Steven Witkoff, the real estate investor forging President Trump’s Middle East diplomatic deals

Analysis Steven Witkoff, the real estate investor forging President Trump’s Middle East diplomatic deals
Witkoff, a Jew with close ties to Israel and business links to the Arab world, feels a deep connection to the Oct. 7, 2023, Hamas-led attack and Israel’s devastating war on Gaza that followed. (AFP/File)
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Updated 29 January 2025
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Steven Witkoff, the real estate investor forging President Trump’s Middle East diplomatic deals

Steven Witkoff, the real estate investor forging President Trump’s Middle East diplomatic deals
  • The envoy, currently visting the region, helped seal the Gaza ceasefire deal between Israel and Hamas
  • Has little diplomatic experience but fits the Trump mold as loyal and a tough negotiator

LONDON: When President Donald Trump’s Middle East envoy Steve Witkoff viewed with his own eyes on Wednesday the devastation wrought on Gaza, it might have taken him back to another apocalyptic vision in his home city of New York.

The real estate investor and developer, who has been credited with an instrumental role in securing the ceasefire deal between Israel and Hamas, was watching from his office window as the Twin Towers collapsed on Sept. 11, 2001.

Bronx-born Witkoff rushed to pick up his children before heading to Ground Zero. According to the book “The New Kings of New York,” he spent much of the night holding a rope attached to a firefighter digging through debris for survivors.

“Guys who had uniforms on are walking up these staircases to rescue people, and they all died,” Witkoff said of the terror attacks. “They didn’t go home to their families. That’s when I remember thinking: ‘I cannot do enough.’”




Witkoff is one of Trump’s closest friends, golf partner and a fellow New Yorker, who has known the president for decades. (AFP)

It may have been a similar sentiment that drove the 67-year-old billionaire to accept an offer from his close friend Trump to take on one of his administration’s most challenging foreign policy positions.

Witkoff, a Jew with close ties to Israel and business links to the Arab world, feels a deep connection to the Oct. 7, 2023, Hamas-led attack and Israel’s devastating war on Gaza that followed.

He has spoken movingly about the suffering of Israeli hostages, but also described a unity with those who lost children throughout the conflict by drawing parallels with his own grief. Witkoff’s son Andrew died from an opioid overdose at the age of 22 in 2011.

A Middle Eastern diplomat told NBC News that Witkoff talked about his son during the ceasefire negotiations, telling officials he “empathizes with parents who have lost children on both sides.”

In remarks in New York on Sunday night, he said: “I’m always comparing my family and what it went through when I lost my boy, Andrew, and what it must have been like for these families not knowing what was going to happen to their girls.

“So, when the president asked me to do this, I thought to myself, this will be the most worthy thing I could ever do in my life. Nothing else would matter beyond this.”




Displaced Palestinians return to their homes in the northern Gaza Strip. (AP)

When Trump appointed Witkoff in November he was an outsider to the traditional world of diplomacy, with no foreign policy experience.

Yet, this fits the Trump mold perfectly — selecting his most important team members based on two criteria: that he trusts them implicitly and that they can ruthlessly close a deal.

With the Gaza ceasefire in place and progressing through the first of three phases, attention will now be drawn to how Witkoff can keep the process on track.

But he is already looking further ahead to whether the Abraham Accords between Israel and Arab countries reached during Trump’s first term could be expanded to include Saudi Arabia and other countries such as Qatar.

BIO

Name: Steven Charles Witkoff

Birth: March 15, 1957

Occupation: Real estate investor and developer

Home city: New York


If successful, attention would turn to whether the Trump administration could finally broker the ultimate deal — a permanent peace agreement between Israel and the Palestinians.

The Gaza ceasefire took effect on Jan. 19, the day before Trump’s inauguration. The deal led to rare cooperation between the incoming administration and the outgoing Joe Biden presidency.

While the main terms of the agreement had been largely the same for eight months, it was Trump’s demand that it should be in place before he took office or there would be “all hell to pay” that added the necessary pressure.




Liri Albag reunited with family at an army screening point in Reim in southern Israel. (AFP)


The man turning the screws on both sides was Witkoff.

