Options Boot Camp 369: What to Do When The Wheel Turns Against You

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.

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.

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.

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

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.

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.

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.  

HOST: Mark Longo, The Options Insider Radio Network CO-HOST: Dan Passarelli, Market Taker Mentoring   This episode covers listener questions about trading futures and the impact of recent Fed cuts on markets. Other topics include insights into fundamental vs. technical analysis, the lofty PE ratios of the S&P 500 and whether they signal market concerns, and a debate on whether we'll see more warrants issued after GameStop's recent move. The hosts also discuss their personal experiences and perspectives on trading futures and options.  

HOST: Mark Longo, The Options Insider Media Group CO-HOST: Dan Passarelli, Market Taker Mentoring GUEST: Russell Rhoads, Indiana University Kelley School of Business In this episode, Mark, Dan and Russell dive into the topic of financial warrants. They explain the differences and similarities between warrants and listed options, highlighting how warrants can be a tool for companies to raise capital through unique, often dilutive instruments. They discuss how warrants, though not commonly used in the U.S., came into recent focus due to GameStop's issuance of warrants. Russell shares detailed information on the market for these warrants, their exercise mechanics, and provides advice for holders. The episode aims to educate listeners on trading and handling warrants, an aspect of options that might be less familiar to many traders.  

Host: Mark Longo, The Options Insider Media Group Co-Host: Dan Passarelli, Market Taker Mentoring   In this episode of Options Bootcamp, our hosts discuss a range of topics, starting with an exploration of iron condors and their various applications. The show also delves into the intricacies of the options market structure, including the limitations of siloed spread books and potential improvements like more frequent open interest updates. Listener questions lead to a discussion on scaling trading strategies for larger accounts, the use of payment for order flow, and approaches to backtesting options strategies. The episode wraps up with light-hearted speculation about Dan's mysterious middle name. 00:00 Introduction and Welcome 04:00 Listener Mail Call 06:51 Iron Condors and Trading Strategies 13:41 Crypto Trading and Market Structure 24:56 Concluding Thoughts and Farewell