Hell & High Water with John Heilemann

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Living in America these past few years has been like living in a movie—a mashup of Blade Runner, A Clockwork Orange, and Idiocracy, that is. The never-ending pandemic, the routine mass shootings, the climate literally and figuratively on fire; the economy first battered by recession, then ravaged by inflation; an angry electorate, armed to the teeth and addled by conspiracy theories, as our democracy teeters on the brink, with Donald Trump still working overtime to push the whole thing off a cliff. On Hell and High Water, John Heilemann — host of Showtime's The Circus, co-author of Game Change, and national affairs analyst for MSNBC — explores this apocalyptic-seeming moment with seminal figures in politics, entertainment, business, tech, the media, and beyond. The conversations are deep, rich, and bracingly real, but also hopeful, as Heilemann and his guests grapple with the fact that, to quote Bob Dylan, “Everything is broken,” and try to figure out how to fix it … together. Hosted on Acast. See acast.com/privacy for more information.

The Recount


    • Jun 12, 2026 LATEST EPISODE
    • weekdays NEW EPISODES
    • 1h 10m AVG DURATION
    • 434 EPISODES

    4.8 from 3,721 ratings Listeners of Hell & High Water with John Heilemann that love the show mention: nicole wallace, heilman, heilemann, nicolle wallace, love nicolle, sisters in law, james carville, deadline white house, plouffe, laddie, john h, cory booker, scarborough, dave chang, good lord, hi john, marques, render, killer mike, palin.


    Ivy Insights

    The Hell & High Water with John Heilemann podcast is an exceptional political podcast that provides listeners with insightful interviews, intelligent analysis, and a dose of humor. Heilemann's voice and presence are undeniable, making him an important figure in the world of political commentary. As a New Yorker, I can't help but feel selfish wanting more from him, as his voice is truly valuable in these turbulent times.

    One of the best aspects of this podcast is Heilemann's ability to conduct engaging and enlightening interviews. He thoroughly researches his guests and their background, asking thought-provoking questions that delve deep into the topics at hand. His interviews often provide a unique perspective on current events that you won't find elsewhere.

    Another great aspect of this podcast is its timely nature. Heilemann covers current news events and brings on guests who can provide expert analysis on these matters. This makes the podcast highly relevant and informative for those who want to stay informed about politics and world affairs.

    However, one downside to this podcast is its irregular release schedule. There have been periods where episodes were not released for weeks or even months at a time, leaving fans eagerly awaiting new content. This inconsistency can be frustrating for dedicated listeners who rely on the podcast for their political insights.

    In conclusion, The Hell & High Water with John Heilemann is a must-listen podcast for political enthusiasts. Despite occasional delays in episode releases, the show offers excellent interviews, intelligent analysis, and an entertaining host. It provides a unique perspective on current events that keeps listeners engaged and informed.



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    Latest episodes from Hell & High Water with John Heilemann

    Pablo Torre: How the Knicks Saved Their Season (and Sports Itself) by Reversing the Trump Curse

    Play Episode Listen Later Jun 12, 2026 87:51


    John welcomes back Pablo Torre, the Pulitzer Prize-winning host of Pablo Torre Finds Out to discuss the collision between the New York Knicks and Donald Trump—and why the team's electrifying Game 4 comeback was even more meaningful and miraculous than it looked. Pablo also explains why the World Cup has generated scant excitement so far, the long-run threat to the cultural primacy of sports posed by runaway financialization, and yet more evidence of Steve Ballmer's flagrant efforts to skirt the NBA salary cap. 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

    Jonathan Weber: Booms, Bubbles, Busts & Doom Loops in the City by the Bay

    Play Episode Listen Later Jun 8, 2026 84:54


    John welcomes former Reuters head of West Coast news and global technology coverage Jonathan Weber to discuss his new book “City on the Edge: Technology, Politics, and the Fight for the Soul of San Francisco”—along with last week's California primary, the rivalry between (and presidential ambitions of) Kamala Harris and Gavin Newsom, and the rise of San Francisco's popular new mayor, Daniel Lurie. 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

    Andrew Weissmann: Lies, Damned Lies & Lying Liars (Todd Blanche Edition)

