Not even a year into the second Trump administration, it’s clear that people are struggling for hope. But there’s hope to be found in so many places, including in the wisdom of the women who took on Trump—and won. 

E. Jean Carroll and her lawyer Roberta “Robbie” Kaplan made headlines in 2023 and 2024 for winning a significant legal battle against Trump, with a jury finding him guilty of sexual abuse and defamation, and awarding Carroll $5 and then later an $83.3 million verdict. What can we learn from E. Jean Carroll’s case to fuel our fight forward?

Helping us to sort out these questions and set the record straight are our very special guests, 

E. Jean Carroll: E. Jean Carroll is an American journalist and author. In 2023, she won a legal battle against Donald Trump after a jury found him liable for sexual abuse and defamation. Her latest book, Not My Type: One Woman Against a President, was released in June of 2025. 

Roberta Kaplan: Roberta “Robbie” Kaplan is a renowned civil litigator and trial lawyer. On behalf of her client, E. Jean Carroll, she became the only lawyer to have taken the deposition of President Donald J. Trump twice, and to have obtained two separate unanimous jury verdicts against him of $5 and later $83.3 million. She is the author of the book Then Comes Marriage: United States v. Windsor and the Defeat of DOMA. 

Check out this episode’s landing page at MsMagazine.com for a full transcript, links to articles referenced in this episode, further reading and ways to take action.

Support the show