Every Friday, we choose an alum who has been making headlines—for better or for worse.
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10/14/11: Theo Epstein ’95

Theo Epstein ’95 “grew up second-guessing Red Sox general managers,” he once told the Yale Alumni Magazine. That was back in 2003, when Epstein—just 29 years old—was beginning his first season as GM of the team that had not won a World Series since Babe Ruth left Boston.

It took just two years for Epstein’s BoSox to “reverse the curse,” winning the Series in 2004 and again in 2007. But this September, the team blew a nine-game lead in a collapse that was excruciating even for a non-fan to watch, and Epstein asked permission to talk to other potential employers.

On Wednesday, reports surfaced that Epstein has made a deal to be the new general manager of the Chicago Cubs. (Nothing has been confirmed yet; there’s still the matter of buying out the last year of Epstein’s Red Sox contract to be worked out.) How long since the Cubs last won a world championship? Only 103 years.

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