CODITECT Core Documentation Reorganization Project Plan

CODITECT Core Documentation Reorganization - Project Plan

Project Type: Documentation Infrastructure Overhaul Timeline: 4 Phases, 6 Weeks Budget: $18,500 (115 engineering hours) Start Date: November 22, 2025 Target Completion: January 3, 2026 Status: Phase 0 Complete (documentation-librarian agent created) ✅

Executive Summary

Project Overview

The CODITECT Core documentation has grown organically to 60+ files across multiple directories (root, docs/, user-training/, sample-project-templates/). This project will reorganize all documentation into a logical, navigable structure with comprehensive README.md and Claude.md files for both human customers and AI agents.

Strategic Value

For Customers

Easy navigation and discoverability of documentation
Clear categorization by purpose (onboarding, reference, templates)
Quick access to most relevant documents
Professional, polished documentation experience

For AI Agents

Claude.md context files in every directory
Clear understanding of when to use which documents
Agent workflow guidance for documentation usage
Improved autonomous operation through better context

For CODITECT Platform

Scalable documentation architecture
Automated maintenance and validation
Foundation for documentation-as-code practices
Model for all other CODITECT submodules

Current State Assessment

Strengths

✅ High-quality content (55K+ words of training materials)
✅ Comprehensive coverage (onboarding, training, templates, architecture)
✅ Real examples (sample project templates with complete documentation)
✅ Multiple entry points (README, Claude.md, user-training/)

Weaknesses

❌ 17 major files scattered at repository root
❌ docs/ directory has 31 unorganized files (no subdirectories)
❌ No README.md in docs/ directory
❌ No Claude.md files for agent context
❌ Difficult to discover relevant documentation
❌ No automated validation or freshness monitoring

Success Metrics

Organizational Metrics

Root directory files: 17 → 3 (82% reduction) ✅
docs/ subdirectories: 0 → 9 logical categories ✅
README.md coverage: 0% → 100% (every directory) ✅
Claude.md coverage: 0% → 100% (major directories) ✅

Quality Metrics

Broken links: TBD → 0 ✅
Outdated documents: TBD → 0 ✅
Documentation index: None → Comprehensive searchable index ✅
Average time to find document: TBD → <30 seconds ✅

Automation Metrics

Link validation: Manual → Automated ✅
Freshness monitoring: None → Automated alerts ✅
Index generation: Manual → Automated on commit ✅
Quality gates: None → Pre-commit validation hooks ✅

Implementation Phases

Phase 0: Foundation - Agent & Standards ✅ COMPLETE

Duration: 2 hours Status: ✅ Complete (November 22, 2025)

Deliverables

✅ documentation-librarian agent created
✅ STANDARDS.md verified and utilized
✅ CODITECT-COMPONENT-CREATION-STANDARDS.md verified
✅ CODITECT-ARCHITECTURE-STANDARDS.md verified
✅ AGENT-INDEX.md updated (all agents)

Agent Orchestration

# Already completed - documentation-librarian agent operational
# Verified with test invocation

Phase 1: Analysis & Design (Week 1)

Duration: 1 week (24 hours) Goal: Complete documentation inventory and design new structure Team: documentation-librarian agent Budget: $4,800 (24 hours × $200/hr)

Week 1 Deliverables

Day 1-2: Complete Inventory

Inventory all 60+ documentation files
Categorize by audience (customer, agent, both)
Categorize by purpose (onboarding, reference, templates, architecture, training)
Identify duplicates and outdated content
Map cross-references and dependencies

Day 3-4: Design Directory Structure

Propose 9-category organization:
1. 01-getting-started/ - Quick starts, onboarding
2. 02-architecture/ - System design, C4 methodology
3. 03-project-planning/ - Planning, orchestration
4. 04-implementation-guides/ - How-to guides
5. multi-agent-reference/ - Agent documentation
6. 06-research-analysis/ - Research, best practices
7. 07-automation-integration/ - Automation, tooling
8. 08-training-certification/ - Training materials
9. 09-special-topics/ - Specialized topics

Day 5: Migration Planning

Create file-by-file migration plan
Identify cross-reference updates needed
Plan README.md and Claude.md for each directory
Document risks and mitigation strategies

Agent Orchestration

Task(
    subagent_type="documentation-librarian",
    prompt="""Analyze coditect-core documentation landscape and design reorganization.

Execute Week 1 deliverables from tasklist-with-checkboxes.md:
1. Complete inventory of all docs (root, docs/, user-training/, templates/)
2. Categorize by audience and purpose
3. Design 9-category directory structure
4. Create migration plan with safety checks

Output:
- DOCUMENTATION-INVENTORY.md (complete file list with metadata)
- DOCUMENTATION-STRUCTURE-DESIGN.md (proposed structure with rationale)
- DOCUMENTATION-MIGRATION-PLAN.md (file-by-file moves with dependencies)
- Risk assessment and mitigation strategies

Target: Ready to execute Phase 2 migration"""
)

Acceptance Criteria

Complete inventory document with all 60+ files catalogued
Proposed structure with clear category definitions
Migration plan with file-by-file mapping
Zero breaking changes to existing functionality
Stakeholder approval obtained

Phase 2: Implementation - Reorganization (Week 2-3)

Duration: 2 weeks (40 hours) Goal: Execute migration and create all navigation documents Team: documentation-librarian agent Budget: $8,000 (40 hours × $200/hr)

Week 2: Directory Creation & README Generation

Day 1: Create Directory Structure

Create 9 category directories in docs/
Create master docs/README.md with navigation
Create master docs/Claude.md with agent context

Day 2-3: Generate Category READMEs

Create README.md for each of 9 categories
Include document links, descriptions, audience, usage
Add navigation and cross-references

Day 4-5: Generate Claude.md Files

Create Claude.md for each major directory
Add agent workflow guidance
Document when agents should use each directory's docs

Agent Orchestration

# Week 2: Sequential execution (each step depends on previous)
Task(
    subagent_type="documentation-librarian",
    prompt="""Execute Week 2 tasks: Directory creation and README generation.

Step 1: Create 9 category directories
Step 2: Generate master docs/README.md (comprehensive navigation)
Step 3: Generate docs/CLAUDE.md (agent context)
Step 4: Generate README.md for each category (9 files)
Step 5: Generate CLAUDE.md for each category (9 files)

Follow templates from agent specification.
Use git operations for all file creation.

Target: Complete navigation infrastructure ready for file migration"""
)

Week 3: File Migration & Validation

Day 1-2: Move Root Files to Categories

Move 17 root-level files using git mv
Update all cross-references
Verify links remain functional

Day 3-4: Organize docs/ Files

Move 31 docs/ files to category subdirectories
Update cross-references
Verify navigation links

Day 5: Final Validation

Run link validation
Verify all READMEs render correctly
Check all Claude.md files accessible
Test agent access to documentation

Agent Orchestration

# Week 3: File migration with validation
Task(
    subagent_type="documentation-librarian",
    prompt="""Execute Week 3 tasks: File migration and validation.

Follow DOCUMENTATION-MIGRATION-PLAN.md for file moves.

Step 1: Move root-level files (use git mv, preserve history)
Step 2: Update all cross-references in moved files
Step 3: Move docs/ files to category subdirectories
Step 4: Update cross-references for docs/ files
Step 5: Validate all links (automated script)
Step 6: Test README.md rendering
Step 7: Verify agent access to CLAUDE.md files

Safety: Dry-run mode first, then execute with validation.
Target: Zero broken links, 100% navigation coverage"""
)

Acceptance Criteria

All 17 root files moved to appropriate categories
All 31 docs/ files moved to subdirectories
Zero broken links (automated validation passes)
All README.md files render correctly
All Claude.md files accessible to agents
Git history preserved for all moved files

Phase 3: Automation & Maintenance (Week 4-5)

Duration: 2 weeks (32 hours) Goal: Build automated maintenance systems Team: documentation-librarian agent + devops-engineer Budget: $5,200 (26 hours × $200/hr)

Week 4: Automation Scripts

Day 1-2: Link Validation Script

Create validate-docs-links.py
Scan all markdown files for links
Report broken internal/external links
Exit non-zero if broken links found

Day 3: Freshness Monitoring Script

Create monitor-docs-freshness.py
Check last modified dates
Flag documents >90 days old without updates
Generate freshness report

Day 4-5: Documentation Index Generator

Create generate-docs-index.py
Auto-generate searchable index of all docs
Include title, description, category, audience
Update on every commit

Agent Orchestration

# Week 4: Create automation scripts
Task(
    subagent_type="documentation-librarian",
    prompt="""Create documentation automation scripts following STANDARDS.md.

Scripts to create:
1. validate-docs-links.py (check all markdown links)
2. monitor-docs-freshness.py (flag stale docs >90 days)
3. generate-docs-index.py (auto-generate master index)

Requirements:
- Python 3.9+
- Type hints on all functions
- Complete docstrings
- Error handling
- Logging (not print)
- Exit codes (0/1/2/3)
- Executable (chmod +x)

Location: .coditect/scripts/
Target: Production-ready automation matching coditect-core standards"""
)

Week 5: Hooks & Integration

Day 1-2: Pre-Commit Hook

Create .coditect/hooks/pre-commit addition
Validate links before allowing commit
Check for broken references
Fast execution (<5 seconds)

Day 3: Post-Commit Hook

Auto-generate documentation index after commit
Update freshness timestamps
Trigger validation if docs changed

Day 4-5: Documentation & Testing

Document all automation systems
Test hooks in development
Create troubleshooting guide
Write automation README

Agent Orchestration

# Week 5: Hooks and integration
Task(
    subagent_type="devops-engineer",
    prompt="""Create git hooks for documentation automation.

Hooks to create/update:
1. pre-commit - Link validation (fail on broken links)
2. post-commit - Index generation (update master index)

Requirements:
- Bash scripts following STANDARDS.md
- Fast execution (pre-commit <5s)
- Clear error messages
- Logging for debugging
- Safe failure modes

Integration with existing hooks (component-validation, standards-compliance).

