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Steve Witkoff, the Businessman Turned War Envoy

Just a few years ago, Steve Witkoff was just another New York real estate developer and a longtime friend of Donald Trump. His appointment as special envoy for the Middle East and then, de facto, for the Russia-Ukraine crisis, came as a surprise even in Washington diplomatic circles, which are accustomed to the low-key careers of State Department officials. Yet he has no formal diplomatic training and no prior experience mediating between warring states.

This choice reflects a specific philosophy of Trump’s: personal trust takes precedence over institutional expertise. Witkoff has already made numerous trips to Moscow since the start of the second term, meeting directly with Putin on several occasions. He embodies a style of diplomacy based on close personal ties, where direct access to the U.S. president counts for more than in-depth knowledge of the issues.

Jared Kushner, the Son-in-Law Turned International Negotiator

Jared Kushner, Donald Trump’s son-in-law and former White House adviser during the first term, has built his diplomatic reputation on the Abraham Accords in the Middle East. His now-announced involvement in the Ukraine issue further expands the very small circle of Trump’s most trusted confidants tasked with negotiating with foreign heads of state—including those accused of war crimes by the International Criminal Court.

I’ll say it plainly: this extreme centralization of U.S. diplomacy around two of the president’s close personal associates deeply troubles me. It bypasses decades of accumulated expertise at the State Department. But I also acknowledge—with a candor that costs me nothing—that it may have helped open channels with Moscow that traditional diplomacy had long since closed.

This content was created with the help of AI.

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