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”You’re Gonna Have a Fucking War”: Mark Milley’s Fight to Stop Trump from Striking Iran
Inside the extraordinary final-days conflict between the former President and his chairman of the Joint Chiefs.
The last time that General Mark Milley, the chairman of the Joint Chiefs of Staff, spoke with President Donald Trump was on January 3, 2021. The subject of the Sunday-afternoon meeting, at the White House, was Iran’s nuclear program. For the past several months, Milley had been engaged in an alarmed effort to insure that Trump did not embark on a military conflict with Iran as part of his quixotic campaign to overturn the results of the 2020 election and remain in power. The chairman secretly feared that Trump would insist on launching a strike on Iranian interests that could set off a full-blown war.
There were two “nightmare scenarios,” Milley told associates, for the period after the November 3rd election, which resulted in Trump’s defeat but not his concession: one was that Trump would try “to use the military on the streets of America to prevent the legitimate, peaceful transfer of power.” The other was an external crisis involving Iran. It was not public at the time, but Milley believed that the nation had come close—“very close”—to conflict with the Islamic Republic. This dangerous post-election period, Milley said, was all because of Trump’s “Hitler”-like embrace of the “Big Lie” that the election had been stolen from him; Milley feared it was Trump’s “Reichstag moment,” in which, like Adolf Hitler in 1933, he would manufacture a crisis in order to swoop in and rescue the nation from it.
To prevent such an outcome, Milley had, since late in 2020, been having morning phone meetings, at 8 a.m. on most days, with the White House chief of staff, Mark Meadows, and Secretary of State Mike Pompeo, in the hopes of getting the country safely through to Joe Biden’s Inauguration. The chairman, a burly four-star Army general who had been appointed to the post by Trump in 2019, referred to these meetings with his staff as the “land the plane” calls—as in, “both engines are out, the landing gear are stuck, we’re in an emergency situation. Our job is to land this plane safely and to do a peaceful transfer of power the 20th of January.”
This extraordinary confrontation between the nation’s top military official and the Commander-in-Chief had been building throughout 2020. Before the election, Milley had drafted a plan for how to handle the perilous period leading up to the Inauguration. He outlined four goals: first, to make sure that the U.S. didn’t unnecessarily go to war overseas; second, to make sure that U.S. troops were not used on the streets of America against the American people, for the purpose of keeping Trump in power; third, to maintain the military’s integrity; and, lastly, to maintain his own integrity. He referred back to them often in conversations with others.
As the crisis with Trump unfolded, and the chairman’s worst-case fears about the President not accepting defeat seemed to come true, Milley repeatedly met in private with the Joint Chiefs. He told them to make sure there were no unlawful orders from Trump and not to carry out any such orders without calling him first—almost a conscious echo of the final days of Richard Nixon, when Nixon’s Defense Secretary, James Schlesinger, reportedly warned the military not to act on any orders from the White House to launch a nuclear strike without first checking with him or with the national-security adviser, Henry Kissinger. At one meeting with the Joint Chiefs, in Milley’s Pentagon office, the chairman invoked Benjamin Franklin’s famous line, saying they should all hang together. To concerned members of Congress—including Speaker Nancy Pelosi and Senate Majority Leader Mitch McConnell—and also emissaries from the incoming Biden Administration, Milley also put out the word: Trump might attempt a coup, but he would fail because he would never succeed in co-opting the American military. “Our loyalty is to the U.S. Constitution,” Milley told them, and “we are not going to be involved in politics.”
This account of a behind-the-scenes struggle over Iran involving Milley and Trump—a secret backdrop to the public drama unleashed by Trump’s unprecedented refusal to accept the Presidential-election results—comes from some of the nearly two hundred interviews, with a variety of sources, that I have conducted along with my husband, the Times reporter Peter Baker, for a book on the Trump Presidency that will be published next year. Some of the other details reported here about Milley’s actions have been disclosed in recent days by the authors of two new books about Trump and 2020—Michael Bender, of the Wall Street Journal, and Philip Rucker and Carol Leonnig, of the Washington Post—and been independently confirmed by me. Milley has not addressed the revelations publicly.
In a statement released on Thursday, reacting to reports about the Rucker and Leonnig book, Trump said, “I never threatened, or spoke about, to anyone, a coup of our Government.” He added, “If I was going to do a coup, one of the last people I would want to do it with is General Mark Milley.” Trump said he selected Milley for the post only because he wanted to spite his then Defense Secretary, Jim Mattis, who, he said, “could not stand him.” “I often act counter to people’s advice who I don’t respect,” Trump noted. The former President posited that Milley, a career military officer, was allowing these accounts to circulate “to curry favor with the Radical Left.”
