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Wealth Building With Options
Wealth Building With Options
48 episodes
6 days ago
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Investing
Education,
Business,
How To
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Investing
Education,
Business,
How To
Episodes (20/48)
Wealth Building With Options
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 time demands and making long-term wealth building sustainable. Key Topics Why the wheel succeeds only as a cyclical strategy Commitment to process over individual trades Fitting the wheel into your daily or weekly schedule Stock selection and trade execution timing Managing expirations, assignments and recycling trades Minimizing adjustments and ongoing maintenance Using planning and automation to save time Systemizing the wheel for long-term results Key Takeaways One-off trades don’t build wealth—cycles do. The power of the wheel comes from repeating the process consistently over time. Systemization is essential. A clear, repeatable routine makes the wheel sustainable and effective. The wheel must fit your life. When the strategy aligns with your schedule, it becomes manageable and even enjoyable. Time requirements are modest. With planning, most wheel maintenance takes minutes—not hours. Consistency beats intensity. A steady, methodical approach delivers better long-run results than sporadic effort. Make it a resolution worth keeping. This is the year to commit to a structured, cyclical investing process. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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6 days ago
11 minutes

Wealth Building With Options
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 edge” on each trade that compounds across many cycles. He then goes deeper into when volatility matters most, plus a practical framework for evaluating whether selling puts or calls into earnings creates a favorable “sweet spot.” Key Topics Why implied volatility is not the most important thing—but still important The 1-2-3 volatility analysis for identifying overpriced options Active vs. passive wheel trading and volatility requirements The wheel hierarchy: price movement, theta decay, then volatility Risk premium and why options tend to be overpriced over time “When in doubt, palms out” and the premium-seller mindset Volatility regimes and how prolonged low IV changes decisions When extremely high IV is a warning sign, not an opportunity Why IV matters less for ultra-short DTE options Earnings as a volatility event: when to avoid vs. exploit Using break-even and indifference points to find the earnings “sweet spot” Using puts to enter or calls to exit around earnings Key Takeaways IV is an edge, not the core driver. Underlying price movement and theta are usually more influential in wheel outcomes, but IV adds incremental advantage that compounds over time. Active and passive wheel traders use IV differently. Active traders may require confirmation that options are overpriced; passive traders may prioritize keeping the cycle going and capturing the long-run risk premium. Humility matters in volatility forecasting. You can’t know with certainty whether options are mispriced until after expiration, so rules-based processes help reduce overconfidence. Regime awareness beats day-to-day noise. A few low-IV days are normal; weeks or months of a pattern can justify sitting out or adjusting tactics, especially in strong rebound “freight train” markets. Extremes cut both ways. Slightly high IV can be attractive for selling, but extremely high IV may signal risk you don’t understand. Earnings setups can be evaluated objectively. Compare historical earnings gaps with the option’s break-even/indifference “sweet spot” to judge whether premium meaningfully compensates for the expected move. If selling calls to exit stock into earnings, assignment probability matters. At-the-money or slightly in-the-money calls can improve assignment odds and provide more downside cushion, but the true advantage comes from time premium, not intrinsic value. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show. Next Episode Preview: Next time, Dan goes deeper into volatility analysis, expanding on how wheel traders can evaluate implied volatility, historical volatility, and upcoming catalysts to improve covered call and cash-secured put decisions.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed
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1 week ago
49 minutes

Wealth Building With Options
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-objective trades. He dives into oscillators (with a focus on RSI) and introduces a new strike-selection concept he’s developing. Key Topics Why trends and momentum are often the enemy of wheel traders Using technical analysis to reduce trades per wheel cycle Choosing the right indicators for skate-objective trades Oscillators and how they differ from breakout indicators Deep dive into the Relative Strength Index (RSI) Overbought and oversold signals for covered calls and cash-secured puts RSI divergences and what they signal for wheel traders Introduction to the PAS (Price-history Anchored Strike) indicator Why wheel traders avoid “trendy” stocks Overview of volatility analysis as part of the options trader’s trifecta Key Takeaways Wheel traders don’t want momentum. Strong trends often force rolls, increase trade count and slow down wheel cycles. Technical analysis should reduce activity, not increase it. The goal is fewer trades per cycle, not more signals. Oscillators are better tools for wheel traders. Indicators like RSI help identify waning momentum rather than breakouts. RSI can improve strike selection. Overbought and oversold reversals—and divergences—can increase the odds of skating successfully. Indicators don’t predict the future. They provide a small statistical edge when used correctly. Volatility matters as much as price. Understanding whether options are overpriced or underpriced is critical for consistent income strategies. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show. Next Episode Preview: Next time, Dan goes deeper into volatility analysis, expanding on how wheel traders can evaluate implied volatility, historical volatility, and upcoming catalysts to improve covered call and cash-secured put decisions.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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2 weeks ago
32 minutes

