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Retired Canadian diplomat John Graham poses for a photograph at his home in Ottawa. Mr. Graham once spied in Cuba in the1960s.

Dave Chan/The Globe and Mail

In a little-known chapter of the Cold War, Canadian diplomats spied for the U.S. Central Intelligence Agency in Cuba in the aftermath of the 1962 missile crisis – and for years afterward.

A major part of that story is told in a forthcoming memoir by retired Canadian envoy John Graham. Mr. Graham was one of a series of Canadian diplomats recruited to spy for the CIA in Havana. The missions went on for at least seven years, during the 1960s.

"We didn't have a military attaché in the Canadian embassy," explained Mr. Graham, who worked under the cover of Political Officer. "And to send one at the time might have raised questions. So it was decided to make our purpose less visible."

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Mr. Graham said he worked as a spy for two years, between 1962 and 1964. His mandate was to visit Soviet bases, identify weapons and electronic equipment and monitor troop movements.

The espionage missions began after President John Kennedy asked Prime Minister Lester Pearson – at their May, 1963, summit in Hyannis Port, Mass. – whether Canada would abet American intelligence-gathering efforts in Cuba.

As a result of the crisis, which brought the superpowers to the brink of nuclear war, the Soviets had agreed to withdraw nuclear missiles from Cuban territory, in exchange for Washington's pledge to remove its own missile batteries from Turkey and Italy.

To monitor Russian compliance, the United States needed to supplement data gleaned from almost daily U-2 reconnaissance flights. It had few assets on the ground. Its networks of Cuban agents had been progressively rolled up by Castro's efficient counterintelligence service. And having severed diplomatic relations with Cuba in 1961, it had no embassy of its own through which to infiltrate American spies.

Soon after the summit meeting, Ottawa sent diplomat George Cowley to Havana.

Now deceased, Mr. Cowley, who had served in the Canadian embassy in Japan and sold encyclopedias in Africa, spent about two months in Havana in the late spring of 1963.

He was followed by Mr. Graham, seconded from his post as chargé d'affaires in the Dominican Republic.

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His formal training, he told The Globe and Mail, was minimal – a few days at CIA headquarters in Langley, Va. At the end of it, an agency officer offered him a farewell gift – a sophisticated camera with an assortment of telephoto lenses.

He declined the present, arguing that if he were ever caught with it, he'd surely be arrested.

"But how will we know what the Soviet military convoys are carrying?" a CIA officer asked him. "We need precision. Configuration is essential for recognition."

"I'll draw you pictures," Mr. Graham said. "It was a bit like the character in Graham Greene's Our Man in Havana, but that's what I did."

In the Greene novel, an inept salesman, recruited to spy for Britain, sends illustrations of vacuum cleaner parts to his handler, calling them drawings of a military installation.

Mr. Graham's sketches, however, were the real thing. To get them to Canada, he flew to Mexico City – the only regional air connection – and deposited the drawings at the Canadian embassy. From there, they were dispatched by diplomatic courier to Ottawa. Copies were subsequently sent to the CIA and, Mr. Graham later heard, to the Kennedy White House.

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His written reports, sent by ciphered telegram to the Canadian embassy in Washington and then to Ottawa, contained details of electronic arrays in use at Soviet bases. "That information," he said, "could tell an expert what weapons systems they had."

Although Moscow had removed its nuclear arsenal by the time Mr. Graham arrived, it maintained a significant military presence. Russian soldiers typically dressed in civilian clothes, usually in plaid sport shirts, khaki pants and running shoes.

To fit in, Mr. Graham adopted the same ensemble – purchased at a Zellers store in Ottawa. Although many missions involved early morning surveillance of naval facilities, he was never followed. He was stopped only once by the police, roaming through a secure section of a communications building. He pretended to be a bumbling tourist and was let go.

On several occasions, Mr. Graham conducted joint reconnaissance with an agent of another Western country that he declines to identify. "He was brilliant and altogether remarkable. At parties, he composed Monty-Python-like lyrics to pet and lingerie commercials, accompanying himself on the piano."

To relieve the stress of their missions, they would stop for seaside picnics on the way home. "Mr. X would pull out two crystal goblets and a Thermos of premixed martinis. I supplied the olives."

Canadian officials, he said, went to extraordinary lengths to protect his identity as an agent. He stamped his sketches with the words, "For Canadian Eyes Only, Confidential." But in Ottawa they were given an additional security designation – "Secret, Ottawa Only, Protect Source," a classification he had never seen, before or since.

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In 1964, Mr. Graham was promoted within the embassy and replaced in his espionage work by Alan McLaine.

In fact, he said, Canada's role as CIA surrogate in Cuba continued for several years, even under the government of Pierre Trudeau, who had developed a personal friendship with Cuban leader Fidel Castro.

Mr. Graham, now 78, later served in London, became Canada's ambassador to Venezuela and headed the democracy promotion unit of the Organization of American States.

He recounts his Cuban and other foreign exploits in Whose Man in Havana?Adventures from the Far Side of Diplomacy, to be published by Penumbra Press.

One can only speculate what the Kennedy White House would have done if Conservative John Diefenbaker had won the April 8, 1963, federal election. The two leaders had clashed repeatedly, particularly over the issue of stationing nuclear warheads on Canadian soil.

Fortunately for Washington, Mr. Pearson won a minority government and readily acquiesced to Mr. Kennedy's espionage request.

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