Monica Lewinsky joins Joanna Coles for an unflinching look at the new Hulu limited series 'The Twisted Tale of Amanda Knox'—and why the story we think we know is nothing like the truth. From Knox’s wrongful conviction and years in an Italian prison, to the media’s obsession with “Foxy Knoxy” and the anatomy of bias that fueled it, Lewinsky reveals how her own experience being dissected by the press helped her connect with Knox and bring her story to the screen. With behind-the-scenes details on ...
Aug 21, 2025•38 min•Season 1Ep. 578
What really happened when Donald Trump met Vladimir Putin behind closed doors? In this episode of 'Inside Trump’s Head', cohosts Joanna Coles and Trump biographer Michael Wolff unravel Trump’s odd displays of loyalty to Putin and the secretive negotiations over Ukraine that alarmed U.S. allies. They examine Trump’s fixation on flattery, his pursuit of a Nobel Peace Prize, and the way Putin’s KGB-honed tactics played against Trump’s insecurities. From the bizarre secrecy surrounding their one-on-...
Aug 20, 2025•39 min•Season 1Ep. 3
John Bolton, Donald Trump's National Security Advisor who witnessed up close why he is so bad at making deals, joins Joanna Coles for an inside look at what it’s really like being in the room with Donald Trump. Looking at Trump's first term Putin meeting in Helsinki, where briefing papers went unread as soccer played in the background, Bolton reveals a portrait of a president who prizes optics over substance, public relations over policy. With Vladimir Putin exploiting every opening, Xi Jinping ...
Aug 19, 2025•28 min•Season 1Ep. 577
Trump biographer Michael Wolff joins Joanna Coles for a scathing examination of Donald Trump’s summit with Vladimir Putin—and the shadow of Jeffrey Epstein that's cast over the entire affair. From Trump’s failed promises to release Epstein’s files, to his floundering attempts at deal-making in Ukraine, Wolff reveals how distraction, denial, and deference to Putin define Trump’s playbook. With insider texts, sharp analysis, and vivid accounts of the theatrics on the world stage, this episode unpa...
Aug 16, 2025•31 min•Season 1Ep. 576
What really connects Donald Trump, Jeffrey Epstein, and Prince Andrew? In this explosive episode of Inside Trump’s Head cohosts Joanna Coles and Trump biographer Michael Wolff dive deep into royal biographer Andrew Lownie’s explosive new book, 'Entitled: The Rise and Fall of the House of York'. They unpack the scandals, secrets, and political games linking Donald Trump, Jeffrey Epstein, and Prince Andrew. From private rivalries over Princess Diana to Epstein’s chilling social manipulations—and T...
Aug 15, 2025•33 min
Foreign policy insider David Rothkopf joins Joanna Coles for a blistering deep-dive into Donald Trump’s high-stakes summit with Vladimir Putin in Alaska—and the dangerous implications for Ukraine, Europe, and global security. From Trump’s flattery-fueled diplomacy and one-on-one meetings with no note takers, to Putin’s KGB-honed manipulation tactics, Rothkopf exposes a portrait of ego, opportunism, and geopolitical risk. With insider accounts, sharp analysis, and startling parallels to past enco...
Aug 14, 2025•34 min•Season 1Ep. 575
Welcome to the premiere of 'Inside Trump’s Head', a new twice-weekly deep dive from The Daily Beast into the most unpredictable, unsettling, and endlessly fascinating mind in modern politics. Host Joanna Coles teams up with best-selling Trump biographer Michael Wolff to explore what’s really driving Donald Trump. In this inaugural episode, Wolff shares exclusive White House conversations suggesting Trump may be ready to give up large parts of Ukraine in a high-stakes meeting with Vladimir Putin ...
Aug 13, 2025•34 min
Bestselling royal biographer Andrew Lownie joins Joanna Coles for a blistering deep-dive into Prince Andrew’s life, scandals, and the shadowy alliances that brought him down. From explosive allegations of financial corruption at the heart of the monarchy, to his entanglements with Jeffrey Epstein, Ghislaine Maxwell, and Donald Trump, Lownie exposes a portrait of greed, privilege, and impunity. With insider accounts, never-before-revealed details, and jaw-dropping stories—from secret business dea...
Aug 12, 2025•47 min•Season 1Ep. 574
Michael Wolff, the best-selling author who was tapped by Jeffrey Epstein to write his biography spills the secrets of the pedophile—and of Donald Trump. Wolff reveals the twisted reality of life inside Epstein's New York mansion, where he had a chess set made with himself as king, then spills who the other pieces were carved to represent—as well as his bizarre encounter with Epstein's last girlfriend. He and Joanna Coles also analyze exactly what Trump means by building a new ballroom at the Whi...
Aug 10, 2025•40 min•Season 1Ep. 573
Best-selling author Michael Wolff tells Joanna Coles what he saw inside Jeffrey Epstein’s infamous Manhattan townhouse and his lavish Paris apartment. From bizarre sights including a stuffed tiger and a stuffed baby elephant to a horrific fake corpse in the lobby, this is at home with a monster. On the sideboard, Epstein flaunted his easy access to the rich and powerful with pictures with princes—not just Andrew but Mohamed bin Salman—prime ministers and even a pope. Wolff and Coles unpack new p...
Aug 07, 2025•45 min•Season 1Ep. 572
Stacey Williams, a Sports Illustrated model who briefly dated Jeffrey Epstein in the early 1990s tells Joanna Coles her story—and her astonishing encounters not just with the pedophile, but through him with Donald Trump. Williams reveals how a much older Epstein made a twisted boast that he had "prized" videos of her naked which she had no idea he had made. And she tells how he took her to Trump's Fifth Avenue office where a "brazen" Trump groped her. Trump's campaign denied her allegation when ...
Aug 05, 2025•48 min•Season 1Ep. 571
Ghislaine Maxwell is moving jails, the President’s wagging the dog and Trump biographer Michael Wolff joins The Daily Beast’s Joanna Coles to explain the ongoing Epstein scandal and why it matters. Also on the table, Laura Loomer’s inexplicable rise to power and her claims she’s now had 16 people fired. With a potential Maxwell pardon in play and Trump’s lawyers blurring the line between personal fixers and public officials, what’s going on inside the MAGA machine? Hosted on Acast. See acast.com...
Aug 03, 2025•31 min•Season 1Ep. 570
Author Amy Odell joins host Joanna Coles for a sharp, funny, and deeply revealing conversation about the woman who launched a thousand jade eggs—Gwyneth Paltrow. Odell spent three years interviewing over 220 sources for her new biography 'Gwyneth', in which she’s spills everything: from Goop’s rise and questionable wellness claims to Paltrow’s high-profile love life, accidental class war commentary, and surprisingly savvy business instincts. Is Gwyneth Paltrow the original influencer? What does ...
Jul 31, 2025•38 min•Season 1Ep. 569
Pulitzer Prize-winning journalist Julie K. Brown joins Joanna Coles to unpack the latest twist in the Epstein saga—why Trump’s former personal lawyer, Todd Blanch, now number two at the Justice Department, personally visited Ghislaine Maxwell in prison. What did she tell him, and who is on the rumored list of 100 names possibly connected to Jeffrey Epstein’s sex crime activities? As Epstein’s victims speak out in anger and fear, Brown reveals why Maxwell could now be in danger too—and why the Ep...
Jul 29, 2025•35 min•Season 1Ep. 568
Michael Wolff joins Joanna Coles to reveal the rising panic inside Trump’s inner circle as the Epstein scandal metastasizes. With Ghislaine Maxwell serving 20 years in prison, Wolff outlines how a meeting between her and Trump’s former lawyer—now the No. 2 at the DOJ—Todd Blanche, is raising serious questions about a possible deal. Wolff details Trump’s decade-long friendship with Epstein, the infamous 50th birthday letter, and how they shared a girlfriend who moved between the two men. He descr...
Jul 27, 2025•43 min•Season 1Ep. 567
Investigative reporter Tara Palmeri joins Joanna Coles to dig into the twisted saga of Ghislaine Maxwell—her crimes, her secrets, and why the Trump's Justice Department is knocking at her door. As Maxwell serves 20 years in a Florida prison, new signs point to a potential deal with Trump-era officials. Why now—and what does she know? Palmeri shares chilling victim accounts, unsealed evidence Maxwell wants buried, and fresh questions about whether or not she could still reveal long held details t...
Jul 24, 2025•44 min•Season 1Ep. 566
David Frum joins Joanna Coles to unpack the jaw-dropping scale of Donald Trump’s presidential profiteering—from the $400 million Qatari plane to his so-called ‘presidential library’ money funnel. Frum, Senior Editor of The Atlantic and host of the new podcast The David Frum Show, explains how Trump turned the presidential office into a personal ATM—and why the Republican party let him. He breaks down why Trump’s grift dwarfs anything in U.S. history, how social media fuels both the scam and the ...
Jul 22, 2025•32 min•Season 1Ep. 565
Michael Wolff joins Joanna Coles to unpack Donald Trump’s ever-expanding harem of lookalike aides, surrogates, and “comfort blanket” women inside the presidential bubble. With Melania absent, Trump has surrounded himself with younger clones — from Natalie Harp, the so-called “human printer,” to bikini-clad attorney Alina Habba, to Melania doppelgänger Margo Martin. Wolff, an accomplished Trump biographer who has observed this dynamic firsthand in the West Wing and beyond, explains how Trump’s ob...
Jul 20, 2025•38 min•Season 1Ep. 564
Michael Wolff joins Daily Beast Executive Editor Hugh Dougherty to unpack a new Wall Street Journal report that could spell real trouble for Donald Trump: a 2003 birthday note to Jeffrey Epstein alongside a nude sketch. Wolff clarifies Trump's deep and well documented relationship with Jeffrey Epstein—and why MAGA media, led by Bannon and Tucker Carlson, won’t let it go. As Trump scrambles to distract with bizarre stunts and conspiracy bait, even his allies are rattled. This time, Wolff warns, d...
Jul 19, 2025•36 min•Season 1Ep. 563
Tina Brown joins Daily Beast Executive Editor Hugh Dougherty to revisit the scandal she helped break wide open—Jeffrey Epstein—and how it now threatens to fracture MAGA from within. Brown, co-founder of The Daily Beast and former editor of Vanity Fair and The New Yorker , reflects on commissioning the explosive 2010 Epstein exposé that first named names like Bill Clinton, Prince Andrew, and Larry Summers. She recalls Epstein’s chilling intimidation tactics—including showing up uninvited to her o...
Jul 17, 2025•51 min•Season 1Ep. 562
Michael Wolff joins Daily Beast Executive Editor Hugh Dougherty to unpack the chaos of what may be the first lasting MAGA civil war—and why it centers on Jeffrey Epstein. Wolff, who's authored 4 biographies on Trump, was present when Steve Bannon met Epstein. Wolff exposes the bizarre triangle between Trump, Bannon, and Epstein, including how Bannon became a key promoter of the very conspiracy he’s entangled in. Wolff describes how MAGA influencers are now caught between defending Trump and purs...
Jul 15, 2025•28 min•Season 1Ep. 561
Obama White House veteran David Litt joins Joanna Coles to talk about his new book about surviving the age of Trump—and what America's rivals really think about the current president. He explains what is going through Vladimir Putin and Xi Jinping's head as they watch Trump from afar and what Trump saw in America that powered him to victory twice. Litt talks about his new book "It's Only Drowning" which he wrote after turning to surfing when the first Trump presidency plunged him into depression...
