1. Don Cherry
Don Cherry is a Canadian national treasure and a true badass who calls out players and teams with such on-air candor that he operates with a 7 second tape delay. People tune in to "Hockey Night in Canada" for the game as much as to see what outlandish outfit "Grapes" is wearing. His suits are atrocious, but a man who was voted #7 by viewers as "The Greatest Canadian" probably feels entitled to do whatever he wants. It really sucks that the NHL's lockout is ongoing, but the truly scary part is the rumor that Cherry is re-upping his wardrobe with all the down time.