    Play Episode Listen Later Jun 5, 2026 94:10


    John welcomes back former top Justice Department and FBI official Andrew Weissmann to discuss his recently published New York Times No. 1 best-seller  “Liar's Kingdom: How to Stop Trump's Deceit and Save America.” Weissmann lays out the book's proposals to criminalize election lies or disqualify politicians found guilty of them from seeking office again. He also weighs in on the Trump administration's push for a $1.8 billion slush fund to pay off supposed victims of lawfare, its own pattern of politically motivated prosecutions, and Acting Attorney General Todd Blanche's central role in both. 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

    Chris Murphy: Everything Is Broken

    Play Episode Listen Later Jun 1, 2026 61:34


    John welcomes back Democratic Senator Chris Murphy to discuss his new book “Crisis of the Common Good: The Fight for Meaning and Connection in a Broken America.” Murphy lays out his book's argument that America is in the grip of a set of interlocking cults (the Cult of Profit, Cult of Everywhere, Cult of Technology, Cult of Consumerism, Cult of Credentialism, and Cult of Corruption) that have undermined our culture and democracy—and suggests creating a Cult of the Common Good to remedy what ails us. He also weighs in on the diplomatic quagmire in Iran and Donald Trump's wildly prolific, deeply suspicious penchant for day trading. 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

    Jonathan Martin: Crooked Ken v. Tofu Talarico

    Play Episode Listen Later May 29, 2026 81:20


    John welcomes back Politico's Jonathan Martin to discuss the Texas Senate race: how scandal-soaked Attorney General Ken Paxton thrashed incumbent Senator John Cornyn in the GOP primary run-off; Democratic nominee James Talarico's “race against time” to define himself before Paxton's effort to cast him as a weak, weird, ultra-woke vegan sinks in with voters; and whether Democrats are once again chasing fool's gold in Texas or the race is a genuine toss-up. JMart also unpacks the latest episode of his “On The Road” YouTube series, featuring Pennsylvania governor and likely 2028 presidential candidate Josh Shapiro. 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

    James Traub: When the Bough Breaks

    Play Episode Listen Later May 26, 2026 86:10


    John welcomes author James Traub to discuss his latest book, “The Cradle of Citizenship: How Schools Can Help Save Our Democracy.” Traub describes the year he spent reporting in K-12 classrooms across the country; the fierce culture wars after the Covid-19 pandemic in many school systems around race, gender, curricula, and library collections; the debate over the 1619 Project and 1776 Report; and other signs of politicized rot in primary and secondary education. He also points to signs of hope, including the rise of so-called "classical" charter schools—and explains why the reflexive liberal opposition to them is misguided. 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

    Josh Tyrangiel: AI, What is it Good For? Absolutely Something (Say It Again)

    Play Episode Listen Later May 22, 2026 67:51


    John welcomes former Bloomberg Businessweek editor and current Atlantic staff writer Josh Tyrangiel to discuss his new book, “AI for Good: How Real People Are Using Artificial Intelligence to Fix Things That Matter.” Tyrangiel, who until recently wrote a column on AI for The Washington Post, weighs in on the verdict against Elon Musk in his $150 billion lawsuit against Sam Altman and OpenAI; why the wannabe kings of the AI industry are less interesting than the question of what—today and in the future—AI is actually good for; and why, despite enraging both the left and parts of the military establishment, Palantir isn't so bad, after all. 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

    Robert Kagan: Only Bad Options in Iran & Nothingburgers in Beijing

    Play Episode Listen Later May 18, 2026 88:00


    John welcomes Brookings Institution fellow and erstwhile neocon luminary Robert Kagan to discuss his buzzy recent piece in The Atlantic about the inevitability of American defeat in Iran. Kagan argues that the U.S. is not only losing the war now but has no plausible path to victory; that simply throwing in the towel is the least bad option available to Donald Trump, though its implications are beyond grim; and that the Trump-Xi Jinping summit in Beijing was a “ratification of the new reality” as to the relative power and prestige of their countries in the world today. 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

    Dan Pfeiffer: Why Trump's “I Don't Think About Americans” Gaffe is the Worst Gaffe Ever

