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My Cup Is Full w/ Sydney Castillo [Podcast]

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My Cup Is Full is a weekly podcast from stand-up comedian Sydney Castillo where he sits down with friends and entertainment personalities as they share real life stories and explain why their cups are always overflowing with positivity.

Sydney Castillo: Originally raised in Fort Worth, Texas, Sydney Castillo is a former winner of TBS’ Funniest Wins and has appeared in 50 Shades of Black, FX’s The League, B.E.T.’s, Real Husband’s of Hollywood. He’s also produced for Bounce TV, B.E.T., and as of recent he wrote an episode and guest-starred on NBC’s sitcom, Marlon. Castillo wrote and appeared on Comedy Central’s Hood Adjacent and #TheRightTime w/ Bomani Jones, Performed stand-up on HBO”s All Def Comedy and Tru TV’s Laff Tracks.

This week, Sydney takes us behind the scenes of his life on the road with the legendary Tony Rock! Sydney shares unforgettable stories from their comedy tours, including the highs, the laughs, and the lessons learned along the way.

But it’s not all smooth sailing! Sydney opens up about the first time he bombed during a comedy show in Miami—an experience every comedian faces at some point. Hear how he bounced back, what he learned from the experience, and why it made him a stronger performer.

Checkout previous episodes of My Cup Is Full w/ Sydney Castillo HERE