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Options Playbook Radio

Options Playbook Radio

478 episodes — Page 1 of 10

Ep 461Options 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

Jan 28, 20269 min

Ep 460Options 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

Nov 11, 202512 min

Ep 459Options 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

Oct 31, 202510 min

Ep 458Options 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

Oct 2, 202510 min

Ep 457Options 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

Sep 16, 20257 min

Ep 456Options Playbook Radio 456: A Great NVDA Options Play

Brian Overby is back with a great NVDA options play.

Aug 27, 20258 min

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

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

Sep 9, 202412 min

Ep 454Options 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.

Aug 30, 202414 min

Ep 453OPR 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...

May 15, 202422 min

Ep 453Options 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.

Jan 2, 202444 min

Ep 452Options 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.

Feb 28, 202315 min

Ep 451Options 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...

Feb 21, 202334 min

Ep 450Options 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.

Feb 14, 202319 min

Ep 449OPR 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.

Feb 7, 202317 min

Ep 448OPR 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.

Feb 2, 202318 min

Ep 447OPR 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...

Jan 25, 202326 min

Ep 446OPR 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.

Jan 19, 202314 min

Ep 445OPR 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.

Jan 12, 202328 min

Ep 444OPR 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.

Jan 4, 202319 min

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.

Dec 29, 202211 min

Ep 443OPR 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...

Dec 21, 202238 min

Ep 442OPR 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.

Dec 15, 202214 min

Ep 441OPR 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.

Dec 8, 202223 min

Ep 440OPR 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.

Nov 30, 202219 min

Ep 439OPR 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...

Nov 25, 202234 min

Ep 438OPR 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.

Nov 17, 202216 min

Ep 437OPR 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.

Nov 10, 202218 min

Ep 436OPR 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.

Nov 2, 202218 min

Ep 435OPR 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.

Oct 26, 202217 min

Ep 434OPR 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.

Oct 20, 202226 min

Ep 433OPR 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.

Oct 13, 202213 min

Ep 432OPR 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.

Oct 6, 202230 min

Ep 431OPR 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.

Sep 29, 202218 min

Ep 430OPR 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.

Sep 22, 202223 min

Ep 429OPR 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.

Sep 14, 202217 min

Ep 428Options 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.

Sep 7, 202216 min

Ep 427Options 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.

Aug 31, 202221 min

Ep 426Options 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.

Aug 24, 202217 min

Ep 425Options 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.

Aug 18, 202215 min

Ep 424Options 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.

Aug 10, 202215 min

Ep 423Options 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.

Aug 4, 202217 min

Ep 422Options 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.

Jul 28, 202216 min

Ep 421Options 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.

Jul 20, 202219 min

Ep 420Options 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.

Jul 13, 202218 min

Ep 419OPR 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..

Jul 6, 202236 min

Ep 418Options 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.

Jun 29, 202218 min

Ep 417Options 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.

Jun 22, 202214 min

Ep 416Options 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.

Jun 16, 202220 min

Ep 415OPR 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.

Jun 9, 202221 min

Ep 414OPR 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.

Jun 1, 202232 min