Overview
Planning with Files keeps task_plan.md, findings.md and progress.md in your project and re-injects the plan each turn, so a long task can resume after the context window is cleared.
What it does
- Plan, findings and progress files on disk
- Plan re-injected every turn
- Resumes after /clear or compaction
- Isolated plans for parallel tasks
Capability source: Project documentation
Who Planning with Files fits
People running long agent tasks that outlast one context window.
How you run it
Planning with Files runs on infrastructure you manage.
Documented deployment options: npx skills.
Before you choose it
It writes planning files into your project. Decide whether to commit them or add them to .gitignore.
Self-hosting and deployment
- Self-hostable
- Yes
- Cloud / hosted offering
- Not recorded
- Docker noted in deployment tags
- Not recorded
- Deployment tags
- npx skills
- Difficulty
- Easy
Planning with Files questions
- What is Planning with Files?
- A planning skill that keeps an agent's plan on disk so it survives context resets. It is listed under Agent skills on PickOpenSource.
- Is Planning with Files open source?
- Yes. Its source code is public on GitHub under the MIT license.
- Can you self-host Planning with Files?
- Yes. Listed deployment options: npx skills.
- Is Planning with Files free?
- Pricing is not recorded in this catalog. Check the official website for hosted plans and edition limits, and the MIT license for usage conditions. Self-hosting also requires infrastructure and maintenance.
- What are alternatives to Planning with Files?
- Similar agent skills projects include Superpowers, Skills by Matt Pocock, and Ponytail.
- Is Planning with Files actively maintained?
- The latest commit on GitHub was October 12, 2026, and the repository has 27k stars (up 21 since October 11, 2026).
Related projects
Other approved projects in Agent skills: Superpowers, Skills by Matt Pocock, Ponytail.
Superpowers
A software development method for coding agents, built from composable skills.- Stars
- 297,987
- Updated
- License
- MIT
- Hosting
- Self-hosted
- Category
- Agent Skills
Superpowers
Superpowers gives coding agents a working method: it turns a request into a spec you review, writes an implementation plan, then runs subagent-driven development with review of each task. Its skills trigger automatically once installed.Website GitHubSkills by Matt Pocock
Small, composable engineering skills from Matt Pocock's own agent setup.- Stars
- 286,949
- Updated
- License
- MIT
- Hosting
- Self-hosted
- Category
- Agent Skills
Skills by Matt Pocock
A set of engineering skills Matt Pocock uses daily, written to be small, easy to adapt and composable, and to work with any model instead of owning your whole process.Website GitHubPonytail
A skill that makes coding agents write the smallest change that solves the task.- Stars
- 161,519
- Updated
- License
- MIT
- Hosting
- Self-hosted
- Category
- Agent Skills
Ponytail
Ponytail is one skill prompt that pushes an agent to reuse existing code and native features before adding dependencies, while keeping validation, error handling, security and accessibility. It adds review and repository audit commands.Website GitHubMaintain Planning with Files? Add the README badge
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