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Steve Witkoff, the Businessman Turned Diplomat

Steve Witkoff, a New York real estate developer who became Trump’s special envoy, perfectly embodies the Trump era of diplomacy: no career in foreign affairs, no training in international law, but a network of personal connections with world leaders, cultivated through luxury real estate deals. Witkoff had already met with Putin in Moscow in December 2025, accompanied by Kushner, during a five-hour session that did not result in any concrete agreement.

His background is both his strength and his weakness: he can speak directly to Putin without the usual protocol filters, but he does not grasp the subtleties of international humanitarian law, armistice treaties, or verification mechanisms. He negotiates the way one buys a building—by seeking a price acceptable to both parties, without dwelling too much on the ancillary clauses. For Ukraine, these ancillary clauses are often a matter of national survival.

Jared Kushner, the President’s Son-in-Law in the Shadows

Jared Kushner, Trump’s son-in-law and a former White House adviser during the first term, has reemerged as a diplomatic player following his father-in-law’s reelection. His experience with negotiations in the Middle East—notably the 2020 Abraham Accords—gives him real legitimacy in the corridors of Arab foreign ministries. In Moscow, his role is less clear-cut: the Russians view him as the most direct channel to Trump, making him a valued interlocutor for the Kremlin.

Kremlin spokesperson Dmitry Peskov stated on June 24, 2026, that the two envoys were “busy with other matters” but that discussions would resume “as soon as they are available.” This patiently bureaucratic phrasing masks Moscow’s real impatience: the Kremlin wants to negotiate directly with Trump, and Witkoff and Kushner are the only links connecting the two presidents on the issue of Ukraine.


Kushner and Witkoff are not diplomats in the traditional sense—they are dealmakers. But is an approach that might work for a real estate transaction or Arab normalization agreements suited to the complexity of a war that has been raging for more than four years? I’m not so sure. But in the Trump system, these are the cards on the table.

This content was created with the help of AI.

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