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Planning With Files

  • 1 installs
  • Updated January 9, 2026
  • jimmyzhouj/planning-with-files

planning-with-files is an agent skill that structures work with task_plan.md and notes.md loops—usable whenever a solo builder needs visible phases before committing agent effort.

About

planning-with-files teaches developers to run agent sessions like small projects: write a task_plan.md with goal, phases, key questions, and status, then alternate between executing work and persisting findings in notes.md until a deliverable file ships. The included examples walk a four-phase research summary and a bug-fix arc where each loop begins by re-reading the plan so the model does not silently change scope. You mark phases complete in the plan as you go, which makes incomplete work visible before you declare victory. This pattern fits operators who juggle research, coding, and writing without a separate PM tool. Use it journey-wide whenever a task will take multiple tool calls, spans investigation plus implementation, or needs an audit trail your future self can open in the filesystem.

  • Repeating loop: Read task_plan.md → work → update notes.md → edit plan status
  • Phased checklists with explicit current phase in every plan file
  • Works for research summaries and bug-fix investigations alike
  • Creates durable artifacts (task_plan.md, notes.md, deliverable markdown) beside the repo
  • Reduces goal drift by re-reading the plan each loop

Planning With Files by the numbers

  • 1 all-time installs (skills.sh)
  • Ranked #2,479 of 3,282 Productivity & Planning skills by installs in the Skillselion catalog
  • Data as of Jul 7, 2026 (Skillselion catalog sync)
npx skills add https://github.com/jimmyzhouj/planning-with-files --skill planning-with-files

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Listed on Skillselion
Installs1
Last updatedJanuary 9, 2026
Repositoryjimmyzhouj/planning-with-files

What it does

Keep multi-step agent work honest by mirroring goals in task_plan.md and evidence in notes.md instead of losing context in chat.

Who is it for?

Best when you're running research, fixes, or feature work across many agent turns and want lightweight PM without Notion or Jira.

Skip if: One-liner edits with an already-approved spec and no need for persisted phase tracking, or teams that mandate a single external ticket system as the only plan source.

When should I use this skill?

Starting any multi-step agent task where goals, phases, and findings should persist in task_plan.md and notes.md rather than chat only.

What you get

You finish with on-disk plan and notes files plus a named deliverable, with phases checked off so the next session or skill can pick up cleanly.

  • task_plan.md with phases and status
  • notes.md or equivalent capture file
  • Final deliverable markdown or fix as named in the plan

By the numbers

  • Example research flow uses 4 phased loops from plan creation through delivery
  • Bug-fix example includes explicit phased checklist in task_plan.md

Files

SKILL.mdMarkdownGitHub ↗

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

Before ANY complex task:

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.

The Core Pattern

Context Window = RAM (volatile, limited)
Filesystem = Disk (persistent, unlimited)

→ Anything important gets written to disk.

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

Never start a complex task without task_plan.md. Non-negotiable.

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_progresscomplete
  • 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 fileDON'T readContent still in context
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:

  • templates/task_plan.md — Phase tracking
  • templates/findings.md — Research storage
  • templates/progress.md — Session logging

Scripts

Helper scripts for automation:

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

Advanced Topics

  • Manus Principles: See reference.md
  • Real Examples: See examples.md

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

Related skills

How it compares

Use instead of improvising in chat when you want filesystem plans like a mini runbook, not a heavyweight Gantt template pack.

FAQ

Who is planning-with-files for?

and developers using Claude Code, Cursor, or Codex who want repeatable planning artifacts on disk for multi-step agent jobs.

When should I use planning-with-files?

Use it in Idea for scoped research plans, Validate to lock scope before building, Build for features and bug fixes, Ship for launch checklists, Grow for content or analytics deep dives, and Operate when iterating on incidents—all via the same task_plan.md loop.

Is planning-with-files safe to install?

It is primarily markdown read/write in your repo; still review the skill source and the Security Audits panel on this page before automating writes in production branches.

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