planning-with-scratchpad

name	planning-with-scratchpad
description	Use when user explicitly requests planning with a scratchpad, or asks for persistent tracking of a complex task that the human can browse visually. Backs planning files with the `scratch` CLI so a pad's files are registered and viewable.
disable-model-invocation	true

Planning with Scratchpad

Use persistent markdown files as external memory for complex tasks. Files survive context limits and session boundaries. The files live in a scratchpad (a _plans/ folder + manifest) so the human can browse the plan in the visual viewer.

Load the scratch skill first — it owns all CLI mechanics (new, add, ls, show, ui). This skill adds the planning conventions on top.

Use persistent files for planning, TaskCreate for tracking execution. Before closing session, use AskUserQuestion to confirm findings, decisions, and deliverables are satisfactory.

Bundled References

Read these when you need deeper guidance on a specific aspect:

• examples.md — Real task examples showing different file combinations. Read when unsure which files to create for a given task shape.

When to Use

• User explicitly requests planning/tracking with a scratchpad
• Complex multi-session tasks
• Research-heavy work requiring persistent notes
• Tasks where decisions and rationale need to be preserved

When NOT to Use

• Simple single-session tasks (use Plan Mode instead)
• Quick fixes or small changes
• Tasks with clear requirements needing no research

Directory Convention

One pad per task, created in _plans/ with a date-prefixed folder:

scratch new "<task-name>" --dir _plans --id "$SESSION_ID"

This creates _plans/YYYY-MM-DD-<slug>/. Write files into that folder with your normal tools, then register each with scratch add so it appears in the viewer:

_plans/
  2026-01-08-dark-mode-toggle/
    scratchpad.json          # manifest (managed by scratch)
    plan.md
    research-css-strategies.md
    decisions.md
  2026-01-09-api-auth-refactor/
    scratchpad.json
    plan.md
    research-auth-providers.md
    research-token-storage.md
    decision-oauth-vs-saml.md
    decision-session-strategy.md
    references.md
    scratch-migration-steps.md

Naming: YYYY-MM-DD-task-name (kebab-case, concise description) — scratch new derives this from the task name + date.

File Types — One Concern Per File

Each file owns a single concern. Never merge concerns into one file — a 200-line plan.md that also contains research notes, decisions, and scratch work is hard to navigate and easy to lose track of. Split early; you can always cross-reference with relative links. Register each file with the matching scratch add --type.

File	Concern	Create when	--type
plan.md	Goal, phases, status, errors	Always — this is the index	note
research-<topic>.md	Sources, findings for one topic	Any research needed. One file per distinct topic — e.g. research-auth-providers.md, research-perf-benchmarks.md	reference
decisions.md	ADRs, options, rationale	Any non-obvious tradeoff. For large efforts, split per decision: decision-database-choice.md	note
scratch-<label>.md	Drafts, working notes, exploratory code	Complex reasoning or prototyping. Disposable — can be deleted after use	snippet
<deliverable>.md	Final outputs	Reports, summaries, documentation	artifact
references.md	Links to external resources, docs, prior art	When multiple sources inform the work	reference

Always pass --desc "why this file exists" — it's the most valuable metadata in the viewer.

Splitting heuristic

• If a section in any file exceeds ~80 lines, extract it into its own file
• If you're about to add a second ## Research: or ## Decision: heading to an existing file, create a new file instead
• plan.md should stay lean — it's the map, not the territory. Link to detail files:

  ## Research
  - [Auth providers](research-auth-providers.md)
  - [Performance](research-perf-benchmarks.md)
  

plan.md Template

# Plan: [Brief Description]

## Goal
[One sentence describing the end state]

## Phases
- [ ] Phase 1: [Description]
- [ ] Phase 2: [Description]
- [ ] Phase 3: [Description]

## Status
**Current:** [What's happening now]

## Decisions
- [Decision]: [Rationale]

## Errors Encountered
- [Error]: [Resolution]

research.md Template

# Research: [Topic]

## Sources
- [Source]: [Key findings]

## Findings
### [Category]
- [Finding]

decisions.md Template

# Decisions: [Task]

## [Decision Title]
**Status:** Decided | Pending
**Options:**
1. [Option A] - [Pros/Cons]
2. [Option B] - [Pros/Cons]

**Choice:** [Selected option]
**Rationale:** [Why]

Task System Integration

Planning files and tasks serve different stages:

