Episode (28)
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America Doesn’t Understand Iran And It Shows (with Danny Citrinowicz)
Mar 12, 2026Former Israeli Defense Intelligence officer Danny Citrinowicz joins the show to assess where the war with Iran stands following the killing of Supreme Leader Ali Khamenei — and what comes next under n...
Iran After Khamenei & Pentagon vs. Anthropic (with Karim Sadjadpour)
Mar 05, 2026Iran expert Karim Sadjadpour joins the show to unpack the U.S.–Israel strikes that killed Supreme Leader Ayatollah Ali Khamenei, Iran’s retaliation across the Middle East, and the uncertainty surround...
The Iran Strikes Explained - Live
Feb 28, 2026Joint U.S.-Israel strikes on Iran, Iran’s retaliation across the region, War Powers Act debate on Capitol Hill. In this recording of a live conversation on Substack, Jake Sullivan and Jon Finer break ...
Mexico, Iran, Anthropic and the SOTU Signals
Feb 25, 2026President Trump’s SOTU speech, war with Iran, cartel violence in Mexico, and a high-stakes standoff between the Pentagon and AI company Anthropic, Jake and Jon break it all down In this week’s episod...
AI With a Western Soul (with Tyler Cowen)
Feb 19, 2026China, AI, sand — and a 10% chance of UFOs? Jake and Jon are joined by economist and public intellectual Tyler Cowen for a wide-ranging conversation about the structural forces reshaping geopolitics ...
Rage in Tehran, Lasers in Texas
Feb 13, 2026Iran at a breaking point—and a bizarre airspace shutdown in Texas. As diplomacy and the threat of military action converge around Tehran, Jake and Jon are joined by journalist Yeganeh Torbati for a g...
Geopolitics of the Olympics & Iran's Deal Dilemma
Feb 05, 2026The geopolitics of the Winter Olympics and a pivotal moment in U.S.-Iran diplomacy. As global attention turns to the Games and the possibility of U.S. military action in Iran, Jake and Jon: Expl...
Does China’s Military Purge Raise the Risk Over Taiwan? (with Evan Osnos)
Jan 29, 2026Jake Sullivan and Jon Finer are joined by Evan Osnos to examine a domestic flashpoint in Minnesota and a sudden purge at the top of China’s military. They explore what unrest at home and ideological t...
Trump’s Greenland Gambit
Jan 23, 2026Jake Sullivan and Jon Finer unpack Trump’s Greenland gambit and the strain it has placed on NATO and America’s closest partners. They situate the crisis within a one-year assessment of Trump’s foreign...
Can Iran’s Regime Survive?
Jan 15, 2026Jake Sullivan and Jon Finer examine the rapidly unfolding crisis in Iran, from nationwide protests and an information blackout to the regime’s brutal crackdown. They place the moment in historical con...