Born Trump

The Access Hollywood tape, for instance, rippled their household. But what rankled them wasn’t Donald’s language—that he’d boasted about using his special privilege as a celebrity to grab women by the genitals, or kissing a married woman he wooed with furniture shopping. It was that their son had walked to Trump Tower the day after the story broke to help handle the fallout. It was a Saturday, and their son shouldn’t have been working. That, they told him, wasn’t quite keeping Shabbat.

WHAT DIVIDED the community most unfolded over the summer of 2016. As the campaign worked with the Republican National Committee to put together the schedule for its convention in Cleveland, the Trump-Kushners threw out an idea. Why not ask Rabbi Haskel Lookstein, who’d shepherded Ivanka through her conversion process years earlier and led the congregation the Trump-Kushners attended in New York, to deliver an invocation, an opening prayer to kick off the convention? Lookstein had commanded the pulpit at the Congregation Kehilath Jeshurun, or KJ, for decades, taking over the gig from his father. Israel’s Bar-Ilan University had granted him an honorary doctorate in recognition for the “influential role he has played in deepening Jewish values and heritage among American Jewry.”

The rabbi agreed, a personal decision that he said he made to honor her request, out of respect for her and their relationship. In the lead-up to the convention, he settled on an invocation that prayed for the welfare of the government, thanking God for translating into reality the biblical command to “proclaim liberty throughout the land for all the inhabitants thereof” and for the constitutional government that fostered “the American ideals of democracy, freedom, justice and equality for all, regardless of race, religion or national origin.” He would ask God to help us form a government that would “protect us with sound strategy and strength; which will unite use with words of wisdom and acts of compassion.”

By all measures, it was a prayer most Americans, particularly those concerned by some of the campaign rhetoric and policies taking shape and gang-who-couldn’t-shoot-straight-ness of it all, would have been heartened to hear. On a subtler level, it seemed almost like a troll of the candidate’s position on immigration and concerns over his tolerance for people who looked and lived differently than he did.

Of course, that is not why the Trump-Kushners asked their rabbi to participate. “Jared and Ivanka felt like this was simple, a way to honor their rabbi with whom they had a close relationship,” a member of the congregation recalled. But the simple things often turned complicated, in an instant, for everyone attached to the campaign, Javanka included.

The Trump campaign hastily sent a list of speakers, including all four adult Trump children, vice presidential nominee Mike Pence, former NFL quarterback Tim Tebow, former underwear model Antonio Sabàto Jr., and Lookstein. No one told the rabbi that his name would be included on a publicized list, which means he had no time to inform the campaign officials that he was not, in fact, giving a speech at the convention. He was simply offering a prayer.

The distinction may have made a difference to his congregants. Or maybe it wouldn’t have, given the immediate backlash he faced once the announcement went public. Congregants started an online petition, signed by nearly 850 people, condemning the rabbi for lending his blessing to Donald Trump.

Lookstein reconsidered. In a letter emailed to his congregants and friends, he wrote that “the whole matter turned from rabbinic to political, something which was never intended.” Politics, he added, divide people, and he had spent his life uniting. “In the interest of bringing our community together, I have asked to be relieved of my commitment to deliver the invocation.” Some guilt did wash over Ivanka and Jared for the trouble they had caused the rabbi and for the controversy kicked up in their community. At the same time, they felt like they were getting hung out to dry and didn’t see this as their fault in the slightest. “An amateur level of organization created a problem that did not need to exist,” one person who was part of the planning said. But friends and members of their congregation whispered that they should have known better. “Part of this was that when you’ve become a bigger fucking deal,” one congregant mused, “everything you do becomes a bigger fucking deal, and for some reason they didn’t catch on to that.”

SOME PEOPLE in the Trump-Kushners’ community—KJ members, Ramaz parents, people who went to the Modern Orthodox yeshiva school that Jared attended in Paramus, New Jersey—thought it was a big fucking deal to have one of their own become a big fucking deal. On Saturday mornings throughout the campaign, as the rabbis spoke or cantors chanted, congregants would whisper that it was somewhat of a comfort to have him in the candidate’s ear. He was a guy they davened with, who grew up the way they did, with the same kinds of values and priorities they were all taught in school and at home and in temple on Shabbat. “It is still someone who we grew up with, who’s close to someone who may be the president,” one acquaintance from high school explained at the time. “That is never bad.”

Many agreed, however, that if they had their druthers, and it was up to them to choose a guy in their community who would be the one so close to and advising a US presidential candidate, Jared would not have ranked high on their list. The consensus was that, without a doubt, there were smarter, more accomplished guys in his high school class alone who would have been perfect geniuses in that role. With Jared, the feeling was more along the lines of, Well, I guess he’ll do.

“He would not be the one who you’d be like, ‘Oh, thank God he’s there,’” one of his high school classmates said. “He wouldn’t be a first- or second- or third-round draft pick. But, great, we have someone there. He’s totally solid and fine, maybe more savvy than smart.”

IN TERMS of his relationship with Jewish community leaders beyond his own New York, New Jersey bubble, many influential members corresponded with Kushner often, voicing their concerns and urging him to push certain policy positions. They were heartened by his father-in-law’s rhetoric when it came to his support for Israel. And for all the attention Steve Bannon got for the alt-right, white nationalist, neo-Nazi agenda pushed on Breitbart News, the website he helmed, he was an unabashed hardliner on Israel.

Jewish organizations could tell that Kushner was overwhelmed and overworked. His father-in-law had tasked the guy, at the time a thirty-five-year-old real estate developer who’d never worked for a place he or his family didn’t own, with solving Middle East peace, along with all of his other campaign duties. It is true that he had a close familial tie to Israel; Prime Minister Benjamin Netanyahu stayed at the Kushner family home when he came to the States, sometimes sleeping in Jared’s childhood bed during his stays. But years of political know-how and understanding of an issue so complex that it has eluded seasoned diplomats for decades isn’t like conjunctivitis. It doesn’t rub off on shared pillows, nor is it picked up in conversations with a father’s friends over Shabbat dinner.

So Jared frequently relied on feedback and input from these organizations, though it was clear he barely had the time to do so. “He’d reply to emails with letters instead of words, always very short, almost like he was running around on a BlackBerry with one hand tied,” one Zionist organization leader recalled. “It was never a substantive discussion. It was more just trying to keep his head above water and get done what he absolutely had to get done.”

He did engage with the American Israel Public Affairs Committee, the all-powerful pro-Israel lobbying group, throughout the campaign, particularly after his father-in-law hit the skids with the committee. Donald had particularly strained things when he said he would refrain from taking sides in peace talks between Israelis and Palestinians so he could fairly, credibly serve as a neutral negotiator. That, of course, is a third rail for organizations like AIPAC, particularly for a presumptive Republican nominee to take. The group’s nerves were already frayed after eight years of the Obama administration, which many perceived as a dark period of the relationship between the American and Israeli government. They would need stronger assurances of support from the campaign, particularly given its questionable ties to anti-Semitism and white nationalists, if they were going to get anywhere together.

Kushner saw AIPAC’s annual conference, an event held at the end of March 2016, as a place for him to both make good and make his commitments to Israeli clear. The initial plan was that Donald would do a question-and-answer session at the event, but it soon got scrapped in favor of a speech. Jared suggested that Donald use a teleprompter, which, given the typical freewheeling, meandering style he naturally gravitates toward, was simple self-preservation. The stakes here were too high to let an ill-informed, breezy throwaway line turn the whole community against the campaign for good. Jared also urged his father-in-law to use the speech to lay out specifics that the audience would eat up. The remarks could be a proof point that Donald would not only charm them and entertain them but knew a little bit about what he was talking about here and, most importantly, in fact, unequivocally have their back.

Jared solicited the advice of Ron Dermer, Israel’s ambassador to the United States. Dermer had talked through what could happen with the United Nations after the election with the Clinton campaign, and he wanted to share the Israeli government’s point of view with both sides, in language he felt comfortable with. At first he sent over talking points Donald could use for the Q&A, but Jared requested a phone call once he knew the campaign had to plan for a speech.

On the call, Dermer made it clear that he was doing this as a service for all campaigns. He talked for a solid hour about the UN, about Iran, about hard lines and language that was very important to Israelis, and about many people who would be in the audience that day. It was a solid foundation from which Jared and campaign officials could draw in drafting a speech, based on what fit in with their own agendas and strategies and broader foreign policy goals.

The truth was that those broader agendas, strategies, and goals, particularly when it came to foreign policy, were primordial at best at that stage. And so having Dermer spell out a fully fleshed-out policy was like getting your hands on the answer key the night before a final exam that was worth 50 percent of your grade at the end of the semester. As Dermer laid out, piece by piece, bit by bit, the position of the Israeli government and the ways in which they wanted to hear a US commander in chief relate to them and address the rest of the Middle East, someone was clearly taking notes.

The next day Jared sent a draft of the speech to the billionaire casino owner, GOP kingmaker, and major Jewish philanthropist magnate Sheldon Adelson, who promptly sent it over to Dermer. The text Dermer read was like a transcript of what he had told Jared in their phone call, right down to the jokes. It was basically wholesale theft.

Jared continued to polish over the weekend. He loved it. When Jared called Dermer back to give him a preview, it seemed that the campaign had used what Dermer said in their phone call almost exactly, adding a few familiar Trumpian rhetorical flourishes—a bunch of believe-mes and plugs for his Art of the Deal. It was Dermer’s substance, almost verbatim, put through a Trump Speak machine and fed into a teleprompter for him to read to the crowd.

The speech went through three main takeaways, all of which were very much in line with the AIPAC bent. First, his priority would be to “dismantle the disastrous deal with Iran,” which he called “catastrophic for America, for Israel and for the whole of the Middle East.” He laid out an uncharacteristically specific plan for what he, as president, would do and the specific problems he said the deal failed to address. Second, he vowed to move the American embassy to Jerusalem. Third, he ripped into what he called “the utter weakness and incompetence of the United Nations,” which, he said, was not a friend to freedom, nor to the United States, and surely not to Israel. He vowed to end the discussions swirling about an attempt to bring a Security Council resolution on the terms of an eventual agreement between Israel and Palestine. “The United States must oppose this resolution and use the power of our veto, which I will use as president 100 percent.” Next, he told the audience that Palestinians need to stop treating those who murder Jews as heroes and lionizing hatred in textbooks and mosques.

But despite his son-in-law’s warnings, the candidate couldn’t help himself. He could read an audience—that was his one natural skill—so he threw them some red meat. “With President Obama in his final year” he began, before interrupting himself with a “Yay!” Like any performer worth his salt, he paused to let the crowd applaud and roar. He chuckled to himself, his lips turning upward in a grin, before he turned his head to take in the crowd. This was what he fed off, what set off that little clinking in his brain, like a junkie getting a first taste before opening up wide. He heard the clapping and he wanted more. So he careened off the teleprompter and spiraled straight into rally mode, straight down into the mordancy that played so well to his base. He kept pausing and shaking his head as the rush settled into thought bubbles. “He may be the worst thing to ever happen to Israel, believe me, believe me,” he said to more hoots and hollers. “And you know it and you know it better than anybody.”

His audience didn’t necessarily disagree with these sentiments. But members of AIPAC’s executive team started to scramble. Candidates didn’t use this event to slam and attack other politicians. AIPAC president Lillian Pinkus opened the next morning’s events, during which Netanyahu was scheduled to speak, with an apology for the rhetoric Donald had run off with the night before. Barely swallowing back tears, Pinkus indicated that the candidate had violated the nonpartisan spirit the event tried to retain.

The hubbub around Donald’s comments overshadowed the one line he had been sure would get him into AIPAC’s good graces. “I love the people in the room. I love Israel,” Donald had ended with the day earlier. “My daughter, Ivanka, is about to have a beautiful Jewish baby. In fact, it could be happening right now, which would be very nice as far as I’m concerned.”

A WEEK before the election, in the midst of this all, Ivanka turned in the manuscript for her second book, Women Who Work: Rewriting the Rules for Success, to her publisher. The book was a marketing dream. The confluence of the company she’d built under her own name and the near-constant attention on her speaking about paid family leave and child care under the glare of the political campaign made a book like this the gold standard for the term “brand tie-in.”

Ivanka had spent nearly a decade selling jewelry to women, and then clothes and shoes and handbags and accessories—and later, the notion of a put-together working woman who, if she doesn’t “have it all,” wants to read about the interview-ready outfits and time-saving tips and recipes and workouts and ways to ask for a more flexible work schedule she’ll need to get close to having at least some of it. Her brand website turned into a mecca for that kind of aspirational content, with blog posts about packed lunches and spring looks for the office, most of which let readers shop corresponding looks from the Ivanka Trump brand directly from each post.

She had announced the book publicly in June, in a video message posted on her website. “So last year, I shared some pretty exciting news, that I was pregnant with baby number three, little baby Theodore, and, today, I have some amazing news to share with you as well.” She held up a cutout of a white number 4 affixed to a stick, biting her perfectly berry-stained lips, as if the secret would spill out if she didn’t physically contain it with her teeth. True Ivanka Trump fans, the kinds of women who religiously read her website or leave comments on her Instagram photos praising her children or cataloging her outfits, would recognize this trick. When she announced her pregnancy with Theodore, again, in a video posted on her site, her first child, Arabella, had held a number 1, her second, Joseph, a number 2, and Ivanka herself held a gold number 3 up to her belly.

“Okay, so I’m not pregnant with baby number four,” she said, doubling over her own black-and-white printed shift dress as she chuckled at her own joke. “But I do have another exciting project in the works, and it is also a labor of love. It’s a book.”

The idea had been born two years earlier, when she launched her first #WomenWhoWork initiative. “I was advised by many of the top creative agencies to lose the word, ‘work,’” she wrote in her announcement. “One after another, they suggested that the idea of ‘women and work’ wasn’t aspirational and wouldn’t resonate with a millennial audience. I disagreed. If you ask me, there’s nothing more incredible than a woman who’s in charge of her own destiny—and working daily to make her dreams a reality.

“Over the last two years, my team and I have been laser-focused on making IvankaTrump.com the destination for professional women. Our site is home to inspiring thought leaders, smart content and solution-oriented tips curated for women who work. Today, I’m beyond excited to announce the next evolution of our message—a book!”

When she took the idea to Portfolio, her publisher, half a year earlier, it wasn’t a hard sell. At the time, they had no inkling that she would be turning in the pages after more than a year stumping for one of the most polarizing political candidates in American history. None of them believed that Donald would make it beyond a few primaries, certainly not to the general election. To them, he was a fringe candidate who had no shot at winning. They bought her book giving little thought to all of that. They’d market it as a liberal-leaning C-list celebrity version of a career book.

They ran into some bumps even before the prospect of a President Trump dawned on them. Ivanka worked with a writer who the publisher thought was really good, but Ivanka reworked everything herself. She would go through the pages early in the morning, before walking over to Trump Tower or traveling with her father to a campaign stop, typing away on her laptop as she got her hair blown out in her apartment, Jared bringing her coffee as the nannies got the kids ready for school. From the pages they got to read early on, what came through to the publishers was her privileged perspective. For instance, there was no mention of the two women who took care of her own children until the last few pages, in the acknowledgments. After she thanked her agent, the contributors to her book, her sisters-in-law, her mother, her friends, her colleagues, and the two nannies who helped raise her and her brothers, she acknowledged Liza and Xixi, “who are helping me raise my own children,” thanking them “for being part of our extended family and enabling me to do what I do.”

Mostly, the publishers felt that the book was devoid of emotion. They pumped and pumped her to add personal, relatable details about her relationship with her parents—“to make her seem like she had a pulse,” one person involved with the book explained. “Like she was a human and had emotions.” They took every shred of what Ivanka and her writer were willing to give, which wasn’t much. Ivanka was always unfailingly polite and gracious, though, and so intense in her work ethic that they were surprised every time they visited her in her Trump Tower office (she never ventured to their offices; they always came to her).

