Oleg Penkovsky Оле́г Влади́мирович Пенько́вский
Born	(1919-04-23)23 April 1919 Vladikavkaz, Mountainous Republic of the Northern Caucasus
Died	16 May 1963(1963-05-16) (aged 44) Butyrka Prison, Moscow, Russian SFSR, Soviet Union
Cause of death	Execution by shooting
Alma mater	Frunze Military Academy
Criminal charge	Treason
Criminal penalty	Death
Spouse	Vera Gapanovich
Espionage activity
Country	Soviet Union
Allegiance	United States and United Kingdom
Service branch	GRU
Service years	1953–1963
Rank	Colonel
Codename	YOGA, HERO

Oleg Vladimirovich Penkovsky (Russian: Оле́г Влади́мирович Пенько́вский; 23 April 1919 – 16 May 1963), codenamed Hero (by the CIA) and Yoga (by MI6)^[1] 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 was a baby when his father was killed fighting as an officer in the White Army in the Russian Civil War. Brought up in the North Caucasus, young Penkovsky graduated from the Kiev Artillery Academy with the rank of lieutenant in 1939. After taking part in the Winter War against Finland and in World War II, he reached the rank of lieutenant-colonel. In 1944, he was assigned to the headquarters of Colonel-General Sergei Varentsov, commander of artillery on the 1st Ukrainian front, who became his patron. Penkovsky was wounded in action in 1944, at about the same time as Varentsov, who appointed him his Liaison Officer. In 1945, Penkovsky married the teenage daughter of Lieutenant-General Dmitri Gapanovich, thus acquiring another high-ranking patron.^[2] On Varentsov's recommendation, he studied at the Frunze Military Academy in 1945–1948, then worked as a staff officer.

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.

Penkovsky approached American students on the Bolshoy Moskvoretsky Bridge in Moscow in July 1960 and gave them a package in which he offered to spy for the United States. He asked them to deliver it to an intelligence officer at the US Embassy. The CIA delayed in contacting him.^[3] When the US Embassy in Moscow refused to cooperate, fearing an international incident, the CIA contacted MI6 for assistance.^[4]

Greville Wynne, a British salesman of industrial equipment to countries behind the Iron Curtain, was recruited by MI6 to communicate with Penkovsky.^[5]

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.^[6] 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:

When I first wrote my Penkovsky analysis Maurice Oldfield (later Chief of MI6 in the 1970s), who played a key role in the Penkovsky case as Chief of Station in Washington, told me: 'You've got a long row to hoe with this one, Peter, there's a lot of K's [knighthoods] and Gongs [medals] riding high on the back of Penkovsky' he said, referring to the honours heaped on those involved in the Penkovsky operation.^[7]

Former KGB major-general Oleg Kalugin does not mention Penkovsky in his comprehensive memoir about his career in intelligence against the West.^[8] 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".^[9] 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.^[10]

Former high-level CIA counterintelligence officer Tennent H. Bagley wrote in his 2007 Yale University Press book, "Spy Wars: Moles Mysteries and Deadly Games," that Penkovsky's treason was detected by the KGB within two weeks of his April 1961 recruitment by the CIA and MI6. Bagley says that after this detection, Penkovsky was allowed by the KGB to continue spying for the U.S. and Britain for sixteen more months while a scenario was created in which he could be arrested and charged in such a way that would not reveal who, in Western Intelligence, had betrayed him. Bagley based his conclusion on the fact that, when Greville Wynne and Penkovsky were arrested, and imprisoned in Russia, Wynne was confronted with a tape recording of a conversation he had had with Penkovsky in a Moscow restaurant two weeks after his recruitment. In this recording, Wynne asked Penkovsky, "How's Zeph?" When Wynne was asked by his KGB interrogator who this "Zepp" (sic) was, he recalled that "Zeph" was the nickname of a London bargirl by the name of Stephanie, whom Penkovsky and Wynne had met while Penkovsky was being recruited. Bagley points out in his book that while he and George Kisevalter were interviewing KGB defector Yuri Nosenko in June 1962, Nosenko, while bragging about the KGB's secret recording devices, asked them who "Zepp" (sic) was, volunteering that it was the name of an Indonesian military attaché unknown to the KGB, whose conversation with U.S. military attaché Leo Dulacki was allegedly secretly recorded in a Moscow restaurant. The fact that Nosenko asked Bagley and Kisevalter this question was one of the reasons Bagley came to conclude that Nosenko was a false defector, and also made him realize that a "mole" in the CIA or British intelligence had betrayed Penkovsky immediately after his recruitment.^[11]

The Soviet leadership began the deployment of nuclear missiles, in the belief that Washington would not detect the Cuban missile sites until it was too late to do anything about them. Penkovsky provided plans and descriptions of the nuclear rocket launch sites in Cuba to the West. This information allowed the West to identify the missile sites from the low-resolution pictures provided by US U-2 spy planes. The documents provided by Penkovsky showed that the Soviet Union was not prepared for war in the area, which emboldened Kennedy to risk the operation in Cuba.^[12] Former GRU captain Viktor Suvorov, who defected to the UK in 1978, later wrote in his book on Soviet intelligence, "historians will remember with gratitude the name of the GRU Colonel Oleg Penkovsky. Thanks to his priceless information the Cuban crisis was not transformed into a last World War".^[13]

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.^[14]

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.^[15] 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.^[16]

