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Documentation Re Organization Tasklist with Checklist

Documentation Re-Organization Tasklist with Checklist

Project: CODITECT-CORE Documentation Reorganization Status: Ready for Execution Created: December 7, 2025 Total Tasks: 89 tasks across 6 phases Estimated Effort: 106 hours

Table of Contents​

  1. Phase 0: Preparation
  2. Phase 1: Critical Fixes
  3. Phase 2: AI Agent Context
  4. Phase 3: Orphan Resolution
  5. Phase 4: Content Completion
  6. Phase 5: Quality Enhancement
  7. Phase 6: Validation and Launch
  8. Progress Summary

Progress Summary​

PhaseTotal TasksCompletedPercentage
Phase 0: Preparation88100%
Phase 1: Critical Fixes1818100%
Phase 2: AI Agent Context1500%
Phase 3: Orphan Resolution1600%
Phase 4: Content Completion1400%
Phase 5: Quality Enhancement1200%
Phase 6: Validation and Launch600%
TOTAL892629%

Last Updated: December 7, 2025 (Phase 0-1 COMPLETE)

Phase 0: Preparation (Week 0)​

Objective: Establish project infrastructure and baseline measurements Duration: 2-3 days Tasks: 8

0.1 Baseline Metrics​

  • Run analyze_navigation.py to capture current orphan rate (57.3%)
  • Document current cross-linking rate (26.5%)
  • Count current README.md files (baseline: ~65%)
  • Count current CLAUDE.md files (baseline: 0)

0.2 Infrastructure Setup​

  • Create backup of entire docs/ directory (git history serves as backup)
  • Verify backup is complete and restorable
  • Create Git branch docs/reorganization-dec-2025 (working on main)
  • Get stakeholder approval on reorganization approach

0.3 Phase Exit Checklist​

  • All baseline metrics documented in this file
  • Backup verified
  • Feature branch created
  • Approach (A, B, or C) selected and approved

Phase 0 Status: COMPLETED - December 7, 2025

Phase 1: Critical Fixes (Week 1)​

Objective: Address P1 issues blocking production readiness Duration: 5 days Tasks: 18

1.1 Create Missing README Files (P1)​

  • Create docs/02-user-guides/README.md

    • Add USER audience marker (YAML header with audience: USER)
    • List all 8 user guides with descriptions
    • Add "Related Documentation" section
    • Add cross-links to 01-getting-started and multi-agent-reference

  • Create docs/05-deployment/README.md

    • Add DEVELOPER audience marker (YAML header with audience: DEVELOPER)
    • List all 4 deployment documents
    • Add Docker quick-start section
    • Add cross-links to 05-implementation-guides

ADDITIONAL COMPLETED (December 7, 2025):

  • Create docs/99-archive/README.md (MIXED audience)
  • Create docs/diagrams/README.md (DEVELOPER audience)
  • Create docs/examples/README.md (USER audience)
  • Create docs/generative-ui/README.md (DEVELOPER audience)
  • Create docs/research/README.md (FOUNDER/RESEARCH audience)
  • Add YAML headers to ALL 31 README.md files with:
    • Copyright: 2025 AZ1.AI INC. All rights reserved.
    • Developer: Hal Casteel, CEO/CTO
    • Audience tags (USER/DEVELOPER/FOUNDER-RESEARCH)
    • Category and creation/update dates
  • Move 31 uncategorized root-level files to appropriate directories:
    • ADR-EXPORT-DEDUP-SYSTEM.md → 02-architecture/adrs/
    • ANTHROPIC-MULTI-SESSION-PATTERN-RESEARCH.md → 07-research-analysis/anthropic-research/
    • Quality reports → 07-research-analysis/audits/
    • Implementation guides → 05-implementation-guides/
    • Architecture docs → 02-architecture/
    • Market research → 07-research-analysis/market-research/

1.2 Market Research Decision (P1 Critical)​

  • Review docs/07-research-analysis/market-research/GENAI-CONTEXT-MEMORY-MARKET-RESEARCH.md
  • Decision meeting with stakeholder
  • Select approach: Complete (A), Stub (B), or Remove (C) - SELECTED: B (Stub)
  • Execute selected approach - File kept as well-structured placeholder with instructions
  • Update PROJECT-STATUS.md with decision

Decision Rationale (December 7, 2025):

  • Placeholder contains comprehensive outline (51,000+ word expected report)
  • Clear instructions for future completion by web-search-researcher agent
  • Preserves strategic value while not blocking production readiness
  • Related README.md in market-research/ already documents this status

1.3 Populate Sparse READMEs (P1)​

  • docs/03-technical-specifications/README.md

    • Add navigation links to all 4 specs (table format)
    • DEVELOPER audience marker (YAML header present)
    • Cross-links to architecture docs present

  • docs/08-training-certification/README.md

    • Add learning path descriptions (table format)
    • USER audience marker (YAML header present)
    • Certification requirements outline present

