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What is "term structure", and how can it help me trade options?

12/27/2018

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A term structure is the mapping of the underlying’s volatility at different expiration dates. The volatility of an expiration date is determined using a weighted average of multiple strikes on the same expiration date. When you compare all of those implied volatilities for each of those expiration dates and graph them, they make a chart. Here is an example:
Picture

Note, the implied volatilities you see here are for the term of the option class. So if you are looking at weekly term, the implied volatility number shows the implied volatility between the expiry you are looking at and the one that expired in that term before it. So for instance, if you are looking at weeklies (like you see here), the number at the second green dot is showing the implied volatility between the first and second dot, not the second dot and today. Keep that in mind.

So how does this help with your strategies?  Typically, the term structure looks like the exact opposite of what you see above, a swiftly rising curve that flattens at the top. This is called contango, and expresses the increased uncertainty further out in time. When the curve looks like it does now, it is called backwardation. This happens when the short term is highly volatile and option traders expect the market to return to normalcy in the future. 
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When the market is in backwardation, as it is now, I love to put on calendars. This is because the near-term options are overpriced relative to the options in the outer terms. That makes the trade extremely forgiving if wrong on direction, and allows for multiple sales of options against the same long option. So if I have a hint on direction, I will put on a calendar (especially if bearish), and if I don’t I would consider a double calendar at the long strike’s implied movement strike.  These kinds of trades have excellent return to risk. The capital required may be a little higher, but the probability of success is extremely high. The SPX double calendar I have on right now taking advantage of this term structure has an 80% chance of 30% gains over the next 2 weeks. 
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