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March 11 - April 11, 2025
Donald casually said to his brother, as though completely unaware of the effect his words would have, “Maybe you could have kept your head in the game if you didn’t fly out to Montauk every weekend.” Freddy’s siblings knew that their father had always disapproved of what was now merely Freddy’s hobby. There was a tacit agreement that they wouldn’t talk about the planes or the boats in front of the Old Man. Fred’s reaction to Donald’s revelation proved the point when he said to Freddy, “Get rid of it.” The next week, the plane was gone. Fred made Freddy miserable, but Freddy’s need for his
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Not only did Fred and Donald share traits and dislikes, they had the ease of equals, something Freddy could never achieve with his father. Freddy had a wider view of the world than his brother or father did. Unlike Donald, he had belonged to organizations and groups in college that had exposed him to other people’s points of view. In the National Guard and as a pilot at TWA, he had seen the best and brightest, career professionals who believed there was a greater good, that there were things more important than money, such as expertise, dedication, loyalty. They understood that life wasn’t a
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Besides being driven around Manhattan by a chauffeur whose salary his father’s company paid, in a Cadillac his father’s company leased to “scope out properties,” Donald’s job description seems to have included lying about his “accomplishments” and allegedly refusing to rent apartments to black people (which would become the subject of a Justice Department lawsuit accusing my grandfather and Donald of discrimination).
Donald dedicated a significant portion of his time to crafting an image for himself among the Manhattan circles he was desperate to join. Having grown up a member of the first television generation, he had spent hours watching the medium, the episodic nature of which appealed to him. That helped shape the slick, superficial image he would come to both represent and embody. His comfort with portraying that image, along with his father’s favor and the material security his father’s wealth afforded him, gave him the unearned confidence to pull off what even at the beginning was a charade: selling
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“That’s like telling me to make up my mind to give up cancer,” Dad said. He was right, but my grandfather wholeheartedly embraced the “blame the victim” mentality that was still pervasive and couldn’t make that leap.
Freddy had no idea where to start. My grandfather had never been sick a day in his life; he had never missed a day of work; he had never been sidelined by depression or anxiety or heartbreak, not even when his wife was near death. He appeared to have no vulnerabilities at all and therefore couldn’t recognize or sanction them in other people.
He had never handled Gam’s injuries and illnesses well. Whenever Gam was suffering, my grandfather would say something like “Everything’s great. Right, Toots? You just have to think positive,” and then leave the room as quickly as possible, leaving her alone to deal with her pain. Sometimes Gam forced herself to say, “Yes, Fred.” Usually she said nothing, clenched her jaw, and struggled to keep from crying. My grandfather’s relentless insistence that everything was “great” left no room for any other feelings.
When Donald was at the House, we mostly threw a baseball or football around. He had played baseball at New York Military Academy and was even less likely to pull his punches than Rob; he saw no reason to throw the ball any more gently just because his niece and nephews were six or nine or eleven. When I did manage to catch the ball he threw at me, the report of it against my leather glove reverberated off the brick retaining wall like a shot. Even with little kids, Donald had to be the winner.
had been all downhill from there, a trajectory that mirrored that of Donald, whose own lifestyle became more extravagant as the years passed. Donald had already been living in Manhattan when he married Ivana. After the wedding, they lived in a two-bedroom apartment on Fifth Avenue, then in an eight-bedroom apartment also on Fifth Avenue. Within five years they were living in the $10 million penthouse triplex in Trump Tower, all while Donald was still effectively on my grandfather’s payroll.
In 1973, the Department of Justice Civil Rights Division sued Donald and my grandfather for violating the 1968 Fair Housing Act by refusing to rent to die Schwarze, as my grandfather put it. It was one of the largest federal housing discrimination suits ever brought, and the notorious attorney Roy Cohn offered to help.
Like many men of his vicious temperament and with his influential connections, Cohn was subject to no rules.
Though Cohn was flashy where Fred was conservative and loud where Fred was taciturn, the differences between them were really of degree, not kind. Cohn’s cruelty and hypocrisy were more public, but Fred had, in the intimate context of his family, also mastered those arts. Fred had also primed Donald to be drawn to men such as Cohn, as he would later be drawn to authoritarians such as Vladimir Putin and Kim Jong-un or anyone else, really, with a willingness to flatter and the power to enrich him.
Cohn recommended that Trump Management file a countersuit against the Justice Department for $100 million over what he alleged were the government’s false and misleading statements about his clients. The maneuver was simultaneously absurd, flashy, and effective, at least in terms of the publicity it garnered; it was the first time that Donald, at twenty-seven, had landed on a newspaper’s front page. And although the countersuit would be tossed out of court, Trump Management settled the case. There was no admission of wrongdoing, but they did have to change their rental practices to avoid
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When Donald hitched his fortunes to the likes of Roy Cohn, the only things he had going for him were Fred’s largesse and a carefully cultivated but delusional belief in his own brilliance and superiority. Ironically, the defenses he had developed as a young child to protect himself against the indifference, fear, and neglect that had defined his early years, along with his being forced to watch the abuse of Freddy, primed him to develop what his older brother clearly lacked: the ability to be the “killer” and proxy his father required.
There’s no way to know precisely when Fred started to notice Donald, but I suspect it was after he shipped his son off to military school. Donald seemed amenable to his father’s exhortations to be tough, a “killer,” and he proved his worth by bragging about the random beatings he received from the upperclassmen or pretending not to care about his exile from home. Fred’s growing confidence in Donald created a bond between them and an unshakable self-confidence in Donald. After all, the most important person in the family, the only one whose opinion mattered, was finally showing him favor. And
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In interviews in the early 1980s, Fred claimed that Donald’s success had far exceeded his own. “I gave Donald free rein,” he said. “He has great visions, and everything he touches seems to turn to gold. Donald is the smartest person I know.” None of that was true, and Fred must have known that a decade before he said it. After Steeplechase, Fred had lost a lot of ground. If he wanted to expand the reach of his empire, he would need a new playing field and a surrogate. He needed Donald to go out in the world and create the brand. It hadn’t taken Fred long to realize that his profligate middle
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September 26, 1981, one of my grandparents called an ambulance. I didn’t know it then, but my father had been critically ill for three weeks. It was the first time anybody had called for medical help.
A single phone call would have guaranteed the best treatment for their son at either facility. No call was made.
The ambulance took my father to the Queens Hospital Center in Jamaica. No one went with him.
After the ambulance left, my grandparents called their other four children, but only Donald and Elizabeth could be reached. By the time they arrived in the late afternoon, the information coming from the hospital made it clear that my father’s situation was grave. Still nobody went. Donald called my mother to let her know what was going on but kept getting a busy signal. He got in touch with our superintendent and told him to buzz her on the intercom. Mom immediately called the House. “The doctors think Freddy probably won’t make it, Linda,” Donald told her. My mother had had no idea that Dad
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