NatSec Matters

Michael sits down with Admiral (Ret.) Chris Grady, former Vice Chairman of the Joint Chiefs of Staff, to break down the tactical evolution of the Iran conflict following President Trump's recent address to the nation. Admiral Grady provides an insider's perspective on the new deadline the President has announced for Iran to reopen the Strait of Hormuz or face devastating new strikes. He also explains the strategic calculus behind targeting Iran's energy infrastructure and deeply buried "missile cities." The conversation, recorded on April 3, 2026, explores the sophisticated "ecosystem" of Iranian defiance—from the mixing of missile propellant to the naval mechanics required to "cut the tail off the scorpion" and neutralize threats across the region's islands. Finally, Admiral Grady reflects on his time at the Bush National Security Council to explain how the U.S. is utilizing specialized assets like bunker busters to ensure the Iranian regime cannot threaten global security for a generation.

In this special episode, Michael discusses President Trump's primetime address to the nation on the Iran war with Matt Kroenig, Vice President for Geostrategy at the Atlantic Council. Matt offers his reaction to the President's forward-looking timeline and the administration's strategic claim that the conflict's final objectives are now within sight. He also assesses the likelihood of a ground invasion and how Iran might utilize "denial" attacks to fight back. Finally, Matt weighs in on shifting global alliances, including the impact of Elon Musk's decision to sever Russia's access to Starlink.

Michael speaks with Rear Admiral (Ret.) Mark Montgomery, Senior Fellow at the Foundation for Defense of Democracies, following his recent trip to Ukraine. Admiral Montgomery explores the warfare strategies currently defining the conflict, as well as the evolving "gray zone" tactics Russia is employing against the Baltics. He also identifies critical weak spots in the Russian military machine, from logistical vulnerabilities to strategic anxieties, and provides a sobering assessment of the "ground situation" in Ukraine. Finally, Admiral Montgomery explains why the war could realistically continue for another three years and what the US must do to maintain the defense of its allies in the face of persistent Russian aggression.

Michael speaks with Dr. Seth Jones, president of CSIS's Defense and Security Department, to analyze a critical moment in the Iran conflict: are we headed for a diplomatic off-ramp or a rapid escalation toward regime change? Dr. Jones assesses the degradation of Iran's naval and drone capabilities and explains why the current campaign has successfully reset the regional balance of power. However, he also explores the "buying time" strategy of Iranian diplomacy and the increasing pressure from Gulf states to see the regime ended as it continues to strike commercial and energy targets. Finally, Dr. Jones examines the tactical shift in Israeli targeting and what it means for the long-term survival of the IRGC.

Michael speaks with Yaakov Katz, former editor-in-chief of the Jerusalem Post and author of "While Israel Slept", about the profound shift in the Israeli perspective as the focus of the war moves from regional proxies to a direct conflict with Iran. Yaakov explains why a majority of Israelis now support this military campaign, viewing it as a "unique historical opportunity" to dismantle the source of regional instability. He also examines the influence of President Trump on Israel's strategic calculus and offers a candid assessment of Prime Minister Benjamin Netanyahu's dramatic political comeback following the October 7th attacks.