Sports and big contracts have gone hand-in-hand for several decades now. Each year it seems like new records for athlete contracts are set, and expectations for the upcoming season are raised. However, as we all know, ridiculous dollar amounts can sometimes lead to epic fails on the field of play. Whether due to injury (we see you, Luis Castillo), laziness (you too, Eddy Curry) or even legal problems off the field (what up, Mike Vick) a number of issues can turn deals that once seemed sweet into sour ones with long-lasting aftertastes. So, in honor of Labor Day and all the hard-working Average Joes who dream of seeing six-figure salaries (much less eight or nine-figure ones), here are the 25 Worst Contracts in Sports History...

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