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Inside Trump's Head

Inside Trump's Head

The Daily Beast, Michael Wolff and Joanna Coles 160 episodes Latest May 31, 2026

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.

Episodes

White House’s New Epstein Scapegoat Is Revealed Jun 12, 2026 3032 Michael Wolff and Joanna Coles unpack a week in which the Jeffrey Epstein saga once again consumed Washington, examining explosive new reporting about panic, leaks, and finger-pointing inside the White House while asking who is really trying to shape the narrative around Donald Trump. Wolff argues that the most revealing detail is not Epstein himself but the apparent effort to cast JD Vance as an
Why Trump's Boundless Ego Is Sabotaging Him: Wolff Jun 10, 2026 3599 Michael Wolff and Joanna Coles dive into a week that may reveal the limits of Donald Trump’s political dominance, from being loudly booed at a packed Knicks playoff game to turning the White House lawn into a UFC spectacle for his birthday celebration. Wolff argues that Trump’s drive to stamp his name on everything—from sports to immigration to the World Cup—is creating a growing list of political
Spineless GOP Are Finally Turning Against Trump Jun 7, 2026 4469 Michael Wolff and Joanna Coles dissect the growing backlash against Donald Trump's inner circle, from Stephen Miller's escalating deportation agenda to the stunning appointment of Bill Pulte to oversee America's intelligence apparatus. They explore why Republican senators are suddenly questioning the loyalty-first culture that has defined Trump's administration, examine the political fallout from
Why Trump’s Now Losing on a ‘Daily Basis’: Wolff Jun 5, 2026 3872 Michael Wolff and Joanna Coles dive into what Wolff argues is the beginning of a dramatic unraveling of Donald Trump’s political project, tracing how the fallout from the Iran conflict, slipping poll numbers, congressional resistance, and growing fractures inside the Republican Party are exposing deeper weaknesses in Trump’s leadership. Along the way, they unpack Trump’s relationship with Benjamin
I Know Why Trump Is in His Shameless Cash Grab Era Jun 3, 2026 3496 Michael Wolff and Joanna Coles unpack into a week of chaos inside the Trump White House, from a failed attempt to push through what Wolff calls an unprecedented political “grift” to Trump’s growing frustration over a war he can’t seem to escape. They unpack reports of a furious showdown with Israeli Prime Minister Benjamin Netanyahu, the surprising rise of loyalists with little traditional experie
I Know Why Mad King Trump Loves to Sue: Wolff May 31, 2026 3816 Michael Wolff and Joanna Coles unpack another week of chaos inside Trumpworld, from a judge forcing Donald Trump to strip his name from the Kennedy Center to a court challenge threatening his controversial $1.8 billion IRS settlement fund. They dig into Trump's newly disclosed weight gain, his obsession with public enemies, and why Wolff believes targeting figures like E. Jean Carroll matters more
How I Know Trump's at His Most Dangerous: Wolff May 29, 2026 3764 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 epis
The Trump Mental Health Issue We Don't See: Wolff May 27, 2026 3474 Michael Wolff and Joanna Coles dissect Donald Trump’s declining health as the president heads back to Walter Reed for another physical exam and questions swirl around whether the nearly 80-year-old can physically survive a second term. From Trump’s repeated cognitive tests and mounting exhaustion to behind-the-scenes panic over Iran, Cuba, Marco Rubio, JD Vance, and the future of the MAGA successi
My Melania Legal Battle Has Only Just Begun: Wolff May 24, 2026 3116 Michael Wolff and Joanna Coles unpack a week of chaos inside Trumpworld, beginning with Wolff’s explosive courtroom setback in his legal fight with Melania Trump and delving into what they describe as a justice system warped by Trump’s influence. From a mysterious $1.8 billion “slush fund” settlement and the ongoing culture of intimidation around the media, to Don Jr.’s lavish Bahamas wedding cons
I Know How Melania Found Trump's Creepy BFF: Wolff May 22, 2026 3223 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
I Know the Secret of Trump’s Creepy New Friendship May 20, 2026 3492 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 Br
Why Desperate Trump Can’t Spin This Failure May 17, 2026 3546 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 ex

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