Planning With Files
Keeps task_plan/findings/progress files on disk so multi-step agent work survives /clear.
Test report
- Verdict
- Tested · Works
- Score
- 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-filesKeeps 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.