G Rap began working with DJ Polo in 1986, releasing several underground hit singles including "It's a Demo"/"I'm Fly", "Streets of New York" and "Road to the Riches". G Rap grew in popularity but never crossed over like Biz Markie or Big Daddy Kane, both also members of the Juice Crew.
G Rap began a solo career in the mid-1990s, released 4,5,6. This and subsequent LPs saw little attention from critics or consumers, and G Rap began collaborating with others. Signing to Rawkus Records, G Rap launched a comeback with 2002's The Giancana Story. The album was well-received.