Episodes

  • Options Boot Camp 370: More Trouble With Vertical Spreads
    Dec 24 2025

    In this episode of Options Boot Camp, your drill instructors Mark Longo and Dan Passarelli dive back into the trenches to tackle a recurring nightmare for retail traders: why "perfect" vertical spreads sometimes result in losses. Following up on a "horror story" from a previous episode involving Marvell (MRV), the team breaks down the mechanics of spread books, broker liquidations, and the hidden risks of trading around major events.

    In This Episode, You'll Learn:
    • The Marvell Meltdown: A deep dive into a listener's trade where a winning call vertical on MRV resulted in a loss due to after-hours volatility and broker liquidation.

    • The Reality of Vertical Spreads: Why the P&L diagram is only half the story. We discuss why vertical spreads often perform worse than expected prior to expiration and the role theta plays in the final payoff.

    • Legging vs. Spread Orders: When should you attempt to "leg out" of a spread? Dan and Mark discuss the risks of delta exposure when breaking apart a vertical in a fast-moving market.

    • Broker Routing & PFOF: How Payment for Order Flow and specific broker "spread books" (like Robinhood's) can impact your execution quality, especially in illiquid names.

    • Market Maker Psychology: What determines the width of a bid-ask spread? Dan explains how volatility risk and liquidity determine the "toll" you pay to enter and exit a trade.

    • Mail Call: The team answers listener questions about avoiding spreads during earnings and the rise of prediction markets (binary betting).

    Chapters & Key Moments:
    • 00:00 – Introduction and The Quintuple Content Palooza

    • 03:15 – Follow-up: The Marvell Vertical Spread Disaster

    • 07:45 – The pros and cons of "Legging" out of a trade

    • 12:20 – Tips for dealing with unresponsive brokers during liquidations

    • 16:30 – Market Taker Question: What drives the Bid-Ask Spread?

    • 21:10 – Prediction Markets: Is it a trade or a bet?

    • 25:40 – Silver and Crypto: The Question of the Week

    Special thanks to our sponsor: TastyTrade.com/podcasts

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    26 mins
  • Options Boot Camp 369: What to Do When The Wheel Turns Against You
    Dec 18 2025

    In this episode of Options Boot Camp, hosts Mark Longo and Dan Passarelli (Market Taker Mentoring) dive deep into the mechanics of the Wheel Strategy—one of the most popular frameworks for generating consistent options income. Whether you are selling cash-secured puts or managing covered calls, the "Wheel" is a powerful tool for any trader's playbook, but what happens when the market moves against you?

    Mark and Dan break down the specific scenarios traders face when a trade goes south, offering a masterclass in position management and cost basis reduction.

    Key Topics Covered in This Episode:
    • Managing Losing Trades: What to do when your initial put sale goes in-the-money.

    • Stock Repair Strategies: How to use the "Repair Manual" to recover from underwater positions without adding more capital.

    • Averaging Down vs. Rolling: The pros and cons of lowering your entry price in a declining market.

    • The Importance of Objectives: Why a clear "exit plan" is the most critical part of the Wheel Strategy.

    • Advanced Covered Calls: Strategic strikes for when you've been assigned the underlying stock.

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    32 mins
  • Options Boot Camp 368: Butterfly Variants and Failed Call Spreads
    Dec 11 2025

    In this vital Options Bootcamp episode, host Mark Longo from The Options Insider provides an in-depth tutorial on butterfly spread strategies alongside guest Brian Overby from OptionsPlaybook.com.

    They explore both traditional and advanced butterfly strategies—including the Open Wing Butterfly (often known as a Broken Wing Butterfly) and the Intrinsic Value Butterfly—explaining their practical options trading applications and defined risk/reward benefits. This is essential options trading education for neutral, low-volatility markets.

    Additionally, they address a listener's puzzling options scenario involving Marvell ($MRVL) stock and offer clear resolution strategies for similar trading challenges, emphasizing proper broker interaction and order management.

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    42 mins
  • Options Boot Camp 367: Predictions vs. AI vs Cranberry Sauce
    Dec 4 2025

    In this episode of Options Boot Camp, hosted by Mark Longo (The Options Insider) and Dan Passarelli (Market Taker Mentoring), the discussion covers a variety of topics ranging from the importance of implied volatility and the concept of IV crush, to the future of premium selling in zero-day options, and the growing trend of prediction markets. The hosts also tackle listener questions about trading strategies and market behavior, debate the classification of cranberry sauce as a side dish or topping, and share humorous anecdotes.

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    37 mins
  • Options Boot Camp 366: Binary Madness and the Glory of the Running Man
    Nov 26 2025

    This episode of Options Boot Camp delves deeply into various aspects of binary options trading. The hosts discuss the pros and cons of different types of binary contracts, including $1 to $100 and penny to $1 variations, and explore complications like last-minute fluctuations and liquidity issues. Listeners' questions are addressed, covering topics such as arbitrage opportunities for retail traders and the differences between single-strike and multi-strike binaries. The show also highlights the importance of exiting positions before expiration to avoid unpredictable last-minute price swings.

    HOST: Mark Longo, The Options Insider

    CO-HOST: Dan Passarelli, Market Taker Mentoring

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    29 mins
  • Options Boot Camp 365: OBC vs. AI - The Next Battle...Plus More Fun With Prediction Markets
    Nov 19 2025

    HOST: Mark Longo, The Options Insider Radio Network

    CO-HOST: Dan Passarelli, Market Taker Mentoring

    In this episode, Mark and Dan delve into the latest developments in the options trading market, with AI-generated insights on trends, margin changes, retail shifts, and the growth of extended trading hours. They discuss Cboe's launch of the 'Magnificent 10' index options, OCC's margin rule adjustments for zero-day options, and the increase in retail trading activity. The episode also covers the forthcoming CME and FanDuel collaboration to create a prediction market for sports events, exploring the implications of this new venture. Additionally, the hosts highlight the importance of managing options trading strategies during vacation times and addressing listener questions on trading risks and strategies.

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    46 mins
  • Options Boot Camp 364: Let's Get Exotic with Binaries Part 2: Kalshi, ForecastEX, Robinhood and More
    Nov 13 2025

    HOST: Mark Longo, The Options Insider

    CO-HOST: Dan Passarelli, Market Taker Mentoring

    This episode provides an in-depth exploration of binary options and event contracts. The hosts discuss various platforms like Kalshi, ForecastEx, Polymarket, Nadex, and CME Group, comparing their models and fee structures. The episode highlights the recent rise in popularity of event contracts, differences between traditional and new binary markets, and unique offerings from platforms. They also touch on potential market manipulation concerns and the overlap between trading and gambling sectors.

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    38 mins
  • Options Boot Camp 363: Let's Get Exotic with Binary Options - Part 1
    Nov 5 2025
    HOST: Mark Longo, The Options Insider Media Group CO-HOST: Dan Passarelli, Market Taker Mentoring In this episode, hosts Mark Longo and Dan Passarelli delve into the origin and history of binary options, exploring their initial launch with Head Street, subsequent rebranding under Nadex, and their evolution into more widely accessible and diversified financial products. They discuss the intuitive pricing of binary options, their appeal among retail investors, and the impacts of regulatory changes, especially the influence of the CFTC's rulings. The episode also touches on newer players in the event derivatives space like Kalshi, ForecastEx, and the CME Group's involvement. Additionally, Mark and Dan respond to listener questions about market trends, time spreads, and the recent VIX behavior. The show wraps up with an engaging discussion on the future of binary options and the growing interest from various market participants.
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    41 mins