On the used Cayman S vs. the Z issue I shopped a used Cayman S. The best deal, mileage/cost, I found was $42 K for an 06 when I purchased my Z. As of today an 06 with 18k miles with a Porsche Certified warranty can be found for $38k. It's 3 years old and depending on in service date it might have 3 years left on the warranty.
The catch is you need to find the color/combo you want with the right miles and hope it didn't have the crap run out of it. Let's say half the miles were on the track.
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16 Cayman GT4, Carmine Red, Buckets, PCCB etc.
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