Inside Trump's Head

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Inside Trump's Head

The Daily Beast, Michael Wolff and Joanna Coles

95 episodes

2 days ago

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.

Hosted on Acast. See acast.com/privacy for more information.

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Society & Culture

All content for Inside Trump's Head is the property of The Daily Beast, Michael Wolff and Joanna Coles and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

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.

Hosted on Acast. See acast.com/privacy for more information.

Show more...

Society & Culture

Episodes (20/95)

Inside Trump's Head

I Know Truth About Why Epstein and Trump Fell Out

Michael Wolff joins Joanna Coles for part two, continuing their forensic account of Donald Trump’s long, combustible friendship with Jeffrey Epstein. Drawing on years of interviews and firsthand reporting, Wolff argues that Trump and Epstein were not casual acquaintances but intimate allies, bonded by money, sex, models, and a shared outsider resentment of New York’s elite. The episode traces how that alliance curdled into rivalry and fear—through real estate betrayals, private planes, kompromat, and the moment Epstein believed Trump turned the authorities on him. Wolff details why Epstein obsessed over Trump even after their rupture, why other powerful men fell while Trump survived, and how Epstein’s arrest and death intersected with Trump’s presidency. If Epstein was the man who knew Trump best, what does it mean that this is the one story that still visibly unnerves him?

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2 days ago

1 hour 28 seconds

Inside Trump's Head

I Know Why Trump Made Epstein His Best Friend

Michael Wolff joins Joanna Coles to trace the unsettling origins of Donald Trump’s relationship with Jeffrey Epstein, long before public scandal or denial. Wolff begins with their bond in the late-1980s New York, where Trump was chasing Manhattan legitimacy and Epstein was emerging as a fixer fluent in money, women, and leverage. From Trump introducing Epstein as “my associate—Jeffy,” a pattern forms of shared ambition, cruelty, and secrecy. Wolff links those early dynamics to Trump’s financial near-collapse in the 1990s and Epstein’s claim that he helped Trump survive bankruptcy while keeping his tax returns hidden. If Epstein helped shape Trump’s instincts before power, what does that say about the secrets that still follow him now?

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4 days ago

45 minutes 12 seconds

Inside Trump's Head

Truth About Trump’s Miserable Mar-a-Lago Christmas

Michael Wolff joins Joanna Coles to peel back what Christmas looks like inside Donald Trump’s carefully staged world at Mar-a-Lago — a holiday less about family and warmth than performance, attention, and control. From the bored, rope-off table at the center of the patio to Trump’s late-night torrent of Truth Social posts, Wolff maps how even Christmas becomes another arena for validation. They examine Melania’s rare flash of animation beside her father, the eerie surge of hyper-religious messaging from Trump-world, and the rituals that feel rehearsed rather than heartfelt. As the conversation widens, they trace how sagging TV ratings, Hollywood power plays, and proximity to Trump himself still dictate the action around him.

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1 week ago

54 minutes 44 seconds

Inside Trump's Head

The Real Reason Trump Runs America Like a TV Show

Michael Wolff joins Joanna Coles to unpack the one thing that drives Donald Trump more than policy, ideology, or even power: television. From The Apprentice to Fox News, Trump has always understood that fame is a currency, and the White House is just the ultimate reality show set. Wolff details how Trump doesn’t read briefings, rarely listens, and instead crafts his world based on ratings, Nielsen scores, and cable news cues. The former president treats lawyers like scripted TV characters, his cabinet as central casting, and the nation as an audience to captivate. From Roger Ailes and Rupert Murdoch to Sean Hannity and Bill Shine, Trump has manipulated media insiders to shape both his narrative and his presidency. This episode reveals why politics, for Trump, has never been about governance—it’s about performance, spectacle, and keeping the cameras rolling.

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1 week ago

1 hour 9 minutes 16 seconds

Inside Trump's Head

How the Epstein Files Backfired on Trump: Wolff

Michael Wolff joins Joanna Coles to unpack why the release of the Epstein files has backfired on Donald Trump, obscuring key facts while amplifying the one question that won’t go away: what Trump knew, and when. Wolff explains how the chaotic document dump fits Trump’s flood-the-zone instincts, while Coles probes how branding, spectacle, and confusion remain his core political defenses. They also examine the risks of sidelining institutions—from Ukraine diplomacy to ICE-as-content—and ask whether Trump’s belief that chaos protects him is finally working against him.

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1 week ago

1 hour 1 minute 7 seconds

Inside Trump's Head

Trump Aides Are Secretly Prepping for His Downfall

Michael Wolff joins Joanna Coles to tackle the question Washington won’t confront: what happens when a president’s cognitive decline is visible but systematically rationalized by those around him. Wolff describes how Trump’s inner circle shields alarming behavior as “Trump being Trump,” even as voters recognize familiar warning signs from their own families. He also explains the significance of Susie Wiles’ long-standing relationship with Marco Rubio, and why her influence still shows in his disciplined, professional posture as Trump spirals. As Trump’s grandiosity accelerates—from galloping speeches to branding national institutions—Coles asks why no one is willing to take the keys away, and what that silence means for the country.

