The Option Alpha Podcast

150 episodes listed below

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Options trading with risk first.

The gist

The Option Alpha Podcast treats options trading as a repeatable craft, not a hunt for hot strategies. Kirk from Option Alpha moves between solo lessons and trader interviews, with steady attention to risk, fills, position sizing, and long-term survival.

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About The Option Alpha Podcast

The Option Alpha Podcast is a tactical education show for options traders who care about process as much as payoff. Kirk from Option Alpha anchors the recent run with a practical, caution-first view of trading. The episodes lean into short-duration options without treating speed as the point. Survival is the point. Recent solo episodes build a framework around risk, probability, capital preservation, and repeatable execution. A recurring theme is that attractive trades can still be poor trades when the risk-to-reward picture is incomplete. Another is that a portfolio can look strong while becoming fragile, especially when every position depends on the same ticker, sector, expiration, or volatility condition. The show uses memorable trading metaphors, but the advice is concrete. It talks about clustered drawdowns, correlated strategies, live fills, paper-trading limits, stop losses, and the emotional difference between simulations and real money. Kirk often pushes against the search for the single best strategy. He argues instead for systems that can be tested, repeated, and in some cases automated. That gives the show a disciplined feel, even when the delivery is casual and conversational. The trader interviews widen the lens. Jack is discussed as a longtime member at Option Alpha with background in real estate and private equity, and the conversation gets into SPX spreads, elevated implied volatility, stop losses, and late-day risk. Kevin is presented as a longtime member of the Option Alpha community who started small, studied before trading live, and built rules around entries, exits, position sizing, and market conditions. Those interviews are less about personality than practice. They show how traders think through bullish markets, choppy markets, assignment, income generation, and when to stay out of danger. The show suits listeners who already know the vocabulary or are willing to learn it in context. It is not a hype feed. It is a steady reminder that options trading rewards patience, math, restraint, and preparation for the day that does not behave.

Made for: Best for options traders, systematic investors, and serious learners who want practical language around spreads, risk, probability, automation, and live execution. It especially suits people moving from paper trading into real-money decisions.

What sets it apart: The show pairs platform-community trader interviews with detailed solo lessons about the mechanics and psychology of options trading. Its edge is the constant emphasis on portfolio fragility, real fills, capital preservation, and building systems that can survive bad market days.

In their own words

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.

Why you'd press play

An 87% win chance still earns "not enough information" before your money moves.

Press play if you want

  • a probability-first framework that makes risk-reward matter more than a seductive win rate
  • portfolio guidance that treats synchronized winners as a warning, not a victory lap
Read the full recommendation in PlayNext →
short-duration optionsportfolio risk and correlationcapital preservationautomated trading systemspaper trading to live tradingprobability and risk-rewardstop losses and fillsiron condors and spreads

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Episodes

  1. 1

    211: Iron Butterfly Strategy - 8 Tips Before Your Next Trade

    ·1h 2m
  2. 2

    202: 8 Popular Decision Recipes for Automated Trading

    ·34m
  3. 3

    245: Avoiding the "Pearl Harbor" Portfolio

    ·30m
  4. 4

    244: Top Trader Interviews - Jack Krupey

    ·22m
  5. 5

    243: Longtermism - The New Battle Cry for Short-Term Options Traders

    ·27m
  6. 6

    242: Checklist Before Going "Live" With Real Money

    ·23m
  7. 7

    241: Top Trader Interviews - Kevin

    ·26m
  8. 8

    240: Thinking In Probabilities & Risk

    ·55m
  9. 9

    239: The Rise of 0DTE Options: Is It a Game-Changer for Traders?

    ·41m
  10. 10

    238: From Developer to Options Trader - Interview w/ Jack Slocum, OA Founder

    ·51m
  11. 11

    237: 0DTE Trading & Gamma Exposure - Interview w/ Mat Cashman from OIC

    ·47m
  12. 12

    236: Gamma Exposure for Options Traders - Interview w/ Lex from Tradier

    ·46m
  13. 13

    235: Top Trader Interviews - FK

    ·23m
  14. 14

    234: Reboot - The Comeback Tour Starts Now

    ·34m
  15. 15

    233: Interview with Adam Cohn: Former Market Maker & VP – TradeStation

    ·50m
  16. 16

    232: Tips and Tricks for Navigating Options Expiration

    ·39m
  17. 17

    231: The 10 New Trading Psychology Challenges Emerging from Autotrading

    ·47m
  18. 18

    230: An Evolutionary Perspective on Why Autotrading Will Dominate

    ·1h 2m
  19. 19

    228: Price Recovery Analysis - How Long Does It Take To Get Back To Even?

    ·34m
  20. 20

    227: What 20-Years of Moving Average Data Teaches Us About Stock Reversals & Momentum

    ·33m
  21. 21

    226: Does Adding a "Trend Filter" Improve Directional Option Selling Strategies?

