Dare Jordan
Perhaps you've seen the Sports Illustrated article or other stories about a fellow named John Rogers, a mutual fund CEO who defeated Michael Jordan in a game of one-on-one. This took place at the Michael Jordan Senior Flight School, a fantasy basketball camp held each year at a hotel in Las Vegas. Watch actor (and fantasy camper) Damon Wayans give Jordan grief at the end of the video.
What's interesting is that my uncle, Bill Dutcher, an oil and gas entrepreneur in Norman, is also a camp regular and was one of the spectators in this video. Indeed, shortly after the Rogers v. Jordan showdown, Bill himself lost to His Airness by a single point.