Michael Wolff on the men he called "Playboys in Arms." Our interview from July.
The Bill Press Pod
BP Pods
4.7 • 601 Ratings
🗓️ 18 November 2025
⏱️ 34 minutes
🧾️ Download transcript
Summary
With Jeffrey Epstein and Donald Trump in the news together last week and for sure this week, we thought we'd look back at the interview Bill did with Michael Wolff, a confidant of Jeffrey Epstein and an author with several books about Donald Trump. There is a lot that Michael Wolff revealed in this interview from four months ago. Might be fun to take a listen again knowing what you know now. And if your friends haven't heard it recommend that they do. So…in this episode of the Bill Press Pod, Bill Press reconnects with veteran journalist Michael Wolff to discuss the relationship between Donald Trump and Jeffrey Epstein. Wolff reveals intimate details about their close friendship from the late 80s through the early 2000s, their mutual interests in women and real estate, and their eventual fallout over a Palm Beach property deal. Wolff also discusses Trump's efforts to downplay their relationship, Epstein's later belief that Trump contributed to his legal troubles, and the reluctance of mainstream media to delve into this story. Wolff shares his personal interactions with Epstein, insights from his 100 hours of taped interviews, and untapped explosive content related to Trump. The conversation also touches on Trump's first term in office, comparing it to his current administration, and concludes with Wolff's views on Trump's current challenges and potential impact on his political future. Michael Wolff's latest book is All or Nothing: How Trump Recaptured America. You can see his other books here. And Michael Wolff is active on Instagram. instagram.com/michaelwolffnyc.
As the holiday season is upon us, Bill suggests a Carol Press Scarf as a great gift. Hand-made, each is a work of art in Rayon Chenille or Bamboo. Take a look at CarolPressScarves.com.
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Transcript
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| 0:38.8 | Discover why there's more to imagine when you listen at audible.com slash best of the year. |
| 0:51.3 | Hello, good friends. Good to see you again, and welcome back to the Bill Press Pod. |
| 0:57.4 | You know, there's nothing Washington loves better than a scandal, especially a scandal that, |
| 1:01.3 | as they say, has legs, meaning it never goes away. |
| 1:07.5 | Richard Nixon had Watergate, Bill Clinton had Whitewater, and now Donald Trump has Jeffrey Epstein. |
| 1:12.4 | And the reason this scandal won't go away is because Donald Trump can't stop talking about it and he keeps changing his mind. Remember, as candidate, he promised to release |
| 1:19.0 | the Epstein files, but once re-elected, he refused to do so, claiming it was all a Democratic |
| 1:26.3 | hoax, and he begged fellow Republicans not to talk about it anymore. |
| 1:30.3 | In fact, he spent the next six months fighting against releasing the files. |
| 1:35.3 | He even got Speaker Johnson to shut down the House of Representatives for almost two months to avoid a vote on releasing the files, only to change his mind again last Sunday and support releasing the files. Maybe we'll see what happens. The Senate still has to vote, even if the House does, and Trump still has to sign the bill. But meanwhile, in the middle of the whole scandal |
| 2:03.1 | is journalist Michael Wolfe, who was a friend of both Trump and Epstein, who interviewed them |
| 2:09.6 | both for hours, and who, you may remember, appeared as a guest on this podcast four months ago. |
| 2:18.4 | So last week, when Wolf became even more of a player in the Epstein scandal, |
| 2:23.0 | because he's featured in those emails released by Democrats, |
| 2:27.9 | I went back and listened to our interview again. |
| 2:31.3 | I'm glad I did because I was struck about how much Wolf revealed in that interview |
| 2:36.6 | four months ago about Trump's close relationship with Epstein, about things they did together, |
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