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Joshua Regnall Stewart was born in Diana, West Virginia, to Margie (Skidmore) and Charles Regnall Stewart, a teacher and Baptist pastor. He studied at the T. Schreiber studios in New York City and was a company member of the 13th Street Repertory Theatre. He continued his work in theater in Los Angeles performing in 'Light Bulb,' and 'Beacon' alongside 'Robert Forster' and Brooke Shields. He is a competitive snowboarder and boxer.