Mastering Risk with Tom Sosnoff’s Mechanical Options Rolling Strategy

In this episode, we dive deep into Tom Sosnoff’s rule-based approach to rolling options, a cornerstone of his trading philosophy at Tastytrade. Discover how Sosnoff uses mechanical decision-making to manage gamma risk, enhance probabilities, and maintain control over trades—without letting emotions dictate the outcome. We’ll break down his key principles, like rolling at 21 days to expiration and always collecting credit, and explore how to apply them to strategies such as short puts, credit spreads, strangles, straddles, and iron condors. Learn when to roll, when to hold, and how to avoid common pitfalls, with practical tips and real-world case studies to bring the strategy to life. Whether you're a seasoned trader or just starting out, this episode will equip you with actionable insights to roll options like a pro.