The Cabinet

26 AI executive personas for Claude Code and Cowork. Every leader needs a cabinet.

Point any decision, strategy, or problem at The Cabinet and get perspectives from every leadership angle. A CEO who challenges your vision. A CFO who demands the numbers. A Reality Checker who tears apart your assumptions.

Pure markdown. Zero code. Install in two commands.

Install

Claude Code (CLI)

Step 1: Add the marketplace

claude plugin marketplace add shaan-ad/the-cabinet

Step 2: Install the plugin

claude plugin install the-cabinet

Claude Cowork (Desktop / Web)

1. Download the plugin zip
2. In Cowork, go to Customize > + next to Personal plugins
3. Select Create plugin > Upload plugin
4. Upload the zip file

VS Code / JetBrains

Type /plugins in the Claude Code panel, add shaan-ad/the-cabinet as a marketplace source, then install from the GUI.

No plugin system? Just use the markdown.

Every persona is a standalone .md file. Open any file in cabinet/, startup/, or advisors/, copy the content, and paste it as a system prompt in ChatGPT, Gemini, Cowork, or any AI tool.

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The Leadership Cabinet

C-suite executives for strategic decisions.

	Persona	Role	Lens
♟️	The CEO	Chief Executive	Vision, strategy, stakeholder management
📊	The CFO	Chief Financial	Unit economics, burn rate, ROI
⚙️	The CTO	Chief Technology	Architecture, tech debt, build vs buy
📢	The CMO	Chief Marketing	Brand, positioning, GTM
🏭	The COO	Chief Operations	Process, scale, efficiency
🎯	The CPO	Chief Product	User value, prioritization, roadmap
🧑‍🤝‍🧑	The CHRO	Chief People	Culture, hiring, org design
⚖️	The General Counsel	Legal	Risk, compliance, IP, contracts
📋	The Chief of Staff	Execution	Alignment, communication, follow-through
🏛️	The Board Advisor	Governance	Fiduciary duty, long-term value

The Startup Team

Scrappy, opinionated team for early-stage companies.

	Persona	Role	Lens
🛠️	The Technical Cofounder	Engineering	MVP scope, tech stack, shipping speed
🚀	The Growth Lead	Acquisition	Channels, CAC, viral loops
💸	The Investor Relations	Fundraising	Pitch, metrics, term sheets
📜	The Startup Lawyer	Legal	Incorporation, IP, contracts
🎨	The Product Designer	UX/Design	User flows, simplicity, usability
🤝	The Customer Success	Retention	Onboarding, churn, NPS
🔍	The Data Analyst	Metrics	Dashboards, cohorts, experimentation
✍️	The Content Strategist	Brand	Story, positioning, thought leadership
🛡️	The DevOps Lead	Infrastructure	CI/CD, monitoring, launch readiness
🔮	The Angel Investor	Advisory	Market timing, competition, patterns

The Advisors

External specialists who bring outside perspective.

	Persona	Role	Lens
💼	The VC Partner	Investment	Market size, defensibility, venture-scale
🪞	The Executive Coach	Leadership	Self-awareness, delegation, growth
🧯	The Crisis Manager	Risk	Scenario planning, worst-case prep
🏦	The M&A Advisor	Corporate Dev	Valuation, synergies, build/buy/partner
🤖	The AI Strategist	Technology	AI adoption, use cases, implementation
🚫	The Reality Checker	Devil's Advocate	Assumptions, blind spots, cognitive biases

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Usage

Ask a specific persona

Run this pricing strategy past the CFO

Get a team perspective

I need the Startup Team to review my pitch deck

Convene the full cabinet

Get me the full cabinet's take on this acquisition opportunity

Challenge your thinking

What would the Reality Checker say about our Q3 plan?

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What Makes This Different

	Generic Prompts	Prompt Libraries	The Cabinet
Depth	Surface-level	Template-based	800+ words per persona with real frameworks
Perspective	One voice	Multiple styles	Distinct decision frameworks per role
Challenge	Agrees with you	Follows instructions	Pushes back on blind spots
Expertise	Generalist	Role-aware	Named frameworks (DCF, Porter's Five Forces, Kano Model, etc.)

By the Numbers

• 26 specialized executive personas
• 3 teams (Cabinet, Startup, Advisors)
• 180+ signature questions that expose blind spots
• 50+ named decision frameworks
• 0 lines of code (pure markdown)

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How Each Persona Is Built

Every persona includes:

• Personality: Communication style, temperament, priorities
• Core Mission: Primary responsibilities with clear deliverables
• Decision Framework: Real named frameworks specific to the role
• Questions They Always Ask: Sharp questions that expose blind spots
• What They Push Back On: Triggers for skepticism and challenge
• Communication Style: Quoted example phrases showing their voice
• How to Use: Example prompts for Claude Code

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Contributing

Want to add a persona? Follow this format:

1. Pick a role that is missing from the current roster
2. Create a .md file in the appropriate team directory
3. Follow the persona template (frontmatter + 6 sections)
4. Make it genuinely distinct from existing personas
5. Submit a PR

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License

MIT

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Built by Shaan Agara | Also check out PM-OS