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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

16:29

OPR 347: A Crazy Condor in DKNG

Options Playbook Radio ·

2021/01/13

On the first new episode of the new year, Brian talks about a crazy condor trade in DraftKings (DKNG). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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10:15

Option Playbook Radio Top 5 Episode Countdown

Options Playbook Radio ·

2021/01/07

On this episode we break down the most popular episodes of Options Playbook Radio for the insane year that was 2020. Did your favorite episode make the list? You'll have to tune in to find out...

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33:16

OPR 346: Live Holiday Special - TSLA, Bitcoin, VIX...

Options Playbook Radio ·

2020/12/31

On this episode, Brian and Mark huddle up to answer your questions about: The largest call positions in TSLA Bitcoin Options VIX and SPX Volume expectations for 2021 Biggest options surprise of 2020 and much more... The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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

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14:35

OPR 345: How To Pay Later for Tesla Puts

Options Playbook Radio ·

2020/12/23

It's time to dive into the hottest options name of 2020. It's time to talk about Tesla ($TSLA)! On this episode of OPR Brian explores how to "pay later" for your Tesla puts. It's an interesting concept to explore for all options traders - even if you aren't slinging Tesla in your portfolio right now. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send it to Brian at

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15:35

OPR 344: Hunting For Upside in AAPL

Options Playbook Radio ·

2020/12/16

Brian kicks things off by discussing last week's FOMO Fig Leaf trade in Boeing. Then he looks at a long call spread in Apple going into the New Year. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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25:08

OPR 343: Fight FOMO With A Fig Leaf

Options Playbook Radio ·

2020/12/10

Brian kicks things off by discussing last week's VIX trade. Then he helps you fight back against the FOMO with a Fig Leaf in Boeing. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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21:57

OPR 342: Betting on a Volatility Retreat With A VIX...

Options Playbook Radio ·

2020/12/03

Brian kicks things off by discussing last week's fig leaf trade in the airlines (JETS – JETS Airline ETF). Then he talks about a VIX backspread. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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20:48

OPR 341: Fly Away with a JETS Figleaf

Options Playbook Radio ·

2020/11/25

Brian kicks things off by discussing last week's pharmaceutical doppelganger strangle in Pfizer (PFE) and Johnson & Johnson (JNJ). Then he talks about a figleaf trade in the airlines ((JETS – JETS Airline ETF). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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

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18:36

OPR 340: Big Pharma Ratio Doppelganger Strangle

Options Playbook Radio ·

2020/11/19

Brian kicks things off by discussing last week's long straddle trade in IWM (Russell 2000 ETF). Then Brian tries out a pharmaceutical doppelganger strangle in Pfizer (PFE) and Johnson & Johnson (JNJ). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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22:20

OPR 339: Playing Small Cap Volatility With IWM Back...

Options Playbook Radio ·

2020/11/12

Brian kicks things off by discussing airline stocks after the covid-19 vaccine announcement. Then he follows it up with a long straddle trade in IWM (Russell 2000 ETF). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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29:26

OPR 338: Huddling Up About HTB Stocks, Risk Reversals...

Options Playbook Radio ·

2020/11/05

On this episode, Brian and Mark huddle up to answer your questions about: The best day to trade risk reversals Your Favorite Greek Puts on HTB stocks Ideal hedging strategies and much more... The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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20:06

OPR 337: Straight from Transylvania...It's Fun with...

Options Playbook Radio ·

2020/10/28

Brian kicks things off by reviewing his Microsoft (MSFT) backspread from last episode. Spoiler alert! It worked out pretty well! Then he follows it up with some rinse-and-repeat backspreads in Facebook (FB) and Apple (AAPL) The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send it to Brian at TheOptionsGuy@Invest.Ally.Com, or to the Options Insider at Questions@TheOptionsInsider.com. You

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25:59

OPR 336: Hunting for Volatility with MSFT Ratio Spreads

Options Playbook Radio ·

2020/10/21

On this episode, Brian first looks at last week's trade, which was a long call in Apple (AAPL). For this week's trade, Brian discusses a 1x2 ratio spread in Microsoft (MSFT). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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24:15

OPR 335: Keeping the Party Going in Apple

Options Playbook Radio ·

2020/10/14

On this episode, Brian first looks at last week's trade, which was a long short term straddle in the airlines (JETS - JETS Airline ETF). For this week's trade, Brian discusses a long call in Apple (AAPL). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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16:48

OPR 334: Playing an Airline Bailout With a JETS Straddle

Options Playbook Radio ·

2020/10/07

On this episode, Brian first looks at last week's trade, which was a calendar spread in LUV. Then he discusses this week's trade which is a long short term straddle in the airlines (JETS - JETS Airline ETF). The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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

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18:37

OPR 333: Notorious RBG Butterfly Review Plus LUV...

Options Playbook Radio ·

2020/09/30

OPR 333: Notorious RBG Butterfly Review Plus LUV Calendar On this episode, Brian first looks at last week's trade, which was a UNH butterfly. Then he discusses this week's trade which is a calendar spread in LUV. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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

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15:28

OPR 332: The Notorious RBG Butterfly

Options Playbook Radio ·

2020/09/24

OPR 332: The Notorious RBG Butterfly This episode, Brian breaks down a Notorious RBG butterfly to speculate on a rally in United Healthcare (ticker: $UNH) The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want 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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23:49

OPR 331: AAPL, TSLA Collar Analysis Plus COST Iron...

Options Playbook Radio ·

2020/09/16

OPR 331: AAPL, TSLA Collar Analysis Plus COST Iron Condor On this episode, Brian analyzes the performance of the recent Tesla (TSLA) and Apple (AAPL) collars. In addition, Brian captures the volatility of COSTO (COST) using an Iron Condor. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send it to Brian at TheOptionsGuy@Invest.Ally.Com, or to the Options Insider at

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26:49

OPR 330: Backward Apple Rolls, Trading Overload and More

Options Playbook Radio ·

2020/09/10

OPR 330: Backward Apple Rolls, Trading Overload and More On this episode, Brian and Mark bring you a bonus Huddle episode filled to the brim with your questions about: Weird backward rolls in $AAPL Retail trading overload Exercising $KODK puts on expiration Friday Adding more trade ideas to the OPR rotation and much more... The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send it to Brian

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22:44

OPR 329: Our Mailbag Overfloweth with Q's about $TSLA...

Options Playbook Radio ·

2020/09/02

OPR 329: Our Mailbag Overfloweth with Q's about $TSLA and $AAPL On this episode, Brian and Mark talk about how TSLA and AAPL collars perform after the split, what hot options are people trading at Ally and if a broker change requirements for option trading. The Options Playbook is available on OptionsPlaybook.com, or on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send it to Brian at TheOptionsGuy@Invest.Ally.Com, or to the Options Insider at

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476 results

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