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April 23, 2026 | View in browser

April 23, 2026 | View in browser

By Michael Wilner

Washington Bureau Chief

Reporters assigned to travel aboard Air Force Two were told to prepare for an early morning departure on Tuesday for Islamabad until an unexplained delay — followed by a detour by Vice President JD Vance to the White House — revealed clues that something was wrong.

Iranian diplomats had not yet responded to U.S. proposals intended to form the basis of a new round of talks. Some were questioning whether they would attend at all. Had he departed as planned, Vance risked a humiliation, spending hours flying to Pakistan only to be stood up on arrival.

A crisis meeting at the White House led President Trump to announce an indefinite extension to a ceasefire deadline that had been set as a pressure tactic. Now, unable to bring the Iranians to heel, that pressure was suddenly off.

It was an early lesson for Vance in the many ways high-stakes diplomacy can veer off-course.

“There are obvious risks for Vance,” said Chester Crocker, who served as an assistant secretary of State in the Reagan administration, “being associated with failure or with a dubious deal.”

Trump’s aides are clear on the stakes in negotiations with Iran over its nuclear program and an end to the war. Control of the Strait of Hormuz could determine global oil prices for years. Any final deal will shape whether Americans ultimately conclude the fight was worth it — and could sway the outcome of the midterm elections.

But for America’s lead negotiator, the stakes are also personal.

Vance, a diplomatic novice, has found himself at the helm of an effort rife with political risk that has stymied seasoned diplomats ahead of an anticipated run for president.

The potential payoff is substantial, placing Vance at the center of an international stage with the power to end a historically unpopular war.

But he also may be forced to attach his name to a nuclear deal that provides Tehran access to billions of dollars in sanctions relief, in exchange for limits on its nuclear work that will ultimately expire over time, under conditional monitoring access for international inspectors — an agreement with striking echoes to a 2015 nuclear deal negotiated by a Democratic administration that was disparaged by his party for over a decade.

Vance is negotiating not on his own terms, but on behalf of a mercurial president whose decisions will ultimately determine whether an agreement can be reached. And the Iranians know that Trump’s days in office are numbered, with Vance, a war skeptic, possibly in line to succeed him.

One U.S. official familiar with the negotiations said the vice president is “a pragmatist,” realistic about the prospects of a deal.

“What he has to gain is an image that he can operate effectively on the world stage on a fraught issue. Even if he will give credit to the president, he will be seen as capable of resolving really hard, security-related problems,” said Dennis Ross, a veteran diplomat on the Israeli-Palestinian conflict who served in the George H.W. Bush, Clinton and Obama administrations. “What he has to lose is that he was given the role and did not succeed.”

Failure could raise doubts about his statecraft. But even success at the negotiating table could result in an agreement that turns off Republican voters he may need in a 2028 presidential bid.

“Vance is put in an impossible position,” said Arne Westad, a professor of history at Yale.

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“Any deal with the current Iranian regime will be seen as problematic by many Republicans,” Westad said. “If he fails to secure a deal, he will be attacked by those who want an end to the U.S. war — and be seen as ineffective by the president.”

Reputation ‘on the line’

Trump has publicly acknowledged that Vance, a Marine Corps veteran who has consistently opposed U.S. military engagements in the Middle East, had reservations over launching the Iran war in the first place. “He was, I would say, philosophically a little bit different than me,” the president told reporters in March. “I think he was maybe less enthusiastic.”

For that reason, according to Iranian state media reports, Vance was seen by Tehran as their preferred interlocutor in negotiations. Iranian officials expressed gratitude when, during fevered talks ahead of the initial announcement of a ceasefire, they learned that Steve Witkoff, the president’s roving negotiator, had recommended that the vice president be included in the delegation — an exceptional gesture that marked Washington’s highest-level engagement with the Islamic Republic in history.

Republican strategists said Vance’s participation is a demonstration that Trump trusts him, an essential trait for any future Republican presidential nominee and aspiring heir to the MAGA movement.

“It’s rare that a vice president has been put in the position of directly negotiating with a foreign adversary,” said Terry Nelson, a longtime Republican media strategist. “We are engaging a very senior political leader in negotiations with a country that has killed U.S. soldiers and sown chaos in the region. I do think it’s an indication of our resolution and seriousness.”