Wealth Building With Options
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, supply and demand, and human decision-making actually move prices.  Key Topics Why support and resistance are commonly misunderstood Technical analysis as a map of human behavior (price, not value) The basics of market mechanics: bids, asks and order size How supply and demand move prices tick-by-tick How horizontal support and resistance levels are created Why price levels hold—and the three main reasons they break Moving averages (SMA/EMA) as dynamic support and resistance Why the 200-day moving average matters to institutions “Death cross” and “golden cross” and what they signal Applying support/resistance to wheel strike selection for skate trades Key Takeaways Support and resistance aren’t magic. They reflect real buying and selling pressure created by market participants. Technical analysis explains price behavior, not valuation. It tracks what price and volume did—and how traders reacted. Prices move through order flow. Buyers absorb offers to push price up; sellers take out bids to push price down. Support/resistance can fail for predictable reasons. Levels break when supply/demand overwhelms the other side, participants finish their trades or new information changes valuation inputs. Moving averages can become self-reinforcing levels. Long-term averages like the 200-day influence institutional decisions and can behave like support or resistance. Wheel traders can use these levels to improve skate trades. Support can inform cash-secured put strikes; resistance can inform covered call strikes. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show. Next Episode Preview: Next time, Dan continues building on technical analysis for wheel traders—going deeper into how to apply support, resistance and key chart-based levels to choose strikes that improve the probability of skating without assignment.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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3 weeks ago
38 minutes

Wealth Building With Options
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 dividend yields and valuation metrics and walks through a real example using Verizon (VZ). Key Topics Defining the skate objective vs. the trade objective Why trade objective trades pair naturally with fundamental analysis Why skate objective trades pair naturally with technical analysis How to reverse-engineer strike prices using target dividend yields How to set strike prices using target P/E ratios Real-world example: Verizon (VZ) dividend and valuation analysis When to wait for better pricing or volatility before selling puts Preview of using support and resistance for skate trades Key Takeaways Every wheel trade needs a single, clear objective. Choose either skate (avoid assignment) or trade (seek assignment) to stay consistent and intentional. Match your analysis to your objective. Use fundamentals for trade-objective entries and technicals for skate-objective premium selling. Reverse-engineer your strike prices. Start with the yield or valuation you want, determine the stock price that achieves it, and choose the strike accordingly. Premium can tweak your effective entry price—but don’t lose the plot. Premium helps refine entry, but fundamentals should guide the trade. Wheel trading can be “almost win–win,” but risk still exists. Assignment locks in value; non-assignment yields premium—but price risk remains. Conservative income plays can complement growth positions. High-yield value names can balance more aggressive holdings. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show. Next Episode Preview: Next time, Dan digs deeper into technical analysis for skate-objective trades, focusing on how horizontal support and resistance can help identify strike prices where the stock is less likely to move—boosting your confidence and consistency when selling premium.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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1 month ago
40 minutes

Wealth Building With Options
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 better strike prices for your wheel trades. Key Topics The dry cleaner analogy: why buying stock is just like buying a business P/E ratios: what they reveal when comparing competitors Intrinsic value vs. market price Earnings (EPS): quarterly vs. trailing twelve months Dividend mechanics and dividend yield Using fundamental metrics to set strike prices for wheel trades Why the market isn't as efficient as you think Key Takeaways You actually own the business. When you buy stock, you own a proportional share of that company's revenue—it's literally your money. Dividend investors think backwards. While most people chase rising stocks, dividend investors wait patiently for prices to fall so they can lock in higher yields. Price isn't value. The stock market often disconnects from intrinsic value—that's where opportunities hide. Your fundamentals matter for strike selection. Understanding earnings and dividend yield can help you choose more strategic strike prices for covered calls and cash-secured puts. Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Get exclusive content including video trade walk-throughs, Dan's actual trades, monthly AMA webinars, and more: wealthbuildingpodcast.com Subscribe on your preferred platform and leave a review to help more traders discover the show.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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1 month ago
43 minutes

Wealth Building With Options
Ep42 - Interview with Denise Shull
Episode SummaryIn 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 emotion out of trading” is scientifically wrong—and how learning to work with your emotions, instead of against them, can dramatically improve your decision-making. From intuition and regret to boredom, ADHD and market regime changes, this episode redefines what it means to be a “disciplined” trader. In This Episode, You’ll Discover: Why every decision requires emotionHow modern neuroscience shows that perception is prediction—and that your brain is constantly asking, “Is this good or bad for me?” before you ever place a trade. Emotions as data—not distractionsThe difference between “integral” emotions (about the trade and market) and “incidental” emotions (about you, your P&L, identity and history), and why separating the two is a core trading edge. How to use intuition without going “on tilt”Why true intuition is unconscious pattern recognition built from experience (like a chef knowing a steak is done by sight) and when “I feel good about this trade” is useful versus dangerous. A practical method to blend logic and gut feelDenise’s 1–7 conviction/emotion scale, how granular emotional language improves performance and how to consciously factor “how much do I really believe this?” into your trading process. The real role of regret and how slumps startWhy trying to “stay positive” can backfire, how unprocessed regret leads to trading slumps and how to use negative emotions to actually improve instead of burying them. Cutting the worst 5% of your tradesHow recognizing fear of future regret and choosing your “flavor of regret” can help you avoid revenge trades, impulse trades and the handful of decisions that wreck your year. Managing boredom and ADHD tendenciesPractical ways traders can keep boredom from morphing into overtrading—by defining time frames, having intentional breaks and non-trading activities, and challenging the myth that you must always be in the market. Adapting to market regime changesHow to think about market environments like different “genres of music,” why you don’t need to catch the exact top or bottom and how ego and the need to feel smart can sabotage regime shifts. The one daily practice Denise recommendsThe simple but powerful question—“What am I feeling and why?”—and how regularly sorting feelings into “about me” vs. “about the market” aligns you with how the human brain actually works. About Our Guest – Denise Shull Denise Shull is a former CBOE floor trader turned performance coach specializing in decision-making under risk and uncertainty. She holds a master’s degree in neuropsychoanalysis from the University of Chicago, traded at firms like Schonfeld, and later ran a day trading desk during the internet boom. Her work shows how emotion and cognition are intertwined in every decision—a theme she explores in her book Market Mind Games, which helped inspire the Wendy Rhoades character on Showtime’s Billions. Today, she coaches hedge fund managers, traders, and elite athletes around the world on how to use emotions and intuition as a competitive edge.   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document   Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibe
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1 month ago
52 minutes

Wealth Building With Options
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 investment clubs to news media and DIY analysis, Dan explores the pros and cons of each approach and shares what really works for covered calls and cash-secured puts. Dan also discusses why boring, sideways stocks make the best wheel candidates, why the pundits' favorite stocks are often the trickiest to trade, and teases an upcoming series on fundamental, technical, and volatility analysis for building your own watchlist. What You'll Discover in This Episode: Trade idea services: The difference between "general trades" and wheel-specific investment ideas Why most trade idea services only give entries (not exits) and how to evaluate them Investment clubs: Learning from peers and building synergy through shared knowledge The media trap: Why stocks that "bleed" or soar aren't always ideal for wheel trading Selling options is selling volatility: Why sideways stocks outperform for covered calls and CSPs DIY analysis preview: Dan's upcoming deep-dive episodes on fundamental, technical, and volatility analysis The role of "idea people" in trading and why dreams need execution Resources & Links: Subscribe to the Wealth Building With Options Podcast Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Support the Show: Become a paid subscriber at WealthBuildingPodcast.com for access to video extras, subscriber-only trade ideas, all of Dan's real covered call and cash-secured put trades, monthly AMA webinars, and unusual options activity alerts   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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1 month ago
35 minutes

