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Littlefield On Sports: Red Sox Nation May Lose Its General Manager08:29
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Sox GM Theo Epstein speaks to the media during a news conference on Sept. 30. (AP)
Sox GM Theo Epstein speaks to the media during a news conference on Sept. 30. (AP)

Should he stay or should he go?

Multiple reports say Red Sox General Manager Theo Epstein is headed for a job with the Chicago Cubs. If Epstein were to bolt, it would leave Red Sox Nation rudderless, without a manager helming the team or a front office boss leading the club.

Epstein was one of the driving forces behind breaking the 86-year-old Curse of the Bambino and bringing the 2004 and 2007 World Series titles to Boston. But the Sox fell short of late, failing to make the playoffs the last two years.

The Cubs are one of baseball's most storied franchises and they've got money for star players. Their championship drought is longer than the Sox', so bringing a title to Chicago could make Epstein the most famous front office personality in baseball history.

Will it be "Dirty Water" or the Windy City?

Guests:

This segment aired on October 12, 2011.

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