How would JFK deal with Iran?
Given that he had sacked Allen Dulles, the CIA head who illegally overthrew the democratically elected leader of Iran, Mohammad Mossadegh, in 1953, I would think JFK would not so easily be swayed into demonizing Iran.
If you view JFK's tapes of his press conferences, you will see a President quite unlike any President we have seen since. He was unafraid to admit weaknesses or to challenge silly thought processes in others.
I think if presented with the concept of Iran as a dire threat to the US, he would ask the following questions:
Are Iranian troops amassing on our southern border? Is there a flotilla of Iranian ships off the coast of San Diego? Are Iranian paratroopers landing in Montana?