At 4 a.m. on Jan. 1, 1959, an hour when there never were commercial flights from Havana, David Atlee Phillips was lounging in a lawn chair there, sipping champagne after a New Year’s Eve party, when a commercial aircraft flew low over his house. He surmised that dictator Fulgencio Batista was fleeing because Fidel Castro was arriving. He was right. Soon he, and many others, would be spectacularly wrong about Cuba.
According to Jim Rasenberger’s history of the Bay of Pigs invasion, “The Brilliant Disaster,” Phillips was “a handsome 37-year-old former stage actor” who “had been something of a dilettante before joining the CIA.” There, however, he was an expert. And in April 1960, he assured Richard Bissell, the CIA’s invasion mastermind, that within six months radio propaganda would produce “the proper psychological climate” for the invasion to trigger a mass Cuban uprising against Castro.