In my experience it is easier to pick bottoms in volatility than pick tops. What's more is that the risk reward analisys works out better (at least for a trader of my skill- I can see a post by riskarb making me look a little dumb coming up soon) from the long option side during low volatility environment. However when ever I try to trade vol I end up making more money from directional trading, not a bad thing but it limits my insight into vol trading.