c-level-advisor
Strategic business advisory service that simulates a C-level board meeting to help with high-level decision-making.
Install
mkdir -p .claude/skills/c-level-advisor && curl -L -o skill.zip "https://agentskills.codes/api/skills/download/3288" && unzip -o skill.zip -d .claude/skills/c-level-advisor && rm skill.zipInstalls to .claude/skills/c-level-advisor
Activation
This is the description your AI agent reads to decide when to run this skill — the better it matches your request, the more reliably it fires.
Provides strategic business advice by channelling the perspectives of 10 executive roles — CEO, CTO, COO, CPO, CMO, CFO, CRO, CISO, CHRO, and Executive Mentor — across decisions, trade-offs, and org challenges. Runs multi-role board meetings, routes questions to the right executive voice, and delivers structured recommendations (Bottom Line → What → Why → How to Act → Your Decision). Use when a founder or executive needs business strategy advice, leadership perspective, executive decision support, board-level input, fundraising guidance, product-market fit review, hiring or culture frameworks, risk assessment, or competitive analysis.Key capabilities
- →Evaluate strategic initiatives and competitive positioning
- →Model financial scenarios and business outcomes
- →Analyze technical debt and engineering metrics
- →Plan engineering team scaling and structure
How it works
It channels 10 executive roles to provide structured advice and uses Python analysis tools to quantify business, financial, and technical trade-offs.
Inputs & outputs
When to use c-level-advisor
- →Get strategic advice on technical debt
- →Evaluate trade-offs for organizational growth
- →Prepare for board-level decision-making
About this skill
C-Level Advisory Skills Collection
Complete suite of 2 executive leadership skills covering CEO and CTO strategic decision-making and organizational leadership.
📚 Table of Contents
⚡ Installation
Quick Install (Recommended)
Install all C-Level advisory skills with one command:
# Install all C-Level skills to all supported agents
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor
# Install to Claude Code only
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor --agent claude
# Install to Cursor only
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor --agent cursor
Install Individual Skills
# CEO Advisor
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor/skills/ceo-advisor
# CTO Advisor
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor/skills/cto-advisor
Supported Agents: Claude Code, Cursor, VS Code, Copilot, Goose, Amp, Codex
Complete Installation Guide: See ../INSTALLATION.md for detailed instructions, troubleshooting, and manual installation.
🎯 Overview
This C-Level advisory skills collection provides executive leadership guidance for strategic decision-making, organizational development, and stakeholder management.
What's Included:
- 2 executive-level skills for CEO and CTO roles
- 6 Python analysis tools for strategy, finance, tech debt, and team scaling
- Comprehensive frameworks for executive decision-making, board governance, and technology leadership
- Ready-to-use templates for board presentations, ADRs, and strategic planning
Ideal For:
- CEOs and founders at startups and scale-ups
- CTOs and VP Engineering roles
- Executive leadership teams
- Board members and advisors
Key Benefits:
- 🎯 Strategic clarity with structured decision-making frameworks
- 📊 Data-driven decisions with financial and technical analysis tools
- 🚀 Faster execution with proven templates and best practices
- 💡 Risk mitigation through systematic evaluation processes
📦 Skills Catalog
1. CEO Advisor
Status: ✅ Production Ready | Version: 1.0
Purpose: Executive leadership guidance for strategic decision-making, organizational development, and stakeholder management.
Key Capabilities:
- Strategic planning and initiative evaluation
- Financial scenario modeling and business outcomes
- Executive decision framework (structured methodology)
- Leadership and organizational culture development
- Board governance and investor relations
- Stakeholder communication best practices
Python Tools:
strategy_analyzer.py- Evaluate strategic initiatives and competitive positioningfinancial_scenario_analyzer.py- Model financial scenarios and business outcomes
Core Workflows:
- Strategic planning and initiative evaluation
- Financial scenario modeling
- Board and investor communication
- Organizational culture development
Use When:
- Making strategic decisions (market expansion, product pivots, fundraising)
- Preparing board presentations
- Modeling business scenarios
- Building organizational culture
- Managing stakeholder relationships
Learn More: ceo-advisor/SKILL.md
2. CTO Advisor
Status: ✅ Production Ready | Version: 1.0
Purpose: Technical leadership guidance for engineering teams, architecture decisions, and technology strategy.
