Chill Rob G's first hip hop collaboration was being part of the original version of the Flavor Unit collective, which included Lakim Shabazz, The 45 King, and Queen Latifah, among others.

He signed with Stu Fine's Wild Pitch Records in 1987, and released one album, Ride the Rhythm, on the label.

The song was a remix created by German producers Michael Münzing and Luca Anzilotti (under the pseudonyms Benito Benites and John "Virgo" Garrett III.)

He stated in an interview that it was primarily stress within his personal life (and hints at frustration with his label, Wild Pitch) that caused his recession into obscurity at the peak of his career.

In 1996, his track "Bad Dreams" was covered by the British trip hop artist Tricky on his album Pre-Millennium Tension.