tremendously helpful response, thanks!
the part about the greeks makes sense, especially the delta.. and you're correct, we aren't trading skew outright, we're adding the directional component and using the skew to create positive expectancies and unique management options.. we've got good ideas for being bullish in put and call skew, and good ideas for being bearish in put skew, but still struggling to find a way to be bearish in call skew that doesn't involve naked short calls lol..
however, my trading partner is starting to branch out into things like 25D risk-reversals, his account is a bit more suited to the trading costs associated therein.. could you expound on the "bitch to manage" part perhaps? i'm sure he'd be grateful to get any useful advice about how to manage the trade.. the conversion to the long fly once it becomes risk-free we understand (i think?) but where does the management difficulty we aren't factoring in occur?
First of all, a risk reversal has a lot of vanna, meaning moves in implied volatility change its deltas.
Let's say you are long 25d puts and short 25d calls. Increasing vol adds short deltas and you get long deltas when vol drops. So a risk reversal is never really neutral and you have to trade around it to keep it in check.
However, you can use these properties to build decent directional positions. When you have massive call skew, you short calls, get long puts, delta hedge it neutral. As soon as the underlying trades higher towards your short strike, these calls slip from 25d towards 50 delta where IV is lower, whereas your puts slide down the skew and gain IV. Add an overall lower IV to the mix and you are short vol, long delta...exactly what you want.
Getting short into call skew is basically very easy. Either get long puts or buy a ratio with long ATM puts and short OTM calls delta neutral. As the underlying falls, you're long vega plus your put strikes slide up the skew towards higher IV levels.
When trading skew you HAVE to have an eye on vanna and volga, as moves in skew and implied vol heavily alter your delta and gamma profile.