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

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


OAP 142 : EWZ Short Put Option Assignment Case Study

Show notes: 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...


OAP 141 : Ultimate Guide To Contango And Backwardation Option Pricing

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


OAP 138: The "Expected Probability Paradox" For Options Traders

Show notes: 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....


OAP 137: The Ultimate Guide To Option Skew & Volatility Smile

Show notes: 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...


OAP136 : How To Calculate Break Even Prices On Iron Condors & Iron Butterflies

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


OAP 133 : Weekly Bull Call Spread Backtesting Results For DIA

Show notes: 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...


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

Show notes: 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...


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

Show notes: 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...


OAP 130 : Five Quick Tips For Smoother Option Order Execution

Show notes: 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.


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

Show notes: 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...


OAP 128 : Stock Market Direction Becomes Irrelevant When You Average Down

Show notes: 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...