Steve Witkoff walks to an interview after assembly with Russian officers in Riyadh, Saudi Arabia, on Feb. 18, 2025.
Evelyn Hockstein/Pool/AFP
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Evelyn Hockstein/Pool/AFP
President Trump’s envoy Steve Witkoff is in Oman on Saturday for nuclear talks with Iran‘s international minister, a day after talks in Moscow to attempt to dealer a deal with Russian President Vladimir Putin to finish the battle in Ukraine.
Witkoff — whose background is in New York actual property — has additionally been the lead participant in making an attempt to succeed in a ceasefire in Gaza.
Managing talks concerning the three conflicts could be an enormous portfolio for probably the most veteran of diplomats. However that is Witkoff’s first foray into worldwide diplomacy — and that has frightened coverage consultants within the subject.
“My concern is and I think the concern of lots of others is that the president and Mr. Witkoff see Iran nuclear negotiations or a ceasefire agreement in Gaza as very similar to a negotiating real estate deal. And they’re very, very different,” mentioned Steven Cook dinner, a senior fellow for the Center East on the Council on International Relations.
Trump and Witkoff have a protracted friendship
Witkoff and the president have been buddies for nearly 40 years. Trump calls Witkoff “a special guy” and “my pal.” Their friendship dates again to an opportunity encounter at a New York Deli at 3 a.m.
Trump had no money on him. “I ordered him a ham and swiss,” Witkoff mentioned, in response to a report in Courthouse Information about his testimony in Trump’s protection throughout one in all Trump’s trials final 12 months.

President Trump gestures to Steve Witkoff whereas signing an govt order to create a U.S. sovereign wealth fund on Feb. 3, 2025.
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Jim Watson/AFP
Witkoff mentioned in an interview with Tucker Carlson that he realized the true property enterprise from Trump.
“I wanted to be him,” Witkoff mentioned. “Everybody wanted to be him. He’d come to 101 Park Avenue, where I was a lawyer. He had this swashbuckling style. I used to see him come in and I used to say, ‘God, I want to be him.'”
Witkoff has described how Trump was there for him when one in all his sons died from an opioid overdose in 2011.
“I have seen his humanity in the quiet moments away from the spotlight in hospital rooms he didn’t have to be in — where his presence brought real solace in a dark hour for my family,” Witkoff mentioned on the Republican Nationwide Conference.
Throughout the marketing campaign, Witkoff helped with fundraising. Trump additionally turned to Witkoff to deal with delicate issues like making an attempt to restore ties with Georgia Gov. Brian Kemp and presidential challenger Nikki Haley.
“His best friend, Steve Witkoff, came to our house in South Carolina, spoke to me and my husband, and basically wanted a truce between me and Donald Trump,” Haley mentioned on her podcast. She advised Witkoff that Trump had her assist.
Choosing Witkoff for a task his son-in-law used to fill
As soon as in workplace, Trump picked his previous buddy as his envoy to the Center East. It was the identical place that Trump — in his first time period — had given to a different particular person whose loyalty was unquestioned: his son-in-law, Jared Kushner.
Kushner, who now runs an funding agency, had additionally come from the true property world and dealt with many powerful information for Trump, together with Center East peace, commerce talks with Mexico and Canada, immigration reform, and elements of the administration’s response to the COVID pandemic.

In President Trump’s first time period, his son-in-law Jared Kushner held the position now crammed by Steve Witkoff. Kushner and Witkoff appeared collectively on Feb. 20 at a Miami convention organized by the non-profit arm of Saudi Arabia’s principal sovereign wealth fund referred to as the Future Funding Initiative (FII) Institute.
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Joe Raedle/Getty Photographs
Loads of consultants scoffed at Kushner’s lack of expertise when he began his White Home position, and a few are elevating the identical questions on Witkoff.
Aaron David Miller, a former State division negotiator in each Democratic and Republican administrations, has been a part of quite a few Arab-Israel talks. He acknowledges the challenges and says they misplaced greater than they gained.
He mentioned the three conflicts Witkoff is tasked with are “galactic challenges” the place the complexities and variations between these concerned are “as wide as the Grand Canyon.”
“I mean, you can’t do this stuff on the back of a cocktail napkin,” mentioned Miller who’s now on the Carnegie Endowment for Worldwide Peace.
“I think it’s very hard to task one individual — as talented as he may be — and make him the envoy for everything,” Miller mentioned.
How Witkoff describes his method to negotiations
The White Home says Witkoff is a trusted buddy of the president who left behind an enormous enterprise enterprise to serve the nation. He does not take a wage and pays for his personal journey.
“His outcomes communicate for themselves, together with the launch of Marc Fogel from Russia and hostages trapped in Gaza,” mentioned spokeswoman Anna Kelly. “The president is incredibly proud of all Mr. Witkoff has accomplished to help restore peace through strength, and he will continue to leverage Mr. Witkoff’s talents to advance his America First foreign policy vision.”
Witkoff fueled some criticism just lately after showing on Tucker Carlson’s podcast when he described Russian President Vladimir Putin as “not a bad guy.”

French President Emmanuel Macron shakes fingers with Secretary of State Marco Rubio as Steve Witkoff appears on earlier than a gathering concerning the battle in Ukraine on April 17, 2025 in Paris.
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Ludovic Marin/Pool/AFP
Within the interview, Witkoff defined his method to negotiations. “There’s no doubt I’m always trying to put myself in the shoes of the other person because a good deal has to work fair for everybody,” he mentioned.
Don Peebles mentioned he has seen that perspective first-hand throughout adversarial talks with Witkoff. “If I were going to summarize his approach is to find what the other person, other side, wants — and to try to give it to him,” mentioned Peebles, an actual property developer who fundraised for former President Barack Obama.
Peebles mentioned he thinks Witkoff most likely has extra excessive stakes negotiating expertise than most diplomats.
He remembers being compelled to take care of Witkoff on a giant actual property transaction in New York. Peebles thought of strolling away. He felt like he had a gun to his head, however by no means by Witkoff.
Witkoff defused the state of affairs, promising to not be disruptive and defined how they’d each be higher off as companions, Peebles recalled.
“He took a very adversarial situation from my perspective and not only got the deal done, but we’ve been friends ever since.”