A new biography of Bobby Kennedy documents his obsession with Communist Cuba while he served as U.S. Attorney General in the administration of his brother, President John F. Kennedy (1961-1963).
Bobby’s obsession was fueled by the anti-communism of his father, Joseph Patrick Kennedy, a successful Boston businessman, Ambassador to Great Britain for President Franklin D. Roosevelt and later financial contributor to the campaign war chests of U.S. Senator Joe McCarthy., the noted anti-communist. This in turn led to Bobby’s working for seven and a half months in 1953 as an aide to McCarthy and to a personal connection between the two men that lasted until McCarthy’s funeral in 1957. According to the biographer, “the early Bobby Kennedy embraced the overheated anticommunism of the 1950s and openly disdained liberals.” (Ch. 1.) 
The Bay of Pigs Invasion
Although Bobby “had played little part in planning or executing the [unsuccessful] Bay of Pigs raid” in April 1961, immediately thereafter he sought to do “whatever was needed to protect his brother’s [political] flank.” The President put him second-in-charge of the Cuba Study Group to determine what had gone wrong, and over six weeks Bobby and the three others on the committee focused on flawed tactics and slack bureaucracy, not the goals and ethics, of the invasion. Afterwards the President redoubled his engagement in the Cold War while not fully trusting his generals and spies. (Pp. 240-46.)
As a result of that review, Bobby concluded that “that son of a bitch [Fidel] has to go” and became the de facto man in charge of the CIA’s “Operation Mongoose” to conduct a clandestine war against Fidel and Cuba. This Operation had 600 CIA agents and nearly 5,000 contract workers and a Miami station with its own polygraph teams, gas station and warehouse stocked with machine guns, caskets and other things plus a secret flotilla of yachts, fishing craft, speedboats and other vessels. It conducted paramilitary missions on the island, including the demolition of a Cuban railroad bridge. This Operation was based, says the biographer, on the flawed premises that the “Cuban problem [was] the top priority of the [U.S.] Government—all else is secondary—no time, money, effort or manpower is to be spared,” that “the Cuban population would rally to the anti-Castro cause” and that the U.S. secret army of Cuban exiles could “vanquish anybody.” (Pp. 247-52.)
The Operation planned and tried to execute plans to kill Fidel. Afterwards Richard Helms, then the CIA’s director of clandestine operations, observed that Bobby had stated, “Castro’s removal from office and a change in government in Cuba were then the primary foreign policy objectives” of the administration. (Id.)
The Cuban Missile Crisis
Fidel and the Soviet Union were aware of this supposed secret U.S. operation and convinced “Khrushchev he was doing the right thing by installing [Soviet] missiles” in Cuba in the summer of 1962. (P. 251.)
During the start of the Cuban missile crisis of October 1962, Bobby doubted whether an air strike on the missiles on the island would be enough and pondered whether it should be followed by an all-out invasion. He also suggested staging an incident at the U.S. base at Guantanamo Bay by sinking a U.S. ship akin to the sinking of the Maine that was the excuse for the U.S. entry into the Cuban war of independence in the late 19th century. (Pp. 263-66.)
After the President had decided on a blockade of the island, Bobby rallied support for that effort, but 10 days later he wondered whether it would be better to knock out the missiles with a U.S. air attack. (Pp. 264-66.)
Later the President and Bobby decided to accept Khrushchev’s demand for the U.S. to remove its missiles in Turkey in exchange for the Soviets’ removal of its missiles in Cuba while the U.S. part of this deal was kept secret. (Pp. 267-69.)
After the crisis was over, the U.S. eventually discovered that the threat from Cuba was greater than perceived at the time. The Soviets had more missiles with greater capability to take out short-range targets like Guantanamo Bay plus long-range ones like New York City. The Soviets also had 43,000 troops on the island, not the 10,000 the U.S. had thought. The Soviets also had on the island lightweight rocket launchers to repel any attacks with nuclear weapons. And the Soviet submarines in the region had nuclear-tipped torpedoes with authorizations to be used if war broke out. Moreover, Fidel at the time had encouraged Khrushchev to launch a preemptive nuclear strike on the U.S. in the event of an U.S. invasion of the island. (Pp. 272-73.)
