
The Investor's Podcast (We Study Billionaires) - The Investor’s Podcast Network TIP395: Option Strategies and Building a Billion Dollar Business w/ Tom Sosnoff
Nov 12, 2021
Tom Sosnoff, co-founder of the successful trading platform Thinkorswim and founder of Tastytrade, shares his billion-dollar entrepreneurial journey. He discusses how to leverage high implied volatility in trading, layering options on top of buy-and-hold strategies for income generation, and the optimal timing for buying and selling options. Tom also reflects on the influx of new traders entering the market and emphasizes the importance of risk-taking and authenticity in entrepreneurship.
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Sell Options
- Sell options for higher probability of success, not necessarily more profit.
- Aim for high probability with unlimited losses and limited profitability.
Puts vs. Stocks
- Selling puts offers limited profit but higher probability versus buying stock.
- An 80% chance of profit is prioritized over unlimited gains.
Layering Strategies
- Layer option strategies on static investments to improve cost basis.
- Consider selling calls on holdings to improve returns.

