Born and raised on the Southside of Chicago, Barry Brewer began his career as a stand-up comedian in 2002 when he was just a teenager. Originally getting his start performing at local churches, Brewer perfected his craft performing in comedy clubs throughout Chicago before moving to Los Angeles in 2004. Brewer's early success came from televised comedy competitions such as Bill Bellamy's Who's Got Jokes on TV One alongside his peers, Tiffany Haddish and Lil Rel Howery and Comedy Dynamics' comedian showcase, Coming to the Stage.