As details of the deal emerged, so did Israeli media reports that Trump’s envoy had deployed his ruthless streak to get things over the line.

He called Prime Minister Benjamin Netanyahu’s office on Friday Jan. 11 from Qatar, where the negotiations were taking place, to say he would fly to Israel to discuss the agreement the following afternoon.

When Netanyahu’s aides suggested he would not be available during the Jewish Sabbath, Witkoff delivered an unequivocal “salty” response and the meeting went ahead.

According to The Wall Street Journal, Witkoff told Netanyahu: “The president has been a great friend of Israel, and now it’s time to be a friend back.” Netanyahu was forced to accept the agreement, bringing a halt to 15 months of fighting and starting a series of exchanges of Israeli hostages for Palestinian prisoners.

In a subsequent interview with Israel’s Channel 12, Witkoff said: “We had a discussion with the prime minister about how we needed to get focused in a short period of time and get organized so that we could get to the finish line.

“He convened what looked to me like maybe nine, 10, 11 of the top commanders in the Israeli armed forces. He gave direction to his team to be very proactive, and that was the difference maker.”




Netanyahu, left, was forced to accept the agreement, bringing a halt to 15 months of fighting and starting a series of exchanges of Israeli hostages for Palestinian prisoners. (Israeli PM’s office)


Merissa Khurma, Middle East Program director at the Wilson Center think tank in Washington, said that while Biden’s team also deserved credit, it was the pressure from Trump and his relationship with Witkoff that was key to getting the agreement done.

“Empowered with this trust that he (Witkoff) has from President Trump and given that he was clearly given the green light to pressure both sides to make this happen he was able to be very effective,” Khurma told Arab News.

“Without this pressure, that was important not just on Hamas, but particularly on Netanyahu himself, it would have been very difficult to pull this through.”

Witkoff is one of Trump’s closest friends, golf partner and a fellow New Yorker, who has known the president for decades.

He was raised on Long Island and studied law at Hofstra University. He joined the Dreyer & Traub legal firm where Trump was a client, but his ambitions switched — he wanted to become one of the real estate tycoons he was representing.

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He started a company in 1985 that bought up relatively cheap New York tenement buildings, often doing maintenance work himself.

When he moved over to office buildings, things took off and in 1997 he set up the Witkoff Group. Purchases of famous New York skyscrapers including the Woolworth and Daily News buildings followed. More recently he has focused on Florida, where he relocated in 2019.

An indication of his business links with Arab countries came in 2023 when the Witkoff Group sold Manhattan’s Park Lane Hotel to the Qatari Investment Authority for $623 million.

Real estate associates described Witkoff as “smart, personable and a talented negotiator with a common touch,” the Journal reported.




Witkoff was expected to be in Israel on Wednesday to oversee the implementation of the ceasefire in Gaza and inspect Israeli “corridors” carved through the territory. (AP)

His friendship with the president has grown deeper during personal traumas. At the Republican National Convention in July, Witkoff described how Trump, “a kind and compassionate person,” had helped him get through the grief of losing his son. He was then invited to speak at a White House Summit on the opioid crisis in 2018.

Witkoff was playing golf with Trump in Florida in September when a second assassination attempt was made on the future president.

It was during Trump’s second run at the presidency that Witkoff’s role became more prominent.

He was a key fundraiser, providing a link to wealthy Jewish donors and in an early test of his diplomatic skills he was deployed on several occasions to smooth things over between Trump and prominent Republicans.

In the announcement of his appointment, Trump’s brief statement said: “Steve will be an unrelenting Voice for PEACE, and make us all proud.”

The selection of a trusted businessman with no diplomacy experience matched Trump’s appointment of Jared Kushner, his son-in-law, to the same position in his first term.

Kushner oversaw the Abraham Accords, which established diplomatic and trade relations between Israel and the UAE, along with Bahrain, Morocco and Sudan.




Witkoff has spoken movingly about the suffering of Israeli hostages. (AFP)

While the Accords are often criticized because they had little Palestinian involvement, they were still heralded as a major breakthrough in the Middle East and a big foreign policy win for the Trump administration.

