Best Dumbass Rich Sports-team Owner (2001)

Tom Hicks

A tough category. Still, even in a crowded field, one man stands out: that big rich billionaire owner who isn't Mark Cuban. It's one thing to want your team to win. It's another to shell out an exorbitant amount of money in pursuit of that goal. But when you sit around and tell everyone that signing A-Rod for the now-infamous sum of $252 million will catapult the Rangers back to the top of the division, you've crossed the line. Come on, Tom Hicks, what were you thinking? Have a little modesty, and no one's bugging you. But be a braggart, and here we are. Getting Alex Rodriguez was good. Getting geriatric-ward regulars Ken Caminiti and Andres Galarraga and then thinking they could overcome horrible pitching was, ah, less than good.

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