Hobson grew up in Puyallup, Washington, and attended Pacific Lutheran University, where he majored in theater after switching from music education. He is married and has children.
Hobson spent the first part of his career in Seattle's theater scene, acting at the Village Theatre, 5th Avenue Theatre and others. He played leading roles in productions of West Side Story, Miss Saigon, Evita, and Hair. In 2002, he portrayed Dan in a Seattle reading of Next to Normal.
In the fall of 2008, Hobson moved to New York City "to work with great actors and great directors" and was cast as the two doctors in the Broadway production of Next to Normal, roles he played for the duration of the show's 22-month run. After Next to Normal closed in 2011, Hobson appeared in supporting roles in three short-lived Broadway musicals: The People in the Picture (2011), Bonnie & Clyde (2011), and Leap of Faith (2012). He then worked briefly on producing musicals and readings in New York City.

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