Oleg Vladimirovich Penkovsky (; 23 April 1919 – 16 May 1963), Code name Hero (by the CIA) and Yoga (by MI6) was a Soviet military intelligence (GRU) colonel during the late 1950s and early 1960s. Penkovsky informed the United States and the United Kingdom about Soviet military secrets, including the appearance and footprint of Soviet intermediate-range ballistic missile installations and the weakness of the Soviet intercontinental ballistic missile (ICBM) program. This information was decisive in allowing the US to recognize that the Soviets were placing missiles in Cuba before most of them were operational. It also gave US President John F. Kennedy, during the Cuban Missile Crisis that followed, valuable information about Soviet weakness that allowed him to face down Soviet leader Nikita Khrushchev and resolve the crisis without a nuclear war.
Penkovsky was the highest-ranking Soviet official to provide intelligence for the West up until that time, and is one of several individuals credited with altering the course of the Cold War. He was arrested by the Soviets in October 1962, and tried and executed the following year.
Penkovsky joined the GRU as an officer, in 1953. In 1955, he was appointed military attaché in Ankara, Turkey, but was recalled after he had reported his superior officer, and later other GRU personnel for a breach of regulations, which made him unpopular in the department. Relying once again on Varentsov's patronage, he spent nine months studying rocket artillery at Dzerzhinsky Military Academy. He was selected for the post of military attaché in India, but the KGB had uncovered the history of his father's death, and he was suspended, investigated, and assigned in November 1960 to the State Committee for Science and Technology. He later worked at the Soviet Committee for Scientific Research.
Greville Wynne, a British salesman of industrial equipment to countries behind the Iron Curtain, was recruited by MI6 to communicate with Penkovsky.
The first meeting between Penkovsky and two American and two British intelligence officers occurred during a visit by Penkovsky to London in April 1961. For the following 18 months, Penkovsky supplied a tremendous amount of information to the CIA–MI6 team of handlers, including documents demonstrating that the Soviet nuclear arsenal was much smaller than Nikita Khrushchev claimed or the CIA had thought and that the Soviets were not yet capable of producing a large number of ICBMs. This information was invaluable to President John F. Kennedy in negotiating with Nikita Khrushchev for the removal of the Soviet missiles from Cuba.
Peter Wright, a former British MI5 officer known for his scathing condemnation of the leadership of British intelligence during most of the Cold War, believed that Penkovsky was a fake defection. Wright noted that, unlike Igor Gouzenko and other earlier defectors, Penkovsky did not reveal the names of any Soviet agents in the West but only provided organisational detail, much of which was known already. Some of the documents provided were originals, which Wright thought could not have been easily taken from their sources. Wright was bitter towards British intelligence, reportedly believing that it should have adopted his proposed methods to identify British/Soviet double agents. In Wright's view, the failure of British intelligence leaders to listen to him caused them to become paralysed when such agents defected to the Soviet Union; in his book, Spycatcher, he suggests that his hypothesis had to be true, and that the Soviets were aware of this paralysis and planted Penkovsky.
In his memoir Spycatcher: The Candid Autobiography of a Senior Intelligence Officer (1987), written with journalist Paul Greengrass, Wright says:
Former KGB major-general Oleg Kalugin does not mention Penkovsky in his comprehensive memoir about his career in intelligence against the West. The KGB defector Vladimir N. Sakharov suggests Penkovsky was genuine, saying: "I knew about the ongoing KGB reorganisation precipitated by Oleg Penkovsky's case and Yuri Nosenko's defection. The party was not satisfied with KGB performance ... I knew many heads in the KGB had rolled again, as they had after Stalin".
While the weight of opinion seems to be that Penkovsky was genuine, the debate underscores the difficulty faced by all intelligence agencies of determining information offered from the enemy.
In a meeting with US Secretary of Defense Leon Panetta, the head of Russia's foreign intelligence service, Mikhail Fradkov, named Penkovsky as Russia's biggest intelligence failure.
Penkovsky's communications with MI6 were also revealed to the KGB by Jack Dunlap, a National Security Agency (NSA) employee and Soviet spy working for the KGB. Top KGB officers had known for more than a year that Penkovsky was a British agent, but they protected their source, a highly placed mole in MI6. Dunlap was just another source they had to protect. They worked hard, shadowing British diplomats, to build up a "discovery case" against Penkovsky so that they could arrest him without throwing suspicion on their own moles. Their caution in this matter may have led to the missiles being discovered earlier than the Soviets would have preferred. After a West German agent overheard a remark at Stasi headquarters, paraphrased as "I wonder how things are going in Cuba", he passed it on to the CIA.Tennent H. Bagley, Spymaster: Startling Cold War Revelations of a Soviet KGB Chief, Skyhorse Publishing, 2013,
Penkovsky was arrested on 22 October 1962. This was prior to President Kennedy's address to the US revealing that U-2 spy plane photographs had confirmed intelligence reports that the Soviets were installing medium-range nuclear missiles in Cuba, in what was known as Operation Anadyr. Kennedy was consequently deprived of information from a potentially important intelligence agent, such as reporting that Khrushchev was already looking for ways to defuse the situation, which might have lessened the tension during the ensuing 13-day stand-off.Aleksandr Fursenko and Timothy Naftali, Khrushchev's Cold War, 2006. That information might have reduced the pressure on Kennedy to launch an invasion of the island, which could have risked Soviet use of 9K52 Luna-M-class tactical nuclear weapons against U.S. troops.
Soviet sculptor Ernst Neizvestny said that he had been told by the director of the Donskoye Cemetery crematorium "how Penkovsky had executed by 'fire'", i.e., by being burnt. A similar description was later included in Ernest Volkman's popular history book about spies, Tom Clancy's novel Red Rabbit, and in Viktor Suvorov's book Aquarium. In a 2010 interview, Suvorov said that he had been shown a film in which a man said to be Penkovsky was bound to a metal stretcher with wire and pushed live into a crematorium. Suvorov denied that the man in the film was Penkovsky and said that he had been shot. Дорогой наш Никита Сергеевич : Дело Пеньковского (in Russian) Greville Wynne, in his book The Man from Odessa, claimed that Penkovsky killed himself. Wynne had worked as both Penkovsky's contact and courier; both men were arrested by the Soviets in October 1962.
Penkovsky was referred to in four of Tom Clancy's Jack Ryan espionage novels: The Hunt for Red October (1984), The Cardinal of the Kremlin (1988), The Bear and the Dragon (2000) and Red Rabbit (2002). In the Jack Ryan universe, he is described as the agent who recruited Colonel Mikhail Filitov as a CIA agent (code-name CARDINAL) and had urged Filitov to betray him to solidify his position as the West's top spy in the Soviet hierarchy. The "cremated alive" hypothesis appears in several Clancy novels, though Clancy never identified Penkovsky as the executed spy. Penkovsky's fate is also mentioned in the Nelson DeMille spy novel The Charm School (1988).
Penkovsky was portrayed by Eduard Bezrodniy in the 2014 Polish thriller Jack Strong, about Ryszard Kukliński, another Cold War spy. His character's execution was the opening scene for the movie. Penkovsky was portrayed by Merab Ninidze in the 2020 British film The Courier, in which Benedict Cumberbatch played Greville Wynne.
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