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- Refactor main CLAUDE.md from 491 to 164 lines (66% reduction) - Create 9 domain-specific CLAUDE.md files for focused guidance: * agents/CLAUDE.md (347 lines) - Agent development guide * marketing-skill/CLAUDE.md (253 lines) - Marketing tools * product-team/CLAUDE.md (268 lines) - Product management tools * engineering-team/CLAUDE.md (291 lines) - Engineering tools * standards/CLAUDE.md (176 lines) - Standards usage * c-level-advisor/CLAUDE.md (143 lines) - Strategic advisory * project-management/CLAUDE.md (139 lines) - Atlassian integration * ra-qm-team/CLAUDE.md (153 lines) - RA/QM compliance * templates/CLAUDE.md (77 lines) - Template system - Add navigation map in main CLAUDE.md for easy domain access - Create PROGRESS.md for real-time sprint tracking - Implement auto-documentation system for sprint progress Benefits: - Main CLAUDE.md now concise and navigable - Domain-specific guidance easier to find - No duplicate content across files - Better organization for 42 skills across 6 domains Total: 2,011 lines across 10 organized files vs 491 lines in 1 monolithic file Sprint: sprint-11-05-2025 Issue: Part of documentation refactoring milestone
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C-Level Advisory Skills - Claude Code Guidance
This guide covers the 2 production-ready C-level advisory skills for strategic decision-making.
C-Level Skills Overview
Available Skills:
- ceo-advisor/ - CEO strategic planning, business operations, organizational design
- cto-advisor/ - CTO technical leadership, architecture decisions, engineering strategy
Focus: Strategic decision-making, cross-functional alignment, long-term planning
CEO Advisor
Skill Location: ceo-advisor/
Strategic Planning Tools
Purpose: Support CEOs in strategic planning, business operations, and organizational design
Key Areas:
- Strategic planning frameworks (SWOT, Porter's Five Forces, Blue Ocean)
- Business model canvas and validation
- Organizational structure design
- Change management strategies
- Board reporting and investor relations
Python Tools:
- Strategic analysis frameworks
- Business metrics calculator
- Organizational design templates
Usage:
python ceo-advisor/scripts/strategic_analyzer.py company-data.json
Decision-Making Frameworks
When to Use:
- Annual strategic planning
- Major business pivots
- M&A evaluation
- Market expansion decisions
- Organizational restructuring
CTO Advisor
Skill Location: cto-advisor/
Technical Leadership Tools
Purpose: Support CTOs in technical leadership, architecture decisions, and engineering strategy
Key Areas:
- Technology stack selection and evaluation
- Engineering team scaling strategies
- Technical debt management
- Architecture decision records (ADRs)
- Build vs buy analysis
- Engineering culture and practices
Python Tools:
- Technology evaluation framework
- Team capacity planning
- Technical debt calculator
Usage:
python cto-advisor/scripts/tech_stack_evaluator.py requirements.yaml
Technical Decision Frameworks
When to Use:
- Technology stack decisions
- Architecture pattern selection
- Engineering team organization
- Technical hiring strategies
- Infrastructure planning
Strategic Workflows
Workflow 1: Annual Strategic Planning (CEO)
# 1. Market analysis
python ceo-advisor/scripts/market_analyzer.py industry-data.csv
# 2. SWOT analysis
python ceo-advisor/scripts/swot_generator.py
# 3. Strategy formulation
python ceo-advisor/scripts/strategy_planner.py
# 4. OKR cascade (link to product-strategist)
python ../product-team/product-strategist/scripts/okr_cascade_generator.py growth
Workflow 2: Technical Strategy (CTO)
# 1. Evaluate technology options
python cto-advisor/scripts/tech_stack_evaluator.py requirements.yaml
# 2. Architecture decision
python cto-advisor/scripts/adr_generator.py
# 3. Team capacity planning
python cto-advisor/scripts/capacity_planner.py team-data.json
# 4. Engineering roadmap
python cto-advisor/scripts/roadmap_generator.py priorities.csv
Integration with Other Skills
CEO ↔ Product Team
- Strategic OKRs cascade to product OKRs
- Market insights inform product strategy
- Business metrics align with product metrics
CTO ↔ Engineering Team
- Architecture decisions guide engineering work
- Technical strategy informs team structure
- Engineering metrics roll up to CTO dashboard
CEO ↔ CTO Alignment
- Strategic business goals inform technical priorities
- Technical capabilities enable business strategies
- Joint decision-making on build vs buy
Additional Resources
- CEO Advisor Skill:
ceo-advisor/SKILL.md - CTO Advisor Skill:
cto-advisor/SKILL.md - Main Documentation:
../CLAUDE.md
Last Updated: November 5, 2025 Skills Deployed: 2/2 C-level skills production-ready Focus: Strategic decision-making and executive leadership