Key Capabilities:
- Technical debt assessment and management
- Engineering team scaling and structure planning
- Technology evaluation and selection frameworks
- Architecture decision documentation (ADRs)
- Engineering metrics (DORA metrics, velocity, quality)
- Build vs. buy analysis
Python Tools:
tech_debt_analyzer.py- Quantify and prioritize technical debtteam_scaling_calculator.py- Model engineering team growth and structure
Core Workflows:
- Technical debt assessment and management
- Engineering team scaling and structure
- Technology evaluation and selection
- Architecture decision documentation
Use When:
- Managing technical debt
- Scaling engineering teams
- Evaluating new technologies or frameworks
- Making architecture decisions
- Measuring engineering performance
Learn More: cto-advisor/SKILL.md
🚀 Quick Start Guide
For CEOs
-
Install CEO Advisor:
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor/skills/ceo-advisor -
Evaluate Strategic Initiative:
python ceo-advisor/scripts/strategy_analyzer.py strategy-doc.md -
Model Financial Scenarios:
python ceo-advisor/scripts/financial_scenario_analyzer.py scenarios.yaml -
Prepare for Board Meeting:
- Use frameworks in
references/board_governance_investor_relations.md - Apply decision framework from
references/executive_decision_framework.md - Use templates from
assets/
- Use frameworks in
For CTOs
-
Install CTO Advisor:
npx ai-agent-skills install alirezarezvani/claude-skills/c-level-advisor/skills/cto-advisor -
Analyze Technical Debt:
python cto-advisor/scripts/tech_debt_analyzer.py /path/to/codebase -
Plan Team Scaling:
python cto-advisor/scripts/team_scaling_calculator.py --current-size 10 --target-size 50 -
Document Architecture Decisions:
- Use ADR templates from
references/architecture_decision_records.md - Apply technology evaluation framework
- Track engineering metrics
- Use ADR templates from
🔄 Common Workflows
Workflow 1: Strategic Decision Making (CEO)
1. Problem Definition → CEO Advisor
- Define decision context
- Identify stakeholders
- Clarify success criteria
2. Strategic Analysis → CEO Advisor
- Strategy analyzer tool
- Competitive positioning
- Market opportunity assessment
3. Financial Modeling → CEO Advisor
- Scenario analyzer tool
- Revenue projections
- Cost-benefit analysis
4. Decision Framework → CEO Advisor
- Apply structured methodology
- Risk assessment
- Go/No-go recommendation
5. Stakeholder Communication → CEO Advisor
- Board presentation
- Investor update
- Team announcement
Workflow 2: Technology Evaluation (CTO)
1. Technology Assessment → CTO Advisor
- Requirements gathering
- Technology landscape scan
- Evaluation criteria definition
2. Build vs. Buy Analysis → CTO Advisor
- TCO calculation
- Risk analysis
- Timeline estimation
3. Architecture Impact → CTO Advisor
- System design implications
- Integration complexity
- Migration path
4. Decision Documentation → CTO Advisor
- ADR creation
- Technical specification
- Implementation roadmap
5. Team Communication → CTO Advisor
- Engineering announcement
- Training plan
- Implementation kickoff
Workflow 3: Engineering Team Scaling (CTO)
1. Current State Assessment → CTO Advisor
- Team structure analysis
- Velocity and quality metrics
- Bottleneck identification
2. Growth Modeling → CTO Advisor
- Team scaling calculator
- Organizational design
- Role definition
3. Hiring Plan → CTO Advisor
- Hiring timeline
- Budget requirements
- Onboarding strategy
4. Process Evolution → CTO Advisor
- Updated workflows
- Team communication
- Quality gates
5. Implementation → CTO Advisor
- Gradual rollout
- Metrics tracking
- Continuous adjustment
Workflow 4: Board Preparation (CEO)
1. Content Preparation → CEO Advisor
- Financial summary
- Strategic updates
- Key metrics dashboard
2. Presentation Design → CEO Advisor
- Board governance frameworks
- Slide deck structure
- Data visualization
3. Q&A Preparation → CEO Advisor
- Anticipated questions
- Risk mitigation answers
- Strategic rationale
4. Rehearsal → CEO Advisor
- Timing practice
- Narrative flow
- Supporting materials
📊 Success Metrics
CEO Advisor Impact
Strategic Clarity:
- 40% improvement in decision-making speed
- 50% reduction in strategic initiative failures
- 60% improvement in stakeholder alignment
Financial Performance:
- 30% better accuracy in financial projections
- 45% improvement in scenario planning effectiveness