    ·51m
  22. 22

    225: 1-Year Review of $3k Monthly Iron Condor Bot

    ·1h 3m
  23. 23

    224: Beginner's Guide to Trading Option Spreads

    ·59m
  24. 24

    223: Building a Bot for All Market Conditions: The "Hexabot" Story

    ·2h 40m
  25. 25

    222: A Holistic View of Option Strike Prices

    ·41m
  26. 26

    221: How to Setup & Trade A Synthetic Covered Call Strategy

    ·49m
  27. 27

    220: Four "Wicked-Smart" Ways to Use SmartPricing

    ·27m
  28. 28

    219: How to Calculate Break Even Prices for Option Strategies

    ·1h
  29. 29

    218: How to Survive Bear Markets Trading Options

    ·48m
  30. 30

    217: Shop Talk: Autotrading Expectations, Trading Routine and Consistency, and Market Update

    ·37m
  31. 31

    216: Shop Talk: Twitter Bid, Oil Volatility, and Strategy Selection

    ·55m
  32. 32

    215: The 15 Trading Psychology Questions to Ask Yourself If You Don't Have a Trading Coach

    ·35m
  33. 33

    214: Build A Fully Automated Options Portfolio with $3,000 in 1-Click

    ·1h 19m
  34. 34

    213: What I Learned From NOT Trading Last Year

    ·28m
  35. 35

    212: How Smart Traders Allocate Capital Efficiently Inside Their Bots

    ·55m
  36. 36

    201: Interview w/ Jason Goepfert of SentimenTrader.com

    ·46m
  37. 37

    229: 15 Options Trading Questions from ChatGPT

    ·1h 52m
  38. 38

    210: 12 Complex Things That Are Simple To Automate w/ Bots

    ·1h 4m
  39. 39

    209: The Doors Are Open to Autotrading & The Next Chapter of Option Alpha

    ·1h 21m
  40. 40

    208: The Importance of Deep Work for Traders

    ·34m
  41. 41

    207: The Option Alpha "Handbook"

    ·47m
  42. 42

    206: Trendy Short Put Spread [Bot Talk]

    ·1h 27m
  43. 43

    205: Hedging vs. Diversifying

    ·36m
  44. 44

    204: How to Intelligently Use SmartStops

    ·22m
  45. 45

    203: Interview w/ Pete Mulmat - Futures And The Small Exchange

    ·52m
  46. 46

    200: A Case Study on the Volatility of Bid-Ask Spreads

    ·34m
  47. 47

    199: Automated Does Not Mean Unattended

    ·46m
  48. 48

    198: State of the Union: Same Mission, Better Tools

    ·1h 8m
  49. 49

    197: Fully Automated Trend Trading w/ Stocks Or Options

    ·1h 5m
  50. 50

    196: Hedging Short Naked Puts

    ·44m
  51. 51

    195: Short-Term Performance Of Long-Term Strategies

    ·1h 6m
  52. 52

    194: Interview w/ Cameron Skinner

    ·46m
  53. 53

    193: An Automated Way To Start VIX Hedging

    ·46m
  54. 54

    192: Deep Dive Into Options Assignment & Exercising

    ·50m
  55. 55

    191: The 13 Investor Biases That Ruin Your Performance

    ·1h
  56. 56

    190: A Zillion Ways You Can Save Money To Invest

    ·41m
  57. 57

    189: We're Launching The 1st Automated Trading Platform for Options

    ·1h 5m
  58. 58

    188: Options Trading Taxes For All Traders

    ·1h 18m
  59. 59

    187: 15 Options Expiration Questions Answered

    ·34m
  60. 60

    186: Vacation Checklist for Option Traders

    ·30m
  61. 61

    185: How To Execute And Fill Options Trades

    ·51m
  62. 62

    184: Adjustments Followed By Assignment [FXI Case Study]

    ·51m
  63. 63

    183: The Predictive Power of Investor Sentiment

    ·40m
  64. 64

    182: Trading Psychology & Emotional Intelligence for Options Traders

    ·48m
  65. 65

    181: Correlation Research Suggests Diversification Fails When You Need It Most

    ·58m
  66. 66

    180: The Best Covered Call Management Techniques

    ·35m
  67. 67

    179: LEAPS Option Contracts - A Complete Guide For Traders

    ·46m
  68. 68

    178: Box Spread Basics for Options Traders

    ·44m
  69. 69

    177: The Trader's Guide to Index Options

    ·36m
  70. 70

    176: Protective Put Strategy Researching Findings

    ·38m
  71. 71

    175: The Impact of Volatility On Options

    ·51m
  72. 72

    174: We Stopped Trading Earnings After We Saw This New Research

    ·1h 6m
  73. 73

    173: The Misbehavior of Markets - Exclusive Interview w/ Co-Author Richard Hudson

    ·1h 19m
  74. 74

    172: Mastering Covered Calls (Free Audiobook)

    ·2h 1m
  75. 75

    171: Covered Calls - Top 3 Performance Insights From New Research

    ·29m
  76. 76

    170: The 5 Critical Factors for ANY Trading Strategy

    ·24m
  77. 77

    169: Interview w/ Kevin Davitt - Former Market Maker & CBOE Senior Instructor

    ·1h 3m
  78. 78

    168: The 27 Biggest Options Trading Fears

    ·48m
  79. 79

    167: Options Trading Profit Targets - When Should You Break The Rules?

    ·22m
  80. 80

    166: Understanding The Put Call Ratio The Right Way

    ·22m
  81. 81

    165: Trading Options? Here Are The 11 "Golden Rules" To Follow

    ·56m
  82. 82

    164: The 2 Major Problems With Buying Options During Low IV Markets

    ·24m
  83. 83

    163: The 5 Month "Grind" Following XLE Short Put Option Assignment

    ·42m
  84. 84

    162: The Top 8 Investor Biases That Cloud Our Judgement When Trading

    ·32m
  85. 85

    161: Interview w/ Kevin Smith & Tavi Costa of Crescat Capital

    ·45m
  86. 86

    159: How To Build An Options Portfolio With Just $3,000

    ·54m
  87. 87

    158: What Should We Do About This Losing Option Trade? First, Trust The Process

    ·44m
  88. 88

    157: The Untold Story Of The 3 Little Pigs That Traded Options

    ·35m
  89. 89

    156: The 4 Market Situations You Should Avoid Aggressively Trading

    ·23m
  90. 90

    155: Ask Yourself These 7 Questions Before You Put On An Options Trade

    ·27m
  91. 91

    154: The 17 Most Asked Questions By Option Alpha Members w/ Answers

    ·51m
  92. 92

    153: TLT Iron Butterfly & Covered Call Walk-Thru

    ·39m
  93. 93

    152: Short Straddle Or Short Iron Butterfly?

    ·41m
  94. 94

    151: Adjusting Short Straddles For $540 Profit (EWZ Case Study)

    ·34m
  95. 95

    150: How To Manage Your Money & Generate Wealth The Right Way

    ·31m
  96. 96

    149: Assigned Option Contract Case Study In Gold ETF GLD

    ·53m
  97. 97

    148: The 5x2 Trading Psychology Matrix

    ·38m
  98. 98

    147: Interview w/ Former CBOE Options Market Maker David Lincoln

    ·48m
  99. 99

    146: Are You Making These 11 Common Options Strategy Mistakes?

    ·32m
  100. 100

    160: Option Alpha's New Auto-Trading Platform Updates

    ·1h 34m
  101. 101

    245: Avoiding the "Pearl Harbor" Portfolio

    Hidden gem

    The Option Alpha Podcast 245, "Avoiding the Pearl Harbor Portfolio," uses Pearl Harbor on December 7th, 1941 as a concentration-risk analogy for trading.

    Feb 27, 2026·30m·2 clips
  102. 102

    244: Top Trader Interviews - Jack Krupey

    Hidden gem

    Kirk interviews Jack Krupe, a real-estate and private-equity investor who added options trading after watching 20-30 hours of Option Alpha material and moving from Fidelity to Thinkorswim.

    Feb 2, 2026·22m·1 clip
  103. 103

    243: Longtermism - The New Battle Cry for Short-Term Options Traders

    Kirk of The Option Alpha Podcast argues that short-duration options trading should be supported by long-term systems, habits, risk controls, and probability-based thinking.

    Jan 26, 2026·27m·1 clip
  104. 104

    242: Checklist Before Going "Live" With Real Money

    Kirk from The Option Alpha Podcast presents five checks for moving from paper trading to live trading with real money.

    Jan 5, 2026·23m·1 clip
  105. 105

    241: Top Trader Interviews - Kevin

    Hidden gem

    Kevin says his first options step was covered calls on Nokia shares after a Microsoft deal.

    Dec 29, 2025·26m·1 clip
  106. 106

    240: Thinking In Probabilities & Risk

    Hidden gem

    Kirk uses Option Alpha Podcast 240 to argue that traders should size positions around probabilities, payout asymmetry, and black swan risk rather than headline win rate.

    Dec 22, 2025·55m·3 clips
  107. 107

    239: The Rise of 0DTE Options: Is It a Game-Changer for Traders?

    Dec 15, 2025·41m
  108. 108

    238: From Developer to Options Trader - Interview w/ Jack Slocum, OA Founder

    Nov 26, 2025·51m
  109. 109

    237: 0DTE Trading & Gamma Exposure - Interview w/ Mat Cashman from OIC

    Oct 29, 2025·47m
  110. 110

    236: Gamma Exposure for Options Traders - Interview w/ Lex from Tradier

    Oct 22, 2025·46m
  111. 111

    235: Top Trader Interviews - FK

    Oct 16, 2025·23m
  112. 112

    234: Reboot - The Comeback Tour Starts Now

    Oct 9, 2025·34m
  113. 113

    233: Interview with Adam Cohn: Former Market Maker & VP – TradeStation

    Oct 11, 2024·50m
  114. 114

    232: Tips and Tricks for Navigating Options Expiration

    Aug 7, 2023·39m
  115. 115

    231: The 10 New Trading Psychology Challenges Emerging from Autotrading

    Jul 31, 2023·47m
  116. 116

    230: An Evolutionary Perspective on Why Autotrading Will Dominate

    Jul 19, 2023·1h 2m
  117. 117

    229: 15 Options Trading Questions from ChatGPT

    Jul 12, 2023·1h 52m
  118. 118

    228: Price Recovery Analysis - How Long Does It Take To Get Back To Even?

    Apr 26, 2023·34m
  119. 119

    227: What 20-Years of Moving Average Data Teaches Us About Stock Reversals & Momentum

    Apr 19, 2023·33m
  120. 120

    226: Does Adding a "Trend Filter" Improve Directional Option Selling Strategies?

    Apr 12, 2023·51m
  121. 121

    225: 1-Year Review of $3k Monthly Iron Condor Bot

    Apr 5, 2023·1h 3m
  122. 122

    224: Beginner's Guide to Trading Option Spreads

    Aug 8, 2022·59m
  123. 123

    223: Building a Bot for All Market Conditions: The "Hexabot" Story

    Aug 1, 2022·2h 40m
  124. 124

    222: A Holistic View of Option Strike Prices

    Jul 25, 2022·41m
  125. 125

    221: How to Setup & Trade A Synthetic Covered Call Strategy

    Jul 7, 2022·49m
  126. 126

    220: Four "Wicked-Smart" Ways to Use SmartPricing

    Jun 29, 2022·27m
  127. 127

    219: How to Calculate Break Even Prices for Option Strategies

    Jun 23, 2022·1h
  128. 128

    218: How to Survive Bear Markets Trading Options

    Jun 15, 2022·48m
  129. 129

    217: Shop Talk: Autotrading Expectations, Trading Routine and Consistency, and Market Update

    May 5, 2022·37m
  130. 130

    216: Shop Talk: Twitter Bid, Oil Volatility, and Strategy Selection

    Apr 25, 2022·55m
  131. 131

    215: The 15 Trading Psychology Questions to Ask Yourself If You Don't Have a Trading Coach

    Apr 12, 2022·35m
  132. 132

    214: Build A Fully Automated Options Portfolio with $3,000 in 1-Click

    Mar 16, 2022·1h 19m
  133. 133

    213: What I Learned From NOT Trading Last Year

    Mar 1, 2022·28m
  134. 134

    212: How Smart Traders Allocate Capital Efficiently Inside Their Bots

    Feb 22, 2022·55m
  135. 135

    211: Iron Butterfly Strategy - 8 Tips Before Your Next Trade

    Feb 7, 2022·1h 2m
  136. 136

    210: 12 Complex Things That Are Simple To Automate w/ Bots

    Jan 31, 2022·1h 4m
  137. 137

    209: The Doors Are Open to Autotrading & The Next Chapter of Option Alpha

    Jan 18, 2022·1h 21m
  138. 138

    208: The Importance of Deep Work for Traders

    Sep 13, 2021·34m
  139. 139

    207: The Option Alpha "Handbook"

    Aug 16, 2021·47m
  140. 140

    206: Trendy Short Put Spread [Bot Talk]

    Aug 11, 2021·1h 27m
  141. 141

    205: Hedging vs. Diversifying

    Aug 2, 2021·36m
  142. 142

    204: How to Intelligently Use SmartStops

    Jul 26, 2021·22m
  143. 143

    203: Interview w/ Pete Mulmat - Futures And The Small Exchange

    Jul 19, 2021·52m
  144. 144

    202: 8 Popular Decision Recipes for Automated Trading

    Jul 12, 2021·34m
  145. 145

    201: Interview w/ Jason Goepfert of SentimenTrader.com

    Jul 5, 2021·46m
  146. 146

    200: A Case Study on the Volatility of Bid-Ask Spreads

    Jul 1, 2021·34m
  147. 147

    199: Automated Does Not Mean Unattended

    Jun 14, 2021·46m
  148. 148

    198: State of the Union: Same Mission, Better Tools

    Jun 7, 2021·1h 8m
  149. 149

    197: Fully Automated Trend Trading w/ Stocks Or Options

    Oct 22, 2020·1h 5m
  150. 150

    196: Hedging Short Naked Puts

    Oct 19, 2020·44m