“I was on an assignment in another country when I got a message to rush to Frankfurt,” the Mountain Climber remembers. (Though long retired from the CIA, he still prefers to be identified only by his nickname.) “Frankfurt is where we had our defector processing center. They told me a fellow had walked into an embassy in Vienna. He had driven out of Czechoslovakia with his girlfriend in the trunk of his car, walked in, and insisted on speaking to me. I thought it was kind of crazy.”
El Alpinista went straight to the debriefing center. “I found four case officers sitting in the living room,” he remembers. “They told me Aspillaga was back in the bedroom making love with his girlfriend, as he had constantly since he arrived at the safe house. Then I went in and spoke to him. He was lanky, poorly dressed, as Eastern Europeans and Cubans tended to be back then. A little sloppy. But it was immediately evident that he was a very smart guy.”
When he walked in, the Mountain Climber didn’t tell Aspillaga who he was. He was trying to be cagey; Aspillaga was an unknown quantity. But it was only a matter of minutes before Aspillaga figured it out. There was a moment of shock, laughter. The two men hugged, Cuban style.
“We talked for five minutes before we started into the details. Whenever you are debriefing one of those guys, you need someone that proves their bona fides,” the Mountain Climber said. “So I just basically asked him what he could tell me about the [Cuban intelligence] operation.”
It was then that Aspillaga revealed his bombshell, the news that had brought him from behind the Iron Curtain to the gates of the Vienna embassy. The CIA had a network of spies inside Cuba, whose dutiful reports to their case officers helped shape America’s understanding of its adversary. Aspillaga named one of them and said, “He’s a double agent. He works for us.” The room was stunned. They had no idea. But Aspillaga kept going. He named another spy. “He’s a double too.” Then another, and another. He had names, details, chapter and verse. That guy you recruited on the ship in Antwerp. The little fat guy with the mustache? He’s a double. That other guy, with a limp, who works in the defense ministry? He’s a double. He continued on like that until he had listed dozens of names—practically the entire U.S. roster of secret agents inside Cuba. They were all working for Havana, spoon-feeding the CIA information cooked up by the Cubans themselves.
“I sat there and took notes,” the Mountain Climber said. “I tried not to betray any emotion. That’s what we’re taught. But my heart was racing.”
Aspillaga was talking about the Mountain Climber’s people, the spies he’d worked with when he had been posted to Cuba as a young and ambitious intelligence officer. When he’d first arrived in Havana, the Mountain Climber had made a point of working his sources aggressively, mining them for information. “The thing is, if you have an agent who is in the office of the president of whatever country, but you can’t communicate with him, that agent is worthless,” the Mountain Climber said. “My feeling was, let’s communicate and get some value, rather than waiting six months or a year until he puts up someplace else.” But now the whole exercise turned out to have been a sham. “I must admit that I disliked Cuba so much that I derived much pleasure from pulling the wool over their eyes,” he said, ruefully. “But it turns out that I wasn’t the one pulling the wool over their eyes. That was a bit of a blow.”
The Mountain Climber got on a military plane and flew with Aspillaga directly to Andrews Air Force Base outside Washington, DC, where they were met by “bigwigs” from the Latin American division. “In the Cuban section, the reaction was absolute shock and horror,” he remembers. “They simply could not believe that they had been had so badly, for so many years. It sent shock waves.”
It got worse. When Fidel Castro heard that Aspillaga had informed the CIA of their humiliation, he decided to rub salt in the wound. First he rounded up the entire cast of pretend CIA agents and paraded them across Cuba on a triumphant tour. Then he released on Cuban television an astonishing eleven-part documentary entitled La Guerra de la CIA contra Cuba—The CIA’s War against Cuba. Cuban intelligence, it turned out, had filmed and recorded everything the CIA had been doing in their country for at least ten years—as if they were creating a reality show. Survivor: Havana Edition. The video was surprisingly high quality. There were close-up shots and shots from cinematic angles. The audio was crystal clear: the Cubans must have had advance word of every secret meeting place, and sent their technicians over to wire the rooms for sound.
On the screen, identified by name, were CIA officers supposedly under deep cover. There was video of every advanced CIA gadget: transmitters hidden in picnic baskets and briefcases. There were detailed explanations of which park bench CIA officers used to communicate with their sources and how the CIA used different-colored shirts to secretly signal their contacts. A long tracking shot showed a CIA officer stuffing cash and instructions inside a large, plastic “rock”; another caught a CIA officer stashing secret documents for his agents inside a wrecked car in a junkyard in Pinar del Rio; in a third, a CIA officer looked for a package in long grass by the side of the road while his wife fumed impatiently in the car. The Mountain Climber made a brief cameo in the documentary. His successor fared far worse. “When they showed that TV series,” the Mountain Climber said, “it looked as though they had a guy with a camera over his shoulder everywhere he went.”
When the head of the FBI’s office in Miami heard about the documentary, he called up a Cuban official and asked for a copy. A set of videotapes was sent over promptly, thoughtfully dubbed in English. The most sophisticated intelligence service in the world had been played for a fool.
3.
This is what makes no sense about Florentino Aspillaga’s story. It would be one thing if Cuba had deceived a group of elderly shut-ins, the way scam artists do. But the Cubans fooled the CIA, an organization that takes the problem of understanding strangers very seriously.
There were extensive files on every one of those double agents. The Mountain Climber says he checked them carefully. There were no obvious red flags. Like all intelligence agencies, the CIA has a division—counterintelligence—whose job it is to monitor its own operations for signs of betrayal. What had they found? Nothing.1
Looking back on the episode years later, all Latell could do was shrug and say that the Cubans must have been really good. “They did it exquisitely,” he said.
I mean, Fidel Castro selected the doubles that he dangled. He selected them with real brilliance…Some of them were trained in theatrical deception. One of them posed as a naïf, you know…He was really a very cunning, trained intelligence officer…You know, he’s so goofy. How can he be a double? Fidel orchestrated all of this. I mean, Fidel is the greatest actor of them all.
The Mountain Climber, for his part, argues that the tradecraft of the CIA’s Cuban section was just sloppy. He had previously worked in Eastern Europe, up against the East Germans, and there, he said, the CIA had been much more meticulous.
But what was the CIA’s record in East Germany? Just as bad as the CIA’s record in Cuba. After the Berlin Wall fell, East German spy chief Markus Wolf wrote in his memoirs that by the late 1980s