Angleton was attached to X-2, the OSS counter-intelligence section and the direct counterpart of MI6’s Section V. X-2 would eventually expand to take up the entire second floor of the Ryder Street building, while Section V occupied the floor above. Philby was drafted in to lecture the newcomers on the ‘arts and crafts’ of counter-espionage, penetrating enemy intelligence organisations, and the running of double agents. As one American officer observed, ‘I do remember being very impressed. He really knew what he was doing.’
Philby took a shine to the twenty-four-year-old American, and later wrote that Angleton ‘earned my respect by openly rejecting the Anglomania’ of so many of the new American arrivals. Angleton did not need to be Anglophile since he was, in many ways, so very English already. The extent of the friendship between Philby and Angleton at this point is hard to gauge since Angleton’s allies later tried to downplay it, just as his enemies tended to exaggerate it. According to Angleton’s biographer, ‘Philby may have felt he had a mentoring relationship with Angleton; Angleton may have shared that feeling.’ The two men became patron and protégé, the expert and the prodigy. ‘Philby was one of Angleton’s instructors, his prime tutor in counter-intelligence; Angleton came to look up to him as an elder-brother figure.’ Philby enjoyed having acolytes, and Angleton may have filled a gap left by Nicholas Elliott’s absence. The new arrivals and the old hands got to know one another over drinks, lots of them. ‘Our European friends were formidable consumers of alcoholic beverages, with apparently little effect,’ recalled one OSS officer. Angleton could drink with a Philby-like determination, but then he did everything with an intensity that others found impressive, and slightly odd. He moved a cot-bed into his Ryder Street office, and seemed to spend most of the night studying the esoteric secrets of counter-espionage with devout fervour, ‘as if they contained the secret of the Trinity’. He mixed with writers and poets, including William Empson and T. S. Eliot, and occasionally inserted a poem into his reports. Empson noted his ‘restless appetite for organising things’. Colleagues in OSS found him ‘extremely brilliant, but a little strange . . . full of impossible, colossal ideas’. Angleton was a little like one of the rare orchids he would later cultivate with such dedication: an exotic hybrid, a Mexican-Apache-Midwestern English-sounding poet-spy, rare and remarkable, alluring to some, but faintly sinister to those who prefer simpler flora. The bosses recognised that Angleton, for all his peculiarities, had found a vocation, and after six months he was promoted to the rank of second lieutenant and made chief of the Italian desk of X-2, controlling counter-intelligence operations in the country where he had spent much of his youth. His rapid ascent was due, in part, to Philby’s tutelage and patronage, and Angleton would later cite him as an inspiration. ‘Once I met Philby, the world of intelligence that had once interested me consumed me,’ he said. ‘He had taken on the Nazis and Fascists head-on and penetrated their operations in Spain and Germany. His sophistication and experience appealed to us . . . Kim taught me a great deal.’
With his mixture of charm and competence, Philby’s stature within Allied intelligence continued to grow, along with his responsibilities. Late in 1942, Cowgill asked him to take over counter-intelligence operations in North Africa, an area of key importance with the impending Allied invasion of French Morocco and Algeria. The region had previously been the responsibility of Captain Felix Russi, a former soldier from Gibraltar whom Philby described to his Soviet handlers as ‘an almost total moron’. Philby was happy to colonise his region. ‘We had achieved a fair stranglehold on the Abwehr in Spain and Portugal,’ he wrote, and ‘there was no reason why I should not shoulder additional responsibilities.’ A few months later, his brief expanded yet again, to include counter-espionage in Italy (the region James Angleton would soon cover, in parallel, for OSS). Soon after the move to London, Cowgill asked Philby to act as his deputy ‘in all intelligence matters’ while he paid a three-week visit to the US on MI6 business. Philby reflected, with wry false modesty, that he was ‘beginning to make a career in the secret service’. Promotion, however, was only a means to an end. ‘I regarded my SIS appointments purely in the light of cover jobs, to be carried out sufficiently well to ensure my attaining positions in which my service to the Soviet Union would be most effective.’