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Welcome to Options Playbook Radio. Please review the "Characteristics and Risks of Standardized Options" which can be accessed by clicking the "Podcast Website" link in the lower left corner of the page or by going directly to tradeking.com/ODD.

The Options Insider Radio Network


    • May 15, 2024 LATEST EPISODE
    • infrequent NEW EPISODES
    • 19m AVG DURATION
    • 470 EPISODES


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    Latest episodes from Options Playbook Radio

    OPR 453: Live From OIC 2024

    Play Episode Listen Later May 15, 2024 22:11


    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...

    Options Playbook Radio 453: The Return of Options Playbook Radio

    Play Episode Listen Later Jan 2, 2024 44:51


    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.

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

    Play Episode Listen Later Feb 28, 2023 15:50


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Feb 21, 2023 34:10


    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...

    Options Playbook Radio 450: Booking A Long Call Spread

    Play Episode Listen Later Feb 14, 2023 19:59


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 449: A Momentum Trade in SNAP Using Call Options

    Play Episode Listen Later Feb 7, 2023 17:08


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 448: Time for a Christmas Tree Butterfly in AAPL

    Play Episode Listen Later Feb 2, 2023 18:23


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 447: Huddling Up About 0 DTE Gamma Bombs

    Play Episode Listen Later Jan 25, 2023 26:11


    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...

    OPR 446: Fighting The FOMO in the Airlines

    Play Episode Listen Later Jan 19, 2023 14:55


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 445: Flying Away with an Iron Condor

    Play Episode Listen Later Jan 12, 2023 28:34


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 444: Trading An SPX Put Butterfly

    Play Episode Listen Later Jan 4, 2023 19:13


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR Top 10 2022 Holiday Special

    Play Episode Listen Later Dec 29, 2022 11:33


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Dec 21, 2022 38:29


    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...

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

    Play Episode Listen Later Dec 15, 2022 14:15


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 441: Year-End Portfolio Adjustments

    Play Episode Listen Later Dec 8, 2022 23:28


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 440: Looking For The Magic In Disney

    Play Episode Listen Later Nov 30, 2022 19:00


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 439: Huddling Up and Swimming Naked

    Play Episode Listen Later Nov 25, 2022 34:14


    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...

    OPR 438: Iron Condor Season In SPY

    Play Episode Listen Later Nov 17, 2022 16:22


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Nov 10, 2022 18:00


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 436: Time for a Protective Put in IWM

    Play Episode Listen Later Nov 2, 2022 18:48


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 435: Time For a Ratio Butterfly In Amazon

    Play Episode Listen Later Oct 26, 2022 17:20


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 434: Bottomfishing in AT&T

    Play Episode Listen Later Oct 20, 2022 26:06


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Oct 13, 2022 13:51


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Oct 6, 2022 30:07


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Sep 29, 2022 18:14


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 430: Reviewing META Drama & Collecting Decay in NFLX

    Play Episode Listen Later Sep 22, 2022 23:13


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Sep 14, 2022 17:48


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Sep 7, 2022 16:56


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    Options Playbook Radio 427: Time for Covered Calls in Amazon

    Play Episode Listen Later Aug 31, 2022 21:39


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    Options Playbook Radio 426: Time for a Butterfly in SPX

    Play Episode Listen Later Aug 24, 2022 17:50


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    Options Playbook Radio 425: Bottom Fishing in FCX

    Play Episode Listen Later Aug 18, 2022 15:36


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Aug 10, 2022 15:16


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Aug 4, 2022 17:02


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    Options Playbook Radio 422: Time for a Butterfly in Amazon

    Play Episode Listen Later Jul 28, 2022 16:54


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Jul 20, 2022 19:02


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Jul 13, 2022 18:52


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 419: Holiday Huddle Palooza

    Play Episode Listen Later Jul 6, 2022 36:18


    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..

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

    Play Episode Listen Later Jun 29, 2022 18:24


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Jun 22, 2022 14:06


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    Options Playbook Radio 416: A Bearish Butterfly in SPX

    Play Episode Listen Later Jun 16, 2022 20:31


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

    OPR 415: FOMO in OLLI

    Play Episode Listen Later Jun 9, 2022 21:45


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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

    Play Episode Listen Later Jun 1, 2022 32:07


    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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Brian on Twitter at @BrianOverby.

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