Whit Ayres, a veteran Republican pollster who has consulted Republican senators and governors for more than three decades, said the vice president’s appointment as lead negotiator “elevates Vance as Trump’s heir-apparent even more than before.”

“Whether that becomes a plus or a minus depends on the outcome of the negotiations,” Ayres added, “and Trump’s ultimate standing with the Republican electorate, both of which are unknowns.”

Talks are currently deadlocked over long-standing demands from Tehran that its leadership has held since the early 2000s, when previously undisclosed nuclear activities first triggered international alarm over Iran’s expanding program.

Iran has periodically accepted temporary limits on its nuclear work — pausing uranium enrichment during talks and, under the 2015 deal, committing to a prolonged cap on enrichment at levels beyond any clear civilian need. But it has always insisted on a “right to enrich” on its own soil, rejecting U.S. attempts to permanently end the program as a foreign attempt to thwart Iran’s scientific progress.

Returning from the first round of ceasefire negotiations, Vance dismissed that position, articulated to him in Islamabad by the speaker of Iran’s Parliament.

“He said, ‘We refuse to give up the right to enrichment,’” Vance said. “And I thought to myself, you know what, my wife has the right to skydive, but she doesn’t jump out of an airplane, because she and I have an agreement that she’s not going to do that, because I don’t want my wife jumping out of an airplane.”

Echoes of a broken deal

The 2015 deal known as the Joint Comprehensive Plan of Action — negotiated by veteran, nonpolitical U.S. diplomats and nuclear scientists over two years of near-constant negotiations — removed roughly 98% of Iran’s nuclear stockpile from the country, while keeping the country’s nuclear infrastructure largely in place, save for the decommissioning of a heavy-water plutonium reactor that could have provided Tehran with a second path to a nuclear bomb.

Under the agreement, Iran consented to limit its use of advanced centrifuges for 10 years, and to restrict uranium enrichment to below weapons-grade levels for 15 years. Inspectors from the U.N.’s International Atomic Energy Agency were granted unprecedented access to monitor the program, though some of these enhanced inspection measures were set to expire after roughly two decades.

In exchange, Iran regained access to tens of billions of dollars of its frozen assets, and settled a long-standing legal dispute with Washington that led the Obama administration to transfer $400 million in cash to Tehran. The episode prompted scandal on the political right, which accused Democrats of fueling terrorism through the funding of Iran’s proxy militias.

Now, after just two weeks of negotiations, the Trump administration is already acknowledging that a final deal with Iran would rely on a familiar formula: temporary caps on Iran’s nuclear work in exchange for substantial sanctions relief. Trump withdrew from the JCPOA in 2018.

Iran comes to the talks with added leverage today, able and willing to disrupt the flow of 20% of the world’s energy through the Strait of Hormuz. And the United States is negotiating alone, without its former partners in the “P5+1” — Russia, China, France, the United Kingdom and Germany — at its side.

Anna Kelly, principal deputy press secretary at the White House, told The Times that “after Democrats like Joe Biden and Barack Hussein Obama weakened our country on the world stage, President Trump has effectively restored American strength with the help of Vice President Vance, who is doing a great job leading the United States in negotiations with Iran.”

“The president and his entire national security team have an incredible track record in making good deals for our country, and the American people can rest assured that the United States will not enter any agreement that does not put our national security interests first,” Kelly said.

Matt Gorman, a longtime Republican strategist and chief communications officer at Targeted Victory, said the JCPOA was viewed particularly critically because it “was negotiated in peacetime.”

“Vance would essentially be ending a war, if successful, and that allows him to make a very different argument,” Gorman said.

The vice president is currently polling as the front-runner for the 2028 Republican presidential nomination, ahead of Marco Rubio, who — despite serving as Trump’s secretary of State and national security advisor — is not directly involved in the Iran talks.

Vance’s role at the negotiating table could help position him as a peacemaker, Crocker noted, distinguishing him from advocates of the war entering the presidential primaries.

But Vance “has been tasked by a president incapable of staying on message, with limited stores of credibility with adversaries as well as allies and a disregard for the complexities of the issues,” said Barbara Bodine, former U.S. ambassador to Yemen. “His task? A credible end to the war without clear objectives.”

“At best, this will be a faux-gilded JCPOA 2.0. Victory will be declared to no applause. On the line is not just Vance’s own reputation, but a demerit in his run for the 2028 presidency,” Bodine added. “The Iran portfolio was no gift.”