In the Oval Office, Trump said right from the start that he was considering Milley for chairman of the Joint Chiefs. When Trump offered him the job, Milley replied, “Mr. President, I’ll do whatever you ask me to do.”
For the next hour, they talked about the state of the world. Immediately, there were points of profound disagreement. On Afghanistan, Milley said he believed that a complete withdrawal of American troops, as Trump wanted, would cause a serious new set of problems. And Milley had already spoken out publicly against the banning of transgender troops, which Trump was insisting on.
“Mattis tells me you are weak on transgender,” Trump said.
“No, I am not weak on transgender,” Milley replied. “I just don’t care who sleeps with who.”
There were other differences as well, but in the end Milley assured him, “Mr. President, you’re going to be making the decisions. All I can guarantee from me is I’m going to give you an honest answer, and I’m not going to talk about it on the front page of the Washington Post. I’ll give you an honest answer on everything I can. And you’re going to make the decisions, and as long as they’re legal I’ll support it.”
As long as they’re legal. It was not clear how much that caveat even registered with Trump. The decision to name Milley was a rare chance, as Trump saw it, to get back at Mattis. Trump would confirm this years later, after falling out with both men, saying that he had picked Milley only because Mattis “could not stand him, had no respect for him, and would not recommend him.”
Late on the evening of December 7th, Trump announced that he would reveal a big personnel decision having to do with the Joint Chiefs the next day, in Philadelphia, at the hundred-and-nineteenth annual Army-Navy football game. This was all the notice Dunford had that he was about to be publicly humiliated. The next morning, Dunford was standing with Milley at the game waiting for the President to arrive when Urban, the lobbyist, showed up. Urban hugged Milley. “We did it!” Urban said. “We did it!”
But Milley’s appointment was not even the day’s biggest news. As Trump walked to his helicopter to fly to the game, he dropped another surprise. “John Kelly will be leaving toward the end of the year,” he told reporters. Kelly had lasted seventeen months in what he called “the worst fucking job in the world.”
For Trump, the decision was a turning point. Instead of installing another strong-willed White House chief of staff who might have told him no, the President gravitated toward one who would basically go along with whatever he wanted. A week later, Kelly made an unsuccessful last-ditch effort to persuade Trump not to replace him with Mick Mulvaney, a former congressman from South Carolina who was serving as Trump’s budget director. “You don’t want to hire someone who’s going to be a yes-man,” Kelly told the President. “I don’t give a shit anymore,” Trump replied. “I want a yes-man!”
A little more than a week after that, Mattis was out, too, having quit in protest over Trump’s order that the U.S. abruptly withdraw its forces from Syria right after Mattis had met with American allies fighting alongside the U.S. It was the first time in nearly four decades that a major Cabinet secretary had resigned over a national-security dispute with the President.
The so-called “axis of adults” was over. None of them had done nearly as much to restrain Trump as the President’s critics thought they should have. But all of them—Kelly, Mattis, Dunford, plus H. R. McMaster, the national-security adviser, and Rex Tillerson, Trump’s first Secretary of State—had served as guardrails in one way or another. Trump hoped to replace them with more malleable figures. As Mattis would put it, Trump was so out of his depth that he had decided to drain the pool.
On January 2, 2019, Kelly sent a farewell e-mail to the White House staff. He said that these were the people he would miss: “The selfless ones, who work for the American people so hard and never lowered themselves to wrestle in the mud with the pigs. The ones who stayed above the drama, put personal ambition and politics aside, and simply worked for our great country. The ones who were ethical, moral and always told their boss what he or she NEEDED to hear, as opposed to what they might have wanted to hear.”
That same morning, Mulvaney showed up at the White House for his first official day as acting chief of staff. He called an all-hands meeting and made an announcement: O.K., we’re going to do things differently. John Kelly’s gone, and we’re going to let the President be the President.
In the fall of 2019, nearly a year after Trump named him the next chairman of the Joint Chiefs, Milley finally took over the position from Dunford. Two weeks into the job, Milley sat at Trump’s side in a meeting at the White House with congressional leaders to discuss a brewing crisis in the Middle East. Trump had again ordered the withdrawal of U.S. forces from Syria, imperilling America’s Kurdish allies and effectively handing control of the territory over to the Syrian government and Russian military forces. The House—amid impeachment proceedings against the President for holding up nearly four hundred million dollars in security assistance to Ukraine as leverage to demand an investigation of his Democratic opponent—passed a nonbinding resolution rebuking Trump for the pullout. Even two-thirds of the House Republicans voted for it.
