Went through that process when I bought mine. Looked for over six months. Found one in Seattle - 20k miles and beautiful. Called an indy in Seattle (I'm in Texas) to see about a PPI. He took time to discuss 986 virtues and shortcomings. His suggestion was to buy a car with 60k+ and drive the wheels off. His counsel was based on the things you have mentioned, coupled with the fact that these are cars designed and built to be driven. Ultimately, I bought a 2000S from a guy here in Texas with 35k on the clock. Met him and the car at a DE. History from day 1, including all books, keys and window sticker. (It had 27k on the clock after 14 years. He bought it to learn how to race, and did the IMS, RMS, clutch and such. Had 35k when it became mine two years ago.) Paid $18,600 for the car, a set of track wheels and tires, liftbars, and the parts the PO had collected. Buy from an individual if possible. The dealers I talked with that had 986s on their lots knew much less than I did. Good luck in your search!
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2000 Boxster S
2010 Volvo XC60
2011 GMC Denali HD 6.6L (sold)
2008 Cayenne S (sold)
1989 Targa (sold)
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