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Ross Crain was born in Oklahoma City to Garry, a wildcat entrepreneur, and Edwina, an Oklahoma City bombing survivor whom Crain calls "his hero." He's had a wild life, from playing semi-pro baseball in Europe, to producing online financial news, to performing comedy across the US. Some of his comedy stops include: San Francisco's Sketch Fest, Chicago's Sketch Fest (Time Out Chicago praised him as "the real standout"), and Los Angeles's Scripted Festival. Training includes NYU's Tisch School of the Arts (Meisner Studio) and the Upright Citizens Brigade in NY and LA. His films have been seen at Venice Film Festival, Toronto International Film Festival, Cannes Film Festival (short), Dead Film Festival, Skins Film Festival, and others.