Born Loser: On Donald Trump's Troubled Life

I must admit, if Trump wasn't such a power-hungry demagogue, a danger to democracy, a sexual predator, racist, sociopath, pathological liar, bully, and impulsive and unstable megalomaniac, I might feel sorry for him.

He has no real friends, just sycophants. All his relationships are transactions, including with his three wives and his children. When people are no longer useful to him—wives, lawyers, advisors, Cabinet members—he discards them.

His current wife Melania is transactional, too. She married him for his money. She obviously doesn't love or respect him and she occasionally displays her disdain for him in public. She didn’t even campaign for him last year, except to make a few public appearances.

Trump hardly ever laughs. He has an almost-constant angry scowl on his face. To Trump, the world is a dark and foreboding place, where, like him, people are consumed by greed and lust. He relies on money and intimidation to get what he wants because he has no capacity for empathy or love—or any belief that people can be motivated by idealism and compassion.

Trump grew up in a world of vast privilege, but that doesn't mean that he wasn't emotionally wounded.

Both the federal raids on immigrants in Los Angeles and the upcoming military parade in Washington, D.C. reflect Trump’s need to look tough, manly, and in control.

According to his niece Mary Trump, a clinical psychologist, he was bullied by his father, who must have told Donald that he wasn't smart and that he was (or should be worried about being) a loser. In 2017, 27 psychiatrists and mental health experts published a book, The Dangerous Case of Donald Trump, warning that he was erratic and unstable as pressures mounted on him. Two years later, they updated the book—this time with 37 experts weighing in on Trump’s troubled mental health.

He has no strong beliefs about governing or public policy. His major motivations are money, power, revenge, racism, and adulation.

One of Trump’s few joys in life are the cheers from his fans at MAGA rallies. So, to compensate for his insecurities, feed his ego, and to mobilize his MAGA followers, he has planned this massive parade on June 14—today—ostensibly to celebrate the U.S. Army’s 250th birthday, but which also just happens to coincide with this 79th birthday. The plan is to include 6,600 soldiers, 150 vehicles, 50 helicopters, and seven military bands, and 34 horses—at a cost of about $50 million—money that could otherwise be spent on improving the lives of soldiers and military veterans. The event will require the closure of Ronald Reagan National Airport to accommodate flyovers and fireworks displays. Trump intends it as a display of force, domination, and personal power. It is more about him than about honoring our soldiers and veterans.

In U.S. history, large military parades have typically come at the end of wars as part of demobilizing troops and celebrating getting the country back to normal. But such spectacles have a long tradition in authoritarian countries, where dictators, including the current rulers of Russian and North Korea, seek to bind themselves to national identity. The most disreputable of these displays of dominance were the mass rallies and parades organized by the Nazis to celebrate Adolf Hitler, depicted in Leni Riefenstahl’s pathbreaking propaganda film “Triumph of the Will,” that celebrated Hitler speaking at a massive Nazi Party rally in Nurenberg in 1934.

Having won a second term, Trump is now wants to consolidate his grip on power. He’s sought to bend those whom he views as his critics and opponents—universities, media companies, law firms, judges, businesses, scientists, artists and performers, and even professional sports teams—to his will. Both the federal raids on immigrants in Los Angeles and the upcoming military parade in Washington, D.C. reflect Trump’s need to look tough, manly, and in control.

From his father, who was arrested at a Klan rally in 1927, he also absorbed the racist ideas of the fake science of eugenics, which was popular in America in the early 1900s.

In 1988, he told Oprah Winfrey that a person had “to have the right genes” in order to achieve great fortune. In 2010, he told CNN that he was a “gene believer,” explaining that “when you connect two racehorses, you usually end up with a fast horse.” He compared his own “gene pool” to that of successful thoroughbreds. During a 2020 campaign speech to a crowd of white supporters in Minnesota, Trump said, “You have good genes, you know that, right? You have good genes. A lot of it is about the genes, isn’t it, don’t you believe? You have good genes in Minnesota.”

