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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1:06
‘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.
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0:22
Trump’s envoys walk around Moscow
They finally got down to business in the Kremlin more than six hours after arriving in Russia. And by that point, it was already clear that the one thing they had come to Moscow for wasn’t on offer: Russia’s agreement to their latest peace plan.
According to Vladimir Putin, it’s all Europe’s fault. While his guests were having lunch, he was busy accusing Ukraine’s allies of blocking the peace process by imposing demands that are unacceptable to Russia.
The Europeans, of course, would say it’s the other way round.
But where there was hostility to Europe, only hospitality to the Americans – part of Russia’s strategy to distance the US from its NATO allies, and bring them back to Moscow’s side.
Image: Vladimir Putin and Steve Witkoff shaking hands in August. AP file pic
Putin thinks he’s winning…
Russia wants to return to the 28-point plan that caved in to its demands. And it believes it has the right to because of what’s happening on the battlefield.
It’s no coincidence that on the eve of the US delegation’s visit to Moscow, Russia announced the apparent capture of Pokrovsk, a key strategic target in the Donetsk region.
It was a message designed to assert Russian dominance, and by extension, reinforce its demands rather than dilute them.
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0:47
‘Everyone must be on this side of peace’
…and believes US-Russian interests are aligned
The other reason I think Vladimir Putin doesn’t feel the need to compromise is because he believes Moscow and Washington want the same thing: closer US-Russia relations, which can only come after the war is over.
It’s easy to see why. Time and again in this process, the US has defaulted to a position that favours Moscow. The way these negotiations are being conducted is merely the latest example.
With Kyiv, the Americans force the Ukrainians to come to them – first in Geneva, then Florida.
As for Moscow, it’s the other way around. Witkoff is happy to make the long overnight journey, and then endure the long wait ahead of any audience with Putin.
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FIFA has backed away from using dynamic pricing for all 2026 World Cup tickets amid concerns about the cost of attending the tournament in North America.
The organisers insisted they always planned to ring-fence tickets at set prices to follow your own team.
But the announcement comes just days ahead of Friday’s tournament draw in Washington DC, which Donald Trump plans to attend.
Fans will have to wait until Saturday to know exactly where and when their teams will be playing in next summer’s tournament.
Image: Scotland will be one of the teams in the tournament, held in North America and Mexico
Variable pricing – fluctuating based on demand – has never been used at a World Cup before, raising concerns about affordability.
England and Scotland fans have been sharing images in recent days of ticket website images highlighting cost worries.
But world football’s governing body said in a statement to Sky News: “FIFA can confirm ringfenced allocations are being set aside for specific fan categories, as has been the case at previous FIFA World Cups. These allocations will be set at a fixed price for the duration of the next ticket sales phase.
“The ringfenced allocations include tickets reserved for supporters of the Participating Member Associations (PMAs), who will be allocated 8% of the tickets for each match in which they take part, including all conditional knockout stage matches.”
FIFA says the cheapest tickets are from $60 (£45) in the group stage. But the most expensive tickets for the final are $6,730 (£5,094).
There will also be a sales window after the draw from 11 December to 13 January when ticket applications will be based on a fixed price for those buying in the random selection draw.
It is the biggest World Cup with 104 matches after the event was expanded from 32 to 48 teams. There are also three host nations for the first time – with Canada and Mexico the junior partners.
Image: The tournament mascots as seen in Mexico in October. Pic: Reuters
“The pricing model adopted for FIFA World Cup 26 reflects the existing market practice for major entertainment and sporting events within our hosts on a daily basis, soccer included,” FIFA’s statement continued.
“This is also a reflection of the treatment of the secondary market for tickets, which has a distinct legal treatment than in many other parts of the world. We are focused on ensuring fair access to our game for existing but also prospective fans.”
The statement addressed the concerns being raised about fans being priced out of attending.
FIFA said: “Stadium category maps do not reflect the number of tickets available in a given category but rather present default seating locations.
“FIFA resale fees are aligned with North American industry trends across various sports and entertainment sectors.”
Ireland, Northern Ireland and Wales could also still qualify.
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0:22
Trump’s envoys walk around Moscow
They finally got down to business in the Kremlin more than six hours after arriving in Russia. And by that point, it was already clear that the one thing they had come to Moscow for wasn’t on offer: Russia’s agreement to their latest peace plan.
According to Vladimir Putin, it’s all Europe’s fault. While his guests were having lunch, he was busy accusing Ukraine’s allies of blocking the peace process by imposing demands that are unacceptable to Russia.
The Europeans, of course, would say it’s the other way round.
But where there was hostility to Europe, only hospitality to the Americans – part of Russia’s strategy to distance the US from its NATO allies, and bring them back to Moscow’s side.
Image: Vladimir Putin and Steve Witkoff shaking hands in August. AP file pic
Putin thinks he’s winning…
Russia wants to return to the 28-point plan that caved in to its demands. And it believes it has the right to because of what’s happening on the battlefield.
It’s no coincidence that on the eve of the US delegation’s visit to Moscow, Russia announced the apparent capture of Pokrovsk, a key strategic target in the Donetsk region.
It was a message designed to assert Russian dominance, and by extension, reinforce its demands rather than dilute them.
Please use Chrome browser for a more accessible video player
0:47
‘Everyone must be on this side of peace’
…and believes US-Russian interests are aligned
The other reason I think Vladimir Putin doesn’t feel the need to compromise is because he believes Moscow and Washington want the same thing: closer US-Russia relations, which can only come after the war is over.
It’s easy to see why. Time and again in this process, the US has defaulted to a position that favours Moscow. The way these negotiations are being conducted is merely the latest example.
With Kyiv, the Americans force the Ukrainians to come to them – first in Geneva, then Florida.
As for Moscow, it’s the other way around. Witkoff is happy to make the long overnight journey, and then endure the long wait ahead of any audience with Putin.
Captivate
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