The road trips are part of the adventure. I would rather waste 2.5 days on the road, than several thousand dollars. Most of the time, I can tell if a person is honest or not. But, I do get stung once in awhile. If it is an ebay sale, then check their feedback.
I wouldn't be afraid to gamble a couple grand on lot's of photos, and numerous dicussions with the seller. But that's about the limit with me.
Ask yourself, if I get stuck, how much will it hurt.
I say if you are seriously interested, go for a serious road trip. These spur of the moment trips are quite often a lot of fun. If the truck doesn't end up being what you were expecting, just say no. Then take the 2 lane highways home, you may just spot something even better for sale along the way.
Good luck and let us know how it goes.
John