Options Playbook Radio

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Options Playbook Radio

Welcome to Options Playbook Radio - the program where we break down cutting edge options strategies and explain how you can incorporate them into your own portfolio. Whether you're looking to grow your capital with some offensive maneuvers or protect your investments with defensive plays, you can find them all in the Options Playbook. Options involve risk.

  1. 478

    Options Playbook Radio 461: Escape the UNH Trap

    Tired of trying to find UNH cheese and just want out of the trap? In this episode, we break down a front spread, also known as a call ratio spread, built for traders who already own 100 shares of UNH and want options to, literally, get unstuck. By buying one 300 call and selling two 315 calls expiring Friday, March 6, 2026, the trade was placed for about a $1.00 net credit with UNH near 281.70. We explain the front spread logic, why it is considered covered, the payoff, and the fine print that matters. Listen in to hear how this escape plan unfolds. Link to the Strategy in OptionsPlaybook.com: https://www.optionsplaybook.com/option-strategies/call-ratio-vertical-spread

  2. 477

    Options Playbook Radio 460: Slinging 0DTE Butterflies in SPX

    HOST: Brian Overby, Options Playbook Here is a Monday trade and a Friday expiration trade.   Open-Wing Butterfly in SPX with either 0DTE (Nov 10) or Friday Nov 14th Buy 1 SPXW Nov 10th 6785 Strike Call Sell 2 SPXW Nov 10th 6800 Strike Call Buy 1 SPXW Nov 10th 6805 Strike Call

  3. 476

    Options Playbook Radio 459: Amazon Earnings: The Open Wing Butterfly

    HOST: Brian Overby, Options Playbook Radio The OPR strategy today is an Open-Wing Butterfly Spread on AMZN ahead of the company's earnings announcement after the close today, Thursday, October 30th. BUY +1 AMZN 31 OCT 235 STRIKE CALL SELL -2 AMZN 31 OCT 245 STRIKE CALL BUY +1 AMZN 31 OCT 250 STRIKE CALL NET DEBIT $2.18

  4. 475

    Options Playbook Radio 458: Slinging VIX Butterflies

    Brian's latest actionable trade idea...a VIX butterfly! Trade Breakdown Butterfly spread entry with 1 buy and 2 sell orders VIX 22 OCT 25 AM options at strikes 15, 20, and 22 Call type with a debit order at 1.65 price Quantities: +1, -2, +1 respectively

  5. 474

    Options Playbook Radio 457: How to Play the All-Time Highs in Gold Using GLD Options

    On this episode Brian breaks down a GLD Butterfly: GLD SPDR Gold Trust: $338.75 (up 3.09%), GLD Long Open-Wing Butterfly: Debit Mid $3.00 Leg 1: Buy to Open, 1, 2025-09-19, Strike 345.00, PUT Leg 2: Sell to Open, 2, 2025-09-19, Strike 339.00, PUT Leg 3: Buy to Open, 1, 2025-09-19, Strike 337.00, PUT Max Risk: $300 per 1x2x1 Spread Executed Max Reward: $300 per 1x2x1 O-W Butterfly Established

  6. 473

    Options Playbook Radio 456: A Great NVDA Options Play

    Brian Overby is back with a great NVDA options play.

  7. 472

    Options Playbook Radio 455: Is it Time for an SPX Butterfly?

    On this episode, Brian talks about an SPX butterfly trade. 

  8. 471

    Options Playbook Radio 454: It's Time for a VIX Butterfly

    We are pleased to welcome back Brian Overby and his popular Options Playbook Radio program.  On this episode, Brian talks about his VIX modified butterfly trade. 

  9. 470

    OPR 453: Live From OIC 2024

    The Options Guy - aka Brian Overby - joins Mark in the Southern Studio at OIC 2024 to discuss: Skip strike butterfly adjustments Skip strikes vs. Fig Leaves 0 DTE options 24hr trading in stocks and options and much more...

