wow, not too much recent interest in selling puts. only 2 posts in 2011, then prior posts all the way back to 2004!
so here goes an attempt to re-start this thread.
I am a short strangle trader, mostly on US indexes like SPX, RUT, and the "minis" like DIA, IWM, SPY, QQQ.
Doing fine, I sell deep OTM strikes, typically open position with about 35 - 45 days to expiry.
When I have been burned (never catastrophically because I WILL close position once the opening premium received has doubled against me) its always been because I was chasing a 5 - 10% return, and was therefore trading a stock, and a too volatile one at that (like FSLR, NFLX, GMCR).
Now wiser and still financially in the game, I will at least do an iron condor if I am selling premium on an equity, and sometines I do convert my short strangles into condors if I want to stay in the trade, but don't like the way the underlying is moving. Also, I never held a short strangle on a stock that was going through earnings, but found that sellling post-earnings (about 3 to 4 days post-earnings) worked well for me, despite the "vol crush" post-earnings.
I also did best when I scaled in, so if I wanted a 2% return per month, I'd look to sell on 3 separate occassions, about a week apart, this allowed me to position better, rather than trying for all that premium at one time.
Vol levels should be rising this year, and market has had a huge run, so more likely to be a consolidating sideways market now, well-suited for premium sellers.
interested to hear about the techniques and software, favorite websites, of other option sellers.
A final word on the "huge unhedged risk" we option sellers are always hearing about. Risk is mitigated by distant strikes, reasonable profit expectations, selling in "waves" not all at once, and iron discipline in exiting positions that go against you. Also, safest to mostly sell premium on indexes/ETFs, and now and then on equities you know well (and aren't too volatile, or about to go through earnings).
If you do this right making 18 - 24% a year is possible, and you CAN avoid the "black swan" event that all short sellers rightly fear.