Trump struggles with Zelensky while holding hope for peace with Putin

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Damsana Ranadhiran
  • Update Time : Wednesday, May 21, 2025
The White House, US President Donald Trump, Ukrainian President Vladimir Zelensky, Russian President Vladimir Putin, Moscow, Kiev, American, Eastern Europe, 

In a revealing series of statements made from the White House, US President Donald Trump-who is once again vying for the presidency-shed light on his fraught relationship with Ukrainian President Vladimir Zelensky while expressing optimism about potential progress in talks with Russian President Vladimir Putin. Amid continued efforts to mediate a ceasefire in the ongoing Russia-Ukraine conflict, Trump acknowledged the complexity of the situation and the challenges posed by high-level diplomacy.

While Trump has long advocated for direct negotiations between Moscow and Kiev, his recent comments underscore a recurring tension: a perception that Zelensky is less cooperative and more difficult to work with than his Russian counterpart. In sharp contrast, Trump described his latest phone call with Putin as “very good” and even hinted at “progress being made,” though he offered few specific details.

“Zelensky is a strong guy, and he’s not the easiest person to deal with,” Trump told reporters. “But I think he wants to stop… I hope the answer is that he wants to get it solved.”

This measured statement reflects Trump’s broader ambivalence. While he has not abandoned his role as a would-be mediator, he also signaled growing frustration with the Ukrainian government’s uncompromising stance. When asked if Ukraine was doing enough to end the war, Trump deferred judgment: “I’d rather tell you in about two weeks from now, because I can’t say yes or no.”

Trump’s history with the Zelensky administration has been characterized by mutual suspicion and abrupt confrontations. In one notable Oval Office meeting earlier this year, the Ukrainian delegation was reportedly asked to leave the room after Trump expressed dissatisfaction with what he perceived as intransigence from Kiev’s side. The president had demanded that Zelensky demonstrate a willingness to pursue peace rather than what Trump called “media posturing.”

According to White House aides familiar with the February incident, Trump warned the Ukrainian team that the United States “would not be dragged into another endless war” and emphasized that American support hinged on Ukraine showing readiness to negotiate directly with Moscow.

The sentiment has not changed. Trump’s latest remarks suggest that unless Ukraine softens its position, Washington might reconsider its involvement.

“I tell you, big egos involved, but I think something’s going to happen. And if it doesn’t, I just back away and they’re going to have to keep going,” Trump said, adding that while he has a personal “line” that would mark the end of his mediation efforts, he refuses to publicly define it for fear of complicating negotiations.

For his part, Russian President Vladimir Putin described his two-hour conversation with Trump as “substantive and quite candid.” Speaking from Moscow, Putin reiterated Russia’s interest in a diplomatic resolution and announced his willingness to work with Kiev on a memorandum that could lead to a broader peace agreement.

“In general, Russia’s position is clear. The main thing for us is to eliminate the root causes of this crisis,” Putin said, without directly referencing Ukraine’s territorial claims or NATO’s involvement in the conflict.

Putin’s comments suggest a calculated willingness to engage diplomatically under conditions favorable to Russia’s strategic goals. Trump’s appeal to Zelensky to “immediately” accept Moscow’s proposal for direct talks indicates alignment with this diplomatic approach-though it remains unclear what specific terms are being proposed.

President Zelensky, in contrast, struck a defiant tone in his public statements following the day’s flurry of calls. Confirming that he spoke with Trump twice-once before and once after Trump’s conversation with Putin-Zelensky emphasized that Ukraine would not accept any agreement made without its direct involvement.

“Ukraine wants to stop the war,” Zelensky said. “But we will not agree to any Russian ultimatums.”

He reiterated his demand for a “full and unconditional ceasefire” as a precondition for further talks, a position that clashes with what appears to be Trump’s more flexible, results-oriented diplomacy.

Zelensky’s insistence on rejecting ultimatums is reflective of broader concerns in Kiev that any compromise might come at the cost of Ukrainian sovereignty or territorial integrity. Many in Zelensky’s government worry that Washington’s push for direct talks could tilt toward legitimizing Russia’s gains on the ground in eastern Ukraine.

Trump’s recent engagement reflects an unusual balancing act. While attempting to present himself as a global peacemaker and pragmatic dealmaker, he risks alienating key allies by appearing to downplay Ukraine’s concerns. Nevertheless, Trump appears convinced that his personal rapport with Putin, coupled with his transactional approach to foreign policy, can break the diplomatic stalemate that has defined the Russia-Ukraine conflict since 2022.

Still, critics warn that Trump’s rhetoric may be interpreted by Moscow as a sign of wavering US support for Ukraine, particularly given the ongoing debates in Congress about military aid packages. Moreover, Trump’s dismissive tone toward Zelensky could further strain the already fragile relations between Washington and Kiev.

Whether Trump’s confidence in a pending breakthrough proves prescient or naïve remains to be seen. His reluctance to specify the terms of any possible deal leaves a wide range of scenarios open-some of which may be unacceptable to either Ukraine, Russia, or both.

In the meantime, Trump’s approach has added a new layer of complexity to an already delicate international crisis. As Putin and Zelensky continue to test the limits of diplomacy, the former US president is positioning himself as both a mediator and a potential kingmaker in Eastern Europe’s most volatile conflict.

With his candid remarks and combative style, Trump is once again making headlines on the global stage-not only as a presidential candidate but as a wildcard in one of the world’s most dangerous geopolitical confrontations. Whether his involvement leads to peace or further polarization may depend on how much Zelensky is willing to bend-and how far Trump is willing to go.

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Avatar photo Damsana Ranadhiran, Special Contributor to Blitz is a security analyst specializing on South Asian affairs.

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