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Inside Trump's Head

How I Know Trump's at His Most Dangerous: Wolff

Inside Trump's Head

The Daily Beast

News, Society & Culture

4.3696 Ratings

🗓️ 29 May 2026

⏱️ 59 minutes

🧾️ Download transcript

Summary

Michael Wolff and Joanna Coles trace the panic, paranoia, and raw volatility swirling around Donald Trump as he insists he “doesn’t care” about the midterms while privately sounding trapped, furious, and increasingly dangerous. From comparisons to Stalin’s inner circle and the cult-like loyalty inside Trump’s cabinet, to the political gamble of backing scandal-plagued Ken Paxton in Texas, the episode dives deep into a presidency that appears to be running on grievance, chaos, and reality-show instincts. They unpack Trump’s escalating obsession with E. Jean Carroll as the Justice Department targets her after she beat him twice in court, explore how Iran may be outmaneuvering him in the Strait of Hormuz crisis, and examine why Trump’s promise to avoid endless wars is collapsing in real time. Plus, Michael reveals another surreal chapter from his Jeffrey Epstein encounters involving Bill Gates, billionaire fantasies, and the strange power games unfolding inside Epstein’s Manhattan mansion. Visit https://ffrf.us/TRUMP or text TRUMP to 511511 to learn more and join. #ad Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

He recognizes that his back is to the wall, that he's in a corner that he can't get out of.

0:05.2

When he's in this mood, he is at his most dangerous and most audacious.

0:11.8

So the I Don't Care I'm Above at All guy is really down in the mud, thinking of some slur or libel to save himself or some new enemy to elevate an attack

0:24.5

and some emergency to declare. I mean, he is, I mean, this is, this could be a, a very messy

0:32.7

moment or an ugly Trump moment at this point, that he's going to blame us for demanding that he

0:40.8

cared.

0:45.2

Michael.

0:47.0

Joanna.

0:48.6

So let me just say top of the hour here that I was out last night at dinner with the whole family and

0:56.3

somebody came a member of the public, sat at the table to say how much he liked the podcast.

1:05.1

Well, actually, he didn't say how much he liked the podcast. He said, when he wakes up in the

1:10.0

middle of the night, he puts us on and

1:12.4

it puts him back to sleep. But I think that was a compliment.

1:15.7

No, I don't think that was a compliment. I think it was someone being very passive

1:18.9

aggressive. Was this person British? They might have been British because that is the sort

1:22.7

of thing that people say.

1:23.9

No, no. It was said in a good, with great good cheer that we were part of his life.

1:31.3

Well, that's nice.

1:32.3

That's very nice to know.

1:34.3

Well, and I realize we don't solicit enough feedback from people, from our, from our viewers and

1:42.3

listeners, and we're always up for feedback. Not only do we want you to

1:45.9

join the Beast membership, subscribe, please hit the subscription button. We are independent

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