What it does
You ask Claude to "build me a Playing to Win framework around this project" or "pressure-test this idea." The skill takes over.
If you invoke it inside a codebase, it reads your README, package files, route tree, marketing copy, pricing config, and analytics modules to extract your current customer, positioning, offer, and capabilities. It runs market research through whatever web tools are available, labels facts vs inferences vs assumptions, then produces a 12-section Standard Output:
- Snapshot, Verdict, and Confidence
- Winning Aspiration and Where to Play
- How to Win, Required Capabilities, Management Systems
- What Must Be True and the Red-Team Pre-Mortem
- Sharpened Version, 30-Day Validation Plan, Presentation-Ready Summary
It ends with a single recommendation: Proceed, Narrow, Test manually, Park, or Kill. No fluff. No fake encouragement. The voice is direct, skeptical, and practical.
Who it's for
- Founders evaluating whether to ship, narrow, or kill an idea
- Operators inheriting a product or business unit and asking where to play
- Leadership teams that need a real choice cascade, not another deck
- Solo builders who want a tool that argues back instead of agreeing
It assumes you already know the framework. It applies it. It does not teach it.
Install
Download the zip, unpack it, and drop the playing-to-win/ folder into your skills directory.
Restart your Claude Code session if it was already running. Then invoke it inside any project or conversation:
- "Build me a Playing to Win framework around this project"
- "Pressure-test this idea: [your idea]"
- "Red-team this strategy"
- "Where should we play with [offer]?"
- "P2W cascade for [X]"
What's inside
Why I built this
I rolled out Playing to Win across twelve teams at Verizon. All twelve hit their goals. It is the only strategy framework I have ever seen that survives contact with a P&L, a quota, and a skeptical engineer all at the same time.
The problem with most strategy work is that it lives in slides. You write a deck, present it, and three months later nobody can remember the choices it asked you to make. This skill turns the cascade into a callable function. You can pressure-test an idea on a Tuesday morning, get a sharpened version by Tuesday afternoon, and know whether to proceed by Wednesday.
Operator-built. Free. Adapt and improve.
Attribution
Playing to Win is the strategy framework developed by Roger L. Martin and A.G. Lafley, documented in Playing to Win: How Strategy Really Works (Harvard Business Review Press, 2013). This skill applies their cascade. It does not replace the book. Buy the book.
If you find this useful, the Field Notes newsletter is where I write up the operator lessons behind tools like this one. Free, occasional, no pitches.