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Chief of Staff

AI-powered executive coaching skills for Claude Code

GitHub Stars License Claude Code Compatible


Skills

Founder Coach

Executive coaching for startup founders based on methodologies from world-class coaches:

Coach Specialty
Bill Campbell Team building, operational decisions, giving feedback
Jerry Colonna Self-doubt, burnout, emotional challenges
Marshall Goldsmith Leadership development, behavioral change
Ben Horowitz Hard things, wartime CEO decisions
Fred Kofman Conscious business, authentic communication
Matt Mochary CEO coaching, meeting efficiency
/founder-coach

The coach asks powerful questions rather than giving advice, helping you find your own wisdom through guided reflection.


Negotiation

Expert negotiation coaching combining Harvard, Kellogg, Wharton, HBS, and FBI methodologies.

Source Methodology
Harvard Principled negotiation, BATNA, interests vs positions
Kellogg (Medvec) MESOs, first-offer strategy, ambitious goals
Wharton Emotional intelligence, relationship management
FBI (Voss) Tactical empathy, labeling, calibrated questions
Camp "No" oriented negotiation, emotional control
/negotiation

Use for salary negotiations, contract deals, conflict resolution, or any difficult conversation.


Paul Graham

Startup and life advice channeling Paul Graham's essays, YC experience, and Twitter wisdom.

Topic Key Frameworks
Core Principles 13 Sentences, Do Things That Don't Scale
Getting Ideas Live in the future, Schlep blindness, Well model
Growth & Survival Default Alive/Dead, Ramen Profitable
Leadership Founder Mode vs Manager Mode
Fundraising Investor psychology, Get the first yes
Common Mistakes 18 Mistakes That Kill Startups
/paul-graham

Direct, contrarian advice with concrete examples from Airbnb, Stripe, and YC portfolio companies.


Quick Start

1. Clone and install skills

git clone https://github.com/acossta/chief-of-staff-oss.git
cd chief-of-staff-oss
cp -r .claude/skills ~/.claude/

2. Use in Claude Code

/founder-coach    # Executive coaching
/negotiation      # Negotiation coaching
/paul-graham      # Startup advice

Project Structure

chief-of-staff/
├── .claude/
│   └── skills/
│       ├── founder-coach/     # Executive coaching
│       ├── negotiation/       # Negotiation coaching
│       └── paul-graham/       # Startup advice
├── assets/
│   └── logo.svg
└── README.md

License

MIT

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Chief of Staff - AI assistant framework

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