The real question to ask about the election in 60 is not who won but would you rather have had Nixon in charge during the Cuban missile crisis?
That assumes that with Nixon in charge there would have been a Cuban missile crisis. Nixon would likely have either never let the Bay of Pigs invasion happen, or if it did let it go forward, he would have gone ahead and given the invaders the overt support they needed.
In the former case, Castro might not have been so worried about a Yankee-backed counter-revolution as to allow Soviet missiles be placed in Cuba, and in the latter case, there most certainly would not have been Soviet missiles in Cuba.
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