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As a collegiate athlete, Fitzgerald was a four-year letterwinner for the UChicago baseball team. He compiled a career pitching record of 12-8, including a 6-2 mark in 1996. He helped the Maroons reach 20 wins in three-consecutive seasons for the first time in school history. Fitzgerald was also President of the Order of the C. He graduated in 1998 with a degree in sociology and was an assistant baseball coach at UChicago in 1999. Fitzgerald went on to receive a master's degree in business administration from Loyola University Chicago.

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