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Barry has made a variety of guest appearances on shows like Dr. Katz, Professional Therapist, Wonder Showzen, Chappelle's Show, Flight of the Conchords, Bored to Death, Spin City, Sex and the City, The Sarah Silverman Program, and Bob's Burgers. He has also appeared in such films as Road Trip, Pootie Tang, The Wrestler, and Wanderlust.