Terrell Owens
Owens openly said that when it came to contract negotiations it was all about his family. That meant he would go to whoever paid him the most cash. It was almost refreshingly honest even if some people considered him a mercenary. However, he almost reached a breaking point with the Eagles in 2005 (via WCU Quad).

First, he wasn’t one of the top 10 highest-paid receivers in the league. He compared his contract to Randy Moss because he believed he deserved the same standard. Things escalated when his relationship with Donovan McNabb deteriorated. Finally, the Eagles handed him a new deal worth almost $50 million.