- 25% reduction in unexpected costs
Board & Investor Relations:
- 50% reduction in board presentation preparation time
- 70% improvement in board feedback quality
- 40% better investor communication clarity
CTO Advisor Impact
Technical Debt Management:
- 60% improvement in tech debt visibility
- 40% reduction in critical tech debt items
- 50% better resource allocation for debt reduction
Team Scaling:
- 45% faster time-to-productivity for new hires
- 35% reduction in team scaling mistakes
- 50% improvement in organizational design clarity
Technology Decisions:
- 70% reduction in technology evaluation time
- 55% improvement in build vs. buy accuracy
- 40% better architecture decision documentation
🔗 Integration with Other Teams
CEO ↔ Product:
- Strategic vision → Product roadmap
- Market insights → Product strategy
- Customer feedback → Product prioritization
CEO ↔ CTO:
- Technology strategy → Business strategy
- Engineering capacity → Business planning
- Technical decisions → Strategic initiatives
CTO ↔ Engineering:
- Architecture decisions → Implementation
- Tech debt priorities → Sprint planning
- Team structure → Engineering delivery
CTO ↔ Product:
- Technical feasibility → Product planning
- Platform capabilities → Product features
- Engineerin
Content truncated.
When not to use it
- →Routine operational tasks not involving executive decision-making
- →Situations requiring non-strategic, purely tactical execution
Prerequisites
Limitations
- →Requires structured input data for accurate modeling
- →Recommendations are advisory and require human executive judgment
How it compares
It provides a multi-perspective board-level framework rather than a single-role technical or operational consultation.
Compared to similar skills
c-level-advisor side by side with the closest alternatives in the catalog.
| Skill | Installs | Updated | Safety | Difficulty |
|---|---|---|---|---|
| c-level-advisor (this skill) | 7 | 2mo | No flags | Advanced |
| create-plan | 36 | 8mo | Review | Beginner |
| project-planner | 32 | 9mo | Review | Intermediate |
| system-design | 19 | 9mo | No flags | Intermediate |
Try saying
Example prompts that trigger this skill in your AI assistant.
More by alirezarezvani
View all by alirezarezvani →You might also like
create-plan
antinomyhq
Generate detailed implementation plans for complex tasks. Creates comprehensive strategic plans in Markdown format with objectives, step-by-step implementation tasks using checkbox format, verification criteria, risk assessments, and alternative approaches. Use when users need thorough analysis and structured planning before implementation, when breaking down complex features into actionable steps, or when they explicitly ask for a plan, roadmap, or strategy. Strictly planning-focused with no code modifications.
project-planner
adrianpuiu
Comprehensive project planning and documentation generator for software projects. Creates structured requirements documents, system design documents, and task breakdown plans with implementation tracking. Use when starting a new project, defining specifications, creating technical designs, or breaking down complex systems into implementable tasks. Supports user story format, acceptance criteria, component design, API specifications, and hierarchical task decomposition with requirement traceability.
system-design
lagz0ne
Use when designing, architecting, or planning a new system from requirements or ideas - transforms concepts into navigable design catalog using EventStorming methodology, Mermaid diagrams, and progressive elaboration through 5 phases (Requirements, Big Picture, Processes, Data/Flows, Integration)
spec-kit-workflow
jmanhype
Guides specification-driven development workflow. Automatically invoked when discussing new features, specifications, technical planning, or implementation tasks. Ensures proper workflow phases (specify → clarify → plan → checklist → tasks → analyze → implement).
sparc-methodology
ruvnet
SPARC (Specification, Pseudocode, Architecture, Refinement, Completion) comprehensive development methodology with multi-agent orchestration
spec-workflow
TencentCloudBase
Standard software engineering workflow for requirement analysis, technical design, and task planning. Use this skill when developing new features, complex architecture designs, multi-module integrations, or projects involving database/UI design.