claude-skills/c-level-advisor/CLAUDE.md

C-Level Advisory Skills — Claude Code Guidance

A complete virtual board of directors: 28 skills covering 10 executive roles, orchestration, cross-cutting capabilities, and culture & collaboration frameworks — plus the new c-level-agents plugin layer that surfaces 8 cs-* persona agents and 17 /cs:* slash commands on top of the skills.

Architecture

/cs:setup (Founder Interview) → company-context.md
                │
        Chief of Staff (Router)
                │
    ┌───────────┼───────────┐
    10 Roles    6 Cross-Cut  6 Culture
    │           │            │
    └───────────┼────────────┘
                │
        Executive Mentor (Critic)
                │
        Decision Logger (Two-Layer Memory)

Skills Overview

C-Suite Roles (14)

Role	Folder	Reasoning Technique	Scripts
CEO	ceo-advisor/	Tree of Thought	strategy_analyzer, financial_scenario_analyzer
CTO	cto-advisor/	ReAct	tech_debt_analyzer, team_scaling_calculator
COO	coo-advisor/	Step by Step	ops_efficiency_analyzer, okr_tracker
CPO	cpo-advisor/	First Principles	pmf_scorer, portfolio_analyzer
CMO	cmo-advisor/	Recursion of Thought	marketing_budget_modeler, growth_model_simulator
CFO	cfo-advisor/	Chain of Thought	burn_rate_calculator, unit_economics_analyzer, fundraising_model
CRO	cro-advisor/	Chain of Thought	revenue_forecast_model, churn_analyzer
CISO	ciso-advisor/	Risk-Based	risk_quantifier, compliance_tracker
CHRO	chro-advisor/	Empathy + Data	hiring_plan_modeler, comp_benchmarker
General Counsel	general-counsel-advisor/	Risk-Based	contract_risk_scanner, term_sheet_analyzer
Chief Data Officer	chief-data-officer-advisor/	Decision-Driven	ai_training_data_audit, data_product_strategy_picker, data_asset_valuator
Chief AI Officer	chief-ai-officer-advisor/	Eval-Demanding	model_buildvsbuy_calculator, ai_risk_classifier, ai_cost_economics
Chief Customer Officer ⭐ NEW v2.5.4	chief-customer-officer-advisor/	Retention-Obsessed	retention_decomposition_analyzer, customer_segmentation_designer, cs_coverage_calculator
Executive Mentor	executive-mentor/	Adversarial	decision_matrix_scorer, stakeholder_mapper

Orchestration (6)

Skill	Folder	Purpose
C-Suite Onboard	cs-onboard/	Founder interview → company-context.md
Chief of Staff	chief-of-staff/	Routes questions, triggers board meetings
Board Meeting	board-meeting/	6-phase multi-agent deliberation
Decision Logger	decision-logger/	Two-layer memory (raw + approved)
Agent Protocol	agent-protocol/	Inter-agent invocation, loop prevention, quality loop
Context Engine	context-engine/	Company context loading + anonymization

Cross-Cutting Capabilities (6)

Skill	Folder	Purpose
Board Deck Builder	board-deck-builder/	Assembles board/investor updates
Scenario War Room	scenario-war-room/	Multi-variable what-if modeling
Competitive Intel	competitive-intel/	Systematic competitor tracking
Org Health Diagnostic	org-health-diagnostic/	Cross-functional health scoring
M&A Playbook	ma-playbook/	Acquiring or being acquired
International Expansion	intl-expansion/	Market entry strategy

Culture & Collaboration (6)

Skill	Folder	Purpose
Culture Architect	culture-architect/	Build and operationalize culture
Company OS	company-os/	EOS/Scaling Up operating system
Founder Coach	founder-coach/	Founder development and growth
Strategic Alignment	strategic-alignment/	Strategy cascade, silo detection
Change Management	change-management/	ADKAR-based change rollout
Internal Narrative	internal-narrative/	One story across all audiences

c-level-agents Plugin (v1.0.0 — new in v2.5.0)

A separate plugin at c-level-agents/ that wraps the 10 C-roles with persona agents and slash commands. Founder-mode entry layer.

