Kenny “The Gambler” Rogers has a pretty impressive country singing career, but did you know he is also an outstanding basketball player? This video from 1988 taken at a basketball event during Kenny Rogers Classic Weekend displays just how much game Kenny Rogers has after he head fakes Michael Jordan out of his shoes and bangs home a 15-footer. It’s hard to believe just 20 years ago NBA players were content wearing daisy dukes on the basketball court.