Quote from smilingsynic:
I have sold straddles and strangles intermittently over the last three years. I sell only when I see vol either going nowhere or down (I don't sell every month). I have also sold otm puts when I do not mind if I were forced to buy the underlying.
I have soundly beaten the market, but selling vol is psychologically difficult if you do not like being wrong. One MUST be prepared to hedge, and to get chopped up when what appear to be newly trending markets go back to being trendless (right after you hedge).
I prefer selling straddles because of better liquidity and less risk in terms of a gap move. I do like to sell otm puts on indices and etfs to take advantage of the skew, but I keep gtc stop orders to protect myself (I do not trade for a living--I am an academic)
I keep a large cash reserve, because I do not want to be one of those losers who like Icarus flew too close to the sun of gamma and vega and then watched their accounts melt away and plunge. The mythological Greek Icarus would have sold as many straddles as his account would bear, cleaned up for six months, and then lost it all and more in a week.
I try to grind out a small profit every month while looking out for danger. Dull, but it works (usually) for me.
It is one of the most difficult ways I know to make an easy buck.