[GUEST] COL. Douglas Macgregor : Will Trump Send Tomahawks to Ukraine and Troops to Gaza?

Headlines promise game-changers. Reality on the ground tells a harsher story. We open with the Tomahawk mystique and ask the question that matters: does sending a slow, interceptable, U.S.-planned long-range missile into a fully wired Russian air-defense network meaningfully alter the war? Colonel Douglas Macgregor argues no—and explains why the greater danger isn’t the warhead, it’s the escalatory chain that ties American planners, intelligence, and logistics directly to the launch button. From there we step back and map the terrain that decides outcomes: industrial capacity, air defense saturation, and political will. Russia’s production tempo, layered defenses, and willingness to absorb time have reshaped the battlefield into a war of attrition the West is ill-suited to sustain. The hard claim: a conventional Ukrainian victory is no longer plausible, and the safest durable outcome is enforced neutrality. We revisit the missed diplomatic window, how NATO support transformed the conflict’s character, and why incremental escalations—like delegating approval for strikes inside Russia—carry disproportionate risk for NATO bases and infrastructure. We then pivot to Gaza, testing the notion of an international force tasked with “eradicating” Hamas. Macgregor calls it fantasy. Urban attrition, frayed ceasefires, and maximalist objectives make sustained ground commitments unattractive to any coalition. We explore Israel’s goals, Iran’s deterrent posture, and the tinder around Turkey and the region at large. The pattern emerges: when aims exceed means, violence expands and options shrink. If you value candid, unvarnished analysis over talking points, this conversation lays out the uncomfortable trade-offs that policymakers keep dodging. Listen, share with someone who thinks missiles solve strategy, and leave a review with your take on the only credible off-ramp you see. Support this podcast at — https://redcircle.com/kyle-anzalone-show/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy