This time, Trump won’t let Iran run down the clock

The US president is dealing with a much weaker Iran after Israel dealt a series of crippling blows to its regional proxies. As such, he has given it an ultimatum to ditch its nuclear programme.

This time, Trump won’t let Iran run down the clock

The current round of US-Iranian negotiations—the first held in Muscat, and the second to take place in Rome—is markedly different from previous rounds. Iranian Supreme Leader Ali Khamenei understands that the region is no longer one where Iranian proxies can freely roam and cross borders under the umbrella of US-Iranian understandings. He also knows this is 2025, not 2015, and he is dealing with Trump, not Obama.

In 2015, under President Barack Obama, Iran was making sweeping gains in the region. It was deeply embedded in the Syrian conflict, supporting Palestinian factions, backing the Iraqi Popular Mobilisation Forces (PMF), and assigned Hezbollah the role of extending Tehran’s influence across Lebanon and the wider region.

Calculating that there was little it could do to stop this aside from waging an all-out war on Iran, the US agreed to separate the nuclear file from both Iran’s regional ambitions and its ballistic missile programme—culminating in the 2015 nuclear deal.

Iran took this as a green light to strengthen its hand in the region and, since then, has invested heavily in what became known as the Shiite Crescent—a connected arch of allies stretching from Tehran to Beirut via Baghdad and Damascus.

However, in Trump’s first term as president, one of the first things he did was tear up the nuclear agreement and adopt a “maximum pressure” policy on Tehran—imposing swingeing sanctions that cut off the arteries feeding Iran’s regional proxies. Two years into his term, he ordered the assassination of Iranian Quds Force commander Qasem Soleimani while he was in Baghdad.

Khamenei would be wise not to test Trump's patience. The clock is running out, and he doesn't have much time.

Running out the clock

During this period, Khamenei carefully bought time, carefully manoeuvring in the region until Trump was out of office. But under Joe Biden, Iran went back to expanding its regional influence and boosting its uranium enrichment to near weapons-grade levels. However, it was not able to bring back the nuclear agreement that Trump tore up. Then, the Hamas October 7 attack happened in 2023, which ripped up the playbook altogether.

Israel used October 7 to wage war on its enemies—near and far—dealing heavy blows to the "axis of resistance". Iran lost more in a few months than it has suffered over four decades: Bashar al-Assad's allegiance in Damascus, Hassan Nasrallah's grip in Beirut, and key Hamas figures in Gaza.

Now that he is back in office, Trump has a much stronger hand to play against Iran. As such, he has presented it with two stark choices: agree to a comprehensive deal covering its nuclear programme, regional proxies, and missile arsenal within 60 days, or Iran would face the "gates of hell".

'They got to go fast'

In a press conference held later, he said: "It's really simple – they (Iran) can't have a nuclear weapon, and they got to go fast because they're fairly close to having one, and they're not going to have one," without mentioning Iran's missile arsenal and support for regional proxies. However, he did say that if it didn't abandon its nuclear programme, the US could carry out military strikes on Tehran's nuclear facilities.

Khamenei knows that what remains of the "axis" alongside the fate of Iran's nuclear and missile programmes is now spread out across the Witkoff–Araghchi negotiating table

In Yemen, Trump has demonstrated America's willingness to use massive force through its strikes against the Houthis. It has also issued warnings to Iran's remaining proxies in the region and deployed bombers to Diego Garcia—a nearby island in the Indian Ocean that hosts a US military base.

Khamenei is no doubt reading detailed reports from his advisers in Damascus, Beirut, Gaza, Sana'a, and Baghdad on the deteriorating state of the "Crescent" and knows what remains of it—alongside the fate of Iran's nuclear and missile programmes and economic survival—is now spread out across the Witkoff–Araghchi negotiating table.

On Monday, Trump said, "We have another meeting scheduled next Saturday. That's a long time. You know, that's a long time. So, I think they might be tapping us along." Khamenei would be wise not to test Trump's patience. The clock is running out, and he doesn't have much time.

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