    Play Episode Listen Later May 15, 2026 76:27


    John welcomes back Pod Save America cohost and Obama White House communications director Dan Pfeiffer to discuss the forbidding political climate facing Republicans six months out from the midterm elections. Pfeiffer weighs in on Donald Trump's avowal this week that he doesn't think about how the Iran war is affecting Americans (“not even a little bit”); the shifting fortunes of Ds and Rs in the redistricting wars; the slew of key primaries, from California to Iowa to Louisiana, in the weeks ahead; the prospects of Graham Platner, Dan Osborne, and James Talarico; and the brewing battle between J.D. Vance and Marco Rubio for the 2028 GOP presidential nomination. 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

    Michael Froman: Love Taps in Iran, Summitry in Beijing, & Schizophrenia in Ukraine

    Play Episode Listen Later May 11, 2026 77:53


    John welcomes Council on Foreign Relations president Michael Froman to discuss the three central topics in American foreign policy today: the war in Iran, U.S.-China relations, and the war in Ukraine. Froman offers his interpretation of the Trump administration's mixed messages, glib metaphors, and ever-shifting strategy in its military campaign against Tehran; previews this week's summit in Beijing between President Trump and Xi Jinping; and tries to make sense of why Trump has effectively sided with Vladimir Putin over Volodymyr Zelenskyy at the very moment when Ukraine seems better-positioned than ever to prevail in combat over Russia. 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

    RZA Pt. 2: Wu-Tang Clan (Still) Ain't Nothing to F*ck With

    Play Episode Listen Later May 8, 2026 72:19


    In the second installment of this week's special two-part episode featuring Wu-Tang Clan's sonic Svengali and de facto leader, RZA discusses the seminal hip-hop collective's recent, first-ballot inclusion in the Rock & Roll Hall of Fame; the group's ongoing farewell tour and lasting cultural legacy; how RZA's self-described dictatorial tendencies were key to making it all happen; and why it's still so important to “diversify your bonds.” 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

    RZA Pt. 1: One Spoon of Chocolate Changes the Whole Glass of Milk

    Play Episode Listen Later May 4, 2026 58:19


    John welcomes acclaimed rapper, producer, composer, actor, filmmaker, and Wu-Tang Clan prime mover RZA to discuss his new movie “One Spoon of Chocolate,” which opened in theaters across the country last week. In Part One of this special, two-part episode, RZA describes the decade-plus odyssey of the film, which he wrote and directed, from idea to premiere; how the shifting state of race relations in America affected both it and him; and the transition of his career as an artist away from music and towards film. 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

    Chrissy Houlahan: Hegseth Goes Full Bondi & King Charles Needles Trump

    Play Episode Listen Later May 1, 2026 50:04


    John welcomes Pennsylvania Democratic congresswoman Chrissy Houlahan to discuss Pete Hegseth's testimony before the House and King Charles's address on Capitol Hill this week. Houlahan, a former active duty Air Force officer and member of the House Armed Services and Intelligence committees, also weighs in on the state of the war in Iran as it passes the 60-day mark—and Donald Trump's increasingly incomprehensible strategy and tactics in waging it. 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

    Zanny Minton Beddoes: Trump as Closet Socialist, Midterm Madness, & The Looming Oil Supply Shock

    Play Episode Listen Later Apr 27, 2026 59:38


    John welcomes The Economist's editor-in-chief, Zanny Minton Beddoes, to discuss the economic fallout from the war in Iran, her magazine's midterm election special issue, and more. Zanny outlines the scale of the coming global oil supply shock due to the two-month closure of the Strait of Hormuz; why the U.S. stock market has remained buoyant regardless; whether Kevin Warsh will be an independent Fed chair or a toady to Donald Trump; and the prospects that Trump will succeed in interfering with the midterms. 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

    Tom Nichols: “Shoot Your Mouth Off & Carry a Pop Gun”

    Play Episode Listen Later Apr 24, 2026 59:04


    John welcomes back U.S. Naval War College professor emeritus and Atlantic staff writer Tom Nichols to discuss the Iran war at the eight-week mark—where things stand, what comes next, and whether there's any end in sight. Tom weighs in on Donald Trump's strategic incoherence and tactical flailing; the embarrassing spectacle of Iran jerking J.D. Vance around; Pete Hegseth's holy roller cosplay and ongoing purge of the military's senior ranks; and Tucker Carlson's public apology for his role in Trump's reelection. 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

