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The Option Alpha Podcast: Daily Summaries Delivered
by Kirk Du Plessis
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- Feb 27, 202629 min
245: Avoiding the "Pearl Harbor" Portfolio
What if your portfolio looks diversified — but isn’t? This episode explores the concept of the “Pearl Harbor "portfolio, where hidden concentration risk builds quietly beneath calm market conditions. By stacking exposure in the same tickers, expiration windows, or strategies, traders can unknowingly create a single point of failure. You’ll learn how to identify warning signs of fragility, spread risk across time and asset classes, and design strategies that behave differently under stress. Ra...
- Feb 2, 202621 min
244: Top Trader Interviews - Jack Krupey
Trading doesn’t have to consume your life to be effective. In this episode, long-time Option Alpha member Jack Krupey shares how a background in real estate and private equity shaped a steady, market-neutral approach to options trading. Instead of chasing excitement, the focus is on building systems that work across market cycles and fit naturally into daily routines. Discover how defined risk and consistent habits support long-term sustainability, along with practical advice for trader...
- Jan 26, 202626 min
243: Longtermism - The New Battle Cry for Short-Term Options Traders
Short-term trading moves fast—but without a long-term mindset, it often leads to burnout, overtrading, and inconsistency. This episode explores why sustainable success in short-term options trading depends on thinking far beyond individual trades. It introduces the concept of longtermism and explains how focusing on process, risk management, and systems can dramatically change outcomes. Learn why dopamine-driven decision-making is dangerous, how automation and rules reduce emotional pre...
- Jan 5, 202622 min
242: Checklist Before Going "Live" With Real Money
Going live with real money brings realities that paper trading simply cannot replicate. In this episode, Kirk walks through the five essential things every trader should understand and consider before transitioning from paper trading to live trading. From the limitations of paper trading to the execution challenges of real markets, we explain why strict expectations, conservative assumptions, and a solid understanding of liquidity are crucial. Kirk also breaks down how to prepare for in...
- Dec 29, 202525 min
241: Top Trader Interviews - Kevin
In this interview, Kirk sits down with Kevin, a long-time Option Alpha member who began trading in the aftermath of the 2008 financial crisis. Kevin shares how he turned his small beginnings into a consistent, structured approach that scales with his portfolio. Kevin details how he spent years learning before placing his first options trade and how those early experiences shaped his disciplined, rules-based philosophy. He explains how he uses position sizing, trend, and DTE selection to creat...
- Dec 22, 202555 min
240: Thinking In Probabilities & Risk
Markets rarely behave as predicted by mathematical models, and extreme events occur far more frequently than traditional models anticipate. This episode explains why understanding probabilities, fat tails, and risk is essential for long-term success. We also explore how traders can build more resilient systems by focusing on recovery time, appropriate position sizing, and avoiding strategies vulnerable to black swan events. Discover why win rate alone can be misleading, and how expected value...
- Dec 15, 202540 min
239: The Rise of 0DTE Options: Is It a Game-Changer for Traders?
0DTE options are transforming the way traders approach opportunity and risk. This episode breaks down why these contracts are so powerful (and popular), why 0DTE volume has surged, and how you can trade them with clarity instead of chaos. We dispel common myths and highlight the real advantages of these short-term strategies, such as rapid time decay, high liquidity, and faster statistical learning cycles. You’ll also learn about the risks that traders often ignore, how psychology impacts int...
- Nov 26, 202550 min
238: From Developer to Options Trader - Interview w/ Jack Slocum, OA Founder
In this episode of the Option Alpha podcast, Kirk sits down with his business partner and fellow founder, Jack Slocum, to share the full story behind Jack’s journey as a trader, developer, and entrepreneur. Jack talks about how he first turned to options trading to generate extra income for his family, how his early experiences “crashed and burned,” and why he has spent years since then learning as much as possible about markets and risk. Tune in now! How Jack First Got Into Options Tr...
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About The Option Alpha Podcast
At Option Alpha we are devoted to empowering traders with simple, powerful tools supported by world-class research and education. For far too long the options industry has been fragmented, lagging, and unnecessarily complex. By developing industry-first automation technology, enhancing data and information accessibility, and nurturing our thriving community at every level, Option Alpha is changing the way people trade options forever. We’re more than just a software company; we’re leading a movement of traders at every level who are unlocking more freedom through improved and expanded options.
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