Goodshank made his high profile musical debut playing acoustic guitar in The Moldy Peaches. He has also had a prolific solo career, recording 14 albums in a five-year span and touring Europe with artists including Jeffrey Lewis and Kimya Dawson. He has since become a prominent voice in the underground NYC music scene.

Goodshank's style, while usually centered around his solo guitar and singing abilities, draws from a variety of pop and underground art and musical influences and employs many instrumental textures. Unconventional song structures, humor, innuendo, and wordplay are staples of his music and artwork across the variety of forms they take.