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Overseer Plan

Converts markdown planning documents into structured Overseer task hierarchies through MCP. You write your plan or spec as markdown, run the command, and it creates a milestone with child tasks and subtasks based on the heading structure. The skill invokes an Oracle review step before committing anything to SQLite, which is a nice touch for catching fuzzy acceptance criteria or poorly scoped work items. Works with or without version control for basic CRUD, but you'll need jj or git to actually start and complete tasks since those operations create bookmarks and commits. Best used after you've finished sketching out a plan and want to convert it into trackable, atomic work units rather than letting it rot in a doc somewhere.

skills.sh installs
115
GitHub stars
248
last updated
Aug 21, 2026

Install

$ npx -y skills add dmmulroy/overseer --skill overseer-plan --agent claude-code

Installs into .claude/skills of the current project.

Files

Converts markdown planning documents into structured Overseer task hierarchies through MCP. You write your plan or spec as markdown, run the command, and it creates a milestone with child tasks and subtasks based on the heading structure. The skill invokes an Oracle review step before committing anything to SQLite, which is a nice touch for catching fuzzy acceptance criteria or poorly scoped work items. Works with or without version control for basic CRUD, but you'll need jj or git to actually start and complete tasks since those operations create bookmarks and commits. Best used after you've finished sketching out a plan and want to convert it into trackable, atomic work units rather than letting it rot in a doc somewhere.

Browse the repository on GitHub

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Details

Repository
github.com/dmmulroy/overseer
Categories
Documentation, AI & Agent Building, Productivity & Planning, Design & UI/UX
First seen
Jun 3, 2026

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