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22 Nov 2001 : Quarterback Ryan Leaf of the Dallas Cowboys rests on the sideline during the game against the Denver Broncos at Texas Stadium in Irving, Texas. The Broncos won 26-24. DIGITAL IMAGE. Mandatory Credit: Ronald Martinez/Getty Images
22 Nov 2001 : Quarterback Ryan Leaf of the Dallas Cowboys rests on the sideline during the game against the Denver Broncos at Texas Stadium in Irving, Texas. The Broncos won 26-24. DIGITAL IMAGE. Mandatory Credit: Ronald Martinez/Getty ImagesRonald Martinez/Getty Images

Top 10 Worst Sports Contracts of All Time

Eli ChesnerOct 25, 2010

Sometimes when teams give players a five or six-year contract with $40 million guaranteed it doesn't mean that everything will go your way. And when you give players a big contract before they play a game, and they suck right out of the gate it's worse.

Here is my list for the top 10 worst sports contracts of all time.

No. 10 Grant Hill

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PHOENIX - OCTOBER 19:  Grant Hill #33 of the Phoenix Suns puts up a shot against the Golden State Warriors during the preseason NBA game at US Airways Center on October 19, 2010 in Phoenix, Arizona. NOTE TO USER: User expressly acknowledges and agrees tha
PHOENIX - OCTOBER 19: Grant Hill #33 of the Phoenix Suns puts up a shot against the Golden State Warriors during the preseason NBA game at US Airways Center on October 19, 2010 in Phoenix, Arizona. NOTE TO USER: User expressly acknowledges and agrees tha

This pick should not be blamed too heavily on the Magic, who signed Grant Hill to a seven-year, $93 million contract. At the time Hill was one of the best players in the league, but big injuries plagued his career in Orlando, and he only played in 47 games in his first four seasons. He was traded to the Phoenix Suns in 2007 and has been playing a little bit better, but he still is not worth the BIG money.

No. 9 Rick Pitino

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JACKSONVILLE, FL - MARCH 19: Rick Pitino the Head Coach of the Louisville Cardinals gives instructions to his team in the game against the California Golden Bears during the first round of the 2010 NCAA men's basketball tournament at Jacksonville Veteran'
JACKSONVILLE, FL - MARCH 19: Rick Pitino the Head Coach of the Louisville Cardinals gives instructions to his team in the game against the California Golden Bears during the first round of the 2010 NCAA men's basketball tournament at Jacksonville Veteran'

In 1997, the Celtics signed Rick Pitino to a seven-year, $70 million contract, but Pitino wasn't a player—he was the coach. The legendary University of Kentucky coach was brought in to bring the Celtics back to glory.

The exact opposite happened, as the Celtics failed to make the playoffs in his four-year tenure. He was fired in 2001.

No. 8 Larry Hughes

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CHARLOTTE, NC - APRIL 24:  Guard Larry Hughes #0 of the Charlotte Bobcats dribbles with the ball during Game Three of the Eastern Conference Quarterfinals against the Orlando Magic during the 2010 NBA Playoffs at Time Warner Cable Arena on April 24, 2010
CHARLOTTE, NC - APRIL 24: Guard Larry Hughes #0 of the Charlotte Bobcats dribbles with the ball during Game Three of the Eastern Conference Quarterfinals against the Orlando Magic during the 2010 NBA Playoffs at Time Warner Cable Arena on April 24, 2010

Larry got $70 million for five years from the Cleveland Cavaliers to make him the right-hand man for their franchise player Lebron James. Well, Larry really didn’t help Lebron, and Lebron didn’t help Larry...and now look at Cleveland. They’ve lost Lebron to the Heat. 

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No. 7 Ryan Leaf

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SAN DIEGO - NOVEMBER 12:  Quarterback Ryan Leaf #16 of the San Diego Chargers passes the ball during the game against the Miami Dolphins on November 12, 2000 at the Qualcomm Stadium in San Diego, California.  The Dolphins defeated the Chargers 17-7. (Phot
SAN DIEGO - NOVEMBER 12: Quarterback Ryan Leaf #16 of the San Diego Chargers passes the ball during the game against the Miami Dolphins on November 12, 2000 at the Qualcomm Stadium in San Diego, California. The Dolphins defeated the Chargers 17-7. (Phot

Ryan Leaf may be the biggest bust in NFL history. The Indianapolis Colts almost picked Leaf over current superstar Peyton Manning with the first overall pick in the 1998 Draft. Instead the Chargers chose him with the second pick and signed him to a four-year, $32.5 million contract. Leaf lasted only four unproductive seasons, while Manning became the best player in the game.

