CLAUDE.md@c-level-advisor · diff

git:20260527.3201c50 to git:20260927.f317423

9 added, 12 removed. Audit A to A.

# C-Level Advisory Skills - Claude Code Guidance

This guide covers the 31 production-ready C-level advisory skills for strategic decision-making.

## C-Level Skills Overview

**Core executive advisors (26):**

- **ceo-advisor/** — strategic planning, business operations, organizational design

- **cto-advisor/** — technical leadership, architecture, engineering strategy

- **cfo-advisor/** — financial planning, fundraising, investor reporting

- **cmo-advisor/** — marketing strategy, brand, demand

- **cpo-advisor/** — product strategy, roadmap, prioritization

- **cro-advisor/** — revenue, sales, GTM

- **coo-advisor/** — operations, scaling, process

- **chro-advisor/** — talent, culture, comp

- **ciso-advisor/** — security strategy, risk, compliance

- Plus: board-deck-builder, board-meeting, change-management, chief-of-staff,

company-os, competitive-intel, cs-onboard, culture-architect, decision-logger,

executive-mentor, founder-coach, internal-narrative, intl-expansion,

ma-playbook, org-health-diagnostic, scenario-war-room, strategic-alignment

**Tier 2 additions (May 2026, 5 new C-suite advisors):**

- **chief-ai-officer-advisor/** — AI strategy, governance, risk, investment, AI org design (3 tools)

- **chief-data-officer-advisor/** — data strategy, governance, quality, platform evaluation (3 tools)

- **chief-customer-officer-advisor/** — CX strategy, churn intervention, VoC program design (3 tools)

- **general-counsel-advisor/** — legal strategy, risk register, contract portfolio, regulatory calendar (3 tools)

- **vpe-advisor/** — engineering org health, productivity dashboard, capacity planning (3 tools)

**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:**

```bash

- python ceo-advisor/scripts/strategic_analyzer.py company-data.json

+ python ceo-advisor/scripts/strategy_analyzer.py

```

### 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:**

```bash

- python cto-advisor/scripts/tech_stack_evaluator.py requirements.yaml

+ python cto-advisor/scripts/tech_debt_analyzer.py

```

### 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)

```bash

# 1. Market analysis

- python ceo-advisor/scripts/market_analyzer.py industry-data.csv

+ python competitive-intel/scripts/market_landscape_mapper.py --input market-data.json

# 2. SWOT analysis

- python ceo-advisor/scripts/swot_generator.py

+ python competitive-intel/scripts/swot_analyzer.py --input swot-data.json

# 3. Strategy formulation

- python ceo-advisor/scripts/strategy_planner.py

+ python ceo-advisor/scripts/strategy_analyzer.py

# 4. OKR cascade (link to product-strategist)

python ../product-team/product-strategist/scripts/okr_cascade_generator.py growth

```

### Workflow 2: Technical Strategy (CTO)

```bash

- # 1. Evaluate technology options

- python cto-advisor/scripts/tech_stack_evaluator.py requirements.yaml

+ # 1. Evaluate technology options against weighted criteria (performance, scalability, ecosystem, TCO)

- # 2. Architecture decision

- python cto-advisor/scripts/adr_generator.py

+ # 2. Architecture decision: record it as an ADR (format: cto-advisor/references/architecture_decision_records.md)

# 3. Team capacity planning

- python cto-advisor/scripts/capacity_planner.py team-data.json

+ python vpe-advisor/scripts/eng_capacity_planner.py --input team-data.json

- # 4. Engineering roadmap

- python cto-advisor/scripts/roadmap_generator.py priorities.csv

+ # 4. Engineering roadmap: sequence priorities against the capacity projection from step 3

```

## 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