Target: Automated quality gates for documentation"""
)

Acceptance Criteria

Link validation script operational (0 false positives)
Freshness monitoring script running weekly
Documentation index auto-generated on commit
Pre-commit hook validates links (<5 seconds)
Post-commit hook updates index
Documentation for all automation systems
Troubleshooting guide complete

Phase 4: Polish & Documentation (Week 6)

Duration: 1 week (19 hours) Goal: Final polish, documentation, and launch preparation Team: documentation-librarian + qa-reviewer Budget: $3,800 (19 hours × $200/hr)

Week 6: Final Deliverables

Day 1-2: Quality Audit

Review all README.md files for consistency
Verify Claude.md files provide clear agent guidance
Check cross-references are accurate
Validate navigation experience

Day 3: User Documentation

Update Claude.md with new documentation structure
Update README.md with docs/ navigation
Create DOCUMENTATION-GUIDE.md for contributors
Document maintenance procedures

Day 4: Agent Testing

Test documentation-librarian agent access
Verify other agents can use Claude.md context
Test documentation discovery workflows
Validate agent autonomy improvements

Day 5: Launch Preparation

Create announcement for documentation update
Prepare migration guide for teams
Document new documentation standards
Schedule training session (if needed)

Agent Orchestration

# Week 6: Quality audit and launch prep
Task(
    subagent_type="qa-reviewer",
    prompt="""Perform final quality audit of documentation reorganization.

Review:
1. All README.md files for consistency and completeness
2. All CLAUDE.md files for agent clarity and usefulness
3. Cross-references and navigation accuracy
4. Overall documentation experience (human and agent)

Generate:
- Quality audit report with any issues found
- Recommendations for final polish
- Launch readiness assessment

Criteria: Enterprise-grade quality, zero broken links, complete navigation coverage"""
)

# Then finalize documentation
Task(
    subagent_type="codi-documentation-writer",
    prompt="""Create final documentation for reorganization project.

Documents to create:
1. DOCUMENTATION-GUIDE.md (for contributors)
2. Update CLAUDE.md (reflect new structure)
3. Update README.md (navigation to docs/)
4. DOCUMENTATION-MAINTENANCE.md (ongoing procedures)

Target: Complete user and maintainer documentation"""
)

Acceptance Criteria

Quality audit complete (zero critical issues)
All documentation updated to reflect new structure
Contributor guide created
Maintenance procedures documented
Agent testing confirms improved autonomy
Launch announcement ready
Training materials prepared (if needed)

Multi-Agent Orchestration Strategy

Agent Roles & Responsibilities

Agent	Role	Phases	Responsibilities
documentation-librarian	Primary	1-4	Inventory, design, migration, README/Claude.md generation
devops-engineer	Supporting	3	Automation scripts, git hooks, CI/CD integration
qa-reviewer	Supporting	4	Quality audit, consistency validation, launch readiness
codi-documentation-writer	Supporting	4	User documentation, contributor guides, maintenance docs

Orchestration Patterns

Pattern 1: Documentation-Librarian Solo (Phases 1-2)

# Single agent handles complete workflow
Task(
    subagent_type="documentation-librarian",
    prompt="Execute Phase 1: Complete inventory and design documentation structure"
)

Pattern 2: Sequential Handoff (Phase 3)

# documentation-librarian → devops-engineer
# Step 1: documentation-librarian creates script specs
Task(subagent_type="documentation-librarian",
     prompt="Design automation script specifications")

# Step 2: devops-engineer implements scripts
Task(subagent_type="devops-engineer",
     prompt="Implement automation scripts from specifications")

Pattern 3: Parallel Execution (Phase 3, Week 4)

# Multiple scripts can be developed in parallel
Task(subagent_type="documentation-librarian",
     prompt="Create validate-docs-links.py")

Task(subagent_type="documentation-librarian",
     prompt="Create monitor-docs-freshness.py")

Task(subagent_type="documentation-librarian",
     prompt="Create generate-docs-index.py")

Pattern 4: Review & Approval (Phase 4)

# qa-reviewer validates before codi-documentation-writer finalizes
Task(subagent_type="qa-reviewer",
     prompt="Quality audit of documentation reorganization")

# Then based on audit results:
Task(subagent_type="codi-documentation-writer",
     prompt="Create final documentation incorporating audit feedback")

Budget Breakdown

Engineering Costs

Phase	Duration	Rate	Cost
Phase 0: Foundation	2 hrs	$200/hr	$400
Phase 1: Analysis & Design	24 hrs	$200/hr	$4,800
Phase 2: Implementation	40 hrs	$200/hr	$8,000
Phase 3: Automation	32 hrs	$200/hr	$6,400
Phase 4: Polish & Launch	19 hrs	$200/hr	$3,800
Subtotal Engineering	117 hrs		$23,400

Infrastructure Costs

Item	Cost	Notes
CI/CD compute (6 weeks)	$0	Using existing GitHub Actions
Testing environments	$0	Local development
Documentation hosting	$0	GitHub Pages (existing)
Subtotal Infrastructure		$0

Total Budget

Category	Amount
Engineering	$23,400
Infrastructure	$0
Subtotal	$23,400
Contingency (20%)	$4,680
Total Project Budget	$28,080

Note: Actual cost may be lower if automation reduces manual effort beyond estimates.

Risk Management

High-Priority Risks

Risk 1: Broken Links After Migration

Probability: Medium Impact: High

Mitigation

Implement link validation script before migration
Dry-run migration with validation
Automated link checking in CI/CD
Manual spot-check of critical documentation

Risk 2: Loss of Git History

Probability: Low Impact: High

Mitigation

Use git mv exclusively (preserves history)
Test migration process on branch first
Verify history with git log --follow after migration
Keep backup of repository before migration

Risk 3: Disruption to Active Users

Probability: Medium Impact: Medium

Mitigation

Perform migration during low-activity period
Provide advance notice of documentation changes
Create redirect documentation (old → new locations)
Maintain backward compatibility for 1 sprint

Risk 4: Incomplete Categorization

Probability: Low Impact: Medium

Mitigation

Thorough inventory and categorization in Phase 1
Review categorization with stakeholders
Implement "uncategorized" catch-all category
Allow for post-launch recategorization if needed

Medium-Priority Risks

Risk 5: Automation Script Bugs

Probability: Medium Impact: Low

Mitigation

Test scripts thoroughly before integration
Implement dry-run modes
Add comprehensive logging
Manual validation until scripts proven reliable

Risk 6: Agent Context Insufficient

Probability: Low Impact: Low

Mitigation

Test Claude.md files with actual agents
Gather feedback from agent interactions
Iterate on Claude.md content based on usage
Document common agent workflows

Quality Gates

Phase 1 Completion Criteria

Complete inventory of all 60+ documentation files
Proposed structure reviewed and approved
Migration plan validated for safety
Stakeholder sign-off obtained

Phase 2 Completion Criteria

All files moved to new structure
Zero broken links (automated validation passes)
All README.md and Claude.md files created
Navigation tested by humans and agents
Git history verified for all moved files

Phase 3 Completion Criteria

All automation scripts operational
Git hooks integrated and tested
Link validation running in CI/CD
Freshness monitoring scheduled
Documentation index auto-generating

Phase 4 Completion Criteria

Quality audit complete (zero critical issues)
All project documentation updated
Agent testing confirms improved autonomy
Launch announcement ready
Maintenance procedures documented

Success Metrics

Technical Metrics

Metric	Baseline	Target	Measurement
Root directory files	17	3	File count
docs/ subdirectories	0	9	Directory count
README.md coverage	0%	100%	% directories with README
Claude.md coverage	0%	100%	% major directories with Claude.md
Broken links	Unknown	0	Automated validation
Documentation findability	Unknown	<30 sec	User testing

Adoption Metrics

Metric	Target	Measurement
Customer satisfaction	90%+	Survey after launch
Agent documentation usage	80%+	Agent invocation logs
Support tickets (doc-related)	-50%	Ticket system analysis
Time to onboard new users	-40%	Onboarding analytics

Business Metrics

Metric	Target	Measurement
Documentation quality perception	9/10+	Customer surveys
Agent autonomy improvement	+30%	Fewer human interventions
Maintenance time reduction	-60%	Time tracking
Knowledge base completeness	95%+	Content audit

Timeline Summary

Phase	Weeks	Key Milestone
Phase 0	Complete	documentation-librarian agent created ✅
Phase 1	Week 1	Inventory and design complete
Phase 2	Weeks 2-3	Migration and navigation complete
Phase 3	Weeks 4-5	Automation systems operational
Phase 4	Week 6	Launch ready
Total	6 weeks	January 3, 2026

Next Steps

Immediate (This Session)

✅ Create documentation-librarian agent
✅ Update AGENT-INDEX.md
⏸️ Generate tasklist-with-checkboxes.md
⏸️ Create checkpoint with session export

Week 1 (Phase 1 Start)

Execute documentation inventory
Design 9-category structure
Create migration plan
Obtain stakeholder approval

Ongoing

Track progress in tasklist-with-checkboxes.md
Update checkboxes as tasks complete
Create checkpoints at phase boundaries
Maintain session context across multi-session work

Project Plan Version: 1.0 Created: November 22, 2025 Last Updated: November 22, 2025 Next Review: Week 1 completion (Phase 1 gate) Owner: CODITECT Core Team Primary Agent: documentation-librarian Status: Ready for Phase 1 execution ✅

CODITECT Core Documentation Reorganization - Task List with Checkboxes

Project: Documentation Infrastructure Overhaul Type: Multi-Session Documentation Reorganization Status: Phase 0 Complete → Phase 1 Ready to Execute Last Updated: November 22, 2025

Overview

This TASKLIST tracks the complete documentation reorganization project for CODITECT Core, enabling multi-session context continuity through checkbox-based progress tracking. Tasks are organized by phase with agent assignments, time estimates, and acceptance criteria.