On 2 November, 1962, Penkovsky's Western handlers in Moscow received two voiceless telephone calls and a visual signal (a chalk mark on a telephone pole or street light pole), ostensibly from him, notifying them that his dead drop had been loaded. Upon servicing the dead drop (which had a letter ostensibly from him inside it) that same day, a CIA officer by the name of Richard Jacob, who was stationed at the U.S. Embassy under diplomatic cover, was arrested. (Soviet authorities later claimed that Penkovsky had been apprehended ten days earlier, on the 22nd of October.)^[17] Penkovsky was tried and executed, but there are conflicting reports about the manner of his death. Alexander Zagvozdin, chief KGB interrogator for the investigation, stated that Penkovsky had been "questioned perhaps a hundred times" and that he had been shot and cremated.^[18]

Soviet sculptor Ernst Neizvestny said that he had been told by the director of the Donskoye Cemetery crematorium "how Penkovsky [had been] executed by 'fire'", i.e., by being burnt.^[19] 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.^[20] 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.^[21] 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.

The Soviet public was first told of Penkovsky's arrest more than seven weeks later, when Pravda named Wynne and (the American diplomat Richard) Jacob^[22] as his contacts, without naming anyone else. In May 1963, after his trial, Izvestya reported that Varentsov, who had since achieved the rank of Chief Marshal of Artillery and Commander in Chief of Rocket Forces and candidate member of the Central Committee had been demoted to the rank of Major General. In June he was expelled from the Central Committee for 'having relaxed his political vigilance.' Three other officers were also disciplined.^[23] The head of the GRU, Ivan Serov, was sacked during the same period. He was reputedly on friendly terms with Penkovsky,^[24] which is very likely to have been a cause of his fall.

Penkovsky was portrayed by Christopher Rozycki in the 1985 BBC Television serial Wynne and Penkovsky. His spying career was the subject of episode 1 of the 2007 BBC Television docudrama Nuclear Secrets, titled "The Spy from Moscow" in which he was portrayed by Mark Bonnar. The programme featured original covert KGB footage showing Penkovsky photographing classified information and meeting up with Janet Chisholm, a British MI6 agent stationed in Moscow. It was broadcast on 15 January 2007.^[25]

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.

• Gervase Cowell
• George Kisevalter
• Oleg Gordievsky
• List of KGB defectors

• Duns, Jeremy (2014). Dead Drop: The True Story of Oleg Penkovsky and the Cold War's Most Dangerous Operation. London: Simon & Schuster. ISBN 9781849839297.
• Schecter, Jerrold L; Deriabin, Peter S; Penkovsky, Oleg V (1992). The Spy Who Saved the World: How a Soviet Colonel Changed the Course of the Cold War. New York City: Charles Scribner's Sons. ISBN 978-0-684-19068-6. OCLC 909016158.

• Forsyth, Frederick (1992). The Deceiver. Corgi. p. 43, fourth line. ISBN 978-0-552-13823-9. (Novel).
• Penkovsky, Oleg (1965). The Penkovsky Papers: The Russian Who Spied for the West. Translated by Peter Deriabin. Introduction and commentary by Frank Gibney; Foreword by Edward Crankshaw. Garden City, NY: Doubleday. OCLC 749223763.
  • Note: The book was commissioned by the Central Intelligence Agency
    • See: Howard Hunt, Everette (26 February 2007). American Spy. John Wiley & Sons. ISBN 978-0-471-78982-6. Retrieved 19 March 2019..
  • A 1976 Senate commission stated that "the book was prepared and written by witting agency assets who drew on actual case materials."
    • See: Church, Frank (23 April 1976). "Book I: Foreign and Military Intelligence: X. The domestic impact of foreign clandestine operations: the CIA and academic institutions, the media and religious institutions, Appendix B". U.S. Government Printing Office, Senate, Report 94-755, Church Committee. Retrieved 3 April 2010.
  • Note: Author Frank Gibney denied the CIA had forged the provided source material, which was also the opinion of Robert Conquest. Other dismissed the book as propaganda and having no historic value.^{[citation needed]}
• Suvorov, Viktor (2011). Devil's Mother. Sofia: Fakel Express (in Bulgarian). ISBN 978-954-9772-76-0.
• Wallace, Robert; Melton, H. Keith (2008). Spycraft: The Secret History of the CIA's Spytechs, from Communism to al-Qaeda. With Henry R. Schlesinger. New York: Dutton. ISBN 0-525-94980-1

• Oleg Penkovsky at Find a Grave
• cia.gov The Capture and Execution of Colonel Penkovsky, 1963 Archived 21 December 2020 at the Wayback Machine
• Joseph J. Bulik. Oral History, Penkovsky's CIA case officer
• "Soviet Propaganda Film 14 (53234)". PeriscopeFilm. Los Angeles: Periscope Film LLC via Internet Archive. 1963. Retrieved 23 May 2021. Highlights: 00:09 Criminal case against Penkovski O.V. and Wynne G.M. concerning unlawful acts described by Articles 64, Article 65 of the USSR's RSFSR Criminal code. Article 64 is Treason, Article 65 is Espionage. This is 30 November 1962.
• 'Fatal Encounter' BBC TV documentary 3 May 1991, KGB, MI6 and CIA officers involved with the Penkovsky reveal their stories
• "Nonfiction Book Review: The Spy Who Saved the World: How a Soviet Colonel Changed the Course of the Cold War by Jerrold L. Schecter, Author, Peter S. Deriabin, With Scribner Book Company ISBN 978-0-684-19068-6". Publishers Weekly. Retrieved 22 May 2021.