Impolitic with John Heilemann

John is joined by Democratic Senator Chris Murphy to discuss Murphy's view that the events of this week are a preview of the assault on the rule of law that Donald Trump intends to wage once he takes office. Murphy connects the dots between House Republicans’ call on the FBI to launch a criminal investigation of Liz Cheney, Trump’s lawsuit against pollster Ann Selzer and the Des Moines Register, Elon Musk’s attack on the bipartisan efforts to avert a government shutdown (and Trump’s endorsement of it), the pre-capitulation to the incoming administration by an array of capitalist titans, and the abdication of the national stage by Joe Biden—arguing that these all are early signs of the onset of oligarchy, and that his fellow Democrats must to do more to rescue American democracy. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Pod Save America cohost, Message Box author, and former top Obama adviser Dan Pfeiffer to discuss Donald Trump’s flood-the-zone transition strategy and the Democratic Party’s future. Pfeiffer argues that the Biden administration’s failure to address the mystery drone story is part of a larger abdication that has let Trump present himself as if he’s been president since Election Day; that Trump’s self-evident intent to turn his second term into a pay-for-play wet dream for plutocrats offers Democrats a chance to seize the mantle of reform and regain their populist mojo; and that Resistance 2.0 can only succeed to the extent it avoids focusing excessively on Trump. Pfeiffer also conducts a kind of autopsy on his own 2024 election post-mortem with the high command of Kamala Harris’s campaign. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by writer/editor/producers Kurt Andersen and Michael Hirschorn—longtime friends, former business partners, and intellectual entrepreneurs extraordinaire—to take stock of the Trump Era in our politics and culture. The three old friends discuss the once and future president’s reelection, his cabinet picks (one of whom, Kurt reveals, was his college cocaine dealer), and the ways in which the spread of the logic and reality TV not only explains the Trump phenomenon but that of Elon Musk, RFK Jr, and Luigi Mangione. Kurt and Michael also riff on the books, movies, and TV shows that floated their boats this year, from Wicked and Somebody Somewhere to Kendrick Lamar’s GNX. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Alex Wagner, MSNBC primetime host and Heilemann’s former co-star on The Circus, to discuss the big news stories of this past week and cultural touchstones of this past year. Wagner explains how Trump’s efforts at appearing reasonable in his recent Meet The Press interview were foiled by his “spikes of insanity” around freeing imprisoned January 6 rioters, jailing Liz Cheney, and ending birthright citizenship; analyzes his naming of Kimberly Guilfoyle, Don Jr's former fiancee, to be the U.S. ambassador to Greece; and weighs in on the hero worship in certain quarters of Luigi Mangione, accused murderer of healthcare CEO Brian Thompson. Alex also reveals the music, movies, TV, and books that slayed her in 2024, as well as her secret history as the author of the beloved (by John, at least) fake food blog The Last Pancake. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by House Democratic Leader Hakeem Jeffries to discuss this year’s election, next year’s Congress, and the agita about his party’s future. Jeffries argues that although the Democratic performance on November 5 was undeniably “disappointing,” it was hardly catastrophic; that of all of Donald Trump’s disconcerting appointments, RFK, Jr. as secretary of Health and Human Services may be the most dangerous; and that while he disagrees with Mike Johnson about much, he sees the speaker as a “good man” whom he can do business with (neither of which he could say so readily about Kevin McCarthy). Jeffries also describes how his new children’s book, The ABCs of Democracy, was influenced by Schoolhouse Rock, and offers his (solid) list of the all-time top five rap MCs and (unassailable) opinion that The Wire is the greatest TV show ever made. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Pete Wehner—veteran of the Reagan, Bush 41, and Bush 43 administrations turned eloquent Never Trumper—to discuss the once and future president's transformation of the GOP, his perplexing appeal to the Christian Right, and more. Wehner explains why the best summation of Trump’s agenda comes from Michel Caine as Alfred in The Dark Knight (“Some men just want to watch the world burn”); Pete Hegseth’s redemption narrative and invocations of his Lord and savior ring so hollow; and so many Evangelicals are so devoted to Trump in spite of his lack of godly virtues. Wehner and John also harken back to the magical duet of Tracy Chapman's Fast Car by Chapman and Luke Combs at this year's Grammy's, and riff on why the emotional outpouring it triggered was a hopeful sign for our politics and culture. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Tina Brown, the legendary magazine editrix and his former boss at The New Yorker, to discuss American politics and media at the end of a year of convulsive upheaval in both. Tina riffs on Donald Trump’s reality show transition and its freak show appointments; the soap operatic, still largely untold story of Joe Biden’s family and how it has driven him (notably but not solely by means of the pardon of his son, Hunter) to undermine his legacy as president; the death of the magazine business, her new incarnation as a Substacker, and the broader trends that have leeched both the vitality and sheer fun out of the journalism racket. Tina also explains why she found the new Netflix documentary on Martha Stewart at once so excellent and so sad. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by two renowned veterans of the Federal Bureau of Investigation—Frank Figliuzzi, former FBI assistant director for counterintelligence, and Andrew Weissmann, former FBI general counsel under Robert Mueller—to discuss Donald Trump’s plan to appoint one of his most controversial loyalists, Kash Patel, to be the bureau’s next director. Figliuzzi and Weissmann weigh in on Patel’s qualifications for the job, his ideas for radically restructuring and reorienting the FBI, his vows to use federal law enforcement to target Trump’s adversaries, and his espousal of a panoply of far-right conspiracy theories. The two former G-men also assess Pam Bondi, Trump’s replacement pick for Attorney General after the withdrawal of Matt Gaetz; Joe Biden’s blanket pardon for his son, Hunter; and Steve Bannon’s focus on seeing Weissmann jailed for unspecified Deep State transgressions. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by the actor, director, writer, and producer Griffin Dunne to discuss The Friday Afternoon Club, his recent memoir about his famous literary family. Dunne offers intimate portraits of his sister Dominique, an actress on the rise four decades ago (having starred in Steven Spielberg's Poltergeist in 1982) who was strangled to death by her ex-boyfriend; his father, Dominick, whose coverage of Dominique’s murder trial in Vanity Fair turned him into the marquee chronicler of celebrity true-crime cases of the Eighties and Nineties, from O.J. Simpson to Claus von Bulow to the Menendez brothers; and his aunt, the legendary Joan Didion, about whom Griffin made an acclaimed Netflix documentary. Dunne also discusses the highlights of own acting career, from playing the lead in the Martin Scorsese cult classic After Hours to his memorable cameo in the first season of Succession. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

To kick off Thanksgiving week, John is joined by David Remnick, editor of The New Yorker, to discuss what, if anything, we have to be thankful for. Remnick observes that, on the basis of all early evidence, the most alarmist prospective fears about Donald Trump’s second term are looking more prescient than paranoid; there are encouraging signs that Democrats understand the urgency of changing their tune regarding class and identity politics; the near-term future in Israel and the Middle East promises little but “horror all around;” and while art and culture can be a balm in troubled times, Remnick harbors scant hope for the forthcoming Bob Dylan biopic starring Timothee Chalemet—in fact, ”I’m dreading it,” he says. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Julian Castro, former mayor of San Antonio and secretary of Housing & Urban Development, and Paola Ramos, award-winning journalist and author of Defectors: The Rise of the Latino Far Right and What It Means for America, to discuss Donald Trump’s gains with Latino voters in 2024. Castro and Ramos argue that, given the inroads Trump made with Hispanics between 2016 and 2020, his improved performance with them this year is less surprising than it seems; that his appeal to the Latino community wasn’t simply about high prices or economic anxiety but culture, crime, and even immigration and race; that the jury is out on whether we’re witnessing a lasting realignment or a Trump-specific phenomenon; but that, either way, it should serve as a wake-up call to a Democratic Party that for years has taken brown-skinned voters for granted. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Tom Nichols, professor emeritus of national-security affairs at the U.S. Naval War College and staff writer for The Atlantic, to discuss Donald Trump’s foreign policy appointments and the challenges he will face upon his return to the Oval Office. Nichols offers a tour d’horizon of global hotspots, from Ukraine to the Middle East, that will test Trump’s mettle immediately and with huge implications for U.S. vital interests; his assessment of how America’s foreign adversaries, from Vladimir Putin to Xi Jinping, view his return to power (spoiler alert: not unhappily); and his argument as to why, amid a raft of objectionable Trump appointments, the selection of Pete Hegseth to run the Department of Defense is the most irresponsible and dangerous, both abroad and at home. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by America’s best-known presidential historians, Michael Beschloss and Jon Meacham, to discuss the first two weeks of the transition to Donald Trump’s second term. Beschloss and Meacham assess the most head-spinning of Trump’s initial appointments and their prospects for confirmation; why the sense of shock these picks have elicited, even among Republicans, is ludicrous on its face; the role of Steve Bannon as the intellectual architect of Trump’s radical governing agenda and its central goal of what Bannon calls the “deconstruction of the administrative state;” and why it’s safe to assume that what we’re seeing now is what the next four years will look like. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by two up-and-coming Democratic congressmen—Seth Moulton, of the North Shore of Massachusetts, and Ritchie Torres, of the Bronx—to discuss what went wrong for Democrats in 2024. Moulton and Torres have little in common besides their relative youth; Moulton, 46, is white, straight, and holds multiple degrees from Harvard, while Torres, 36, is Afro Latino, openly gay, and never graduated from college. But their diagnoses of what ails their party (and, in particular, what allowed Donald Trump to make dramatic inroads with non-white working class voters) and their prescriptions for how to cure it are in sync: preach less and listen more; stop pandering to the left, especially on cultural issues; embrace pragmatism, competency, and open debate over purity tests, identity politics, and Ivory Tower condescension. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Claire McCaskill, former Democratic U.S. senator from Missouri, to discuss the fallout from the election and transition to Donald Trump’s second White House term. McCaskill assesses Trump's first batch of cabinet and White House staff appointments, calling it a “mixed bag," with some picks mildly reassuring and others decidedly not; the practical and political challenges of mass deportation; the potential for (or inevitability of) friction between Trump and Elon Musk; and the internal debates and internecine finger-pointing now consuming the Democratic Party as it seeks to apportion blame for, interpret the meaning of, and find a way forward from the shellacking it suffered on Election Day. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by political and cultural historian—and literary executor for Hunter S. Thompson—Douglas Brinkley to discuss the end of the 2024 election and Donald Trump’s return to the White House. Brinkley explains the harsh impact of Kamala Harris’s defeat on Joe Biden’s legacy, and how Biden only has himself to blame; how Trump managed, despite his clear political liabilities, to increase his share of the vote all over the country; why Harris’s extreme caution was her greatest weakness and Trump’s extreme incaution his greatest strength; and how much we should fear Steve Bannon and his pledge to deliver “rough, Roman justice” to MAGA’s foes. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by his Puck partners Dylan Byers and Peter Hamby to discuss Donald Trump’s reelection: the remarkable scale of his victory and the unexpected breadth of the coalition he assembled to achieve it; whether anyone paying attention to the campaign—or the Trump era in our politics and culture more broadly—should have been surprised; the Democratic finger-pointing that’s already begun in the wake of Kamala Harris's loss; whether VP Harris or President Biden bears more responsibility for the failure to dispatch Trump; and what might happen within the two parties, as well as the mainstream and upstart media, when Trump and his allies reassert themselves in the capital. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by MSNBC host Nicolle Wallace for an Election Day special episode on the final hours of the presidential race. The two close friends examine Kamala Harris’s decision to close out her campaign by dropping all references to Donald Trump and returning to the themes of unity, change, and joy that animated her early days as the Democratic nominee; the contrast presented by Trump’s off-message, off-kilter, at times off-color turns on the stump, as he toggled between anger and exhaustion before dwindling crowds; the bolt-from-the-blue Iowa poll that stunned the political world by showing Harris with a 3-point lead in a state that Trump won easily in 2016 and 2020; whether the combination of Dobbs, Liz Cheney, John Kelly, and Trump’s Madison Square fiasco would put Harris over the top; and, if not, what Trump’s reelection will say about America. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by radio host and burgeoning media mogul Charlamagne tha God—whose nationally syndicated morning show, The Breakfast Club, has emerged as a key conduit to Black America for political figures from Kamala Harris to Lara Trump—to dig into the interplay of politics, media, and culture that led to a photo finish in the 2024 election. Charlemagne discusses his staunch support for Harris and his reaction to seeing Donald Trump’s team weaponize his words against her in an anti-Harris (and anti-trans) TV ad; his on-air clash with Anderson Cooper over the failure of CNN and others in the press to hold Trump accountable for his authoritarianism; his disdain for Joe Biden and respect for younger Democrats such as Gretchen Whitmer, Josh Shapiro, and Wes Moore; and what he makes of Tucker Carlson’s claim to have been mauled in his bed by a demon (yes, an actual demon). To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Robert Costa of CBS News and Jonathan Martin of Politico to discuss the state of the presidential race as it enters the final weekend before Election Day. Costa and Martin weigh in on Kamala Harris’s speech on the Washington Mall, her closing argument writ large, and the factors boosting her prospects and those weighing her down; Joe Biden’s garbled Zoom comments about Trump supporters (or one specific Trump supporter, depending on whom you believe), the kerfuffle they caused, and the Republican efforts to capitalize on them; the degree of confidence Trump and his campaign are projecting about winning; and the state of play in the Blue Wall states of Michigan, Pennsylvania, and Wisconsin, where the outcome is most likely to be decided. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by George Conway, Bill Kristol, Sarah Longwell, and Tim Miller from The Bulwark—the #NeverTrump startup that emerged as one of the 2024 election cycle’s breakout media success stories—to discuss the presidential campaign's final sprint to the finish line. The Bulwark Fab Four discuss Donald Trump’s and Kamala Harris’s closing arguments; the tightness of the race in the battleground states and what might sway the tiny cadre of remaining undecided voters; Michelle Obama’s return to the hustings and Steve Bannon’s release from prison; and the political fallout from the profusion of provocations, out-front racism, and full-boil rage on display at Trump’s Madison Square Garden rally. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by actor and director Jason Bateman to discuss the runaway success of SmartLess, his podcast with Will Arnett and Sean Hayes, which was recently snapped up by SiriusXm for $100 million. Bateman—whose Emmy and Golden Globe-winning career spans four-plus decades, carrying him from “Little House on the Prairie” and “Teen Wolf Too” to “Arrested Development” and “Ozark”—reveals the recipe for SmartLess’s secret sauce; why A-list Democrats (Kamala Harris, Barack Obama, Joe Biden, Bill Clinton, and Tim Walz) find the show a low-key, high-impact place to visit; why the surreal reality show that is Donald Trump’s public life has finally jumped the shark; and how the hair required for his role in “Black Rabbit,” his forthcoming Netflix limited series with Jude Law, launched a thousand Jason/Jesus memes. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by two celebrated scholars and best-selling authors on authoritarianism, autocracy, and tyranny—Pulitzer Prize-winning staff writer at The Atlantic, Anne Applebaum, and Yale University history professor, Timothy Snyder—to discuss this week’s headline-making reporting on the dark assessments of Donald Trump by former White House chief of staff John Kelly and other top military brass. Applebaum and Snyder argue that Trump’s fascism is beyond dispute; his use of language echoing Stalin, Mussolini, and other dictators is no accident; and his repeated expressions of admiration for Adolph Hitler is unsurprising given the degree to which his policy proposals, approach to politics, and yen for personal loyalty from the military resembled the Fuhrer’s. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Gone South, the Edward R. Murrow award-winning podcast, is back. Unlike previous seasons, writer and host Jed Lipinski brings listeners new episodes every week with no end in sight. Each episode of Gone South Season 4 tells a different story about one of the South's most interesting crimes. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Maryland’s Democratic Governor, Wes Moore, to discuss the state of the presidential race. Currently America’s second-youngest governor, only the third African American ever to hold that office, and a 16-year U.S. Army veteran, Moore discusses the challenge Kamala Harris faced in being elevated so recently to the top of the Democratic ticket; how serious a mistake it was for her to say she wouldn’t have done much differently from Joe Biden; and why Donald Trump’s attitude toward the military is so “heartbreaking and terrifying" that senior military officers should speak out about his unfitness for office—as it was reported just after Moore and Heilemann talked that General John Kelly has done. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Obama 2008 and 2012 campaign guru and Harris 2024 senior strategist David Plouffe to assess the state of the presidential race two weeks out from Election Day. Plouffe explains why he believes his candidate has a higher ceiling and more appeal to the remaining pool of persuadable voters than Donald Trump; how most of the public polling you're obsessed with is so worthless that he doesn’t even look at it; what he’s seeing in the early vote data that buoys his optimism; why reports of Trump's exhaustion and last-minute scheduling disruptions suggests that “something really funky” is going on with him; and yet why Democrats should be ready for an extremely, nail-bitingly, uncomfortably close election outcome. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Michigan Democratic congresswoman Debbie Dingell to discuss the razor's edge race between Kamala Harris and Donald Trump for the Great Lake State’s 15 electoral votes. Although national Democrats have recently begun to fret about Harris's standing in Michigan, Dingell—who was the among the first in 2016 to call out Hillary Clinton’s fatal weaknesses there—explains that she’s believed that the VP's position in the state has always been precarious; how Harris finally found her voice on the manufacturing economy; how her jousting with Brett Baier on Fox News revealed a key part of “the real Kamala;” and how, to close the sale in Michigan, Harris needs to set caution aside and “talk turkey” to blue-collar voters about a Trump agenda certain to sell them out and ship even more of their jobs to China. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Beltway journalistic power couple Peter Baker, the New York Times's chief White House correspondent, and Susan Glasser, a staff writer for The New Yorker, to discuss the state of the presidential race three weeks out from Election Day. Baker and Glasser assess Kamala Harris’s shift to harder-edged attacks on Donald Trump; Trump’s threat to use the National Guard or U.S. military against American citizens, to terminate the Constitution, and to seek "retribution" against his political opponents; why non-MAGA Republicans such as Virginia governor Glenn Youngkin continue to stick with him; and the ongoing Democratic freakout over whether Harris and Team K are “doing enough” to win. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by legendary campaign guru James Carville to discuss the new documentary about his life, “Carville: Winning Is Everything, Stupid,” alongside the film’s director, Matt Tyrnauer. James and Matt explain how they came together to make a kind of sequel to “The War Room,” the iconic 1993 documentary that helped turn James into a celebrity; how his boisterous campaign to convince his party to replace Joe Biden caused many allies to see him less as Cassandra than Brutus, until Biden’s debate with Trump turned him into Nostradamus; and how James’s wife and longtime TV sparring partner, Republican strategist and former Bush White House aide Mary Matalin, became the film’s essential ingredient. Plus, James and John take stock of Harris v Trump as we enter the final, three-week sprint to Election Day. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Susanne Craig, Pulitzer Prize-winning New York Times investigative reporter and co-author of “Lucky Loser: How Donald Trump Squandered His Father’s Fortune and Created The Illusion of Success,” to discuss the divergent myth and reality of Trump’s career in business. Craig recounts the nine years she has spent delving into the former president’s finances and the revelations that work unearthed—from the staggering $1 billion in accumulated losses Trump once reported to the IRS to the hundreds of millions of dollars he inherited from his father, a bequeathment starkly at odds with his image as a self-made man; the story of how small-screen Svengali Mark Burnett made Trump a reality-tv star, a development that would change the course of political history; and how Trump’s unscrupulous, all-sizzle-no-steak approach to business carried over to his mode of campaigning and governance, only more so. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Mark Cuban, the billionaire former owner of Dallas Mavericks and recently departed star of ABC's Shark Tank, to discuss his new role as Kamala Harris’s most voluble—and arguably most valuable—backer in the business world. Cuban explains why he likens Harris to a start-up CEO in “founder mode;” how her policies would benefit business (especially small business) more than those of Donald Trump; why Trump’s push for sweeping tariffs is “lunacy,” his answers to economic policy questions are “gibberish,” and his business practices are the most unethical Cuban has ever seen. Cuban also opines about Trump’s most powerful business backer, arguing that there are “two Elon Musks”: one a brilliant entrepreneur, the other a “shitty-ass troll.” To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by the host of MSNBC’s The Last Word with Lawrence O’Donnell to discuss the emergence, just five weeks before Election Day, of damning new evidence of Donald Trump’s central role in the January 6 insurrection. O’Donnell assesses the legal and political significance of that evidence, contained in a newly unsealed court filing by Special Counsel Jack Smith, well as the insight it offers into Mike Pence’s role in thwarting Trump's efforts to overturn the 2020 election—just one day after JD Vance, during the VP debate with Tim Walz, refused to say that the former president had, in fact, lost that election. O’Donnell, an early fan of Kamala Harris and former top Senate staffer, also foretells a bright future for the former and a dismal one for the latter. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by his colleagues Dylan Byers and Peter Hamby to discuss the vice-presidential debate between JD Vance and Tim Walz. The Puck Superfriends analyze Walz’s wobbliness in the debate’s first half, his recovery in the second, and his late-stage landing of the night’s strongest and most sound-bite-friendly attack (on the topic of January 6); Vance’s undeniable forensic chops, apparent allergy to factual accuracy, and stubborn refusal to admit that Donald Trump lost the last election; how well Nora O’Donnell and Margaret Brennan of CBS News acquitted themselves as moderators; how pleased (or not) the GOP nominee might be with Vance's performance—and whether it will affect the likelihood of Trump agreeing to debate Kamala Harris again. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by the world’s most celebrated data nerd, polling aggregator, and election forecaster, Nate Silver, to discuss the 2024 election. Nate offers unnervingly precise takes on just how close the race is (it won’t calm your nerves a bit); Kamala Harris’s likelihood of winning each of the battleground states; the thesis advanced in the New York Times that the GOP’s advantage in the Electoral College is shrinking; whether the polling industry has cured what ailed it in 2016 and 2020; the “contingency plans” you should be making ahead of November 5; having so many people displace their election-related anxieties directly on to him. He also talks about his new bestselling book, On The Edge: The Art of Risking Everything, his relationship with Peter Thiel, his poker addiction, and why the movies Rounders and Moneyball are, well, everything. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Andrew Ross Sorkin of CNBC, The New York Times, and Too Big Too Fail fame to assess the state of the American economy and its political dimensions six weeks from Election Day, with Sorkin offering his takes on an array of related topics: how Jerome Powell stuck the landing and why that achievement isn't more widely heralded; the tax-cutting ardor of Kamala Harris and Donald Trump; why so much of the business world is backing Trump despite considering him a knucklehead, a loose cannon, and a threat to American democracy; and how Harris is making inroads with the financial class by not behaving like Joe Biden (or Barack Obama). Plus, Andrew’s theory that J.P. Morgan Chase poobah Jamie Dimon could wind up being Harris's treasury secretary. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by former South Bend, Indiana, mayor and once and future presidential candidate Pete Buttigieg to discuss the state of the presidential race with 45 days to go before November 5: why Kamala Harris is playing a stronger homestretch hand than Donald Trump; what Trump and J.D. Vance’s incendiary lies about the Haitian immigrants of Springfield, Ohio, have in common with Joseph McCarthy’s Red Scare; and how Harris-Walz can seal the deal in the Blue Wall states of PA, MI, and WI. Mayor Pete also explains why he’s a Slow Horses junkie, his husband Chasten is merely Slow Horses curious, and whether the chronic flatulence of Gary Oldman’s character Jackson Lamb is a feature or a bug. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Doug Emhoff for a wide-ranging discussion of his role as Second Gentleman of the United States and Mr. Kamala Harris. The two Gen Xers talk through Emhoff’s shot-out-of-a-cannon introduction to the American electorate; his current role on the hustings stumping for his wife’s presidential campaign and his prospective one as the nation’s first-ever First Gent; his otherworldly capacity to maintain composure when Donald Trump, J.D. Vance, and the likes of Laura Loomer cough up Kamala-directed calumnies; how the feminism of Kurt Cobain and Eddie Vedder shaped his attitudes towards women; and whether Tim Walz is really the superannuated indie rock boy that he’s cracked up to be. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Dan Harris, former ABC News anchor of Nightline, World News Sunday, and Good Morning America’s weekend edition, to discuss Dan's transformation into a full-time meditation and mental health guru and entrepreneur — and accidental social media influencer. The longtime pals discuss strategies for staying sane in the face of the flood of anxiety and agitation unleashed by the 2024 election; why failure is often more productive and profitable (mentally, emotionally, spiritually) than success; how to maintain a sense of calm and balance while working harder than, in Dan’s phrase, a “six-peckered goat;” and some big changes happening in Harris’s 10 Percent Happier empire. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by his Puck partners Dylan Byers and Peter Hamby to discuss the first (and maybe only) 2024 general election debate between Kamala Harris and Donald Trump—a mirror image and diametric opposite of Joe Biden’s debate debacle versus Trump in June. The Puck Superfriends analyze Harris's command of the sphere of battle, Trump's inability to avoid being triggered, baited, rattled, and enraged through much of the night; how ABC News’s David Muir and Linsey Davis handled the task of keeping the debate more or less on the rails; and how much, in the end, last night's round of Mortal Kombat in Killadelphia will impact the outcome of the election. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by The Daily Show’s Jordan Klepper to discuss the return of Jon Stewart to the show, the challenges of covering the RNC and DNC live, and his signature forays into the dark, savage, achingly comical heart of the MAGA-sphere at Donald Trump’s rallies. The two pals—who worked together when John dragooned Jordan into guest hosting his Showtime series The Circus—also debate the merits of Chicago’s iconic but disgusting local liqueur Malort (and even more iconic and appalling style of deep dish pizza), whether Klepper has a crush on former Estonian prime minister Kaja Kallas, and his resemblance to Gregor Samsa, the man-turned-cockroach protagonist in Franz Kafka’s The Metamorphosis. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Pod Save America co-host, New York Times bestselling author, must-read Substacker, and former Obama campaign and White House communications whiz Dan Pfeiffer to discuss the state of the presidential race as we enter the post-Labor Day home stretch: from Kamala Harris’s performance in her first post-nomination sit-down interview to Donald Trump’s ridiculously desperate shape-shifting on abortion and desperately ridiculous pandering on IVF, Barack Obama’s pearls of wisdom at the DNC, Joe Biden’s place in history—and why no polling lead for Harris will be big enough for Dan sleep soundly on Election Eve. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by two-time Pulitzer-prize-winning New York Times columnist Nicholas Kristof to chew over the presidential race: from Joe Biden’s decision to bow out and the wave of enthusiasm that has greeted Kamala Harris to Bill Clinton’s and Barack Obama’s speeches at the Democratic convention. They also discuss Kristof's recently published memoir, Chasing Hope: A Reporter’s Life, the work that Nick is proudest of—on Darfur, global health, and international sex trafficking—and a thought-provoking recent Kristof column arguing that our disparate treatment of dogs and farm animals has no moral basis. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John hooks up with his pal Alex Edelman—the young genius behind last year’s sold-out Broadway sensation and this year’s Emmy-nominated HBO comedy special Just For Us—at the Democratic National Convention in Chicago to discuss his discovery that lobbyists bum him out but a roomful of Democratic delegates sets his heart aflutter; the bit of his about Joe Biden's age that some found unfunny but cracked Biden up; what professional joke-peddlers can do to help Kamala Harris's cause; and why, even though Alex has already won an Obie and a Tony by the age of 35, he really (really) wants to snag that Emmy. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by CEO of the Center for American Progress Action Fund, Patrick Gaspard, and Politico senior political columnist Jonathan Martin to discuss the second two days of the Democratic National Convention. From the rat-a-tat succession of star turns by Bill Clinton, Tim Walz, and Oprah Winfrey on Wednesday to Kamala Harris sticking the landing on Thursday, the three friends chop up what worked and what didn’t, where the Harris-Walz ticket stands coming out of Chicago, and if exultant Democrats need to worry about trap doors as they race off toward November. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by James Bennet—Lexington columnist for The Economist and former editor-in-chief of The Atlantic and editorial page editor of The New York Times—to discuss the first two days of the Democratic National Convention in Chicago: from Hillary Clinton’s roof-raising revisitation of that highest, hardest glass ceiling she cracked but failed to shatter and Joe Biden’s way-past-prime-time political valedictory to Second Gentleman Doug Emhoff’s reminiscences of courting Kamala and forming their very own modern family to the Obamas' back-to-back oratorical tours de force touting Harris and torching Donald Trump. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by veteran Democratic strategist and former Clinton White House political director Doug Sosnik, who helped guide his boss against the odds to a landslide reelection in 1996, to assess the state of this year’s campaign on the eve of the Democratic convention. Having concluded a month ago that Joe Biden no longer had a viable path to victory, Sosnik discusses the top-to-bottom transformation of the race in the weeks since then, why Kamala Harris is (so far) winning the battle to define her public imagine, and wisdom of her efforts to reframe the race as being about the future—while Trump remains stuck in the past. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Ezra Klein—pioneering blogger in his twenties, founder and editor-in-chief of Vox in his thirties, and now columnist and host of a popular, eponymous podcast at New York Times—to discuss Donald Trump’s round-the-bend behavior in reaction to Kamala Harris’s ascent, Nancy Pelosi’s preternatural intuition and how it fuels her political mastery, and why the Democratic Party didn’t flinch from the break-glass moment presented by Joe Biden’s faltering candidacy. Ezra also offers his theory as to Harris’s true political identity, and reveals (after John cites photographic evidence) that his body is festooned with not one but two tattoos. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by two rising stars of sports journalism and commentary, Pablo Torre (formerly of ESPN and now host of the hit podcast Pablo Torre Finds Out) and Cari Champion (also formerly of ESPN and now host of The Cari Champion Show on Amazon Prime Video) to talk about the Summer Games: from the athletic prowess of Simone Biles, Gabby Thomas, and Katie Ledecky to the cultural currency of Snoop Dogg and Martha Stewart, and from the culture-war kerfuffle around Algerian boxer Imane Khelif to the genius streaming strategy that unleashed a ratings bonanza for NBC, and why Paris 2024 stands as the first truly postmodern Olympic Games. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Nicolle Wallace—host of Deadline: White House on MSNBC, former aide to George W. Bush and John McCain, and author of three bestselling novels (Eighteen Acres, It’s Classified, and Madam President) about life inside the White House—to discuss Kamala Harris’s selection of Tim Walz as her running mate and its potential impact on the election. The two close friends talk about the secrecy and mystery surrounding every veepstakes, the factors driving Harris to pick the relatively unknown Walz over popular Pennsylvania Governor Josh Shapiro, and why Wallace says that the aftermath of Joe Biden’s disastrous debate performance and his eventual departure from the presidential race was the hardest story she’s ever had to cover as an MSNBC anchor. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

John is joined by Michael Bennet, Colorado’s senior U.S. Senator, and Errin Haines, editor-at-large of The 19th, longtime Kamala Harris chronicler, and member of National Association of Black Journalists—whose annual meeting in Chicago this week was the site of Donald Trump’s latest spasm of racial animus and ignorance. The legislator and the journalist discuss the event where the former president’s desperation was evident from start to finish. Also: Kamala Harris’s rocket ride and J.D. Vance’s unrelenting weirdness. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices