The Option Alpha Podcast - podcast cover

The Option Alpha Podcast

Kirk Du Plessisoptionalpha.com
At Option Alpha we are devoted to empowering traders with simple, powerful tools supported by world-class research and education. For far too long the options industry has been fragmented, lagging, and unnecessarily complex. By developing industry-first automation technology, enhancing data and information accessibility, and nurturing our thriving community at every level, Option Alpha is changing the way people trade options forever. We’re more than just a software company; we’re leading a movement of traders at every level who are unlocking more freedom through improved and expanded options.
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Episodes

155: Ask Yourself These 7 Questions Before You Put On An Options Trade

Show notes: http://optionalpha.com/show155 Everyone loves a good options trading checklist right? Well, here are the 7 questions you should ask yourself before you put on an options trade. Answer each one over the next week and you'll build a strong habit that will keep your positions and portfolio in check before you put your hard earned money at risk.

Mar 17, 201927 minEp. 155

154: The 17 Most Asked Questions By Option Alpha Members w/ Answers

Show notes: http://optionalpha.com/show154 We get a lot of emails each day - I'm talking hundreds of emails. Naturally, seeing so many questions and comments come through the system, we found that these 17 top questions keep coming up again and again. So, in an effort to help you, and our team reduce the support inquiries, I'm recording answers to each of these questions in today's show.

Feb 13, 201951 minEp. 154

153: TLT Iron Butterfly & Covered Call Walk-Thru

Show notes: http://optionalpha.com/show153 Assignment for some traders can be scary and cause them to freeze up or throw in the towel. On today's podcast, we'll walk-thru another case study in which we got assigned on our iron butterfly position in TLT not once, but twice. Inside I'll move slowly as we look back at each stage in the trade from the original order entry, adjustments, assignment, and ultimately the covered calls we sold after being assigned stock. This podcast is worth listening to...

Feb 07, 201939 minEp. 153

152: Short Straddle Or Short Iron Butterfly?

Show notes: http://optionalpha.com/show152 You're looking at a great setup for a neutral trade, but which neutral strategy do you use? Short straddle or short iron butterfly? It's a question we get all the time and today's podcast focuses exclusively on the trade-offs of using one strategy over the other. And while both strategies are built using the same core short straddle position, the choice of adding protection or not using long OTM options can sometimes lead to analysis paralysis. So, let'...

Jan 21, 201941 minEp. 152

151: Adjusting Short Straddles For $540 Profit (EWZ Case Study)

Show notes: http://optionalpha.com/show151 All over the internet, you'll hear stories of why short straddles and short strangles should be avoided at all costs. Stories of how trading "undefined" risk positions can blow up your account when the market moves against you quickly. And while position sizing still needs to be managed appropriately, the fact remains that properly adjusting short straddles and rolling for duration and premium can help turn so-called losers into profitable positions. In...

Jan 16, 201934 minEp. 151

150: How To Manage Your Money & Generate Wealth The Right Way

Show notes: http://optionalpha.com/show150 As much as I love options trading and following the financial markets, I enjoy the challenge and process of building wealth. I think about wealth building as a 3-step process in broad terms, possibly in the shape of a pyramid even. And since it's our 150th show, I figured I would take a slightly new angle in today's podcast and discuss what I believe are the most valuable insights I can offer from my own experiences and research on how to manage your mo...

Dec 21, 201831 minEp. 150

149: Assigned Option Contract Case Study In Gold ETF GLD

Show notes: http://optionalpha.com/show149 For some reason, many traders fear being assigned option contracts as part of an option strategy. Maybe it's the large capital requirement to hold the shares or just the "unknown" around how to manage the position. But, like most things in life, when you slow down and take the time to walk through the position and the mechanics it becomes much easier. On today's show, I want to once again provide another case study on how we managed a recent assignment ...

Dec 10, 201853 minEp. 149

148: The 5x2 Trading Psychology Matrix

Show notes: http://optionalpha.com/show148 No system is perfect. No trader is perfect. You will have losing trades. But it's how you react to those losing trades, or even false positive trades, that defines how long you'll survive in this business. Today's show focuses on what I'm calling the 5x2 "Victim Matrix" in which there are 2 paths you can take follow each and every trading event. Each path has 5 stages or steps. Which path should you choose? Well, it's all inside our latest podcast episo...

Nov 28, 201838 minEp. 148

147: Interview w/ Former CBOE Options Market Maker David Lincoln

Show notes: http://optionalpha.com/show147 Did you ever wonder what an options market maker is thinking or how they see the markets and regular traders like us? After all, these guys are the ones that are making markets in different securities each week. So, I invited one on the podcast to ask him questions and learn more about the “other side” of the business we rarely see. On today show, I have the opportunity to interview former CBOE options market maker and volatility trader David Lincoln. D...

Nov 08, 201848 minEp. 147

146: Are You Making These 11 Common Options Strategy Mistakes?