But in fact, Trump has thus always been insecure about his family's genes. His father lied about his family's heritage, pretending that the Trumps were from Swedish, not German, ancestry. Trump repeated the lie in his book, The Art of the Deal. (He later said that he wouldn't mind if the US had more immigrants from Scandinavia, but kept out immigrants from "shithole countries," an outrageously racist comment). Trump said at a rally in Iowa that immigrants are "poisoning the blood of the country. They're destroying the fabric of our country, and we're going to have to get them out."

Trump believes that most white Americans share his racism toward immigrants and that he can weaponize that hatred by carrying out a mass deportation of people he calls “illegal” and “criminals.” He’s sent federal agents to Los Angeles to arrest immigrant workers and parents, followed by National Guard troops to intimidate and arrest those who are protesting the anti-immigrant raids. This is all designed to create fear and chaos to give Trump cover as the “law and order” president and, as Rep. Laura Friedman (D-CA) noted, “an excuse to declare martial law in California.” The timing is no accident. The federal raids—which Trump is likely to expand to other cities—are meant to divert public attention from Trump’s legislative plan to cut Medicaid and other essential programs in order to give a huge tax cut to the super-rich.

Trump often claims that he's a self-made billionaire. In fact, he inherited his father's wealth, as reporters Russ Buettner and Susanne Craig explain in their 2024 book, Lucky Loser: How Donald Trump Squandered His Father’s Fortune and Created the Illusion of Success. His father bankrolled his developments and bailed him out when they failed. Despite his boasts, he knows that most of his business ventures—his casinos, hotels, golf courses, fake university, airline, football team, clothing line, steaks, and others—failed. Most banks won't go near Trump, because they consider him a toxic grifter who consistently defrauds his subcontractors, employees, and lenders. According to Forbes magazine—which ranks the world’s billionaires—Trump was never as wealthy as he claimed to be.

The timing is no accident. The federal raids—which Trump is likely to expand to other cities—are meant to divert public attention from Trump’s legislative plan to cut Medicaid and other essential programs in order to give a huge tax cut to the super-rich.

Trump's favorite insults, directed toward people he considers his enemies, are "not smart" and "losers." Clearly the man is projecting.

Trump was terrified of losing last year’s election because he might have had to go to prison and also because he'd be viewed as a "loser," which in his mind is the worst thing you can be, a consequence of his father's disparagement and his mother's neglect. He was doubly worried that he might lose to a Black woman, Kamala Harris, whom he described as “not smart.”

Trump is clearly insecure about his mental abilities and worries that it's due to his inferior genes. He’s boasted that he comes from a superior genetic stock and that he is a "very stable genius." For years, he has constantly insisted that "I'm smart." “Throughout my life,” Trump tweeted in 2018, “my two greatest assets have been mental stability and being, like, really smart.” He lied about being first in his class in college. He didn't even make the Dean's List. Whenever he has defended his intelligence, it isn't clear if he's trying to convince his interviewers or himself.

He’s even defensive about his vocabulary. He claims to have "great words," although linguists who have studied his speeches and other statements say he has the vocabulary of an adolescent. He doesn't read—for pleasure or work. As president, he doesn’t read the memos prepared for him by his staff, including intelligence briefs. Some observers attributed this to his arrogance. But more likely it is because he can’t understand what is in them. He'd rather be considered arrogant than stupid.

At least 26 of his top aides publicly said that Trump was unfit to be president. They questioned his competence, character, impulsiveness, narcissism, judgement, intelligence, and even his sanity.

According to Michael Wolff, in his book, Fire and Fury, both former chief of staff Reince Priebus and ex-Treasury Secretary Steven Mnuchin called Trump an “idiot.” Trump’s one-time economic adviser Gary Cohn said Trump was “dumb as shit.” His national security adviser H.R. McMaster described the president as a “dope.” In July 2017, news stories reported that Rex Tillerson, Trump’s first Secretary of State, called the president a “moron.” When asked, he did not deny using that term. In an interview with Foreign Affairs magazine, Tillerson recounted that Trump’s “understanding of global events, his understanding of global history, his understanding of U.S. history was really limited.” He said, “It’s really hard to have a conversation with someone who doesn’t even understand the concept for why we’re talking about this.”

