Pitts grew up in Weston, Connecticut. In high school he was involved in the theater production company, and took part in productions while he was in school, including a performance as the Mysterious Man in Into The Woods.\n', '

Pitts began his career when he made his TV debut in 1999, and he appeared in an episode of Comedy Central\'s sitcom Strangers with Candy. He then went on to the New York Broadway stage in 2000, when he played Fleance from the Shakespearean play Macbeth. After his Broadway production, he was cast to appear in an episode each of Law & Order and Sex and the City. In 2004, he played a role in Eurotrip, and in 2008 was cast in 21.\n', '

In 2006, Pitts discussed his career motivations during an interview with Damien Echols: \n', '

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