As the world waits for Russia’s next move over the US-proposed ceasefire deal with Ukraine, only one man has been trusted to head up Donald Trump’s envoy to Moscow – and he’s far from the typical diplomat.
Initially named as Mr Trump’s Middle East envoy shortly after the US election, Steve Witkoff has since been involved in negotiations with Russia about ending the war in Ukraine.
His surprise trip to Moscow last month to achieve the release of US citizen Marc Fogel seemed to secure the 67-year-old as the US leader’s geopolitical dealmaker-in-chief.
Off the back of his first meeting with Russian President Vladimir Putin, Mr Witkoff is believed to be seeing him again later this week to discuss diplomatic proposals – though the Kremlin is yet to confirm this.
He has been chosen to go to Moscow by Mr Trump over US secretary of state Marco Rubio, who on paper is the country’s top diplomat, and Keith Kellogg, who was assigned to be the US envoy for Russia-Ukraine peace talks back in January.
So who is Steve Witkoff, and how important a figure will he be as the US tries to navigate peace between Russia and Ukraine?
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0:34
‘Trump is listening intently’ to European leaders
From New York real estate to the Oval Office
Born in the Bronx, New York State, Mr Witkoff trained as a lawyer in real estate before turning his hand to property development.
In the 1990s he created his company, the Witkoff Group, which owns a number of properties in New York, most notably the Park Lane Hotel and The Woolworth Building.
Similarly to Mr Trump, he brought his close family members into his company, including his wife, Lauren Rappoport, and their sons Zach and Alexander, who is co-chief executive.
As of 2019, the Witkoff Group owned almost 50 properties across the US and the rest of the world.
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‘If Russia says no, it will tell us a lot’
‘My dear friend President Trump’
The billionaire has known Mr Trump for decades, having first met him through a New York real estate company where the now president was a client.
Having remained close, the pair bonded over their mutual love of golf, and weredescribed by US senator Lindsey Graham as “longtime golf buddies”.
Mr Witkoff was one of those on the fifth hole with the president at his course in West Palm Beach, Florida, in September last year, when a second apparent assassination attempt was made on his life.
Image: Mr Trump and Mr Witkoff back in 2018. Pic: AP
But despite being regular opponents on the course, Mr Witkoff and Mr Trump are very much aligned in politics, with the businessman having donated to the Republican Party during the 2024 election.
He even spoke at the Republican National Convention back in July last year, where he said he had the “privilege” of calling Mr Trump a “true and dear friend for many years, in good times and bad times”.
Mr Witkoff also firmly backed Mr Trump’s foreign policy, saying at the inauguration parade: “We are done carrying the financial burden of nations that are unwilling to fund their own progress.
“The days of blank checks are over”.
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During Mr Trump’s first term in office, Mr Witkoff played a more minor role, serving as one of the president’s Great American Economic Revival Industry Groups – which aimed to combat the effects of the COVID-19 pandemic.
It was over lunch with Mr Trump after his second election win that Mr Witkoff reportedly broached the idea of working on the Middle East – a region he has extensive business ties with, according to NBC.
“That stunned me because I didn’t know he was that interested in the Middle East,” Senator Graham told NBC back in January, while discussing Mr Witkoff’s appointment.
“And Trump looked at me and said: ‘Well, a million people have tried. Let’s pick a nice guy who’s a smart guy’.”
Image: Mr Trump and Mr Witkoff speaking in January. Pic: AP
Since the beginning of the year, Mr Witkoff has proven to be a critical player in negotiations between Israel and Hamas – helping to secure January’s ceasefire deal which has so far seen the release of some of the remaining Israeli hostages in exchange for Palestinian prisoners.
One person familiar with the negotiations described Mr Witkoff to NBC as someone who is “very much engaged” with “his heart is in the right place”.
A Middle Eastern diplomat, who spoke with NBC on condition of anonymity at the time, added that the businessman was a tough negotiator but was also able to “empathise” with parents who have lost their children on both sides of the conflict, as he openly spoke about his son Andrew, who died of an OxyContin overdose in 2011 aged 22.
Image: US delegation – featuring Mr Witkoff – meets with Saudi and Russian officials. Pic: Reuters
Growing criticism
Despite praise for Mr Witkoff’s approach to geopolitics, there is also growing criticism against him.
