I'd ask him about the following:
0. Drivetrain? Engine/Turbo/tranny OK?
1. Headlights - any rock holes?
2. All other electronics (ABS brakes, signals, adjustable seats, etc.) still working?
3. A/C? (if you care).
4. Oil leaks?
5. Hard top? Does he still have it?
6. Cosmetic/fixable, but I'd still ask: hood/trunk/tonneau all stay open on their own (struts), pull down for soft top still work, does he have the hard top, other accessories (spare tire, umbrella, owner's manual, etc.).
You can still find almost all of the critical parts you'll need. I can't think of anything off the top of my head that you can't get either from other TC members (parting out), evil-bay, or using other brands (GM, le barons, etc.).
I'd take a look at it for you, but it's about 45 minutes from where I live and I'm heading out this weekend on one last vacation before school starts for the kids.