Analysis Phase:
├─ Agent 1: Project Structure
│  └─ Scanning file tree, identifying project type, tech stack
├─ Agent 2: Code Surface Analysis
│  └─ Finding APIs, components, commands, exports
├─ Agent 3: Dependency Analysis
│  └─ Reviewing packages, frameworks, key dependencies
├─ Agent 4: Git History Analysis
│  └─ Analyzing commits since last doc update
├─ Agent 5: Existing Documentation Review
│  └─ Reading current docs, assessing state
└─ Synthesis: Generating documentation plan...

Based on my analysis of your Express + PostgreSQL API:

PUBLIC SURFACE (Always Document)
├─ 12 API endpoints in /routes
├─ Database schema (3 tables)
├─ 14 environment variables
└─ Authentication flow

INTERNAL IMPLEMENTATION (Recommended for Deep)
├─ 6 middleware functions
├─ Error handling patterns
└─ Database migration strategy

INFRASTRUCTURE (Essential for all levels)
├─ Docker setup
├─ CI/CD pipeline
└─ Deployment process

EXCLUDED (Recommend skip)
├─ Test files (obvious from names)
├─ Build scripts (standard tooling)
└─ Internal helpers (<10 lines each)

Adjust these boundaries? [approve/modify]

DOCUMENTATION PLAN

Structure:
└─ /docs
   ├─ developers/
   │  ├─ api.md (API endpoint reference)
   │  ├─ architecture.md (System design + diagrams)
   │  ├─ contributing.md (How to contribute)
   │  ├─ deployment.md (Deploy & operate)
   │  ├─ troubleshooting.md (Common issues)
   │  ├─ examples/ (12 runnable examples)
   │  └─ adr/ (4 architecture decisions)
   ├─ users/
   │  ├─ getting-started.md (Quick start guide)
   │  ├─ features.md (Feature overview)
   │  ├─ troubleshooting.md (User-facing issues)
   │  └─ examples/ (5 user examples)
   ├─ CHANGELOG.md (Documentation change log)
   └─ documentation-map.md (Navigation guide)

Files to update:
- README.md (complete rewrite, progressive disclosure)
- docs/developers/api.md (2 new endpoints, 1 modified)
- docs/CHANGELOG.md (new entry)

Files to create:
- docs/adr/004-caching-strategy.md (new decision)
- docs/developers/examples/pagination.js (new example)

Files to remove:
- docs/developers/legacy-auth.md (endpoint removed)

Estimated scope: ~5,200 words total
Target health score: 92/100

Proceed? [yes/adjust scope/abort]

DOCUMENTATION HEALTH REPORT

Overall Health Score: 92/100 (↑ from 78)

Component Scores:
├─ Coverage Health: 95/100 (↑ from 82)
│  └─ 97% of public surface documented
├─ Freshness Health: 98/100 (↑ from 65)
│  └─ All docs current as of commit a3f2b1c
├─ Quality Health: 88/100 (↑ from 81)
│  └─ 12 examples, 4 ADRs, troubleshooting complete
└─ Consistency Health: 90/100 (↑ from 84)
   └─ Tone consistent, terminology standardized

Debt Status:
├─ Critical: 0 items (was 2)
├─ Important: 1 item (was 4)
└─ Minor: 3 items (unchanged)

Next session recommendations:
- Document the new webhook system (flagged as potential)
- Add performance troubleshooting section
- Consider hosting docs on GitHub Pages

/docs
├── CHANGELOG.md
├── api.md / commands.md / components.md
├── architecture.md
├── contributing.md
├── deployment.md
├── troubleshooting.md
├── examples/
│   ├── example-1.js
│   ├── example-2.js
│   └── test-examples.sh
├── adr/
│   ├── 001-initial-decisions.md
│   ├── 002-database-choice.md
│   └── ...
└── scripts/
    ├── validate-links.sh
    └── accessibility-check.md

/docs
├── CHANGELOG.md
├── documentation-map.md
├── users/
│   ├── getting-started.md
│   ├── features.md
│   ├── troubleshooting.md
│   └── examples/
│       ├── basic-usage.js
│       └── advanced-usage.js
├── developers/
│   ├── api.md / architecture.md
│   ├── contributing.md
│   ├── deployment.md
│   ├── troubleshooting.md
│   ├── examples/
│   │   ├── integration.js
│   │   ├── extending.js
│   │   └── test-examples.sh
│   └── adr/
│       ├── 001-framework-choice.md
│       └── ...
└── scripts/
    ├── validate-links.sh
    └── accessibility-check.md

{
  "version": "1.0",
  "project": {
    "name": "my-api",
    "type": "express-api",
    "lastScanned": "2025-01-10T14:30:00Z",
    "gitCommit": "a3f2b1c"
  },
  "preferences": {
    "audiences": ["developers", "users"],
    "depthLevel": "standard",
    "tone": "professional"
  },
  "healthScore": {
    "overall": 92,
    "components": {
      "coverage": 95,
      "freshness": 98,
      "quality": 88,
      "consistency": 90
    },
    "trend": [78, 85, 92]
  },
  "coverage": {
    "endpoints": { "total": 12, "documented": 12, "changed": 0 },
    "components": { "total": 8, "documented": 8, "changed": 0 },
    "schemas": { "total": 3, "documented": 3, "changed": 0 }
  },
  "debt": {
    "critical": [],
    "important": [
      {
        "item": "Document webhook system",
        "effort": "medium",
        "status": "to-fix"
      }
    ],
    "minor": [
      {
        "item": "Add performance troubleshooting",
        "effort": "low",
        "status": "accepted"
      }
    ]
  },
  "documentationMap": {
    "README.md": {
      "lastUpdated": "2025-01-10T14:30:00Z",
      "covers": ["overview", "quickstart"],
      "wordCount": 850
    },
    "docs/developers/api.md": {
      "lastUpdated": "2025-01-10T14:30:00Z",
      "covers": ["endpoints"],
      "wordCount": 2400
    }
  }
}