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Porsche is surprisingly reliable and I'm considering a Cayman or a 996 in the near future. The only thing I recall being a real issue with a 996 were the IMSB's going bad and were somewhat notorious for going bad, however I don't think this transferred over to the 3.4L in the Cayman.
The only real issue I've heard of in Caymans are oil ingestion and oil starvation and the engines will go from connecting rod bolts. The design causes them to expand over time and end up snapping, so if it's going to be tracked, I'm pretty sure there are companies that have aftermarket, but you need to take the whole motor out if I'm not mistaken.
I think if you just use it as a street car you'll be fine, but if you abuse it, I'd expect some money being dropped into the motor relatively quickly.
If you go over to planet-9, there's a ton of info. A little bit too much to take in at one time.
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