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2 weeks ago

57 minutes 42 seconds

Inside Trump's Head

Why Melania Trump Is Hiding From Me: Wolff

Michael Wolff joins Joanna Coles with a story Trump World would rather bury: his legal pursuit of Melania Trump after she threatened a $1 billion libel suit over his reporting on her ties to Jeffrey Epstein. Wolff details the surreal effort to serve the First Lady—lawyers refusing papers, process servers turned away, Trump Tower staff claiming she lives there while she avoids being found—and explains why he sued first under New York’s anti-intimidation law. The legal farce opens onto something larger: a family operating in secrecy and fear, a president trying to “serve” his wife even as control slips, and a White House where avoidance has become strategy. As Trump’s foreign policy grows more erratic and Europe edges toward war, the question lingers: is Melania’s disappearance just legal gamesmanship—or another sign of a presidency retreating from accountability?

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2 weeks ago

59 minutes 49 seconds

Inside Trump's Head

Trump's Staff Are Questioning His Mental Stability

Michael Wolff joins Joanna Coles to break down the Vanity Fair profile that may have pushed Trump chief of staff Susie Wiles into dangerous territory, and the newly surfaced Epstein diaries that reveal fixation more than revelation. But the episode turns darker with Trump’s grotesque response to the murder of Rob Reiner and his wife—a moment that shocked even his own insiders. Wolff argues this wasn’t calculation or cruelty, but something giving way. And it leaves an unavoidable question hanging in the air: how long can a presidency survive when self-destruction is no longer strategic, but instinctive?

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2 weeks ago

47 minutes 26 seconds

Inside Trump's Head

The Truth Behind New Trump Epstein Photos: Wolff

Michael Wolff joins Joanna Coles to reveal stories behind newly released Epstein photos. Together they sift through the blacked-out faces, the Mar-a-Lago-style party shots, and a younger Steve Bannon seated in Epstein’s ornate study—the man he once admitted was the only figure in 2016 who truly scared him. Wolff explains why these images are surfacing now, how both parties are weaponizing them, and why they revive long-buried questions about Trump’s ties to Epstein. Coles ends on the unavoidable question: Are there more Epstein and Trump revelations still waiting to be discovered?

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3 weeks ago

1 hour 16 seconds

Inside Trump's Head

What Trump Really Thinks of Women on His Team

Michael Wolff joins Joanna Coles to unpack Kristi Noem’s “Ice Barbie” theatrics at Homeland Security to Pam Bondi’s loyal remaking of the Justice Department. They explore how, for the people in Trump’s political orbit, loyalty and spectacle outweigh competence. Wolff and Coles dive into Corey Lewandowski’s influence, Alina Haber’s rocky rise, Jared Kushner’s allies, and the fractures forming among Trump’s women acolytes. Behind the headlines, they reveal a presidency driven by personal power, loyalty tests, and showmanship—where the inner workings are as unpredictable as the public drama.

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3 weeks ago

48 minutes 14 seconds

Inside Trump's Head

Why Sleepy Trump, 79, Is Really Panicking Aides

Michael Wolff joins Joanna Coles to dissect a president increasingly disengaged, dozing through televised cabinet meetings while aides scramble to manage both optics and reality. They probe the murky Hegseth video controversy, Trump’s self-awarded FIFA Peace Prize, and his meddling in Hollywood mergers, showing how delay, spectacle, and loyalty dominate decision-making. Wolff charts the frustration, chaos, and quiet panic inside Trumpworld. The two ask: What happens when no one can keep up with—or contain—Trump’s mercurial whims?

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3 weeks ago

50 minutes 5 seconds

Inside Trump's Head

Why Trump Is Using a Moron to Run His 'War': Wolff

Michael Wolff joins Joanna Coles to dissect a president who never asks the hard questions, leaving aides scrambling to explain what he refuses to understand. They dig into the Venezuela-bombed boats debacle and Pete Hegseth’s role, tracing how the story spiraled into Hegseth’s emerging SignalGate scandal. Wolff charts the frustration, chaos, and quiet panic inside Trumpworld, while Joanna presses on the larger pattern: a leader whose curiosity stops at the surface, imperiling both policy and loyalty. The two ask: What happens when those closest to Trump can’t keep up with—or contain—his blind spots?

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4 weeks ago

55 minutes 35 seconds

Inside Trump's Head

How Trump Secretly Knifes Cabinet Suck-Ups: Wolff

Michael Wolff joins Joanna Coles to discuss a president oscillating between boredom and sudden, theatrical fury; a man who now demands ever-greater flattery from aides who are running out of new ways to praise him. Joanna presses into the Hegseth Venezuela debacle that Trump is suddenly trying to disown, the strange Kushner–Witkoff Moscow overture supposed to “solve” Ukraine, and the inner-circle panic over Trump’s fixation with who is—and isn’t—sufficiently servile. Along the way, they track the “moronocracy” shaping U.S. policy and ask: if flattery no longer works, what happens next?

