Derek Gaines grew up outside of Philadelphia, and moved to New York City with his “6 Foot Nothing” crew after cementing his status as one of Philly’s Phunniest. After performing as a New Face in Montreal at Just For Laughs, Gaines began scoring TV credits, hosting MTV’s Broke A$$ Game Show and delivering jokes on cable outlets from truTV to VH1 to AXS-TV. Since 2017, Gaines has steadily appeared in higher-profile roles and series, starting with the revival of Will & Grace on NBC, where he plays Sean Hayes’s boss, and also including The Last O.G. with Tracy Morgan on TBS. In 2020, you can see Gaines on the big-screen in his former roommate Pete Davidson’s movie, The King of Staten Island, and you can hear Gaines on his first comedy album, Fuccboi Ground Zero. Gaines sat down with me to talk all about it, so let’s get to it!