Wealth Building With Options
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 three consecutive quarters. From Schwab’s latest Q4 Trader Sentiment Survey to the dramatic evolution from “options are too risky” to “options as risk management tools,” James shares an insider’s view of how retail trading has fundamentally transformed. If you've ever wondered how serious traders think about hedging, income generation, and adapting to different market regimes, this conversation is packed with insights you can put to work in your own trading. Listen, You'll Discover Why traders are “bullish but cautious” right now — How Schwab’s Q4 Trader Sentiment Survey shows more than half of respondents are bullish on the market long term—while a growing majority (66%, up from 56%) also think it’s overvalued in the short term. How options fit a bullish-but-worried mindset — The specific ways traders are using stock replacement, covered calls, hedging, and other options strategies to stay invested while managing downside risk. The evolution of the retail options trader — How clients have shifted from viewing options as “too risky” to using them as core risk-management tools—and why 1 in 3 traders (versus 1 in 5 just two years ago) are now moving into complex options within their first year. From 90% traders to 50/50 — How Schwab’s live events have evolved from primarily attracting active traders to drawing equal numbers of long-term investors seeking to use options for income generation and risk management—a major shift in just 18 months. The education engine behind today’s options traders — A look at Schwab’s massive education effort: 30–35 hours of live webinars per week, extensive on-demand courses and articles, and 22–24 live events per year—all completely free to clients. Inside the numbers — Why Schwab’s position as the industry leader—averaging 7+ million trades daily—makes their client-behavior insights uniquely valuable for understanding real market trends. Investors vs. traders: why the label doesn’t matter — Why James believes you shouldn’t get hung up on whether you’re a “trader” or an “investor,” and how Schwab supports both ends of the spectrum with specialized desks and resources. 24/5 trading: powerful tool or dangerous temptation? — The real pros and cons of extended-hours and 24/5 trading, how U.S. clients use it episodically while international clients leverage it as their primary trading window, and why trying to be “on” around the clock can work against you. What’s coming next for options traders at Schwab — How Schwab is preparing for spot crypto trading (first half of next year), expanded CBOE options hours (one hour earlier, 15 minutes later), and single-stock 0DTEs (expected in a Q1 launch window)—and why doing it “the Schwab way” means platforms, risk tools, and education must all be ready before launch. The one skill James thinks traders must develop — His biggest piece of advice: learn to adapt your strategies to changing market conditions instead of forcing one “favorite” strategy on every environment. Guest Bio – James Kostulias James Kostulias is Head of Trading Services at Schwab, where he oversees the end-to-end trading experience for clients, including the award-winning thinkorswim suite of platforms. With more than 25 years in financial services—much of it with TD Ameritrade in retail, technology, and active trader leadership roles—James has been at the forefront of the industry’s evolution from “options are too risky” to “options as risk management.” He has served as a board member and former president of the Wall Street Technology Association, previously sat on FINRA’s Technology Advisory Committee, and is a graduate of the SIFMA Securities Institute program at Wharton. He holds a B.A. in Business Administration from Rutgers University along
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2 months ago
37 minutes

Wealth Building With Options
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 get called away.”But when those scenarios actually happen—when a stock gaps lower or rallies far past a strike—those same traders often panic, blame the market, and forget the plan they swore they’d follow. In this episode, Dan Passarelli unpacks the psychology behind these lies and how to replace emotional trading with data-driven discipline. Through relatable stories (including a red-light ticket and an ancient Roman twist), Dan shows why even the smartest investors fall into the trap of self-deception—and how to break free from it. In This Episode Why traders say they’re okay with assignment—but secretly aren’t How cash-secured puts and covered calls reveal your true comfort with risk The real “sweet spot” where these strategies outperform the market How to use data and visualization to make smarter, more objective decisions What mirror neurons and Michael Jordan can teach you about trading mastery How to “outhuman your humanness” by training your brain to respond with logic instead of emotion Key Takeaway You can’t control the market—but you can control how you react.When you make trading decisions based on logic and data, not emotion or ego, you gain a consistent edge. Covered calls and cash-secured puts might not make you rich overnight—but they can help you steadily outperform by losing less when others panic. Subscribe & Support: WealthBuildingPodcast.com — Get access to video extras, subscriber-only trade ideas, Dan’s real covered call and cash-secured put trades, monthly AMAs, and unusual options activity alerts. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/ -- License: Attribution 3.0
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2 months ago
32 minutes

Wealth Building With Options
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 trade? What's the simple two-word framework that changes everything? Why don't even experienced traders understand the real secret to consistent profitability? What if you could improve your results overnight with one mindset shift? This episode is short but mighty. Discover what separates the winning 5% from everyone else.     Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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2 months ago
22 minutes

Wealth Building With Options
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, myopic loss aversion, “house money” mental accounting, and practical coaching tactics (like multiple exits and portfolio-level thinking) to build discipline. Dan also corrects a note from last week: neuroscientist John Coates earned his degrees at the University of Cambridge. Key Takeaways Prospect Theory in practice: Most traders feel losses about twice as strongly as equivalent gains, which skews decisions if left unmanaged. Loss aversion shows up everywhere: Hesitating to take small losses, rolling losers “to get back to even,” and cutting winners too early. Myopic loss aversion: Staring at a single position and checking P&L too often leads to reactive choices; think in portfolios, not trades. Multiple-exit approach: Taking a small, early profit can make it psychologically easier to hold for the primary target. Variance desensitization: You must get comfortable with swings; focus on net outcomes over a series of trades, not tick-by-tick moves. Mental accounting pitfalls: “Playing with house money” is a trap—capital is capital, regardless of where it came from. Framing matters: “Selling a put” can be reframed as “agreeing to buy shares at a discount with volatility rebates,” then managed by plan. Preparedness beats FOMO: If you miss a setup, another will come. Have every “twist and turn” covered in your plan before the trade. Practical Tools Mentioned Multiple-exit method: Scale out (e.g., take a small “comfort” profit, then hold for the main target). Portfolio-level targets: Judge results over a basket of trades, not a single outcome. Account hygiene: Close the P&L window when it provokes impulsive behavior. Pre-mortems: Visualize assignment, gaps, and management steps before you enter. Links & Resources Become a paid subscriber for video extras and trade ideas: wealthbuildingpodcast.com Learn more about Dan Passarelli and Market Taker Mentoring: markettaker.com About the Guest John Kmiecik is a senior coach at Market Taker Mentoring. He works 1-on-1 with traders on strategy selection, risk management, and the psychology required to execute consistently. Support the Show Subscribe on your favorite platform (Apple Podcasts, Spotify, etc.). Ratings and reviews help more traders find the show—thank you for spreading the word. This is an ad-free podcast. Paid subscriptions keep it going and unlock members-only benefits. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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2 months ago
37 minutes

Wealth Building With Options
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 Hong Kong, Dan recounts his unexpected encounter with John Coates, a former Goldman Sachs trader turned neuroscientist and author of The Hour Between Dog and Wolf. That meeting opened Dan’s eyes to how our hormones, brain structure, and subconscious impulses affect trading outcomes—especially in long-term strategies like the Cycle Recycle Trade, where patience and discipline are tested by human nature itself. The title, “Crossing the Red Dragon,” refers both to Dan’s physical journey across China and the metaphorical journey traders face when crossing from logic to emotion—from the rational prefrontal cortex to the ancient instincts that drive risk-taking. Inside the Episode Why trading decisions are influenced as much by biology as by strategy How hidden biases—like availability and recency—cause traders to misread success or failure Why statistically sound systems still “feel wrong” when results come unevenly The psychological tug-of-war between small, immediate rewards and larger, delayed ones How understanding the science of compounding helps traders stay disciplined through losing streaks Key Insight “Trading isn’t just logical—it’s biological. The greatest edge a trader can develop is self-awareness.” Recommended Reading Book: The Hour Between Dog and Wolf by John Coates — a fascinating look at how the body’s chemistry and brain structure affect financial decision-making. Available on Amazon. John Coates is a former Goldman Sachs and Deutsche Bank trader who earned his PhD at Cambridge and became a neuroscientist studying the biology of financial risk taking.  Subscribe to Wealth Building with Options on Spotify, Apple Podcasts, or YouTube.For bonus episodes, trade breakdowns, and monthly AMAs, visit WealthBuildingPodcast.com and join as a paid subscriber. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0
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3 months ago
30 minutes

Wealth Building With Options
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 subconscious processing patterns his conscious mind hadn't connected yet. In this episode, Dan explores how biology and psychology shape trading decisions: why fear and overconfidence sneak in even when you know the math, and how to align instinct with process so you can trade with discipline even when emotions run hot. Key Takeaways Emotion before logic: Neurons transmit electrical signals along axons that release neurotransmitters—often triggering reactions before deliberate reasoning. Your "second brain": The gut's dense neural network influences feelings that show up in trading. Bandwidth is limited: Your subconscious handles massive inputs while conscious attention is scarce; emotions act as shortcuts (heuristics). We don't "feel" probability: Humans evolved for immediate threats, not statistics—so design rules that protect you from your instincts. Filtered reality: The thalamus suppresses noise so you can focus—meaning each trader perceives a different "market." The map ≠ the territory: Past experiences create schemas that color today's decisions. Know the real opponent: Your brain can help—or sabotage—your edge. NLP as a toolkit: Regardless of debates, several NLP ideas provide useful mental models for reframing limiting beliefs. Memorable Quotes "Emotions exist to make thinking less resource-intensive." "When you're trading, your one enemy is your own brain." "A trader who's never seen a six-standard-deviation move may 'know' it can happen—but won't believe it until it does." "These shortcuts help—and they hurt." How to Apply This Tomorrow Pre-commit entry/exit/adjustment rules. Audit one recurring feeling and pair it with a counter-rule. Protect attention (no notifications; 90-minute focus blocks). Post-trade: log feeling → action → outcome to retrain tags. Review distributions so variance doesn't shock you. Subscribe & Support Join the Wealth Building with Options community for more: video extras, real trades from Dan's account, monthly AMAs, and unusual options activity alerts. Subscribe at WealthBuildingPodcast.com.     Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0 Dramatic Drum Roll dramatic drum roll.wav by ingsey101 -- https://freesound.org/s/51401/  -- License: Attribution 3.0  
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3 months ago
43 minutes

