay focused and avoid goal drift.
---

# AI Maestro Planning

Solve the execution problem -- staying focused during complex, multi-step tasks. Uses persistent markdown files to track goals, findings, and progress so you never lose context. Part of the [AI Maestro](https://github.com/23blocks-OS/ai-maestro) suite.

## When to Use

- Multi-step tasks (3+ steps)
- Research projects
- Building features requiring >5 tool calls
- Any task where you might lose track of the goal

## The 3-File Pattern

Create in `docs_dev/` (or `$AIMAESTRO_PLANNING_DIR`):

| File | Purpose | Update When |
|------|---------|-------------|
| `task_plan.md` | Goals, phases, decisions, errors | After each phase |
| `findings.md` | Research, discoveries, resources | During research |
| `progress.md` | Session log, test results | Throughout session |

## Quick Start

```bash
PLAN_DIR="${AIMAESTRO_PLANNING_DIR:-docs_dev}"
mkdir -p "$PLAN_DIR"
```

Then create `task_plan.md` with:
```markdown
# Task: [Goal]

## Phases
- [ ] Phase 1: Research
- [ ] Phase 2: Design
- [ ] Phase 3: Implement
- [ ] Phase 4: Test

## Decisions
| Decision | Rationale | Date |
|----------|-----------|------|

## Errors Encountered
| Error | Attempt | Resolution |
|-------|---------|------------|
```

## The 6 Rules

1. **Create plan first** -- Never start complex work without `task_plan.md`
2. **Read before decide** -- Re-read the plan before any major decision
3. **Update after act** -- Mark phases complete, log what changed
4. **2-action rule** -- After every 2 search/browse operations, save findings to `findings.md`
5. **Log all errors** -- Every error goes in the plan with attempt number and resolution
6. **Never repeat failures** -- If an action failed, change your approach

## The 3-Strike Protocol

| Strike | Action |
|--------|--------|
| 1 | Diagnose root cause, apply targeted fix |
| 2 | Try a different approach entirely |
| 3 | Question assumptions, search for similar issues |
| After 3 | Escalate to user with all attempts documented |

## The 5-Question Reboot

Lost? Answer these from your planning files:

1. Where am I? (current phase in `task_plan.md`)
2. Where am I going? (remaining phases)
3. What's the goal? (goal section)
4. What have I learned? (`findings.md`)
5. What have I done? (`progress.md`)

## Full AI Maestro Experience

This skill works standalone with no dependencies. For the complete experience including **memory search**, **docs search**, **graph query**, **agent messaging**, and **agent management**, install the full [AI Maestro](https://github.com/23blocks-OS/ai-maestro) platform.

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Imported from the listed AgentSkill.sh category. Complete supplied package files and notices are retained. Required external tools and credentials are not installed. No bundled code was executed during import. Individual agent task behavior has not been tested.