Legend

✅ [x] - Completed and verified
🟡 [>] - In Progress (WIP)
⏸️ [ ] - Pending/Not Started
❌ [!] - Blocked/Issue Identified

Current Status: Phase 0 Complete (100%) | Phase 1 Ready (0%) Timeline: 6 weeks total (Phases 1-4) Budget: $28,080 ($23,400 engineering + $4,680 contingency)

Key Metrics

Starting State: 60+ files scattered (17 root, 31 docs/, 12+ templates)
Target State: 9-category organized structure with 100% README/Claude.md coverage
Root File Reduction: 82% (17 → 3 files: README.md, Claude.md, AGENT-INDEX.md)
Navigation Improvement: 0% → 100% (README.md/Claude.md for all directories)

Phase 0: Foundation (COMPLETE)
Phase 1: Analysis & Design (Week 1)
Phase 2: Implementation (Weeks 2-3)
Phase 3: Automation (Weeks 4-5)
Phase 4: Polish & Launch (Week 6)
Progress Summary

Phase 0: Foundation (COMPLETE) ✅

Status: 100% Complete and Operational Timeline: Completed November 22, 2025 Agent: documentation-librarian (created)

Agent Creation

Research CODITECT agent creation standards (STANDARDS.md, CODITECT-COMPONENT-CREATION-STANDARDS.md)
Create documentation-librarian agent following exact specifications
Test agent operational status (verified working)
Update AGENT-INDEX.md (52 → all agents)
Add new category "Documentation & Knowledge Management"
Verify agent accessible via Task tool proxy pattern

Planning & Project Setup

Create DOCUMENTATION-REORGANIZATION-project-plan.md (28KB comprehensive plan)
Define 4 phases with timeline and budget
Identify multi-agent orchestration strategy
Create DOCUMENTATION-REORGANIZATION-tasklist-with-checkboxes.md (this file)
Define success metrics and quality gates
Establish Phase 0 complete checkpoint

Deliverables Completed

✅ agents/documentation-librarian.md - Specialized documentation organization agent
✅ docs/DOCUMENTATION-REORGANIZATION-project-plan.md - Complete 6-week implementation plan
✅ docs/DOCUMENTATION-REORGANIZATION-tasklist-with-checkboxes.md - Multi-session task tracking
✅ Updated AGENT-INDEX.md - Reflects all agents with new category

Phase 0 Acceptance Criteria

✅ Documentation-librarian agent created following CODITECT standards
✅ Agent tested and operational
✅ project-plan.md complete with phases, budget, timeline
✅ tasklist-with-checkboxes.md created for multi-session tracking
✅ AGENT-INDEX.md updated accurately

Phase 1: Analysis & Design (Week 1)

Status: Ready to Execute (0% complete) Timeline: Week 1 (5 working days, 40 hours) Budget: $6,000 (40 engineering hours @ $150/hr) Primary Agent: documentation-librarian Support Agents: codebase-analyzer, thoughts-locator

1.1 Complete Documentation Inventory (Day 1 - 8 hours)

Agent: documentation-librarian Objective: Create comprehensive inventory of all documentation files

Task 1.1.1: Scan root directory for all .md files
- Command: Glob pattern="*.md" path="/Users/halcasteel/PROJECTS/coditect-rollout-master/submodules/core/coditect-core"
- Time: 0.5 hours
- Deliverable: List of 17 root-level markdown files
- Acceptance: All root .md files catalogued with metadata (size, last modified)
Task 1.1.2: Scan docs/ directory recursively
- Command: Glob pattern="docs/**/*.md"
- Time: 0.5 hours
- Deliverable: List of 31 docs/ markdown files
- Acceptance: Complete docs/ inventory with subdirectory structure
Task 1.1.3: Scan user-training/ templates and documentation
- Command: Glob pattern="user-training/**/*.md"
- Time: 0.5 hours
- Deliverable: List of 12+ training templates and guides
- Acceptance: All training materials catalogued
Task 1.1.4: Scan other directories for scattered documentation
- Command: Glob pattern="**/*.md" | grep -v "node_modules\|.git"
- Time: 1 hour
- Deliverable: Complete list of any documentation in scripts/, templates/, etc.
- Acceptance: 100% documentation coverage across repository
Task 1.1.5: Create master inventory spreadsheet
- Format: Markdown table with columns: File Path, Size, Last Modified, Category, Audience, Status
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-INVENTORY.md
- Acceptance: All 60+ files documented with complete metadata
Task 1.1.6: Identify duplicates and outdated content
- Method: Content hash comparison, last modified dates, version analysis
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-DUPLICATES-AND-STALE.md
- Acceptance: Clear list of duplicates to merge, stale docs to archive
Task 1.1.7: Analyze cross-references and dependencies
- Method: Link extraction, reference mapping
- Time: 1.5 hours
- Deliverable: docs/DOCUMENTATION-DEPENDENCIES.md (dependency graph)
- Acceptance: All inter-document references mapped

Day 1 Deliverables

docs/DOCUMENTATION-INVENTORY.md - Complete file inventory with metadata
docs/DOCUMENTATION-DUPLICATES-AND-STALE.md - Duplicates and stale content report
docs/DOCUMENTATION-DEPENDENCIES.md - Cross-reference dependency map

Day 1 Acceptance Criteria

100% of documentation files inventoried with metadata
All duplicates and stale content identified
Cross-reference dependency map complete
Ready for categorization phase

1.2 Documentation Categorization (Day 2 - 8 hours)

Agent: documentation-librarian with codebase-analyzer Objective: Categorize all documentation by purpose, audience, and type

Task 1.2.1: Define categorization framework
- Categories: Getting Started, Architecture, Project Planning, Implementation Guides, Agent Reference, Research/Analysis, Automation/Integration, Training/Certification, Special Topics
- Audiences: Customer-facing, Agent-facing, Both
- Types: Tutorial, Reference, Guide, Template, Research, Planning
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-CATEGORIZATION-FRAMEWORK.md
- Acceptance: Clear criteria for assigning each category
Task 1.2.2: Categorize all root-level files (17 files)
- Method: Read each file, analyze purpose and audience
- Time: 2 hours
- Deliverable: Updated inventory with categories for root files
- Acceptance: All 17 root files categorized with rationale
Task 1.2.3: Categorize all docs/ files (31 files)
- Method: Read each file, analyze purpose and audience
- Time: 2.5 hours
- Deliverable: Updated inventory with categories for docs/ files
- Acceptance: All 31 docs/ files categorized with rationale
Task 1.2.4: Categorize user-training/ materials (12+ files)
- Method: Read each file, analyze purpose and audience
- Time: 1.5 hours
- Deliverable: Updated inventory with categories for training files
- Acceptance: All training materials categorized
Task 1.2.5: Review and validate categorization
- Method: Consistency check, edge case resolution
- Time: 1 hour
- Deliverable: Final categorized inventory in docs/DOCUMENTATION-INVENTORY.md
- Acceptance: 100% files categorized, categories balanced, no ambiguities

Day 2 Deliverables

docs/DOCUMENTATION-CATEGORIZATION-FRAMEWORK.md - Categorization criteria
Updated docs/DOCUMENTATION-INVENTORY.md - Complete categorized inventory

Day 2 Acceptance Criteria

100% of documentation categorized by purpose, audience, type
Categorization framework documented and applied consistently
Ready for directory structure design

1.3 Directory Structure Design (Day 3 - 8 hours)

Agent: documentation-librarian with senior-architect Objective: Design optimal directory structure with clear naming and organization

Task 1.3.1: Design 9-category directory structure
- Directories:
  - docs/01-getting-started/ - Onboarding, quick starts, installation
  - docs/02-architecture/ - System design, C4 diagrams, ADRs
  - docs/03-project-planning/ - Planning docs, orchestration strategies
  - docs/04-implementation-guides/ - How-to guides, tutorials
  - docs/multi-agent-reference/ - Agent documentation, usage guides
  - docs/06-research-analysis/ - Research papers, best practices
  - docs/07-automation-integration/ - Scripts, hooks, automation
  - docs/08-training-certification/ - Training materials, templates
  - docs/09-special-topics/ - Specialized deep dives
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-DIRECTORY-STRUCTURE.md
- Acceptance: Clear rationale for each directory, naming conventions
Task 1.3.2: Map files to target directories
- Method: Use categorized inventory to assign each file to target directory
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-FILE-MAPPING.md (source → target mapping)
- Acceptance: All 60+ files mapped to target locations, no conflicts
Task 1.3.3: Design README.md templates for each directory
- Format: Overview, Documents section (categorized), Quick Links, Related Documentation
- Time: 2 hours
- Deliverable: docs/README-TEMPLATE.md (template with examples)
- Acceptance: Template covers all required sections, easy to customize
Task 1.3.4: Design Claude.md templates for agent context
- Format: Purpose, When to Use, Key Documents, Agent Workflow, Cross-References
- Time: 1.5 hours
- Deliverable: docs/CLAUDE-TEMPLATE.md (template with examples)
- Acceptance: Template provides clear agent guidance, easy to customize
Task 1.3.5: Review structure with stakeholders
- Method: Present design, gather feedback, iterate if needed
- Time: 0.5 hours
- Deliverable: Approved directory structure design
- Acceptance: Structure approved, no major changes required

Day 3 Deliverables

docs/DOCUMENTATION-DIRECTORY-STRUCTURE.md - 9-category directory design
docs/DOCUMENTATION-FILE-MAPPING.md - Complete file migration plan
docs/README-TEMPLATE.md - Standard README template
docs/CLAUDE-TEMPLATE.md - Standard Claude.md template

Day 3 Acceptance Criteria

9-category directory structure designed with clear rationale
All files mapped to target directories with no conflicts
README.md and Claude.md templates created and approved
Ready for migration planning

1.4 Migration Planning (Day 4 - 8 hours)

Agent: documentation-librarian with project-organizer Objective: Create safe, comprehensive migration plan preserving git history

Task 1.4.1: Create migration sequence plan
- Method: Dependency analysis, determine safe migration order
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-MIGRATION-SEQUENCE.md
- Acceptance: Clear migration order, dependencies respected, minimal downtime
Task 1.4.2: Generate git mv commands for all files
- Format: Shell script with git mv for each file move
- Time: 2 hours
- Deliverable: scripts/migrate-documentation.sh (executable migration script)
- Acceptance: All file moves use git mv, preserves history, testable in dry-run mode
Task 1.4.3: Identify cross-reference updates needed
- Method: Use dependency map to find all links requiring updates
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-LINK-UPDATES.md (old path → new path mapping)
- Acceptance: All cross-references identified, update plan clear
Task 1.4.4: Create rollback plan
- Method: Design rollback procedure if migration fails
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-MIGRATION-ROLLBACK.md
- Acceptance: Clear rollback steps, can restore to original state
Task 1.4.5: Create migration validation checklist
- Checklist: Pre-migration checks, during-migration checks, post-migration verification
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-MIGRATION-CHECKLIST.md
- Acceptance: Comprehensive checklist covering all validation steps

Day 4 Deliverables

docs/DOCUMENTATION-MIGRATION-SEQUENCE.md - Safe migration order
scripts/migrate-documentation.sh - Automated migration script
docs/DOCUMENTATION-LINK-UPDATES.md - Cross-reference update plan
docs/DOCUMENTATION-MIGRATION-ROLLBACK.md - Rollback procedure
docs/DOCUMENTATION-MIGRATION-CHECKLIST.md - Validation checklist

Day 4 Acceptance Criteria

Migration sequence planned with dependencies respected
Automated migration script created and tested in dry-run
All cross-reference updates identified
Rollback plan documented
Ready for implementation phase

1.5 Phase 1 Review & Approval (Day 5 - 8 hours)

Agent: documentation-librarian with qa-reviewer Objective: Review all Phase 1 deliverables, ensure quality, obtain approval

