c-level-advisor

SKILL.md

C-Level Advisory Ecosystem

A complete virtual board of directors for founders and executives.

Quick Start

1. Run /cs:setup → creates company-context.md (all agents read this)
   ✓ Verify company-context.md was created and contains your company name,
     stage, and core metrics before proceeding.
2. Ask any strategic question → Chief of Staff routes to the right role
3. For big decisions → /cs:board triggers a multi-role board meeting
   ✓ Confirm at least 3 roles have weighed in before accepting a conclusion.

Commands

/cs:setup — Onboarding Questionnaire
Walks through the following prompts and writes company-context.md to the project root. Run once per company or when context changes significantly.

Q1. What is your company name and one-line description?
Q2. What stage are you at? (Idea / Pre-seed / Seed / Series A / Series B+)
Q3. What is your current ARR (or MRR) and runway in months?
Q4. What is your team size and structure?
Q5. What industry and customer segment do you serve?
Q6. What are your top 3 priorities for the next 90 days?
Q7. What is your biggest current risk or blocker?

After collecting answers, the agent writes structured output:

# Company Context
- Name: <answer>
- Stage: <answer>
- Industry: <answer>
- Team size: <answer>
- Key metrics: <ARR/MRR, growth rate, runway>
- Top priorities: <answer>
- Key risks: <answer>

/cs:board — Full Board Meeting

Convenes all relevant executive roles in three phases:

Phase 1 — Framing:   Chief of Staff states the decision and success criteria.
Phase 2 — Isolation: Each role produces independent analysis (no cross-talk).
Phase 3 — Debate:    Roles surface conflicts, stress-test assumptions, align on
                     a recommendation. Dissenting views are preserved in the log.

Use for high-stakes or cross-functional decisions. Confirm at least 3 roles have weighed in before accepting a conclusion.

Chief of Staff Routing Matrix

When a question arrives without a role prefix, the Chief of Staff maps it to the appropriate executive using these primary signals:

Topic Signal
Primary Role
Supporting Roles

Fundraising, valuation, burn
CFO
CEO, CRO

Architecture, build vs. buy, tech debt
CTO
CPO, CISO

Hiring, culture, performance
CHRO
CEO, Executive Mentor

GTM, demand gen, positioning
CMO
CRO, CPO

Revenue, pipeline, sales motion
CRO
CMO, CFO

Security, compliance, risk
CISO
CTO, CFO

Product roadmap, prioritisation
CPO
CTO, CMO

Ops, process, scaling
COO
CFO, CHRO

Vision, strategy, investor relations
CEO
Executive Mentor

Career, founder psychology, leadership
Executive Mentor
CEO, CHRO

Multi-domain / unclear
Chief of Staff convenes board
All relevant roles

Invoking a Specific Role Directly

To bypass Chief of Staff routing and address one executive directly, prefix your question with the role name:

CFO: What is our optimal burn rate heading into a Series A?
CTO: Should we rebuild our auth layer in-house or buy a solution?
CHRO: How do we design a performance review process for a 15-person team?

The Chief of Staff still logs the exchange; only routing is skipped.

Example: Strategic Question

Input: "Should we raise a Series A now or extend runway and grow ARR first?"

Output format:

Bottom Line: Extend runway 6 months; raise at $2M ARR for better terms.

What: Current $800K ARR is below the threshold most Series A investors benchmark.

Why: Raising now increases dilution risk; 6-month extension is achievable with current burn.

How to Act: Cut 2 low-ROI channels, hit $2M ARR, then run a 6-week fundraise sprint.

Your Decision: Proceed with extension / Raise now anyway (choose one).

Example: company-context.md (after /cs:setup)

# Company Context
- Name: Acme Inc.
- Stage: Seed ($800K ARR)
- Industry: B2B SaaS
- Team size: 12
- Key metrics: 15% MoM growth, 18-month runway
- Top priorities: Series A readiness, enterprise GTM

What's Included

10 C-Suite Roles

CEO, CTO, COO, CPO, CMO, CFO, CRO, CISO, CHRO, Executive Mentor

6 Orchestration Skills

Founder Onboard, Chief of Staff (router), Board Meeting, Decision Logger, Agent Protocol, Context Engine

6 Cross-Cutting Capabilities

Board Deck Builder, Scenario War Room, Competitive Intel, Org Health Diagnostic, M&A Playbook, International Expansion

6 Culture & Collaboration

Culture Architect, Company OS, Founder Coach, Strategic Alignment, Change Management, Internal Narrative

Key Features

Internal Quality Loop: Self-verify → peer-verify → critic pre-screen → present

Two-Layer Memory: Raw transcripts + approved decisions only (prevents hallucinated consensus)

Board Meeting Isolation: Phase 2 independent analysis before cross-examination

Proactive Triggers: Context-driven early warnings without being asked

Structured Output: Bottom Line → What → Why → How to Act → Your Decision

25 Python Tools: All stdlib-only, CLI-first, JSON output, zero dependencies

See Also

CLAUDE.md — full architecture diagram and integration guide

agent-protocol/SKILL.md — communication standard and quality loop details

chief-of-staff/SKILL.md — routing matrix for all 28 skills