First up, representing the NBA, Sam Cassell

Sure, his modeling career never got off the ground, and conspiracy theorists list him as the definitive evidence for the Roswell incident, but the man is ugly, not circus ugly. For that we turn to:
NHL:

Throughout his career, Mike Ricci stayed in fantastic shape by frequently being chased from villages by torch-waving townspeople. But when you consider this guy is married to this chick, hockey players can clearly compensate for the lack of looks or teeth.
ADVANTAGE: NHL, especially if one considers the ugliness of crushing fans expectations.
Rating players has been done before, but a complete picture wouldn't be complete without some executives. In the NHL, we find Darryl Sutter:

And yes, there is a remarkable likeness to this guy.
But of course, the edge will have to go to the NBA on this one, thanks to the man below whose soul literally absorbs sunlight:

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