Task 1.5.1: Review inventory completeness
- Method: Verify all files captured, metadata accurate
- Time: 1 hour
- Deliverable: Inventory quality report
- Acceptance: 100% inventory accuracy verified
Task 1.5.2: Review categorization consistency
- Method: Check category assignments, validate rationale
- Time: 1 hour
- Deliverable: Categorization quality report
- Acceptance: All categorizations justified, consistent framework applied
Task 1.5.3: Review directory structure design
- Method: Validate naming, organization, clarity
- Time: 1.5 hours
- Deliverable: Structure design review report
- Acceptance: Structure logical, intuitive, meets requirements
Task 1.5.4: Review migration plan safety
- Method: Check git mv usage, dependency handling, rollback capability
- Time: 1.5 hours
- Deliverable: Migration plan safety review
- Acceptance: Migration preserves history, dependencies handled, rollback tested
Task 1.5.5: Create Phase 1 summary report
- Format: Executive summary with key findings, deliverables, recommendations
- Time: 2 hours
- Deliverable: docs/PHASE-1-SUMMARY-REPORT.md
- Acceptance: Clear summary of Phase 1 work, ready for stakeholder review
Task 1.5.6: Present to stakeholders and obtain approval
- Method: Review Phase 1 deliverables, answer questions, get go-ahead for Phase 2
- Time: 1 hour
- Deliverable: Phase 1 approval confirmation
- Acceptance: Stakeholders approve Phase 1, authorize Phase 2 start

Day 5 Deliverables

docs/PHASE-1-SUMMARY-REPORT.md - Complete Phase 1 summary
Quality review reports for inventory, categorization, structure, migration plan
Phase 1 approval confirmation

Day 5 Acceptance Criteria

All Phase 1 deliverables reviewed and validated
Quality reports confirm readiness for implementation
Stakeholder approval obtained for Phase 2
Phase 1 complete, ready for Phase 2 execution

Phase 1 Summary

Tasks: 33 tasks across 5 days
Hours: 40 engineering hours
Budget: $6,000
Key Deliverables: Complete inventory, categorization, directory structure design, migration plan
Success Metrics: 100% inventory accuracy, clear categorization, safe migration plan, stakeholder approval

Phase 2: Implementation (Weeks 2-3)

Status: Pending (0% complete) Timeline: Weeks 2-3 (10 working days, 80 hours) Budget: $12,000 (80 engineering hours @ $150/hr) Primary Agent: documentation-librarian Support Agents: project-organizer, codebase-locator

2.1 Create Directory Structure (Week 2, Day 1 - 4 hours)

Agent: documentation-librarian Objective: Create all 9 category directories with proper permissions

Task 2.1.1: Create docs/ subdirectories
- Command: mkdir -p docs/{01-getting-started,02-architecture,03-project-planning,04-implementation-guides,multi-agent-reference,06-research-analysis,07-automation-integration,08-training-certification,09-special-topics}
- Time: 0.5 hours
- Acceptance: All 9 directories created, proper permissions
Task 2.1.2: Verify directory structure
- Command: ls -la docs/
- Time: 0.5 hours
- Acceptance: All directories visible, no errors
Task 2.1.3: Create .gitkeep files for empty directories
- Command: touch docs/{01-getting-started,02-architecture,03-project-planning,04-implementation-guides,multi-agent-reference,06-research-analysis,07-automation-integration,08-training-certification,09-special-topics}/.gitkeep
- Time: 0.5 hours
- Acceptance: All directories tracked by git
Task 2.1.4: Commit directory structure
- Command: git add docs/ && git commit -m "Create 9-category documentation structure"
- Time: 0.5 hours
- Acceptance: Directory structure committed to git
Task 2.1.5: Verify directory structure in multiple sessions
- Method: Test that structure persists across sessions
- Time: 2 hours
- Acceptance: Directory structure stable, ready for file migration

Week 2, Day 1 Deliverables

9-category directory structure created and committed
All directories tracked by git
Structure verified and stable

Week 2, Day 1 Acceptance Criteria

All 9 directories created with proper naming
Directories committed to git and persistent
Ready for file migration

2.2 Execute File Migration (Week 2, Days 2-3 - 16 hours)

Agent: documentation-librarian with project-organizer Objective: Safely migrate all files to new structure preserving git history

Week 2, Days 2-3 Deliverables

All 60+ files migrated to new structure
Git history preserved for all files
No files lost or corrupted

Week 2, Days 2-3 Acceptance Criteria

100% of files migrated successfully
Git history intact for all moved files
No migration errors or data loss
Ready for cross-reference updates

2.3 Update Cross-References (Week 2, Days 4-5 - 16 hours)

Agent: documentation-librarian with codebase-locator Objective: Update all internal links to reflect new file locations

Week 2, Days 4-5 Deliverables

All cross-references updated to new paths
Zero broken internal links
All links verified functional

Week 2, Days 4-5 Acceptance Criteria

100% of internal links updated
No broken links detected
Cross-reference integrity verified
Ready for README generation

2.4 Generate README.md Files (Week 3, Days 1-2 - 16 hours)

Agent: documentation-librarian Objective: Create comprehensive README.md for each directory with navigation and descriptions

Week 3, Days 1-2 Deliverables

10 comprehensive README.md files (1 root + 9 categories)
Complete navigation system for all documentation
All files described with purpose, audience, usage

Week 3, Days 1-2 Acceptance Criteria

100% README.md coverage (all directories)
All files linked and described
Navigation system intuitive and complete
Ready for Claude.md generation

2.5 Generate Claude.md Files (Week 3, Days 3-4 - 16 hours)

Agent: documentation-librarian with ai-specialist Objective: Create Claude.md for each directory to guide AI agents

Week 3, Days 3-4 Deliverables

10 comprehensive Claude.md files (1 root + 9 categories)
Complete agent guidance system
Clear workflows for agent documentation usage

Week 3, Days 3-4 Acceptance Criteria

100% Claude.md coverage (all directories)
Agents have clear guidance for all documentation
Workflow patterns documented
Ready for Phase 2 verification

2.6 Phase 2 Verification & Testing (Week 3, Day 5 - 12 hours)

Agent: documentation-librarian with qa-reviewer Objective: Verify all Phase 2 deliverables, test navigation, validate quality

Task 2.6.1: Verify all files migrated successfully
- Method: Compare inventory with actual file locations
- Time: 2 hours
- Acceptance: 100% files in correct locations, none missing
Task 2.6.2: Test all internal links
- Method: Automated link checking script
- Time: 2 hours
- Acceptance: Zero broken links, all cross-references functional
Task 2.6.3: Verify README.md quality
- Method: Review each README for completeness, accuracy, clarity
- Time: 3 hours
- Acceptance: All READMEs complete, accurate, easy to navigate
Task 2.6.4: Verify Claude.md quality
- Method: Review each Claude.md for agent guidance clarity
- Time: 3 hours
- Acceptance: All Claude.md files provide clear agent workflows
Task 2.6.5: Create Phase 2 summary report
- Format: Executive summary with deliverables, metrics, quality assessment
- Time: 2 hours
- Deliverable: docs/PHASE-2-SUMMARY-REPORT.md
- Acceptance: Clear summary of Phase 2 work, ready for stakeholder review

Week 3, Day 5 Deliverables

docs/PHASE-2-SUMMARY-REPORT.md - Complete Phase 2 summary
Verification reports for migration, links, README, Claude.md quality
Phase 2 approval confirmation

Week 3, Day 5 Acceptance Criteria

All Phase 2 deliverables verified and validated
Zero broken links, all files migrated successfully
README.md and Claude.md quality confirmed
Ready for Phase 3 automation

Phase 2 Summary

Tasks: 46 tasks across 10 days
Hours: 80 engineering hours
Budget: $12,000
Key Deliverables: Complete file migration, 10 READMEs, 10 Claude.md files, verified navigation
Success Metrics: 100% files migrated, zero broken links, complete navigation coverage

Phase 3: Automation (Weeks 4-5)

Status: Pending (0% complete) Timeline: Weeks 4-5 (10 working days, 50 hours) Budget: $7,500 (50 engineering hours @ $150/hr) Primary Agent: documentation-librarian Support Agents: devops-engineer, monitoring-specialist

3.1 Link Validation Automation (Week 4, Days 1-2 - 10 hours)

Agent: documentation-librarian with devops-engineer Objective: Create automated link validation script

Task 3.1.1: Create validate-docs-links.py script
- Features: Scan all .md files, extract links, validate internal/external links, report broken links
- Time: 4 hours
- Deliverable: scripts/validate-docs-links.py
- Acceptance: Script detects broken links, reports clearly
Task 3.1.2: Test validation script on all documentation
- Method: Run script, verify accuracy of link checking
- Time: 2 hours
- Acceptance: Script runs successfully, accurate results
Task 3.1.3: Add script to CI/CD pipeline
- Integration: GitHub Actions workflow for automated link checking
- Time: 2 hours
- Deliverable: .github/workflows/validate-docs.yml
- Acceptance: Automated validation on every commit
Task 3.1.4: Document script usage
- Deliverable: Script README with usage examples
- Time: 1 hour
- Acceptance: Clear documentation for manual and automated usage
Task 3.1.5: Create link validation dashboard
- Format: Markdown report showing link health metrics
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-LINK-HEALTH.md (auto-generated)
- Acceptance: Dashboard shows link status, trends

Week 4, Days 1-2 Deliverables

scripts/validate-docs-links.py - Automated link validation
.github/workflows/validate-docs.yml - CI/CD integration
docs/DOCUMENTATION-LINK-HEALTH.md - Link health dashboard

Week 4, Days 1-2 Acceptance Criteria

Validation script operational and accurate
CI/CD integration working
Dashboard provides clear link health metrics
Ready for freshness monitoring

3.2 Freshness Monitoring Automation (Week 4, Days 3-4 - 10 hours)

Agent: documentation-librarian with monitoring-specialist Objective: Create automated freshness monitoring for stale content detection

Task 3.2.1: Create monitor-docs-freshness.py script
- Features: Scan all .md files, check last modified dates, flag stale content (>6 months)
- Time: 4 hours
- Deliverable: scripts/monitor-docs-freshness.py
- Acceptance: Script identifies stale docs accurately
Task 3.2.2: Test freshness monitoring script
- Method: Run script, verify stale content detection
- Time: 2 hours
- Acceptance: Script runs successfully, accurate results
Task 3.2.3: Add script to scheduled CI/CD jobs
- Integration: Weekly automated freshness check
- Time: 2 hours
- Deliverable: Updated .github/workflows/validate-docs.yml (weekly schedule)
- Acceptance: Automated weekly freshness monitoring
Task 3.2.4: Create freshness dashboard
- Format: Markdown report showing documentation age, stale content
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-FRESHNESS.md (auto-generated)
- Acceptance: Dashboard shows freshness metrics, aging trends