Wealth Building With Options
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, and panic sets in. But what if there was a way to defer that loss, improve your odds, and keep your original credit intact? Enter the net-zero roll—the technique that separates winning traders from frustrated ones. In this episode, Dan reveals how this powerful management strategy lets you "kick the can down the road" by rolling out in time and up or down in strikes for roughly the same premium you paid to close. The result? You preserve your credit, dramatically improve your probability of success, and—most importantly—keep your psychology steady so you're not losing sleep over one bad "wheel cog." But here's the catch: your annualized return takes a hit. And that's where Dan's One-Third Rule comes in—a reality check that'll save you from disappointment and help you set realistic expectations for what wheel trading actually delivers. Coach John Kmiecik joins the conversation to share his insights on screening, technical analysis, and the mindset shifts that separate struggling traders from those who trade with confidence and ease. Why This Episode Will Change How You Think About Covered Calls and Cash-Secured Puts The truth about annualized returns: They're marketing, not reality. Discover why your actual returns will likely be about one-third of your initial calculations—and why that's still excellent. The net-zero roll explained: Learn the exact mechanics of buying back your short option and selling a later-dated, farther OTM option for approximately zero cost. It sounds like magic, but it's pure technique. Psychology meets technique: Why does this strategy work so well? Because it removes the emotional weight of "losing" on individual trades and helps you see the bigger picture of the full cycle. The One-Third Rule: Dan's back-of-the-napkin formula for setting realistic expectations. If you calculate 12% annualized, expect closer to 4%. Why? Rolls, adjustments, early exits, and the messy reality of trading. When "perfect" isn't the goal: Stop obsessing over every strike price and learn to manage early and often. Small, proactive adjustments beat expensive, late-stage scrambles every time. Your Practical Playbook When to roll: As soon as price moves through your strike. Don't hope it comes back—act immediately. How to structure the roll: Aim for net-zero or close to it. Small debits or credits across multiple "cogs" balance out over the cycle. Screening and strike selection: Use technicals to guide you, but don't overthink it. The real edge is having a management plan, not picking the perfect strike. Tracking your cycles: Log each trade within the cycle—credits, debits, days added, and new strikes—so you can see your true cycle P&L and learn from every wheel turn. What You'll Walk Away With By the end of this episode, you'll understand why experienced wheel traders don't sweat individual losses—they manage them. You'll see how the net-zero roll transforms a potential disaster into a highly probable win, and you'll learn to think in terms of complete cycles rather than isolated trades. This is the mindset shift that took Dan decades to figure out. Now you can have it in under 40 minutes. Resources Mentioned Market Taker Mentoring: MarketTaker.com Subscribe/Support the show: WealthBuildingPodcast.com Free + paid tiers available Paid subscribers get: video extras, live monthly AMAs, Dan's real-time covered call and cash-secured put trades, unusual options activity alerts, and exclusive trade ideas Get More From This Community Don't miss a single episode—subscribe on Spotify, Apple Podcasts, or your favorite podcast app. Want to level up your wheel trading? Consider a paid subscription for hands-on video training, real trade examples from Dan's brokerage account, monthly
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3 months ago
36 minutes

Wealth Building With Options
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: traders push strikes too far away from the stock price, "running and hiding" instead of sticking to their true objective—getting assigned—which undermines their entire strategy. From there, he lays out the framework of the who, what, and why of the wheel strategy: Who trades the wheel? Primarily conservative investors seeking consistent income without intensive labor. Dan personally uses it as a conservative investor 97% of the time, with only 3% reserved for risk-taking. The strategy also attracts traders looking for short-term "skate" opportunities—though Dan notes credit spreads might be better suited for that objective. What is cycling into wheel trades? Own stock → sell a call → skate and collect premium → sell another call → get assigned and sell the stock. Then sell a cash-secured put → skate → get assigned and buy the stock back → sell calls again. This creates the repeating "wheel" cycle. Why trade the wheel? Dan highlights both trade objectives (intentionally getting assigned into or out of stock) and skate objectives (capturing premium without assignment). For cash-secured puts with trade objectives, he identifies three main sub-motivations: Buy stock below current market price for long-term holding. Buy stock to begin the wheel strategy. Buy back stock from a previous covered call assignment. The Cycle Mindset Revolution A key takeaway: successful wheel trading isn't about the profitability of individual trades, but about completing profitable cycles. Dan explains how traders can recover from losses by continuing the sequence until the overall cycle closes in profit: "I sold this put at $1 and now I have to buy it back at $2.50. I'm down $1.50 but I sell another put at $1.25... It took me 3 trades to lock in 50 cents. That is a completed cycle." This mindset shift—focusing on cycles rather than one-off wins—separates successful wheel traders from those who give up too early. Professional Insights Dan also reveals how professional traders approach the wheel differently. Instead of hiding far out-of-the-money, institutional traders often sell "500, 1000, 2000 puts right at the money," showing why proper strike selection is critical when the goal is assignment. Whether you're new to the wheel or already using it, this episode will fundamentally change how you think about each trade within the larger cycle—and why patience with the process, not individual results, drives long-term profitability. By the end, you'll understand why focusing on cycles, not individual trades, is the key to wheel success. Resources & Links: Learn more about Dan and Market Taker Mentoring at MarketTaker.com Become a paid subscriber by visiting https://wealthbuildingpodcast.com   Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
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3 months ago
43 minutes

