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planning-with-files

planning-with-files

github.com/sickn33Agent workflows48.7k936 installsUpdated today
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About planning-with-files

A file-based planning skill for agents handling complex, multi-step work. It uses project-local Markdown files to retain plans, findings, and progress across work phases.

Key features

  1. 01Maintain task_plan.md, findings.md, and progress.md
  2. 02Store planning files in the project directory
  3. 03Re-read plans before major decisions
  4. 04Update phase status and record errors
  5. 05Use templates and optional helper scripts

Use cases

  1. 01Organizing a research task across sessions
  2. 02Tracking phases in a multi-step project
  3. 03Recording findings and test results

Install

Copy the command and run it in a terminal.

$npx skills add https://github.com/sickn33/agentic-awesome-skills --skill planning-with-files

After installing, type/planning-with-filesin Claude Code to confirm it loaded.

Bundled files

References and scripts installed along with SKILL.md.

examples.md
reference.md
scripts/
check-complete.sh
init-session.sh
templates/
task_plan.md
findings.md
progress.md

Details

From the project README

Planning with Files

Work like Manus: Use persistent markdown files as your "working memory on disk."

Important: Where Files Go

When using this skill:

  • Templates are stored in the skill directory at ${CLAUDE_PLUGIN_ROOT}/templates/
  • Your planning files (task_plan.md, findings.md, progress.md) should be created in your project directory — the folder where you're working
LocationWhat Goes There
Skill directory (${CLAUDE_PLUGIN_ROOT}/)Templates, scripts, reference docs
Your project directorytask_plan.md, findings.md, progress.md

This ensures your planning files live alongside your code, not buried in the skill installation folder.

Quick Start

For an authorized complex task, reuse its existing plan/state or create these files only if appropriate:

  1. Create task_plan.md in your project — Use templates/task_plan.md as reference
  2. Create findings.md in your project — Use templates/findings.md as reference
  3. Create progress.md in your project — Use templates/progress.md as reference
  4. Re-read plan before decisions — Refreshes goals in attention window
  5. Update after each phase — Mark complete, log errors

Note: All three planning files should be created in your current working directory (your project root), not in the skill's installation folder.

Storage boundaries

Use the actual installed skill directory; CLAUDE_PLUGIN_ROOT is client-specific and may be unset. Keep private planning files in an authorized location, prevent symlink/path escapes, avoid overwriting existing files, and do not commit/publish them automatically. Scripts are optional reviewed helpers, not installed hooks; the completion checker supports the bundled phase-heading/status template, not arbitrary checklists, and cannot establish task success. Bounded retries can be valid for transient errors; escalate only real unresolved decisions, not mechanically after three attempts.

The Core Pattern

Context Window = RAM (volatile, limited)
Filesystem = Disk (persistent within its retention/capacity limits)

→ Persist only necessary authorized findings; exclude secrets, personal data and private source dumps.

File Purposes

FilePurposeWhen to Update
task_plan.mdPhases, progress, decisionsAfter each phase
findings.mdResearch, discoveriesAfter ANY discovery
progress.mdSession log, test resultsThroughout session

Critical Rules

1. Create Plan First

Use existing project planning conventions and user-supplied plans. Do not create competing state files or edit an attached plan when the user requests otherwise.

2. The 2-Action Rule

"After every 2 view/browser/search operations, IMMEDIATELY save key findings to text files."

This prevents visual/multimodal information from being lost.

3. Read Before Decide

Before major decisions, read the plan file. This keeps goals in your attention window.

4. Update After Act

After completing any phase:

  • Mark phase status: in_progress → complete
  • Log any errors encountered
  • Note files created/modified
5. Log ALL Errors

Every error goes in the plan file. This builds knowledge and prevents repetition.

## Errors Encountered
| Error | Attempt | Resolution |
|-------|---------|------------|
| FileNotFoundError | 1 | Created default config |
| API timeout | 2 | Added retry logic |
6. Never Repeat Failures
if action_failed:
    next_action != same_action

Track what you tried. Mutate the approach.

The 3-Strike Error Protocol

ATTEMPT 1: Diagnose & Fix
  → Read error carefully
  → Identify root cause
  → Apply targeted fix

ATTEMPT 2: Alternative Approach
  → Same error? Try different method
  → Different tool? Different library?
  → NEVER repeat exact same failing action

ATTEMPT 3: Broader Rethink
  → Question assumptions
  → Search for solutions
  → Consider updating the plan

AFTER 3 FAILURES: Escalate to User
  → Explain what you tried
  → Share the specific error
  → Ask for guidance

Read vs Write Decision Matrix

SituationActionReason
Just wrote a fileVerify when correctness requires itWrites can fail or alter formatting
Viewed image/PDFWrite findings NOWMultimodal → text before lost
Browser returned dataWrite to fileScreenshots don't persist
Starting new phaseRead plan/findingsRe-orient if context stale
Error occurredRead relevant fileNeed current state to fix
Resuming after gapRead all planning filesRecover state

The 5-Question Reboot Test

If you can answer these, your context management is solid:

QuestionAnswer Source
Where am I?Current phase in task_plan.md
Where am I going?Remaining phases
What's the goal?Goal statement in plan
What have I learned?findings.md
What have I done?progress.md

When to Use This Pattern

Use for:

  • Multi-step tasks (3+ steps)
  • Research tasks
  • Building/creating projects
  • Tasks spanning many tool calls
  • Anything requiring organization

Skip for:

  • Simple questions
  • Single-file edits
  • Quick lookups

Templates

Copy these templates to start:

Scripts

Helper scripts for automation:

  • scripts/init-session.sh — Initialize all planning files
  • scripts/check-complete.sh — Verify all phases complete

Advanced Topics

Anti-Patterns

Don'tDo Instead
Use TodoWrite for persistenceCreate task_plan.md file
State goals once and forgetRe-read plan before decisions
Hide errors and retry silentlyLog errors to plan file
Stuff everything in contextStore large content in files
Start executing immediatelyCreate plan file FIRST
Repeat failed actionsTrack attempts, mutate approach
Create files in skill directoryCreate files in your project

Limitations

  • Use this skill only when the task clearly matches the scope described above.
  • Do not treat the output as a substitute for environment-specific validation, testing, or expert review.
  • Stop and ask for clarification if required inputs, permissions, safety boundaries, or success criteria are missing.

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