Darrelle Revis
Revis was one of the Jets’ greatest-ever players but he made life difficult for the team. He demanded that they pay him what he wanted, however, they refused. In 2010, this resulted in one of the most dramatic contract holdouts the NFL ever witnessed. It lasted for over a month and saw Revis skip an entire training camp.

Finally, the Gang Green realized that they needed Revis more than he needed them. They offered him a new deal with improved terms and he signed an extension. It was one of those long-term dramas that no franchise needs but they could have avoided it. Revis was an elite player and they didn’t want to lose him (via Reuters).