    Sebastian Mallaby: The Ghost in the Machine

    Play Episode Listen Later Apr 20, 2026 79:48


    John welcomes author Sebastian Mallaby to discuss his new bestselling book, “The Infinity Machine: Demis Hassabis, DeepMind, and the Quest for Superintelligence.” Mallaby explains why Hassabis, the leader of Google's efforts in artificial intelligence, remains an obscure and under-covered figure compared with Sam Altman, Dario Amodei, and Elon Musk, the poster boys of the A.I. revolution; why, despite his relative public obscurity, Hassabis may prove more important in shaping our future than any of them; and whether he is, at bottom, the kind of person we should comfortable entrusting with such power. 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

    Peter Hamby: Swalwell's Fall, POTUS v. Pontifex, & The VP's Podcast Mouth

    Play Episode Listen Later Apr 17, 2026 64:53


    John welcomes his partner and Puck Superfriend Peter Hamby to discuss former California congressman and gubernatorial candidate Eric Swalwell's ignominious implosion and its implications for the race to succeed Gavin Newsom. Hamby also weighs in on Donald Trump and J.D. Vance's ongoing battle with Pope Leo XIV and whether it might cause lasting damage to MAGA with Catholic voters—and Hamby's highlights (Geese!) from his latest sojourn to Coachella. 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

    Does Kara Swisher Really Want to Live Forever? Should We?

    Play Episode Listen Later Apr 13, 2026 55:58


    John welcomes longtime Silicon Valley chronicler, bestselling author, and host of two hit podcasts—“On with Kara Swisher” and “Pivot” with Scott Galloway—to discuss her new, six-part CNN docu-series “Kara Swisher Wants to Live Forever” on the science, culture, and business of longevity. Swisher weighs in on what's real and what isn't in the wellness industry, the narcissism driving the tech bro fascination with immortality, and why Steve Jobs was right that accepting the inevitability of death is essential to living a good life. 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

    George Conway's Single-Issue Congressional Campaign: “Get the F*cker Out”

    Play Episode Listen Later Apr 10, 2026 85:52


    John welcomes former NeverTrump Republican gadfly and current New York Democratic congressional primary candidate George Conway to discuss Donald Trump's behavior this past week viz a viz the war in Iran and its implications for his presidency, the world, and the future of the MAGA movement. Conway also lays out the single-issue thrust of his campaign: removing Trump from office asap. 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

    Melissa Murray: Bondi Booted & Blanche Belittled as SCOTUS Trips the Light Craptastic

    Play Episode Listen Later Apr 6, 2026 69:54


    John welcomes NYU law professor, co-host of the Strict Scrutiny podcast, and MS Now legal analyst Melissa Murray to discuss Donald Trump's firing of Pam Bondi as attorney general and the future of the Justice Department. Murray weighs in on Bondi's tenure, legacy, and potential replacements as AG—as well as the oral arguments before the Supreme Court last week in the birthright citizenship case. 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

    Jacob Frey: “If You Come For One of Us, You're Coming for All of Us”

    Play Episode Listen Later Apr 3, 2026 62:00


    John welcomes Minneapolis Mayor Jacob Frey to discuss his city's harrowing battle this winter with ICE, CBP, and Donald Trump. Frey explains what it was like living under violent federal occupation; the combination of fierce resistance and neighborly love that enabled Minneapolis not just to emerge triumphant but set an example for other cities around the country; and why the embrace of Bruce Springsteen—who kicked off his spring No Kings tour in the Twin Cities this week—was so vital and important. 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

    Richard Blumenthal: Vanity & Vengeance in the Oval Office, Chaos & Confusion in Iran

    Play Episode Listen Later Mar 30, 2026 71:09


    John welcomes Democratic Senator Richard Blumenthal to discuss the ongoing impasse on Capitol Hill over funding D.H.S. (and the resulting T.S.A-related chaos at America's airports) and reforming ICE, as well as the fierce debates over the SAVE Act and the war in Iran. Regarding the war, Blumenthal argues that “Donald Trump is boxing himself into putting troops on the ground”—and that the only winners in the conflict so far are Russia and Vladimir Putin. 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 Ellis: The Escalation Trap & The TACO Temptation

