May 11, 1912 - Kim Philby

What distinguished Philby from most figures on this site was not violence but position — he rose to become head of MI6's anti-Soviet section while simultaneously reporting to Moscow, a placement that gave the Soviets a window into Western counterintelligence operations for nearly two decades. The damage was structural: operations were compromised, agents were exposed, and the full extent of the intelligence lost remains difficult to calculate. His defection to the Soviet Union in 1963 confirmed suspicions that had circulated for years, and the case became a defining study in the vulnerabilities of institutional trust.

From Wikipedia

Harold Adrian Russell "Kim" Philby (1 January 1912 – 11 May 1988) was a British intelligence officer and a double agent for the Soviet Union. In 1963, he was revealed to be a member of the Cambridge Five, a spy ring that had divulged British secrets to the Soviets during the Second World War and in the early stages of the Cold War. Of the five, Philby is widely considered to have been the most successful in providing secret information to the Soviets.

Born in British India, Philby was educated at Westminster School and Trinity College, Cambridge. He was recruited by Soviet intelligence in 1934, while he was studying at Cambridge. After leaving Cambridge, Philby worked as a journalist, covering the Spanish Civil War and the Battle of France. In 1940, he began working for the United Kingdom's Secret Intelligence Service (SIS or MI6). By the end of the Second World War he had become a high-ranking member.

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