Quote from momoneythansens:
Ludmil,
Rooting out bad strategies is a sensible idea. However, I'm not convinced there is neccessarily such a thing as a bad strategy, certainly as far as the strategies we're discussing are concerned. I'm more inclined to admit that there is room for mis-using/mis-managing/mis-understanding the characteristics of any given strategy, in which case it is more dependent on the traders knowledge,skill and intent rather than the strategy itself.
As you admit, there are cases where a covered call is better than the synthetic equivalent naked put. So even in that case it seems you cannot root the covered call out as a bad strategy. It depends on your intent and how you got to your position. Many traders build and adjust their positions over time, thus resulting in new positions. So in the simple example of a covered call, the trader might have ended up in that situation via a round about way e.g. if he/she ended up with long stock in inventory and wanted to adjust into a naked put profile I'm sure you will agree it would be more cost efficient to write a call rather than liquidate the long stock and then write the put.
This can be extended to any other position. There are an infinite number of ways that one can end up in a butterfly or condor position other than just opening the position "as is". Indeed, some would argue that you are just compounding the negative expectancy of trading options by opening positions outright in that manner - negative expectancy due to commissions and slippage etc. but I digress.
As for finding out the set of conditions when one strategy works better than another, the key to this is understanding what the strategy or position "wants". I like to use the position greeks to tell me what it "wants". So to answer the question, if you are able to get a feel for the hedge parameters of your position you will have a better understanding of which strategy works best under which conditions - this was my main intent for suggesting the paper trading - to get a feel for what each strategy "wants" to happen. To avoid going round in circles on this point, I acknowledge that paper trading has it's limitations but I'm afraid I have no other suggestion other than stress testing.
As for my philosophy for "selling time", well I'm a little schizophrenic in that department. I will look at each situation individually, consider my circumstances, consider my existing inventory, consider my portfolio parameters, consider my position sizes, consider how much time I want to spend trading etc. I'm quite happy doing both (iron) butterflies and (iron) condors - long the wings, long theta. The only general rules I can impart from my philosophy are that I don't go short gamma more than 40 days out from expiration and I make sure I fully understand where my exposure is for each position and my maximum risk.
Happy trading!
MoMoney.