Worst $100 Million Contracts in Sports

Bengals, Andy Dalton agree to $115 million extension.

Cincinnati Bengals, Andy Dalton Agree to $115 Million Extension - On Monday, the Cincinnati Bengals shocked the football world by signing quarterback Andy Dalton to a six-year, $115 million contract extension. The fourth-year quarterback has led the Bengals to a 30-18 record and three straight trips to the playoffs, although he has yet to earn a post-season victory. Upon hearing the news Monday, ESPN NY radio went quarterback-by-quarterback and rated more than a dozen QBs better than Dalton. At 26, Dalton can either make the Bengals organization look brilliant or make them regret the extension. As long as Dalton's extension doesn't pan out like any of the following dudes. Take a look at other recent bad sports contracts.   (Photo: Andy Lyons/Getty Images)
Allan Houston - Two years removed from helping lead the New York Knicks to the NBA Finals, Allan Houston was rewarded by the organization in the form of a six-year, $100 million extension. The deal started off well with the sharpshooter averaging just over 20 points per game in the 2001-02 and 2002-03 seasons, but then, Houston...we have a problem. And the Knicks had a bigger problem, as Houston's knees went bad and he was only able to play in a combined 70 games the following two seasons before having to abruptly retire in 2005. What's worse is the Knicks had to keep honoring his contract, paying him upwards of $20 million in each of 2006 and 2007. Nice guy, but his name still makes Knicks fans cringe.(Photo: Ezra O. Shaw /Allsport via Getty Images)
Albert Haynesworth - The worst free-agent signing in NFL history? Quite possibly. After Albert Haynesworth was named to the Pro Bowl in 2007 and 2008, the Washington Redskins signed the defensive tackle to a mammoth seven-year, $100 million contract with $41 million guaranteed in 2009. From the beginning of his Redskins tenure, however, Haynesworth was nothing but a big problem, coming to camp in poor shape and later claiming to be ill. He only wound up playing in 2009 and 2010. What a bust! (Photo: Greg Fiume/Getty Images) Mike Hampton's $123 Million Deal With the Colorado Rockies - Capitalizing on the deal that Kevin Brown inked with the Los Angeles Dodgers in 1998, Mike Hampton signed an eight-year, $123 million contract with the Colorado Rockies in 2000. Hampton went 14-13 with a bloated 5.41 ERA in 2001 and imploded with a 7-15 mark and 6.15 ERA the following season. Everything was a struggle thereafter. A big baseball contract gone wrong. Way wrong.(Photo: Brian Bahr/Getty Images)

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Cincinnati Bengals, Andy Dalton Agree to $115 Million Extension - On Monday, the Cincinnati Bengals shocked the football world by signing quarterback Andy Dalton to a six-year, $115 million contract extension. The fourth-year quarterback has led the Bengals to a 30-18 record and three straight trips to the playoffs, although he has yet to earn a post-season victory. Upon hearing the news Monday, ESPN NY radio went quarterback-by-quarterback and rated more than a dozen QBs better than Dalton. At 26, Dalton can either make the Bengals organization look brilliant or make them regret the extension. As long as Dalton's extension doesn't pan out like any of the following dudes. Take a look at other recent bad sports contracts.   (Photo: Andy Lyons/Getty Images)

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