No. 6 Rick DiPietro

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UNIONDALE, NY - OCTOBER 11:  Rick DiPietro #39 of the New York Islanders tends net against the New York Rangers at the Nassau Coliseum on October 11, 2010 in Uniondale, New York.  (Photo by Bruce Bennett/Getty Images)
UNIONDALE, NY - OCTOBER 11: Rick DiPietro #39 of the New York Islanders tends net against the New York Rangers at the Nassau Coliseum on October 11, 2010 in Uniondale, New York. (Photo by Bruce Bennett/Getty Images)

In 2006 the Islanders signed Rick to a 15-year, $67.5 million contract. The team continues to lose every year, and Rick always seems to be injured. 

No. 5 Michael Vick

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ATLANTA - DECEMBER 06:  Michael Vick #7 of the Philadelphia Eagles rushes upfield against the Atlanta Falcons at Georgia Dome on December 6, 2009 in Atlanta, Georgia.  (Photo by Kevin C. Cox/Getty Images)
ATLANTA - DECEMBER 06: Michael Vick #7 of the Philadelphia Eagles rushes upfield against the Atlanta Falcons at Georgia Dome on December 6, 2009 in Atlanta, Georgia. (Photo by Kevin C. Cox/Getty Images)

Michael was given a $137 million contract for 10 years with the Atlanta Falcons, and he did not disappoint anyone on the football field. However, he did end up disappointing everyone on the streets.

Michael ended up going to prison for two years for running a dog-fighting ring. Fortunately for the Falcons they didn’t have to pay him his salary anymore.

No. 4 Alex Rodriguez

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ARLINGTON, TX - OCTOBER 22:  Alex Rodriguez #13 of the New York Yankees stands outside the batters box during the ninth inning of Game Six of the ALCS against the Texas Rangers during the 2010 MLB Playoffs at Rangers Ballpark in Arlington on October 22, 2
ARLINGTON, TX - OCTOBER 22: Alex Rodriguez #13 of the New York Yankees stands outside the batters box during the ninth inning of Game Six of the ALCS against the Texas Rangers during the 2010 MLB Playoffs at Rangers Ballpark in Arlington on October 22, 2

A 10-year, $252 million contract from the Texas Rangers had to be really disappointing when A-Rod was unable to lead the team to the World Series. It was just bad news for Texas, as they ended up trading Alex to the Yankees where Alex won the MVP twice and went on to win the 2009 World Series. Texas even had to pay $67 million of A-Rod’s contract with New York… Oops!

No. 3 Ben Wallace

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DENVER - DECEMBER 19:  Ben Wallace #4 of the Cleveland Cavaliers takes a free throw against the Denver Nuggets at the Pepsi Center on December 19, 2008 in Denver, Colorado.The Cavaliers defeated the Nuggets 105-88.  (Photo by Doug Pensinger/Getty Images)
DENVER - DECEMBER 19: Ben Wallace #4 of the Cleveland Cavaliers takes a free throw against the Denver Nuggets at the Pepsi Center on December 19, 2008 in Denver, Colorado.The Cavaliers defeated the Nuggets 105-88. (Photo by Doug Pensinger/Getty Images)

In 2006, the Bulls thought they needed a big man to fill a gap so they made Ben a $60 million contract over four years. After a few injuries and only a six-point average per game, the Bulls soon realized that this was a huge mistake. They traded him to the Cavaliers in 2008, eating $30 million.

No. 2 David Beckham

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CARSON, CA - OCTOBER 24:  David Beckham #23 of the Los Angeles Galaxy controls the ball on the right wing during the MLS match against FC Dallas on October 24, 2010 in Carson, California. The Galaxy defeated FC Dallas 2-1.  (Photo by Victor Decolongon/Get
CARSON, CA - OCTOBER 24: David Beckham #23 of the Los Angeles Galaxy controls the ball on the right wing during the MLS match against FC Dallas on October 24, 2010 in Carson, California. The Galaxy defeated FC Dallas 2-1. (Photo by Victor Decolongon/Get

The five-year, $250 million dollar contract to bring soccer star to the States worked just as much as Posh bringing back the spice in her girl band career. The LA Galaxy fans are angry with David, and they don’t even want him back after David seemed to be only a part-time player who was injured most of the time.

No. 1 JaMarcus Russell

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OAKLAND, CA - JANUARY 03:  JaMarcus Russell #2 of the Oakland Raiders in action  against the Baltimore Ravens during an NFL game at Oakland-Alameda County Coliseum on January 3, 2010 in Oakland, California.  (Photo by Jed Jacobsohn/Getty Images)
OAKLAND, CA - JANUARY 03: JaMarcus Russell #2 of the Oakland Raiders in action against the Baltimore Ravens during an NFL game at Oakland-Alameda County Coliseum on January 3, 2010 in Oakland, California. (Photo by Jed Jacobsohn/Getty Images)

In 2007 the Raiders handed Jamarcus a $68 million contract over sx years. He was picked No.1 overall at the 2007 draft and was expected to bring life back to the Raiders as a franchise quarterback. One problem… he doesn’t care about football anymore. He gained weight immediately after the draft and now weighs 300 pounds. He’s been cut, and the Raiders will have to eat millions.

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