15. Michael Vick

Year: 2004
Contract: $137 million/Ten years
Team: Atlanta Falcons
Usually it's lackluster performance or injuries that have owners regretting big contracts to athletes. However, for Arthur Blank it was Vick's federal charges and subsequent sentencing for dog fighting that screwed over the Falcons. The team attempted to have Vick repay $20 million, arguing that he had breached his contract. But after legal wrangling, Vick was only ordered to repay $3.5 million of the $35 million he received in the first two years of the contract. Years later and Vick has another $100 million contract and the Falcons are back to being a contender. #timehealsallwounds