Drew Brees
Unlike most of the players on this list, Brees is on this list because he was brilliant. He was one of the best NFL quarterbacks for 20 years and became a New Orleans icon. The Saints fans couldn’t believe that it was the end of an era when he finally retired. It also left a gaping hole in their offense.

Brees was the best pure passer in the NFL when he was in his prime. He set a ridiculous number of passing records and won a Super Bowl with the franchise. Meanwhile, he broke hearts again when he confirmed that he was stepping away from football. He had no interest in becoming a coach one day (via Essentially Sports).