As a teenager, Young served three years (1961–64) in prison at North Florida’s Raiford State Penitentiary for breaking and entering. While in prison he would regain his interest in art and began drawing and studying art books. When released, he began to produce thousands of small drawings, which he kept in shopping carts and later glued into discarded books and magazines that he found on the streets. He proceeded to move into the Overtown neighborhood of Miami. Young became attracted to a vacant alley called Goodbread Alley, which was named after the Jamaican bakeries that once occupied the street; he started living there in 1971.