
Options Playbook Radio
Options Playbook Radio is a show dedicated to breaking down options trading strategies and explaining how listeners can apply them in their own portfolios. Each episode covers approaches for both offensive, growth-oriented plays and defensive moves aimed at protecting investments. The program is produced by The Options Insider Radio Network and draws its material from the Options Playbook. Listeners are reminded that options involve risk.
Episodes

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

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

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

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

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

Options Playbook Radio 456: A Great NVDA Options Play
Brian Overby is back with a great NVDA options play.

Options Playbook Radio 455: Is it Time for an SPX Butterfly?
On this episode, Brian talks about an SPX butterfly trade.

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.

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...

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.

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 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
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
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

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at

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 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
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
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@Inves

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider

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

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 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
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

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 TheOptionsGuy@Invest.Ally.Com or to th

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 TheOptionsGuy

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 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
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
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 Inside

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 TheOptionsGuy@Invest.Ally.Co

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 TheOptionsGuy@Invest.All

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOpt

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 hav

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

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider

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 TheOpti

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 TheOptionsGuy@Invest.A

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 TheO

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 a

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 TheOptionsGuy@Inves

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 TheOptionsGuy@Invest

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 TheOptionsGuy@Invest.Ally.Com

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 TheOptionsGuy@Inve

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider

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 TheOptionsGuy@Invest.A

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 y

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 TheOptionsGuy@Invest.Ally.Com or to the Options Insider at Questions@TheOptionsInsider.com. You can also find Bri

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..

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 TheOptionsGuy@

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 TheOptionsGuy@Invest.Ally.Com o

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 TheOptionsGuy@In

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

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

OPR 413: Is It Time To Buy A VIX Call?
On this episode, Brian first talks about last week's trade which was selling a short bullish put spread in the VIX. For this week's trade, Brian first looked at a strangle in the VIX before deciding to keep things simple with an OTM VIX call. 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 B

OPR 412: Selling a Put Spread in the VIX
On this episode, Brian talks about selling a short bullish put spread in the 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 411: Huddling Up About Butterflies, Nanos, TWTR and More...
On this episode, Mark and Brian "huddle up" to answer your questions about: The proper way to trade butterflies What to do with TWTR call spreads after the deal Does Meme stock call skew still exist? Our thoughts on the Nanos and much more...

OPR 410: Catch the Fed Wave with a QQQ Call
On this episode, Brian reviews last week's Amazon (Ticker: AMZN) butterfly trade. Then he decides to try to catch the massive Fed rally with an out-of-the-money call option in QQQ. 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 Insi

OPR 409: Let's Have Some Fun with an AMZN Earnings Butterfly
On this episode, Brian reviews his calendar spread (aka time spread or horizontal spread) in Walt Disney Company (Ticker: DIS). Then he decides to have a little earnings fun with an Amazon (Ticker: AMZN) 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 TheOptionsGu

OPR 408: Time for a Disney Calendar Spread
On this episode, Brian explains how to do a calendar spread (aka time spread or horizontal spread) 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 ca

OPR 407: Huddle Up On Skip Strike Butterflies, Exercising Options, BITO, Most Profitable Plays, And Much More
On this episode, Brian and Mark huddle up to answer your questions about: When to roll on a skip strike butterfly How long you have to exercise options after the expiration date Why would a brokerage shy away from offering crypto Where to place your stop loss when doing a credit spread Our favorite starter options trade Thoughts on BITO as a trading vehicle for crypto Most profitable plays from t

OPR 406: Let's Buck The Fed with A SPY Call Spread
On this episode, Brian first discusses last week's figleaf trade in SPDR Gold Shares (Ticker: GLD). Then he decides to buck the current Fed-driven selloff with a long SPY 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 Ins

OPR 405: Time for a Figleaf in GLD
On this episode, Brian first discusses last week's long call spread trade in Amazon (Ticker: AMZN). Then he explains how to do a figleaf in SPDR Gold Shares (Ticker: GLD). 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 Ques

OPR 404: Playing Stock Splits with an AMZN Call Spread
On this episode, Brian discusses the upcoming stock splits in Google and Amazon. He also explains how you can do a long call spread 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@TheOptio

OPR 403: Playing Volatility With A VIX Call Spread
On this episode, Brian discusses how you could trade the VIX with a 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 100, Part 2: TWTR Iron Condor- REMASTERED
Enjoy this special "remastered" episode of OPR 100 Part 2. On this episode, Brian is joined by Dan Sheridan from Sheridan Options Mentoring. They discuss: A review of a TWTR iron condor paper trade What was the situation when the trade was put on? What does Dan think? Doing a spec trade What would Dan do? Should we have considered weekly options? What about gamma? Did we use the baseball bat for