“This transactional nature of dealmaking works very well with the regional leaders, particularly in the GCC,” Khurma said.

They are not really threatened by Trump’s “America First” strategy, she added. They also want to see “the Middle East great again” and want to work toward that.

Placing Witkoff as his Middle East figurehead, even without the deep regional understanding, shows how much Trump trusts him to deliver his version of transactional, dealmaking diplomacy.

“We have people that know everything about the Middle East, but they can’t speak properly,” Trump said of Witkoff earlier this month. “He is a great negotiator, that’s what I need.”




Thousands of Palestinians have headed back to their homes in the north since a ceasefire deal was agreed. (AP)


However, as Trump found out this week when he suggested that large numbers of Palestinians could be moved out of Gaza permanently, not fully grasping the regional dynamics can cause problems. The president’s idea was met with strong rebuttals from Jordan and Egypt.

Beyond ensuring the ceasefire plan progresses to the next phase, Witkoff will be pushing for a normalization of relations between Saudi Arabia and Israel.

Saudi Arabia’s firm position is that ties with Israel would only happen once a Palestinian state has been established.

Witkoff was expected to be in Israel on Wednesday to oversee the implementation of the ceasefire in Gaza and inspect Israeli “corridors” carved through the territory.




Placing Witkoff as his Middle East figurehead, shows how much Trump trusts him to deliver his version of transactional, dealmaking diplomacy. (AP)

There is already concern over whether the next phase of the ceasefire will hold, with Netanyahu under pressure from the hardline members of his government. Witkoff will have to deploy all of his boardroom nous to keep the fragile ceasefire, in a complex and devastating conflict, on track.

“The Middle East envoy does not necessarily understand all the different dynamics at play but it seems that he has good rapport with the Arab allies of the United States,” Khurma said.

“But they’re going to have to be confronted with a very delicate balancing act with regard to how they support Israel, but at the same time exert the necessary pressure to keep things moving.”

 


First Gaza aid ship arrives at Egypt’s El-Arish port since ceasefire

First Gaza aid ship arrives at Egypt’s El-Arish port since ceasefire
Updated 30 January 2025
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First Gaza aid ship arrives at Egypt’s El-Arish port since ceasefire

First Gaza aid ship arrives at Egypt’s El-Arish port since ceasefire

CAIRO: A Turkish ship docked at Egypt’s El-Arish on Wednesday, delivering the first aid destined for Gaza through the port since a fragile ceasefire went into effect, a Turkish official and Egyptian sources said.
“We are prepared to heal the wounds of our Gazan brothers and sisters and to meet their temporary shelter needs,” Turkish Interior Minister Ali Yerlikaya posted on X on Wednesday.
The ship was loaded with 871 tons of humanitarian aid, including 300 power generators, 20 portable toilets, 10,460 tents and 14,350 blankets, according to Yerlikaya.
A team from the Egyptian Red Crescent received the Turkish aid to make the necessary arrangements for its delivery to the Strip, a source at the port, 50 kilometers (30 miles) west of the Gaza Strip, said.
Two staff from the Egyptian Red Crescent also confirmed its arrival.
Since the start of the truce in the Palestinian territory, hundreds of truckloads of aid have entered Gaza while some has been airlifted in.
The truce between Israel and Hamas came after more than 15 months of war sparked by Hamas’s October 7, 2023, attack on Israel.


Syria’s Sharaa: jihadist to interim head of state

Syria’s Sharaa: jihadist to interim head of state
Updated 30 January 2025
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Syria’s Sharaa: jihadist to interim head of state

