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There’s a line you get all the time in debates: “After all, we allied with Stalin to beat Hitler.” I don’t like it much as an argument because the implication is that anyone who isn’t worse than Stalin is fair game, and there are very few people who can’t clear that bar. But never mind that, what about it as a historical question; should we have allied with Stalin?
Take the same history right up until June 22, 1941. The Wehrmacht rolls Panzers into the Soviet Union. Roosevelt cables Churchill, “The important thing is to beat Hitler, but do we really need to supply the communists?” Churchill cables back, “If Hitler invaded hell, I wouldn’t invite the devil to tea.”