SHOW / EPISODE

Special Guest : COL. DOUGLAS MACGREGOR : How do Washington’s Proxy Wars End?

54m | Oct 22, 2026

The people who actually expect war don’t wait for headlines, they buy plane tickets. We start there, because the clearest signal that the Iran conflict is about to go super hot isn’t a spokesperson’s line, it’s the quiet evacuation of money, staff, and families across the region.


Col. Doug Macgregor joins us to map the escalation chain that almost nobody wants to talk about honestly: what happens after the bombers fly, the missiles are spent, and Iran answers by targeting oil infrastructure, storage, ports, and desalination plants on the Gulf. We dig into why “just one more strike” is often the wrong instrument, and why the idea of a “small” tactical nuclear weapon is not a neat solution but a trigger for catastrophic miscalculation. Along the way we get specific about missile defense interceptor burn rates, the vulnerabilities of carrier operations, and why modern air defenses and drones keep producing unpleasant surprises for planners.


Then we widen the lens. Zelensky signaling a willingness to freeze the front and give up territory raises hard questions about Ukraine’s staying power, Russia’s methodical advance, and why Europe may not have the money, industrial capacity, or political cohesion to carry the fight. We also explore Europe’s internal instability, with a focus on France, protests, immigration pressure, and what happens when governments lose the will to act.


If these threads connect, it’s through resources and legitimacy: energy shocks, supply chains, and political blowback. Subscribe, share this with a friend, and leave a review with your take: what’s the most likely off-ramp before escalation becomes the only plan?

Chapter Markers

  • 0:00 Why Iran Feels Like The Fuse
  • 1:40 Evacuations, Blockades, And Real Indicators
  • 3:52 The Tactical Nuclear Weapons Trap
  • 6:27 Probes, Air Defenses, And Surprise Capabilities
  • 10:50 Missile Defense Limits And Carrier Vulnerability
  • 14:21 Yemen, The Gulf, And Saudi Desperation
  • 15:43 Zelensky Signals A Freeze On Terms
  • 20:55 America’s Strategy Problem And Europe’s Weak Hand
  • 33:11 Russia’s Endgame, Odessa, And The Dnieper
  • 37:12 Treason Allegations Inside Russia’s Top Ranks
  • 44:48 France, Protests, And Leadership Without Will
  • 50:18 Iran Shockwaves, European Upheaval, US Blowback



Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy
Paused
Audio Player Image
JIM WEBB PODCAST
Loading...