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Options Playbook Radio

The Options Insider Radio Networktheoptionsinsider.com
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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Episodes

OPR 349: Forget GME...Time For A Skip Strike Butterfly in GOOGL

On this episode, Brian discusses a skip strike butterfly trade in GOOGL. 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....

Jan 27, 202122 minEp. 349

OPR 348: Time for an SPX Super Fly

On this episode, Brian breaks down a wide "Super Fly" in SPX. 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....

Jan 20, 202120 minEp. 348

OPR 347: A Crazy Condor in DKNG

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....

Jan 13, 202116 minEp. 347

Option Playbook Radio Top 5 Episode Countdown

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...

Jan 07, 202110 min

OPR 346: Live Holiday Special - TSLA, Bitcoin, VIX and More

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...

Dec 31, 202033 minEp. 346

OPR 345: How To Pay Later for Tesla Puts

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 TheOptionsGuy@Inves...

Dec 23, 202015 minEp. 345

OPR 344: Hunting For Upside in AAPL

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....

Dec 16, 202016 minEp. 344

OPR 343: Fight FOMO With A Fig Leaf

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....

Dec 10, 202025 min

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

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....

Dec 03, 202022 minEp. 342

OPR 341: Fly Away with a JETS Figleaf

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). T he 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 al...

Nov 25, 202021 minEp. 341

OPR 340: Big Pharma Ratio Doppelganger Strangle

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). T he 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 Br...

Nov 19, 202019 minEp. 340

OPR 339: Playing Small Cap Volatility With IWM Back Spreads

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....

Nov 12, 202022 minEp. 339

OPR 338: Huddling Up About HTB Stocks, Risk Reversals and more

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 a...

Nov 05, 202029 minEp. 338

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

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 ...

Oct 28, 202020 minEp. 337

OPR 336: Hunting for Volatility with MSFT Ratio Spreads

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. J...

Oct 21, 202026 minEp. 336

OPR 335: Keeping the Party Going in Apple

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...

Oct 14, 202024 minEp. 335

OPR 334: Playing an Airline Bailout With a JETS Straddle

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 Br...

Oct 07, 202017 minEp. 334

OPR 333: Notorious RBG Butterfly Review Plus LUV Calendar

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 fi...

Sep 30, 202019 minEp. 333

OPR 332: The Notorious RBG Butterfly

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.

Sep 24, 202015 minEp. 332

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

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 Questions@TheOptionsIn...

Sep 16, 202024 min

OPR 330: Backward Apple Rolls, Trading Overload and More

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...

Sep 10, 202027 minEp. 330

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

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 Que...

Sep 02, 202023 minEp. 329

OPR 328: Collaring the Big Splits In Tesla and Apple

OPR 328: Collaring the Big Splits In Tesla and Apple On this episode, Brian first looks at last week's trade, which was a long spread in Dollar General around earnings. Then he talks about Apple and Tesla spitting their stocks next week. He also does a collar trade in Apple. 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 Opti...

Aug 27, 202027 minEp. 328

OPR 327: Short-Term Speculative Play in DG

OPR 327: SHORT-TERM SPECULATIVE PLAY IN DG On this episode, Brian first looks at last week's trade, which was buying a diagonal call spread in Home Depot (Stock Ticker: HD) going into earnings. Then he discusses this week's trade of doing a long spread in Dollar General (Stock Ticker: DG) around earnings. 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@...

Aug 19, 202018 minEp. 327

OPR 326: Going Diagonal in HD

OPR 326: Going Diagonal in HD On this episode, Brian first looks at last week's trade, which was selling a put to buy a long call spread in Walmart (Stock Ticker: WMT). He called this a fear of missing out (FOMO) trade around earnings. Then he discusses this week's trade of buying a diagonal call spread in Home Depot (Stock Ticker: HD) going into earnings. The Options Playbook is available on OptionsPlaybook.com , or on the Amazon Kindle edition. Do you have a question that you want answered on ...

Aug 13, 202019 minEp. 326

OPR 325: WMT FOMO Trade

OPR 325: WMT FOMO TRADE On this episode, Brian summarizes last week's trade of buying put spreads in the Qs (Nasdaq 100 - Stock Ticker: QQQ). His trade for this week is selling a put to buy a long call spread in Walmart (Stock Ticker: WMT). He calls this a fear of missing out (FOMO) trade around earnings. 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@...

Aug 05, 202020 minEp. 325

OPR 324: Buying Put Spreads in QQQ

OPR 324: Buying Put Spreads in QQQ On this episode, Brian summarizes last week's trade where he did a diagonal spread in EBAY going into earnings. Then he discusses most of the FAANG stocks announcing earnings this Thursday. His trade for this episode is buying put spreads in the Qs (Nasdaq 100 - Stock Ticker: QQQ). T he 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 Th...

Jul 29, 202027 minEp. 324

OPR 323: Going Diagonal into EBAY Earnings

OPR 323: Going Diagonal into EBAY Earnings On this episode, Brian does a diagonal spread in EBAY going into earnings. T he 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....

Jul 22, 202020 minEp. 323

OPR 322: Huddling Up About The Mysteries of the Wheel and More

OPR 322: Huddling Up About The Mysteries of the Wheel and More On this episode, Brian and Mark answer your questions about annuities, low risk trading, what people are trading at Ally, the Wheel Strategy and much more. T he 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 ....

Jul 15, 202025 minEp. 322

OPR 321: Huddling Up About Vertical Stop Losses and Black Swan Put Spreads

OPR 321: Huddling Up About Vertical Stop Losses and Black Swan Put Spreads On this episode, Brian and Mark answer your questions about the expiration calendar, stopping losses from vertical spreads, "Black Swan" ratio put spreads and much more. T he 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@TheO...

Jul 08, 202022 minEp. 321
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