Over the course of his Hall of Fame NFL career, Jim Kelly learned a thing or two about disappointment. A five-time Pro Bowler and one of the premier quarterbacks of his generation, Kelly took his Buffalo Bills to the Super Bowl every year from 1990 to 1993. The Bills are the only team in NFL history to make it to the big game four years in a row. They're also the only team to lose four in a row. "These things always happen to the Bills," said Kelly's teammate Andre Reed after the team's fourth Super Bowl loss, to the Dallas Cowboys. "It rips the heart out of you."
Two decades on, though, Jim Kelly has made his peace. "People always ask, would you rather win one time or go four times and lose," he told USA Today in 2011. "It's a hard question. But to be honest with you, I would rather go four times and lose."