  10. 469

    Options Playbook Radio 453: The Return of Options Playbook Radio

    We are pleased to welcome back Brian Overby and his popular Options Playbook Radio program.  On this episode, Mark and Brian answer your listener questions including: their thoughts on options trading holding up in 2023 their feelings on the pattern day trading policy trading VIX calls/spreads vs. VIX puts/spreads whether Chicago is still the mecca for trading options and much more.

  11. 468

    Options Playbook Radio 452: Let's Get Speculative on Oil

    For this week's trade, Brian gets speculative with the United States Oil ETF (Ticker: USO).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  12. 467

    Options Playbook Radio 451: Huddling Up About 0 DTE Trading in AAPL and META

    On this rare live Huddle episode, Mark and Brian answer your pressing questions about:  0 DTE trading in Apple and Meta The mysterious Super Bowl indicator Ratio put spreads "Covered" straddles Stock repair trades and much more...

  13. 466

    Options Playbook Radio 450: Booking A Long Call Spread

    Brian begins this episode by looking at last's weeks trade which was a long call in SNAP. For this week's trade, he looks at a long call spread in Booking Holdings (Ticker: BKNG). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  14. 465

    OPR 449: A Momentum Trade in SNAP Using Call Options

    Brian begins this episode by looking at last's weeks trade which was a Christmas tree butterfly in Apple (Ticker: AAPL). For this week's trade, he looks at a long call in SNAP. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  15. 464

    OPR 448: Time for a Christmas Tree Butterfly in AAPL

    For this week's trade, Brian looks at a Christmas tree butterfly in Apple (Ticker: AAPL). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  16. 463

    OPR 447: Huddling Up About 0 DTE Gamma Bombs

    Brian and Mark huddle up to answer your options questions, including: Is it worth it to sell puts in 0 DTE options Why aren't there same day options for single stocks What are we looking forward to in the market this year What will be the hot options strategy for 2023 How far out do we go when selling a put in a single name stock as a way to buy the stock at a lower level And much more...

  17. 462

    OPR 446: Fighting The FOMO in the Airlines

    Brian begins this episode by looking at last's weeks trade which was an iron condor in Delta Airlines (Ticker: DAL). For this week's trade, he does a FOMO (Fear Of Missing Out) trade in Delta Airlines (Ticker: DAL). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  18. 461

    OPR 445: Flying Away with an Iron Condor

    Brian begins this episode by looking at last's weeks trade which was a SPX put butterfly trade. For this week's trade, he looks at an iron condor in Delta Airlines (Ticker: DAL). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  19. 460

    OPR 444: Trading An SPX Put Butterfly

    Brian begins this first episode of the new year by discussing the markets. Then he looks at a SPX put butterfly trade. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  20. 459

    OPR Top 10 2022 Holiday Special

    On this year-end show, Mark looks at the top Options Playbook Radio episodes of 2022. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  21. 458

    OPR 443: Huddling Up About 0 DTE, Difficult Puts, Strategies Of The Year And More

    Brian and Mark huddle up to answer your options questions, including: Your most used options strategy in 2022 Favorite strategy to use with 0 DTE SPX options Will daily options expand to products like Apple or Meta Why does Brian like the Fig Leaf strategy Was it a good year for SPY put traders Trading resolutions for the new year With options should you trade what you know and speculate on what you don't And much more...

  22. 457

    OPR 442: The Fed is Over So Let's Get Bullish in SPX

    On today's show, Brian reviews last week's trade of using options for year-end maintenance on your portfolio with a covered call in Amazon (Ticker: AMZN). Then he discusses getting bullish in SPX. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  23. 456

    OPR 441: Year-End Portfolio Adjustments

    On today's show, Brian reviews last week's FOMO fig leaf trade in Walt Disney Company (Ticker: DIS). Then he discusses using options for year-end maintenance on your portfolio with a covered call in Amazon (Ticker: AMZN). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  24. 455

    OPR 440: Looking For The Magic In Disney

    On today's show, Brian does a FOMO fig leaf trade in Walt Disney Company (Ticker: DIS). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  25. 454

    OPR 439: Huddling Up and Swimming Naked

    On this episode, Brian and Mark Huddle Up to answer your questions about: "Daily" options trading What does Brian see on the horizon for the market? Impact of the FTX fiasco on the options market' Trading theta around holidays and earnings events Expiration Day Trading PFOF and much more...

