Choosing your very first options trade can be a paralyzing decision, but it doesn't have to be. In this episode, we break down the three fundamental strategies every beginner should consider: covered calls, naked puts, and credit spreads. We share personal stories—from landline calls to brokers to the evolution of a "24% a year" blog—to illustrate how these strategies perform in real-world bull and sideways markets.

You'll learn why the covered call is often the "gateway" trade that gets nervous investors into the pool, why naked puts are like "hunting for bargains," and why credit spreads are eventually the superior choice for small accounts and diversification. We also provide an honest reality check on the risks, including the "10-year war" of holding stocks during a crash.

Tools & Resources Mentioned: The Passive Trading Book, blogger platforms for journaling, and the concept of "Black Friday" stock shopping.

Are you ready to move past the "options are too risky" myth? If you could only master one strategy for the rest of your life, would you choose the simplicity of a covered call or the flexibility of a credit spread? Subscribe now for more simple, step-by-step guidance!

Key Takeaways

• The "Big Three" for Beginners: New traders really only need to master three strategies: covered calls, naked puts, and credit spreads. Each offers a different entry point depending on your capital and risk tolerance.

• Covered Calls as a "Gateway": This is often the best "first trade" because it is easy to conceptualize. If you already own stock, selling a call allows you to generate income (often 2% a month) while you wait for the stock to be called away or the option to expire.

• Naked Puts as Bargain Hunting: Selling a naked put is essentially getting paid to wait for a stock you want to buy at a lower price. It is more capital-efficient than a covered call but requires "hunting for bargains" on quality companies you actually want to own.

• The Evolution to Credit Spreads: While harder to conceptualize initially, credit spreads are often the "end game" because they free up capital, allow for diversification (bullish and bearish trades simultaneously), and provide more ways to adjust the trade if the market turns.

• The Importance of Stock Selection: High premiums are often a trap; they usually signal high volatility and a higher likelihood of the stock "burying" you. Success depends on picking stocks you wouldn't mind holding for the long term if the trade turns into a "war".

"The slow and steady trader, the one managing risk, will beat the gunslinger in the long run."

Timestamped Summary

• 0:40 – The Coaching Call Question: What is the easiest strategy to learn first?

• 3:15 – The "Taxi Driver" Story: How 25% monthly returns in old books set the hook for covered calls.

• 7:12 – Why Brokers Push Covered Calls: The psychological safety of "getting in the pool".

• 11:57 – The Volatility Trap: Why chasing high premiums on naked puts can lead to assignment.

• 13:12 – The Credit Spread Shift: Why small accounts eventually move to spreads for diversification.

• 19:15 – The "Long War": A warning about the .com crash and the danger of not cutting losses.

Ready to stop guessing? Share this episode with a friend who's been too scared to trade options! Leave a review on Apple Podcasts or Spotify and tell us: what was the very first options trade you ever made?