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America Doesn’t Understand Iran And It Shows (with Danny Citrinowicz)
Former 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 new leadership in Tehran. They discuss: -
Iran After Khamenei & Pentagon vs. Anthropic (with Karim Sadjadpour)
Iran 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 surrounding what comes next in the war. They dis
The Iran Strikes Explained - Live
Joint 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 it all down: What we know so far, what w
Mexico, Iran, Anthropic and the SOTU Signals
President 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 episode, they: - React to the foreign policy se
AI With a Western Soul (with Tyler Cowen)
China, 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 and the balance of power. From the rivalr
Rage in Tehran, Lasers in Texas
Iran 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 ground-level look at the widening gulf bet
Geopolitics of the Olympics & Iran's Deal Dilemma
The 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: • Explore how sport, soft power, and international
Does China’s Military Purge Raise the Risk Over Taiwan? (with Evan Osnos)
Jake 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 tightening in Beijing reveal about power,
Trump’s Greenland Gambit
Jake 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 policy and debate whether pressure and
Can Iran’s Regime Survive?
Jake 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 context and debate the central question now
Occupation by Joystick: Venezuela
In this episode, Jake Sullivan and Jon Finer discuss the U.S. special operations raid that captured Nicolás Maduro and the Trump administration’s claim that the U.S. will now “run” Venezuela. Drawing on their experience in the White House,
Is America Giving China the Keys to AI Dominance?
In this episode, Jake Sullivan and Jon Finer cover: - The fast-escalating U.S. pressure campaign against the Maduro regime in Venezuela — including the growing American military buildup and Trump’s post calling Venezuela a “foreign terroris
Will U.S. Strikes Lead to War with Venezuela?
In this episode, Jake Sullivan and Jon Finer cover: - The U.S. “double tap” strike on a boat in the Caribbean that reportedly killed two survivors, raising questions about potential war crimes, and Congress’s response - Trump’s newly releas
Crisis Calculus on Ukraine & Taiwan
In this episode, Jake Sullivan and Jon Finer cover: - Deadlock between Russia and Ukraine as war continues - Rising Japan–China tensions over Taiwan and what Trump’s response signals for U.S. strategy in the region. - Red Team/Blue Team deb
When Washington Smells Weakness
In this episode, Jake Sullivan and Jon Finer cover: - Who gained what after Trump’s meeting with Saudi Crown Prince MBS? - How does the corruption scandal inside Zelensky’s government intersects with a new U.S. push for a Ukraine peace deal
From Terrorist to President
In this episode, Jake Sullivan and Jon Finer break down: - Syrian President Ahmed al-Shara’s Oval Office meeting with President Trump, - Trump’s upcoming meeting with Saudi Prince Mohammed Bin Salman and the country’s tech diplomacy, and -
Xi and Putin Got Trump’s Number
In their first episode, Jake Sullivan and Jon Finer tackle three flashpoints central to U.S. national security interests right now: U.S. / China relations, the Russian - Ukraine War and the situation unfolding in the Caribbean and the Easte
Introducing The Long Game
“The Long Game” is a weekly national-security podcast hosted by Jake Sullivan and Jon Finer, former top White House advisers who’ve sat with the president for the classified Presidential Daily Brief and helped turn raw intelligence into rea
