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The Lawfare Podcast: Patreon Edition
Rational Security: The “Hugging Ukraine” Edition
This week, Scott sat down with his Lawfare colleagues Benjamin Wittes, Tyler McBrien, Anastasiia Lapatina, and Kevin Frazier to talk through a couple of the week’s big national security news stories, including:
- “Kyiv Peace a Chance.” Ukrainian President Volodymyr Zelensky was in the Oval Office on Tuesday for closed-door talks with President Trump, roughly 17 months after their first Oval Office meeting collapsed into a televised shouting match. But this meeting went rather differently. Zelensky said the two discussed licensing Ukrainian production of Patriot interceptors, and pressed the case for reinvigorating diplomacy—and hours later, after both men attended the funeral of the late Senator Lindsey Graham, the Senate voted 86-12 to advance a Russia and Iran sanctions bill now bearing Graham's name. Behind the scenes, Washington and Kyiv have been quietly assembling a new package of proposals for Moscow built around a partial ceasefire. Is there anything real behind this renewed diplomatic push? And what, if anything, has changed that might make the Kremlin say yes?
- “Thinking Outside the Box.” Last week, Open AI and the AI hosting platform Hugging Face confirmed that, while being run through an offensive cyber benchmark with their safety refusals switched off, GPT-5.6 Sol and a more capable unreleased OpenAI model escaped their supposedly isolated sandbox through a zero-day in a package installer, reached the open internet, and hacked Hugging Face's production database to steal the answer key to a test they were taking. It is the first publicly confirmed case of an AI system executing a sophisticated, multi-stage cyberattack against a third party on its own initiative. What does the incident tell us about how well anyone can control frontier models? And who should be on the hook when a model goes rogue?
- We were going to cover a third topic but simply ran out of time!
In object lessons, Tyler is revisiting a renewed classic with the 4k restoration of the 1986 documentary, “Sherman’s March: A Meditation on the Possibility of Romantic Love in the South During an Era of Nuclear Weapons Proliferation.” Nastya returns to George Orwell’s “Homage to Catalonia,” as a reminder that both physical and information warfare are not unique to our time. Ben enlists an old friend—Claude—to investigate one of American law's enduring mysteries: how many federal crimes actually exist. Kevin is celebrating student-led conversations on how AI should be governed. And Scott revisits Max Weber on the nature of science while also celebrating emojis other than the hugging face.
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47:57|From May 22, 2025: Page Hedley, Senior Advisor at Forecasting Research Institute and co-author of the Not for Private Gain letter urging state attorneys general to stop OpenAI’s planned restructuring, and Gad Weiss, the Wagner Fellow in Law & Business at NYU Law, join Kevin Frazier, AI Innovation and Law Fellow at Texas Law and Senior Editor at Lawfare, and Alan Rozenshtein, Associate Professor at Minnesota Law and Senior Editor at Lawfare, to analyze news of OpenAI once again modifying its corporate governance structure. The group break down the rationale for the proposed modification, the relevant underlying law, and the significance of corporate governance in shaping the direction of AI development.
Lawfare Archive: Conversations from Aspen, Part 1: Shashank Joshi on European Security and Iris Ferguson on the Arctic
45:14|From July 23, 2025: For today's episode, Lawfare Senior Editor Scott R. Anderson shares some of the conversations he had with leading policy experts and practitioners on the margins of this year's Aspen Security Forum, which took place last week. First he sat down Shashank Joshi, the Defence Editor for The Economist to discuss the new dynamics surrounding European security, as well as the path toward (and implications of) a Europe less dependent on the United States for its security.Scott then talked with Iris Ferguson of the Center for Strategic and International Studies, who was until recently the Deputy Assistant Secretary of Defense for Arctic and Global Resilience, about the strategic significance of the Arctic and how it plays into the modern dynamics of major power competition.
