planning-with-files

planning-with-files is a skill that keeps a written plan on disk so AI coding agents can resume long tasks after context loss for developers and power users.

What it is good for

  • Keeping an AI coding agent on track through long multi-step tasks
  • Resuming work after clearing or compacting a chat session
  • Recovering progress after a crash or interrupted coding session
  • Tracking research notes and decisions across a long project

At a glance

Who it is for
Setup
Adds to an AI app you already use

Level 2 of 5. Connects to Claude, ChatGPT, or a similar app you already have, usually through a settings screen.

Cost
Free and open source
Type
Skill or plugin
Tasks
Works with
Claude Code, Codex CLI, Cursor, OpenCode, GitHub Copilot, Hermes Agent

Momentum

Rank this week
Not ranked yet
Best rank
None yet
GitHub stars
27,823

GitHub numbers as of Nov 2, 2026. Updated weekly.

26.9k 27.4k 27.9k Sep 24, 2026 Nov 2, 2026
GitHub stars for planning-with-files: 26,978 on Sep 24, 2026, 27,823 on Nov 2, 2026. Source: GitHub.

Official links

Setup steps are on the official pages. We do not repeat them here, since they change.

Questions

Is planning-with-files free?
Yes. It is free and open source (MIT license).
Do I need to know how to code to use planning-with-files?
No. Connects to Claude, ChatGPT, or a similar app you already have, usually through a settings screen.
What does planning-with-files work with?
According to its own documentation, it works with Claude Code, Codex CLI, Cursor, OpenCode, GitHub Copilot, and Hermes Agent.
What is planning-with-files good for?
Keeping an AI coding agent on track through long multi-step tasks, resuming work after clearing or compacting a chat session, recovering progress after a crash or interrupted coding session, and tracking research notes and decisions across a long project.

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Last updated Nov 2, 2026. Tracked since Oct 28, 2026. The summary was written by an AI model from the project's own description and checked against our copy rules. Spotted an error? Tell us.