Shortly after his visit to Gaza back in January, he backed Mr Trump’s surprise announcement that the US wanted to “develop” the region and turn it into the “Riviera of the Middle East”.
Mr Trump suggested that Gaza’s two million people would not return to their territory under the plans, which has been widely criticised as amounting to ethnic cleansing.
Image: Mr Witkoff said he had developed a ‘friendship’ with Vladimir Putin
Mr Witkoff also faces questions over his first private meeting with President Putin last month, in which he said he had developed a “friendship”with the Russian leader.
Speaking about his relationship with Mr Putin, he said: “I spent a lot of time with Putin. Talking and developing a friendship and relationship with him…”
He claimed their conversation lasted over three hours.
However, the details of the conversation and what was discussed have never been released, with only translators present at the time.
The Belgian prime minister said he is “sceptical” about giving Ukraine a loan using frozen Russian assets, and tells Sky News that it would need to be done with European partners.
Bart De Wever met Sir Keir Starmer at Downing Street on Friday for talks on using frozen Russianassets, the majority of which are held in Belgium, to fund Ukraine.
European Council president Antonio Costa said this week that members were close to greenlighting the proposal, but the Belgian prime minister has not ruled out taking legal action against the EU if the bloc decides to confiscate the assets.
“I don’t think we hold the key, but we do hold a lot of Russian assets,” he said. “Will we do it with a European solution or with the reparation loan? I’m sceptical about a loan. I’m not going to lie.
“That’s because I’m heavily exposed to the liabilities of such an operation. But I’m a loyal European. I’m loyally pro Ukraine.”
Image: ‘I’m not the only one who holds immobilised assets, there are other countries’. Pic: Reuters
The Belgian prime minister then said “if you want to go through with this, we could,” but said there would need to be “the mutualisation of the risk of it being a liquidity safety net”.
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“The idea that we do this all together,” he said. “But I’m not the only one who holds immobilised assets, there are other countries like the UK, like France.
“If you go together, then you’re under a big umbrella and you’re not the only one that is exposed to all the risks.”
Russian assets worth €190bn are held in Belgium, De Wever said outside Number 10, compared with €8bn worth in the UK.
When asked if he received assurances on shared liability from Sir Keir, Mr De Wever added: “I’m not sure that I’m at liberty to say what the Prime Minister has told me… but it was a constructive meeting”.
Image: Pics: Reuters
‘It’s something historic’
Mr De Wever also said that the meeting was timely and noted “I’ve even been described as a Russian asset” for his stance on the proposal.
“It worries me a lot, of course. The exposure risk is huge. €190bn plus damages, and litigation that could go on, go on for two decades.
“It’s a tall order, because until two months ago, we considered this to be an operation that we would never do… It’s not a detail. It’s something historic.
“So to get that all in the right wording, with the right reassurances, it’s quite something.”
A Downing Street spokesperson said in a statement that Mr De Wever and Sir Keir “discussed ongoing work, together with European partners, on addressing Ukraine’s financial needs, including through the use of the value of immobilised Russian Sovereign Assets”.
“They agreed to continue to work together closely to make progress on this complex issue,” they added.
It comes as Russia’s central bank said on Friday that the plan was “illegal” and that it reserved the right to take any means necessary to protect its interests.
Meanwhile, the EU has indefinitely frozen Russia’s assets in Europe using a special procedure meant for economic emergencies to prevent the billions of euros from being used to support Ukraine.
Hungarianprime minister Viktor Orban – who has friendly relations with Russian President Vladimir Putin – accused the European Commission, which prepared the decision, “of systematically raping European law.”
“It is doing this in order to continue the war in Ukraine, a war that clearly isn’t winnable,” he added on social media.
Slovakianprime minister Robert Fico has also said that he would refuse to support any move that “would include covering Ukraine’s military expenses for the coming years”.
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He is set to meet German chancellor Friedrich Merz and also speak with representatives of Britain and France, it’s understood.
It also comes as Ukraine’s deputy energy minister said that Russia has launched 1,800 missiles, 50,000 drones and attacked energy facilities 4,500 times since the start of the year.
