Inside Trump's Head

Michael Wolff and Joanna Coles look at the Republicans’ desperate final stretch before the midterms, starting with a campaign ad so cruel that even members of their own party are recoiling. Why are Donald Trump and JD Vance standing by Vivek Ramaswamy as his attack on Ohio rival Amy Acton backfires? Wolff explains what the uproar reveals about Trump’s faith in a tactic that has worked for him before, while a ballot fight in Alaska raises fresh questions about how far his administration will go to contest a loss. They also turn to Melania Trump’s claim of a huma...

In this special live show edition of Inside Trump's Head, Michael Wolff and Joanna Coles take the stage in Los Angeles to ask what Trump wants from the presidency and what he might do if Democrats win the midterms. Wolff shares what a source close to Trump told him about the president’s staggering financial ambitions, then explains why he believes money drives Trump’s fixation on Vladimir Putin. He and Coles consider how Trump could react to an election defeat, whether he might return to bombing Iran and why Wolff doubts JD Vance can inherit the MAGA movement. The...

Michael Wolff and Joanna Coles look ahead to the morning after the midterms and ask what happens if Donald Trump loses control of Congress. Wolff, who watched Trump’s inner circle confront him with the 2020 results, explains why he believes the president cannot accept a loss and how a defeat could become an excuse to blame Susie Wiles, Mike Johnson and Republicans who kept their distance from him. Coles presses Wolff on a closer, messier result: Could recounts and challenges leave the country in weeks of chaos? They also imagine who will be at Trump’s side as the retu...

Michael Wolff and Joanna Coles go inside the chaos of Trump’s White House, where a disastrous press secretary debut, a sudden firing, and Susie Wiles’ uncertain future expose a West Wing running on ego, loyalty, and dysfunction. As Trump’s revolving door of female aides keeps spinning, Wolff explains why even his own chief of staff may be on borrowed time. Plus, Elon Musk is pouring another $300 million into the midterms, raising the stakes in a series of nail-biting Senate races and giving one billionaire extraordinary power over American democracy. With control of Congress hanging in the balance, Wolff...

Michael Wolff and Joanna Coles ask whether Susie Wiles is running out of time as Trump reportedly calls around to ask what people think of his chief of staff. Wolff explains why that question can be the kiss of death inside Trump’s White House and predicts what could happen after the midterms. They also take on new press secretary Katie Zacharia’s rocky debut and the questions surrounding her claims to be a lawyer. Then Wolff offers a theory about Kimberly Guilfoyle’s abrupt exit as ambassador, her split from Don Jr. and what she might do next. The co...

Michael Wolff and Joanna Coles dig into Kimberly Guilfoyle’s abrupt exit as ambassador to Greece and the leaked messages that preceded it. Why was she pushed out, and what does she know about the Trump family? Wolff argues that her fall exposes a familiar pattern in Trump’s circle: people using power to chase money, status and the next job. They also discuss new White House press secretary Katie Zacharia and why Wolff thinks Trump picked her to be the face of his administration. As the midterms approach, they consider what happens if Trump loses control of Congress but...

Michael Wolff and Joanna Coles turn their attention to Pete Hegseth, as the Secretary of Defense is facing mounting criticism over the Iran war while quietly positioning himself for a presidential run. They break down his latest State of the Force speech, which Wolff argues was designed to flatter Donald Trump and win over the MAGA base, and Joanna traces Hegseth’s tough-guy rhetoric back to his time in Iraq. As the war drains American munitions and the midterms approach, they consider whether Trump will make Hegseth the fall guy. But Wolff sees a strange possibility: the louder the ca...

Michael Wolff and Joanna Coles are counting down to the midterms—and the Trump world is already positioning itself for what comes next. Marco Rubio appears to be launching his 2028 presidential campaign with a grandiose pitch to save Western civilization, while Michael predicts Trump and Rubio may need a new “big thing” to distract from the Iran war, impeachment threats, and mounting investigations. Meanwhile, Kimberly Guilfoyle is engulfed in a stunning new corruption scandal involving hundreds of thousands of dollars as Trump’s political operation increasingly looks like a pay-to-play enterprise. Plus, the Senate map is suddenly tilting toward Democrat...

Michael Wolff and Joanna Coles examine Donald Trump’s increasingly self-destructive presidency, from his dwindling rally crowds and disastrous political bets to his reckless handling of the war in Iran and increasingly bizarre rhetoric. They draw a remarkable parallel between Trump and disgraced British politician and novelist Jeffrey Archer, another larger-than-life narcissist whose appetite for attention, risk and reinvention eventually brought him crashing down. As Trump doubles down on unpopular policies, loses support among Hispanic voters and inserts himself into midterm races, Wolff asks whether we are watching the beginning of Trump’s downfall—or simply another act in his ex...

Michael Wolff and Joanna Coles reveal the fears they believe drive Donald Trump—from being exposed as unintelligent and unable to absorb information to his dread of rejection, ridicule, loneliness, and losing the spotlight. Wolff recounts the extraordinary efforts allegedly made to keep Trump’s academic records hidden, explains why ordinary conversation can leave him vulnerable, and describes a president who needs an audience but recoils from genuine human contact. As they trace how these insecurities shape his attacks, obsessions, and refusal to accept defeat, Wolff offers a chilling prediction of how Trump could preserve his power after leaving offi...

Michael Wolff and Joanna Coles take a revealing look inside Donald Trump’s world of flunkies, fear and humiliation, where cabinet officials, billionaires and tech titans learn how far they have to bend to stay in his good graces. They examine why figures like Marco Rubio, J.D. Vance and Pete Hegseth have accepted radically different versions of the same bargain, and how Trump’s unpredictable mix of praise and fury keeps those around him off balance. They also explore his treatment of women, including the leaked images of Trump berating Natalie Harp, before Wolff explains why, in Trump’s seco...

Michael Wolff and Joanna Coles dig into what Donald Trump’s political future looks like as the midterms approach, from Republicans increasingly distancing themselves from Trump to his apparent determination to double down rather than retreat. They examine Trump’s taxpayer-funded campaign ad, the Texas Senate race, and the growing fight over AI data centers before turning to the darker story of Jeffrey Epstein—and Wolff’s firsthand account of Epstein’s fear of Trump becoming president, the collapse of their friendship, and the extraordinary events surrounding Epstein’s arrest and death. As Wolff revisits what Epstein told him about Trump...

Michael Wolff and Joanna Coles take a closer look at Donald Trump’s encounter with Xi Jinping and what China may have learned from a president they see as unusually susceptible to flattery, especially when it comes to the delicate question of Taiwan. They also dissect Melania Trump’s new women’s network, the growing role of billionaires around the White House, and the extraordinary rise of Kimberly Guilfoyle from Fox News to ambassador to Greece, including the business and personal relationships now surrounding her diplomatic role. Then, the conversation turns to Trump’s escalating fight with the press and the...

Michael Wolff and Joanna Coles unpack Trump’s latest threats to “annihilate” Iran, including the bizarre White House effort to find him a new word after “obliterate” apparently lost its punch. They discuss Trump’s UN week showdown with world leaders, Xi Jinping’s visit to the White House, Melania Trump’s new women’s initiative, and RFK Jr.’s extraordinary $4 million book deal. They also examine the devastating testimony from families affected by ICE shootings in Minneapolis and what it could mean as the midterms approach, before turning to the widening Republican Senate map and the chaos surrounding Trump’s proposed Whi...

Michael Wolff and Joanna Coles return to dissect Donald Trump’s latest battle with the press, his launch of Trump TV, and the high-stakes arrival of Chinese President Xi Jinping at the White House. They examine why Trump keeps turning the media into his enemy, what his escalating wars and increasingly precarious relationship with China could mean for the United States, and how a meeting with Xi could reshape the balance of power around Taiwan and beyond. They also look at Trump’s claims about military installations, his reliance on spectacle and conflict to dominate the news cycle, and the...

Michael Wolff and Joanna Coles dig into what may be the most revealing signs yet of a White House struggling to manage Donald Trump, as his own advisers begin publicly pushing back on his dismissal of AI concerns and his refusal to confront Republican vulnerability ahead of the midterms. They examine Trump’s increasingly personal battle with the Kennedy Center, including his reported plans to demolish it, before turning to his fixation on 1950s battleships, the Supreme Court, and the idea that everyone in government ultimately works for him. They also discuss the Epstein files, soaring gas prices, the fa...

