Documentation Re Organization Project Plan
Documentation Re-Organization Project Plan
Project: CODITECT-CORE Documentation Reorganization Status: Phase 1 COMPLETE - Ready for Phase 2 (December 7, 2025) Created: December 7, 2025 Owner: Documentation Team / AI Agents Duration: 6 weeks (December 2025 - January 2026)
Project Overview
Objective
Transform CODITECT-CORE documentation from a file-centric organization to an audience-centric navigation system that enables:
- USERs to find operational guidance within 2 clicks
- DEVELOPERs to understand architecture within 30 minutes
- FOUNDERs/RESEARCHERS to assess strategic status within 15 minutes
Scope
| In Scope | Out of Scope |
|---|---|
| All 370+ files in docs/ | Non-documentation files |
| README.md navigation files | Code refactoring |
| CLAUDE.md AI agent context | Feature development |
| Cross-linking and orphan resolution | External documentation sites |
| Audience-path markers | Video/multimedia content |
Success Metrics
| Metric | Current | Target | Measurement |
|---|---|---|---|
| Orphan rate | 57.3% | <20% | Navigation analysis script |
| Cross-linking | 26.5% | 60%+ | Internal link count |
| README coverage | 65% | 100% | Directory audit |
| CLAUDE.md coverage | 0% | 50%+ | File count |
| Quality score | 88/100 | 95/100 | Quality assessment |
| User time-to-answer | Unknown | <2 min | User testing |
Project Phases
Phase 0: Preparation (Week 0)
Duration: 2-3 days Objective: Establish project infrastructure and baseline measurements
Deliverables
| Deliverable | Description | Owner |
|---|---|---|
| Baseline metrics | Current orphan rate, cross-linking stats | AI Agent |
| Backup created | Full docs/ directory backup | DevOps |
| Git branch | docs/reorganization-dec-2025 branch | Developer |
| Stakeholder approval | Sign-off on approach (A, B, or C) | Founder |
Exit Criteria
- Baseline metrics documented
- Backup verified and tested (git history)
- Feature branch created (working on main)
- Approach selected and approved
Phase 0 COMPLETED: December 7, 2025
Phase 1: Critical Fixes (Week 1)
Duration: 5 days Objective: Address P1 issues blocking production readiness
1.1 Create Missing README Files
Priority: P1 (High) Effort: 4 hours
| Directory | Status | Action |
|---|---|---|
02-user-guides/ | Missing | Create with USER audience marker |
05-deployment/ | Missing | Create with DEVELOPER audience marker |
README Template:
# [Directory Name]
**Audience:** [USER | DEVELOPER | FOUNDER/RESEARCH]
**Purpose:** [One-line description]
## Quick Navigation
- [Document 1](#) - Description
- [Document 2](#) - Description
## Related Documentation
- [Related Category](#)
1.2 Resolve Market Research Placeholder
Priority: P1 (Critical) Effort: Decision: 1 hour, Execution: 0-40 hours
| Option | Action | Recommendation |
|---|---|---|
| A: Complete | Assign researcher, 51K word target | If GTM imminent |
| B: Stub | Convert to outline with "Coming Soon" | If capacity limited |
| C: Remove | Delete placeholder, create backlog ticket | If deprioritized |
Decision Required: Select option by end of Week 1
1.3 Populate Empty Category READMEs
Priority: P1 (High) Effort: 6 hours
| Directory | Current State | Action |
|---|---|---|
03-technical-specifications/README.md | Exists, sparse | Add navigation links |
05-implementation-guides/README.md | Exists, sparse | Add workflow guides |
07-research-analysis/README.md | Exists | Verify completeness |
08-training-certification/README.md | Exists, sparse | Add learning paths |
09-special-topics/README.md | Exists | Add cross-references |
09-implementation-summaries/README.md | Exists | Add timeline |
Phase 1 Exit Criteria
- All directories have README.md files
- Market research decision made and executed
- All READMEs have audience markers
- Navigation links added to sparse READMEs
Phase 2: AI Agent Context (Week 2)
Duration: 5 days Objective: Enable AI agents to understand directory context
2.1 Create Subdirectory CLAUDE.md Files
Priority: P2 (Medium) Effort: 16 hours
Target Directories (10 minimum):
| Directory | Priority | Rationale |
|---|---|---|
01-getting-started/ | HIGH | USER entry point |
02-user-guides/ | HIGH | USER operations |
02-architecture/ | HIGH | DEVELOPER hub |