Week 4, Days 3-4 Deliverables

scripts/monitor-docs-freshness.py - Automated freshness monitoring
Updated .github/workflows/validate-docs.yml - Weekly scheduling
docs/DOCUMENTATION-FRESHNESS.md - Freshness dashboard

Week 4, Days 3-4 Acceptance Criteria

Freshness monitoring operational
Weekly automated checks configured
Dashboard provides clear aging metrics
Ready for index generation

3.3 Index Generation Automation (Week 4, Day 5 - Week 5, Day 1 - 10 hours)

Agent: documentation-librarian Objective: Create automated master index generation

Task 3.3.1: Create generate-docs-index.py script
- Features: Scan all documentation, generate master index with categories, descriptions, metadata
- Time: 5 hours
- Deliverable: scripts/generate-docs-index.py
- Acceptance: Script generates comprehensive index
Task 3.3.2: Test index generation
- Method: Run script, verify index completeness and accuracy
- Time: 2 hours
- Acceptance: Index accurate, complete, well-formatted
Task 3.3.3: Add script to CI/CD pipeline
- Integration: Automated index regeneration on documentation changes
- Time: 2 hours
- Deliverable: Updated .github/workflows/validate-docs.yml (index generation)
- Acceptance: Automated index updates
Task 3.3.4: Create master documentation index
- Format: Comprehensive index with search, categories, tags
- Time: 1 hour
- Deliverable: docs/MASTER-DOCUMENTATION-INDEX.md (auto-generated)
- Acceptance: Index searchable, complete, up-to-date

Week 4, Day 5 - Week 5, Day 1 Deliverables

scripts/generate-docs-index.py - Automated index generation
Updated .github/workflows/validate-docs.yml - Index automation
docs/MASTER-DOCUMENTATION-INDEX.md - Master index

Week 4, Day 5 - Week 5, Day 1 Acceptance Criteria

Index generation operational
Automated updates on changes
Master index comprehensive and searchable
Ready for hooks implementation

3.4 Pre-Commit Hooks (Week 5, Days 2-3 - 10 hours)

Agent: documentation-librarian with devops-engineer Objective: Implement pre-commit hooks for documentation quality

Task 3.4.1: Create pre-commit hook for link validation
- Features: Validate links before commit, block commits with broken links
- Time: 3 hours
- Deliverable: .git/hooks/pre-commit (link validation)
- Acceptance: Hook blocks commits with broken links
Task 3.4.2: Create pre-commit hook for freshness warnings
- Features: Warn when editing stale docs, suggest review
- Time: 2 hours
- Deliverable: Updated .git/hooks/pre-commit (freshness warnings)
- Acceptance: Hook warns about stale content edits
Task 3.4.3: Create pre-commit hook for index updates
- Features: Automatically update index on documentation changes
- Time: 2 hours
- Deliverable: Updated .git/hooks/pre-commit (index regeneration)
- Acceptance: Hook updates index automatically
Task 3.4.4: Test hooks on sample commits
- Method: Make test commits, verify hooks work correctly
- Time: 2 hours
- Acceptance: All hooks operational, no false positives
Task 3.4.5: Document hook usage and configuration
- Deliverable: Hooks README with setup instructions
- Time: 1 hour
- Acceptance: Clear documentation for hook installation

Week 5, Days 2-3 Deliverables

.git/hooks/pre-commit - Complete pre-commit hooks suite
Hooks documentation and setup guide

Week 5, Days 2-3 Acceptance Criteria

All hooks operational and tested
Hooks block problematic commits
Documentation clear for team adoption
Ready for Phase 3 review

3.5 Phase 3 Review & Testing (Week 5, Days 4-5 - 10 hours)

Agent: documentation-librarian with qa-reviewer Objective: Verify all automation, test end-to-end workflows

Task 3.5.1: Test link validation automation end-to-end
- Method: Introduce broken link, verify detection and reporting
- Time: 2 hours
- Acceptance: Automation catches broken links reliably
Task 3.5.2: Test freshness monitoring end-to-end
- Method: Verify stale content detection, dashboard updates
- Time: 2 hours
- Acceptance: Freshness monitoring accurate and automated
Task 3.5.3: Test index generation end-to-end
- Method: Add new doc, verify index updates automatically
- Time: 2 hours
- Acceptance: Index generation works seamlessly
Task 3.5.4: Test pre-commit hooks end-to-end
- Method: Make various commits, verify hook behavior
- Time: 2 hours
- Acceptance: All hooks function correctly
Task 3.5.5: Create Phase 3 summary report
- Format: Executive summary with automation deliverables, metrics, testing results
- Time: 2 hours
- Deliverable: docs/PHASE-3-SUMMARY-REPORT.md
- Acceptance: Clear summary of automation capabilities

Week 5, Days 4-5 Deliverables

docs/PHASE-3-SUMMARY-REPORT.md - Complete Phase 3 summary
End-to-end testing reports for all automation

Week 5, Days 4-5 Acceptance Criteria

All automation tested and verified
End-to-end workflows validated
Phase 3 summary complete
Ready for Phase 4 polish

Phase 3 Summary

Tasks: 25 tasks across 10 days
Hours: 50 engineering hours
Budget: $7,500
Key Deliverables: Link validation, freshness monitoring, index generation, pre-commit hooks
Success Metrics: 100% automation operational, zero manual validation needed

Phase 4: Polish & Launch (Week 6)

Status: Pending (0% complete) Timeline: Week 6 (5 working days, 25 hours) Budget: $3,750 (25 engineering hours @ $150/hr) + $4,680 contingency Primary Agent: documentation-librarian Support Agents: qa-reviewer, codi-documentation-writer

4.1 Quality Audit (Week 6, Days 1-2 - 10 hours)

Agent: qa-reviewer with documentation-librarian Objective: Comprehensive quality audit of all documentation

Task 4.1.1: Audit README.md quality across all directories
- Criteria: Completeness, accuracy, clarity, navigation, descriptions
- Time: 3 hours
- Deliverable: docs/README-QUALITY-AUDIT.md
- Acceptance: All READMEs meet quality standards
Task 4.1.2: Audit Claude.md quality across all directories
- Criteria: Agent guidance clarity, workflow documentation, cross-references
- Time: 3 hours
- Deliverable: docs/CLAUDE-QUALITY-AUDIT.md
- Acceptance: All Claude.md files provide clear agent guidance
Task 4.1.3: Audit documentation consistency
- Criteria: Tone, terminology, formatting, style consistency
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-CONSISTENCY-AUDIT.md
- Acceptance: Consistent style and terminology across all docs
Task 4.1.4: Fix audit findings
- Method: Address all issues identified in audits
- Time: 2 hours
- Acceptance: All audit issues resolved

Week 6, Days 1-2 Deliverables

docs/README-QUALITY-AUDIT.md - README quality assessment
docs/CLAUDE-QUALITY-AUDIT.md - Claude.md quality assessment
docs/DOCUMENTATION-CONSISTENCY-AUDIT.md - Consistency review
All audit findings resolved

Week 6, Days 1-2 Acceptance Criteria

Comprehensive quality audit complete
All quality issues identified and resolved
Documentation meets CODITECT standards
Ready for final documentation

4.2 Final Documentation (Week 6, Days 3-4 - 10 hours)

Agent: codi-documentation-writer with documentation-librarian Objective: Create final user-facing documentation for new structure

Task 4.2.1: Update root README.md with reorganization announcement
- Content: Summary of new structure, migration guide, benefits
- Time: 2 hours
- Deliverable: Updated /README.md
- Acceptance: Clear explanation of new documentation structure
Task 4.2.2: Create documentation navigation guide
- Content: How to find documentation, search tips, category explanations
- Time: 3 hours
- Deliverable: docs/DOCUMENTATION-NAVIGATION-GUIDE.md
- Acceptance: Clear guide for navigating new structure
Task 4.2.3: Update Claude.md with documentation location changes
- Content: Guide agents to new documentation locations
- Time: 2 hours
- Deliverable: Updated /CLAUDE.md
- Acceptance: Agents understand new documentation structure
Task 4.2.4: Create migration changelog
- Content: What changed, where files moved, rationale
- Time: 2 hours
- Deliverable: docs/DOCUMENTATION-MIGRATION-CHANGELOG.md
- Acceptance: Complete record of reorganization changes
Task 4.2.5: Create maintenance guide
- Content: How to maintain documentation, automation usage, best practices
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-MAINTENANCE-GUIDE.md
- Acceptance: Clear maintenance procedures documented

Week 6, Days 3-4 Deliverables

Updated /README.md - Reorganization announcement
docs/DOCUMENTATION-NAVIGATION-GUIDE.md - Navigation guide
Updated /CLAUDE.md - Agent guidance updates
docs/DOCUMENTATION-MIGRATION-CHANGELOG.md - Complete changelog
docs/DOCUMENTATION-MAINTENANCE-GUIDE.md - Maintenance procedures

Week 6, Days 3-4 Acceptance Criteria

All user-facing documentation updated
Navigation guide clear and comprehensive
Agents have updated guidance
Maintenance procedures documented
Ready for launch

4.3 Launch & Handoff (Week 6, Day 5 - 5 hours)

Agent: documentation-librarian with project-organizer Objective: Final launch preparation and team handoff

Task 4.3.1: Create launch announcement
- Content: Team announcement, benefits, how to use new structure
- Time: 1 hour
- Deliverable: docs/DOCUMENTATION-LAUNCH-ANNOUNCEMENT.md
- Acceptance: Clear, compelling launch communication
Task 4.3.2: Conduct team walkthrough
- Method: Demo new structure, answer questions, gather feedback
- Time: 2 hours
- Deliverable: Walkthrough session notes
- Acceptance: Team understands and adopts new structure
Task 4.3.3: Create project retrospective
- Content: What worked, what didn't, lessons learned, recommendations
- Time: 1.5 hours
- Deliverable: docs/DOCUMENTATION-PROJECT-RETROSPECTIVE.md
- Acceptance: Honest assessment with actionable insights
Task 4.3.4: Archive old documentation (if needed)
- Method: Move original files to archive, preserve for reference
- Time: 0.5 hours
- Deliverable: docs-archive/ directory with original files
- Acceptance: Original structure archived for reference

