Tom Brady
Brady is in an unusual position on this list because he didn’t do anything wrong. The legendary QB spent 20 seasons with the Patriots before he finally departed. This came after his relationship with Bill Belichick deteriorated. However, it broke the hearts of the New England fanbase because they adored him.

Many of them wanted understandably wanted the greatest quarterback of all time to retire as a Patriot, but that didn’t happen. Instead, he joined the Buccaneers and became a Tampa legend when he won his seventh Super Bowl ring. Furthermore, they added gloss by winning the coveted prize in their stadium. Brady cut ties with Foxborough and cast his flag in Florida (via NBC Sports).