The assembled men may look and sound like a bunch of combat veterans letting off steam, but in fact this tight-knit group represents the most powerful force shaping U.S. policy in Afghanistan. While McChrystal and his men are in indisputable command of all military aspects of the war, there is no equivalent position on the diplomatic or political side. Instead, an assortment of administration players compete over the Afghan portfolio: U.S. Ambassador Karl Eikenberry, Special Representative to Afghanistan Richard Holbrooke, National Security Advisor Jim Jones and Secretary of State Hillary Clinton, not to mention 40 or so other coalition ambassadors and a host of talking heads who try to insert themselves into the mess, from John Kerry to John McCain. This diplomatic incoherence has effectively allowed McChrystal's team to call the shots and hampered efforts to build a stable and credible government in Afghanistan. "It jeopardizes the mission," says Stephen Biddle, a senior fellow at the Council on Foreign Relations who supports McChrystal. "The military cannot by itself create governance reform."
Part of the problem is structural: The Defense Department budget exceeds $600 billion a year, while the State Department receives only $50 billion. But part of the problem is personal: In private, Team McChrystal likes to talk shit about many of Obama's top people on the diplomatic side. One aide calls Jim Jones, a retired four-star general and veteran of the Cold War, a "clown" who remains "stuck in 1985." Politicians like McCain and Kerry, says another aide, "turn up, have a meeting with Karzai, criticize him at the airport press conference, then get back for the Sunday talk shows. Frankly, it's not very helpful." Only Hillary Clinton receives good reviews from McChrystal's inner circle. "Hillary had Stan's back during the strategic review," says an adviser. "She said, 'If Stan wants it, give him what he needs.' "
McChrystal reserves special skepticism for Holbrooke, the official in charge of reintegrating the Taliban. "The Boss says he's like a wounded animal," says a member of the general's team. "Holbrooke keeps hearing rumors that he's going to get fired, so that makes him dangerous. He's a brilliant guy, but he just comes in, pulls on a lever, whatever he can grasp onto. But this is COIN, and you can't just have someone yanking on shit."
At one point on his trip to Paris, McChrystal checks his BlackBerry. "Oh, not another e-mail from Holbrooke," he groans. "I don't even want to open it." He clicks on the message and reads the salutation out loud, then stuffs the BlackBerry back in his pocket, not bothering to conceal his annoyance.
"Make sure you don't get any of that on your leg," an aide jokes, referring to the e-mail.
By far the most crucial – and strained – relationship is between McChrystal and Eikenberry, the U.S. ambassador. According to those close to the two men, Eikenberry – a retired three-star general who served in Afghanistan in 2002 and 2005 – can't stand that his former subordinate is now calling the shots. He's also furious that McChrystal, backed by NATO's allies, refused to put Eikenberry in the pivotal role of viceroy in Afghanistan, which would have made him the diplomatic equivalent of the general. The job instead went to British Ambassador Mark Sedwill – a move that effectively increased McChrystal's influence over diplomacy by shutting out a powerful rival. "In reality, that position needs to be filled by an American for it to have weight," says a U.S. official familiar with the negotiations.
The relationship was further strained in January, when a classified cable that Eikenberry wrote was leaked to The New York Times. The cable was as scathing as it was prescient. The ambassador offered a brutal critique of McChrystal's strategy, dismissed President Hamid Karzai as "not an adequate strategic partner," and cast doubt on whether the counterinsurgency plan would be "sufficient" to deal with Al Qaeda. "We will become more deeply engaged here with no way to extricate ourselves," Eikenberry warned, "short of allowing the country to descend again into lawlessness and chaos."
McChrystal and his team were blindsided by the cable. "I like Karl, I've known him for years, but they'd never said anything like that to us before," says McChrystal, who adds that he felt "betrayed" by the leak. "Here's one that covers his flank for the history books. Now if we fail, they can say, 'I told you so.' "
The most striking example of McChrystal's usurpation of diplomatic policy is his handling of Karzai. It is McChrystal, not diplomats like Eikenberry or Holbrooke, who enjoys the best relationship with the man America is relying on to lead Afghanistan. The doctrine of counterinsurgency requires a credible government, and since Karzai is not considered credible by his own people, McChrystal has worked hard to make him so. Over the past few months, he has accompanied the president on more than 10 trips around the country, standing beside him at political meetings, or shuras, in Kandahar. In February, the day before the doomed offensive in Marja, McChrystal even drove over to the president's palace to get him to sign off on what would be the largest military operation of the year. Karzai's staff, however, insisted that the president was sleeping off a cold and could not be disturbed. After several hours of haggling, McChrystal finally enlisted the aid of Afghanistan's defense minister, who persuaded Karzai's people to wake the president from his nap.