  26. 453

    OPR 438: Iron Condor Season In SPY

    Brian begins the show by discussing last week's trade in which he sold a little vol premium in the VIX index (Ticker: VIX). For this week's trade, he is does an iron condor in SPY. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  27. 452

    OPR 437: Let's Do A Short Term Trade on the VIX

    Brian begins the show by discussing last week's trade which was a long put spread in IWM (iShares Russell 2000 ETF). For this week's trade, he is selling a little vol premium in the VIX index (Ticker: VIX). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  28. 451

    OPR 436: Time for a Protective Put in IWM

    Brian begins the show discussing his bearish ratio butterfly trade last week in Amazon (Ticker: AMZN). Afterwards, he talks about doing a long put spread in IWM (iShares Russell 2000 ETF) for this week's trade. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  29. 450

    OPR 435: Time For a Ratio Butterfly In Amazon

    Brian begins the show discussing his bottom fishing trade last week in A&T (Ticker: T). Afterwards, he does a bearish ratio butterfly in Amazon (Ticker: AMZN). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  30. 449

    OPR 434: Bottomfishing in AT&T

    With the markets rocking and rolling, Brian begins the show making a neat adjustment the trade from last week which was a bullish call spread in the USO (United States Oil Fund). He adjusts the trade to a long call butterfly spread. Next, Brian goes bottomfishing in AT&T (Ticker: T) with a longer term options trade. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  31. 448

    OPR 433: Looking For A Dead Cat Bounce With A Bullish Call Spread In The USO

    On this episode, Brian is looking for a dead cat bounce with a bullish call spread in the USO (United States Oil Fund). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  32. 447

    OPR 432: Huddling Up on Credit Spreads, Butterflies, Hurricanes and Much More

    On this episode, Mark and Brian "huddle up" to answer your questions about: Credit Spreads Butterflies Trading as a Side Hustle Playing Hurricanes Using Options And much more... The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  33. 446

    OPR 431: Let's Get Long an SPX Call Spread

    On this episode, Brian first looks at a short call spread in Netflix (Ticker: NFLX) that he discussed on last week's episode.  For this week's options trade, Brian decides to buck the selloff trend with an SPX long call spread. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  34. 445

    OPR 430: Reviewing META Drama & Collecting Decay in NFLX

    On this episode, Brian first looks at last week's options strategy as he did a long put spread in META (aka Facebook). For this week's options trade, Brian looks at a short call spread in Netflix (Ticker: NFLX).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  35. 444

    OPR 429: Rinse & Repeat with a Long Put Spread in META

    On this episode, Brian first looks at last week's options strategy as he got a little bearish in the marketplace with a put butterfly in SPX. For this week's options trade, Brian looks at a long put spread in META (aka Facebook).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  36. 443

    Options Playbook Radio 428: Let's Get Bearish On SPX

    On this episode, Brian first looks at last week's options strategy in which he did a covered call trade in Amazon (Ticker: AMZN). For this week's options trade, Brian gets a little bearish in the marketplace with a put butterfly in SPX. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  37. 442

    Options Playbook Radio 427: Time for Covered Calls in Amazon

    On this episode, Brian first looks at last week's options trade in which he did an adjustment to a butterfly spread in the SPX. For this week's options trade, Brian does covered call trades in Amazon (Ticker: AMZN). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  38. 441

    Options Playbook Radio 426: Time for a Butterfly in SPX

    On this episode, Brian first looks at last week's options trade in which he sold a put option in Freeport McMoRan (Ticker: FCX). For this week's options trade, Brian does an adjustment in a butterfly spread in SPX. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  39. 440

