Quoted from pinballbrat:I just got back into the hobby about a month ago and I'm considering buying a second pin.
Welcome to the dark side.
Ask for lots of pics, not just of the pretty stuff (playfield, backglass), but of the underside and close ups of the boards. I've also passed on a roadtrip just because the owner was less-than-forthcoming with pics and info. Always feels to me like they're hiding something.
I guess the other factors would be how reliable you feel your vehicle is, whether you like road-tripping, and how bad the roads are between thither and yon.