The Great Betrayal: How a U.S. Envoy Helped Russia Shape a Plan Against an American Ally

By Brian Daitzman

On October 14, as Bloomberg reported, Steve Witkoff, the newly appointed special envoy, placed a five-minute call to Yuri Ushakov, Vladimir Putin’s senior foreign-policy adviser. He did not present an American position or outline U.S. red lines.

Instead, he coached Ushakov with an ease that would have been notable even in peacetime. According to the Bloomberg recording, Witkoff offered no deterrent message. Rather, he advised a senior Russian official on how best to flatter and influence an American president whose sensitivity to praise has been extensively documented in U.S. and foreign reporting. He urged Ushakov to schedule the call before President Volodymyr Zelensky’s October 17 White House visit, ensuring that Moscow—not Kyiv—would reach President Donald Trump first. He proposed beginning with congratulations on the Gaza agreement, describing Trump as a “man of peace,” presenting Russia as cooperative, and invoking the “20-point” Gaza plan as a model. He even encouraged Putin to reference earlier “Steve and Yuri” conversations to signal rapport.

This guidance did not come from Moscow’s political operatives. It came from a U.S. envoy—advice that helped an adversary prepare for a conversation with the American president at a moment when Ukraine depended on U.S. backing for its survival.

In American diplomacy, envoys do not serve as communications consultants to foreign leaders, especially not to adversaries engaged in active war. AFSA guidance, State Department protocol, and the White House’s “One Voice” doctrine all define envoys as extensions of the Secretary of State, charged with advancing U.S. policy rather than refining an adversary’s messaging.

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