Making Trump Pay with E. Jean Carroll and Roberta Kaplan

Making Trump Pay with E. Jean Carroll and Roberta Kaplan

“Not my type” is what President Donald Trump said about writer and former advice columnist E. Jean Carroll after she accused him of sexually assaulting her in a dressing room at Bergdorf Goodman. Despite his denials, in 2023, a jury found Trump liable for assault and defamation and awarded Carroll $5 million. After he continued to defame her — leading his supporters to launch an avalanche of threats against her — a second jury in 2024 awarded Carroll $83.3 million in damages. Kara talks to Carroll and her lead attorney, civil rights lawyer Roberta Kaplan, about the two civil lawsuits Carroll details in her new memoir, “Not My Type: One Woman vs. a President.” They discuss potential evidence left out of the trial, including connections to Jeffrey Epstein, where Trump’s appeals stand, what chance he might have of bringing the cases to the Supreme Court and what impact his attempts to silence lawyers could have on our legal system. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Episoder(409)

The Cyberattack We’re Not Ready For

The Cyberattack We’re Not Ready For

AI is giving cybercriminals capabilities once reserved for elite hackers and powerful nation-states. Cybersecurity expert Nicole Perlroth joins Kara to explain why she fears we’re inching closer to an...

16 Jul 57min

Maggie Haberman and Jonathan Swan Take Us Inside Trump’s ‘Imperial Presidency’

Maggie Haberman and Jonathan Swan Take Us Inside Trump’s ‘Imperial Presidency’

In their new book, “Regime Change,” New York Times journalists Maggie Haberman and Jonathan Swan take readers inside President Trump’s return to the White House in 2025 and the chaotic year that follo...

13 Jul 59min

Inside the Fight Against Non-Consensual Deepfake Porn

Inside the Fight Against Non-Consensual Deepfake Porn

Non-consensual deepfake pornography is on the rise. While celebrities were often the earliest targets, these AI-generated deepfakes are now spreading across communities and schools, and the law and te...

9 Jul 58min

The Gray Area: The End of the Human Internet

The Gray Area: The End of the Human Internet

Today, we're bringing you an episode of "The Gray Area," another great show from the Vox Media Podcast Network. In this episode, host Sean Illing talks with Atlantic writer Charlie Warzel about th...

6 Jul 42min

The Vatican Takes On AI

The Vatican Takes On AI

Kara talks to Father Paolo Benanti, a Franciscan friar, theologian and AI ethics adviser to the Vatican, about why AI has become a central concern for the Catholic Church. They discuss Pope Leo XIV’s ...

2 Jul 51min

The Media CEOs Betting Big on Journalism’s Future: Jim Bankoff & Meredith Kopit Levien

The Media CEOs Betting Big on Journalism’s Future: Jim Bankoff & Meredith Kopit Levien

In a challenging decade for media, New York Times President and CEO Meredith Kopit Levien and Vox Media CEO Jim Bankoff have bucked trends and found ways to grow their respective organizations.  Mered...

29 Jun 52min

Career Advice: Kara Answers Listeners’ Questions

Career Advice: Kara Answers Listeners’ Questions

For this special episode of “On,” we’re switching things up, and you’re the ones asking the questions. Kara offers concrete tips on dealing with bad managers, navigating AI, deciding whether to change...

25 Jun 50min

TMZ’s Harvey Levin Says Politics Is Pop Culture

TMZ’s Harvey Levin Says Politics Is Pop Culture

TMZ, the celebrity news juggernaut, opened a Washington, D.C., bureau this spring. Founder Harvey Levin joins Kara to talk about the stories his team is looking for and why he views politics as pop cu...

22 Jun 57min

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