Show notes: http://optionalpha.com/show146 If you trade options and are struggling to find consistency or profitability it's likely because you are breaking, knowingly or unknowingly, some important rules. Rules that are designed to keep you safe, protect your portfolio, and cater to the math and probabilities that drive any options selling system. On this episode, I'll walk thru the 11 common options strategy mistakes you might be making right now. Plus, we'll talk about the core principle or r...

Oct 17, 201832 minEp. 146

145: Backtesting Results Trading Monthly vs. Bi-Monthly Options For 10 Years

Show notes: http://optionalpha.com/show145 Is less more? Often we hear this phrase thrown about with the assumption that when investing you should do less, sit on your hands or trade further out, in order to generate higher profits and better returns. But is this really the case and does the math and data prove this to be the point? We wanted to put this assumption to the test with a couple backtested short straddles in IWM and EFA. No filters, no profit targets, no stop-loss orders; pure option...

Oct 13, 201826 minEp. 145

144: Interview w/ Larry Connors - Buy the Fear, Sell the Greed Book Review

Show notes: http://optionalpha.com/show144 On today's podcast, we bring in a very special interview guest, Larry Connors, and discuss his new book Buy the Fear, Sell the Greed. Larry is an established author in the trading and equities space and I thoroughly enjoyed our conversation about market dynamics, trading psychology, VXX pricing structures, and the future of the industry with regards to automation. As you listen to this podcast interview, notice the very similar structure and thought pro...

Sep 24, 201854 minEp. 144

143: What's The Rationale Behind Entering New Option Trades?

Show notes: http://optionalpha.com/show143 Choosing which ticker symbols and option strategies to use when entering new option trades can sometimes seem overwhelming. In fact, many of our pro and elite members continually ask about the rationale behind why we choose one ticker symbol over another or use one strategy over another when building our portfolio. Today's podcast will help you understand the four-step process we use for evaluating how we choose ticker symbols and strategies when creati...

Sep 21, 201831 minEp. 143

142: EWZ Short Put Option Assignment Case Study

Show notes: http://optionalpha.com/show142 Many new options traders worry about what might happen to their portfolio during a short put option assignment scenario. They wonder how they can recover or if they have enough capital to hold onto the stock position. just a few weeks ago we were assigned on one of our short put options in EWZ and were forced to buy stock well above where the stock price was trading at the time. In today's podcast, I want to walk through the entire trade, including the ...

Sep 03, 201832 minEp. 142

141: Ultimate Guide To Contango And Backwardation Option Pricing

Show notes: http://optionalpha.com/show141 In the futures trading world, there are two words that sound cool to say but also might be very confusing for new traders; contango and backwardation. Yet, both of these future pricing concepts are very easy to understand once you know the relationship between three key items. In today's podcast, I want to slowly walk through the concept of contango and backwardation while offering a couple different examples to show you how it works in real life and ho...

Aug 29, 201828 minEp. 141

140: Why Some Option Trades "Explode" In Your Face & What To Do About It

Show notes: http://optionalpha.com/show140 Have you ever gotten the feeling that some of your trades just end up exploding in your face and turn into "massive" losing positions? They just never seem to go the way you thought it would and always demand or steal your attention right? Well, there's likely a couple reasons why this happens and it gets back down to some of the most basic principles of options trading. In today's podcast, I'll walk through the psychology behind many of these "bad trad...

Aug 20, 201829 minEp. 140

139: The 4 "Not-So-Obvious" Ways To Avoid Blowing Up Your Trading Account

Show notes: http://optionalpha.com/show139 We all fear losing money, it's a natural human emotion. Myself included, I fear losing money just as much as the next person. But today I want to try to walk through a rational and logic sequence of questions that I believe, if follow the series, will help you uncover the only true risk in the market to your portfolio - and more importantly how to avoid blowing up your trading account in the process. I'd even dare to say that if you follow my 4 question...

Aug 15, 201834 minEp. 139

138: The "Expected Probability Paradox" For Options Traders

Show notes: http://optionalpha.com/show138 I'm going to go out on a limb and publicly declare that this podcast will be one of our top 3 to 5 shows we ever recorded. Aggressive and overly confident, maybe - but I have absolutely no doubt this podcast episode will be a game-changer for hundreds of thousands of options traders. The expected probability paradox for options traders, as I have coined this problem, is one of the most understood aspects of option selling and premium strategies. The roo...

Aug 06, 201854 minEp. 138

137: The Ultimate Guide To Option Skew & Volatility Smile

Show notes: http://optionalpha.com/show137 Implied volatility in option pricing is one of the most critical and yet least understood aspects of this business. Today show focuses on a deep dive into options skew and the volatility smile for both inter-month and intra-month option contracts. in addition, we'll talk very specifically about the impact of skew as expiration approaches and how Vega for near-term option contracts increases dramatically which can make it seem like option skew is predict...

Aug 01, 201836 minEp. 137

136: How To Calculate Break Even Prices On Iron Condors & Iron Butterflies

Show notes: http://optionalpha.com/show136 Are you new to options trading? Do you have a small account and want to start trading iron condors and iron butterflies? Today's podcast will be very important as we help you understand how to calculate breakeven prices on iron condors and other risk defined strategies the correct way. Plus, we'll walk through a multi-month adjustment to an existing IWM iron butterfly in which we nearly doubled the credit received by rolling contracts to the next expira...

