Escalation Trap

Escalation Trap

Day 100: Why Iran’s Strategy Is Expanding – and the Ceasefire is Breaking Down

Escalation Trap This Week: Staying Ahead of the Risks that Matter.

Prof Robert Pape's avatar
Prof Robert Pape
Jun 08, 2026
∙ Paid

Today marks Day 100 of the Iran War.

It also marks a dangerous new phase: Iran and Israel are once again exchanging direct strikes against each other’s homelands, raising the possibility that the already fragile April ceasefire may now collapse altogether.

One hundred days ago, many observers expected a short campaign. Decapitation strikes against Iran’s leadership, attacks on nuclear facilities, and mounting economic pressure were all expected to produce rapid political consequences inside the Islamic Republic. Instead, the regime survived, the opposition remained fragmented, and Iran preserved enough military and nuclear capability to continue the struggle.

Those outcomes matter because wars rarely remain fixed around their original objectives. When an opening campaign fails to produce a decisive political result, states begin adapting. Military survival creates new possibilities. New possibilities create new ambitions.

The important question now is how Iran intends to convert survival into regional power—and what that means for the future of the war and the global economy.

The biggest surprise of Day 100 is that Iran increasingly appears to be gaining leverage rather than losing it.

That helps explain why the ceasefire itself is beginning to break down.

In this week’s Escalation Trap briefing, I explain why Iran’s strategy is expanding—and identify the three indicators I will be watching most closely over the coming weeks to determine whether the war is entering an even more dangerous phase.

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