Woolard was previously known for being shot near radio station Hot 97 in 2006 and giving an interview on the Funkmaster Flex show directly afterwards. His music was later banned from play at the station as a result of a policy that bans "music by any Artist who is involved in an altercation at the station."
In 2016, he starred in the movie Barbershop: The Next Cut as Marquese. Woolard reprised his role as The Notorious B.I.G. in All Eyez on Me, a biopic about Tupac Shakur, which was released in June 2017.