A very good thread Timco. I am emotionally attached to my Boxster and would not want to experience seller's remorse as one member previously did and bought his Boxster back.
I do find it somewhat wearing that parts need to be replaced as the car gets older even though I have only 40k miles on it. Like a thoroughbred horse it needs more maintenance than your average car. Would I sell it at this point for $2k more than what I paid? After 3 years of ownership I would likely say no. Possibly to sell it for a used Cayman but they want too much $$$$ for those still.
So at this point time no. I do not want to put a big hole in my retirement savings for a CPO Cayman. That also would be too nice a car to drive in winter. So for now my 2001 Box base fits my needs well. I look forward to the spring here to see what Boxes and Caymans are going for and to drive the snot out of my Boxster!
Guy