Weisman was born to a Jewish family in Los Angeles, California. He pursued acting at a young age, first appearing as The Professor in a fourth grade production of Gilligan's Island. While at Taft High School In Woodland Hills, California (a suburb of Los Angeles), Kevin participated in local drama festivals in and around the Los Angeles area (DTASC), performing work from the likes of William Shakespeare and Neil Simon. He went on to receive a BA from the University of California, Los Angeles School of Theater, Film and Television, and then to further his study of the craft of acting at New York's prestigious Circle in the Square Theatre. Weisman is a founding member of the mutli-award-winning Los Angeles based theater troupe, Buffalo Nights Theater Company
In 2015, Weisman was awarded a Lead Actor Award (Stage Raw) for his work as Francois Villon in Murray Mednick's Villon, which premiered at the Odyssey Theater in Los Angeles. The show was produced by the Padua Playwrights.
Prior Los Angeles productions include tackling the role of frustrated writer Arthur Kellogg in Jaime Pachino's 2012 West Coast premiere of The Return to Morality with the Production Company in Los Angeles.

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