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.

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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.

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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.”

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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