My top three:
(1) A guy bet me $100 that Iran had more people than the U.S.
(2) Same guy bet me $100 that no defensive end in the NFL weighed more than 200 lbs.
(I sure miss working with that guy).
(3) Different guy bet me $10 before an NFL season that the Pittsburg Steelers would play the Oakland Raiders in the Super Bowl.
(When he paid off the bet he still didn't realize they couldn't play each other in the Super Bowl).
Anybody else know people that have more money than sense?