    Play Episode Listen Later Mar 27, 2026 82:23


    John welcomes John Ellis, founder and editor of the newsletters News Items and Political News Items, to discuss the military, economic, and political dynamics at play in the war in Iran; how Canadian Prime Minister Mark Carney's political stature has been enhanced by playing David to Donald Trump's Goliath and its influence on America's allies in Europe; and why the question of Trump's mental fitness is the most important story in the world that journalists aren't covering. 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

    Jason Zengerle: War & Peace & MAGA's Future in the Time of Tucker

    Play Episode Listen Later Mar 23, 2026 84:35


    John welcomes Jason Zengerle, author of the new book “Hated by All the Right People: Tucker Carlson and the Unraveling of the Conservative Mind,” to discuss Carlson's opposition to Donald Trump's war in Iran. Zengerle explains Tucker's evolution from conventional (if contrarian) Republican to a leader of the nationalist, nativist, America First faction of the MAGA movement; how his embrace of racist and anti-Semitic tropes have only increased his influence in forging the post-Trump future of the G.O.P.; and why the prospect of him running for president in 2028 seems more plausible every 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

    Bill Kristol: No Nukes, No Joy, No Easy Way Out in Iran

    Play Episode Listen Later Mar 20, 2026 82:10


    John welcomes erstwhile neocon stalwart and current Bulwark seditor-at-large Bill Kristol to discuss the war in Iran, amid mounting signs that it is spiraling out of control. Kristol weighs in on the economic and military dynamics propelling the conflict; whether the U.S. is in danger of being ensnared in an escalation trap; the resignation of Trump's top counterterrorism adviser, Joe Kent; Israel's role in the war's inception; and the rapid unraveling of Donald Trump's rationales for why he started it in the first place. 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

    Ken Burns: Talkin' Bout a Revolution

    Play Episode Listen Later Mar 16, 2026 72:15


    John welcomes acclaimed documentarian Ken Burns to discuss his latest PBS magnum opus, “The American Revolution.” Burns recounts the 10-year gestation of the six-part, 12-hour series, culminating with its fortuitous (but entirely coincidental) debut on the eve of the U.S. Semiquincentennial; how he assembled the remarkable array of Hollywood stars—Tom Hanks, Meryl Streep, Morgan Freeman, and dozens more—who voice the story's key historical figures; and the case for George Washington as the revolution's indispensable man, without whom America would not exist. Burns also reveals the five (yes, five) embryonic series on which he's currently at work. 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

    Wendy Sherman: Incursions, Excursions, & Dire Straits (of Hormuz, That Is)

    Play Episode Listen Later Mar 13, 2026 67:59


    John welcomes former Deputy Secretary of State Wendy Sherman to discuss the war in Iran. Sherman, who led the U.S. team that negotiated the 2015 nuclear deal with Tehran, assesses the current state of the conflict as its scope widens and economic reverberations intensify; the ever-shifting rationales offered by Donald Trump and his administration for attacking Iran and their miscalculations as to how it would respond; and scenarios for what might come next, including the possibility of American boots on the ground. 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

    Jake Sullivan: Death & Destruction All Day Long – And Then What?

    Play Episode Listen Later Mar 9, 2026 78:47


    John welcomes Jake Sullivan, former National Security Adviser to Joe Biden and a key architect of the 2015 Iran nuclear deal, to discuss the war against the regime in Tehran as it enters its second week — with no clear plan, strategy, or end game in sight, and having blown the lid off a Pandora's Box of potentially calamitous unintended consequences. 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

    Mark Kelly & Puck Superfriends: War Games & Texas Tea

    Play Episode Listen Later Mar 6, 2026 76:26


    First, John welcomes Arizona Democratic senator, retired U.S. Navy captain, and former combat pilot Mark Kelly to discuss the Trump administration's shifting rationales for, and the huge strategic risks of, the war in Iran. Then John's Puck partners Leigh Ann Caldwell and Abby Livingston assess the domestic political reaction to the unfolding conflict, plus the results of Tuesday's Senate primaries in Texas and Kristi Noem's travails on Capitol Hill ahead of her ouster as DHS 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

