Skip to content
Back to skills

Overseer Plan

ASecurity

Convert markdown planning documents to Overseer tasks via MCP codemode. Use when converting plans, specs, or design docs to trackable task hierarchies.

  • 57 stars
  • 0 votes
  • 0 copies
  • 0 views
  • Added October 17, 2026
developmentjavascriptjavasqlgitapi

Works with

  • api
  • mcp

Security analysis

A100/100

Scanned October 17, 2026

npx -y skills add diegosouzapw/awesome-omni-skill --skill overseer-plan --agent claude-code

Installs into .claude/skills of the current project.

Are you the author of Overseer Plan?

Add the live security badge to your README. It updates with every re-scan.

Security grade badge for Overseer Plan
[![Security: A — Skills Directory](https://www.skillsdirectory.com/api/skills/diegosouzapw-overseer-plan/badge)](https://www.skillsdirectory.com/skills/diegosouzapw-overseer-plan)

More formats (shields.io, HTML) on the badges page. Keep it an A: scan every change in CI with Pro.

Download with Pro
SKILL.md
---
name: overseer-plan
description: Convert markdown planning documents to Overseer tasks via MCP codemode. Use when converting plans, specs, or design docs to trackable task hierarchies.
license: MIT
metadata:
  author: dmmulroy
  version: "1.0.0"
---

# Converting Markdown Documents to Overseer Tasks

Use `/overseer-plan` to convert any markdown planning document into trackable Overseer tasks.

## When to Use

- After completing a plan in plan mode
- Converting specs/design docs to implementation tasks
- Creating tasks from roadmap or milestone documents

## Usage

```
/overseer-plan <markdown-file-path>
/overseer-plan <file> --priority 1           # Set priority (0-2, 0=highest)
/overseer-plan <file> --parent <task-id>     # Create as child of existing task
```

## What It Does

1. Reads markdown file
2. Extracts title from first `#` heading (strips "Plan: " prefix)
3. Creates Overseer milestone (or child task if `--parent` provided)
4. Analyzes structure for child task breakdown
5. Creates child tasks (depth 1) or subtasks (depth 2) when appropriate
6. Returns task ID and breakdown summary

## Hierarchy Levels

| Depth | Name | Example |
|-------|------|---------|
| 0 | **Milestone** | "Add user authentication system" |
| 1 | **Task** | "Implement JWT middleware" |
| 2 | **Subtask** | "Add token verification function" |

## Breakdown Decision

**Create subtasks when:**
- 3-7 clearly separable work items
- Implementation across multiple files/components
- Clear sequential dependencies

**Keep single milestone when:**
- 1-2 steps only
- Work items tightly coupled
- Plan is exploratory/investigative

## Task Quality Criteria

Every task must be:
- **Atomic**: Single committable unit of work
- **Validated**: Has tests OR explicit acceptance criteria in context ("Done when: ...")
- **Clear**: Technical, specific, imperative verb

Every milestone must:
- **Demoable**: Produces runnable/testable increment
- **Builds on prior**: Can depend on previous milestone's output

## Review Workflow

1. Analyze document → propose breakdown
2. **Invoke Oracle** to review breakdown and suggest improvements
3. Incorporate feedback
4. Create in Overseer (persists to SQLite via MCP)

## After Creating

```javascript
await tasks.get("<id>");                    // TaskWithContext (full context + learnings)
await tasks.list({ parentId: "<id>" });     // Task[] (children without context chain)
await tasks.start("<id>");                  // Task (VCS required - creates bookmark, records start commit)
await tasks.complete("<id>", { result: "...", learnings: [...] });  // Task (VCS required - commits, bubbles learnings)
```

**VCS Required**: `start` and `complete` require git (fail with `NotARepository` if none found). CRUD operations work without VCS.

**Note**: Priority must be 0-2. Blockers cannot be ancestors or descendants.

## When NOT to Use

- Document incomplete or exploratory
- Content not actionable
- No meaningful planning content

---

## Reading Order

| Task | File |
|------|------|
| Understanding API | @file references/api.md |
| Agent implementation | @file references/implementation.md |
| See examples | @file references/examples.md |

## In This Reference

| File | Purpose |
|------|---------|
| `references/api.md` | Overseer MCP codemode API types/methods |
| `references/implementation.md` | Step-by-step execution instructions for agent |
| `references/examples.md` | Complete worked examples |

Attribution

Is this your skill, or is something wrong with this listing? Request removal or report an issue. Author removals are honored within 72 hours.

Comments

Loading comments…

Newsletter

Get the weekly list of safe new skills, and the ones we pulled.