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Options Playbook Radio

The Options Insider Radio Network

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.

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All Episodes

10:08

Options Playbook Radio 458: Slinging VIX Butterflies

Options Playbook Radio ·

2025/10/02

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

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07:55

Options Playbook Radio 457: How to Play the All-Time...

Options Playbook Radio ·

2025/09/16

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

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08:09

Options Playbook Radio 456: A Great NVDA Options Play

Options Playbook Radio ·

2025/08/27

Brian Overby is back with a great NVDA options play.

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12:41

Options Playbook Radio 455: Is it Time for an SPX...

Options Playbook Radio ·

2024/09/09

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

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14:58

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

Options Playbook Radio ·

2024/08/30

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.

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22:11

OPR 453: Live From OIC 2024

Options Playbook Radio ·

2024/05/15

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...

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44:51

Options Playbook Radio 453: The Return of Options...

Options Playbook Radio ·

2024/01/02

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.

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15:50

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

Options Playbook Radio ·

2023/02/28

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.

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34:10

Options Playbook Radio 451: Huddling Up About 0 DTE...

Options Playbook Radio ·

2023/02/21

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...

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19:59

Options Playbook Radio 450: Booking A Long Call Spread

Options Playbook Radio ·

2023/02/14

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.

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17:08

OPR 449: A Momentum Trade in SNAP Using Call Options

Options Playbook Radio ·

2023/02/07

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.

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18:23

OPR 448: Time for a Christmas Tree Butterfly in AAPL

Options Playbook Radio ·

2023/02/02

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.

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26:11

OPR 447: Huddling Up About 0 DTE Gamma Bombs

Options Playbook Radio ·

2023/01/25

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...

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14:55

OPR 446: Fighting The FOMO in the Airlines

Options Playbook Radio ·

2023/01/19

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

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28:34

OPR 445: Flying Away with an Iron Condor

Options Playbook Radio ·

2023/01/12

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.

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19:13

OPR 444: Trading An SPX Put Butterfly

Options Playbook Radio ·

2023/01/04

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.

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11:33

OPR Top 10 2022 Holiday Special

Options Playbook Radio ·

2022/12/29

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.

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38:29

OPR 443: Huddling Up About 0 DTE, Difficult Puts,...

Options Playbook Radio ·

2022/12/21

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...

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14:15

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

Options Playbook Radio ·

2022/12/15

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

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23:28

OPR 441: Year-End Portfolio Adjustments

Options Playbook Radio ·

2022/12/08

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

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