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A month after celebrating Boston's third title in 10 seasons, Ellsbury signed a seven-year, $153 million contract with the Yankees. Despite being a homegrown star who had only just turned 30, Ellsbury's departure didn't inspire much rage amongst Red Sox fans. That will certainly not be the case if Mookie Betts is traded this winter, and while it would be disingenuous to compare Ellsbury to Betts, it's nonetheless worth noting how frequently massive free agent deals end up biting the new team more than the old one.
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