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:

1. ceo-advisor/ - CEO strategic planning, business operations, organizational design
2. 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