Bill, what seem like the worst choices sometimes end up coming out OK in the end. By way of example, Round The World Doug, a guy I know from ADVrider and f-ace book, just bought an old Indian. The bike was in Washington State, Doug lives in Alabama. He flew out there and rode the bike home. It hadn't been run in decades. In 3300 miles, he burned a little oil, and I think his license plate bracket came apart. This happened within the past couple weeks.
That's just one of many stories this guy has of riding old bikes LONG distances- he didn't get his name "Round The World Doug" via happenstance.
folks do tend to make out alright. Hope these boys get where they're going without too much trouble, then again- it IS an *adventure*.