Kermit Roosevelt Jr.

With the outbreak of World War II, Roosevelt joined the Office of Strategic Services (OSS), the forerunner to the CIA. On June 4, 1943, when Kim was 27, his father, Kermit Sr., committed suicide at Fort Richardson in Alaska where he was posted.[3]^:232 Roosevelt Jr. remained with the OSS after the war, writing and editing its history.[2]

Roosevelt went on to serve on the advisory board of the largely Arab organization, The Institute of Arab American Affairs,[4] a New York City-based organization, and Roosevelt wrote an essay in 1948 about his views on American Zionism and the partition of Palestine.[5] In February 1948 Roosevelt joined more than 100 like-minded individuals to form a "Christian group" to aid the fight of the largely rabbinical American Council for Judaism to reverse the ongoing partition of Palestine into exclusive, separate Jewish and Arab states; the Committee for Justice and Peace in the Holy Land (CJP) was founded on March 2, 1948, with Dean emeritus Gildersleeve serving as CJP chair, former Union Theological Seminary president Henry Sloane Coffin as vice-chair, and Roosevelt as executive director.[6]

In 1951, Roosevelt, Virginia Gildersleeve, Dorothy Thompson, and a further group of 24 American educators, theologians, and writers (including Harry Emerson Fosdick) founded the American Friends of the Middle East (AFME), a pro-Arabist organization often critical of U.S. support for Israel.[7][8] The CJP that Roosevelt had helped form in 1948 was subsumed into AFME in 1951,[9] and Roosevelt served as AFME executive secretary for this group of intellectuals and spokespersons, for a time.[7][9] Historians Robert Moats Miller, Hugh Wilford, and others have stated that from its early years, AFME was a part of an Arabist propaganda effort within the U.S. "secretly funded and to some extent managed" by the CIA,[7][8] with further funding from the oil consortium, ARAMCO.[8]

Roosevelt was recruited to the CIA's Office of Policy Coordination (OPC) in 1950 by its chief, Frank Wisner.[10] Assigned to Egypt, Roosevelt impressed his colleagues with Project FF, which encouraged the Free Officers Movement to carry out a coup d'état in 1952, and Roosevelt developed close CIA links to the new leader, Gamal Abdel Nasser.[10]

Historian Hugh Wilford attempts to describe Roosevelt's motivations and views underpinning his intelligence efforts, stating that:

[Roosevelt Jr.] had this notion of America forming an alliance with the Arab countries as they emerged from under the sway of Britain and France. He was very concerned with backing Arab nationalists in the region. He saw that as the best way of keeping it within the American orbit, as the Cold War was gathering momentum ...[7]

The views of the CIA Arabists were not in isolation; Wilford notes that the "Eisenhower administration [including Secretary of State John Foster Dulles, was] initially quite sympathetic towards ... Roosevelt's Arabist agenda" and willing to oppose Middle Eastern regimes seen "as backing the Soviet Union rather than the U.S."; ultimately, the emergence of American public support for Israel and the administration's evolving framework to respond to its principal Cold War adversary, the Soviet Union, would lead to failure of the Arabist agenda of Roosevelt and his colleagues.[7] In discussing Roosevelt's role, Wilford describes him as being among "the most important intelligence officers of their generation in the Middle East."[7]

Roosevelt played a highly critical role in Operation Ajax as the ground operational planner, especially in getting the Shah to issue the firmans, or decrees, dismissing Mossadegh.[11] He established networks of anglophiles and Shah sympathizers in Iran that were willing to take part in various aspects of the coup.[2] These tactics aided in dividing and dissolving Mossadegh's political power base within the National Front, the Tudeh, and the Clerics. However, the first attempt at the coup failed, likely because Mossadegh had learned of the impending overthrow. Despite the CIA sending Roosevelt a telegram to flee Iran immediately, he began work on the second coup. He circulated a false account that Mossadegh attempted to seize the throne and bribed Iranian agents. The coup was a success and hence was adapted for use in other third world countries during the Cold War. Eisenhower secretly awarded Roosevelt the National Security Medal in 1954 for his work.[12] In 2014, the National Security Archive released telegrams and accounts of the CIA operation, many of which are revealing as to the part he played in the operation.[13]

Twenty-six years after the Mossadeq coup, Kermit Roosevelt wrote a book about how he and the CIA carried out the operation, called Countercoup. According to Roosevelt, he slipped across the border under his CIA cover as "James Lochridge" on July 19, 1953.[14]

Roosevelt submitted his Countercoup manuscript to the CIA for pre-publication approval, the agency proposed various alterations, and in the perspective of a CIA reviewer: "Roosevelt has reflected quite faithfully the changes that we suggested to him. This has become, therefore, essentially a work of fiction," a conclusion allowing release of the book; a catalog of the actual changes made during the review is available.[15]

Former senior adviser to the Obama administration and Council on Foreign Relations Iran expert, Ray Takeyh,[16] writing in 2014, states that "Contrary to Roosevelt's account [in Countercoup], the documentary record reveals that the Eisenhower administration was hardly in control and was in fact surprised by the way events played out."[17] William Blum wrote Roosevelt provided no evidence for his claim a Communist takeover in Iran was imminent, but rather "mere assertions of the thesis which are stated over and over".[18] Abbas Milani wrote "Roosevelt's memoir inflated his own and, in turn, America's centrality to the coup. He tells the story with the relish of a John le Carré knock-off. ... Eisenhower, for one, considered reports like this to be the stuff of 'dime novels.'"[19]

After Iran, Roosevelt became assistant deputy director of the Directorate of Plans.[20]

Foster Dulles asked Roosevelt to lead the CIA-sponsored 1954 coup in Guatemala, which deposed the government of Jacobo Árbenz. Roosevelt refused: "AJAX had succeeded, he believed, chiefly because the CIA's aims were shared by large numbers of Iranians, and it was obvious that the same condition did not obtain among Guatemalans." Noting that Árbenz's resignation was forced in large measure by rumors "that a full-scale U.S. invasion was imminent," Roosevelt later remarked: "We had our will in Guatemala, [but] it wasn't really accomplished by clandestine means."[21]

Roosevelt left the CIA in 1958.[22]

He left the CIA in 1958 to work for American oil and defense firms, often visiting former operatives, and the shah, in Iran.