Michael Wolff and Joanna Coles examine Donald Trump's growing political troubles as rising prices, escalating tensions in the Middle East, and his own economic policies threaten to make affordability his biggest liability ahead of the midterms. They discuss Trump's pressure on the Federal Reserve, the consequences of his tariffs and war policies, and why his administration's approach may be fueling the very problems he claims he wants to solve. Plus, Melania Trump's surprising enthusiasm for AI, the latest turmoil at the Kennedy Center, and the court's refusal to let Trump put his name on the building. They also take...

Michael Wolff and Joanna Coles look at Donald Trump’s escalating battles with the Supreme Court, the collapse of the Kennedy Center under his control, and his increasingly aggressive response to the AI debate, where Trump has declared that “whoever wins AI wins” while threatening critics and accusing them of conspiracy. They also examine Trump’s rollback of climate protections, his approach to conflict as a political strategy, and the extraordinary allegations surrounding Donald Trump Jr.’s wedding and its Russian connections. Plus, Trump’s threat against Oman, the consequences of burning through missile supplies in Iran, Jared Kushner’s transformati...

Michael Wolff and Joanna Coles unpack Donald Trump’s trip to Ireland, his apparent struggle to stay awake at a 9/11 memorial, and the increasingly conspicuous signs that the president’s hold on his party may be starting to weaken. They dig into JD Vance’s careful balancing act between loyalty to Trump and positioning himself as his successor, including the growing machinery behind a potential 2028 campaign, before turning to RFK Jr.’s surprisingly commanding performance at the Republican mini-convention and the extraordinary political path that brought him into Trump’s orbit. Ted Cruz also makes his inevitable return, while Trump’s ow...

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Michael Wolff and Joanna Coles dissect Donald Trump’s latest spectacle, from his bizarre claim that he was a hero at Ground Zero following 9/11 to the half-empty Republican convention in Dallas that Trump insists was packed. They look at why Trump is dragging himself into the midterm elections despite his deeply unpopular standing, and Wolff argues that the bigger strategy is to make sure the Republican Party never imagines life without him. They also examine Trump’s escalati...

Michael Wolff and Joanna Coles dissect Donald Trump’s latest transformation, from his dramatically darker hair and increasingly bizarre AI images to the social-media strategy that has turned political spectacle into a powerful weapon. They look at Trump’s influence on the surging far right across Europe, why Wolff believes Trump may be the cause rather than merely the symptom of the global populist wave, and whether a Russia-Ukraine peace deal could give Trump the ultimate midterm “October surprise.” They also examine the growing pressure on Pete Hegseth, the extraordinary purge of military leaders, and the leak-hunting campaign inside the Pent...

Michael Wolff and Joanna Coles take on Donald Trump’s increasingly bizarre relationship with Vladimir Putin as Jared Kushner and Steve Witkoff head to Moscow, asking what Trump’s Russia fixation is really about and why Putin seems so comfortable dealing directly with Trump’s inner circle. They also dissect Trump’s obsession with the Qatari plane, his plans to leave a permanent physical mark on the White House, and the latest battle over his triumphal arch. Then, Maria Bartiromo’s sudden departure from Fox News opens a revealing discussion about her long relationship with Trump and the network’s transforma...

Michael Wolff and Joanna Coles look at Donald Trump’s long-standing appetite for power, from his determination to get around courts and regulations to the possibility that he could use his enormous political war chest to maintain influence long after leaving office. They examine the growing crisis around Pete Hegseth, why Trump appears threatened by competence, and how the war with Iran is exposing deeper failures in American leadership. They also trace the economic risks tied to tariffs, interest rates and the massive AI boom, before turning to the increasingly volatile 2026 midterms, dark money, mail-in voting and the presence of...

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Michael Wolff and Joanna Coles look at the extraordinary power dynamics surrounding Donald Trump, beginning with Melania Trump’s increasingly independent role—and how she has managed to monetize the position of First Lady while largely avoiding its traditional obligations. They also examine Trump’s White House ballroom and a Supreme Court decision that may allow construction to continue, the president’s attacks on NBC’s Kristen Welker and the growing fear his administration inspires across the media, and Pete Hegseth’s purge of experienced military leaders at a moment of heightened global danger. Then the conversation...