Jul 13, 2025•54 min•Season 1Ep. 560
Michael Wolff joins Joanna Coles to unpack the surreal world of Jeffrey Epstein—from the salons of Manhattan’s elite to the shadowy corners of MAGA conspiracy. Wolff, who cultivated Epstein as a source and planned to have breakfast with him the morning after his arrest, reveals the financier’s deep ties to figures like Donald Trump, Steve Bannon, and Bill Gates. He shares the eerie final message Epstein sent Wolff before his death—and challenges both the suicide narrative and the murder theory. ...
Jul 10, 2025•42 min•Season 1Ep. 559
Anthony Scaramucci joins Joanna Coles to unpack the official story behind Jeffrey Epstein's death and why Elon Musk has renewed his trolling of Donald Trump. Scaramucci rejects the idea of a "client list" but says Epstein kept kompromat on powerful friends. He points to Epstein's ties to Les Wexner, hints at Trump's entanglement, and suggests the real cover-up is about protecting elite reputations, not uncovering a conspiracy. The Mooch also explains what may come of Elon Musk's America Party, h...
Jul 08, 2025•39 min•Season 1Ep. 558
Tara Palmeri joins Joanna Coles to unravel the dark machinery behind Jeffrey Epstein’s rise—from math teacher to multimillionaire mogul with ties to the FBI, CIA, and America’s elite. Palmeri, who spent two years investigating Epstein, claims the financier acted as an informant for the feds, traded in secrets, and used kompromat to build both his fortune and his immunity. She debunks the myth of a client “list,” but reports that prosecutors hold photos and video evidence too explosive to release...
Jul 06, 2025•51 min•Season 1Ep. 557
Michael Ian Black celebrates July 4th with Joanna Coles and explains his reluctant transformation into what he jokingly calls “a conservative”—thanks to Donald Trump. The comedian and Daily Beast columnist describes how defending the IRS, foreign aid, and the post office over dinner with a Trump voter made him feel like he’d become “the man.” But it's not age that’s made him more conservative—it’s Trump’s destruction of public service, empathy, and the common good. Black traces his unlikely jour...
Jul 04, 2025•21 min•Season 1Ep. 556
Michael Wolff joins Joanna Coles to dissect the explosive feud between Elon Musk and Donald Trump—two billionaires with their own media platforms and no off switch. Wolff recounts how Musk, cast out by Trump, has resurfaced with threats to bankroll a third party and destabilize GOP control. Trump, ever theatrical, responds by smearing Musk as a drug-addled foreigner, even suggesting deportation. But beneath the chaos lies a real threat: Musk’s billions could tip the Senate and House, risking eve...
Jul 03, 2025•35 min•Season 1Ep. 555
John Della Volpe joins Joanna Coles to unpack why young voters—especially anxious, economically insecure young men—helped put Trump in office. Drawing on Harvard polling and his SAM Project, Della Volpe explains how Trump’s internet swagger and outsider energy appealed to a generation feeling betrayed by institutions. But the mood is shifting. Young voters are turning on Trump, frustrated by chaos and instability. Della Volpe warns Democrats: stop lecturing, start listening. He points to Zohran ...
Jul 01, 2025•36 min•Season 1Ep. 554
Liz Plank joins Joanna Coles for a scorching postmortem on the Venice wedding of Jeff Bezos and Lauren Sánchez—a $50 million display of “confetti capitalism” that collided head-on with a collapsing middle class. Plank, whose viral Substack column captured the online fury, recounts watching the foam-drenched bacchanal while her paper straw dissolved in her mouth and seniors were zip-tied at the Capitol protesting Medicaid cuts. She argues the grotesque contrast isn’t just offensive—it’s political...
Jun 30, 2025•34 min•Season 1Ep. 553
Brian Tyler Cohen joins Joanna Coles for a dissection of the digital age’s political battleground. Cohen—solo creator of one of the largest progressive platforms in America—reveals how he turned a dead-end acting career into a media empire with 4.5 million subscribers and zero writers. Cohen explains that Trump’s chaos isn’t incompetence—it’s a strategy: flooding the zone, exploiting the slow reflexes of legacy media, and redefining the presidency as a form of cultural warfare. He blasts the Dem...
Jun 29, 2025•42 min•Season 1Ep. 552