    Scott Galloway: Resist & Unsubscribe, Boys & Men, Sam Altman & Agent Smith

    Play Episode Listen Later Mar 2, 2026 75:10


    John welcomes back podcasting Ubermensch and personal-finance guru Scott Galloway to discuss his recent foray into activism with Resist & Unsubscribe—an “economic strike targeted at the companies driving the markets and enabling” President Trump. Galloway also weighs in on Sam Altman's apparent preference for machines over humans; A.I. founders loudly fretting over the technology they created after cashing in and peacing out; and the critiques of his New York Times No. 1 bestseller, “Notes on Being a Man.” 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

    Amanda Carpenter: Trump's Stale, Ceaseless, Clout-Chasing SOTU

    Play Episode Listen Later Feb 25, 2026 57:58


    John welcomes former Republican Senate staffer Amanda Carpenter, who currently works for the non-profit Protect Democracy, to discuss the first State of the Union address of Donald Trump's second term — the interminable length and apparent aimlessness of which, she argues, obscured the ways it was designed to further lay the groundwork for Trump to interfere with the 2026 and 2028 elections. 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

    Josh Steiner: The F*ckup Diaries

    Play Episode Listen Later Feb 23, 2026 82:22


    John welcomes former Treasury Department chief of staff and Quadrangle Group cofounder Josh Steiner to discuss his new book, with former Sony Entertainment CEO Michael Lynton, “From Mistakes to Meaning: Owning Your Past So It Doesn't Own You.” Currently a partner at SSW Partners, Steiner delves into the news-making screwup that headlined his career in government and the broader topic of life-altering blunders – how and why we make them, what they tell us about ourselves, and the importance of confronting rather than suppressing them. 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

    Al Sharpton: How Jesse Jackson Kept Hope Alive

    Play Episode Listen Later Feb 20, 2026 62:14


    John welcomes Reverend Al Sharpton, founder and president of the National Action Network, to discuss the life and legacy of Reverend Jesse Jackson. Sharpton, whose relationship with Jackson – his friend, political mentor, personal taskmaster, and father figure – stretched back nearly 60 years, reflects on Jackson's place in history as the preeminent civil rights leader of his time and pathbreaking political figure whose campaigns for president in 1984 and 1988 paved the way for Barack Obama's 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

    Marc Elias: Start the Steal

    Play Episode Listen Later Feb 16, 2026 71:21


    John welcomes back Democratic election lawyer Marc Elias to discuss Donald Trump's recent slew of suggestions about changing the way elections are run in the U.S.—and his apparent plans to mess with the November midterms. Elias also analyzes Attorney General Pam Bondi's cringeworthy performance last week before the House Judiciary Committee, the Justice Department's failure to secure indictments (at Trump's behest) of the half-dozen congresspeople who released a video reminding soldiers that they had no obligation to follow illegal orders, and the Republican push to enact Voter ID. 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

    Sally Jenkins: The Bad Bunny Bowl, Quad God Olympics, & WaPo Sports Section (R.I.P.)

    Play Episode Listen Later Feb 13, 2026 76:42


    John welcomes acclaimed sportswriter and bestselling author Sally Jenkins to discuss the twin mega-stories this week where politics, culture, and elite athletics invariably come crashing together: the Super Bowl and Winter Olympics. Jenkins also weighs in on the heedless obliteration of the Washington Post's vaunted sports desk, where Jenkins worked for three decades before joining The Atlantic last year. 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

    Catherine Rampell: Trump is Making China Greater & America Dumber

    Play Episode Listen Later Feb 9, 2026 72:13


    John welcomes Bulwark economics editor and MS Now host Catherine Rampell to discuss the fragile state of the Trump 2.0 economy and how the president's policies — on China, tariffs, tech, manufacturing, and more — are undermining it in both the short and long term. Catherine also explains why Wall Street's collective view that Trump's pick to be the next Fed chair, Kevin Warsh, is an inflation hawk and fierce defender of the Fed's independence may prove to be wishful thinking ... or downright delusional. 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

    Alex Wagner: Minneapolis Mayhem & Epstein Files Fallout

    Play Episode Listen Later Feb 6, 2026 72:47


    John welcomes back his pal Alex Wagner, host of the new Crooked Media podcast “Runaway Country” and author of “How The Hell with Alex Wagner" on Substack, to discuss the week's three biggest political stories: the ongoing saga of Operation Metro Surge, which Alex covered on the ground in Minneapolis; fallout from the DOJ's release of three million documents from the Jeffrey Epstein files; and Donald Trump's ominous suggestion that the midterm elections be nationalized in 15 blue states. 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