Michael Wolff and Joanna Coles look ahead to the midterms and ask whether Donald Trump’s political dominance is finally starting to crack—or whether Democrats are getting ahead of themselves. They break down the unreliable polling, Trump’s unusual ability to bring hesitant voters back to his side at the last moment, the races that could determine control of the House and Senate, and the surprising Republican confidence that they can hold key states including Texas. They also examine Trump’s record of backing risky candidates like Ken Paxton, the enormous sums being poured into competitive races, and how Trum...

Michael Wolff and Joanna Coles look at the latest signs of chaos inside Trump’s White House, from the administration’s fixation on interest rates and the tensions surrounding the Federal Reserve to the startling questions raised by the CIA chief’s trip to Moscow and the Pentagon’s increasingly strange leadership. They also turn to the extraordinary bubble surrounding Trump, including Natalie Harp’s role in feeding him the information he wants to see, before considering what it all could mean as the 2026 midterms rapidly approach.

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Michael Wolff and Joanna Coles take on Donald Trump’s latest fixation with image, power, and excess, from his apparent weight gain and the extraordinary Mar-a-Lago golf club buffet to the increasingly curious role of Natalie Harp and her place in Trump’s orbit. They explore why Trump’s celebrity, sexual bravado, and ability to attract devoted followers remain central to his political appeal, before turning to the explosive meeting between Jared Kushner and Hakeem Jeffries that has White House staffers furious and raises an awkward possibility for Trump’s party heading into the midterms. They also look at Trump’s...

Michael Wolff and Joanna Coles go inside a White House where Melania Trump’s rare appearances, her increasingly lucrative personal brand, and her complicated relationship with Natalie Harp are raising fresh questions about who is really closest to the president. Wolff explains why the press took so long to catch up to the Harp story, why Trump’s legal threats may be doing exactly what they’re designed to do, and how his massive White House ballroom could become a permanent monument to his presidency before the courts ever make a final decision. Then, as Canada’s Mark Carney walks aw...

Michael Wolff and Joanna Coles go inside the increasingly bizarre inner workings of Donald Trump’s presidency, beginning with Wolff’s extraordinary account of Natalie Harp’s deeply personal letters to Trump and the alarm they sparked among campaign staff and the Secret Service. They explore how Harp became one of the president’s closest gatekeepers, what her influence says about the people surrounding him, and why Trump’s White House remains driven by loyalty, proximity, and personal obsession. Then, as the war with Iran drags on without a clear endgame, Wolff and Coles turn to Pete Hegseth, his ever-prese...

Michael Wolff and Joanna Coles devote a special episode to Natalie Harp, the Trump loyalist who has risen from campaign aide to one of the most powerful people in the president’s orbit. Wolff traces Harp’s extraordinary rise, from following Trump around the golf course with a portable printer to controlling the information he sees, shaping his social media and becoming a gatekeeper for members of Congress, the media and even people inside the White House. They examine the intensely personal relationship that has made Harp seemingly indispensable to Trump, the concerns she has sparked among his closest advi...

Michael Wolff and Joanna Coles explore Donald Trump’s increasingly intense fixations, from his relentless campaign to put his name on the Kennedy Center to his insistence that the Navy return to outdated technology, and what these obsessions reveal about how the president operates. They also examine Trump’s unusual ability to turn defeat and humiliation into fuel, his growing reliance on Truth Social to communicate and make money, the damage his administration is doing to institutions like Harvard and the Kennedy Center, and the looming political stakes of a surprisingly competitive Texas Senate race.

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Michael Wolff and Joanna Coles dig into Karoline Leavitt’s departure from the White House, the scramble to replace her, and what her exit reveals about the brutal demands of working directly for Donald Trump. They also confront the bizarre obsession with Trump’s health and ponder whether the 80-year-old president wears diapers, dissect the elaborate decoy-plane operation as another example of Trump’s need to dominate the news cycle, and examine his determination to remake the White House into a monument to himself. Wolff and Coles also look at Jeanine Pirro’s increasingly creative efforts to satisfy Trump through...