Milley had been in full-alarm mode since the summer of 2020. On June 1st, Trump had used the general as a prop in his infamous Lafayette Square photo op: Trump had marched through the plaza minutes after it had been violently cleared of peaceful Black Lives Matter protesters, and following him was Defense Secretary Mark Esper, a pack of his White House advisers, and Milley, who was dressed in combat fatigues, as if at war inside America. Milley, an Irish-Catholic from outside Boston who worships the Constitution and the military’s tradition of political neutrality, considered that photo op his “Damascus moment,” as he would later call it: a few short minutes of misjudgment that would haunt him forever. He considered resigning but instead decided to do his penance. “I’ll fight from the inside,” he told his staff. The following week, during a previously scheduled commencement address, he apologized publicly for taking part in a political display that was completely inappropriate for the leader of America’s apolitical armed forces.
On June 3rd, in the Pentagon briefing room, Esper announced that he was opposed to invoking the Insurrection Act against protesters and said that he tried to remain apolitical in his job. Soon after Esper’s statement to the press, Esper, Milley, and the centcom commander, Frank Mackenzie, were scheduled to attend a White House meeting on Afghanistan. Trump, enraged, lit into Esper before Milley could even sit down. The President went “apeshit” on Esper, Milley told associates, one of the worst such reamings-out he had ever seen. Trump would go on to fire Esper days after he lost the 2020 election. Milley told his aides that he, too, was prepared to be fired, or even court-martialled. In another meeting after Milley’s speech, Trump, sitting at his desk in the Oval Office, demanded to know why Milley had apologized; apologies, Trump told him, according to an account that Milley later repeated, are a sign of weakness. “Not where I come from,” Milley replied, as he later told associates. Milley said he had to ask for forgiveness because he was a soldier in uniform who did not belong at a political event. “I don’t expect you to understand,” Milley had said, “It’s an ethic for us, a duty.” (In his statement on Thursday, Trump referenced his anger at Milley’s apology. “I saw at that moment he had no courage or skill, certainly not the type of person I would be talking ‘coup’ with. I’m not into coups!”)
A running concern for Milley was the prospect of Trump pushing the nation into a military conflict with Iran. He saw this as a real threat, in part because of a meeting with the President in the early months of 2020, at which one of Trump’s advisers raised the prospect of taking military action to stop Iran from obtaining nuclear weapons if Trump were to lose the election. At another meeting, at which Trump was not present, some of the President’s foreign-policy advisers again pushed military action against Iran. Milley later said that, when he asked why they were so intent on attacking Iran, Vice-President Mike Pence replied, “Because they are evil.”
In the months after the election, with Trump seemingly willing to do anything to stay in power, the subject of Iran was repeatedly raised in White House meetings with the President, and Milley repeatedly argued against a strike. Trump did not want a war, the chairman believed, but he kept pushing for a missile strike in response to various provocations against U.S. interests in the region. Milley, by statute the senior military adviser to the President, was worried that Trump might set in motion a full-scale conflict that was not justified. Trump had a circle of Iran hawks around him and was close with the Israeli Prime Minister, Benjamin Netanyahu, who was also urging the Administration to act against Iran after it was clear that Trump had lost the election. “If you do this, you’re gonna have a fucking war,” Milley would say.
Finally, on January 3rd, after Trump had flown back from his Christmas vacation at Mar-a-Lago, he convened the Oval Office meeting on Iran, asking his advisers about recent reports from the International Atomic Energy Agency on Iran’s nuclear activities. Both Mike Pompeo and the national-security adviser, Robert O’Brien, told Trump that it was not possible to do anything militarily at that point. Their attitude was that it was “too late to hit them.” After Milley walked through the potential costs and consequences, Trump agreed. And that was that: after months of anxiety and uncertainty, the Iran fight was over.
At the very end of the meeting Trump brought up the forthcoming rally of his supporters on January 6th, asking Milley and the acting Defense Secretary, Christopher Miller, if they were prepared for what Trump had already promised, on Twitter, would be a “wild” protest. It was a short conversation, Milley later recalled to associates, no more than a couple of minutes at the end of an hour-long meeting. “It’s gonna be a big deal,” Milley heard Trump say. “You’re ready for that, right?” It was the last time the President would ever speak to his Joint Chiefs chairman.
Just three days later, on January 6th, a version of Milley’s nightmare scenario played out anyway: an attack on the U.S. Capitol by a pro-Trump mob seeking to stop Congress from ratifying Biden’s victory. Milley had not envisioned it, not exactly—his fears had been largely about street violence, involving running battles between pro-Trump thugs and left-wing opponents that Trump might use as a pretext for demanding martial law. This was the analogy to Germany in the nineteen-thirties that Milley had in mind. When January 6th happened, it wasn’t quite like that, of course. But Milley told others on that awful day that what they had dreaded had come to pass: Trump had his “Reichstag moment” after all.
