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July 18, 2025 • 28 mins

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In this conversation, Casey Stubbs interviews Simon Severino, who shares his journey from traditional buy-and-hold investing to options trading. Simon discusses the benefits of options trading, including capital efficiency, the ability to generate consistent cash flow, and the systematic approach to trading that allows for repeatable success. He also addresses the time commitment involved, the management of risk, and how he has performed during market volatility. The discussion highlights the importance of having multiple income streams and the potential for options trading to provide financial freedom.

Simon Severino Investing Show:

Youtube: https://www.youtube.com/@investingshow


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Takeaways

  • Started options trading to hedge against market downturns.
  • Options trading allows for capital efficiency and repeatable income.
  • Systematic trading provides data-driven insights and confidence.
  • Time commitment for trading can be minimal with proper strategies.
  • Options trading can generate consistent cash flow even in volatile markets.
  • Defined risk in options trading is lower than traditional investing.
  • Volatility can increase profits in options trading.
  • Having multiple portfolios can reduce overall risk.
  • Learning and adapting strategies is key to success in trading.
  • The goal is to replace traditional income with options trading.


Chapters

00:00 Introduction to Options Trading
02:27 Transitioning from Buy and Hold to Options Trading
05:12 The Benefits of Systematic Trading
07:46 Time Commitment and Flexibility in Trading
10:33 Understanding Risk in Options Trading
13:19 Performance During Market Volatility
16:20 Comparing Options Trading to Other Investments
18:31 Future Plans and Learning in Trading
21:23 Conclusion and Final Thoughts

Grab your copy of the Complete Trading System This book teaches you how to build a trading system from the ground up and how to become profitable in the markets.


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