The Options Insider Radio Network
Options Playbook Radio
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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The Options Insider Radio Network
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Latest episode
Jan 28, 2026
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Episodes
Options Playbook Radio 245: Using a Skip Strike Butterfly in Amazon 31.01.2019 15:29
Today we will be using a skip strike butterfly in Amazon. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Do you have a question that you want answered on a future episode? Send them to Brian at theoptionsguy@invest.ally.com , or to the Options Insider at questions@theoptionsinsider.com .
OPR 244: Trading A Tesla Skip Strike Call Fly 24.01.2019 19:46
TESLA SKIP STRIKE CALL FLY Host: Brian Overby, Senior Options Analyst - AKA The Options Guy - at Ally Invest If you like to trade volatile stocks then TSLA has you covered. Today we're going to trade a Skip Strike Call Butterfly using Tesla options. This is an advanced play so make sure you've reviewed the Options Playbook before proceeding. You can find more in The Options Playbook, which is alwa...
Options Playbook Radio 243: Huddling Up About Premium Harvesting and Covered Calls 17.01.2019 17:58
Options Playbook Radio 243: Huddling Up About Premium Harvesting and Covered Calls Today Mark and Brian answer questions about How to safely harvest premium in a volatile environment by selling puts What criteria should you evaluate when constructing a covered call portfolio?
Options Playbook Radio 242: Huddling Up About Expiration, Calls vs. Spreads and More 10.01.2019 20:26
Options Playbook Radio 242: Huddling Up About Expiration, Calls vs. Spreads and More Host: Mark Longo, Founder and CEO - The Options Insider Media Group Co-Host: Brian Overby, Senior Options Analyst - Ally Invest In this episode Brian and Mark huddle up to answer the following questions: QUESTION FROM Paul Vasquez: When is the "official" close as far as options expiration is concerned? I've had ca...
Options Playbook Radio 241: Huddling Up About Apple and VIX 03.01.2019 20:06
Huddle up, listeners! We're taking your questions, including: The options question of the week: What is the largest open options position in AAPL right now? Given the skew set up in equities, why would you ever buy a collar? Why are there no options on VXAPL? Will we ever have a VIX index product that you can actually buy/sell? Do you have a question that you want answered on a future episode? Sen...
Options Playbook Radio 240: Huddling Up About Stock Replacement and USO 27.12.2018 22:34
Huddle up, listeners! We're taking your questions, including: I've been lured in by the ongoing selloff in crude and have been thinking about a stock replacement in USO. Should I even bother? Is there a price where it's no longer worth it? What about timing? And more.... Does Ally allow people to close short positions below 10 cents without a fee? Are there any types of trades that, without broker...
Options Playbook Radio 239: AAPL Front Spread with Calls 20.12.2018 16:29
Now that the Fed has spoken, the market is reacting. This is a good opportunity for a front spread. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: The Fed has spoken What's a front spread? Using AAPL as an example Where is APPL now? Selecting strikes Selecting an expiration date Max risk and max gain Do...
Options Playbook Radio 238: Rinse and Repeat Time Bomb Butterfly 13.12.2018 14:45
When the market conditions are right, it can be a good time to trade a butterfly in the S&P 500. Now is the time. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: As of this recording, the VIX is higher than last week, but down a bit on the day A review of last week Where is the market now? Let's do anothe...
Options Playbook Radio 237: Time Bomb Butterfly in S&P 500 06.12.2018 15:18
When the market conditions are right, it can be a good time to trade a butterfly in the S&P 500. Now is the time. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: Where is the S&P 500 index right now? Buying a December 7 butterfly Selecting strikes What is the total risk? What do we want to happen? What's...
Options Playbook Radio 236: Options for the Stock Investor 29.11.2018 22:13
How can stock investors use options? You've come to the right place. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of the AAPL collar from two weeks ago What about capital gains? Remember we had a small credit Where are we now? What about additional risk? What's an alternative? Using an example...
Options Playbook Radio 235: Thanksgiving Huddle Edition 21.11.2018 27:33
Huddle up, traders! For your listening pleasure, Mark and Brian answer your burning options trading questions, including: Question from Barry Brown - Good morning. Have the show archives been withdrawn or are they still available? Question: If we put on a poor man's covered call position and the price moves up the short call, when do you recommend rolling, etc? Thank you. Your stuff is great. Real...
Options Playbook Radio 234: Playing Defense with Apple Collars 15.11.2018 15:17
It's always a good idea to review basics. Today we're looking a covered calls, and it's cousin, collars. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: Lots a bad news around Apple What to do approaching the new year? Thinking about capital gains, taking losses What is the scenario? What will selling a c...
