It's a well-known fact that as a young man Ronald Reagan supported Franklin Roosevelt's New Deal.
An acquaintance of mine who happens to be a prominent politician and who knew Reagan personally says that Reagan later was "absolutely certain" that, had FDR lived to preside over postwar America, he would have "seen the light."
Reagan himself saw the light -- got his first glimmer, anyway (his full conversion to conservatism came later under the guidance of a hard-nosed labor negotiator) --while working for the Screen Actors Guild, an organization crawling with Commies. Most had joined the party to protest the fascism that had gripped Germany and was about to subjugate Europe.
Whether FDR would have flip-flopped remains an open question, but I doubt it. Roosevelt had a more nuanced understanding of economics than Reagan did. He knew that fascism is capitalism without boundaries, that both fascism and communism (with a small "c") are apolitical, and that economics trumps politics every time.
Born into wealth, FDR understood that Wall Street traders had a gambling mentality and that outwitting the feds was part of the game. In 1934, he set out to level the playing field. His Securities and Exchange Commission ushered in the longest stretch of financial stability in U.S. history.
Most Americans in the 1950s paid scant attention to any of this, thanks in part to the sense of security FDR had provided by ending the Depression and winning the war. To them Stalin was the new Hitler. After all, hadn't Stalin annexed the entire eastern bloc in a brazen, Nazi-style power grab?
Something else FDR understood, having fought with the Soviets and having sat beside their leader at Yalta, was that those countries were the spoils of a war that took 40 million Russian lives.
Fast-forward four decades. By the time Reagan imperiously commanded Gorbachev to "tear down that wall," the evil empire had already imploded. It was in its death throes. The U.S. president relished his opportunity to turn the Russian people's suffering into a live-action morality tale.