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Thanks to A-Rod's 10-year, $252-million deal of 2001, the Yankees felt compelled to reward their own superstar shortstop, who, unlike Rodriguez, had actually won championships before. Jeter had four World Series rings when he signed this deal in 2001. In the final year of his contract, Jeter set career lows in batting average, on-base percentage and slugging percentage at 35. After the 2010 season, he agreed to a new three-year, $51 million contract that includes a player option for the 2014 season, a salary that made him the highest-paid shortstop in the game and still one of the 20 highest-paid players in baseball.

Photo: Chuck Solomon/SI

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