'90s Team(s): Chicago Bulls (1990-93, 1995-98)
He's still got his shoes and as long as he has his shoes he has a license to print money. He married model Yvette Prieto in 2012 (which may or may not have to do with the money printing). He is the Head of Basketball Operations and more importantly the Majority Owner for the Charlotte Bobcats. We'd be impressed if it was any team but the Charlotte Bobcats. At least he managed to get their name changed back to the Hornets.