Wealth Building With Options

Ep23 - The Day I Bit The Nurse


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In this episode, Dan shares a hilarious childhood story (yes, he did bite a nurse) and takes a nostalgic look at Highlights magazine to set up a powerful trading lesson about spotting subtle—but meaningful—differences between two nearly identical options strategies: the buy-write and the cash-secured put.

Both strategies aim to acquire stock and generate income, and from a risk-reward standpoint, they appear almost interchangeable. But when you look closely—like Gallant and Goofus in Highlights—you’ll find key differences that can impact commissions, dividends, interest, mindset, and how you manage risk.

What You’ll Learn in This Episode
  • A humorous childhood story that leads to a serious insight about how traders interpret similar setups differently
  • The key mechanical difference between a covered call and a buy-write
  • How a buy-write compares to a cash-secured put in terms of:
    • Maximum profit
    • Break-even price
    • Commissions
    • Option Greeks (Delta, Vega, Theta)
    • Dividends and interest impact
    • Mental framing and trade psychology
    • Why buy-writes often look better on paper—but might not always be the better choice
    • How your broker's assignment and commission policies could tilt the scales
    • Why dividend-paying stocks may favor buy-writes over cash-secured puts
    • The one question to ask yourself that might matter more than the math: How do I think about this trade?
    • Key Takeaways
      • A buy-write = Buy stock + Sell call (same time, same trade ticket)
      • A cash-secured put = Sell put with cash reserved to buy shares if assigned
      • Both trades are synthetically similar—but taxes, dividends, mindset, and fees can make a meaningful difference
      • The mental framing of a trade might be the most important variable of all
      • Sometimes, “spotting the difference” is the key to making the right strategic decision
      • Subscribe & Support
        • Enjoy the show? Share it with a fellow investor
        • Subscribe to get future episodes on short-term vs. long-term buy-writes
        • Want deeper dives and trade breakdowns? Support the show with a paid Substack subscription and you'll also get access to the video extras: wealthbuildingwithoptions.substack.com
        • Disclaimer

          Options involve risk and are not suitable for all investors. Before buying or selling an option, read the Characteristics and Risks of Standardized Options. For more about Dan Passarelli and Market Taker Mentoring, visit MarketTaker.com.

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