Middle East

Regional security, proxy networks, escalation risk, and conflict diplomacy across the Middle East.

181 Dispatches

Iran's Hidden Power Struggle: Who Really Runs Tehran After the War
Conflicts & Crises

Iran's Hidden Power Struggle: Who Really Runs Tehran After the War

How assassinations gutted Iran's leadership, handing the IRGC unprecedented power and turning US ceasefire talks into a battle between hardliners and a fractured regime.

Simon Whistler · June 2, 2026
What a US Invasion of Cuba Would Look Like
Conflicts & Crises

What a US Invasion of Cuba Would Look Like

With Cuba choking under a near-total US oil blockade and Trump declaring it "next," we map the five military options Washington could use against Havana.

Simon Whistler · June 2, 2026
Iraq: Caught Between Washington and Tehran as War Engulfs the Region
Conflicts & Crises

Iraq: Caught Between Washington and Tehran as War Engulfs the Region

Fifty days into the US-Iran war, Iraq is trapped between its two most vital partners as Iran-backed militias it bankrolls turn their guns on American troops.

Simon Whistler · June 2, 2026
Iran War Update: A Blockade Run, a Seized Ship, and the Chaos in the Strait of Hormuz
Conflicts & Crises

Iran War Update: A Blockade Run, a Seized Ship, and the Chaos in the Strait of Hormuz

Inside a frantic week of the Iran war — a US blockade run and ship seizure, regime infighting over Hormuz, and a fragile ceasefire racing a Wednesday deadline.

Simon Whistler · June 2, 2026
Why Iran Now Wants the Bomb: Deterrence in the Shadow of the Mushroom Cloud
Geopolitics & Strategy

Why Iran Now Wants the Bomb: Deterrence in the Shadow of the Mushroom Cloud

How a bruising war shattered Iran's threshold strategy and pushed Tehran toward the one deterrent that has reliably worked: a nuclear weapon.

Simon Whistler · June 2, 2026
Ukraine, Guardian of the Gulf: How Kyiv Became the Middle East's Drone-Defense Lifeline
Geopolitics & Strategy

Ukraine, Guardian of the Gulf: How Kyiv Became the Middle East's Drone-Defense Lifeline

How Ukraine, the world's leader in attritional drone warfare, exported its air-defense expertise to the Gulf states during the Iran War, and what Kyiv gets in return.

Simon Whistler · June 2, 2026
Is the Iran War Even Winnable Anymore?
Conflicts & Crises

Is the Iran War Even Winnable Anymore?

Seven weeks into the US-Israeli war on Iran, no belligerent is closer to victory. We examine what winning would look like for Tehran, Washington, and Jerusalem.

Simon Whistler · June 2, 2026
The Strait of Hormuz Blockade: How the US-Iran Ceasefire Collapsed
Conflicts & Crises

The Strait of Hormuz Blockade: How the US-Iran Ceasefire Collapsed

Talks in Islamabad failed, Trump ordered a Hormuz blockade, and US resupply flights surged—signs the Iran War may not be over yet.

Simon Whistler · June 2, 2026
The Gaza Disarmament Deadline: Why the Ceasefire Could Split the Strip in Two
Conflicts & Crises

The Gaza Disarmament Deadline: Why the Ceasefire Could Split the Strip in Two

Gaza's ceasefire faces a make-or-break disarmament deadline. Inside the Board of Peace plan, Hamas's defiance, and the risk of two Gazas.

Simon Whistler · June 2, 2026
Three Deals, No Agreement: Why the US-Iran Ceasefire Collapsed in Twelve Hours
Conflicts & Crises

Three Deals, No Agreement: Why the US-Iran Ceasefire Collapsed in Twelve Hours

The US-Iran ceasefire fractured within a day over Lebanon, the Strait of Hormuz, and three rival versions of the deal. Here is what fell apart and why.

Simon Whistler · June 2, 2026
The Iran Ceasefire: What We Know and What We Don't
Conflicts & Crises

The Iran Ceasefire: What We Know and What We Don't

Inside the two-week Iran ceasefire over the Strait of Hormuz, the rival US and Iranian peace plans, the pressures that forced both sides to the table, and whether it can hold.

Simon Whistler · June 2, 2026
Iran War Update: The F-15 Rescue, a Rejected Ceasefire, and Trump's Hormuz Deadline
Conflicts & Crises

Iran War Update: The F-15 Rescue, a Rejected Ceasefire, and Trump's Hormuz Deadline

How US forces extracted a downed F-15E airman deep inside Iran, why Tehran rejected Pakistan's ceasefire, and the strikes converging on Iran's energy grid.

Simon Whistler · June 2, 2026