Born in the United States. Veteran of the OSS, forerunner to the CIA. WWII veteran. After the war, Esterline joined the CIA and was the Washington director of the Operation PBSUCESS that brought about the 1954 coup d'etat in Guatemala. Head of CIA operations in Guatemala and Venezuela. Appointed to head the 1960 Bay of Pigs invasion. Specialist in guerrilla warfare.
In the 1960s he was Head of the CIA Radio Station JM-WAVE in Miami.
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