Unretiring
One of the worst things that Brady ever did was unretire. The quarterback played for another season after his Super Bowl win with the Buccaneers. It appeared that he had retired and was walking away from playing football. Meanwhile, FOX Sports signed him up to a $350 million broadcasting contract.

Then Brady unretired and pulled his cleats back on. This was a terrible decision for many reasons because it gave his critics ammunition. Some people thought that he was holding Tampa Bay back. Others said that it was ridiculous that he ditched his family to play for a losing team (via SBNation).