Roman Andarak told a briefing: “There are no examples in recent history of an energy system existing under such conditions – such large-scale, targeted terror.
“Unfortunately, this terror is intensifying every day.”
An oil tanker seized by the US off the Venezuelan coast on Wednesday spent years trying to sail the seas unnoticed.
Changing names, switching flags, and vanishing from tracking systems.
That all came to an end this week, when American coast guard teams descending from helicopters with guns drawn stormed the ship, named Skipper.
A US official said the helicopters that took the teams to the tanker came from the aircraft carrier USS Gerald R Ford.
Image: The USS Gerald R Ford (in grey) off the US Virgin Islands on 4 December. Source: Copernicus
The sanctioned tanker
Over the past two years, Skipper has been tracked to countries under US sanctions including Iran.
TankerTrackers.com, which monitors crude oil shipments, estimates Skipper has transported nearly 13 million barrels of Iranian and Venezuelan oil since 2021.
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And in 2022, the US Treasury Office of Foreign Assets Control (OFAC) placed Skipper, then known as Adisa, on its sanctions list.
But that did not stop the ship’s activities.
Image: Skipper pictured from the Venezuelan shore. Source: TankerTrackers.com
In mid-November 2025, it was pictured at the Jose Oil Export Terminal in Venezuela, where it was loaded with more than one million barrels of crude oil.
Image: Skipper (R) loads up with crude oil at the Jose Oil Export Terminal in Venezuela. Source: Planet
It left Jose Oil Export Terminal between 4 and 5 December, according to TankerTrackers.com.
And on 6 or 7 December, Skipper did a ship-to-ship transfer with another tanker in the Caribbean, the Neptune 6.
Ship-to-ship transfers allow sanctioned vessels to obscure where oil shipments have come from.
The transfer with Neptune 6 took place while Skipper’s tracking system, known as AIS, was turned off.
Image: Skipper (R) and Neptune 6 in the Caribbean Sea during an AIS gap. Source: European Union Copernicus Sentinel and Kpler
Dimitris Ampatzidis, senior risk and compliance manager at Kpler, told Sky News: “Vessels, when they are trying to hide the origin of the cargo or a port call or any operation that they are taking, they can just switch off the AIS.”
Matt Smith, head analyst US at Kpler, said they believe the ship’s destination was Cuba.
Around five days after leaving the Venezuelan port, it was seized around 70 miles off the coast.
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Skipper has tried to go unnoticed by using a method called ‘spoofing’.
This is where a ship transmits a false location to hide its real movements.
“When we’re talking about spoofing, we’re talking about when the vessel manipulates the AIS data in order to present that she’s in a specific region,” Mr Ampatzidis explained.
“So you declare false AIS data and everyone else in the region, they are not aware about your real location, they are only aware of the false location that you are transmitted.”
When it was intercepted by the US, it was sharing a different location more than 400 miles away from its actual position.
Image: The distance between Skipper’s spoofed position on AIS (towards the bottom right hand corner) and its real position when seized by the US. Source: MarineTraffic
Skipper was manipulating its tracking signals to falsely place itself in Guyanese waters and fraudulently flying the flag of Guyana.
“We have really real concerns about the spoofing events,” Mr Ampatzidis told Sky News.
“It’s about the safety on the seas. As a shipping industry, we have inserted the AIS data, the AIS technology, this GPS tracking technology, more than a decade back, in order to ensure that vessels and crew on board on these vessels are safe when they’re travelling.”
Dozens of sanctioned tankers ‘operating off Venezuela’
Skipper is not the only sanctioned ship off the coast of Venezuela.
According to analysis by Windward, 30 sanctioned tankers were operating in Venezuelan ports and waters as of 11 December.
Image: About 30 sanctioned tankers are currently operating in Venezuelan waters. Source: Windward Maritime AI Platform
The tanker seizure is a highly unusual move from the US government and is part of the Trump administration’s increasing pressure on Venezuelan President Nicolas Maduro.
In the past, Mr Ampatzidis explained, actions like sanctions have had a limited effect on illegally operating tankers.
But the seizure of Skipper will send a signal to other dark fleet ships.
