Which Boxster S would be a better purchase in the long run?

[j.fro]

Being the owner of a 2000 S, I must admit some loyalty. Either car will likely require 2-4000 in maintenance during your first year. Get the PPI done for the more likely candidate. welcome to the club - it's well worth it!
BTW, our cars don't have timing belts - there are chains in there, and they're not usually an issue. Do you homework on:
IMS
RMS
Air-oil separator
2nd gear pop-out
top issues
tire wear
window regulators