On November 25th, 2002 Epstein became the general manager of the Boston Red Sox. At the time he was the youngest GM in MLB history. Just two years later he was in charge when the Red Sox won their first World Series in 86 years and again when they won it again in 2007. He was the hero of Fenway and never had to buy another meal in Boston.
In 2011 Epstein became President of Baseball Operations for the Chicago Cubs, the current record holder for longest time without a World Series title. In just five years he has taken the Cubs from lovable losers, to the top team in baseball and given the city of Chicago real hope of winning their first Championship since 1908.
If Theo is able to complete this championship run and give the Cubs a World Series banner we would have no choice but to name him the greatest baseball operations guy ever. Ok, the title needs a little work, but you get my point. He single handedly would be responsible for ending the two most prolific curses in all of sports. The only man to be part of both historic events.
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