Sydney Castillo is a comedian, writer, actor, and producer from Fort Worth, Texas. His sharp humor and real-life storytelling have made him one of the most versatile voices in comedy today. He?s appeared on Wild ?N Out, The League, Yours, Mine & Ours, and Prank My Mom. Behind the scenes, he?s written for The BET Awards, The Neighborhood, Marlon, Celebrity Squares, Churchy, and HBO?s Game Theory. Sydney won TBS?s Funniest Wins, has performed on All Def Comedy and Laff Tracks, and has toured with comedy giants like Marlon Wayans, Tony Rock, and David Alan Grier. In 2025, he released his first stand-up special My Cup Is Full, followed by the hit podcast of the same name, where humor meets healing and the laughs come with life lessons. Whether he?s on stage, writing jokes, or recording real conversations, Sydney brings honesty, edge, and heart to everything he touches.