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Simon Sebag-Montefiore on the Iran war: Trump’s mistakes, Israel’s overreach and the end of the ‘Middle East’

Simon Sebag-Montefiore on the Iran war: Trump’s mistakes, Israel’s overreach and the end of the ‘Middle East’

Author: The Telegraph August 30, 2026 Duration: 41:14
Iran: The Latest
NewsCommentary

"Israel is in a situation of kind of spectacular military virtuosity, but also strategic impoverishment. You cannot kill everybody." 


On today’s bank holiday bonus episode of Iran: the Latest, Venetia Rainey speaks to historian Simon Sebag-Montefiore to get a historian’s view of the US-Israel-Iran war. Simon argues that Donald Trump’s biggest mistake was not stopping after 2025’s Operation Midnight Hammer, and that Benjamin Netanyahu is leading his country into a potential intra-Jewish civil war. 

Plus, why the Iranian regime is a Mahdist-praetorian oligarchy, how the geopolitical concept of "the Middle East" became obsolete, and which dictators from the region’s modern history haunt him. 

Simon Sebag Montefiore’s new book, The Cauldron: The Making of the Modern Middle East, is out now.

Highlights

  • Trump’s mistakes, Israel’s overreach and the end of the ‘Middle East’
  • Historian and author Simon Sebag-Montefiore on the Iran war


CONTRIBUTORS:

Venetia Rainey, co-host and executive producer @venetiarainey

Simon Sebag-Montefiore, historian and author @simonmontefiore


WATCH US ON YOUTUBE: https://www.youtube.com/playlist?list=PLJnf_DDTfIVAif-vifC6F2aoPB8GIw6dk


CONTENT REFERENCED:

Simon Sebag Montefiore: Appeasing radical activists will make the West ungovernable

https://www.telegraph.co.uk/books/authors/simon-sebag-montefiore-the-cauldron-interview/


Simon Sebag Montefiore: Starmer’s foreign policy risks rewarding aggressive extremists

https://www.telegraph.co.uk/news/2024/09/07/montefiore-starmers-foreign-policy-rewards-extremists/


Winner Best News and Analysis Podcast - Publisher Podcast Awards 2026

Nominated Podcast of the Year - Society of Editors News Podcasts Awards 2026

Nominated Best News, Politics and Current Affairs - British Podcast Awards 2026

The Telegraph, Winner Podcast Publisher of the Year 2026 - Publisher Podcast Awards 2026


Audio Producer: Joleen Goffin

Video Producer: Max Bower

Researcher and Social Producer: Anna Hindmarsh

Studio Operator: Andy Watson

Executive Producer: Venetia Rainey 

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► GET THE LATEST HEADLINES: Find all our latest Iran coverage here: https://www.telegraph.co.uk/iran-war/


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For those trying to understand the complex and rapidly shifting landscape of the Middle East, Iran: The Latest offers essential context. This Telegraph podcast moves beyond the headlines to examine the military, diplomatic, and strategic forces shaping the ongoing tensions between Iran, the United States, and Israel. Hosted by veteran foreign correspondents Roland Oliphant and Venetia Rainey, each episode synthesizes frontline reporting from the paper's award-winning journalists with insightful conversations. You'll hear from specialists in areas like regional security architecture, covert operations, and geopolitical theory, providing a clearer picture of the stakes involved. The analysis considers historical grievances, economic pressures, and potential flashpoints, from proxy conflicts to direct confrontations. It’s a resource for anyone who wants to grasp not just what is happening, but why it matters and what might come next. By drawing on deep sourcing and expert commentary, this podcast delivers a nuanced perspective that is both timely and thoroughly researched, making sense of a critical and often misunderstood arena of global affairs.
Author: Language: English Episodes: 50

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