Syria’s Sharaa: jihadist to interim head of state

DAMASCUS: In less than two months, Syria’s Ahmed Al-Sharaa has risen from rebel leader to interim president, after his Islamist group led a lightning offensive that toppled Bashar Assad.
Sharaa was appointed Wednesday to lead Syria for an unspecified transitional period, and has been tasked with forming an interim legislature after the dissolution of the Assad era parliament and the suspension of the 2012 constitution.
The former jihadist has abandoned his nom de guerre Abu Mohammed Al-Jolani, trimmed his beard and donned a suit and tie to receive foreign dignitaries since ousting Assad from power on December 8.
The tall, sharp-eyed Sharaa has held a succession of interviews with foreign journalists, presenting himself as a patriot who wants to rebuild and reunite Syria, devastated and divided after almost 14 years of civil war.
Syria’s new authorities also announced Wednesday the dissolution of armed factions, including Sharaa’s own Hayat Tahrir Al-Sham (HTS), which is rooted in the Syrian branch of Al-Qaeda.
Since breaking ties with Al-Qaeda in 2016, Sharaa has sought to portray himself as a more moderate leader, and HTS has toned down its rhetoric, vowing to protect Syria’s religious and ethnic minorities.
But Sharaa has yet to calm misgivings among some analysts and Western governments that still class HTS as a terrorist organization.
“He is a pragmatic radical,” Thomas Pierret, a specialist in political Islam, told AFP.
“In 2014, he was at the height of his radicalism,” Pierret said, referring to the period of the war when he sought to compete with the jihadist Daesh group.
“Since then, he has moderated his rhetoric.”
Born in 1982 in Saudi Arabia, Sharaa is from a well-to-do Syrian family and was raised in Mazzeh, an upscale district of Damascus.
In 2021, he told US broadcaster PBS that his nom de guerre was a reference to his family’s roots in the Golan Heights. He said his grandfather was among those forced to flee the territory after its capture by Israel in 1967.
According to the Middle East Eye news website, it was after the September 11, 2001 attacks that he was first drawn to jihadist thinking.
“It was as a result of this admiration for the 9/11 attackers that the first signs of jihadism began to surface in Jolani’s life, as he began attending secretive sermons and panel discussions in marginalized suburbs of Damascus,” the website said.
Following the US-led invasion of Iraq in 2003, he left Syria to take part in the fight.
He joined Al-Qaeda in Iraq, led by Abu Musab Al-Zarqawi, and was subsequently detained for five years, preventing him from rising through the ranks of the jihadist organization.
In March 2011, when the revolt against Assad’s rule erupted in Syria, he returned home and founded Al-Nusra Front, Syria’s branch of Al-Qaeda.
In 2013, he refused to swear allegiance to Abu Bakr Al-Baghdadi, who would go on to become the emir of the Daesh group, and instead pledged his loyalty to Al-Qaeda’s Ayman Al-Zawahiri.
A realist in his partisans’ eyes, an opportunist to his adversaries, Sharaa said in May 2015 that he, unlike Daesh, had no intention of launching attacks against the West.
He also proclaimed that should Assad be defeated, there would be no revenge attacks against the Alawite minority that the president’s clan stems from.
He cut ties with Al-Qaeda, claiming to do so in order to deprive the West of reasons to attack his organization.
According to Pierret, he has since sought to chart a path toward becoming a credible statesman.
In January 2017, Sharaa imposed a merger with HTS on rival Islamist groups in northwestern Syria, thereby taking control of swathes of Idlib province that had been cleared of government troops.
In areas under its grip, HTS developed a civil administration and established a semblance of a state in Idlib province, while crushing its rebel rivals.
Throughout this process, HTS faced accusations from residents and human rights groups of brutal abuses against those who dared dissent, which the United Nations has classed as war crimes.


Palestinian Red Crescent says Israeli strike kills 7 in West Bank

Palestinian Red Crescent says Israeli strike kills 7 in West Bank
Updated 30 January 2025
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Palestinian Red Crescent says Israeli strike kills 7 in West Bank

Palestinian Red Crescent says Israeli strike kills 7 in West Bank
  • Palestinian Red Crescent: ‘An Israeli strike in the village of Tamun in the northern West Bank killed seven people’
  • Israeli said that its forces were involved in a ‘counterterrorism operation’ in the area

RAMALLAH, Palestinian Territories: The Palestinian Red Crescent said an Israeli drone strike in a village in the occupied West Bank killed at least seven people on Wednesday, while the military said it had struck an “armed cell.”
“An Israeli strike in the village of Tamun in the northern West Bank killed seven people,” the group said in a statement.
The Palestinian health ministry in Ramallah said eight people had been killed.
The Israeli military told AFP its forces were involved in a “counterterrorism operation” in the area.
As part of the operation, an Israeli “aircraft, with the direction of ISA (security agency) intelligence, struck an armed terrorist cell in the area of Tamun,” the military said in a statement.
Violence has soared throughout the West Bank since the war between Hamas and Israel broke out in Gaza on October 7, 2023.
Israeli troops or settlers have killed at least 870 Palestinians, including many militants, in the West Bank since the start of the Gaza war, according to the Palestinian health ministry.
At least 29 Israelis have been killed in Palestinian attacks or during Israeli military raids in the territory over the same period, according to official Israeli figures.