At the meeting, the Speaker of the House, Nancy Pelosi, pointed out the vote against the President. “Congratulations,” Trump snapped sarcastically. He grew even angrier when the Senate Democratic leader, Chuck Schumer, read out a warning from Mattis that leaving Syria could result in the resurgence of the Islamic State. In response, Trump derided his former Defense Secretary as “the world’s most overrated general. You know why I fired him? I fired him because he wasn’t tough enough.”
Eventually, Pelosi, in her frustration, stood and pointed at the President. “All roads with you lead to Putin,” she said. “You gave Russia Ukraine and Syria.”
“You’re just a politician, a third-rate politician!” Trump shot back.
Finally, Steny Hoyer, the House Majority Leader and Pelosi’s No. 2, had had enough. “This is not useful,” he said, and stood up to leave with the Speaker.
“We’ll see you at the polls,” Trump shouted as they walked out.
When she exited the White House, Pelosi told reporters that she left because Trump was having a “meltdown.” A few hours later, Trump tweeted a White House photograph of Pelosi standing over him, apparently thinking it would prove that she was the one having a meltdown. Instead, the image went viral as an example of Pelosi confronting Trump.
Milley could also be seen in the photograph, his hands clenched together, his head bowed low, looking as though he wanted to sink into the floor. To Pelosi, this was a sign of inexplicable weakness, and she would later say that she never understood why Milley had not been willing to stand up to Trump at that meeting. After all, she would point out, he was the nonpartisan leader of the military, not one of Trump’s toadies. “Milley, you would have thought, would have had more independence,” she told us, “but he just had his head down.”
In fact, Milley was already quite wary of Trump. That night, he called Representative Adam Smith, a Washington Democrat and the chairman of the House Armed Services Committee, who had also been present. “Is that the way these things normally go?” Milley asked. As Smith later put it, “That was the moment when Milley realized that the boss might have a screw or two loose.” There had been no honeymoon. “From pretty much his first day on the job as chairman of the Joint Chiefs,” Smith said, “he was very much aware of the fact that there was a challenge here that was not your normal challenge with a Commander-in-Chief.”
Early on the evening of June 1, 2020, Milley failed what he came to realize was the biggest test of his career: a short walk from the White House across Lafayette Square, minutes after it had been violently cleared of Black Lives Matter protesters. Dressed in combat fatigues, Milley marched behind Trump with a phalanx of the President’s advisers in a photo op, the most infamous of the Trump Presidency, that was meant to project a forceful response to the protests that had raged outside the White House and across the country since the killing, the week before, of George Floyd. Most of the demonstrations had been peaceful, but there were also eruptions of looting, street violence, and arson, including a small fire in St. John’s Church, across from the White House.
In the morning before the Lafayette Square photo op, Trump had clashed with Milley, Attorney General William Barr, and the Defense Secretary, Mark Esper, over his demands for a militarized show of force. “We look weak,” Trump told them. The President wanted to invoke the Insurrection Act of 1807 and use active-duty military to quell the protests. He wanted ten thousand troops in the streets and the 82nd Airborne called up. He demanded that Milley take personal charge. When Milley and the others resisted and said that the National Guard would be sufficient, Trump shouted, “You are all losers! You are all fucking losers!” Turning to Milley, Trump said, “Can’t you just shoot them? Just shoot them in the legs or something?”
Eventually, Trump was persuaded not to send in the military against American citizens. Barr, as the civilian head of law enforcement, was given the lead role in the protest response, and the National Guard was deployed to assist police. Hours later, Milley, Esper, and other officials were abruptly summoned back to the White House and sent marching across Lafayette Square. As they walked, with the scent of tear gas still in the air, Milley realized that he should not be there and made his exit, quietly peeling off to his waiting black Chevy Suburban. But the damage was done. No one would care or even remember that he was not present when Trump held up a Bible in front of the damaged church; people had already seen him striding with the President on live television in his battle dress, an image that seemed to signal that the United States under Trump was, finally, a nation at war with itself. Milley knew this was a misjudgment that would haunt him forever, a “road-to-Damascus moment,” as he would later put it. What would he do about it?
In the days after the Lafayette Square incident, Milley sat in his office at the Pentagon, writing and rewriting drafts of a letter of resignation. There were short versions of the letter; there were long versions. His preferred version was the one that read in its entirety: