Prenups. The UPS man serving divorce papers. Long-distance relationships. Oh yeah, and Sydney Castillo's impressive stand-up comedy and writing career. We talked about a lot.

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Sydney Castillo is a stand-up comedian and writer. His writing credits include Game Theory with Bomani Jones, staff writer on CBS' The Neighborhood, MTV's Wild N' Out, Marlon, and the BET Awards 2009 and 2022. If Sydney's not in a writer's room you can find him performing on-stage around the nation or even hosting Chocolate Sundaes comedy show.