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Wealth Building With Options

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  1. Ep60 - Fear and Loathing In The Stock Market

    When markets crash, most investors panic. They react emotionally. They sell at the worst possible time. And they miss the very opportunities that could change their long-term results. In this episode, Dan Passarelli breaks down what really

  2. Ep59 - We’re in the Money!

    Dan breaks down how to think about in-the-money covered calls and in-the-money cash-secured puts. These trades can be powerful tools when you want to sell stock more efficiently or buy it at an effective discount, but they require a differe

  3. Ep58 - Predicting Assignments

    Dan explains when option assignment is predictable, when it isn’t and why understanding the other side of the trade matters. He breaks down expiration mechanics, strike-price pinning, early exercise around dividends, deep in-the-money put a

  4. Ep57 - GTCs and Birds and Bees

    Dan continues the conversation on liquidity, execution and trade management by focusing on good-till-canceled (GTC) orders, gap risk and the trade-offs of handling illiquid options. He explains when it makes sense to let options expire rath

  5. Ep56 - Wait. WHAT About Alice?

    Dan is joined by returning guest John Kmiecik to unpack the real-world consequences of trading illiquid options (wide bid/ask spreads, low volume/open interest and “roach motel” trades you can’t exit efficiently). They also discuss how expa

  6. Ep55 - Pro Tips on Middling Markets

    Dan explains why execution price is the one place retail traders truly “compete” with market makers and how improving it can dramatically reduce slippage, the biggest hidden cost in options trading. You’ll learn how market makers manage ris

  7. Ep54 - Managing Trading Expenses Like a Boss

    Dan breaks down the real costs of trading and why commissions, while worth managing, are rarely the biggest threat to your returns. The true hidden expense is slippage, driven largely by liquidity. He walks through how to evaluate option li

  8. Ep53 - Lemonade Stands and Other Moments of Trauma

    Dan explains how wheel-style covered calls can turn “meh” or even speculative stocks into strategic, risk-managed income plays through cumulative premium and even share-loan income. He also explores the often-overlooked reality that trading

  9. Ep52 - Wheel Trades That Don’t Suck (Part II)

    Dan shifts from cash-secured put “double threat” setups to covered calls, especially the skate objective (keeping premium without assignment). He explains why technical analysis is often the most practical way to add edge to covered call st

  10. Ep51 – Wheel Trades That Don’t Suck

    Dan tackles a common complaint he hears from traders: “The wheel doesn’t work.” His take is straightforward: When wheel trades are placed without clear standards for strike selection, premium adequacy and outcome planning, they can absolute

  11. Ep50 - That Which Is Measured Is Improved

    Dan lays out the core performance metrics that help wheel traders evaluate, compare, and improve covered calls and cash-secured puts. He explains why isolating the option component of returns matters and why annualizing turns “apples to app

  12. Ep49 - The Problem with Backtesting

    Dan takes a critical but balanced look at backtesting and why it often leads traders astray, especially when it comes to strike and expiration selection for covered calls and cash-secured puts. Drawing on decades of experience and firsthand

  13. Ep 48 - The Wheel Strategy Resolutely

    Dan ties the wheel strategy to New Year’s resolutions, emphasizing that the wheel only works when it’s traded consistently and in cycles. He explains how to systematize the process so it fits into real life—reducing friction, minimizing tim

  14. Ep47 - Not the Most Important Thing, But Important

    Dan puts implied volatility in its proper place: It’s not the single most important factor in wheel trading, but it meaningfully improves outcomes over time. Using a field-goal analogy, Dan explains how volatility analysis adds a “little ed

  15. Ep46 - Lost in Home Depot

    Dan explains why wheel traders must think about technical analysis differently from momentum or breakout traders. Using a Home Depot analogy, Dan shows how the right tool for the job matters—especially when selecting indicators for skate-ob

  16. Ep45 - Abracadarium

    Dan demystifies one of the most misunderstood areas of technical analysis: support and resistance. Rather than treating these levels as “magic lines on a chart,” Dan explains the market mechanics behind them—how real buy and sell orders, su

  17. Ep44 - Secret Sauce Stuff

    Dan breaks down the true “secret sauce” of successful wheel trading: pairing the right objective (trade vs. skate) with the right type of analysis (fundamental vs. technical). He demonstrates how to reverse-engineer strike prices using divi

  18. Ep43 - How the Stock Market Works - Fundamentals

    Dan compares buying stocks to buying a dry cleaning business to demystify fundamental investing. Learn how value investors like Warren Buffett evaluate companies, and why understanding P/E ratios, earnings, and dividends can help you select

  19. Ep42 - Interview with Denise Shull

    Episode Summary In this conversation, Dan sits down with performance coach and former trader Denise Shull, author of Market Mind Games and the real-life inspiration for Wendy Rhoades on Billions. Denise explains why the old mantra “take the

  20. Ep41 - That's a Great Idea!

    Finding quality trade ideas for the Wheel Strategy is essential—but where do you actually get them? In this episode, Dan Passarelli breaks down the best (and worst) sources for finding wheel trade candidates. From trade idea services and in

  21. Ep40 - The Data: Interview with James Kostulias, Head of Trading Services, Charles Schwab

    In this episode of Wealth Building with Options, Dan sits down with James Kostulias, Head of Trading Services at Schwab—where he oversees the end-to-end trading experience for clients at a firm averaging over 7 million trades per day for th

  22. Ep39 - Liar, Liar, Pants on Fire!

    Why Traders Lie to Themselves — and How to Stop When it comes to covered calls and cash-secured puts, most traders tell themselves comforting half-truths: “I’d be fine owning the stock if it drops.” “I’d be fine selling my shares if they ge

  23. Ep38 - The Objective of My Affliction

    Episode 38: The Objective of My Affliction 95% of traders lose money. Not because they're not smart—but because they're missing something fundamental. In this episode: • What if most traders are making the same mistake with every single tra

  24. Ep37 - Prospect

    Summary: Dan Passarelli sits down with coach John Kmiecik to unpack why smart traders still struggle with losses, risk, and variance—and how to reframe decisions using Prospect Theory. They cover loss aversion, the disposition effect, myopi

  25. Ep36 - Crossing the Red Dragon

    In this episode, Dan Passarelli explores how biology and psychology quietly influence every trading decision—often more than logic or data. Through a story that begins in the Chicago trading pits and leads all the way to a conference in Hon

  26. Ep35 - This Is Your Brain on Trading

    Have you ever "felt" something was off in the market—before you could explain why? In early 2021, Dan noticed unusual behavior across several stocks; days later, the Archegos Capital blow-up surfaced. It wasn't clairvoyance—it was his subco

  27. Ep34 - Kick the Road Down the Can

    What If You Could Turn a Losing Trade Into a Winner—Without Taking the Loss? Most covered call and cash-secured put traders hit a wall when their trades go against them. The stock blows through their strike price, they're staring at a loss,

  28. Ep33 - Who, What and Why

    In this episode of Wealth Building with Options, Dan Passarelli dives deep into the motivations behind trading the wheel strategy—and why understanding them can make or break your results. Dan begins with a mistake he sees all too often: tr

  29. Ep32 - Actual Results May Vary

    Most wheel traders obsess over single trades and miss the bigger picture. In this episode, Dan Passarelli shares the mindset shift that changed his covered call and cash-secured put trading: manage in cycles, not one-offs. Using a powerful

  30. Ep31 - A Well-Endowed Trader with Some Issues

    In this episode of Wealth Building with Options, host Dan Passarelli dives into one of the most powerful – and often overlooked – forces shaping trading decisions: the endowment effect. This behavioral economics concept explains why we tend

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