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Less Cash, Man

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Brian Cashman

Photograph By John Loomis for ESPN The Magazine

"Beggars can't be choosers," Cashman said in December 2012 about baseballs wealthiest team. Indeed, since 1999 the Yankees have been the top-spending team each season. But by getting their payroll below the $189 million luxury tax threshold for 2014, New York could lower its tax rate in 2015 from 50 percent to 17.5 percent.