In any event, in April 1963 Bobby commissioned three studies: (1) possible U.S. responses to the death of Fidel or the shooting down of a U-2 spy plane; (2) a program to overthrow Fidel in 18 months; and (3) ways to “cause as much trouble as we can for Communist Cuba.” (Pp. 275-76.)
Bobby subsequently wrote a memoir of the crisis that was intended for publication in 1968 as part of his campaign for the presidential nomination, but that did not happen because of his assassination that year. Instead it was posthumously published in 1969. The biographer, Larry Tye, concludes that this memoir was untruthful in many details and was intended, for political purposes, as “a fundamentally self-serving account that casts him as the champion dove . . . rather than the unrelenting hawk he actually was through much of [the crisis].” The “biggest deceit’ of the book, again according to Nye, was “the failure to admit that the Soviet buildup [in Cuba] was a predictable response to [the] American aggression [of the previously mentioned Bay of Pigs invasion and Operation Mongoose].” (P. 239.)
Nevertheless, the biographer concludes that during the missile crisis Bobby “drew on his skills as an interrogator and listener to recognize the best ideas” offered by others and “ensured that the president heard the full spectrum of views” of those officials. In addition, Bobby was effective as an intermediary with the Soviet Ambassador. (P. 270.) Finally, the crisis helped to mature Bobby. He slowly saw “that a leader could be tough without being bellicose, [found] . . . his [own] voice on foreign affairs . . . and [stepped] out of his brother’s long shadow.” (P. 282.)
In the summer of 1960, through an internship from Grinnell College, I was an assistant to the Chair of the Democratic Party of Iowa and, therefore, was thrilled with John F. Kennedy’s election as president.
Cuba, however, at that time was not high on my list of priorities and I was not knowledgeable about U.S.-Cuba issues. Thus, in April 1961 I have no memory of the Bay of Pigs debacle in the last semester of my senior year at Grinnell.
In October 1962 my ignorance of U.S.-Cuba issues continued during the start of my second year at Oxford University as the Cuban missile crisis unfolded. But I do recall listening to radio reports of these events and wondering whether they would lead to my being drafted and forced to return to the U.S. for military service. That, however, never happened.
My interest in Cuba only began in 2001 when I was on the Cuba Task Force at Minneapolis’ Westminster Presbyterian Church to explore whether and how our church could be involved with Cuba. The result was our establishment in 2002 of partnerships with a Presbyterian-Reformed Church of Cuba in the city of Matanzas on the north coast of the island and with its national denomination. Thereafter I went on three mission trips to Cuba and started to learn about the history of U.S.-Cuba relations, to follow the current news on that subject and to become an advocate for normalization and reconciliation of our two peoples.
 There are seven blog posts about Joseph Welch, the attorney for the U.S. Army in the McCarthy-Army hearings of 1954, that are listed in Posts to dwkcommentarires—Topical: UNITED STATES (HISTORY).
 The Cuban missile crisis has been the subject of the following posts to dwkcommetaries.com: Fidel Castro and Nikita Khrushchev’s Messages During the Cuban Missile Crisis of 1962 (Sept. 5, 2016); Conflicting Opinions Regarding the Relative Strength of U.S. and Soviet Missiles, 1960-1962 (Nov. 2, 2016); Fidel Castro’s Disingenuous Criticism of President Obama Over Nuclear Weapons (Aug. 15, 2016).
 After Bobby’s 1964 resignation as Attorney General, there apparently also was a 1966 CIA operation to assassinate Fidel. (See Covert CIA 1966 Operation To Assassinate Fidel Castro?, dwkcommentaries.com (May 30, 2016).)
 Robert Kennedy, Thirteen Days: A Memoir of the Cuban Missile Crisis (W.F. Norton & Co., New York, 1969).