This is the sort of dumb aloud-wondering usually reserved for the soaring off-season, but...
How many days or weeks do you think it would take to fly a sailplane across the continental U.S. or Canada? Really fly it--no trailering as has been necessary during the Smirnoff Derby and Return to Kitty Hawk. With the amazing flights being done in all parts of North America these days, I figure it's only a matter of time before someone puts it all together. Presumably retired and with a self-launching motorglider. What route would they take? What should we call the prize?