OPR 402: Let's Fight The FOMO in SPY
On this episode, Brian first looks at last week's SPY straddle trade. Then he explained a Fear Of Missing Out (FOMO) trade 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

OPR 401: Maybe It's Time for a SPY Straddle?
Due to the current market volatility, is it time to do a long straddle? On this episode, Brian explains how to do a SPY straddle 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

OPR 400th Episode Spectacular
On this 400th episode spectacular, Brian and Mark huddle up to answer your questions about: Covered calls on long equity / ETF positions The upcoming Nanos by Cboe Buying straddles What Delta is Premium and risk the Black Scholes model Options for day traders Options strategies And much more... The Options Playbook is available at OptionsPlaybook.com, or on Amazon. Do you have a question that yo

OPR 399: Time for a Short Put Spread in SPX
On this episode, Brian first looks at last week's butterfly trade in Amazon (Ticker: AMZN). For this week's trade, Brian does a short put spread in the 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@TheOption

OPR 398: Time for a Butterfly in Amazon
On this episode, Brian first looks at last week's bear put spread trade in Apple (Ticker: AAPL). For this week's trade, Brian does a standard 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 a

OPR 397: We're A Little Bearish on Apple
On this episode, Brian first looks at last week's long put spread in the S&P. For this week's trade, Brian does a bear put spread 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@TheOptionsI

OPR 396: Time for a Bearish Trade in the S&P
On this episode, Brian first reviews last week's long straddle trade in Micron Technology (Ticker Symbol: MU). Then he looks at a long put spread in the S&P. 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@TheOptio

OPR 395: Starting New Year with a Long Straddle in MU
On this episode, Brian does a long straddle in Micron Technology (Ticker Symbol: MU). 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 Holiday Special: Top 5 Episodes of 2021
Brian rings in the new year by breaking down your favorite episodes from 2021. 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 100th Episode Extravaganza, Part 1 - REMASTERED
What better way to celebrate the holiday season than by remastering one of the classic episodes of OPR? For this special episode, Brian is joined by: Mark "the Voice of Options" Longo Andrew "the Rock Lobster" Giovinazzi They discuss: Iron condor on AMZN Setting up the trade What did they decide? What happened after the paper trade?' Premium selling relative to earnings The zones, and when to a

OPR 394: Huddling Up on Fig Leaves, Rho, Spreads vs. Outrights and More
On this episode, Brian and Mark huddle up to answer your questions about: A Fig Leaf in SPY The Impact of Rates on the Price of Calls and Puts A Spread vs. An Outright Option Paper Trading a Split Wing Butterfly 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 TheO

OPR 393: Reducing Your Pandemic Risk In PFE
On this episode, Brian first looks at last week's FOMO long-term in-the-money call in Apple (Ticker Symbol: AAPL). Then he follows that up by exploring how a similar trade in Pfizer (Ticker: PFE) can help you reduce some of your pandemic risk. 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

OPR 392: FOMO in AAPL Going Into the New Year
On this episode, Brian first looks at last week's double butterfly trade in SPX. For this week's trade, Brian does a FOMO long term Apple in the money call option. (Ticker Symbol: 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

OPR 391: A Historic Double Butterfly in SPX
For the first time in the history of the show, Brian explains how to do a double 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 @Brian

OPR 390: Huddling Up on VIX, Ford, Crypto, BITO and More
On this episode, Brian and Mark huddle up to answer your questions about: A renewed look at VIX - hedge or speculative tool? Is Ford still the floor for cheap options trading? Thoughts on crypto and BITO options. The 2021 Options Explosion. 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 epis

UPDATED: OPR 389: Get A Jump On Black Friday With a BBY Butterfly
On this episode, Brian first looks at last week's trade which he did a skip strike butterfly in Coinbase (Ticker Symbol: COIN). For this week's trade, he gets a jump on Black Friday with a butterfly in Best Buy (Ticker: BBY). 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 TheOption

OPR 388: Time for A Crypto Butterfly In COIN
On this episode, Brian first looks at last week's long call trade in IWM, which is the ETF that tracks the Russell 2000. For this week's trade, he does a skip strike butterfly in Coinbase (Ticker Symbol: 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.All

OPR 387: Time for a Long Call in Small Caps
On this episode, Brian first looks at last week's ratio butterfly trade in Amazon (Ticker: AMZN) after earnings. Then he suggests a long call trade in IWM, which is the ETF that tracks the Russell 2000. 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











