To buy a newer year or a lower mileage boxster: That is the question ;)

[fragdude]

ditto on forking over a significant amount for the first couple years. Many people figure they are going to sell their car almost a year before the actually sell it. Because of this they don't really care too much about the maintenance or how they drive it. I know i forked over quite a bit when I bought mine and still have some small things to fix....

But, I highly suggest the best S you can find/afford.

Good luck, should be easier pickings right now with the car market in its current state and it being December. Don't be afraid to haggle!