Frustrated with CIA, Trump administration turned to Pentagon for shadow war with Iran
In the final month of his presidency, Donald Trump signed off on key parts of an extensive secret Pentagon campaign to conduct sabotage, propaganda and other psychological and information operations in Iran, according to former senior officials who served in his administration.
The campaign, which was to be led by the military’s Special Operations forces, was designed to undermine the Iranian people’s faith in their government as well as shake the regime’s sense of competence and stability, according to those former officials.
The plan, which eventually grew to a 200-page package of options, involved “things that would cause the Iranians to doubt their control over the country, or doubt their ability to fight a war,” said a former senior defense official.
While being briefed on elements of the campaign, Trump acknowledged that it would have to be carried out by the incoming Biden administration, according to the former official.
It is unclear whether the Biden administration has continued to pursue the Trump-approved operations. But with the White House set to resume indirect nuclear talks with Iran in Vienna later this month, U.S. officials may have to decide whether the Trump-approved Pentagon campaign could jeopardize negotiations — or help compel Iran to an agreement.
It’s representative of a dilemma that was also faced by President Biden’s predecessors: how hard to prosecute the shadow war against Iran while also seeking to negotiate with Tehran.
The Department of Defense and the CIA declined to comment. The White House referred queries to the Pentagon.
Though the plan did not include targeted killings, the likelihood that Iranians might die during “kinetic” acts of sabotage and other operations — and because Iran itself was not considered a war zone — meant the Pentagon needed to receive approval from the president to move forward, according to former officials.
In fact, said former officials, many prongs of this “irregular warfare” campaign did not formally require presidential permission, and could have been approved by the secretary of defense and other top Pentagon officials.
But some in the Pentagon, especially within the Joint Staff, impeded the execution of these plans for years, according to former officials.
By early 2018, “very explicit direction went out” to the Pentagon on some elements of the campaign, said a former senior administration official. “Explicit direction was given; it was understood. And discretion was exercised liberally not to do it.”
“The Pentagon sat on it, refusing to take any action on it, because it didn’t want to,” said the former official. “And ultimately, at a point of exasperation, felt it had no choice or recourse but to present some of the components of it, as some broad plan to be approved in response to a task, so they wouldn’t look like they were completely resistant or incompetent.”
The last-minute push was the culmination of years of frustration by Trump administration officials over how to wage the shadow conflict with Iran. “The Joint Staff and CIA were obstructing everything,” said the former senior defense official.
The ex-official stressed that the plan, which aimed to weaken the Iranian government, was designed to deter a war, and not precipitate an overt military conflict with Tehran.
“It’s a very detailed escalation ladder,” said the former official. “It’s not like all of a sudden you go from zero to 60.”
Some of these actions would not be executed until the U.S. and Iran were “just at the brink” of war, said the source.
The proposed campaign was intensely scrutinized by Pentagon legal personnel, according to Trump-era officials. One of the “sticking points” within the Department of Defense was “the legality of it, whether this [campaign] constituted acts of war,” said a former senior Pentagon official. “It all came down to the definition of sabotage, and what that means legally.” Pentagon lawyers were also focused on actions that might increase “the likelihood of provoking war,” said the former senior defense official.
The proposal was developed and supported by top uniformed officials within the military’s Special Operations Command and Central Command, as well as senior civilians within the Defense Department overseeing special operations and intelligence matters, according to former officials.
Gen. Frank McKenzie, the head of U.S. Central Command, was an ardent proponent of the Iran-focused actions, according to former officials, who said Gen. Mark Milley, chairman of the Joint Chiefs of Staff, consistently slow-rolled the proposal.
The heads of Central Command and Special Operations Command “were furious at the Joint Staff,” said the former senior defense official. “Because they felt that Milley sitting on the package ... was actually tying their hands and putting American forces at risk. Because they weren’t able to build up the capabilities to deter Iran before a conflict.”
“The allegations here simply aren’t true,” said a spokesman for Milley. “Without commenting on any action for security reasons, Gen. Milley’s job as the chairman is to give military advice to our civilian decision makers. He gives advice by articulating the assessed risk and benefits of military action. He did this in the Trump administration, and he does this now.”
The plan, which officials said had been under development for years, involved operations that would take at least six months to get up and running once they were approved by the president. “Trump was briefed that none of these things were going to take place in his time” in office, said the former senior defense official.
President Trump reacted more with “supreme disappointment” that these options were only now being presented to him, said the former senior administration official.
Former officials described an interagency process on Iran that was rife with dysfunction. The CIA and Defense Department “were not providing good options to the decision makers, to the president,” because they thought Trump was “crazy and if they took [an] idea to him he’d say, ‘Do it,’ and so they felt they had to control him,” said former acting Secretary of Defense Chris Miller, who also served in a number of NSC and Pentagon positions in the Trump administration.
