Craig worked as a production assistant on the film, Major Payne. Craig also helped write the script for Scary Movie 2. Craig then became a regular writer and producer on My Wife and Kids. He co-starred in the animated special, Thugaboo: Miracle on D-Roc's Street and Dance Flick. Craig also produced the sketch-comedy series, The Underground. Craig has recently starred a production company, Second Generation Productions with his cousin, Damien. He also has a leading role on the BET series, Second Generation Wayans.