At 5 years old, Dewey began as a classically-trained pianist, before becoming a professional musician performing in the jazz, R&B, and pop idioms in his early teen years. At Berklee College of Music, he studied piano primarily under Steve Hunt (Billy Cobham, Allan Holdsworth, Stanley Clarke) and performed for pop, Latin pop, R&B, and neo-soul artists, as well as playing and music directing in a number of musical theatre endeavors. He also arranged for large-scale concerts, produced and wrote with a multitude of artists across genres, and composed music for picture and commercial release. He graduated with a B.M. in Contemporary Writing and Production with a minor in Writing for Television and New Media.