He started rapping at age five under the name Kid Gangsta.
He won a Billboard Award for Single of the Year with his song "Bow Wow (That's My Name)" and starred with Crispin Glover in the film Like Mike.
He had a daughter named Shai in April 2012 with his former girlfriend Joie Chavis. He got engaged to Erica Mena in November 2014 but the two later split up. He and model Olivia Sky welcomed a son in September 2020.