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Jess Hilarious joins Vlad for a candid conversation about her rise from viral comedy clips to sold-out stand-up shows, acting roles, The Breakfast Club, and her bestselling book *Til Death Do Us Parents*. The Baltimore native reflects on growing up in West Baltimore, the city’s reputation through *The Wire*, its port culture, crabs, resilience, and the local humor that shaped her career. She also takes on the viral “Aaron earned an iron urn” Baltimore accent challenge, breaking down why the phrase sounds so different in her hometown. Jess opens up about being raised in the church, her faith, her mother’s role as a deaconess, and how her parents’ young marriage, her father’s time in the Marines, infidelity, and divorce influenced her views on relationships, cheating, and family. Vlad and Jess also touch on modern marriage conversations involving Big Tigger and Marcellus Wiley.