Team: Pittsburgh Penguins
Years Of Ownership: 1999-present
Championships Won and Playoff Appearances: One championship / Eight playoff appearances
The Pittsburgh Penguins lifer is one of the greatest players to lace up a pair of skates, and no doubt a hero in Steel Town. Currently the Pens principal owner and chairman, he bought the team out of bankruptcy in 1999. Super Mario is the only person to ever win the Stanley Cup as both a player and an owner.