The theta decay and crawl waiting for IV to expand is something that also leans me to not liking it. I think one way of looking at this is to find stocks with consistent IV expansions and contractions surrounding earnings. The ever famous GOOG is one candidate when you look at its historical IV. Someone like GE would be a crappy candidate. So I think more work would have to be done in the screening stage.
I would also keep these small. If I were to do one now I would look only to MAR strangles if there was an earnings at or before expiration.
Another factor which risk mentioned is having a portfolio of a bunch of these in small contracts so that you can ride IV ups and downs in small plays. I think the high IV entries are more frequent and better suited to this strategy than the lw IV entries but it is worth a try.
I also think it is worth considering selling the inside/outside strangle in addition to looking into selling the inside straddle to roll into the appropriate condor.
I would also keep these small. If I were to do one now I would look only to MAR strangles if there was an earnings at or before expiration.
Another factor which risk mentioned is having a portfolio of a bunch of these in small contracts so that you can ride IV ups and downs in small plays. I think the high IV entries are more frequent and better suited to this strategy than the lw IV entries but it is worth a try.
I also think it is worth considering selling the inside/outside strangle in addition to looking into selling the inside straddle to roll into the appropriate condor.
Quote from momoneythansens:
FWIW, I tried a similar approach to this with poor results in the past. The main motivation was to avoid being naked.
I just found that I was fighting theta and delta too much most of the time. Waiting for the IV pop was painful and was accompanied with delta consequences. However, if you tie this strategy in with the IV peaks and troughs of earnings as I believe you intend to do then you may fare much better.
One possible benefit with going long the strangle is that you have the choice of subsequently either shorting an inner strangle or outer strangle i.e. convert to long or short condor as the conditions dictated.
Anyway, there are naturally a lot of factors that can differentiate my approach with someone elses and I'm sure you'll come up with a novel solution to make this work.
Good luck.

