Sydney Castillo

Sydney Castillo is an American stand-up comedian, actor, writer, and producer from Fort Worth, Texas. Known for his sharp wit and charismatic stage presence, he gained national attention after winning the $100,000 grand prize on TBS’s Funniest Wins and later became a recurring cast member on VH1’s Wild ’N Out. He has performed on HBO’s All Def Comedy and written for a range of television shows, including NBC’s Marlon, CBS’s The Neighborhood, Hood Adjacent on Comedy Central, Netflix’s Awake: The Million Dollar Game, and HBO’s Game Theory. Castillo also tours with his live comedy show My Cup Is Full and shares his high-energy stand-up clips across social media, where he has built a large and engaged following.