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During one of his first auditions, he impressed producer Brenda Hampton so much that she hand-picked him to star as Ricky Underwood in the ABC Family series The Secret Life of the American Teenager. directed by Stiles White and co-written by Juliet Snowden and White. In September 2014, Kagasoff joined the cast of the Red Band Society, a comedy-drama series on Fox for the 2014–15 American television season developed by Margaret Nagle.