Palestinians’ return to northern Gaza complicates Netanyahu’s war aims

Palestinians’ return to northern Gaza complicates Netanyahu’s war aims
Updated 30 January 2025
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Palestinians’ return to northern Gaza complicates Netanyahu’s war aims

Palestinians’ return to northern Gaza complicates Netanyahu’s war aims
  • “There is no war to resume,” said Ofer Shelah, a senior researcher at the Institute for National Security Studies, a Tel Aviv think tank
  • The “total victory” envisioned by Netanyahu remains elusive

TEL AVIV: Prime Minister Benjamin Netanyahu vowed 15 months ago that Israel would achieve “total victory” in the war in Gaza — by eradicating Hamas and freeing all the hostages. One week into a ceasefire with the militant group, many Israelis are dubious.
Not only is Hamas still intact, there’s also no guarantee all of the hostages will be released. But what’s really raised doubts about Netanyahu’s ability to deliver on his promise is this week’s return of hundreds of thousands of Palestinians to their homes in northern Gaza. That makes it difficult for Israel to relaunch its war against Hamas should the two sides fail to extend the ceasefire beyond its initial six-week phase.
“There is no war to resume,” said Ofer Shelah, a senior researcher at the Institute for National Security Studies, a Tel Aviv think tank. “What will we do now? Move the population south again?”
“There is no total victory in this war,” he said.
‘Total victory’ is elusive
Israel launched its war against Hamas after the militant group’s Oct. 7, 2023, attack on southern Israel, in which some 1,200 people were killed and roughly 250 were taken hostage. Within hours, Israel began a devastating air assault on Gaza, and weeks later it launched a ground invasion.
Israel has inflicted heavy losses on Hamas. It has killed most of its top leadership, and claims to have killed thousands of fighters while dismantling tunnels and weapons factories. Months of bombardment and urban warfare have left Gaza in ruins, and more than 47,000 Palestinians are dead, according to local health authorities who don’t distinguish between militants and civilians in their count.
But the “total victory” envisioned by Netanyahu remains elusive.
In the first phase of the ceasefire, 33 hostages in Gaza will be freed, nearly 2,000 Palestinian prisoners in Israel will be released, and humanitarian aid to Gaza will be vastly increased. Israel is also redeploying troops to enable over 1 million Palestinians to return to their homes in northern Gaza.
In the second phase of the ceasefire, which the two sides are expected to begin negotiating next week, more hostages would be released and the stage would be set for a more lasting truce.
But if Israel and Hamas do not agree to advance to the next phase, more than half of the roughly 90 remaining hostages will still be in Gaza; at least a third of them are believed to be dead.
Despite heavy international and domestic pressure to develop a postwar vision for who should rule Gaza, Netanyahu has yet to secure an alternative to the militant group. That has left Hamas in command.
Hamas sought to solidify that impression as soon as the ceasefire began. It quickly deployed uniformed police to patrol the streets and staged elaborate events for the hostages’ release, replete with masked gunmen, large crowds and ceremonies. Masked militants have also been seen along Gaza’s main thoroughfares, waving to and welcoming Palestinians as they head back home.
A Hamas victory?
Despite the scale of death and destruction in Gaza — and the hit to its own ranks — Hamas will likely claim victory.
Hamas will say, “Israel didn’t achieve its goals and didn’t defeat us, so we won,” said Michael Milshtein, an Israeli expert on Palestinian affairs.
The return of displaced Palestinians to northern Gaza is an important achievement for Hamas, Milshtein said. The group long insisted on a withdrawal of Israeli troops and an end to war as part of any deal — two conditions that have effectively begun to be realized.
And Hamas can now reassert itself in a swath of the territory that Israel battled over yet struggled to entirely control.
To enable Palestinians to return to northern Gaza, Israel opened the Netzarim corridor, a roughly 4-mile (6-kilometer) military zone bisecting the territory. That gives Hamas more freedom to operate, while taking away leverage that would be difficult for Israel regain even if it restarted the war, said Giora Eiland, a former Israeli general who had proposed a surrender-or-starve strategy for northern Gaza.
“We are at the mercy of Hamas,” he said in an interview with Israeli Army Radio. “The war has ended very badly” for Israel, he said, whereas Hamas “has largely achieved everything it wanted.”
Little appetite to resume war
President Donald Trump could play an important role in determining the remaining course of the war.
He has strongly hinted that he wants the sides to continue to the second phase of negotiations and shown little enthusiasm for resuming the war. A visit by his Mideast envoy, Steve Witkoff, to Israel this week and a visit to the White House next week by Netanyahu will likely give stronger indications of where things are headed.
In announcing the ceasefire, Netanyahu said Israel was still intent on achieving all the war’s goals. He said Israel was “safeguarding the ability to return and fight as needed.”
While military experts say Israel could in practice relaunch the war, doing so will be complicated.
Beyond the return of displaced Palestinians, the international legitimacy to wage war that it had right after Hamas’ attack has vanished. And with joyful scenes of freed hostages reuniting with their families, the Israeli public’s appetite for a resumption of fighting is also on the decline, even if many are disappointed that Hamas, a group that committed the deadliest attack against Israelis in the country’s history, is still standing.
An end to the war complicates Netanyahu’s political horizon. The Israeli leader is under intense pressure to resume the war from his far-right political allies, who want to see Hamas crushed. They envision new Jewish settlements in Gaza and long-term Israeli rule there.
One of Netanyahu’s coalition partners already resigned in protest at the ceasefire deal and a second key ally has threatened to topple the government if the war doesn’t resume after the first phase. That would destabilize the government and could trigger early elections.
“Where is the total victory that this government promised?” Itamar Ben-Gvir, the former Cabinet minister who quit the government over the ceasefire said Monday.
Israel Ziv, a retired general, said restarting the war would require a new set of goals and that its motivations would be tainted.
“The war we entered into is over,” he told Israeli Army Radio. “Other than political reasons, I don’t see any reason to resume the war.”


