Chief of Staff

AI-powered executive coaching skills for Claude Code

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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.

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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.

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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.

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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

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Project Structure

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

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License

MIT