Who has the most regrettable sports contract?

Sun, Aug 1
11:33
AM ET
BeckhamAP Photo/Lisa PooleDavid Beckham signed a monster, regrettable contract with the LA Galaxy.

Before any more general managers get carried away with doling out huge sums of money, they might want to take a look at what we think are some of the most regrettable contracts in sports history.

10. Rick DiPietro (New York Islanders, 2006) 15 years, $67.5 million

Fans in New York that haven't had a chance to see DiPietro in action firsthand need not fret, there's ample time. The Islanders will fork out $4.5 million a season to the injury-prone goaltender until 2021.

9. Allan Houston (New York Knicks, 2001) 6 years, $100 million

Just four years after he signed, Houston suffered a career-ending knee injury. The Knicks were left to pay out the remaining $40 million.

8. Steve Young (Los Angeles Express/USFL, 1984) 10 years, $40 million

Two years after the Express inked Young to a record deal, the league went belly up. But because of a litigator's ruling, Young has been collecting $1 million year from the Express and will through 2027.

7. Mike Hampton & Denny Neagle (Colorado Rockies, 2000) 8 years, $121 million & 5 years, $51.5 million, respectively

The Rockies signed this pair of All-Star hurlers to ridiculously over-priced deals. Hampton, who became the highest-paid pitcher in history at the time, cost the club $61 million in two seasons before trading him to Atlanta. Neagle had a losing record in three seasons before going down with multiple arm injuries.

6. David Beckham (Los Angeles Galaxy, 2007) 5 years, $250 million

This deal seemed absurd at the get go, and gets worse every day that Becks doesn't put on a Galaxy jersey. When he's been healthy, Beckham's had just seven goals in 45 games, failing to help turn the Galaxy into a winner, or turn the MLS into a brand name.

Read More