Jared hangs with comedian & impersonator Anna Roisman! They revisit You’ve Got Mail and the wild-west AOL days. Anna admits early “catfishing” was her first taste of impressions. Deep dive: Anna’s Hilaria Baldwin saga viral parody, mass reports, a brief détente for a joint video via Hilaria’s team, and the unforgettable line Anna heard in person, “I am a trained ballroom dancer…Dancing with the Stars would be unfair,” followed by the quick DWTS exit. They gush over Anna’s Kris Jenner (the laugh is the tell), talk meeting “Steve” from Sex and the City (sweet, thriving on Chicago procedurals), and how seeing childhood TV stars doing regular jobs messes with fans’ nostalgia. Bethenny Frankel gets love for her relentless TikTok grind (and chaos), plus a plug for Jared’s DC show where Anna’s opening!

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