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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Joanna Coles looks back at her sit downs with Andrew Lownie to uncover the full scope of Prince Andrew’s scandals, from secret deals and Epstein entanglements to whispers of a royal escape. Lownie lays bare a monarchy in crisis, revealing corruption, systemic failures, and a family blindsided by decades of unexamined behavior. This episode traces Andrew’s personal downfall as the spine of a much larger story about power, privilege, and protection. With shocking claims of assassination plots and palace cover-ups, nothing about this saga is as simple as it seems. The only certainty: the story is far from over.

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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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Joanna Coles dives into Trump’s troubled relationship with the U.S. military, unpacking disastrous parades, loyalty tests, and pep rallies that left generals cringing. With insights from Michael Wolff, David Rothkopf, and top retired brass, we reveal how strategy was sidelined for spectacle—and what it means for the country. Retired generals and lawmakers weigh in on the risks Trump’s style posed to U.S. readiness. We also get an inside look at Pete Hegseth and the chaos behind the scenes.

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Joanna Coles revisits her most eye-opening conversations with Dr. John Gartner, a leading expert who says the media has ignored the most urgent question about Donald Trump: his mental and physical health. From alarming changes in Trump’s language, gait, and impulse control to warnings about paranoia, narcissism, and cognitive decline, the doctor lays out why these signs matter far beyond one man. As Trump’s influence endures, this episode asks whether the real danger lies in what he can no longer hide—and what the country is still refusing to confront.

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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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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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Joanna Coles revisits some of The Daily Beast’s most disturbing and revealing conversations about Donald Trump and Jeffrey Epstein. Michael Wolff explains why Epstein’s shadow still looms over Trump, while Stacey Williams and Cleo Glyde recount encounters that expose the brazen culture of power and silence surrounding them. Tina Brown reflects on the scandal she helped uncover and why its consequences continue to fracture Trump’s world. Together, these voices reveal how wealth and influence conceal dark truths—and why the reckoning is far from over.

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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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Mary Trump joins Joanna Coles to explain how Donald Trump’s accelerating cognitive and psychological decline is rooted in a childhood defined by cruelty, fear, and the absolute ban on showing weakness. Drawing on her training as a clinical psychologist and her firsthand experience inside the Trump family, Mary argues that Trump’s belligerence is routinely mistaken for strength, even as his physical health, cognitive deterioration, and untreated pathology collide. The conversation ends with a stark question: What happens when a country is governed by a man trying to fill a void that can never be filled?

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Psychologist Dr. John Gartner joins Joanna Coles to dissect Donald Trump’s latest White House speech and explain why its manic pace, rigid teleprompter discipline, and sheer velocity alarm mental health professionals. Drawing on decades of clinical experience, Gartner argues that Trump’s hypomania, malignant narcissism, and advancing dementia are no longer abstract theories but visible patterns—accelerating, measurable, and increasingly unmanaged. They examine why repeated cognitive tests suggest monitoring decline rather than routine screening, and how sleepless nights, impulsive decisions, and compulsive posting point to a leader edging toward a cognitive cliff.

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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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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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Stacey Williams joins Joanna Coles as the anticipated release of the Epstein files throws fresh scrutiny on Donald Trump’s long-denied proximity to Jeffrey Epstein. Williams recounts how a dinner invitation led to a relationship with Epstein—and, she says, to being deliberately walked into Trump Tower where Trump groped her while Epstein stood by, a moment she now believes was staged. Does her account expose how power, silence, and sexual coercion were normalized at the highest levels—and why Trump remains untouched as others in Epstein’s orbit fall?

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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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Chris Whipple joins Joanna Coles as his explosive Susie Wiles profile sends shockwaves through Trump’s White House. After 11 months of on-the-record access, for Vanity Fair, to Susie Wiles, Whipple explains why the facts can’t be denied—and why her description of Trump’s “alcoholic personality” has triggered cabinet-wide panic and presidential pushback. Does this unprecedented candor reveal how Trump 2.0 actually functions, or mark the moment the West Wing turns on its most powerful gatekeeper?

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David Rothkopf joins Joanna Coles to unpack a presidency stripped of empathy after Trump’s disturbing Truth Social post responding to the murder of filmmaker Rob Reiner and his wife. Rothkopf, the founder of Deep State Radio and former editor of Foreign Policy magazine, argues that this moment exposes Trump’s defining pathology: an inability to respond to tragedy without cruelty, self-obsession, and grievance. From mass shootings to corruption, donors, and a cabinet quietly hedging its bets, they trace how Trump’s personal brokenness has become national policy—and ask the defining question: How long can a political system function when it’s built around one man’s pathology?

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Don Lemon joins Joanna Coles to diagnose why Trump’s lost his charismatic touch. Lemon, Founder of The Don Lemon Show, describes a former president whose influence is fading as voters grow disillusioned with MAGA, economic distortions, and rising healthcare costs. From Trump’s credibility and health to Republican lawmakers misreading the electorate, Lemon explores the consequences of a movement built on lies and distractions—and presses a defining question: How long can the GOP survive a leader losing his grip?

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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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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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