04-project-planning/ | HIGH | FOUNDER hub |
05-deployment/ | MEDIUM | DEVELOPER deployment |
multi-agent-reference/ | MEDIUM | Component lookup |
07-research-analysis/ | MEDIUM | FOUNDER research |
05-implementation-guides/ | LOW | DEVELOPER standards |
08-training-certification/ | LOW | USER training |
claude-4.5-optimization/ | LOW | DEVELOPER optimization |
CLAUDE.md Template:
# [Directory] - AI Agent Context
## Directory Purpose
[One paragraph explaining what this directory contains]
## Primary Audience
[USER | DEVELOPER | FOUNDER/RESEARCH]
## Key Documents
1. [doc1.md](#) - [purpose]
2. [doc2.md](#) - [purpose]
## When to Read This Directory
- [Scenario 1]
- [Scenario 2]
## Related Directories
- [../related/](#) - [relationship]
2.2 Update Root CLAUDE.md
Priority: P2 (Medium) Effort: 2 hours
Updates Required:
- Add audience navigation paths
- Link to subdirectory CLAUDE.md files
- Update documentation index section
Phase 2 Exit Criteria
- 10+ subdirectory CLAUDE.md files created
- Root CLAUDE.md updated with audience paths
- AI agent navigation tested
Phase 3: Orphan Resolution (Week 3)
Duration: 5 days Objective: Reduce orphan rate from 57.3% to <40%
3.1 Link High-Value Orphaned Documents
Priority: P2 (Medium) Effort: 12 hours
Orphaned Categories to Address:
| Category | Files | Action |
|---|---|---|
research/ | 13 | Link from 07-research-analysis/README |
generative-ui/ | 21 | Link from 02-architecture/README |
examples/ | 28 | Link from 02-user-guides/README |
diagrams/ | 1 | Link from 02-architecture/README |
3.2 Add "Related Documentation" Sections
Priority: P2 (Medium) Effort: 8 hours
Target Documents (20 minimum):
| Document Type | Count | Template |
|---|---|---|
| User guides | 8 | Link to related guides + reference |
| Architecture docs | 10 | Link to ADRs + specs |
| Research docs | 5 | Link to planning + analysis |
Related Documentation Template:
## Related Documentation
### For Users
- [Quick Start](#)
- [Troubleshooting](#)
### For Developers
- [Architecture Overview](#)
### For Research
- [Project Status](#)
3.3 Create Missing Index Files
Priority: P3 (Low) Effort: 4 hours
| Location | Type | Purpose |
|---|---|---|
02-architecture/adrs/ | INDEX | ADR listing with status |
07-research-analysis/completion-reports/ | INDEX | Chronological report list |
claude-4.5-optimization/batches/ | INDEX | Batch summary navigation |
Phase 3 Exit Criteria
- Orphan rate reduced to <40%
- 20+ documents have "Related Documentation" sections
- All orphaned categories linked from navigation
Phase 4: Content Completion (Week 4)
Duration: 5 days Objective: Complete partially-done documentation
4.1 Training/Certification Content
Priority: P2 (Medium) Effort: 16-24 hours
| Document | Current | Target | Action |
|---|---|---|---|
| Training pathways | 70% | 95% | Complete learning paths |
| Certification criteria | Outline | Complete | Define requirements |
| Assessment materials | Missing | Created | Design assessments |
4.2 Technical Specifications
Priority: P3 (Low) Effort: 8-12 hours
| Specification | Status | Action |
|---|---|---|
| Agent LLM bindings | Exists | Review and update |
| Slash command pipeline | Exists | Add examples |
| Framework knowledge | Exists | Expand coverage |
| Component specs | Missing | Create template |
4.3 TODO/TBD Cleanup
Priority: P3 (Low) Effort: 8 hours
Target: Clean 37 documents with TODO markers
| Directory | Files with TODOs | Priority |
|---|---|---|
04-project-planning/ | 15 | LOW (expected) |
05-implementation-guides/ | 8 | MEDIUM |
claude-4.5-optimization/ | 6 | LOW |
02-architecture/ | 5 | MEDIUM |
| Other | 3 | LOW |
Phase 4 Exit Criteria
- Training content 95%+ complete
- Technical specifications reviewed
- Critical TODOs resolved
- User-facing docs TODO-free
Phase 5: Quality Enhancement (Week 5)
Duration: 5 days Objective: Improve cross-linking and navigation quality
5.1 Cross-Linking Enhancement
Priority: P2 (Medium) Effort: 12 hours
Target: Increase cross-linking from 26.5% to 50%+
Strategy:
- Identify documents with 0 outgoing links
- Add minimum 2 relevant links per document
- Prioritize user-facing documents
5.2 Navigation Path Testing
Priority: P2 (Medium) Effort: 8 hours
Test Scenarios:
| Persona | Starting Point | Target | Max Clicks |
|---|---|---|---|
| New USER | docs/README | Quick Start | 2 |
| USER | docs/README | Troubleshooting | 2 |
| DEVELOPER | docs/README | Docker Setup | 3 |
| DEVELOPER | docs/README | ADRs | 3 |
| FOUNDER | docs/README | Project Status | 2 |
| FOUNDER | docs/README | Market Research | 3 |
5.3 Documentation Quality Review
Priority: P3 (Low) Effort: 8 hours
Review Checklist:
- All READMEs follow template
- All CLAUDE.md files complete
- No broken internal links
- Consistent terminology
- Accurate audience markers
Phase 5 Exit Criteria
- Cross-linking rate >50%
- All navigation tests pass
- Quality review complete
- No broken links
Phase 6: Validation and Launch (Week 6)
Duration: 5 days Objective: Validate improvements and launch
6.1 Metrics Validation
Priority: P1 (High) Effort: 4 hours
Final Metrics Check:
| Metric | Target | Validation Method |
|---|---|---|
| Orphan rate | <20% | Run analyze_navigation.py |
| Cross-linking | 60%+ | Link count script |
| README coverage | 100% | Directory audit |
| CLAUDE.md coverage | 50%+ | File count |
| Quality score | 95/100 | Quality assessment |
6.2 User Acceptance Testing
Priority: P2 (Medium) Effort: 8 hours
Test Participants:
- 1 new USER (fresh perspective)
- 1 DEVELOPER (contributor)
- 1 FOUNDER/stakeholder
Test Protocol:
- Give participant a task
- Observe navigation behavior
- Record time to completion
- Gather feedback
6.3 Documentation Update
Priority: P2 (Medium) Effort: 4 hours
Final Documentation:
- Update PROJECT-STATUS.md with new metrics
- Archive analysis reports
- Update CLAUDE.md with final structure
- Create announcement for team
6.4 Launch
Priority: P1 (High) Effort: 2 hours
Launch Checklist:
- Merge feature branch to main
- Verify all links work post-merge
- Announce to team
- Monitor for issues (1 week)
Phase 6 Exit Criteria
- All metrics meet targets
- User testing complete
- Documentation updated
- Feature branch merged
- Team announcement sent
Risk Management
Identified Risks
| Risk | Probability | Impact | Mitigation |
|---|---|---|---|
| Breaking external links | Medium | High | Create redirect map, deprecation warnings |
| Scope creep | Medium | Medium | Strict phase boundaries, defer to backlog |
| Resource constraints | Low | Medium | Prioritize P1 items, defer P3 |
| User confusion during transition | Low | Low | Clear announcement, support channel |
Contingency Plans
| Scenario | Trigger | Response |
|---|---|---|
| Behind schedule | >2 days delay per phase | Defer P3 items to next sprint |
| Critical bug found | Broken user workflows | Hotfix branch, immediate resolution |
| Stakeholder change request | New requirements mid-project | Evaluate, log, defer if not P1 |
Resource Requirements
Team Allocation
| Role | Phase 1 | Phase 2 | Phase 3 | Phase 4 | Phase 5 | Phase 6 |
|---|---|---|---|---|---|---|
| Documentation Lead | 8h | 8h | 4h | 8h | 4h | 4h |
| AI Agents | 4h | 16h | 12h | 8h | 12h | 4h |
| Developer | 2h | 2h | 2h | 4h | 2h | 2h |
| Stakeholder | 2h | - | - | - | - | 4h |
Total Estimated Effort: 106 hours over 6 weeks
Tools Required
| Tool | Purpose | Status |
|---|---|---|
| analyze_navigation.py | Metrics tracking | Created |
| markdownlint | Quality validation | Available |
| Git | Version control | Available |
| Claude Code | AI-assisted editing | Available |
Communication Plan
Status Updates
| Frequency | Audience | Format |
|---|---|---|
| Daily | Project team | Slack update |
| Weekly | Stakeholders | Email summary |
| Per phase | All | Progress report |
Escalation Path
- Documentation Lead (operational issues)
- Technical Lead (technical blockers)
- Founder (strategic decisions, resource allocation)
Appendix
A. Related Documents
| Document | Location |
|---|---|
| Introduction | CODITECT-CORE-DOCUMENTATION-RE-ORGANIZATION-PLAN-INTRODUCTION.md |
| Task List | DOCUMENTATION-RE-ORGANIZATION-TASKLIST-WITH-CHECKLIST.md |
| Analysis Report | DOCUMENTATION-CATEGORIZATION-REPORT-2025-12-07.md |
| Navigation Report | NAVIGATION-ANALYSIS-REPORT.md |
B. Approval History
| Version | Date | Approver | Notes |
|---|---|---|---|
| 1.0 | 2025-12-07 | - | Initial plan |
Document Version: 1.0 Last Updated: December 7, 2025 Next Review: End of Phase 1