Take this with a grain of salt, as I've only been a Boxster owner for a little over a month, but given your budget (if it is fairly firm) I'd have to recommend against the Boxster. I saw a quote on this board saying something to the extent of every Porsche is a $20,000+ car whether you pay up front or in repairs. I'm finding this to be true with mine, so it's a damn good thing I've been a Porsche nut my entire life and would have been disappointed with anything that's not a Porsche. That being said, the S2000 is a very good car, far cheaper to maintain, more reliable, and you can get a newer one for the same money. (It'll never be a Porsche though.) As I've paid $3000 in 2 visits to my trusted independent mechanic over my six weeks of ownership I've just kept telling myself that you've got to pay to play. My repair bills include the 60K service, front brakes, oil tubes and seals, idle air control valve, MAF, and ignition switch. Hopefully she'll behave for a while now. As expensive as she is, she makes me smile every time I open her up on an entrance ramp or take her to an autocross.
For me, there is no substitute. For other people there are plenty. I guess I'm a glutton for punishment. Good luck making your decision - you probably can't go wrong with either of them.
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