QUOTE(ConeDodger @ Aug 29 2018, 11:46 AM)
Avoid anything prior to 2009.
Well, it all depends on what you want to do with the car.
I recall the stats on IMS bearing failure for Cayman from 06-08 to be something like 0.2%. That's not the real problem.
If street is all it'll see, you can get an '06-'08 for relatively cheap with no worries.
If running an '06-'08 on the track, oil starvation
can be an issue if not mitigated with a deep sump and/or additional scavenge pump(s). '09 and later solves this problem with scavenge pumps on all 4 corners of the engine.
Then there's the power steering pump and plastic reservoir which don't seal well especially with extreme heat and high RPM operation. First step is an underdrive pulley. Second step is to remove the PS pump altogether and replace with an electric pump setup (like the Cup cars) for ~$2k.
I own an '08 S with some of the above mods and love it.