“Anyone who puts himself over the Constitution should never be president of the United States,” said his former Vice President, Mike Pence. Mark Esper, one of Trump’s Defense Secretaries, said that Trump is not “fit for office because he puts himself first, and I think anybody running for office should put the country first.” In his farewell speech, Mark Milley, a retired Army general who served as chair of the Joint Chiefs of Staff from October 1, 2019, to September 30, 2023, warned “We don’t take an oath to a wannabe dictator,” clearly referring to Trump. John Kelly, a retired Marine Corps four-star general who served as chief of staff from 2017 to 2019, said that Trump “admires autocrats and murderous dictators” and “has nothing but contempt for our democratic institutions, our Constitution, and the rule of law.”

Soon after the January 6, 2021 insurrection, McMaster, the former national security advisor, told CNN’s Jake Tapper that Trump had incited the riot through “sustained disinformation… spreading these unfounded conspiracy theories.” He accused Trump of “undermining rule of law.” Sarah Matthews, deputy White House press secretary during Trump’s first term, witnessed Trump staffers trying, without success, to get the president to condemn the January 6 violence. “In my eyes, it was a complete dereliction of duty that he did not uphold his oath of office,” she toldUSA Today. “I lost all faith in him that day” and resigned from her job. Trump’s “continuation of pushing this lie that the election is stolen has made him wholly unfit to hold office every again,” Matthews said.

What kind of president invites the media to attend Cabinet meetings where each member is required to humiliate themselves by telling Trump how wonderful he is?

But let's give Trump some credit. He does have the kind of intelligence, sometimes called "street smarts," attributed to hustlers, con men, and grifters. That seems to have worked for him.

Trump knows that many Republicans in Congress laugh at him behind his back but don't say anything in public because they fear him—particularly his ability to find candidates to run against them in the GOP primaries.

He also knows that most world leaders don't respect him. We’ve now been witness to the ritualized Oval Office meetings between Trump and his counterparts, where Trump seeks to bully, coerce, and humiliate them. A few have challenged him, which gets him angry enough to seek revenge. His meetings with Putin are somewhat different, since he envies the Russian autocrat’s power. Trump’s bromance and recent break-up with Elon Musk is partly about policy but mostly a battle of egos and wills.

What kind of person craves being famous for telling people, "You're fired"? But that's how he became a TV celebrity. What kind of president invites the media to attend Cabinet meetings where each member is required to humiliate themselves by telling Trump how wonderful he is? To Trump, respect is a zero-sum game. He likes to demean others to boost himself.

Trump will try, and fail, to cancel the 2028 elections and remain in power. But don't expect him to fade away. He will seek to become the leader of a white nationalist supremacist movement while continuing to dominate the Republican Party. The MAGA forces he’s unleashed since 2016 will also still be around. It is no accident that racist, anti-immigrant, and anti-Semitic incidents have spiked since Trump began campaigning for president. Trump verbalizes, encourages, enables, tolerates, winks at, and makes excuses for hate groups, most notably when he said that some of the Nazis marching in Charlottesville in 2017 were “good people.”

WhenTrump dies from the side effects of obesity, the nation and the world will breathe a huge sigh of relief.

But as he gets crazier and crazier, and no longer has the power of the presidency, most of his followers will abandon him, crowds at his rallies will be smaller and smaller, and he’ll become a lonely, decrepit old man, a fallen idol like the Orson Welles character (Charles Kane) in the 1941 film "Citizen Kane" and the Andy Griffith character (Lonesome Rhodes) in the 1957 film "A Face in the Crowd."

He'll retreat to Mar-a-Lago—his Xanadu—by himself and with his paid staff. Or perhaps he'll spend much of his remaining years in federal prison, seething over how he was the victim of conspiracies.

WhenTrump dies from the side effects of obesity, the nation and the world will breathe a huge sigh of relief. And while he can't quite admit it to himself, he knows it, and it terrifies him.