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

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 Click here to order Inside Trump's inaugural Head Book of the Month, Stalin: The Court of the Red Tsar https://www.amazon.com/Stalin-Court-Simon-Sebag-Montefiore/dp/1400076781?&linkCode=l[…]62c538b3bdf784a5e79a100de63f2&language=en_US&ref_=as_li_ss_tl 00:00 - Trump Backed Into a Corner 04:54 - Stalin Comparisons and Trump’s Inner Circle 09:10 - Trump Says He Doesn’t Care About the Midterms 13:25 - Ken Paxton’s Victory and Texas Political Chaos 18:32 - Why Trump Chose Paxton Over Cornyn 22:24 - E. Jean Carroll Back in Trump’s Crosshairs 27:05 - Trump’s DOJ and the Push for Retribution 31:52 - Iran, the Strait of Hormuz, and Trump’s Crisis 36:24 - Trump Struggles to Escape the Middle East Conflict 41:02 - The Political Fallout From Trump’s Foreign Policy 46:08 - What Trump Does When He Feels Trapped #trump #news #podcast 📖 Title: How I Know Trump's at His Most Dangerous: Wolff 👂 Podcast: Inside Trump's Head 📺 Episode: 118 🎧 Format: Full Podcast 📅 Date: May 28, 2026 🎙️ Hosts: Joanna Coles, Michael Wolff Click here to become an official member of the Daily Beast's YouTube community: https://youtube.com/@TheDailyBeast/join Have a question or comment for us? Send us an email: [email protected] The Daily Beast is committed to accurate, fair, independent, fast, and accountable journalism. We seek the truth and report it honestly, without fear or favor. We ground robust and provocative opinions in fact. Subscribe on YouTube: youtube.com/@TheDailyBeast?sub_confirmation=1 Follow us on Instagram: https://instagram.com/thedailybeast Share this video on BlueSky: https://bsky.app/profile/thedailybeast.bsky.social Share this video on X: https://twitter.com/thedailybeast Share this video on Facebook: https://facebook.com/thedailybeast