div poacher--
i actually used to do this back in the day when there was good volatility in expensive nasdaq stocks. i'm not quite sure why i stopped (i stopped last summer), and i'm also a bit foggy on the details as i didn't do it for very long, but i do seem to recall it being better to have a good idea of the trend of the stock, and buying the cheaper options opposite the trend. in my case, i was doing this for a strong stock, and essentially made a market in the stock. this way, i could essentially buy dips constantly and stay hedged, and sell out my long stock at a pre-defined level, say 0.10 above, depending on how volatile the stock was acting.
it did take a lot of effort, which is maybe why i stopped, but maybe if you have a mechanical trading system to make the market for you, it would be easier.
i wish more people would use this strategy. it makes a lot of sense, makes good use of options, and anything to up the options volume would be a good thing for us all. i also recall thinking about using some sexier options combinations to create short volatility hedges, which was appropriate last summer but isn't such a good idea right now with the low volatility of the overall mkt. i.e. i could sell a call as a long hedge and buy a cheaper call to hedge the first one...but i never actually tried any of the fancier stuff...
PM me if you want details...i'll try to remember as best i can.
peace
PS - if you are retail, i'd strongly recommend opening an IB account. besides cheap rates they are probably the quickest when it comes to applying for more options priviledges, as there is no paper and it is all done online..