Second World War
Randolph Churchill served with his father's old regiment, the 4th Queen's Own Hussars, and was attached for a time to the newly formed Special Air Service (SAS), joining their CO, David Stirling, on a number of missions behind enemy lines in the Libyan Desert. He also went on a military and diplomatic mission to Yugoslavia in 1944, part of the British support for the Partisans during that civil war. He and Evelyn Waugh arrived on the island of Vis on 10 July, where they met Josip Broz Tito, who had barely managed to evade the Germans after their "Operation Knight's Leap" (Rosselsprung) airdrop outside Tito's Drvar headquarters. In September that year, Churchill and Waugh established their military mission at Topusko. An outcome was a formidable report detailing Tito's persecution of the clergy. It was "buried" by Foreign Secretary Anthony Eden (who also attempted to discredit Waugh) to save diplomatic embarrassment, as Tito was then seen as a required ally of Britain and an official "friend". In both the Western Desert Campaign and Yugoslavia, Churchill crossed paths with Fitzroy Maclean, who wrote of their adventures, and some of the problems Churchill caused him, in his memoir Eastern Approaches.
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