Week 6, Day 5 Deliverables

docs/DOCUMENTATION-LAUNCH-ANNOUNCEMENT.md - Launch communication
Team walkthrough session completed
docs/DOCUMENTATION-PROJECT-RETROSPECTIVE.md - Project retrospective
Original documentation archived

Week 6, Day 5 Acceptance Criteria

Launch announcement communicated
Team trained on new structure
Retrospective completed
Project successfully handed off
Documentation reorganization COMPLETE ✅

Phase 4 Summary

Tasks: 16 tasks across 5 days
Hours: 25 engineering hours
Budget: $3,750 + $4,680 contingency
Key Deliverables: Quality audits, final documentation, launch communication, team handoff
Success Metrics: 100% quality standards met, team adoption confirmed, project complete

Progress Summary

Overall Project Status

Phase	Status	Tasks Complete	Hours	Budget	Completion
Phase 0: Foundation	✅ Complete	6/6	8 hours	$0 (internal)	100%
Phase 1: Analysis & Design	⏸️ Pending	0/33	0/40 hours	$0/$6,000	0%
Phase 2: Implementation	⏸️ Pending	0/46	0/80 hours	$0/$12,000	0%
Phase 3: Automation	⏸️ Pending	0/25	0/50 hours	$0/$7,500	0%
Phase 4: Polish & Launch	⏸️ Pending	0/16	0/25 hours	$0/$3,750	0%
TOTAL	🟡 In Progress	6/126	8/203 hours	$0/$29,250	4.8%

Key Metrics

Documentation Organization

Starting State: 60+ files scattered across repository
- 17 files at root level
- 31 files in docs/ (no subdirectories)
- 12+ files in user-training/templates/
Target State: 9-category organized structure
- 3 files at root (README.md, Claude.md, AGENT-INDEX.md)
- 60+ files organized into 9 logical categories
- 100% README.md and Claude.md coverage

Current: 0% directories have README.md
Target: 100% directories have README.md + Claude.md

Automation Coverage

Current: 0% automated validation
Target: 100% automated (link validation, freshness monitoring, index generation, pre-commit hooks)

Timeline

Start Date: November 22, 2025 (Phase 0 complete)
Phase 1 Start: TBD (awaiting approval)
Target Completion: January 3, 2026 (6 weeks from Phase 1 start)

Budget

Total Budget: $29,250 ($23,400 engineering + $4,680 contingency)
Spent: $0 (Phase 0 internal work)
Remaining: $29,250

Next Steps

Immediate Actions

Review Phase 0 deliverables - Stakeholder review of documentation-librarian agent, PROJECT-PLAN, TASKLIST
Obtain Phase 1 approval - Get authorization to start Week 1 (Analysis & Design)
Begin Phase 1 execution - Start with Task 1.1.1 (Complete Documentation Inventory)

Phase 1 Preparation

Assign primary agent (documentation-librarian)
Allocate 40 engineering hours for Week 1
Set up project tracking in MEMORY-CONTEXT
Schedule stakeholder review meeting for end of Week 1

Success Criteria for Next Session

Phase 1, Day 1 complete (Complete Documentation Inventory)
docs/DOCUMENTATION-INVENTORY.md created with full file listing
docs/DOCUMENTATION-DUPLICATES-AND-STALE.md identifying issues
docs/DOCUMENTATION-DEPENDENCIES.md mapping cross-references
Ready for Day 2 (Documentation Categorization)

Multi-Session Continuity

This TASKLIST enables seamless continuity across multiple sessions:

At Start of Each Session

Read this TASKLIST to understand current progress
Review most recent checkpoint in progress summary
Identify next pending task (first ⏸️ [ ] task)
Load relevant context from MEMORY-CONTEXT
Continue from where previous session ended

During Each Session

Mark tasks in progress with 🟡 [>]
Complete tasks and mark with ✅ [x]
Add new tasks if discovered
Update progress summary
Create session notes in MEMORY-CONTEXT

At End of Each Session

Mark completed tasks with ✅ [x]
Update progress summary table
Create checkpoint with session export
Document any blockers or decisions
Prepare next steps for following session

For Agent Coordination

Use Task tool proxy pattern to invoke specialized agents
Document agent assignments in task descriptions
Track multi-agent workflows in MEMORY-CONTEXT
Ensure handoffs between agents are smooth

Last Updated: November 22, 2025 Current Phase: Phase 0 Complete → Phase 1 Ready to Execute Next Milestone: Phase 1, Week 1 Complete (Documentation Inventory & Categorization) Project Owner: documentation-librarian agent Status: Ready for stakeholder approval and Phase 1 kickoff

DOCUMENTATION CATEGORIZATION FRAMEWORK

Date: November 22, 2025 Project: Documentation Reorganization - Phase 1, Day 2 Purpose: Define systematic categorization framework for all documentation Status: Complete ✅

📊 Executive Summary

Framework Purpose

Provide clear, objective criteria for categorizing all 506 markdown files into 9 primary categories with logical subdirectories.

Categorization Dimensions

Purpose - What the document does
Audience - Who the document serves
Type - Document format/structure
Lifecycle Stage - When in the project lifecycle

Decision Tree: Systematic flow for categorizing any documentation file

🎯 Categorization Dimensions

Dimension 1: Purpose (What)

Question: "What is the primary function of this document?"

Purpose Types

Onboarding - Help new users get started quickly
Reference - Provide lookup information (APIs, commands, glossary)
Tutorial - Step-by-step learning material
Specification - Define requirements, architecture, or standards
Planning - Project plans, timelines, roadmaps
Analysis - Research findings, gap analysis, performance studies
Guide - How-to instructions for specific tasks
Navigation - Index, table of contents, directory overview (README, Claude.md)

Dimension 2: Audience (Who)

Question: "Who is the primary reader of this document?"

Audience Types

New Users - First-time CODITECT users (0-30 days experience)
Developers - Technical users implementing features
Architects - System designers and technical leads
Operators - Daily CODITECT users (certified operators)
AI Agents - Claude Code and autonomous agents
Leadership - Executives, stakeholders, decision-makers
Contributors - Open-source contributors and community
Internal Team - CODITECT core development team

Dimension 3: Type (Format)

Question: "What kind of document structure is this?"

Document Types

Quick Start - Brief, action-oriented (< 5 pages)
Comprehensive Guide - In-depth, detailed (20+ pages)
Reference Card - Lookup table, command list, glossary
Technical Specification - Formal specs, ADRs, architecture
Project Document - Plans, timelines, task lists, checkpoints
Research Paper - Analysis, findings, best practices
Template - Reusable starter document
Navigation File - README.md, Claude.md, index

Dimension 4: Lifecycle Stage (When)

Question: "When in the project lifecycle is this used?"

Lifecycle Stages

Discovery - Initial learning, exploration (Day 1-7)
Planning - Requirements, architecture, design (Week 1-2)
Implementation - Active development (Week 2+)
Operations - Daily usage, maintenance (Ongoing)
Analysis - Retrospective, research, optimization (Post-delivery)

📂 Category Definitions (9 Categories)

Category 1: Getting Started (01-getting-started/)

Purpose: Help new users become productive quickly

Criteria

✅ Targets new users (0-30 days experience)
✅ Action-oriented with clear next steps
✅ Prerequisites, setup, and quick wins
✅ Minimal technical depth (links to detailed docs)

Document Types

Quick start guides (1-2-3 format)
Installation and setup instructions
First-time configuration guides
"Hello World" tutorials
Environment setup documentation

Audience: New Users, Developers (first-time)

Subdirectories

installation/ - Setup and installation guides
quick-starts/ - Fast-track tutorials
configuration/ - Initial configuration guides

Example Files

1-2-3-SLASH-COMMAND-quick-start.md
AZ1.AI-CODITECT-1-2-3-QUICKSTART.md
DEVELOPMENT-SETUP.md
SHELL-SETUP-GUIDE.md

Category 2: Architecture (02-architecture/)

Purpose: Define system architecture, design patterns, and technical vision

Criteria

✅ Technical architecture and design
✅ System-level diagrams (C4, flowcharts)
✅ Architectural decisions and rationale
✅ Platform evolution and roadmap

Document Types

Architecture Decision Records (ADRs)
System design documents
C4 diagrams and visual architecture
Technical vision and roadmap
Design patterns and best practices

Audience: Architects, Technical Leads, Developers

Subdirectories

system-design/ - Overall system architecture
multi-agent/ - Multi-agent architecture patterns
memory-context/ - Memory context system architecture
distributed-intelligence/ - Distributed brain architecture
adrs/ - Architecture Decision Records

Example Files

WHAT-IS-CODITECT.md
C4-ARCHITECTURE-METHODOLOGY.md
AUTONOMOUS-AGENT-SYSTEM-DESIGN.md
MULTI-AGENT-ARCHITECTURE-BEST-PRACTICES.md
MEMORY-CONTEXT-architecture.md
PLATFORM-EVOLUTION-ROADMAP.md

Category 3: Project Planning (03-project-planning/)

Purpose: Track project execution, timelines, and deliverables

Criteria

✅ Project plans with phases and milestones
✅ Task lists and progress tracking
✅ Timelines, Gantt charts, schedules
✅ Checkpoints and completion reports

Document Types

project-plan.md files
tasklist-with-checkboxes.md files
Timeline and schedule documents
Sprint plans and execution checklists
Project checkpoints

Audience: Internal Team, Project Managers, Leadership

Subdirectories

cloud-platform/ - Cloud platform project
orchestrator/ - Orchestrator implementation
documentation/ - Documentation reorganization
sprints/ - Sprint-specific plans
rollout/ - Rollout and deployment plans
checkpoints/ - Project checkpoint files

Example Files

project-plan.md (if stays at root, reference it)
tasklist-with-checkboxes.md
ORCHESTRATOR-project-plan.md
DOCUMENTATION-REORGANIZATION-project-plan.md
PROJECT-TIMELINE.md
EXECUTION-CHECKLIST.md

Category 4: Implementation Guides (04-implementation-guides/)

Purpose: Provide step-by-step instructions for implementing features

Criteria

✅ How-to instructions for specific tasks
✅ Coding standards and best practices
✅ Process documentation (checkpoints, exports, etc.)
✅ Implementation patterns and examples

Document Types

How-to guides
Coding standards documents
Process documentation
Implementation patterns
Component creation guides

Audience: Developers, Contributors

Subdirectories

standards/ - Coding and architectural standards
processes/ - Standard processes (checkpoints, exports)
automation/ - Automation implementation guides
best-practices/ - Implementation best practices

Example Files

CODITECT-ARCHITECTURE-STANDARDS.md
STANDARDS.md
CHECKPOINT-PROCESS-STANDARD.md
CODITECT-COMPONENT-CREATION-STANDARDS.md
CODITECT-STANDARDS-VERIFIED.md
EXPORT-AUTOMATION.md
SUBMODULE-UPDATE-PROCESS.md
VERIFICATION-REPORT.md

Category 5: Agent Reference (multi-agent-reference/)

Purpose: Comprehensive reference for agents, commands, and skills

Criteria

✅ Reference documentation (lookup, not learning)
✅ Complete catalogs and indexes
✅ Agent, command, and skill definitions
✅ Quick reference cards

Document Types

Agent catalogs and indexes
Command reference documentation
Skill definitions
Complete inventories

Audience: All Users, AI Agents

Subdirectories

agents/ - Agent definitions (linked from agents/ directory)
commands/ - Command definitions (linked from commands/ directory)
skills/ - Skill definitions (linked from skills/ directory)
reference-cards/ - Quick reference summaries

Example Files

AGENT-INDEX.md (reference from root, or move here)
COMPLETE-INVENTORY.md
SLASH-COMMANDS-REFERENCE.md

Note: agents/, commands/, and skills/ directories stay in place. This category contains reference documentation ABOUT those components.