12 cs-* Agents (in c-level-agents/agents/)

Agent	Voice	Wraps Skill
cs-cfo-advisor	Numerate skeptic	cfo-advisor
cs-cmo-advisor	Narrative-first	cmo-advisor
cs-cro-advisor	Pipeline-paranoid	cro-advisor
cs-cpo-advisor	JTBD-driven	cpo-advisor
cs-coo-advisor	Execution OS	coo-advisor
cs-chro-advisor	People-systems	chro-advisor
cs-ciso-advisor	Risk-paranoid	ciso-advisor
cs-chief-of-staff	Router & synthesist	chief-of-staff
cs-general-counsel-advisor	Risk-paranoid (legal)	general-counsel-advisor
cs-cdo-advisor	Decision-driven (data)	chief-data-officer-advisor
cs-caio-advisor	Eval-demanding (AI)	chief-ai-officer-advisor
cs-cco-advisor ⭐ NEW v2.5.4	Retention-obsessed (customer)	chief-customer-officer-advisor

Existing cs-ceo-advisor and cs-cto-advisor live in /agents/c-level/ and integrate with the same protocol.

17 /cs:* Slash Commands (in c-level-agents/skills/)

Forcing-question office hours (8): /cs:office-hours, /cs:cfo-review, /cs:cmo-review, /cs:cpo-review, /cs:cro-review, /cs:cto-review, /cs:ciso-review, /cs:gc-review

Strategic sprint pipeline (5): /cs:brief → /cs:boardroom → /cs:decide → /cs:execute → /cs:post-mortem

Meta + safety (4): /cs:founder-mode (auto-router), /cs:onboard (founder interview), /cs:cross-eval (multi-model consensus), /cs:freeze (cooldown lock)

See c-level-agents/README.md for the full plugin guide and c-level-agents/references/persona-voices.md for voice specs.

Executive Mentor Slash Commands

The only skill with a plugin.json (namespace: em) because it has slash commands. Other skills are invoked by name through the Chief of Staff router or directly by the user. This is intentional — only add plugin.json when a skill has dedicated slash commands that need a namespace.

Command	Purpose
/em:challenge	Pre-mortem analysis of any plan
/em:board-prep	Board meeting preparation
/em:hard-call	Framework for hard decisions
/em:stress-test	Stress-test any assumption
/em:postmortem	Honest retrospective

Key Design Decisions

• Two-layer memory: Raw transcripts (reference) + approved decisions only (feeds future meetings). Prevents hallucinated consensus.
• Phase 2 isolation: During board meetings, agents think independently before cross-examination.
• Internal Quality Loop: Self-verify → peer-verify → critic pre-screen → present. No unverified output reaches the founder.
• Proactive triggers: Every role has context-driven early warnings that surface issues without being asked.
• User Communication Standard: Bottom Line → What → Why → How to Act → Your Decision. Results only, no process narration.

Python Tools (25 total)

All scripts are stdlib-only, CLI-first, with JSON output and embedded sample data.

# Examples
python cfo-advisor/scripts/burn_rate_calculator.py
python cro-advisor/scripts/churn_analyzer.py
python cpo-advisor/scripts/pmf_scorer.py
python org-health-diagnostic/scripts/health_scorer.py
python strategic-alignment/scripts/alignment_checker.py
python decision-logger/scripts/decision_tracker.py

Integration with Other Domains

C-Level Role	Layers Above
CMO	marketing-skill/ (content, demand gen, ASO execution)
CFO	finance/financial-analyst (spreadsheets, DCF)
CRO	business-growth/ (revenue ops, sales engineering)
CISO	ra-qm-team/ (ISO 27001 checklists, ISMS audits)
CPO	product-team/ (PM toolkit, user stories, sprint planning)

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Last Updated: 2026-05-13 Skills Deployed: 32 skills (14 roles incl. General Counsel, CDO, CAIO, and CCO + 5 mentor commands + 6 orchestration + 6 cross-cutting + 6 culture) + 20 /cs:* sub-skills in c-level-agents plugin Agents: 14 cs-* (cs-ceo, cs-cto in /agents/c-level/; 12 in c-level-agents/agents/ including new cs-cco-advisor) Python Tools: 36 (stdlib-only) — +3 with chief-customer-officer-advisor (retention_decomposition_analyzer, customer_segmentation_designer, cs_coverage_calculator) Reference Docs: 69 (67 in skills + 2 in c-level-agents/references)