Any vehicle with a timing belt needs to have it replaced at reasonable intervals - it's not an "issue"

http://carbuyingtips.com has a great section on evaluating used vehicles with some good general tips. I never got a gen 2 X so have nothing specific to it for you to look out for, but rebuilt tranny seems fishy - why was it rebuilt? Clogged radiator? Towing improperly? Other abuse? That's a red flag to me in and of itself.