Claude Skill

planning

Software implementation planning with file-based persistence (task_plan.md, findings.md, progress.md). Use when asked to "plan", "break down this feature", "implementation plan", or starting complex tasks needing >5 tool calls. Apply proactively before non-trivial coding.

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Download iliaal-whetstone-distillery_generated-skills_planning-bccd699.zip · 2 KB
Part of iliaal/whetstone — 62 skills

Install

skills CLI npx skills add https://github.com/iliaal/whetstone/tree/master/distillery/generated-skills/planning
Claude Code claude plugin marketplace add https://llmmart.ai/marketplace.json && claude plugin install iliaal-whetstone@llmmart
Git git clone https://github.com/iliaal/whetstone.git

The skills CLI installs just this skill, for any of its supported agents. Claude Code installs the whole iliaal/whetstone collection as a plugin from our marketplace. Git is the plain clone.

Skill manifest

Planning

Core Principle

Context window = RAM (volatile, limited)
Filesystem     = Disk (persistent, unlimited)
→ Anything important gets written to disk.

Planning tokens are cheaper than implementation tokens. Front-load thinking; scale effort to complexity.

When to Plan

  • Always plan: multi-file changes, new features, refactors, >5 tool calls
  • Skip planning: single-file edits, quick lookups, simple questions

Planning Files

Create in project root before starting work:

File Purpose Update When
task_plan.md Phases, tasks, decisions, errors After each phase
findings.md Research, discoveries, code analysis After any discovery
progress.md Session log, test results, files changed Throughout session

Plan Template

# Plan: [Feature/Task Name]

## Approach
[1-3 sentences: what and why]

## Scope
- **In**: [what's included]
- **Out**: [what's explicitly excluded]

## Phase 1: [Name]
**Files**: [specific files, max 5-8 per phase]
**Tasks**:
- [ ] [Verb-first atomic task] — `path/to/file.ts`
- [ ] [Next task]
**Verify**: [specific test: "POST /api/users → 201", not "test feature"]
**Exit**: [clear done definition]

## Phase 2: [Name]
...

## Open Questions
- [Max 3, only truly blocking unknowns]

Phase Sizing Rules

Every phase must be context-safe:

  • Max 5-8 files touched
  • Max 2 dependencies on other phases
  • Fits in one 2-4 hour session (implementation + verification + fixes)
  • If a phase violates these → split it

Clarifying Questions

Scale to complexity:

  • Small task: 0-1 questions, assume reasonable defaults
  • Medium feature: 1-2 questions on critical unknowns
  • Large project: 3-5 questions (auth, data model, integrations, scope)

Only ask if truly blocking. Make reasonable assumptions for everything else.

Task Rules

  • Atomic: one logical unit of work per task
  • Verb-first: "Add...", "Create...", "Refactor...", "Verify..."
  • Concrete: name specific files, endpoints, components
  • Ordered: respect dependencies, sequential when needed
  • Verifiable: include at least one validation task per phase

Context Management Rules

Situation Action
Starting new phase Read task_plan.md (refresh goals in attention window)
After any discovery Write to findings.md immediately
After completing phase Update task_plan.md status, log to progress.md
After viewing image/PDF Write findings NOW (multimodal content doesn't persist)
Resuming after gap Read all planning files
Just wrote a file Don't re-read it (still in context)
Error occurred Log to task_plan.md, read relevant files for state

Error Protocol

ATTEMPT 1: Diagnose root cause → targeted fix
ATTEMPT 2: Different approach (different tool, library, method)
ATTEMPT 3: Question assumptions → search for solutions → update plan
AFTER 3 FAILURES: Escalate to user with what you tried

Never repeat the exact same failing action. Track attempts, mutate approach.

Iterative Refinement

For complex projects, iterate on the plan before implementing:

  1. Draft initial plan
  2. Review for gaps, missing edge cases, architectural issues
  3. Revise until suggestions become incremental
  4. Only then start implementation

5-Question Context Check

If you can answer these, your planning is solid:

Question Source
Where am I? Current phase in task_plan.md
Where am I going? Remaining phases
What's the goal? Approach section
What have I learned? findings.md
What have I done? progress.md

Anti-Patterns

Don't Do Instead
Start coding without a plan Create task_plan.md first
State goals once and forget Re-read plan before decisions
Hide errors and retry silently Log errors, mutate approach
Keep everything in context Write large content to files
Repeat failed actions Track attempts in plan file
Create vague tasks ("improve X") Concrete verb-first tasks with file paths
Plan phases with 12+ files Split into 5-8 file chunks
Plan at 100% capacity Budget for verification, fixes, and unknowns
Files (whetstone)
  • manifest.json 654 B
    {
      "query": "planning",
      "search_queries": [
        "planning",
        "task management",
        "implementation plan"
      ],
      "generated": "2026-02-13",
      "token_count": 1219,
      "sources": [
        {
          "id": "othmanadi/planning-with-files/planning-with-files",
          "installs": 3500,
          "sha1": "0164e8ea051cc3ccd024726efe2cd246f810cb07"
        },
        {
          "id": "jezweb/claude-skills/project-planning",
          "installs": 300,
          "sha1": "3b3ff37f9eca3e34b850310e1d51222c45f2f856"
        },
        {
          "id": "sickn33/antigravity-awesome-skills/concise-planning",
          "installs": 236,
          "sha1": "4e84dce1f277de68a19f7434ad6d71bff52867aa"
        }
      ]
    }
    