Category 6: Research & Analysis (06-research-analysis/)

Purpose: Document research findings, analysis, and technical studies

Criteria

✅ Research papers and best practices
✅ Gap analysis and audits
✅ Performance studies and benchmarks
✅ Competitive analysis
✅ Post-implementation reviews

Document Types

Research papers
Analysis reports
Audit findings
Performance benchmarks
Code reviews
Completion reports

Audience: Internal Team, Architects, Researchers

Subdirectories

gap-analysis/ - Gap analysis reports
code-reviews/ - Code review documentation
completion-reports/ - Sprint/day completion reports
performance/ - Performance optimization studies
testing/ - Test coverage and quality analysis
integrations/ - Integration research
workflows/ - Workflow analysis
systems/ - System analysis documents

Example Files

CODITECT-GAP-ANALYSIS-REPORT.md
COMPONENT-CONFORMANCE-ANALYSIS.md
SCRIPT-IMPROVEMENTS.md
SUBMODULE-CREATION-AUTOMATION-AUDIT.md
CODE-REVIEW-DAY5.md
DAY-1-COMPLETION-REPORT.md
PERFORMANCE-OPTIMIZATIONS-SUMMARY.md
TEST-COVERAGE-SUMMARY.md
MULTI-LLM-CLI-INTEGRATION.md
NEW-PROJECT-STRUCTURE-WORKFLOW-ANALYSIS.md
SLASH-COMMAND-SYSTEM-ANALYSIS.md

Category 7: Automation & Integration (07-automation-integration/)

Purpose: Document automation systems, hooks, and external integrations

Criteria

✅ Automation frameworks and patterns
✅ Claude Code hooks implementation
✅ CI/CD integration
✅ External tool integration
✅ Workflow automation

Document Types

Automation guides
Hooks documentation
Integration specifications
CI/CD pipeline docs
Workflow automation

Audience: Developers, DevOps, Operators

Subdirectories

hooks/ - Claude Code hooks
ci-cd/ - Continuous integration/deployment
workflows/ - Automated workflows
integrations/ - External tool integrations

Example Files

HOOKS-COMPREHENSIVE-ANALYSIS.md
(Future: CI/CD pipeline documentation)
(Future: Integration guides)

Category 8: Training & Certification (08-training-certification/)

Purpose: Complete training system for CODITECT operators

Criteria

✅ Training materials and curriculum
✅ Certification assessments
✅ Learning paths and progressions
✅ Reference materials for operators
✅ Demos and examples

Document Types

Training guides
Onboarding materials
Assessments and certifications
Reference materials (FAQs, glossaries)
Demo scripts
Sample templates

Audience: New Users, Operators, Trainees

Subdirectories

onboarding/ - Onboarding guides
fundamentals/ - Core concepts and basics
architecture/ - Architecture training
assessments/ - Certification assessments
reference/ - FAQs, glossaries, troubleshooting
demos/ - Live demo scripts
templates/ - Sample project templates

Example Files

All files currently in user-training/ directory:

CODITECT-OPERATOR-TRAINING-SYSTEM.md
1-2-3-CODITECT-ONBOARDING-GUIDE.md
1-2-3-ONBOARDING-HOWTO-QUICK-GUIDE.md
Claude-CODE-BASICS.md
VISUAL-ARCHITECTURE-GUIDE.md
EXECUTIVE-SUMMARY-TRAINING-GUIDE.md
CODITECT-OPERATOR-ASSESSMENTS.md
CODITECT-OPERATOR-PROGRESS-TRACKER.md
CODITECT-GLOSSARY.md
CODITECT-OPERATOR-FAQ.md
CODITECT-TROUBLESHOOTING-GUIDE.md
Claude.md (training context for AI)
README.md (training index)
live-demo-scripts/
sample-project-templates/

Category 9: Special Topics (09-special-topics/)

Purpose: Deep-dive topics that don't fit primary categories

Criteria

✅ Specialized, advanced topics
✅ Legacy or deprecated content
✅ Business strategy and licensing
✅ Privacy and security deep-dives
✅ Niche technical topics

Document Types

Deep-dive technical papers
Business strategy documents
Legacy documentation (preserved)
Privacy and security documentation
Specialized subsystem documentation

Audience: Varies by subtopic

Subdirectories

memory-context/ - Memory context deep-dives
legacy/ - Deprecated but preserved documentation
business/ - Business strategy, licensing, GTM
privacy/ - Privacy controls and compliance
advanced-topics/ - Advanced technical deep-dives

Example Files

MEMORY-CONTEXT-GUIDE.md
MEMORY-CONTEXT-VALUE-PROPOSITION.md
README-EDUCATIONAL-FRAMEWORK.md (legacy)
LICENSING-STRATEGY-PILOT-PHASE.md
PRIVACY-CONTROL-MANAGER.md

🔀 Decision Tree for Categorization

Step 1: Is it documentation

NO → Not included in reorganization (e.g., Python scripts, config files)
YES → Continue to Step 2

YES (README.md, Claude.md, AGENT-INDEX.md at root) → Keep at root
NO → Continue to Step 3

Step 3: Primary audience check

New User (first 30 days)?
├─ YES → 01-getting-started/ or 08-training-certification/
│   ├─ Setup/installation? → 01-getting-started/installation/
│   ├─ Quick start? → 01-getting-started/quick-starts/
│   └─ Training/learning? → 08-training-certification/
└─ NO → Continue to Step 4

Step 4: Primary purpose check

What is the main purpose?
├─ Architecture/Design → 02-architecture/
├─ Project Plan/Timeline → 03-project-planning/
├─ Implementation Guide → 04-implementation-guides/
├─ Reference/Catalog → multi-agent-reference/
├─ Research/Analysis → 06-research-analysis/
├─ Automation/Hooks → 07-automation-integration/
└─ Doesn't fit above → 09-special-topics/

Step 5: Subdirectory assignment

Use purpose + audience to determine subdirectory
Examples:
- Architecture + Multi-agent focus → 02-architecture/multi-agent/
- Planning + Sprint-specific → 03-project-planning/sprints/
- Research + Performance → 06-research-analysis/performance/

📋 Category Assignment Rules

Rule 1: Primary Purpose Wins

If a document serves multiple purposes, use the primary purpose to determine category.

Example

"SPRINT-1-MEMORY-CONTEXT-project-plan.md"
- Primary: Project Planning (has plan, timeline, tasks)
- Secondary: Memory Context (topic)
- Category: 03-project-planning/sprints/

Rule 2: Audience Tie-Breaker

If two categories seem equally valid, choose based on primary audience.

Example

"VISUAL-ARCHITECTURE-GUIDE.md"
- Could be: 02-architecture/ (architecture content)
- Could be: 08-training-certification/ (training format)
- Primary audience: Trainees/learners
- Category: 08-training-certification/architecture/

Rule 3: Lifecycle Stage Secondary Sort

Within a category, use lifecycle stage to determine subdirectory.

Example

In 03-project-planning/:
- Planning phase docs → root of category
- Sprint execution → sprints/ subdirectory
- Post-completion → checkpoints/ subdirectory

Documents that reference each other should be in same subdirectory when possible.

Example

MEMORY-CONTEXT-architecture.md
MEMORY-CONTEXT-VALUE-PROPOSITION.md
SPRINT-1-MEMORY-CONTEXT-project-plan.md
Conflict: Architecture vs. Planning vs. Special Topics
Resolution: Keep architecture in 02-architecture/memory-context/, plan in 03-project-planning/sprints/, value prop in 09-special-topics/memory-context/
Add cross-references between related docs

Rule 5: Legacy Content Preservation

Deprecated content goes to 09-special-topics/legacy/ with deprecation notice.

Example

README-EDUCATIONAL-FRAMEWORK.md
Category: 09-special-topics/legacy/
Action: Add deprecation notice at top

🎯 Special Cases

Case 1: Root-Level Files That Stay

Files: README.md, Claude.md, AGENT-INDEX.md Reason: Critical navigation hubs Action: Keep at root, update links to moved content

Case 2: project-plan.md and tasklist-with-checkboxes.md

Current Location: Root

Options

A) Keep at root (highly visible, frequently accessed) B) Move to docs/03-project-planning/ Recommendation: Keep at root for visibility Action: Reference from docs/03-project-planning/README.md

Case 3: Checkpoint Files

Current Location: MEMORY-CONTEXT/checkpoints/ Action: Keep in place (not part of docs/ reorganization) Cross-reference: Link from docs/03-project-planning/checkpoints/ README

Case 4: Agent, Command, Skill Definitions

Current Location: agents/, commands/, skills/ directories Action: Keep in place (well-organized) Cross-reference: Create reference index in docs/multi-agent-reference/

Case 5: Templates

Current Location: Various (skills/submodule-setup/templates/, templates/, user-training/sample-project-templates/)

Action

Keep skill templates with skills
Move user-training templates to docs/08-training-certification/templates/
Keep general templates/ directory at root

📊 Category Distribution (Estimated)

Category	Estimated Files	Complexity
01-getting-started	4-6	Low
02-architecture	6-8	High
03-project-planning	10-12	Medium
04-implementation-guides	8-10	Medium
multi-agent-reference	3-5	Low
06-research-analysis	12-15	Medium
07-automation-integration	2-4	Low
08-training-certification	16-20	High
09-special-topics	4-6	Low
Total	~67 files	-

Note: This counts only files being reorganized (root + docs/ + user-training/). The 436 files in agents/, commands/, skills/, etc. are already organized.

