Planning With Files

Keeps task_plan/findings/progress files on disk so multi-step agent work survives /clear.

Tested · Works

Test report

Verdict
Tested · Works
Score
8.0/10
Tested
Jul 10, 2026
Environment
Claude Code 2.x (agent harness)
Upstream re-checked
Aug 10, 2026 · 4774a34

⚠ The author changed this skill after we tested it. The verdict below describes the version we ran on Jul 10, 2026; it's queued for a re-test.

Found a real broken-link bug: two files it links to actually live one directory over from where it says. The workflow did leave a durable task plan and progress notes on disk that an unguided run never made.

Scored on four weighted criteria — install, triggering, output vs. baseline, docs. How scoring works

  • Installs cleanly 4/5
  • Triggers reliably 5/5
  • Output vs. baseline 7/10
  • Docs & honesty 4/5

What Planning With Files does

Keeps task_plan.md, findings.md, and progress.md on disk as working memory for multi-step agent tasks, backed by real UserPromptSubmit/PreToolUse/Stop/PreCompact hooks that automatically re-inject plan state into context and remind the agent to log progress and errors. Triggers on requests to plan, break down, or organize a multi-step project or research task, or any work needing 5+ tool calls; it explicitly steps aside for single-file edits or quick lookups.

How to install Planning With Files

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

Skills live in ~/.claude/skills/ (global) or .claude/skills/ (per-project). Restart Claude Code after installing.

Commands — how to trigger Planning With Files

  • /planning-with-files Keeps task_plan/findings/progress files on disk so multi-step agent work survives /clear.

It also activates on plain-language prompts like these:

  • Break this multi-step project into a task_plan.md I can resume later
  • Track progress on this research task across multiple sessions
  • Log findings to disk so this plan survives a context clear

Frequently asked questions

Is the Planning With Files skill free?
Yes. The skill itself is free from OthmanAdi/planning-with-files. SkillProof publishes the install command and an independent test verdict at no cost.
Does Planning With Files work with Claude Code?
We tested it with Claude Code 2.x (agent harness) on Jul 10, 2026. Verdict: Tested · Works. Found a real broken-link bug: two files it links to actually live one directory over from where it says. The workflow did leave a durable task plan and progress notes on disk that an unguided run never made.
What is the Planning With Files SkillProof Score?
8.0/10 — installs cleanly 4/5, triggers reliably 5/5, output vs. baseline 7/10, docs & honesty 4/5.
How do I install Planning With Files?
Copy the install command from this page, run it in your terminal, and restart Claude Code. Skills live in ~/.claude/skills/ (global) or .claude/skills/ inside a project.
Can I use Planning With Files with Cursor, Copilot, Gemini CLI, Codex or other AI tools?
The SKILL.md format is native to Claude (Claude Code, Desktop, claude.ai). The instructions inside adapt to other assistants: Cursor rules, GitHub Copilot instructions, Windsurf rules, Custom GPTs, AGENTS.md for OpenAI Codex, and GEMINI.md for Google Gemini CLI — our conversion guides cover each, and the free converter on the tools page does the wrapping for you.