Boston Red Sox — Babe Ruth
Trade Details: Babe Ruth to the Yankees for $100,000
The most infamous trade of all-time involved Boston sending Babe Ruth to the Yankees for some much-needed cash. Ruth was arguably the league’s best player at the time, and he soon became a legend in New York. After setting the single-season home run record (29) in his final season with the Red Sox, Ruth smashed 54 and 59 homers in his first two seasons with the Yankees. Overall, Ruth slugged 659 HR in 15 seasons with the Yanks, and became one of the greatest players of all-time. As for the Red Sox, the franchise would have to wait 86 years before winning another World Series title (1918-2004).
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