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Rational Security: The “Huffin’ and Puffin” Edition

Scott R. Anderson, Eric Ciaramella, Anastasiia Lapatina, Alex Zerden
Wednesday, June 4, 2025, 12:30 PM
Scott Anderson, Anastasiia Lapatina, Eric Ciaramella, and Alex Zerden talked through the week’s big national security news.

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This week, Scott sat down with Lawfare’s Ukraine Fellow Anastasiia Lapatina and Contributing Editors Eric Ciaramella and Alex Zerden to talk through the week’s big national security and foreign policy news, including:
  • “The Road to Damascus.” Over the past two weeks, the Trump administration has done an extraordinary about-face on U.S. policy towards Syria, installing almost universal exceptions to most existing sanctions programs and promising to end others. European and other allies seem poised to follow suit, all in an effort to forestall the feared collapse of the post-Assad transitional government being headed by Ahmed al-Sharaa, himself a former terrorist leader. But will it be enough to put post-Civil War Syria on the road to recovery? And will this new policy orientation prove sustainable?
  • “No Fly Zone.” Ukraine struck a historic blow deep into Russian territory over the weekend with a daring series of coordinated drone attacks—dubbed “Operation Spider Web”—that may have wiped out as much as a third of Moscow’s strategically important long range bombers. But will the attack help drive the costs of the conflict home to Russia, or trigger another round of escalation? And how will it be received by the Trump administration, several senior members of which are skeptical of U.S. support for Ukraine?
  • “Double Taxation.” President Trump’s aggressive use of tariffs suffered a pair of defeats in federal court last week, as two different courts chose to enjoin them, for two different sets of reasons. While both decisions have since been stayed, it’s a discouraging sign for the viability of the legal authorities being relied on by the Trump administration. Yet President Trump has continued to threaten tariffs aggressively, including against Europe. How big a threat are these legal holdings to the Trump administration’s policy agenda? And how will they impact its efforts to negotiate new bilateral trade deals, with allies and rivals alike?
In Object Lessons, Eric polished off the last of The Rehearsal’s Season 2 and was left in awe of the show’s ability to actually become a show. Nastya returned from colder climates with a warm endorsement of all things Finland: its history, its icy stare at Russia, and its impressive ability to survive both. Speaking of war, Scott dove sword-first into fantasy, reminded of Joe Abercrombie’s The First Law trilogy after the new release of “The Devils.” And Alex kept it historical with a recommendation of “The Watchdog: How the Truman Committee Battled Corruption and Helped Win World War Two,” by Steve Drummond.

Scott R. Anderson is a fellow in Governance Studies at the Brookings Institution and a Senior Fellow in the National Security Law Program at Columbia Law School. He previously served as an Attorney-Adviser in the Office of the Legal Adviser at the U.S. Department of State and as the legal advisor for the U.S. Embassy in Baghdad, Iraq.
Eric Ciaramella, a Lawfare contributing editor, is also a senior fellow in the Russia and Eurasia program at the Carnegie Endowment for International Peace, where he specializes in Ukraine and post-Soviet affairs. He previously served in the U.S. government as an intelligence analyst and policy official, including at the CIA, National Intelligence Council, and National Security Council.
Anastasiia Lapatina is a Ukraine Fellow at Lawfare. She previously worked as a national reporter at Kyiv Independent, writing about social and political issues. She also hosted and produced podcasts “This Week in Ukraine” and “Power Lines: From Ukraine to the World.” For her work, she was featured in the “25 Under 25” list of top young journalists by Ukraine’s Media Development Foundation, as well as “Forbes 30 Under 30 Europe” class of 2022 in the category Media and Marketing.
Alex Zerden is the founder of Capitol Peak Strategies, a geoeconomic risk-advisory firm, an adjunct senior fellow at the Center for a New American Security, and a senior adviser to WestExec Advisors. Previously, he worked in the U.S. Treasury Department, including as a financial attaché; at the White House National Economic Council; and in Congress.
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