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October 31, 2025 53 mins

Kail sits down with Jemmye Carroll from The Real World & The Challenge for the reality-TV convo we’ve waited years to make happen. They get real about how early fame shaped their lives, grief, and why Jemmye chose to keep her relationships offline. Jemmye breaks down Challenge casting, why she walked away, and which shows she would do next . Kail and Jemmye compare Teen Mom vs. Challenge pressures, talk exit strategies and money, and play “Iconic or Ick” - going through pop culture phenomenons, social media trends and more.

For more of Jemmye follow her instagram and tik tok

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