Does Rudy Giuliani Have an Ounce of Pride Left?

Michael Wolff joins Joanna Coles to reveal how White House insiders are now dubbing the East Wing the “Epstein Ballroom.” From the persistent shadow of Jeffrey Epstein over Trump and Prince Andrew’s dramatic fall from royal privilege, to the explosive crypto pardons benefiting the Trump family, Wolff’s latest thorns to burrow into Trump’s side. They discuss Rupert Murdoch’s role, the birthday letter that exposed Trump’s connections, and the intricate web of influence stretching from Norfolk to Washington. With the latest Trump polls tanking and the government shutdown nearing a record, this episode captures the tangled, high-stakes universe of Trump’s presidency in real time. Hosted on Acast. See acast.com/privacy for more information.

2 Nov 202543min

Michael Wolff joins Joanna Coles to posit the president’s next astonishing move: Donald Trump’s plan to demolish the West Wing of the White House. They trace how that impulse connects with the East Wing teardown, a $300 million ballroom project, and the greater ambition of remaking the presidency in his image. Along the way, they explore how Trump’s real estate instincts are emerging as his most effective shock-and-awe tactic. With the foreign policy collapse in China, the polling crisis at home, and the disappearance of oversight in Congress, this episode asks: As Trump tears down the White House, what remains of the presidency? Hosted on Acast. See acast.com/privacy for more information.

31 Okt 202550min

John Della Volpe, Polling Director at the Harvard Kennedy School, joins Joanna Coles to break down the dramatic shift in young male voters, once Trump’s strongest base. From Charlie Kirk’s legacy to the collapse of Trump’s net favorable rating among young men, Della Volpe explains how inflation, chaos, and the unmet promise to release the Epstein files are reshaping politics. They also weigh in on Turning Point USA’s new leadership, the rise of faith communities, and the anti-establishment mood driving 2026 and 2028. Can Democrats turn this disillusionment into an advantage, and is Trump’s hold on young men slipping for good? Hosted on Acast. See acast.com/privacy for more information.

30 Okt 202535min

Michael Wolff joins Joanna Coles to reveal Trump’s hasty plan to demolish the East Wing and build a massive Trump Ballroom, his push to bypass political limits, and his obsession with control. They break down Steve Bannon’s wild Trump third-term schemes and Melania’s conspicuous absence on the president's Japan trip. Wolff explains how Trump’s real estate instincts shape his decisions in Washington and why Trump’s once seemingly impossible authoritarian dreams suddenly feel possible in an America where business and political leaders are genuflecting to Trump. Hosted on Acast. See acast.com/privacy for more information.

29 Okt 202548min

Writer E. Jean Carroll, who triumphed over Donald Trump with an $83 million defamation verdict after accusing him of rape in the mid-1990s, is joined by her attorney Roberta Kaplan and Joanna Coles to unpack their historic courtroom victories. From tense depositions to a landmark judgment, they reveal how strategy, resolve, and fearlessness dismantled Trump’s aura of invincibility. Carroll discusses how she’ll use her winnings to support women’s rights, while Kaplan explains why Trump’s appeals are likely doomed. Can Trump honestly be held accountable, and what does their win mean for justice and women across America? Hosted on Acast. See acast.com/privacy for more information.

28 Okt 202543min

Don Lemon joins Joanna Coles to assess how Donald Trump’s hasty East Wing tear-down, building a tacky McMansion-style ballroom while the country stalls, mixing supposed opulence with power, and blurring public duty with private ego. Lemon, a veteran reporter and anchor, brings his sharp and uncompromising voice to the conversation. Together with Coles, he examines Trump’s architecture of excess —the corporations and their leaders acting as his handmaidens —and asks: when the symbol of American democracy becomes a personal trophy house, what does that mean for the rest of us, and how long can the facade hold? Hosted on Acast. See acast.com/privacy for more information.

27 Okt 202545min

Stephen Miller is the ultimate suck-up, a master of shameless flattery whose influence keeps him at the center of Trump’s orbit. Michael Wolff joins Joanna Coles to unpack how Miller’s relentless devotion to Trump reflects the chaos and destruction in the East Wing. The two also touch on how Wolff’s countersuit against Melania has spurred a bizarre AI-generated TMZ story that falsely claimed he was writing a tell-all about the first lady. They preview their first live ‘Inside Trump’s Head’ event at the Museum of the City of New York, where Wolff promises more revelations about Trump, Epstein, and the ecosystem that enables them. Hosted on Acast. See acast.com/privacy for more information.

26 Okt 202535min

Michael Wolff joins Joanna Coles to tackle his startling new announcement: a billion-dollar countersuit against Melania Trump. The two dissect Jeffrey Epstein’s well-documented friendship with Donald Trump and connect the dots to Trump’s East Wing demolition, showcasing the president’s strategy for destruction. Wolff and Coles also unpack Stephen Miller’s hardline crusades, exposing the strange psychology that drives one of Trump’s most maniacal members of his inner circle. As the legal walls close in, one question lingers: how much of Trump’s chaos is calculation, and how much is pure compulsion? Hosted on Acast. See acast.com/privacy for more information.

24 Okt 202544min