Wealth Building With Options
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 casino/blackjack analogy, Dan reveals why even professional card counters can lose money for six months straight despite having an edge—and how "how you play" determines your actual results, not just the statistical probabilities. He then introduces the Net Zero Roll, a practical technique to transfer short-term options losses from money to time by rolling up and out, keeping the wheel moving toward profit. Through a detailed walkthrough of a real trading scenario (a May 15th, 170 call that goes against you), you'll discover how three separate trades in one cycle can deliver the same 85-cent profit you wanted from one trade—it just takes a bit longer. Dan emphasizes this was his personal epiphany that transformed his trading and inspired his upcoming book. Key Takeaways Think in cycles: A cycle is one or more trades that collectively capture profit, then you "recycle" into the next one. Most cycles will be longer than one trade—this is normal and expected. Your real commodity: It's not the option premium you collect—it's the number of trades required per cycle. Skill means keeping cycles short to compound faster. The Net Zero Roll: Roll up and out for approximately even money to transfer a loss from money to time. Instead of locking in a $1.40 loss, you get more time (May 15th becomes May 29th) and better odds (170 strike becomes 175 strike). Emotional relief: Stop thinking "I left money on the table" or feeling frustrated by single trade outcomes. Experienced cycle traders know it's not over—they have tools and more trades to complete the cycle profitably. Simple bookkeeping: Track total debits and credits across the entire cycle, not individual legs. Example: 95¢ credit - 10¢ final debit = 85¢ profit over three trades. Technical note: The Net Zero Roll (up and out) is technically called a "diagonal" spread—combining vertical (different strikes) and horizontal (different expirations) elements. What You'll Discover Why professional gamblers can lose for months despite having an edge (and what this teaches wheel traders) The exact mechanics of a Net Zero Roll with a real example: May 15th 170 call → May 29th 175 call How to change the "terms of the deal" instead of accepting losses Why shorter-term options give you more flexibility to adjust strikes The psychology behind cycle thinking vs. single-trade obsession How brokerages encourage good risk management (and why they don't charge commissions on cheap option closes) Action Steps Mindset shift first: Stop judging success by individual trades. Start thinking: "What cycle am I in, and what's my next move to complete it profitably?" Audit a recent wheel position: List each leg's debits and credits to see your total cycle performance, not just the single trade that bothered you. Practice Net Zero Roll identification: Find one current position where rolling up and out for approximately even money could improve your odds. Create a simple cycle tracker: Record the number of trades per cycle and cycle length to monitor your skill development over time. Coming Up Dan mentions the second key area for wheel success—rewiring your brain—will be covered in upcoming episodes. This psychological framework will span several shows as it's central to his new book. Resources Characteristics and Risks of Standardized Options (ODD) — see link in disclosure Learn more about Dan Passarelli and Market Taker Mentoring: MarketTaker.com Subscribe and get video extras, trade ideas, monthly AMA access, and unusual options activity alerts: wealthbuildingpodcast.com Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) wh
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3 months ago
40 minutes

Wealth Building With Options
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 to overvalue what we already own, and why that bias can hold traders and investors back from making better choices. Drawing on research from Richard Thaler and examples ranging from coffee mugs to Super Bowl tickets, Dan shows how the endowment effect plays out in real-world trading—especially when running strategies like the wheel, covered calls, and cash-secured puts. He explores how our brains are wired against discipline, why letting go of a position feels harder than it should, and how traders can use tools like the “Would I do it now?” rule to cut through bias. From Catholic confessions to Chicago hot dogs, from historical revolutions to behavioral finance studies, Dan blends humor, history, and hard-hitting trading lessons into a thought-provoking conversation that will help you rethink how you value your trades. What You’ll Discover in This Episode: Why the endowment effect influences nearly every investor’s decisions. How behavioral economics challenges the assumptions of classical economics. The “Would I do it now?” rule for evaluating whether to keep or close a trade. Why rolling covered calls or puts can optimize outcomes over simply holding. How passive wheel traders differ from active wheel traders—and which approach may suit you best. Why predicting volatility is often easier (and more profitable) than predicting stock prices. Key Takeaways: The brain is wired to make us cling to losing trades, but traders can retrain their decision-making process. Anchoring decisions to specific times or rules improves discipline and consistency. The wheel strategy can be profitable as a passive system, but active adjustments often lead to better returns. Options are often overpriced—creating opportunities for traders who understand risk premiums. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
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4 months ago
38 minutes