Jul 18, 201826 minEp. 136

135: You Don't Need A Degree In Financial Engineering To Understand How Implied Volatility Works

Show notes: http://optionalpha.com/show135 Today we'll condense potentially an entire semester of financial engineering into a single podcast episode. The goal being to help completely understand how implied volatility works, why we need it, where it comes from, and how we can profit from it as option sellers. This show is a little longer than normal but I think the time spent walking through the foundational elements of implied volatility and it's impact on option pricing are critical for anyon...

Jun 20, 201845 minEp. 135

134: How to Learn From Trading Mistakes & Transitioning Into New Habits

Show notes: http://optionalpha.com/show134 Nobody's trading or investing journey is a straight road or easy path. We never just magically trip into a perfect system or investing philosophy without a couple bumps along the way. Today's podcast focuses heavily on overcoming the stigma attached to being "wrong" and having the humility and grace to learn from trading mistakes and transition into new habits. In addition, I want to describe in more detail the two major mistakes that I've made over the...

Jun 11, 201827 minEp. 134

133: Weekly Bull Call Spread Backtesting Results For DIA

Show notes: http://optionalpha.com/show133 With the rising popularity of weekly option contracts, many investors are choosing to trade weekly bull call spread option strategies as opposed to simply going long stock. The thought process is that by trading the weekly contracts you are able to more quickly adjust and profit from moves in the overall market. On today's show, we use our backtesting software to analyze the results of a weekly bull call spread in DIA and its performance compared to a m...

Jun 04, 201822 minEp. 133

132: Can't Trade Unlimited Risk Option Strategies? [Here's 4 Great Alternative Trades]

Show notes: http://optionalpha.com/show132 Some traders wrongly assume that if they can't trade unlimited risk option strategies, such as straddles and strangles, that they should just avoid trading altogether. Today however, I want to present four great alternative trades to some of the more common unlimited risk options strategies and help you learn how to convert these trades into their synthetic counterparts. The goal of all conversions is to turn a trade from unlimited risk to defined risk ...

May 28, 201821 minEp. 132

131: Rolling Options Forward - Multi-Month Case Studies In TLT & IWM

Show notes: http://optionalpha.com/show131 One of the more advanced techniques options traders use to reduce risk and increase the probability of success of the trade, is to roll contracts from one month to the next. Today's show focuses exclusively on rolling options forward, by showing you two different case studies in TLT and IWM. Both trades took multiple months to turn a profit and multiple rolls of our contracts. I'm going to also go out on a limb and say that this podcast is potentially o...

May 21, 201846 minEp. 131

130: Five Quick Tips For Smoother Option Order Execution

Show notes: http://optionalpha.com/show130 Seems most traders constantly struggle with getting option trades filled. And since we never suggest using "market orders" as a quick fix for entry problems, today I'm offering five quick tips for smoother option order execution. It's a simple framework you can walk through the next time you're having trouble getting a trade filled in the market. Hint: #2 is the most common mistake and easiest one to fix right away....

May 14, 201820 minEp. 130

129: Do You Recognize These 4 Early Warning Signs Of A Non-Diversified Options Portfolio?

Show notes: http://optionalpha.com/show129 As options traders focused on income generation, it's important that we consistently work towards maintaining a diversified options portfolio. But are there any "earning warning signs" that we are starting to lose our grip and balance? In today's podcast, I've put together four things you can monitor so you don't wake up tomorrow and realize you've got a non-diversified portfolio that's in need of major repairs. These early warning signals can help you ...

May 07, 201816 minEp. 129

128: Stock Market Direction Becomes Irrelevant When You Average Down

Show notes: http://optionalpha.com/show128 How important is picking the right stock market direction when trading options? Depending on how you trade, it can be either vitally important or not important at all. Today's podcast offers some insight and examples of why higher trading frequency and why averaging down (or up) around the market creates an environment in which market direction becomes more irrelevant the longer you trade. As retail traders, we want to try to replicate more and more fre...

Apr 30, 201824 minEp. 128

127: What Contract Month & Option Strike Price Should I Buy Or Sell?

Show notes: http://optionalpha.com/show127 You're ready to place an option trade and you're confident the stock is a good candidate. Now what? With dozens of contract months and hundreds of option strike prices to choose from - which ones do you select? In today's podcast, we'll help bring some more light to the "dynamic approach" we now use at Option Alpha for each and every trade we place. The framework and concepts around dynamic contract month and option strike price selection can help drama...

Apr 23, 201824 minEp. 127

126: Manage Multiple Option Positions Without Having To Be In Front Of The Screen All Day

Show notes: http://optionalpha.com/show126 We're all busy; with work, family, school, kids, etc. And although many people might lead you to believe you have to be in front of the screen all day in order to manage multiple option positions, the reality it's not true. Yes, you do need to have access to the markets in order to trade right now (not in the future though), but you don't have to be glued to the computer screen all day. You can use some simple triggers and alerts to keep tabs on your po...

Apr 18, 201821 minEp. 126
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