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Inside Trump's Head

Inside Trump's Head

By: The Daily Beast Michael Wolff and Joanna Coles
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Character is destiny and no character has defined or deformed the 21st century more than Donald Trump. In this new podcast series, the definitive Trump biographer Michael Wolff joins forces with the Daily Beast’s provocateur-in-chief Joanna Coles to crack open the psyche of the man the world can’t stop watching. Coles and Wolff balance candor with curiosity as they dissect Trump’s thoughts and actions and try to answer the ultimate question: what drives the most powerful man alive? This is the analysis no one else has the access, authority, or ambition to deliver. Ignore it at your peril. New episodes every Wednesday, Friday, and Sunday; early drops on YouTube. If you’re not already a subscriber to The Daily Beast, it’s easy! Just sign up here.The Daily Beast Politics & Government Social Sciences
Episodes
  • I Know How Melania Found Trump's Creepy BFF: Wolff

    I Know How Melania Found Trump's Creepy BFF: Wolff
    May 22 2026
    Michael Wolff and Joanna Coles trace the unraveling inside Donald Trump’s shrinking inner circle as the president turns to disgraced Hollywood director Brett Ratner as his newest confidant amid collapsing poll numbers, growing political panic, and what Wolff describes as a breathtaking $1.8 billion “slush fund” designed to protect Trump and reward loyalists before the walls close in. From Ratner’s sudden return from Hollywood exile through Melania’s documentary, to Trump’s revenge campaigns against Republicans and increasingly erratic foreign policy moves, the episode follows a White House spiraling deeper into grievance, paranoia, and self-interest. Wolff and Coles unpack Trump’s fixation on loyalty over competence and the surreal cast of characters now surrounding him as longtime allies fall away and new opportunists rush in, creating one of the clearest portraits yet of a presidency operating without restraint or even the pretense of normal politics. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    54 mins
  • I Know the Secret of Trump’s Creepy New Friendship

    I Know the Secret of Trump’s Creepy New Friendship
    May 20 2026
    Michael Wolff and Daily Beast executive editor Hugh Dougherty trace what they argue is a dramatic turning point for Donald Trump as collapsing poll numbers, a grinding Iran conflict, and mounting political backlash leave him increasingly isolated and searching for new loyalists in unexpected places. From Wolff’s explosive reporting on Trump’s growing friendship with disgraced Hollywood director Brett Ratner to the bizarre White House ballroom obsession, the episode connects Trump’s personal fixations, grievance politics, and fear of failure into what Wolff calls the clearest view yet inside Trump’s unraveling mindset. They also unpack a jaw-dropping new “weaponization” settlement fund that critics say resembles a presidential slush fund, the return of the Greenland controversy, rising evangelical pressure over abortion, and the lingering shadow of Jeffrey Epstein as Wolff previews shocking new revelations from his Epstein Diaries series. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    58 mins
  • Why Desperate Trump Can’t Spin This Failure

    Why Desperate Trump Can’t Spin This Failure
    May 17 2026
    Michael Wolff and Daily Beast executive editor Hugh Dougherty unpack Trump’s bruising return from China, where the man who built his political identity around confronting Beijing now finds himself accused of capitulation, spinning shaky victories while China emerges stronger than ever. Wolff gets inside Trump’s mindset as mounting crises close in at once: a worsening Iran conflict with no clear exit, rising inflation and gas prices, ICE raids fueling backlash inside and outside MAGA, explosive questions about Trump family business dealings, and a White House culture driven by grift, loyalty tests, and surreal characters like Natalie Harp shadowing the president with a portable printer full of praise. From Trump Mobile phones reportedly made in China to Kash Patel scandals and billion-dollar settlement controversies, the episode maps out an administration trapped between performance and collapse while Trump searches for a way to declare victory in situations even his closest allies can’t explain away. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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    59 mins
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Great insight, love Joanna’s enthusiasm and Wolff’s measured response. It probably doesn’t say great things about me when I admit that this awful topic is so entertaining!

Wolff, a man that should have shouted louder

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