MY CUP IS FULL
PODCAST
My Cup Is Full is a podcast where comedy meets vulnerability, featuring honest conversations about anxiety, growth, relationships, and everything in between. Each episode blends laughter and real-life lessons, creating a space that’s as heartfelt as it is hilarious.

She Did WHAT? with Tacarra Williams
Who Stole... with Courtner Bee & DW Flame
Flower for A Fight with J. Snow
DETROIT STAND UP!! with Comedian CP
Giving Flower with Tyler Chronicles
Super Hero Moms with Just Nesh



Was on Wild ’N Out Season 21 and said a few things I probably shouldn’t have but I meant every word.


Biography
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.
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