    Laurence Tribe: Immunity, Impunity & Why the Constitution Ain't Dead Yet

    Play Episode Listen Later Feb 2, 2026 77:40


    John welcomes Harvard legal eminence Laurence Tribe back to the show to discuss the constitutional dimensions of the chaos in Minneapolis, the fragile state of the rule of law in the Trump 2.0 era, and whether the Supreme Court will salvage or sacrifice what remains of its public legitimacy with its rulings on a handful of key cases in the months ahead. Tribe also discusses his new essay in the New York Review of Books critiquing his colleague Jill Lepore's recently published history of the U.S. Constitution. 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

    Claire McCaskill: Trump, Bovino, Noem, The Boss & The Streets of Minneapolis

    Play Episode Listen Later Jan 30, 2026 73:38


    John welcomes former Democratic U.S. Senator Claire McCaskill back to the show to discuss the execution-style shooting of Alex Pretti in Minneapolis and its political and cultural fallout. 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

    Patrick Gaspard, Pt. 2: The Audacity of Mamdani

    Play Episode Listen Later Jan 26, 2026 75:05


    In the second installment of John's two-part talk with Patrick Gaspard, the former Obama political director, DNC executive director, and U.S. Ambassador to South Africa explains how he came to be Zohran Mamdani's political sherpa; the qualities that fueled the new mayor's rise; his similarities to Obama (and how they differ); why his advocacy of abolishing ICE makes political sense (for him); and how his impact on the Democratic Party could be as disruptive—and transformative—as Donald Trump's on the GOP. 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

    Patrick Gaspard, Pt. 1: The Mamdani Whisperer on Year One of Trump 2.0

    Play Episode Listen Later Jan 23, 2026 64:54


    John welcomes longtime Democratic strategist, former White House adviser and U.S. Ambassador to South Africa for Barack Obama, and current Zohran Mamdani political sherpa Patrick Gaspard back to the show for a special two-part episode. In this installment, Gaspard assesses the first year of Donald Trump's second term; how Democrats are faring in their efforts to counter and cope with a pathological president; and what the national party can learn from Mamdani's refusal to tamp down the loftiness of his rhetoric or the scale of his policy ambitions. 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

    Chuck Klosterman: Are You Ready for Some “Football”?!?!

    Play Episode Listen Later Jan 19, 2026 95:23


    John welcomes pop culture savant and bestselling author Chuck Klosterman back to the show to discuss his new book, “Football.” Klosterman explains how America football went from overtaking baseball as the country's favorite sport and national pastime to utterly dominating its cultural landscape – and why, despite its power, pervasiveness, and influence today, football is all but certain in the next few decades to become a marginal, more or less irrelevant enterprise. 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

    Jason Furman: Jerome Powell, Resistance Hero

    Play Episode Listen Later Jan 16, 2026 70:46


    Ahead of Donald Trump's return to Davos next week, John welcomes Harvard professor and former Council of Economic Advisers chair Jason Furman to discuss the DOJ's bungled attack on the Fed, Jerome Powell's unlikely emergence as an anti-MAGA paladin, and the state of the American economy under Trump's second-term stewardship. 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

    Michael McFaul Pt 2: Autocrats Versus Democrats in Russia, China & America

    Play Episode Listen Later Jan 12, 2026 86:24


    In the second installment of a two-parter with former U.S. Ambassador to Russia Michael McFaul on American foreign policy in Donald Trump's second term, Mike and John look back on 2025 and ahead to 2026, focusing particularly on the president's approach to Russia, Ukraine, and China. McFaul also discusses his new book, “Autocrats vs. Democrats," which examines the struggle between authoritarianism and classical liberalism among the world's great powers, and argues that this is also the central battle taking place within the United States in the Trump 2.0 era. 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