Within the Pentagon, some top officials tried to steer the administration away from an overt attack on Iran by pushing for sub rosa, deniable options, which they believed would give the Iranians more room to save face and not precipitate a military response from Tehran.
“[Defense] Secretary [Jim] Mattis’s general order No. 1 to me was, ‘We don’t want a war with Iran,’” said Mick Mulroy, the former deputy assistant secretary of defense for the Middle East. “One of the things that I proposed to take the steam out of the White House … was to do things like irregular-warfare-type stuff.”
The CIA, with its focus on covert action, was a natural ally, according to Mulroy.
The CIA’s Iran chief understood the White House-Pentagon dynamic — and the Pentagon’s desire to avoid overt conflict — and proposed initiating “internal-strife-type things” and propaganda-oriented covert operations against Iran at National Security Council meetings, said a second former senior Pentagon official.
But it’s not clear how many, if any, of the agency’s proposals actually came to fruition.
The CIA’s Iran Mission Center was doing “nothing” on Iran, said the former senior administration official. “And I’m being very, very charitable when I say nothing.”
Frustration with the agency was intense. “We would get briefed on all these wild, elaborate plans for various operations that never occurred,” said Victoria Coates, who served as deputy national security adviser for Middle East and North African Affairs.
Skepticism pervaded the relationship between top Trump national security officials and their CIA briefers. Administration officials pointedly questioned the agency’s assessments that Iran was not imminently capable of developing nuclear weapons, according to former officials.
In the end, Trump national security officials concluded that, though the CIA may have been obstructing their directives on Iran, the agency likely did not possess the capabilities to carry out the types of covert action demanded by administration policymakers.
When it came to covert action against Iran, administration officials asked the CIA, “What can we do tonight? Or what can we do next week? Or even six months from now?” said the former senior Pentagon official. “It was the ‘come to Jesus’ moment, [and] it’s like, 'That’s it, that’s all you’ve got?'” The agency’s capabilities were “completely underwhelming,” said this former official.
The CIA engaged in “this constant litany of why we couldn’t do anything, and then you have the Israelis champing at the bit to do stuff, and wondering why we would talk a good game and then go back and not produce anything,” said Coates.
Eventually, Trump told the Israelis, “'Go forth. Go, do. You be the kinetic arm, and we’ll do the maximum pressure campaign,'” said a second former senior administration official.
Meanwhile, then-CIA Director Gina Haspel was working to convince Milley that the agency should be in charge of the U.S.’s secret operations against Iran, according to the former senior defense official.
Haspel “wooed him into believing that CIA was responsible for this, and let CIA take care of this,” said this former official. “Meanwhile, CIA wasn’t doing anything.”
CIA and other officials strongly dispute this characterization. Long-running CIA programs and authorities — focused on countering Iran’s nuclear program, sowing dissent within the regime and delegitimizing it in the eyes of the Iranian public, and combating Iranian influence abroad, among other things — continued under the Trump administration, according to former agency and national security officials.
On counterproliferation-related activities, “they let us run wild, because they just didn’t want to get involved in the disruption part,” said the former senior agency official. In fact, argue some former CIA officials, during the Trump administration, the agency’s Iran center was so focused on covert action that it hurt the agency’s ability to develop Iranian source networks.
In 2018, the Trump administration also approved a new presidential finding permitting the CIA to conduct much more aggressive covert action in cyberspace. The agency subsequently conducted covert hack-and-dump operations against Iran and Russia and cyberattacks on Iranian infrastructure, former officials told Yahoo News. The secret authorization also freed up the agency to conduct these operations with less White House oversight.
But the issues went deeper than neglect, benign or not, by the Trump administration, according to another former CIA official. When it came to the administration’s ideas for covert action against Iran, “either it was overly aggressive — start a war or people die — or unrealistic,” said this former official. “Human life was not so much a concern.”
The agency’s diminished covert action capabilities in Iran may have been tied to its struggles in maintaining sources there, according to former officials. “The stable has been decimated, and there was no incentivization to rebuild it,” said the former senior CIA official.
Indeed, in the summer of 2021, the top CIA official abroad responsible for Iran operations sent a cable to agency headquarters warning that its Iran-related recruiting efforts had all been compromised, according to former CIA officials. The Iran-related cable was previously reported by the New York Times.
In October, the CIA dissolved its Iran Mission Center, folding it back into the agency’s broader Middle East operations division. Some former officials hope the agency will now refocus on more traditional intelligence-gathering activities.
“We need to understand what’s going on there, what’s happening,” said a second former senior CIA official. The lack of sourcing “has reverberated into what amounts to an operational disaster on the Iranian target.”