The real trouble came once Donald had won the nomination. They had to change their entire marketing calculus, because the demographic they had thought the book would appeal to when they bought it—young women in their twenties and thirties living on the coasts—now staunchly opposed Ivanka’s family and everything her father’s campaign stood for. So they had to start making inroads into a whole new audience in the middle of the country—an audience that, frankly, the publisher did not know how to reach or market to.

They recalibrated and, once they had their hands on the manuscript, tried bit by bit to turn it into the best book it could possibly be. Ivanka asked Mika Brzezinski, who had her own “Know Your Value” brand already launched, to review the book. At the time, the Morning Joe host was on okay enough terms with her father, and she helped Ivanka get his attention on women’s-related issues throughout the campaign, to varying degrees of success. Ivanka genuinely wanted to help the cause, she believed; if a few words about her book meant that the future First Daughter would put her efforts there in the White House, then fine.

A week later, Donald won the election, and the entire calculus changed again. Ivanka asked the same favor of Judge Jeanine Pirro, the colorful Fox News host and longtime friend of her father’s. Jeanine’s ex-husband, the businessman and lobbyist Al Pirro, had served as Donald’s power broker in Westchester County in the 1990s, and the three of them would play golf and fly on Trump’s plane down to Mar-a-Lago together. (Donald could never get any work done on those flights down to Palm Beach. “I can’t pay attention,” he’d tell friends traveling with him. “How can you stop looking at her legs? Have you ever seen sexier legs?”). This was before Al Pirro got locked up for conspiracy and tax evasion, a turn of events that went on to haunt Judge Jeanine’s career as district attorney in Westchester and her onetime bid for a seat in the US Senate. But it made it so she could staunchly, spiritedly advocate for her old pal in her televised monologues each Saturday night, and say yes to writing a few kind words about his daughter’s forthcoming book. “Who knows more about success than Ivanka Trump?” she wrote. “Buy it and learn something!”

ON THE day after the election, most of the staff in Portfolio’s offices were zombies. Some cried all day, taking turns wiping their faces in the bathroom. To them, it was a disaster. They were in complete despair about having this book on their hands. But other executives were elated. What they’d bought as a famous-reality-star-meets-builder-meets-fashion-executive-meets-mom-and-wife how-to was now something entirely different. They had the First Daughter’s book. By accident. And it was scheduled to come out just about one hundred days after her father would take office. “We never thought of canceling,” the person who worked on the book said. “There was the chance for it to be a big hit, and you’d have to be on a suicide mission to cancel the book by a First Daughter, even in this case.”

The looming issue was how to do press around the book. Ivanka had not yet determined what her role would be once she and Jared moved to Washington. She would be some kind of an adviser to her father and his administration. That was never the question. What was at issue was how she would describe her position in marketing the book. She hadn’t intended to officially join the administration until ethics concerns made it nearly impossible for her not to. So how could she go out before she herself answered those questions and have a book publisher try and field the issue, thorny as it was?

The day before Christmas she called the publisher directly, saying she was not sure what her role would be, whether it was going to be official or unofficial, or how she would describe it to people. She wondered if they could move the publication date from March back to May. As it happened, the book was set to go out the following Monday. The wheels were so far in motion that in any other case, it would have been absurd to try to stop them at that point. But this wasn’t another author looking for a favor; it was the incoming First Daughter. They pushed the book back. (Not long after the book was meant to come out, Ivanka announced her official role within the administration, as assistant to the president, advising him on issues related to American families, female entrepreneurship, and workforce development. As an official government employee, she could not market the book herself, which meant no interviews, no tour, no readings, no appearances. Before her attorneys and White House lawyers came down on it, every network had been fighting to get her for the book. “The lineup would have made Princess Diana jealous, had she promoted a book,” one publishing executive said. They had to scrap it all, though. And the reviews, one after the next, panned the book—for what it said, for what it left out, and for what people read between the lines. “She didn’t ruin the year,” the executive said, “but it was a bloodbath.”)