Israel to free 110 Palestinian prisoners in Gaza truce swap Thursday: NGO

Israel to free 110 Palestinian prisoners in Gaza truce swap Thursday: NGO
Updated 29 January 2025
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Israel to free 110 Palestinian prisoners in Gaza truce swap Thursday: NGO

Israel to free 110 Palestinian prisoners in Gaza truce swap Thursday: NGO
  • Palestinian Prisoners’ Club said 30 minors are included in the release
  • 48 prisoners were serving jail terms of varying lengths

RAMALLAH: A Palestinian prisoners advocacy group said Israeli authorities would release 110 prisoners, including 30 minors, on Thursday as part of an exchange under a Gaza ceasefire deal agreed with Hamas.
“Tomorrow, 110 Palestinian prisoners are to be released,” the Palestinian Prisoners’ Club said in a statement, referring to the third exchange of hostages and prisoners under the truce, which began on January 19.
The group said the prisoners were expected to arrive in the “Radana area of Ramallah at around noon.”
Publishing the list of the prisoners, the group said 30 were under the age of 18, 32 had been sentenced to life imprisonment, and 48 others were serving jail terms of varying lengths.
The group also said that 20 of the prisoners set to be released would be sent into exile.
In the previous two swaps, seven Israeli hostages were freed by militants in exchange for 290 prisoners — almost all Palestinians, with the exception of one Jordanian.
On Thursday, three Israeli hostages are to be freed, along with five Thai nationals.
The three Israeli hostages are Arbel Yehud, Agam Berger and Gadi Moses. The identities of the five Thais are still unknown.
A fourth swap planned for Saturday will see three Israeli men released, according to Prime Minister Benjamin Netanyahu’s office.