    Options Playbook Radio 425: Bottom Fishing in FCX

    On this episode, Brian first looks at last week's speculative short put spread in Occidental Petroleum Corporation (Ticker: OXY). For this week, Brian sells a put option in Freeport McMoRan (Ticker: FCX). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  40. 439

    Options Playbook Radio 424: Let's Do A Short Put Spread in OXY

    On this episode, Brian first looks at last week's speculative short put spread in Coninbase (Ticker: COIN). For this week, Brian does a speculative short put spread in Occidental Petroleum Corporation (Ticker: OXY).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  41. 438

    Options Playbook Radio 423: Time For A Short Put Spread In COIN

    On this episode, Brian first looks at last week's butterfly trade in Amazon (Ticker: AMZN).  For this week, Brian does a speculative short put spread in Coinbase (Ticker: COIN).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  42. 437

    Options Playbook Radio 422: Time for a Butterfly in Amazon

    On this episode, Brian first reviews last week's trade where he did a FOMO (Fear Of Missing Out) trade in Google. For this week's trade, Brian does a speculative bearish butterfly trade in Amazon (Ticker: AMZN).  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  43. 436

    Options Playbook Radio 421: It's Time For A FOMO Trade in Google

    On this episode, Brian first reviews last week's trade which was a long call spread in Google (aka Alphabet - Ticker: GOOGL). For this week's trade, Brian does a FOMO (Fear Of Missing Out) trade in Google. He looks at how to participate in Google and have limited risk now that the stock has split. The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  44. 435

    Options Playbook Radio 420: Planning Options Around the Google Stock Split

    On this episode, Brian explains what will happen to options after the Google (aka Alphabet - Ticker: GOOGL) stock split.  The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  45. 434

    OPR 419: Holiday Huddle Palooza

    On this July 4th holiday episode Brian and Mark Huddle Up to answer your questions about: Where to sell puts in SPX right now? stock substitution vs. futures substitution calendars vs. diagonals when to close an Iron Condor for a profit and much more..

  46. 433

    Options Playbook Radio 418: Bottom Fishing in AMZN with a Cash-Secured Put

    On this episode, Brian first talks about last week's trade which was a long put spread in American Entertainment Holdings (Ticker: AMC).  For this week's trade, Brian looks at a cash secured put in Amazon (Ticker: AMZN). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  47. 432

    Options Playbook Radio 417: Fading the Memes with an AMC Put Spread

    On this episode, Brian first talks about last week's trade which was a bearish butterfly in SPX.  For this week's trade, Brian looks at a long put spread in American Entertainment Holdings (Ticker: AMC). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  48. 431

    Options Playbook Radio 416: A Bearish Butterfly in SPX

    On this episode, Brian first talks about last week's trade which was selling a cash secured put spread in Ollie's Bargain Outlet Holdings Inc. (OLLI). For this week's trade, Brian looks at a bearish butterfly in SPX.   The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  49. 430

    OPR 415: FOMO in OLLI

    On this episode, Brian does a FOMO (fear of missing out) trade in Ollie's Bargain Outlet Holdings Inc. (OLLI). The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

  50. 429

    OPR 414: Huddling Up On VIX, SPY Straddles, Put Frenzies and More...

    On this episode, Mark and Brian "huddle up" to answer your questions about: SPY straddles Selling a put Is it all about a put frenzy or are people still buying OTM calls? How far out do you make your options trades? and much more... The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that you want to be answered on a future episode? Send it to Brian at [email protected] or to the Options Insider at [email protected]. You can also find Brian on Twitter at @BrianOverby.

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ABOUT THIS SHOW

Welcome to Options Playbook Radio - the program where we break down cutting edge options strategies and explain how you can incorporate them into your own portfolio. Whether you're looking to grow your capital with some offensive maneuvers or protect your investments with defensive plays, you can find them all in the Options Playbook. Options involve risk.

HOSTED BY

The Options Insider Radio Network

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