This is one of the central flaws with McChrystal's counterinsurgency strategy: The need to build a credible government puts us at the mercy of whatever tin-pot leader we've backed – a danger that Eikenberry explicitly warned about in his cable. Even Team McChrystal privately acknowledges that Karzai is a less-than-ideal partner. "He's been locked up in his palace the past year," laments one of the general's top advisers. At times, Karzai himself has actively undermined McChrystal's desire to put him in charge. During a recent visit to Walter Reed Army Medical Center, Karzai met three U.S. soldiers who had been wounded in Uruzgan province. "General," he called out to McChrystal, "I didn't even know we were fighting in Uruzgan!"
Growing up as a military brat, McChrystal exhibited the mixture of brilliance and cockiness that would follow him throughout his career. His father fought in Korea and Vietnam, retiring as a two-star general, and his four brothers all joined the armed services. Moving around to different bases, McChrystal took solace in baseball, a sport in which he made no pretense of hiding his superiority: In Little League, he would call out strikes to the crowd before whipping a fastball down the middle.
McChrystal entered West Point in 1972, when the U.S. military was close to its all-time low in popularity. His class was the last to graduate before the academy started to admit women. The "Prison on the Hudson," as it was known then, was a potent mix of testosterone, hooliganism and reactionary patriotism. Cadets repeatedly trashed the mess hall in food fights, and birthdays were celebrated with a tradition called "rat fucking," which often left the birthday boy outside in the snow or mud, covered in shaving cream. "It was pretty out of control," says Lt. Gen. David Barno, a classmate who went on to serve as the top commander in Afghanistan from 2003 to 2005. The class, filled with what Barno calls "huge talent" and "wild-eyed teenagers with a strong sense of idealism," also produced Gen. Ray Odierno, the current commander of U.S. forces in Iraq.
The son of a general, McChrystal was also a ringleader of the campus dissidents – a dual role that taught him how to thrive in a rigid, top-down environment while thumbing his nose at authority every chance he got. He accumulated more than 100 hours of demerits for drinking, partying and insubordination – a record that his classmates boasted made him a "century man." One classmate, who asked not to be named, recalls finding McChrystal passed out in the shower after downing a case of beer he had hidden under the sink. The troublemaking almost got him kicked out, and he spent hours subjected to forced marches in the Area, a paved courtyard where unruly cadets were disciplined. "I'd come visit, and I'd end up spending most of my time in the library, while Stan was in the Area," recalls Annie, who began dating McChrystal in 1973.
McChrystal wound up ranking 298 out of a class of 855, a serious underachievement for a man widely regarded as brilliant. His most compelling work was extracurricular: As managing editor of The Pointer, the West Point literary magazine, McChrystal wrote seven short stories that eerily foreshadow many of the issues he would confront in his career. In one tale, a fictional officer complains about the difficulty of training foreign troops to fight; in another, a 19-year-old soldier kills a boy he mistakes for a terrorist. In "Brinkman's Note," a piece of suspense fiction, the unnamed narrator appears to be trying to stop a plot to assassinate the president. It turns out, however, that the narrator himself is the assassin, and he's able to infiltrate the White House: "The President strode in smiling. From the right coat pocket of the raincoat I carried, I slowly drew forth my 32-caliber pistol. In Brinkman's failure, I had succeeded."
After graduation, 2nd Lt. Stanley McChrystal entered an Army that was all but broken in the wake of Vietnam. "We really felt we were a peacetime generation," he recalls. "There was the Gulf War, but even that didn't feel like that big of a deal." So McChrystal spent his career where the action was: He enrolled in Special Forces school and became a regimental commander of the 3rd Ranger Battalion in 1986. It was a dangerous position, even in peacetime – nearly two dozen Rangers were killed in training accidents during the Eighties. It was also an unorthodox career path: Most soldiers who want to climb the ranks to general don't go into the Rangers. Displaying a penchant for transforming systems he considers outdated, McChrystal set out to revolutionize the training regime for the Rangers. He introduced mixed martial arts, required every soldier to qualify with night-vision goggles on the rifle range and forced troops to build up their endurance with weekly marches involving heavy backpacks.
In the late 1990s, McChrystal shrewdly improved his inside game, spending a year at Harvard's Kennedy School of Government and then at the Council on Foreign Relations, where he co-authored a treatise on the merits and drawbacks of humanitarian interventionism. But as he moved up through the ranks, McChrystal relied on the skills he had learned as a troublemaking kid at West Point: knowing precisely how far he could go in a rigid military hierarchy without getting tossed out. Being a highly intelligent badass, he discovered, could take you far – especially in the political chaos that followed September 11th. "He was very focused," says Annie. "Even as a young officer he seemed to know what he wanted to do. I don't think his personality has changed in all these years."
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