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Two of my buddies went the old 911 avenue. What I've learned through them is to buy the nicest one you can afford, cause the parts will simply eat you alive. You don't want to spend all your dough on the cost of the car though - so that you have money to spend on repairs that you WILL have - but the better condition you can afford, the less headaches in the end.
SC buys are the best in my opinion for great ROI. The usual PPI from a reputable shop with air-cooled experience is a must of course. All older 911s "bleed." So a clean garage floor is rare.
Advice I do know that could help you is when test driving, listen for a thud thud kind of sound. I believe that a large issue in many of the older SCs is that the bottom studs that hold the cylinder head on tend to break. Something like a $15K repair I think...
Good luck!
- C
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2002 Boxster S
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