Episode (28)
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America’s Cybersecurity Crisis Starts With Software (w/Jen Easterly)
May 22, 2026President Trump is preparing to sign a major executive order on AI and cybersecurity at a moment of growing concern over cyber threats from China, Russia, Iran, and criminal ransomware gangs. Jen Ea...
China’s Strategy for Trump (w/Kurt Campbell)
May 13, 2026President Trump heads to Beijing for a high-stakes summit with Xi Jinping at a moment of growing instability in the Middle East and rising anxiety across Asia. In this episode, former U.S. Deputy Sec...
Iran War & Trump’s Europe Troop Drawdown: What Comes Next?
May 07, 2026Iran war developments, including new signs of a potential deal, UAE’s withdrawal from OPEC, and what weeks of conflict have revealed about U.S. leverage. In this episode, Jake Sullivan and Jon Finer ...
China’s Engineering State vs. America’s Lawyerly Society (w/Dan Wang)
Apr 29, 2026Dan Wang, author of Breakneck, breaks down the divide between China’s “engineering state” and America’s “lawyerly society” and what that means for the future of U.S.-China competition. Wang joined Ja...
Debating the War in Iran and U.S. Strategy (w/H.R. McMaster and Matt Pottinger)
Apr 22, 2026H.R. McMaster and Matt Pottinger, former National Security Adviser and Deputy National Security Adviser to President Trump in his first administration, join Jake and Jon for a wide-ranging conversatio...
John Kerry on Iran, Israel, and Diplomacy
Apr 16, 2026Former Secretary of State John Kerry, who has spent more time negotiating with Iranian leaders than anyone, joins Jake and Jon to discuss the marathon diplomacy efforts that resulted in the JCPOA, Tru...
Iran Ceasefire Explained: Winners, Losers, and What Comes Next
Apr 09, 2026Jake Sullivan and Jon Finer break down the ceasefire between the United States and Iran, announced Tuesday evening. They walk through how the deal came together from President Trump’s escalating rhe...
Trump's Iran Speech & Debating the Deal
Apr 02, 2026One month into the war with Iran, President Trump addressed the nation in prime time — but instead of clarity, the same big questions remain about how this war ends. This week, Jake Sullivan and Jon F...
"Chasing the Dragon" In Iran (with Sen. Ruben Gallego)
Mar 27, 2026Senator Ruben Gallego, a Marine veteran of the Iraq War and U.S. Senator from Arizona, joins Jake and Jon to discuss the war in Iran and Congress’s role in decisions of war and peace. Drawing on his ...
The Iran War Energy Crisis Is Here (with Helima Croft)
Mar 19, 2026Helima Croft, Head of Global Commodity Strategy at RBC Capital Markets and former CIA economic analyst, joins Jake and Jon as the war with Iran triggers the most severe energy disruption in decades. T...