Wealth Building With Options
Ep30 - Dealers, Dispersion Trading and Payment for Orderflow: Interview with Kevin “Lex” Luthringshausen
Dan sits down with longtime market maker Kevin “Lex” Luthringshausen to demystify how options markets actually work behind the scenes. They cover dealer/market-maker behavior, why hedging is the real “edge,” how dispersion trading works, and what payment for order flow (PFOF) really is—and why it matters for retail traders. The conversation finishes with practical guidance for covered calls, cash-secured puts, and the “poor man’s covered call” (fig leaf), plus Lex’s favorite trading books and films. Key Topics What wholesalers are and how payment for order flow (PFOF) works Market makers vs. retail: why market makers hedge, not predict direction Greeks in practice: building and neutralizing delta, gamma, vega exposure Dispersion trading: baskets vs. SPX volatility, correlations, Mag-7 implications Retail edge (and limits) with implied volatility (IV vs. realized vol) Covered calls & cash-secured puts: when IV matters most The fig leaf / poor man’s covered call: benefits, risks, and skew considerations What retail traders are actually trading now (iron condors, diagonals, calendars, credit spreads) Lex’s Practical Takeaways Hedging is the business. Market makers quote both sides and hedge continuously; the “win” isn’t directional prediction but capturing edge and neutralizing risk. Retail order flow helps pricing. Small, frequent retail trades help “shape the curve,” tightening markets and often improving prices. PFOF trade-off. It helps enable low/zero commissions and tighter spreads; without it, expect higher commissions and wider markets. Use IV thoughtfully. For income strategies like covered calls and CSPs, prioritizing higher (overpriced) IV can improve premiums—but verify it’s truly overpriced for the current environment. Fig leaf caution. LEAPS are vega-sensitive; vertical and term skew can mean you’re buying higher vol and selling lower vol. Price the whole structure, not just the short call. Resources Mentioned NBBO (National Best Bid and Offer) — the best available public bid/ask across exchanges The Options Playbook by Brian Overby Classic films: Trading Places, Wall Street (and a messenger-desk trading film Lex couldn’t recall by name) Connect Learn more about host Dan Passarelli and Market Taker Mentoring: MarketTaker.com Subscribe on your preferred platform (Spotify, Apple Podcasts, etc.) and leave a review to help more traders find the show. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0  
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4 months ago
41 minutes

Wealth Building With Options
Ep29 - The Truth Is More Profitable Than Fiction
Options trading is all about choice—and in this episode, Dan Passarelli breaks down why those choices create real value for investors. From adjusting strikes to rolling trades, Dan dives deep into how flexibility and decision-making in the Wheel Strategy can drive long-term profitability. He also shares personal reflections about family milestones, the importance of practical education, and how trading truth (not oversimplified textbook theory) is what truly pays. What You’ll Discover in This Episode: Why options have value: The essence of choice and flexibility. Strike adjustment as a trading edge: How shorter-term options let you roll and optimize more often. Covered calls and cash-secured puts: How the Wheel revolves from one to the other. Rolling for better outcomes: Managing puts and calls to create “wiggle room” and keep trades viable. Profit sources of the Wheel: Premium harvesting vs. scalping opportunities. Why most traders oversimplify the Wheel—and what really happens in practice. Psychology of trading the Wheel: Why letting go of that “last 10 cents” is key to better results. Key Takeaways: Options are valuable because they give you choices, and each choice has value. The ability to adjust strikes more frequently can make short-term options highly advantageous. Covered calls and cash-secured puts are “synthetic twins” but require slightly different mindsets. Premiums—not scalps—are the true engine of Wheel profits. The best Wheel traders rarely let options expire; they manage proactively to optimize returns. Resources & Links: Subscribe to the Wealth Building With Options Podcast Learn more about Dan Passarelli and Market Taker Mentoring: MarketTaker.com Support the Show: Become a paid subscriber at WealthBuildingPodcast.com for access to video extras, trade alerts, and our monthly AMA. Disclosure: Options involve risk and are not suitable for all investors. Prior to buying or selling an option, investors must read Characteristics and Risks of Standardized Options (ODD) which can be found at https://www.theocc.com/company-information/documents-and-archives/options-disclosure-document Don’t trade with money you are not prepared to lose. Anything discussed on this show is intended to be generalized information and not intended to be a recommendation to buy or sell any security. The host and guests are not familiar with listeners’ specific situations. For trading information relevant to your specific needs, speak with a licensed broker or advisor.   TrumpetTrumpet Fanfare by bevibeldesign -- https://freesound.org/s/350428/ -- License: Creative Commons 0 Wah Wah Wah Wah wah trumpet failed joke punch line.wav by Doctor_Jekyll -- https://freesound.org/s/240195/ -- License: Attribution 4.0
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4 months ago
34 minutes 1 second

Wealth Building With Options