Options Playbook Radio 233: HD Straddle into Earnings 08.11.2018 15:13
HD is announcing earnings soon. Let's look at how to set up a straddle to cap risk. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: What's happened since last week? What did we learn from the NVDA backspread from last time? What happened to the one without earnings? What happened to the one that contained...
Options Playbook Radio 232: Picking a NVDA Backspread 01.11.2018 20:47
Nvidia is announcing earnings soon. Can we expect a dead cat bounce on the stock? You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: What has NVDA been up to lately? NVDA has an earnings announcement on 11/15 Selecting expiration dates Where is implied volatility for the expirations? What are our expectation...
Options Playbook Radio 231: Up- and Downside Butterflies in GOOGL and AMZN 25.10.2018 20:17
Being in the heart of FAANG earnings season, let's look at GOOGL and AMZN. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: What is happening in the markets right now? What about GOOGL and AMZN, specifically? What are the expected moves? What is our strategy? We're looking for positive theta, but negative...
Options Playbook Radio 230: Options Account Questions plus Crypto and Calendars 18.10.2018 25:38
Huddle up, listeners. It's time for Mark and Brian to answer your questions. Question from BuseKrus D - New to options, and working with a small account size. Looked to put on a trade with a strategy from the playbook (Christmas tree butterfly I think) with a 57-60-66 2x3x1 call fly for a total debit of 1.30. I've always heard that for a defined risk debit trade the max risk is the amount paid. Ho...
Options Playbook Radio 229: The VIX Surge, TSLA Fly, plus COST and NFLX 11.10.2018 15:33
Let's go back in time and review the last two weeks' worth of trades, including: Bearish COST backspread What was the trade? What did we want to happen? How did it turn out? What did we learn? Then there was a NFLX calendar What was the trade? What did we want to happen? What did happen? Let's look at the VIX What about a TSLA fly? Setting up the trade What is the cost? What is the upside? Do you...
Options Playbook Radio 228: NFLX Long Calendar Spread 04.10.2018 12:23
Earnings in FAANG stocks are coming up, with NFLX leading the way on 10/16. We're going to do a long calendar spread with calls. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week Why a calendar spread? Where is NFLX now? Earnings are released on 10/16 What is the expected earnings? Sel...
Options Playbook Radio 227: COST Backspread Capturing Earnings 27.09.2018 15:56
Costco (COST) has earnings coming up next week. We're going to do a backspread with puts, or a ratio volatility spread. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week COST will announce earnings on 10/4 What does the chart say? Let's do a backspread with puts What's the expected mov...
Options Playbook Radio 226: Teachable Moments in Options Trading 20.09.2018 19:44
Tilray Inc. (TLRY) has gone up over 100% in two days. With stocks that move like this, it's a great learning experience. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week's NKE diagonal spread What did we want to happen? What actually happened? What does that mean for the contract we b...
Options Playbook Radio 225: NKE Diagonal Spread 13.09.2018 15:53
Nike (NKE) has been in the news a lot lately and will announce earnings on September 25. Let's take a look at a diagonal trade. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week What happened to the SPX? Did you get out, or did you get the stupid award? NKE is near all-time highs Setti...
Options Playbook Radio 224: Bearish Butterfly in SPX 06.09.2018 17:51
Now that earnings season is over, it's time to get back to the basics. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week Setting up a long put butterfly in SPX Where is the SPX now? Where is volatility? Selecting strikes Using the nearest-term expiration Settlement is at the close on F...
Options Playbook Radio 223: SPX Long Call Spread into the Holiday Weekend 30.08.2018 17:28
Now that earnings season is over, it's time to get back to the basics. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: A review of last week What happened if you stuck around to the close on Friday? How did we do? Markets are closed for Labor Day How do we take the holiday into account? Where is the S&P 5...
Options Playbook Radio 222: S&P 500 Skip Strike Butterfly 24.08.2018 14:10
Now that earnings season is over, it's time to get back to the basics. You can find more in The Options Playbook , which is always available on OptionsPlaybook.com , in on the Amazon Kindle edition. Specifically: Why choose the S&P 500 index? Selecting the expiration (just two days!) Selecting strikes What is the risk? Remember commissions, especially with a three-legged trade Interesting downside...
Options Playbook Radio 221: You May Be Holding Onto Spreads Too Long 16.08.2018 20:39
Huddle, up listeners! It's time for Brian and Mark to take on listener questions, including: Options question of the week: Earnings season in in full swing. Which names will dominate your options trading this week? 47% - AAPL 37% - TSLA 6% - GPRO 10% - CBOE Question from Imhad1: Is HMNY now the most option-like stock ever? Back to $.08 after reverse splitting up to $14. Crazy! Who would buy an opt...
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