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The Biggest Bombshells in MLB Winter Meetings History

The annual MLB winter meetings are underway as the baseball world converges on San Diego for the yearly flurry of free-agency and trade activity.

While numerous notable moves have been made during previous winter meetings, we're going to focus on the bombshells that no one saw coming.

What do we mean by a bombshell?

Jon Lester's choice of the Chicago Cubs over the Boston Red Sox and San Francisco Giants in 2014 is one of the most impactful moves in winter meetings history. However, it was far from a bombshell. The Cubs were always viewed as one of the front-runners to sign him, so no one was left mouth agape when the news broke.