Lawfare Daily: Julia Curlee and John Sipher on John Ratcliffe’s Tenure as the Director of Central Intelligence
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Rational Security: The “Worlds Colliding” Edition
01:26:12|This week, Scott sat down with his colleagues Lawfare Senior Editors Kevin Frazier and Roger Parloff, and Lawfare Contributing Editor and Vice President of Research, Security and Defense at the Chicago Council on Global Affairs Ariane Tabatabai, to talk through the week’s big national security news stories, including:“P(doom) and Gloom.” Last week, a wonky corner of the tech world became national news when Jacob Coxon, a 27-year-old pretraining researcher, resigned from Anthropic and posted a viral thread accusing his employer and its rival OpenAI of racing toward self-improving superintelligence and “gambling with our lives.” His warning was quickly amplified by current Anthropic staff—and, days later, by CEO Dario Amodei himself, who published a lengthy essay urging the industry to slow down, drawing rare public agreement from Sam Altman and Elon Musk, a slide in AI stocks, and fresh calls for regulation in Washington. Is this the moment AI-safety fears finally broke into the mainstream? And should the rest of us be as worried as the people building these systems say they are?“Trains, Planes, and Provocations.” Tensions along NATO’s eastern flank are spiking over an increasing number of Russian provocations in and near NATO territory relating to the Ukraine conflict. Recent examples have included an explosives-laden drone at a German airport, another drone shot down in Lithuanian airspace, and repeated incursions into Poland and Romania related to border and port facilities adjacent to Ukraine. NATO Secretary General Mark Rutte pledged to bolster the alliance’s defenses and insisted the West won’t be “scared” off of supporting Kyiv, even as Polish Prime Minister Donald Tusk warned that the coming months could bring intensified Russian action and possible spillover onto NATO soil. Is this a deliberate campaign by Russia to test and divide the alliance? And how much escalation risk does it actually carry?“Seeking the Plane Truth.” On September 29, the full D.C. Circuit will hear en banc arguments in what may be one of the most consequential rule-of-law fights of Trump’s second term: whether Chief Judge James Boasberg may investigate who in the administration defied his March 2025 order to turn around planes carrying Venezuelan men to El Salvador’s CECOT prison under the Alien Enemies Act. While Boasberg found probable cause for criminal contempt, panels dominated by Trump appointees have twice blocked him from doing so—with the Justice Department, whose own senior officials are reportedly implicated in some of the relevant discussions, arguing that all a judge may do is refer the matter to the Department itself to decide whether to investigate and prosecute. What is really at stake when the branch accused of contempt gets to decide whether anyone is charged? And how is the full court likely to rule?In object lessons, Kevin is putting the “community” in community college with high praise for the AI Literacy initiative in Alabama. Roger seams to think that the Bayeux Tapestry at the British Museum in London is knot your average exhibit. Scott finds weekend mornings watching Hilda with his kids to be a magical, enchanted adventure. And Ari is decidedly not in the Middle of Nowhere with her love for the new Kacey Musgraves album.
Lawfare Daily: Eileen Guo on Whether “the Censorship-Industrial Complex” Actually Exists
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Lawfare Daily: Far-Right Gains and a Political Reckoning in Germany
57:07|On today's podcast, Executive Editor Natalie Orpett sits down with Constanze Stelzenmüller, Director and Fritz Stern Chair of the Center on the United States and Europe at the Brookings Institution, to discuss what’s going on in the German political scene, where a far-right party, the AfD, is making a strong showing in state elections. They talk about what the party stands for, why its emergence is alarming the pro-democracy community, and what it all means for Germany, for Europe, for the United States, and for the future of Western democracies.
Lawfare Daily: ‘A Whole Other Country,’ with Zoe Kurland and Terence O’Rourke
59:54|On today’s episode, Lawfare Managing Editor Tyler McBrien sits down with Zoe Kurland, Senior Producer at Marfa Public Radio, and Terence O’Rourke, an attorney based in Houston, Texas. They discuss “A Whole Other Country,” the Edward R. Murrow Award-winning six-part podcast series, hosted and produced by Kurland, that tells the story of a secessionist movement in the mid-90s called the “Republic of Texas.” They talk about the group’s dubious legal claim that the federal government had improperly annexed Texas back in 1845; how its leader, Rick McLaren, styled himself “Ambassador of the Republic of Texas” and sought international recognition; and why McLaren, in the midst of a hostage crisis of his own making, picked up the phone to call O’Rourke to represent him.
Lawfare Daily: The Trials of the Trump Administration, September 11
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Lawfare Archive: David Frum on 'Trumpocalypse'
45:06|From June 10, 2020: David Frum is one of the most prominent and eloquent conservative critics of the president. The former George W. Bush speechwriter and current writer for The Atlantic has written "Trumpocalypse: Restoring American Democracy," a book about the Trump presidency, and in this case, what comes after it. David joined Benjamin Wittes for a wide-ranging conversation of the ground he covers in the book: how you rebuild after Trump, how you satisfy elements of Trumpism without letting them descend back into authoritarian populism, what policies and approaches a new administration should take and how we should treat the "Trumpists" and their most diehard supporters.