How Trump’s Hero Winston Churchill Would Handle Putin and Ukraine
Summary
The article compares President Donald Trump’s approach to Russia and Ukraine with Winston Churchill’s diplomacy, drawing on historians’ accounts of Churchill’s dealings with Moscow. It says Churchill favored direct summit talks and could bargain over smaller nations’ interests, but argued from strength and sought a price for agreements.Key Facts
- Trump has publicly described Churchill as a hero and restored Churchill’s bust to the Oval Office in 2025.
- The article reports that Trump criticized British Prime Minister Keir Starmer by saying, “This is not Winston Churchill,” during a dispute over U.S. access to British bases for strikes on Iran.
- Historian Richard Toye said Churchill continued to favor personal meetings with leaders to address major international problems until he left office in 1955.
- Churchill called for a “parley at the summit” with Moscow in a 1950 speech in Edinburgh.
- During a 1944 meeting in the Kremlin, Churchill proposed a division of influence that assigned Russia 90 percent predominance in Romania and Britain 90 percent influence in Greece; Stalin marked the proposal with a blue pencil.
- Historian Martin Folly described the 1944 proposal as a “clear cold-blooded bargain.”
- The article reports that Trump envoy Steve Witkoff met Russian President Vladimir Putin in St. Petersburg on October 21, 2026, and that trilateral Ukraine negotiations were expected in November.
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