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Planning with Files

Manus-style persistent planning that keeps task_plan.md, findings.md and progress.md on disk so work survives compaction and /clear.

AutomationIntermediate26,0602,177AI score 9/10Last updated: Aug 9, 2026

What it does

It makes Claude Code treat the filesystem as working memory on disk by maintaining three markdown files in your project root:

  • task_plan.md — phases, status, next step, decisions log
  • findings.md — research and discoveries (written after every 2 view/search operations)
  • progress.md — session log, test results, errors encountered

Hooks on UserPromptSubmit, PreToolUse, PostToolUse, Stop and PreCompact re-inject the plan so the agent never loses orientation after /compact or /clear. session-catchup.py recovers context from a previous session and reconciles it with git diff.

Beyond the basics it ships a 3-strike error protocol, isolated plan directories (.planning/<date-slug>/) for parallel tasks, SHA-256 plan attestation against tampering/prompt injection, structure-aware injection (PWF_INJECT=smart), a parallel-write guard, and opt-in autonomous/gated modes with a Stop-hook completion gate.

Who it's for

  • Developers running long, multi-session work: migrations, refactors, greenfield builds
  • Anyone tired of the agent forgetting the goal when the context window fills up
  • Researchers who want discoveries persisted instead of lost in the transcript
  • Teams juggling several concurrent tasks inside one repository

Examples

  1. API migration: ask to "move this project to the v2 API" and it writes a 6-phase task_plan.md, flipping each phase to complete as it goes; the next day a fresh session reads the plan back and resumes.
  2. Technology research: comparing three libraries, key notes land in findings.md after every couple of lookups, so nothing is lost when context compacts.
  3. Parallel work: run ./scripts/init-session.sh "Backend Refactor" and ./scripts/init-session.sh "Incident Investigation", then switch with set-active-plan.sh or pin a terminal via export PLAN_ID=....

· · · Install guide · · ·

Install in the Claude app (no terminal)
  1. Download the ZIP with the button below.
  2. In Claude, open Settings → Capabilities and turn on 'Code execution and file creation'. (one time)
  3. Go to Customize → Skills → + → 'Upload a skill' and upload the ZIP.
Download ZIP
Install in Claude Code

Let Claude do it — paste this into Claude Code

Install the skill I found on Claude Skill Mart.
Copy the skills/planning-with-files folder from the GitHub repo OthmanAdi/planning-with-files into my ~/.claude/skills/othmanadi-planning-with-files-11/.
When it's done, tell me in one line what this skill can do.

Install with a command instead

git clone https://github.com/OthmanAdi/planning-with-files.git /tmp/planning-with-files && mkdir -p ~/.claude/skills && cp -r /tmp/planning-with-files/skills/planning-with-files ~/.claude/skills/

This is a third-party skill. Check the source repository before installing.

  1. Open a terminal and cd to a folder where you keep source checkouts.
  2. Clone the repo: git clone https://github.com/OthmanAdi/planning-with-files.git
  3. Copy the skill into place: mkdir -p ~/.claude/skills && cp -r planning-with-files/skills/planning-with-files ~/.claude/skills/
  4. If you also want the /plan-goal and /plan-loop slash commands, install via the plugin route inside Claude Code instead: /plugin marketplace add OthmanAdi/planning-with-files then /plugin install planning-with-files.
  5. Make the helper scripts executable: chmod +x ~/.claude/skills/planning-with-files/scripts/*.sh
  6. Restart Claude Code and try a prompt like "plan this project out step by step".
  7. Verify the hooks with /plan-doctor or sh ~/.claude/skills/planning-with-files/scripts/plan-doctor.sh.
  8. Remember: planning files are created in your project directory, not in the skill install folder. Start with the default (legacy) mode before experimenting with --autonomous or --gated.