  • SKILL.md 4.5 KB
    ---
    name: planning
    description: >-
      Software implementation planning with file-based persistence (task_plan.md,
      findings.md, progress.md). Use when asked to "plan", "break down this
      feature", "implementation plan", or starting complex tasks needing >5 tool
      calls. Apply proactively before non-trivial coding.
    ---
    
    # Planning
    
    ## Core Principle
    
    ```
    Context window = RAM (volatile, limited)
    Filesystem     = Disk (persistent, unlimited)
    → Anything important gets written to disk.
    ```
    
    Planning tokens are cheaper than implementation tokens. Front-load thinking; scale effort to complexity.
    
    ## When to Plan
    
    - **Always plan**: multi-file changes, new features, refactors, >5 tool calls
    - **Skip planning**: single-file edits, quick lookups, simple questions
    
    ## Planning Files
    
    Create in project root before starting work:
    
    | File | Purpose | Update When |
    |------|---------|-------------|
    | `task_plan.md` | Phases, tasks, decisions, errors | After each phase |
    | `findings.md` | Research, discoveries, code analysis | After any discovery |
    | `progress.md` | Session log, test results, files changed | Throughout session |
    
    ## Plan Template
    
    ```markdown
    # Plan: [Feature/Task Name]
    
    ## Approach
    [1-3 sentences: what and why]
    
    ## Scope
    - **In**: [what's included]
    - **Out**: [what's explicitly excluded]
    
    ## Phase 1: [Name]
    **Files**: [specific files, max 5-8 per phase]
    **Tasks**:
    - [ ] [Verb-first atomic task] — `path/to/file.ts`
    - [ ] [Next task]
    **Verify**: [specific test: "POST /api/users → 201", not "test feature"]
    **Exit**: [clear done definition]
    
    ## Phase 2: [Name]
    ...
    
    ## Open Questions
    - [Max 3, only truly blocking unknowns]
    ```
    
    ## Phase Sizing Rules
    
    Every phase must be **context-safe**:
    - Max 5-8 files touched
    - Max 2 dependencies on other phases
    - Fits in one 2-4 hour session (implementation + verification + fixes)
    - If a phase violates these → split it
    
    ## Clarifying Questions
    
    Scale to complexity:
    - Small task: 0-1 questions, assume reasonable defaults
    - Medium feature: 1-2 questions on critical unknowns
    - Large project: 3-5 questions (auth, data model, integrations, scope)
    
    Only ask if truly blocking. Make reasonable assumptions for everything else.
    
    ## Task Rules
    
    - **Atomic**: one logical unit of work per task
    - **Verb-first**: "Add...", "Create...", "Refactor...", "Verify..."
    - **Concrete**: name specific files, endpoints, components
    - **Ordered**: respect dependencies, sequential when needed
    - **Verifiable**: include at least one validation task per phase
    
    ## Context Management Rules
    
    | Situation | Action |
    |-----------|--------|
    | Starting new phase | Read task_plan.md (refresh goals in attention window) |
    | After any discovery | Write to findings.md immediately |
    | After completing phase | Update task_plan.md status, log to progress.md |
    | After viewing image/PDF | Write findings NOW (multimodal content doesn't persist) |
    | Resuming after gap | Read all planning files |
    | Just wrote a file | Don't re-read it (still in context) |
    | Error occurred | Log to task_plan.md, read relevant files for state |
    
    ## Error Protocol
    
    ```
    ATTEMPT 1: Diagnose root cause → targeted fix
    ATTEMPT 2: Different approach (different tool, library, method)
    ATTEMPT 3: Question assumptions → search for solutions → update plan
    AFTER 3 FAILURES: Escalate to user with what you tried
    ```
    
    **Never repeat the exact same failing action.** Track attempts, mutate approach.
    
    ## Iterative Refinement
    
    For complex projects, iterate on the plan before implementing:
    1. Draft initial plan
    2. Review for gaps, missing edge cases, architectural issues
    3. Revise until suggestions become incremental
    4. Only then start implementation
    
    ## 5-Question Context Check
    
    If you can answer these, your planning is solid:
    
    | Question | Source |
    |----------|--------|
    | Where am I? | Current phase in task_plan.md |
    | Where am I going? | Remaining phases |
    | What's the goal? | Approach section |
    | What have I learned? | findings.md |
    | What have I done? | progress.md |
    
    ## Anti-Patterns
    
    | Don't | Do Instead |
    |-------|------------|
    | Start coding without a plan | Create task_plan.md first |
    | State goals once and forget | Re-read plan before decisions |
    | Hide errors and retry silently | Log errors, mutate approach |
    | Keep everything in context | Write large content to files |
    | Repeat failed actions | Track attempts in plan file |
    | Create vague tasks ("improve X") | Concrete verb-first tasks with file paths |
    | Plan phases with 12+ files | Split into 5-8 file chunks |
    | Plan at 100% capacity | Budget for verification, fixes, and unknowns |
    

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