Cy Young's professional career began as a dancer at the Empire Room of the Palmer House in Chicago and progressed to performances ranging from Broadway's Upstairs at the Downstairs to London's Globe Theater. Naturally, he first started writing for the theater and three of his plays were published by Samuel French. His short story, "The Schitzle Connection" won first prize in the Oklahoma City Writer's Contest and was later published by Twit Publishing (Winter Spring 2011 Edition).

His vast range of experience includes writing and producing several musicals, vocal recording for Painted Smiles Records, and "Draw Me A Circle" a song he wrote on Barbra Streisand's Third Album. Some of his most notable performances were Divorce Me Darling in London and Once Upon a Mattress, where he played the king's son opposite the great Buster Keaton.

As a line producer on F. Lee Bailey's show, Lie Detector, Cy was exposed to the criminal element which provided inspiration for some of his characters and fictional storylines. During his time with the show, Cy co-produced one of the most famous segments featuring Caril Ann Fugate. Bailey interviewed Caril Ann about her alleged co-conspiracy with Charles Starkweather, and she passed the lie detector test helping prove her innocence.