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The Kelly Criterion for Options Traders: How Big You Can Really Trade Before You Blow Up

The Kelly Criterion for Options Traders: How Big You Can Really Trade Before You Blow Up

Update: 2025-11-16
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In this episode, we rip the mystique off the Kelly criterion and turn it into a blunt sizing framework for options traders. This isn’t about entries, indicators, or chart patterns—it’s about the only question that actually decides whether you survive long term: How big should you trade when you have an edge?


We break down Kelly in simple, spoken language: how win rate, loss rate, and reward-to-risk combine into an “optimal” fraction of capital to risk. Then we punch holes in the fantasy. Real markets have fat tails, clustered losses, and correlated trades—SPY, QQQ, and big tech all get smoked together—so full Kelly is suicide. That’s why the real game is Fractional Kelly: quarter- or half-Kelly sizing built off stress-tested losses, not hope and margin limits.


You’ll learn how to think in terms of portfolio risk budget instead of isolated contracts, how to translate Kelly into max dollars at risk, and how to convert that into actual contract counts on your short premium book. If you’re selling options for income, this episode will force you to confront whether your current size is mathematically sane—or just a slow-motion blow-up waiting for the next volatility spike.


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The Kelly Criterion for Options Traders: How Big You Can Really Trade Before You Blow Up

The Kelly Criterion for Options Traders: How Big You Can Really Trade Before You Blow Up

Produced by A. Cordero