Unpacking Trump's dramatic U-turn on Ukraine

The US president—having previously said Kyiv would need to concede lost territory to Moscow—now says victory is possible and it can regain seized land. What changed?

President of Ukraine Volodymyr Zelenskyy and US President Donald Trump attend a bilateral meeting during the 80th session of the UN’s General Assembly (UNGA) at the UN headquarters on September 23, 2025, in New York City.
CHIP SOMODEVILLA / Getty
President of Ukraine Volodymyr Zelenskyy and US President Donald Trump attend a bilateral meeting during the 80th session of the UN’s General Assembly (UNGA) at the UN headquarters on September 23, 2025, in New York City.

Unpacking Trump's dramatic U-turn on Ukraine

US President Donald Trump’s dramatic U-turn on the Ukraine conflict—where he has now stated explicitly that Kyiv can achieve victory—may be good news for Ukrainian President Volodymyr Zelenskyy on a personal level. But there are no guarantees that it will make any material difference to the Ukrainian war effort.

Since returning to the White House in January, Trump’s approach to the Ukraine issue has been unpredictable, to say the least. For the past year, the US leader has been decidedly lukewarm about supporting Ukraine in its long-running conflict with Russia—an attitude that was very much in evidence during his now infamous dressing down of Zelenskyy in the White House in February, when he publicly berated the Ukrainian leader over his handling of the conflict.

While relations between the two leaders have improved markedly since that low point—not least because of Zelenskyy’s willingness to engage positively with the Trump administration’s efforts to end the conflict— questions have remained about just how much support the US president is prepared to commit to the ongoing war.

These concerns have been exacerbated by Trump’s attempts to deal directly with Russian President Vladimir Putin to end the conflict—an initiative that seemed to be leaning in Moscow's favour when the two presidents met in Alaska in August.

Since then, there has been a marked change in Trump’s attitude towards Putin, with the US leader openly questioning whether the Russian leader has any serious interest in pursuing a peaceful resolution.

Deepening scepticism

Trump’s deepening scepticism about Putin’s motives was very much in evidence during his second state visit to the UK this month, when he revealed during a press conference with UK Prime Minister Sir Keir Starmer that Putin had “let me down”.

The breakdown in Trump’s relationship with Putin has now resulted in the US leader undertaking a radical shift in his support for Ukraine. Having previously suggested that Kyiv would need to hand over territory in eastern Ukraine and Crimea in order to achieve peace, Trump is claiming that Ukraine has the ability to "win all of Ukraine back in its original form".

In a post on his Truth Social platform, the American leader insisted Ukraine could get back "the original borders from where this war started" with the support of Europe and NATO, due to pressures on Russia's economy.

His comments followed talks with Zelenskyy after he addressed the UN General Assembly in New York. Trump explained that his position had changed "after getting to know and fully understand the Ukraine/Russia military and economic situation".

"Putin and Russia are in BIG Economic trouble, and this is the time for Ukraine to act," he added, labelling Russia as a "paper tiger".

Zelenskyy later admitted in an interview with Fox News that Trump's Truth Social post about Ukraine had taken him by surprise, but he took it as a "positive signal" that Trump and the US "will be with us to the end of the war".

"I think the fact that Putin was lying to President Trump so many times also made a difference between us," he said.

Meanwhile, Russian President Vladimir Putin's spokesman, Dmitry Peskov, suggested Trump had changed his position on Ukraine simply because of his meeting with the Ukrainian leader. The US president, he told reporters, had made the comments "apparently under the influence of the vision put forward by Zelenskyy... this vision is in absolute contrast with our understanding of the current state of affairs".

Trump’s more hawkish outlook on the Ukraine conflict was also reflected in comments he made on Russia’s recent military incursions into European airspace. Trump said NATO nations had every right to shoot down Russian planes breaching their airspace.

Poland's foreign minister, Radoslaw Sikorski, responded to Trump’s comments on social media with a brief message of approval: "Roger that."

Despite Trump's more bullish support for Ukraine, doubts remain whether this will result in the US providing more tangible backing for Kyiv's war effort

Russia's willingness to challenge NATO's defences has been very much in evidence in recent weeks, with both Estonia and Poland claiming that Russia violated its airspace in separate incidents. Romania, another NATO member, also said Russian drones breached its airspace.

Russia's action is seen as a deliberate attempt to warn European countries against maintaining their support for Ukraine, and has prompted a robust response from the NATO alliance, which has issued a statement in response, stating that it would use "all necessary military and non-military tools" to defend itself.

Lingering doubts

Despite Trump's more bullish support for Ukraine, doubts remain whether this will result in the US providing more tangible backing for Kyiv's war effort or will result in the US expecting its European allies to do more of the heavy lifting in terms of supporting Ukraine.

Tensions have arisen between Washington and Europe over the fact that a number of European countries are continuing to rely on Russian energy supplies, prompting Trump to comment in his UN address that they were "funding a war against themselves". Washington is also frustrated that Europe has yet to act on the estimated $350bn in frozen Russian assets that it believes could be freed up to fund both Ukraine's war effort and reconstruction programme.

European Commission President Ursula von der Leyen, who met with Trump at the UN, insists that the European Union is tightening the pressure on Russian oil and gas exports. "By 2027, Europe will have turned the page on Russian fossil fuels for good," she posted on X.

Even so, there is a strong feeling in Washington that the Europeans could do much more to support the Ukrainian cause, including providing Kyiv with advanced military weaponry. German Chancellor Friedrich Merz, for example, has previously suggested providing Ukraine with Taurus cruise missiles, although no weapons have yet been delivered. The Europeans could also ease restrictions on allowing Ukraine to strike targets in Russia, a move that could adversely affect the Russian economy.

Certainly, if Trump is serious in his belief that Ukraine could actually achieve victory in its war with Russia, any fresh support the US and its European allies can provide to Kyiv could prove decisive in ending this tragic conflict once and for all.

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