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Ailes’s message to his would-be protégé was plain: Not just the rise of Trump, but the fall of Fox could be Bannon’s moment.

In reply, Bannon let Ailes know that for now, he was trying to hold on to his position in the White House. But yes, the opportunity was obvious.

* * *

Even as O’Reilly’s fate was being debated by the Murdochs, Trump, understanding O’Reilly’s power and knowing how much O’Reilly’s audience overlapped with his own base, had expressed his support and approval—“I don’t think Bill did anything wrong. . . . He is a good person,” he told the New York Times.

But in fact a paradox of the new strength of conservative media was Trump himself. During the campaign, when it suited him, he had turned on Fox. If there were other media opportunities, he took them. (In the recent past, Republicans, particularly in the primary season, paid careful obeisance to Fox over other media outlets.) Trump kept insisting that he was bigger than just conservative media.

In the past month, Ailes, a frequent Trump caller and after-dinner adviser, had all but stopped speaking to the president, piqued by the constant reports that Trump was bad-mouthing him as he praised a newly attentive Murdoch, who had, before the election, only ever ridiculed Trump.

“Men who demand the most loyalty tend to be the least loyal pricks,” noted a sardonic Ailes (a man who himself demanded lots of loyalty).

The conundrum was that conservative media saw Trump as its creature, while Trump saw himself as a star, a vaunted and valued product of all media, one climbing ever higher. It was a cult of personality, and he was the personality. He was the most famous man in the world. Everybody loved him—or ought to.

On Trump’s part this was, arguably, something of a large misunderstanding about the nature of conservative media. He clearly did not understand that what conservative media elevated, liberal media would necessarily take down. Trump, goaded by Bannon, would continue to do the things that would delight conservative media and incur the wrath of liberal media. That was the program. The more your supporters loved you, the more your antagonists hated you. That’s how it was supposed to work. And that’s how it was working.

But Trump himself was desperately wounded by his treatment in the mainstream media. He obsessed on every slight until it was overtaken by the next slight. Slights were singled out and replayed again and again, his mood worsening with each replay (he was always rerunning the DVR). Much of the president’s daily conversation was a repetitive rundown of what various anchors and hosts had said about him. And he was upset not only when he was attacked, but when the people around him were attacked. But he did not credit their loyalty, or blame himself or the nature of liberal media for the indignities heaped on his staffers; he blamed them and their inability to get good press.

Mainstream media’s self-righteousness and contempt for Trump helped provide a tsunami of clicks for right-wing media. But an often raging, self-pitying, tormented president had not gotten this memo, or had failed to comprehend it. He was looking for media love everywhere. In this, Trump quite profoundly seemed unable to distinguish between his political advantage and his personal needs—he thought emotionally, not strategically.

The great value of being president, in his view, was that you’re the most famous man in the world, and fame is always venerated and adored by the media. Isn’t it? But, confusingly, Trump was president in large part because of his particular talent, conscious or reflexive, to alienate the media, which then turned him into a figure reviled by the media. This was not a dialectical space that was comfortable for an insecure man.

“For Trump,” noted Ailes, “the media represented power, much more so than politics, and he wanted the attention and respect of its most powerful men. Donald and I were really quite good friends for more than 25 years, but he would have preferred to be friends with Murdoch, who thought he was a moron—at least until he became president.”

* * *

The White House Correspondents’ Dinner was set for April 29, the one hundredth day of the Trump administration. The annual dinner, once an insiders’ event, had become an opportunity for media organizations to promote themselves by recruiting celebrities—most of whom had nothing to do with journalism or politics—to sit at their tables. This had resulted in a notable Trump humiliation when, in 2011, Barack Obama singled out Trump for particular mockery. In Trump lore, this was the insult that pushed him to make the 2016 run.

Not long after the Trump team’s arrival in the White House, the Correspondents’ Dinner became a cause for worry. On a winter afternoon in Kellyanne Conway’s upstairs West Wing office, Conway and Hope Hicks engaged in a pained discussion about what to do.

The central problem was that the president was neither inclined to make fun of himself, nor particularly funny himself—at least not, in Conway’s description, “in that kind of humorous way.”

George W. Bush had famously resisted the Correspondents’ Dinner and suffered greatly at it, but he had prepped extensively, and every year he pulled out an acceptable performance. But neither woman, confiding their concerns around the small table in Conway’s office to a journalist they regarded as sympathetic, thought Trump had a realistic chance of making the dinner anything like a success.

“He doesn’t appreciate cruel humor,” said Conway.

“His style is more old-fashioned,” said Hicks.

Both women, clearly seeing the Correspondents’ Dinner as an intractable problem, kept characterizing the event as “unfair,” which, more generally, is how they characterized the media’s view of Trump. “He’s unfairly portrayed.” “They don’t give him the benefit of the doubt.” “He’s just not treated the way other presidents have been treated.”

The burden here for Conway and Hicks was their understanding that the president did not see the media’s lack of regard for him as part of a political divide on which he stood on a particular side. Instead, he perceived it as a deep personal attack on him: for entirely unfair reasons, ad hominem reasons, the media just did not like him. Ridiculed him. Cruelly. Why?

The journalist, trying to offer some comfort, told the two women there was a rumor going around that Graydon Carter—the editor of Vanity Fair and host of one of the most important parties of the Correspondents’ Dinner weekend, and, for decades, one of Trump’s key tormentors in the media—was shortly going to be pushed out of the magazine.

“Really?” said Hicks, jumping up. “Oh my God, can I tell him? Would that be okay? He’ll want to know this.” She headed quickly downstairs to the Oval Office.

* * *

Curiously, Conway and Hicks each portrayed a side of the president’s alter ego media problem. Conway was the bitter antagonist, the mud-in-your-eye messenger who reliably sent the media into paroxysms of outrage against the president. Hicks was the confidante ever trying to get the president a break and some good ink in the only media he really cared about—the media that most hated him. But as different as they were in their media functions and temperament, both women had achieved remarkable influence in the administration by serving as the key lieutenants responsible for addressing the president’s most pressing concern, his media reputation.

While Trump was in most ways a conventional misogynist, in the workplace he was much closer to women than to men. The former he confided in, the latter he held at arm’s length. He liked and needed his office wives, and he trusted them with his most important personal issues. Women, according to Trump, were simply more loyal and trustworthy than men. Men might be more forceful and competent, but they were also more likely to have their own agendas. Women, by their nature, or Trump’s version of their nature, were more likely to focus their purpose on a man. A man like Trump.