50. Jay Cutler
Profession: Quarterback, Chicago Bears
The reality TV star girlfriend, the douchey attitude, the complete lack of heart—Jay Cutler is the quintessential annoying athlete. Seriously: if you're a Bears fan and you don't get pissed off every time you shell out 100 bones for a seat at a home game just to see this schmuck get a little bit richer off it, then you probably don't deserve to wear Mike Ditka's name across your back. Oh, and don't even get us started on how annoying it is to have this guy on your fantasy football team...Ugh!