Former Israeli Ambassador to the U.S. Michael Oren joins The Winston Marshall Show for a sweeping conversation on Iran-Israel war — and why the West keeps failing to see the bigger picture.

Oren warns that the missile attacks from Iran are just the surface of a much deeper, ideological war—one in which Hamas, Hezbollah, the Houthis, and others act as Tehran’s proxies in a global jihadist strategy. He explains why the West misreads the region, mistaking economic grievances for religious zeal, and how this blindness has led to years of appeasement and strategic failure.

Oren discusses historic missteps, the illusion of moderation, and the rising threat of a direct Iran–Israel confrontation that could drag the world into war.

All this—Iran’s global network, the myth of proportionality, jihadist ideology, and the price of Western naivety…

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Chapters

00:00 Introduction

07:32 The Obama Administration's Approach to Iran

20:06 The Trump Administration's Perspective

25:00 The Biden Administration's Approach and the JCPOA's Violations

34:47 The Military Capabilities and Strategy of Operation Lion's Roar

45:28 The Potential for Regime Change in Iran

57:43 The Role of the U.S. and International Support

1:00:10 The Impact of British and Canadian Actions on Israel

1:04:03 The Historical and Geopolitical Context of the Conflict

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Ambassador Michael Oren - How The West Enabled The Iran Axis to Grow Unchecked

The Winston Marshall Show

Ambassador Michael Oren - How The West Enabled The Iran Axis to Grow Unchecked