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gh-cipherstash-cipherpowers…/skills/organizing-documentation/SKILL.md
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Organizing Documentation Set up or reorganize project documentation using intent-based structure (BUILD/FIX/UNDERSTAND/LOOKUP) when setting up new project docs, reorganizing chaotic documentation, improving doc discoverability, or onboarding reveals navigation problems 1.0.0

Organizing Documentation

Overview

Transform documentation from content-type organization (architecture/, testing/, api/) to intent-based organization (BUILD/, FIX/, UNDERSTAND/, LOOKUP/).

Announce at start: "I'm using the organizing-documentation skill to structure these docs by developer intent."

When to Use

  • Setting up documentation for a new project
  • Existing docs are hard to navigate
  • New team members can't find what they need
  • Same questions keep getting asked
  • Docs exist but nobody reads them

The Process

Step 1: Audit Existing Documentation

List all docs and categorize by actual developer intent:

| File | Current Location | Developer Intent | New Location |
|------|-----------------|------------------|--------------|
| architecture.md | docs/ | Understand system | UNDERSTAND/core-systems/ |
| testing-guide.md | docs/ | Build tests | BUILD/03-TEST/ |
| error-codes.md | docs/ | Quick lookup | LOOKUP/ |
| debugging-tips.md | docs/ | Fix problems | FIX/investigation/ |

Key question: "When would a developer reach for this doc?"

Step 2: Create Directory Structure

mkdir -p docs/{BUILD/{00-START,01-DESIGN,02-IMPLEMENT,03-TEST,04-VERIFY},FIX/{symptoms,investigation,solutions},UNDERSTAND/{core-systems,evolution},LOOKUP}

Step 3: Populate 00-START First

Critical: This is the entry point. Include:

  1. Prime directive - Non-negotiable project rules
  2. Architecture overview - High-level system map
  3. Coordinate systems/conventions - Domain-specific foundations

Without 00-START, developers skip prerequisites.

Step 4: Organize FIX by Symptoms

Wrong: Organize by root cause (memory-leaks/, type-errors/) Right: Organize by what developer sees (visual-bugs/, test-failures/)

FIX/symptoms/
├── visual-bugs/
│   ├── rendering-wrong.md
│   └── layout-broken.md
├── test-failures/
│   └── passes-locally-fails-ci.md
└── performance/
    └── slow-startup.md

Step 5: Create LOOKUP Quick References

Rule: < 30 seconds to find and use.

Good LOOKUP content:

  • Keyboard shortcuts
  • Command cheat sheets
  • Error code tables
  • ID registries
  • One-page summaries

Bad LOOKUP content (move elsewhere):

  • Tutorials (→ BUILD/02-IMPLEMENT)
  • Explanations (→ UNDERSTAND)
  • Debugging guides (→ FIX)

Step 6: Build INDEX.md

Create master index with purpose annotations:

## BUILD

| File | Title | Purpose |
|------|-------|---------|
| `00-START/prime-directive.md` | Prime Directive | Non-negotiable rules |
| `02-IMPLEMENT/patterns.md` | Code Patterns | How to implement features |

Purpose column is mandatory - it's the key to discoverability.

Step 7: Add Redirects

Don't break existing links. Create README.md in old locations:

# This content has moved

Documentation has been reorganized by developer intent.

- Architecture docs → `UNDERSTAND/core-systems/`
- Testing docs → `BUILD/03-TEST/`
- Quick references → `LOOKUP/`

See `docs/INDEX.md` for complete navigation.

Checklist

  • All docs audited and categorized by intent
  • BUILD/00-START has prerequisites
  • FIX organized by symptoms, not causes
  • LOOKUP items are < 30 second lookups
  • INDEX.md has purpose column
  • Old locations have redirects
  • Internal links verified

Anti-Patterns

Don't:

  • Create deep nesting (max 3 levels)
  • Duplicate content across directories
  • Put tutorials in LOOKUP
  • Organize FIX by root cause
  • Skip the INDEX.md

Do:

  • Keep structure flat where possible
  • Cross-reference between sections
  • Update INDEX.md as docs change
  • Test navigation with new team member

Additional Patterns

README-Per-Directory

Every directory needs README.md with consistent structure:

  • Purpose statement
  • "Use this when" section
  • Navigation to contents
  • Quick links to related sections

Use template: ${CLAUDE_PLUGIN_ROOT}templates/documentation-readme-template.md

Dual Navigation

Maintain parallel navigation:

  • NAVIGATION.md - Task-based primary (80%)
  • INDEX.md - Concept-based fallback (20%)

Naming Conventions

  • ALLCAPS for document types: SUMMARY.md, QUICK-REFERENCE.md
  • Numeric prefixes for sequence: 00-START/, 01-DESIGN/
  • Lowercase-dashes for content: api-patterns.md

Progressive Disclosure

Provide multiple entry points by time budget:

  • 5 min: TL;DR section
  • 20 min: README + key sections
  • 2 hours: Full documentation

Role-Based Paths

Create reading paths for different roles with:

  • Goal statement
  • Reading order
  • Time estimate
  • Key takeaway

For specific documentation tasks:

  • Research packages: ${CLAUDE_PLUGIN_ROOT}skills/creating-research-packages/SKILL.md
  • Debugging docs: ${CLAUDE_PLUGIN_ROOT}skills/documenting-debugging-workflows/SKILL.md
  • Quality gates: ${CLAUDE_PLUGIN_ROOT}skills/creating-quality-gates/SKILL.md

References

  • Standards: ${CLAUDE_PLUGIN_ROOT}standards/documentation-structure.md
  • README Template: ${CLAUDE_PLUGIN_ROOT}templates/documentation-readme-template.md
  • Research Package Template: ${CLAUDE_PLUGIN_ROOT}templates/research-package-template.md
  • Quick Reference Template: ${CLAUDE_PLUGIN_ROOT}templates/quick-reference-template.md
  • Symptom Debugging Template: ${CLAUDE_PLUGIN_ROOT}templates/symptom-debugging-template.md
  • Verification Checklist Template: ${CLAUDE_PLUGIN_ROOT}templates/verification-checklist-template.md