Michael Wolff and Joanna Coles mark one year of Inside Trump’s Head by dissecting the bizarre story of Donald Trump secretly switching planes while the White House press corps unknowingly flew aboard a decoy Air Force One—and why Wolff believes Trump himself may have leaked the story to fuel his favorite narrative: that he is the world’s biggest target. They also reveal that Trump has used the decoy-plane strategy before, explore his increasingly desperate search for distractions as the Iran war leaves him boxed in, and turn to his fixation on AOC after she revealed she is fre...

Michael Wolff and Joanna Coles get inside Donald Trump’s fixation with the White House ballroom, and why a court ruling stopping the project may only make him more determined to build it. They also look at the growing tension around Markwayne Mullin, Trump’s fury when people in his administration appear to stray from his message, and why Anthony Fauci has become such a powerful target for MAGA despite Trump’s own history with him. From Trump’s refusal to let go of birthright citizenship to the carefully staged confirmation fight over Todd Blanche, Michael and Joanna explore the obse...

Michael Wolff and Joanna Coles dive into another astonishing week inside Donald Trump’s head, analyzing the president’s fixation on image—from his infamous hair to a controversial White House helipad—as they reveal how performance continues to shape his presidency. They examine why Trump refuses to abandon embattled allies, how blame for the Iran crisis is already shifting inside his administration, and why Pete Hegseth may be heading toward the same fate as past loyalists. The conversation also explores RFK Jr.’s surreal new cooking show, the politics of conspiracy and wellness, the scramble among cabinet members already po...

Michael Wolff and Joanna Coles take a closer look at the latest signs of dysfunction inside Trump’s White House, from Jeanine Pirro’s stunning retreat over the disastrous reflecting pool to the murky story behind Trump’s call to embattled Congressman Max Miller. They unpack the Senate’s capitulation over Todd Blanche, Trump’s historically terrible poll numbers and the mindset that allows him to simply dismiss them, before turning to the increasingly chaotic Iran conflict and the risk that Trump’s impulsive foreign policy is making a dangerous situation even worse. Then, the stakes get much bigger as David Ell...

Michael Wolff and Joanna Coles argue that Donald Trump's trip to Camp David wasn't a show of strength but a sign of growing desperation, as he tries to project presidential gravitas while, they contend, becoming trapped in a war he cannot win and surrounded by advisers whose public loyalty masks private disbelief. They break down why Todd Blanche may be discovering the true cost of working for Trump, how a powerful Trump fundraiser is amassing a staggering war chest for his post-White House influence, and why Trump's grip on the Republican Party could outlast his presidency even as his...

Michael Wolff and Joanna Coles trace what they argue is a turning point for Donald Trump as the consequences of his biggest political bets begin to close in around him. They break down why Trump's Iran strategy has left him boxed in with no clear exit, how the war has reshaped his standing at home and abroad, and why even his closest allies may now be adding to his problems instead of solving them. They also examine the fallout from Lindsey Graham's funeral, Darlene Graham's Senate ambitions, Anthony Fauci's newly revealed diaries, RFK Jr.'s growing influence over vaccine...

Michael Wolff and Joanna Coles take a look at Donald Trump’s obsession with outlasting everyone around him, from the strange question of how Trump wants to be remembered to the political future he may be plotting from Mar-a-Lago. They also dissect JD Vance’s new book and the remarkable contradictions at its center: a man searching for God while relentlessly pursuing power, trying to distance himself from Trump while positioning himself to inherit MAGA, and presenting himself as a reluctant participant in a political life he has clearly hustled to achieve. Along the way, Wolff and Coles expose the...

Michael Wolff and Joanna Coles dive into a week that reveals Donald Trump’s deepest fixations and growing political vulnerabilities, from his unwavering obsession with tariffs to the mounting risks surrounding RFK Jr., soaring measles cases, and a White House increasingly consumed by its own crises. They debate whether Trump’s widely criticized appearance at the White House Correspondents’ Dinner was a show of confidence or desperation, reveal why one long-dead television host may still have more influence over Trump than anyone in his inner circle, and examine what rising oil prices, Iran, and the midterm elections could mean for hi...