Last month, Israel made a surprising diplomatic move, voting alongside the United States and Russia against a United Nations resolution reaffirming Ukraine’s territorial integrity. It was the first time Israel had taken such a stance since the war began—raising questions about the pressure Jerusalem faces as President Trump reshapes U.S. foreign policy.

Since taking office in January, Trump has distanced himself from Biden’s strong backing of Ukraine, labeling President Volodymyr Zelensky a “dictator” and urging him to agree to a ceasefire with Moscow. Tensions boiled over in a high-stakes White House meeting where Zelensky clashed publicly with both Trump and Vice President J.D. Vance.

For former Israeli Ambassador to the U.S. Michael Oren, the moment was strikingly familiar. He recalls a pivotal 2011 exchange in the Oval Office when Israeli Prime Minister Benjamin Netanyahu directly challenged President Obama’s Middle East policy. Oren sees important parallels between Netanyahu’s bold approach and the situation Zelensky now faces.

In this episode, we explore how smaller nations like Israel and Ukraine navigate relationships with global superpowers, what diplomatic leverage they hold, and what lessons can be drawn from history.

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Mentioned in the episode: Michael Oren: What Zelensky Can Learn from Netanyahu