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1 month ago

46 minutes 42 seconds

Inside Trump's Head

Epstein's Warning About Trump is Coming True: Wolff

Michael Wolff joins Joanna Coles to unpack the widening sense inside Trumpworld that the operation is slipping into pure incompetence. From Pete Hegseth’s troubling battlefield lore to Keystone Kash Patel’s chaos, Wolff charts a mood shift that even Murdoch-world can’t quite hide. Wolff outlines how Jeffrey Epstein once warned that Trump would misuse his pardon power, as evinced by Trump’s pardon of Honduran ex-president and cocaine trafficker Juan Orlando Hernández. Joanna presses the central question of the hour: Is this the moment when Trump’s own allies decide the circus has finally become a liability?

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1 month ago

52 minutes 50 seconds

Inside Trump's Head

Weak Trump Losing Physical and Mental Grip: Wolff

Michael Wolff joins Joanna Coles to probe Donald Trump’s newest — and perhaps most perilous — level of weakness. From a fraying inner circle to the small, telling humiliations Trump tries to hide, Wolff traces how the former president’s aura of dominance is thinning just as legal threats, foreign crises, and a faltering presidency converge. Wolff walks through how Trump’s allies are suddenly keeping their distance and how MAGA power brokers are beginning to hedge. It all leads to the question that hangs over this episode: has Trump finally reached the point where weakness, not strength, defines his movement?

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1 month ago

38 minutes 28 seconds

Inside Trump's Head

Trump's Disgusting Bedroom Habit Exposed: Wolff

Michael Wolff joins Joanna Coles to take a deep dive into Donald Trump’s relationship with food. From his legendary buffets at Mar-a-Lago and his fast-food devotion to McDonald’s, Jimmy John’s, and oversized desserts, Wolff maps out the culinary habits that reflect Trump’s personality and comfort zones. They discuss the White House dining struggles, state dinners he barely touches, and the unusual quirks—from eating in his bedroom to a Diet Coke button at his desk. Along the way, Wolff unpacks how Trump’s palate, fears, and routines give a window into his larger-than-life persona. Thanksgiving at Mar-a-Lago has never been more telling.

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1 month ago

42 minutes 17 seconds

Inside Trump's Head

Why Trump Aide Is Thinking 25th Amendment: Wolff

Michael Wolff joins Joanna Coles to take a deep dive into Donald Trump’s relationship with food. From his legendary buffets at Mar-a-Lago and his fast-food devotion to McDonald’s, Jimmy John’s, and oversized desserts, Wolff maps out the culinary habits that reflect Trump’s personality and comfort zones. They discuss the White House dining struggles, state dinners he barely touches, and the unusual quirks—from eating in his bedroom to a Diet Coke button at his desk. Along the way, Wolff unpacks how Trump’s palate, fears, and routines give a window into his larger-than-life persona. Thanksgiving at Mar-a-Lago has never been more telling.

Hosted on Acast. See acast.com/privacy for more information.

1 month ago

47 minutes 20 seconds

Inside Trump's Head

Why Trump, 79, Only Wants Identical Women: Wolff

Michael Wolff joins Joanna Coles as he pulls back the curtain on one of the strangest constants inside Trump World: the curated, interchangeable circle of young women who drift through Trump’s orbit, all uncannily similar in look, style, and purpose. Wolff walks Joanna through how this pattern shapes Trump’s self-image, reinforces his craving for adoration, and becomes a kind of visual armor whenever scandal—like the Epstein files—comes roaring back. From the way these women are selected to the way they’re deployed, Wolff maps out the psychology behind the tableau Trump insists on staging around himself. As the conversation widens, Joanna pushes Wolff on what this says about Trump’s aging, his fears, and the hollow myth he keeps trying to resurrect.

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1 month ago

41 minutes 55 seconds

Inside Trump's Head

How Trump Can Bury Epstein Files Shame: Wolff

Michael Wolff joins Joanna Coles as the Epstein story floods the zone. Wolff walks Joanna through why the recurrence of Epstein’s name so deeply rattles Trump and how old secrets keep re-emerging at the worst possible moments. They also dissect the chaotic legal maneuvers inside Trump’s circle, including Lindsey Halligan’s high-profile missteps and what her performance reveals about the administration’s strategy and priorities. It all builds toward the unsettling question hanging over the week: if this story “finally, finally” breaks open, what does Trump look like on the other side?

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1 month ago

36 minutes 41 seconds

Inside Trump's Head

Why Trump Is Obsessed by Burning Evidence: Wolff

Michael Wolff joins Joanna Coles to dig into the unresolved contradictions around Jeffrey Epstein’s death and the evidence that may have vanished with him. Wolff presses on the implausibility of both the official story and the idea of a flawless cover-up, forcing Joanna to confront how a Trump-remade DOJ and FBI might handle “inconvenient” files. Together they explore whether possibly destroyed Polaroids, buried reports, or silenced insiders could really stay hidden—and what it means if they have.

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1 month ago

44 minutes 42 seconds