“From today, they will know that if they are doing spoofing, if they are doing dark activities in closer regions of the US, they will be in the spotlight and they will be the key targets from the US Navy.”
The Data X Forensics team is a multi-skilled unit dedicated to providing transparent journalism from Sky News. We gather, analyse and visualise data to tell data-driven stories. We combine traditional reporting skills with advanced analysis of satellite images, social media and other open source information. Through multimedia storytelling we aim to better explain the world while also showing how our journalism is done.
Volodymyr Zelenskyy says the US has offered to create a “free economic zone” in the contested Donbas region of eastern Ukraine in a bid to push a peace deal over the line.
The Donbas – an industrial and coal-mining area primarily made up of the Donetsk and Luhansk regions – has become one of the key sticking points in the US-proposed peace plan.
The first draft of the plan, widely leaked last month, stipulated that Ukraine must withdraw from areas of the Donbas it currently controls, thought to be a minority portion, as a condition for peace.
Image: Donald Trump meeting with Ukrainian President Volodymyr Zelenskyy at the White House in February. Pic: Reuters
Ukraine considered that point “unacceptable”, and Mr Zelenskyy has spent the last few weeks drafting a response to the plan that removed “obvious anti-Ukraine points”.
After a series of meetings with Ukraine’s European allies, including a trip to London to meet Sir Keir Starmer on Monday, Zelenskyy said on Thursday that he’d sent Washington a revised peace plan, whittled down to just 20 points.
The new US proposal envisions Ukraine withdrawing from its territory in the Donbas without the Russians advancing, creating a neutral zone.
But Zelenskyy poured cold water on the plans as he briefed journalists in Kyiv.
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Image: Rescuers work after a Russian air strike in Sumy region, Ukraine. Pic: Reuters
“Who will govern this territory, which they are calling a ‘free economic zone’ or a ‘demilitarised zone’ – they don’t know,” he said.
“If one side’s troops have to retreat and the other side stays where they are, then what will hold back these other troops, the Russians? Or what will stop them disguising themselves as civilians and taking over this free economic zone? This is all very serious.
“It’s not a fact that Ukraine would agree to it, but if you are talking about a compromise then it has to be a fair compromise.”
Sky News military analyst Michael Clarke gave an ominous assessment of the proposal, saying it left “no physical solution” to resolve the problem of future attacks.
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49:17
Michael Clarke assesses the state of the war in Ukraine
He said: “If Ukraine gives up the fortress cities in the Donbas, the only security they can have is by being heavily armed and being backed by their allies in some way.”
“The only thing that would stop Russia is deterrence: the knowledge that either the European forces were sitting in Ukraine ready to fight for them, which is hard to imagine at the moment, and even harder to imagine that they are backed up by American forces.”
Matthew Savill, director of military sciences at the Royal United Service Institute, was similarly sceptical.
“The general view is that the Russians will be too tempted to… try and come back for more,” he told Sky News.
He added that “some kind of temporary ceasefire” might work, but it would require “the Europeans to demonstrate they can put their forces where their mouth is in terms of a reassurance force”.
Amid this backdrop there was a meeting today of the coalition of the willing – the 34-strong bloc of nations pledged to support Ukraine against Russian aggression, of which Britain is a part.
There was agreement to continue to fund military support, “progress on mobilising frozen Russian sovereign assets”, and an update from Zelenskyy on Russia’s continued bombardment of his country, according to Downing Street.
Afterwards, Zelenskyy said the bloc was working to ensure any peace deal contains “serious components of European deterrence”.
Image: A Ukrainian serviceman in combat practice in Kharkiv region, Ukraine. Pic: Reuters
He added: “It is important that the United States is with us and supports these efforts. No one is interested in a third Russian invasion.”
He also addressed growing pressure from the US for an election in Ukraine, saying “there must be a ceasefire” before the country can go to the polls.
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Zelenskyy’s term expired last year, but wartime elections are forbidden by law in Ukraine.
Meanwhile, the tone tonight from the White House was one of impatience, with Trump’s team saying he wouldn’t attend further meetings until there’s a real chance of signing a peace deal.
“The president is extremely frustrated with both sides of this war, and he is sick of meetings just for the sake of meeting,” said White House spokeswoman Karoline Leavitt.