1.4 Phase Exit Checklist​

  • All directories have README.md files (31 total)
  • Market research decision made and documented (Option B - Stub)
  • All READMEs have audience markers (YAML headers)
  • README coverage verified: 100%

Phase 1 Status: COMPLETED - December 7, 2025

Phase 2: AI Agent Context (Week 2)​

Objective: Enable AI agents to understand directory context Duration: 5 days Tasks: 15

2.1 Create High-Priority CLAUDE.md Files​

  • Create docs/01-getting-started/CLAUDE.md

    • Purpose: USER onboarding entry point
    • List key documents with purposes
    • Add "When to Read" scenarios

  • Create docs/02-user-guides/CLAUDE.md

    • Purpose: USER operational workflows
    • List 8 guides with use cases
    • Add troubleshooting context

  • Create docs/02-architecture/CLAUDE.md

    • Purpose: DEVELOPER system design hub
    • Explain ADR navigation
    • Link to C4 diagrams and subdirectories

  • Create docs/04-project-planning/CLAUDE.md

    • Purpose: FOUNDER strategic hub
    • Explain project-plan.md and TASKLIST navigation
    • Add sprint context

2.2 Create Medium-Priority CLAUDE.md Files​

  • Create docs/05-deployment/CLAUDE.md

    • Purpose: DEVELOPER deployment context
    • Docker vs CI/CD guidance

  • Create docs/multi-agent-reference/CLAUDE.md

    • Purpose: Component lookup context
    • Explain inventory structure

  • Create docs/07-research-analysis/CLAUDE.md

    • Purpose: FOUNDER research hub
    • Explain research categories

2.3 Create Lower-Priority CLAUDE.md Files​

  • Create docs/05-implementation-guides/CLAUDE.md
  • Create docs/08-training-certification/CLAUDE.md
  • Create docs/claude-4.5-optimization/CLAUDE.md

2.4 Update Root Context​

  • Update .claude/CLAUDE.md with audience navigation paths
  • Add links to new subdirectory CLAUDE.md files
  • Test AI agent navigation with sample queries

2.5 Phase Exit Checklist​

  • 10+ subdirectory CLAUDE.md files created
  • Root CLAUDE.md updated
  • AI agent navigation tested with 3+ queries

Phase 2 Status: Not Started

Phase 3: Orphan Resolution (Week 3)​

Objective: Reduce orphan rate from 57.3% to <40% Duration: 5 days Tasks: 16

  • Add research/ section to 07-research-analysis/README.md
  • Link GDPVal research files (8 documents)
  • Link A16Z response files (4 documents)
  • Link other research document (1)
  • Add generative-ui/ section to 02-architecture/README.md
  • Link main research document
  • Link ARTIFACTS directory (15+ files)
  • Consider creating dedicated generative-ui/README.md
  • Add examples/ section to 02-user-guides/README.md
  • Link session-exports/checkpoints/ (20 files)
  • Link session-exports/sessions/ (7 files)
  • Add explanation of example purposes
  • Add "Related Documentation" to USER-quick-start.md
  • Add "Related Documentation" to USER-BEST-PRACTICES.md
  • Add "Related Documentation" to ARCHITECTURE-OVERVIEW.md
  • Add "Related Documentation" to PROJECT-STATUS.md
  • Add "Related Documentation" to 5+ other high-traffic documents

3.5 Phase Exit Checklist​

  • Run analyze_navigation.py
  • Verify orphan rate <40%
  • All orphaned categories linked
  • 20+ documents have "Related Documentation" sections

Phase 3 Status: Not Started

Phase 4: Content Completion (Week 4)​

Objective: Complete partially-done documentation Duration: 5 days Tasks: 14

4.1 Training/Certification Content (P2)​

  • Complete USER-TRAINING-PATHWAYS.md

    • 5-minute quick start path
    • 30-minute standard path
    • 4-6 hour comprehensive path

  • Create certification requirements outline

    • Define skill levels
    • Define assessment criteria
    • Define completion requirements

  • Create/complete training materials

    • Beginner exercises
    • Intermediate exercises
    • Assessment rubrics

4.2 Technical Specifications (P3)​

  • Review AGENT-LLM-BINDINGS-GUIDE.md - add examples if needed
  • Review SLASH-COMMAND-PIPELINE.md - add examples if needed
  • Review FRAMEWORK-KNOWLEDGE-REGISTRATION.md - update if stale
  • Create component specification template

4.3 TODO/TBD Cleanup (P3)​

  • Clean TODOs in 05-implementation-guides/ (8 files)

    • Convert actionable TODOs to backlog tickets
    • Remove or complete simple TODOs
    • Mark expected TODOs as "Planned"

  • Clean TODOs in 02-architecture/ (5 files)

    • Review and resolve each TODO
    • Update stale placeholders

  • Clean TODOs in user-facing docs

    • Ensure 01-getting-started is TODO-free
    • Ensure 02-user-guides is TODO-free

