Derek Gaines

Derek Gaines is a powerhouse stand-up comedian, actor, and WGA Award-winning writer known for his infectious, high-octane energy and sharp storytelling. Originally from Philadelphia and now a staple of the New York City comedy scene, Gaines has built a reputation as the "man with the smile of a thousand angels." His unique perspective—often exploring the hilarious nuances of growing up African American in the suburbs—has made him a breakout star on stages nationwide. Fans recognize Derek from his recurring role as Jaybird in TBS’s The Last O.G. and his scene-stealing performances in Judd Apatow’s The King of Staten Island and Peacock’s Bupkis. Beyond the screen, his writing prowess earned him a WGA Award for Inside Amy Schumer and a Daytime Emmy nomination for Apple TV+’s Helpsters. He has also been featured on The Tonight Show Starring Jimmy Fallon and Comedy Central Stand-Up Featuring.