Ahead of His U.N. Speech, Remember That Trump Is Learning Geopolitics in Real Time

U.S. President Donald Trump signs an executive order during an education event in the White House in Washington on March 20. ROBERTO SCHMIDT/AFP VIA GETTY IMAGES

New York – Free Yemen Eye – From – FP

This post is part of Foreign Policy’s ongoing coverage of the Trump administration.

When it comes to international conflict, U.S. President Donald Trump learns everything the hard way. On issue after issue—North Korea, Venezuela, Ukraine, Gaza, and more—Trump begins by bucking conventional wisdom and insisting that a bold new approach will yield breakthroughs. Implied, and often said outright, is that past officials who worked on the matter were feeble, inept, and craven. Trump insists that his determination and powers of persuasion will force seismic change—cowing enemies, bridging schisms, and achieving diplomatic masterstrokes.

Yet time and again, after gambles and gambits, Trump comes to the same conclusion: While he might not admit it, his approach reverts to something much closer to what policy wonks and advisors urged on him at the outset. Trump’s overconfidence and distrust of expertise drive time-consuming, costly, and sometimes embarrassing detours up clearly marked dead ends—which we may see again at his speech at the United Nations General Assembly on Tuesday. By recognizing this flash-to-fizzle arc, advocates, policymakers, and U.S. allies can work more effectively to exert their influence on the administration and push Trump more quickly up his learning curve.

This pattern has been evident since Trump’s first term. In 2017, he threatened “fire and fury” in response to North Korea’s escalating missile tests. He toughened sanctions on Pyongyang, pressed Beijing to use its leverage, and sought a face-to-face meeting with Kim Jong Un, preconditions be damned. Trump’s Singapore summit with Kim in June 2018 culminated in an airy declaration on denuclearization and peace. Yet a second summit the following year ended in deadlock, and a follow-up at the Korean Demilitarized Zone yielded nothing. Trump then defaulted to the grinding approach long advocated by experts: deterrence, isolation through sanctions, and reliance on pressure from regional allies. Bold talk of denuclearization faded.

Similar patterns occurred elsewhere in his first term. On Venezuela, Trump threatened military intervention to topple strongman Nicolás Maduro. He also urged Latin American allies to join a maximum pressure campaign and floated direct talks with Maduro. When progress proved unavailing, Trump resigned himself to disengagement and low-stakes pressure tactics resembling those of former President Barack Obama. (Eight years later, Trump is again ratcheting up pressure by blowing up Venezuelan vessels that the administration claims were carrying drugs to the United States. Yet while the moves are aggressive and legally dubious, there is no sign for now that Trump has the will to follow through on an attempt at regime change.)

On Afghanistan, after campaigning to end “forever wars” and musing on an abrupt withdrawal, Trump authorized secret talks with the Taliban and even floated the idea of inviting the group’s leadership to Camp David. When dialogue on a transformational truce faltered, Trump turned to a conditional withdrawal framework along lines that security and diplomatic experts had discussed for years.

On Iran, Trump disavowed Obama’s nuclear deal and swore to win more favorable terms. But talk of summits and grand bargains went nowhere, leading the Trump administration to set the clock back to a conventional, pre-Obama approach focused on containment and sanctions. On Cuba, Trump declared that he would roll back Obama’s opening in search of a “better deal.” Instead, relations froze, and the decades-old containment strategy sprung back to life.

The arc of craving a high-profile “deal” and then, when the moonshot falls short, losing interest and reverting to foreign policy-as-usual is back with a vengeance in Trump’s second term. During his 2024 campaign, Trump vowed to end the war in Ukraine “within 24 hours” of entering office, decrying the supposed incompetence of the Biden administration. In February, Trump touted a phone call with Russian President Vladimir Putin and claimed that peace talks would soon convene. Trump then shocked U.S. allies by publicly berating Ukrainian President Volodymyr Zelensky and pausing intelligence and military cooperation with a beleaguered Kyiv.

As talks stalled and Russia’s missile attacks intensified, Trump reluctantly backed off claims of a unique bond with Putin. His high-profile summit with the Russian leader in Alaska last month failed to achieve much, and now, the United States and Europe are back to focusing on how to strengthen Ukraine’s hand through military assistance.

Trump’s engagement on the Israel-Hamas war has differed in a key respect, in that he has not entered into talks himself. Instead, in February, he dropped a bombshell from the White House, proposing to turn the enclave into “the Riviera of the Middle East.” The grandiose idea, which would force Jordan and Egypt to accept the relocation of Palestinians, was a nonstarter roundly judged as unworkable, illegal, and offensive. Now, the Trump administration is back to the drawing board here, too.

In late August, Trump reportedly met with his son-in-law, Jared Kushner, an architect of Middle East policy during his first term, and former U.K. Prime Minister Tony Blair to discuss Gaza’s postwar governance—a matter cited by experts for years as an essential yet painstaking predicate to ending the war. Since then, Trump has adopted a passive posture, with Secretary of State Marco Rubio conceding last week what the Biden administration confronted over 15 months of vigorous effort: namely, that the war in Gaza may have no path to diplomatic resolution.

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