'%20x='0'%20y='0'%20height='100%25'%20width='100%25'%20%0A%20%20%20%20%20%20%20%20%20%20xlink%3Ahref='data:image/jpg;base64,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'%3E%3C/image%3E%3C/svg%3E)
#3 - Chicago Bears and Jay Cutler
Jay Culter signed a contract extension with the Chicago Bears before the 2014 season, which would see him with the team through 2020. The contract was worth $126 million, with $56 million guaranteed, but Cutler's play didn't warrant anywhere near that.
The year he signed the contract, Cutler led the league in interceptions. The Bears never won more than six games over the next three years with him as the starter. Chicago bought out Cutler's contract and released him in 2017, four years before the deal was due to expire.
Be the GM of your favorite team, use our free Mock Draft Simulator with trades
#2 - Las Vegas Raiders and Jon Gruden
Head coach Jon Gruden had previously managed the Oakland Raiders before the team re-acquired him in 2018. Gruden had been out of the league for several years, having spent time as a TV analyst, but that didn't stop the Raiders from signing him to a 10-year, $100 million contract.
Gruden went 4-12 in his first year back and left his role in 2021 after emails in which he had used "racist, misogynistic and homophobic" language were leaked.
#1 - Washington Redskins and Albert Haynesworth
Defensive tackle Albert Haynesworth is up there with the most regretful contract signings of all time. He signed a seven-year, $100 million contract ($41 million guaranteed) with the Washington Redskins in 2009, which proved to be a terrible bit of business.
Haynesworth showed up to camp out of shape and refused to participate in off-season workouts. His play on the field didn't warrant any special attention either.
In two seasons with Washington, he could only muster 6.5 sacks before being traded to the New England Patriots for a fifth-round draft pick in July 2011. He went down as arguably the worst free-agent signing in NFL history.
