Jay Cutler
Cutler was a quarterback with a lot of faults but nobody can say he wasn’t a tough customer. He endured many injuries during his time with the Bears. Yes, he struggled with consistency but he played through the pain barrier. He retired in 2017 but returned when the Dolphins experienced an injury crisis.
But this was arguably a serious mistake because he received even more punishment. Cutler had broken ribs and even concussions during his time in Miami. He had nothing left to prove but couldn’t resist the lure of the NFL. He held on for too long and it may cost him in the future (via Dolphins Talk).