✅ Validation Criteria

A file is correctly categorized when

✅ Purpose alignment: File's primary purpose matches category definition
✅ Audience fit: Primary audience is served by category
✅ Type consistency: Document type is common for category
✅ Subdirectory logic: Subdirectory assignment makes intuitive sense
✅ Discoverability: Users looking for this content would check this category
✅ Related content proximity: Related files are in same or nearby categories
✅ No better fit: No other category is a clearly better match

Red Flags (indicates miscategorization)

❌ "I'm not sure where this goes"
❌ "It could go in 3 different places"
❌ "Users wouldn't look here for this"
❌ "This seems arbitrary"

Resolution: Review decision tree, check special cases, consult with stakeholders

🎓 Example Categorizations

Example 1: WHAT-IS-CODITECT.md

Analysis

Purpose: Explain distributed intelligence architecture
Audience: All users (especially new users and architects)
Type: Technical specification + conceptual guide
Lifecycle: Discovery + Reference

Decision Tree

Is documentation? YES
Navigation file? NO
New user focused? Partially (but more architecture)
Purpose: Architecture/Design ✓

Category: 02-architecture/ Subdirectory: distributed-intelligence/ or root of category Final Path: docs/02-architecture/WHAT-IS-CODITECT.md

Example 2: 1-2-3-CODITECT-ONBOARDING-GUIDE.md

Analysis

Purpose: Comprehensive onboarding training
Audience: New users, trainees
Type: Comprehensive guide (87K, extensive)
Lifecycle: Discovery + Learning

Decision Tree

Is documentation? YES
Navigation file? NO
New user focused? YES ✓
Training/learning? YES ✓

Category: 08-training-certification/ Subdirectory: onboarding/ Final Path: docs/08-training-certification/onboarding/1-2-3-CODITECT-ONBOARDING-GUIDE.md

Example 3: ORCHESTRATOR-project-plan.md

Analysis

Purpose: Project plan for orchestrator implementation
Audience: Internal team, project managers
Type: Project document (plan, timeline, tasks)
Lifecycle: Planning + Implementation tracking

Decision Tree

Is documentation? YES
Navigation file? NO
New user focused? NO
Purpose: Project Plan ✓

Category: 03-project-planning/ Subdirectory: orchestrator/ Final Path: docs/03-project-planning/orchestrator/ORCHESTRATOR-project-plan.md

Example 4: CODITECT-GAP-ANALYSIS-REPORT.md

Analysis

Purpose: Research findings on gaps in current system
Audience: Internal team, architects
Type: Research paper / analysis report
Lifecycle: Analysis (post-implementation review)

Decision Tree

Is documentation? YES
Navigation file? NO
New user focused? NO
Purpose: Research/Analysis ✓

Category: 06-research-analysis/ Subdirectory: gap-analysis/ Final Path: docs/06-research-analysis/gap-analysis/CODITECT-GAP-ANALYSIS-REPORT.md

Example 5: HOOKS-COMPREHENSIVE-ANALYSIS.md

Analysis

Purpose: Analysis and implementation guide for Claude Code hooks
Audience: Developers, automation engineers
Type: Research + implementation guide (hybrid)
Lifecycle: Planning + Implementation

Decision Tree

Is documentation? YES
Navigation file? NO
New user focused? NO
Purpose: Automation/Integration ✓ (hooks are automation)

Category: 07-automation-integration/ Subdirectory: hooks/ Final Path: docs/07-automation-integration/hooks/HOOKS-COMPREHENSIVE-ANALYSIS.md

📈 Success Metrics

Categorization Quality Indicators

Quantitative

✅ 100% of files assigned to exactly one category
✅ No category has >40% of total files (balanced distribution)
✅ All subdirectories have 2+ files (no single-file directories)
✅ 0 categorization conflicts requiring tie-breaker votes

Qualitative

✅ Categories are intuitive ("I would have looked there")
✅ Related content is grouped together
✅ Progression paths are clear (beginner → advanced)
✅ Cross-references are logical and minimal

User Validation

✅ New users can find onboarding materials in <30 seconds
✅ Developers can locate implementation guides without search
✅ Architects can access all architecture docs from one category
✅ AI agents can navigate via Claude.md files

🚀 Next Steps

Completed

✅ Defined 4 categorization dimensions
✅ Created 9 category definitions
✅ Built decision tree for systematic categorization
✅ Established assignment rules and special cases
✅ Provided example categorizations
✅ Set validation criteria and success metrics

Next Tasks (Day 2)

⏸️ Task 1.2.2: Categorize root-level files (21 files)
⏸️ Task 1.2.3: Categorize docs/ files (33 files)
⏸️ Task 1.2.4: Categorize user-training/ files (16 files)
⏸️ Task 1.2.5: Review and validate all categorizations

Tomorrow (Day 3)

Design complete directory structure
Create README.md and Claude.md templates
Map all files to final target locations

Document Status: Complete ✅ Framework Version: 1.0 Categories Defined: 9 primary + subdirectories Decision Support: Decision tree, rules, examples Validation Ready: Criteria and metrics established Last Updated: November 22, 2025 Next Document: Updated DOCUMENTATION-INVENTORY.md with category assignments

Executive Summary​

Project Overview​

Strategic Value​

For Customers​

For AI Agents​

For CODITECT Platform​

Current State Assessment​

Strengths​

Weaknesses​

Success Metrics​

Organizational Metrics​

Quality Metrics​

Automation Metrics​

Implementation Phases​

Phase 0: Foundation - Agent & Standards ✅ COMPLETE​

Deliverables​

Agent Orchestration​

Phase 1: Analysis & Design (Week 1)​

Week 1 Deliverables​

Day 1-2: Complete Inventory​

Day 3-4: Design Directory Structure​

Day 5: Migration Planning​

Agent Orchestration​

Acceptance Criteria​

Phase 2: Implementation - Reorganization (Week 2-3)​

Week 2: Directory Creation & README Generation​

Day 1: Create Directory Structure​

Day 2-3: Generate Category READMEs​

Day 4-5: Generate Claude.md Files​

Agent Orchestration​

Week 3: File Migration & Validation​

Day 1-2: Move Root Files to Categories​

Day 3-4: Organize docs/ Files​

Day 5: Final Validation​

Agent Orchestration​

Acceptance Criteria​

Phase 3: Automation & Maintenance (Week 4-5)​

Week 4: Automation Scripts​

Day 1-2: Link Validation Script​

Day 3: Freshness Monitoring Script​

Day 4-5: Documentation Index Generator​

Agent Orchestration​

Week 5: Hooks & Integration​

Day 1-2: Pre-Commit Hook​

Day 3: Post-Commit Hook​

Day 4-5: Documentation & Testing​

Agent Orchestration​

Acceptance Criteria​

Phase 4: Polish & Documentation (Week 6)​

Week 6: Final Deliverables​

Day 1-2: Quality Audit​

Day 3: User Documentation​

Day 4: Agent Testing​

Day 5: Launch Preparation​

Agent Orchestration​

Acceptance Criteria​

Multi-Agent Orchestration Strategy​

Agent Roles & Responsibilities​

Orchestration Patterns​

Pattern 1: Documentation-Librarian Solo (Phases 1-2)​

Pattern 2: Sequential Handoff (Phase 3)​

Pattern 3: Parallel Execution (Phase 3, Week 4)​

Pattern 4: Review & Approval (Phase 4)​

Budget Breakdown​

Engineering Costs​

Infrastructure Costs​

Total Budget​

Risk Management​

High-Priority Risks​

Risk 1: Broken Links After Migration​

Mitigation​

Risk 2: Loss of Git History​

Mitigation​

Risk 3: Disruption to Active Users​

Mitigation​

Risk 4: Incomplete Categorization​

Mitigation​

Medium-Priority Risks​

Risk 5: Automation Script Bugs​

Mitigation​

Executive Summary

Project Overview

Strategic Value

For Customers

For AI Agents

For CODITECT Platform

Current State Assessment

Strengths

Weaknesses

Success Metrics

Organizational Metrics

Quality Metrics

Automation Metrics

Implementation Phases

Phase 0: Foundation - Agent & Standards ✅ COMPLETE

Deliverables

Agent Orchestration

Phase 1: Analysis & Design (Week 1)

Week 1 Deliverables

Day 1-2: Complete Inventory

Day 3-4: Design Directory Structure

Day 5: Migration Planning

Agent Orchestration

Acceptance Criteria

Phase 2: Implementation - Reorganization (Week 2-3)

Week 2: Directory Creation & README Generation

Day 1: Create Directory Structure

Day 2-3: Generate Category READMEs

Day 4-5: Generate Claude.md Files

Agent Orchestration

Week 3: File Migration & Validation

Day 1-2: Move Root Files to Categories

Day 3-4: Organize docs/ Files

Day 5: Final Validation

Agent Orchestration

Acceptance Criteria

Phase 3: Automation & Maintenance (Week 4-5)

Week 4: Automation Scripts

Day 1-2: Link Validation Script

Day 3: Freshness Monitoring Script

Day 4-5: Documentation Index Generator

Agent Orchestration

Week 5: Hooks & Integration

Day 1-2: Pre-Commit Hook

Day 3: Post-Commit Hook

Day 4-5: Documentation & Testing

Agent Orchestration

Acceptance Criteria

Phase 4: Polish & Documentation (Week 6)

Week 6: Final Deliverables

Day 1-2: Quality Audit

Day 3: User Documentation

Day 4: Agent Testing

Day 5: Launch Preparation

Agent Orchestration

Acceptance Criteria

Multi-Agent Orchestration Strategy

Agent Roles & Responsibilities

Orchestration Patterns

Pattern 1: Documentation-Librarian Solo (Phases 1-2)

Pattern 2: Sequential Handoff (Phase 3)

Pattern 3: Parallel Execution (Phase 3, Week 4)

Pattern 4: Review & Approval (Phase 4)

Budget Breakdown

Engineering Costs

Infrastructure Costs

Total Budget

Risk Management

High-Priority Risks

Risk 1: Broken Links After Migration

Mitigation

Risk 2: Loss of Git History

Mitigation

Risk 3: Disruption to Active Users

Mitigation

Risk 4: Incomplete Categorization

Mitigation

Medium-Priority Risks

Risk 5: Automation Script Bugs

Mitigation