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 Castillo sits down with his close friend and fellow comedian James Davis for a conversation filled with honesty, reflection, and gratitude. Together, they revisit the early days of chasing comedy in Los Angeles, their first writing gigs, and the milestones of creating their debut specials. Beyond the career highlights, Sydney and James share the story of a friendship that has weathered both highs and lows, reminding us of the power of support, resilience, and celebrating dreams realized alongside the people who’ve been there since the beginning.
James Davis: James Davis is an American actor, writer, and stand-up comedian. He also has a recurring role on Real Husbands of Hollywood. He was a recurring cast member from Season 5 to Season 7, and his return in Season 15 of the improv comedy show, Wild ‘N Out on MTV2. He is also known for his video “Baraka Flaka Flame”. James has appeared on shows such as Real Husbands of Hollywood, Hell Date, and Bill Bellamy’s Who Got Jokes. He has also written for three BET Awards and two BET Hip Hop Awards. James has hosted rap/comedy concerts for Drake, Big Sean, J. Cole, and Ryan Leslie. James often performs for stand-up comedy troops, colleges and all major comedy clubs in southern California. Davis also releases numerous sketches and is a regular on the Funny or Die website. James was also a recurring member of Wild ‘N Out on MTV2, E! Channel’s Chelsea Lately, and was also working on his own television show for the E! Network. In 2017, he hosted his own television series Hood Adjacent with James Davis on Comedy Central.
Checkout previous episodes of My Cup Is Full w/ Sydney Castillo HERE
