A.J. attended Saint Benedict’s Prep in Newark, New Jersey and is a member of the Omega Psi Phi fraternity. As an actor he appeared in an episode of the TV series The Chicago Code in 2011. He also served as co-executive producer for The Show with A.J. Calloway in 2005. In 2014 Calloway was nominated for a Daytime Emmy Award for Outstanding Entertainment News Program as a part of the series Extra.