William (Rip) Robertson was born in Texas. He joined the United States Marines and served in the Pacific during the Second World War.
After the war Robertson joined the Central Intelligence Agency. He was employed as a counter-intelligence agent and was involved in what became known as Executive Action (a plan to remove unfriendly foreign leaders from power). This including a coup d'état that overthrew the Guatemalan government of Jacobo Arbenz in 1954 after he introduced land reforms and nationalized the United Fruit Company.
Robertson became a CIA outcast after he was found responsible for ordering the bombing of a British ship which he had mistakenly identified as Russian. He moved to Nicaragua where he worked as an adviser to the government of Anastasio Somoza.
Robertson returned to the CIA before the Bay of Pigs operation. He commanded the supply ship Barbara J and disobeyed orders by landing in Cuba with Brigade 2506. Afterwards Roberson became a member of staff at CIA's JM WAVE station in Miami.
In the winter of 1962 Eddie Bayo claimed that two officers in the Red Army based in Cuba wanted to defect to the United States. Bayo added that these men wanted to pass on details about atomic warheads and missiles that were still in Cuba despite the agreement that followed the Cuban Missile Crisis.

Rip Robertson in 1961
Bayo had originally fought with