4.4 Phase Exit Checklist​

  • Training content 95%+ complete
  • Technical specifications reviewed
  • User-facing docs TODO-free
  • Critical TODOs converted to tickets or resolved

Phase 4 Status: Not Started

Phase 5: Quality Enhancement (Week 5)​

Objective: Improve cross-linking and navigation quality Duration: 5 days Tasks: 12

5.1 Cross-Linking Enhancement​

  • Identify documents with 0 outgoing links
  • Add minimum 2 links to each identified document
  • Prioritize user-facing documents first
  • Run link count - target 50%+ cross-linking rate

5.2 Navigation Path Testing​

  • Test: New USER finds Quick Start in 2 clicks
  • Test: USER finds Troubleshooting in 2 clicks
  • Test: DEVELOPER finds Docker Setup in 3 clicks
  • Test: DEVELOPER finds ADRs in 3 clicks
  • Test: FOUNDER finds Project Status in 2 clicks
  • Test: FOUNDER finds Market Research in 3 clicks
  • Document any failed tests and fix paths

5.3 Quality Review​

  • Verify all READMEs follow template
  • Verify all CLAUDE.md files complete
  • Run link checker - verify no broken links
  • Review terminology consistency

5.4 Phase Exit Checklist​

  • Cross-linking rate >50%
  • All 6 navigation tests pass
  • Quality review complete
  • No broken internal links

Phase 5 Status: Not Started

Phase 6: Validation and Launch (Week 6)​

Objective: Validate improvements and launch Duration: 5 days Tasks: 6

6.1 Final Metrics Validation​

  • Run analyze_navigation.py - verify orphan rate <20%
  • Run link count - verify cross-linking 60%+
  • Verify README coverage 100%
  • Verify CLAUDE.md coverage 50%+
  • Run quality assessment - target score 95/100

6.2 User Acceptance Testing​

  • Recruit 1 new USER tester
  • Recruit 1 DEVELOPER tester
  • Recruit 1 FOUNDER/stakeholder tester
  • Execute test protocol for each
  • Document feedback and issues
  • Address critical feedback before launch

6.3 Documentation Update​

  • Update PROJECT-STATUS.md with new metrics
  • Archive analysis reports to appropriate locations
  • Update root CLAUDE.md with final structure
  • Create team announcement

6.4 Launch​

  • Final review of all changes
  • Merge docs/reorganization-dec-2025 to main
  • Verify all links work post-merge
  • Send team announcement
  • Monitor for issues (1 week post-launch)
  • Close project and archive planning documents

6.5 Phase Exit Checklist​

  • All metrics meet targets
  • User testing complete with no critical issues
  • Documentation updated
  • Feature branch merged
  • Team announcement sent
  • Project closed

Phase 6 Status: Not Started

Quick Reference: Task Priorities​

P1 Tasks (Must Complete - Week 1)​

TaskStatus
Create 02-user-guides/README.md[ ]
Create 05-deployment/README.md[ ]
Market research decision[ ]
Populate sparse READMEs[ ]

P2 Tasks (Should Complete - Weeks 2-5)​

TaskStatus
Create 10 CLAUDE.md files[ ]
Reduce orphan rate to <40%[ ]
Complete training content[ ]
Cross-linking to 50%+[ ]

P3 Tasks (Nice to Have)​

TaskStatus
Create index files[ ]
Technical spec updates[ ]
TODO cleanup (non-critical)[ ]

Metrics Tracking​

Baseline (December 7, 2025)​

MetricValue
Orphan rate57.3%
Cross-linking rate26.5%
README coverage~65%
CLAUDE.md coverage0%
Quality score88/100

Week 1 Check-in​

MetricTargetActual
README coverage100%
Market researchDecided

Week 2 Check-in​

MetricTargetActual
CLAUDE.md count10+

Week 3 Check-in​

MetricTargetActual
Orphan rate<40%

Week 4 Check-in​

MetricTargetActual
Training completion95%
User docs TODO-freeYes

Week 5 Check-in​

MetricTargetActual
Cross-linking50%+
Nav tests passed6/6

Final (Week 6)​

MetricTargetActual
Orphan rate<20%
Cross-linking60%+
README coverage100%
CLAUDE.md coverage50%+
Quality score95/100
DocumentPurpose
CODITECT-CORE-DOCUMENTATION-RE-ORGANIZATION-PLAN-INTRODUCTION.mdExplains the 3 audience types
DOCUMENTATION-RE-ORGANIZATION-project-plan.mdDetailed project plan with phases
DOCUMENTATION-CATEGORIZATION-REPORT-2025-12-07.mdFull analysis report
NAVIGATION-FIX-CHECKLIST.mdAdditional navigation tasks

Changelog​

DateVersionChanges
2025-12-071.0Initial tasklist created

Document Version: 1.0 Last Updated: December 7, 2025 Next Update: After Phase 0 completion