Stage	Tool	Purpose
Investigation	Planning Files	Research, decisions, rationale, error logs
Execution	TaskCreate/TaskList	Decomposed work items with dependencies

Workflow

1. scratch new "<task>" --dir _plans --id "$SESSION_ID"   # create the pad + plan.md
2. Research and document in planning files; `scratch add` each one
3. Make decisions, document rationale
4. Outline ALL tasks in plan.md first — present to user for review
5. After user approves, batch-create all tasks via TaskCreate
6. Link tasks back to planning docs
7. scratch ui "<task>" --dir _plans   # backgrounded, for the human

Outline Before Creating Tasks

Do NOT create tasks one by one as you discover them. Instead:

1. Collect all phases and tasks during investigation, write them as a checklist in plan.md
2. Present the full outline to the user via AskUserQuestion — they need to see the complete picture before committing
3. Only after approval, batch-create all tasks in a single pass — both phase-level and work-item tasks

This matters because the user needs to evaluate scope, reorder priorities, and spot gaps — which is impossible when tasks trickle in one at a time.

Task Hierarchy

Create tasks at two levels:

1. Phase tasks — one per phase, owns the high-level goal. Mark complete when all child tasks are done.
2. Work-item tasks — concrete implementation steps within a phase.

Example batch after outline approval:

TaskCreate: subject: "Phase 1: Research auth providers"
TaskCreate: subject: "Phase 1.1: Compare OAuth2 libraries"
TaskCreate: subject: "Phase 1.2: Evaluate token storage options"
TaskCreate: subject: "Phase 2: Implement auth flow"
TaskCreate: subject: "Phase 2.1: Add OAuth2 login endpoint"
TaskCreate: subject: "Phase 2.2: Add token refresh middleware"

Phase tasks give the user a progress overview; work-item tasks track actual execution.

Linking Tasks to Planning Documents

When batch-creating, reference the pad dir in each task:

TaskCreate:
  subject: "Add OAuth2 login endpoint"
  description: |
    Implement /auth/login endpoint.
    References: _plans/2026-01-23-auth-api/plan.md
  metadata:
    planDir: "_plans/2026-01-23-auth-api"

Tasks can have dependencies on each other, and all link back to the same pad directory for context.

Recommended Tools

Tool	When to Use
Explore subagent	Search codebase, find patterns, understand existing structure before planning
AskUserQuestion	Clarify requirements, validate assumptions, confirm decisions before proceeding
scratch ui	Open the pad in the visual viewer (backgrounded) so the human can browse the plan

Use these proactively during investigation to avoid wrong assumptions and wasted effort.

Success Criteria

Planning is complete when:

• A pad exists under _plans/ with plan.md (clear goal and phases) registered
• All phases marked complete or explicitly deferred
• Key decisions documented with rationale
• Errors encountered are logged with resolutions
• All files registered with scratch add (visible in the viewer)
• User confirms deliverables via AskUserQuestion

Critical Rules

Refresh Goals When Context Gets Long

After many tool calls (~20+), re-read plan.md before major decisions. This brings goals back into the attention window.

1. Store, Don't Stuff

Large outputs go to files, not context. Keep paths in working memory, content in files.

2. Log All Errors

Every error goes in plan.md under "Errors Encountered". This builds knowledge and shows recovery.

3. Decisions Need Rationale

Don't just record what you decided - record WHY. Future-you needs this context.

4. Update Status Immediately

Mark phases complete as soon as they're done. Don't batch status updates.

Anti-Patterns

Don't	Do Instead
Create files in project root	Use a pad under _plans/YYYY-MM-DD-name/
Write files but forget to register them	scratch add each file so it shows in the viewer
State goals once and forget	Re-read plan.md when context is long
Hide errors and retry silently	Log errors with resolution
Stuff everything in context	Store large content in files
Start executing immediately	Create plan.md first for complex tasks
Put research + decisions + notes in one big file	One file per concern — split by topic
Let plan.md grow past ~80 lines	Extract sections into dedicated files, link from plan.md