Ariel Investments CEO John Rogers, Jr. beat Michael Jordan in a 1-on-1 game back in 2003. The video is here:
Ball Don't Lie
Just for this, I am going to buy some Ariel funds someday (http://www.arielinvestments.com/). I love the way Mr. Rogers Jr. calmly walks away after the game instead of getting excited or trash talking. That's the temperament--calm but determined--a good mutual fund manager should have.