    Michael McFaul Pt 1: The Donroe Doctrine = The Dumbroe Doctrine

    Play Episode Listen Later Jan 9, 2026 54:58


    John welcomes back Michael McFaul, former U.S. Ambassador to Russia and the author of “Autocrats vs. Democrats: China, Russia, America, & The New Global Disorder,” for a special, two-part deep dive into Donald Trump's foreign policy. In the first installment, McFaul weighs in on the headline-making, world-shaking events of the past week — from America's invasion of Venezuela and exfiltration of Nicolas Maduro to Trump's increasingly insistent (and apparently serious) intimations that Greenland could be next.  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

    Andrew Weissman: The Year Just Passed & Year Ahead, Rule of Law Edition

    Play Episode Listen Later Jan 5, 2026 74:27


    John welcomes former federal prosecutor and top Justice Department and FBI official Andrew Weissmann back to the show for a look back on 2024 and look ahead to 2026 when it comes to the rule of law – in particular, its prospects for surviving the sustained assault by Donald Trump and his administration. 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

    Ezra Klein: The Year in Politics, Part II

    Play Episode Listen Later Dec 29, 2025 93:36


    John welcomes New York Times columnist and podcasting dynamo Ezra Klein back to the show for the second installment of a two-part, year-end review of the national political scene in 2025 See all the ways bp is investing in America at ⁠⁠⁠⁠⁠⁠⁠⁠bp.com/InvestingInAmerica⁠⁠⁠⁠⁠⁠⁠ . 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

    Jon Favreau & Jon Lovett: The Year in Politics, Part I

    Play Episode Listen Later Dec 26, 2025 79:20


    John welcomes two of the Pod Save America dudes, Jon Favreau and Jon Lovett, to the show for the first installment of a two-part, year-end review of the national political scene in 2025. See all the ways bp is investing in America at ⁠⁠⁠⁠⁠⁠⁠⁠bp.com/InvestingInAmerica⁠⁠⁠⁠⁠⁠⁠ . 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

    Chris Anderson: Karoline Leavitt Isn't Rosalia (and Other Inconvenient Truths)

    Play Episode Listen Later Dec 22, 2025 91:10


    John welcomes celebrated photojournalist Christopher Anderson to discuss the controversy over his portraits of Donald Trump's inner circle in Vanity Fair. Anderson explains his trepidation over taking the assignment and his approach to it once he did; why the outrage over his pictures in some quarters is a result of a growing confusion between political figures and celebrities, the proliferation of photo filters and A.I. image distortion on social media, and a lack of comprehension that photojournalism is, in fact, journalism; and why no one should be shocked that he didn't conceal signs of Karoline Leavitt's cosmetic enhancements or shoot Stephen Miller as if he were Brad Pitt (beyond the obvious, that is). See all the ways bp is investing in America at ⁠⁠⁠⁠⁠⁠⁠⁠bp.com/InvestingInAmerica⁠⁠⁠⁠⁠⁠⁠ . 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

    Jordan Klepper: Reiners R.I.P. & The Year in Late Night Comedy

    Play Episode Listen Later Dec 19, 2025 74:15


    John welcomes The Daily Show's Jordan Klepper back to the show for a fond remembrance of the lives and legendary film and television careers of Rob and Michele Singer Reiner. Klepper also discusses his latest Daily Show special, which took him from Mississippi to Norway to Portland, Oregon, where he took part in a naked anti-ICE protest and got pepper-sprayed in the process; the challenges of finding the funny amid the fear and loathing that have typified the Trump 2.0 era; and the sword of Damocles that hung over late night comedy in the year of Jimmy Kimmel's suspension and Stephen Colbert's cancellation. See all the ways bp is investing in America at ⁠⁠⁠⁠⁠⁠⁠⁠bp.com/InvestingInAmerica⁠⁠⁠⁠⁠⁠⁠ . 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

    Rick Wilson: “Strip Club Glitter Never Comes Off”

    Play Episode Listen Later Dec 15, 2025 74:37


    John welcomes lapsed Republican strategist and Lincoln Project cofounder Rick Wilson back to the show to discuss the mounting signs that, less than one full year into his second term in office, Donald Trump has reached his sell-by date – and the implications of Trump's political decline for the MAGA-fied Republican Party. See all the ways bp is investing in America at ⁠⁠⁠⁠⁠⁠⁠⁠bp.com/InvestingInAmerica⁠⁠⁠⁠⁠⁠⁠ . 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

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