Replace Your Income with Options How Simon Severino Created 50k Selling Options
Jul 19, 2025
In a fascinating conversation, Simon Severino, CEO of Strategy Sprints and options trading expert, shares his shift from traditional investing to options trading. He highlights the benefits of capital efficiency and consistent cash flow, emphasizing how systematic trading leads to repeatable success. Simon discusses risk management techniques and how defined risks in options can offer lower anxiety compared to traditional methods. He also reveals his strategies for generating income even during market volatility, showcasing the potential for financial freedom through options.
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From Buy-and-Hold To Consistent Options Income
- Simon began options trading in January after 12 years of buy-and-hold investing to hedge his portfolio with cash-secured puts.
- Within six months that approach produced roughly $10,000 per month, about 9–10% of his account.
Systematic Trading Beats One-Off Bets
- Simon values capital efficiency and repeatability more than single long-term discretionary stock bets.
- Systematic options selling gives him many small, measurable trades and objective data about win probability.
Learn Fast, Trade Slow
- Spend full-time to learn a new strategy at the start, then cut operational time to minutes per day once systematic.
- Simon learned cash-secured puts in one month and reduced management to a roughly 10-minute daily spreadsheet and broker check.