{"id":187,"date":"2026-06-11T12:36:17","date_gmt":"2026-06-11T12:36:17","guid":{"rendered":"https:\/\/homemovechronicle.com\/?p=187"},"modified":"2026-06-11T12:36:17","modified_gmt":"2026-06-11T12:36:17","slug":"trump-brain","status":"publish","type":"post","link":"https:\/\/homemovechronicle.com\/?p=187","title":{"rendered":"Trump Brain"},"content":{"rendered":"
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This is the year the first baby boomers\u2014those born in 1946\u2014turn 80, and that cohort includes Donald Trump. (His big day is June 14.) We have all recently lived through what it means to have an 80-year-old commander in chief, but at a political moment that\u2019s simultaneously more horrific, erratic, and just plain befuddling than anything this country has seen in ages, we wanted to understand the brain of this<\/em> 80-year-old president. Plenty of people are trying to discern whether his recent rants and raves are due to a more serious cognitive decline\u2014we understand the instinct; we\u2019ve done it too\u2014but we went a different (if related) route. We\u2019ve cataloged the cultural artifacts of the past that Donald Trump can\u2019t stop bringing up at the strangest moments. You know\u2014Rosie O\u2019Donnell. Gone With the Wind<\/em>. Hannibal Lecter. The song \u201cY.M.C.A.\u201d<\/p>\n

Read more All That Glitters<\/a><\/p>\n

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The more we dug into Trump\u2019s many fixations, the more we realized that this man still thinks he lives in the 1980s. We also discovered\u2014without too much surprise\u2014that he often seems to fundamentally misunderstand the works he treasures most deeply. These items might not replace a brain map, but they do create a certain holistic view of what animates and splinters Trump\u2019s mind. Sometimes, they just help explain his worldview. Other times, they seem to have had real influence on policy and the America that Trump is trying to create. Welcome to Trump Brain, the 25 things that define who the president is\u2014and what he wants.<\/p>\n

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A.I. SLop videos<\/div>\n<\/h3>\n

What era this is from:<\/strong> Current
The generation that will relate to it the most:<\/strong> \u2026\u00a0Boomers?
How well Trump understands the thing he is obsessed with:<\/strong> 10\/10<\/p>\n

When millions of people took to the streets in October to protest Trump\u2019s authoritarianism, the president responded by dunking on his critics online. Specifically, he posted an A.I.-generated video of a fighter jet, piloted by himself in a literal crown, dropping human excrement onto the crowds.<\/p>\n

It was perhaps Trump\u2019s most juvenile use of A.I. slop yet\u2014the kind of low-quality, feverish content made possible by artificial intelligence. (Think of posts of elderly identical twins asking Facebook users for birthday wishes, for example, or videos of women smashing glass bridges with rocks.) But it wasn\u2019t his first. Trump undoubtedly is the perfect president for the A.I. slop era. In some ways, this is because he\u2019s the ideal audience for it: Like many older internet users delighted by the technology, Trump seems to enjoy mindless, cartoonish, childish content. One of the videos he shared depicted him playing soccer with Cristiano Ronaldo in the Oval Office.<\/p>\n

There\u2019s a whole spectrum of Trump A.I. posts: There are harmless ones (long-haired Trump shredding the guitar in front of a stadium crowd). There are crass ones (fat jokes about certain politicians\u2019 weights), petulant ones (Trump tossing Stephen Colbert into a dumpster), and gloating ones (Russ Vought as the Grim Reaper). There are the concerningly antidemocratic ones, like those of his critics and Democratic politicians being arrested. And there are the breathtakingly callous ones, such as a montage of glitzy, gilded scenes from a futuristic \u201cTrump Gaza.\u201d<\/p>\n

As in everything, Trump does not treat the issue of A.I. with the seriousness it warrants. He does not seem to think about the jobs it will destroy, the way it is poisoning creativity or education, the way it warps our shared sense of reality. In fact, he has expressed active opposition to A.I. regulation. But while Trump certainly delights in using A.I. for propaganda, he doesn\u2019t deploy it strategically. He mocks his opponents with the sophistication of an eighth-grade bully, fitting for a president who has managed to desensitize the public to his most dangerous moves by articulating them in the language of trolling. But that might be its genius: Everything feels less frightening when it presents as unbelievably stupid. \u2014Molly Olmstead<\/em><\/p>\n

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Attitude-Era WWF<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The late 1990s and early 2000s
The generation that will relate to it the most:<\/strong> Gen X and millennials
How well Trump understands the thing he is obsessed with:<\/strong> 8\/10<\/p>\n

In the mid-1990s, after a period of dwindling ratings and deteriorating cultural relevance, the WWF embarked on a radical brand pivot. A new vanguard\u2014led by the beer-swilling redneck Stone Cold Steve Austin\u2014would bring the art form into the modern age by embracing bad taste. They called it the \u201cAttitude Era,\u201d and in retrospect it represented the absolute apotheosis of pre-millennium x-treme <\/em>marketing. WWE, the name the company adopted in 2002 after pressure from the World Wildlife Fund to swap the F<\/em>, hosted Jerry Springer, Limp Bizkit, and scantily clad pillow fights. One particularly controversial angle had wrestler Triple\u00a0H engaging in necrophilia with the supposed corpse of a woman who died in a car accident. The whole affair was tawdry, shabby, and cheap\u2014designed to pander to downwardly mobile young men who felt angry at the world. In that sense, it was only a matter of time before Donald Trump got involved.<\/p>\n

2007\u2019s WrestleMania came billed as \u201cThe Battle of the Billionaires.\u201d The central gimmick here was that Trump and his frequently scandal-embroiled peer, WWE chairman Vince McMahon, were locked in a blood feud. Both of them named wrestlers to represent them in battle. McMahon picked the Samoan heavyweight Umaga; Trump chose the jacked Bobby Lashley. The bout was hair vs. hair; whichever billionaire lost would be stripped of their mane in the ring. And so, the defining image of the event is Donald Trump\u2014razor in hand and a weird little grin on his face\u2014shaving McMahon bald.<\/p>\n

It brings me no pleasure to report that Trump possessed the perfect mien for the performance of wrestling. The man is rhapsodically shameless\u2014oafishly charismatic, memorably strange-looking\u2014a cynic at heart, and a carny in spirit. The WWE provided space for Trump to gratuitously overstate his personal wealth, a favorite pastime of his. In his first campaign, Trump spoke as if he were cutting a wrestling promo: \u201cBuild The Wall,\u201d \u201cLock Her Up.\u201d<\/p>\n

More to the point, Trump brought his natural understanding of WWE\u2019s business with him into American politics. Pro wrestling is a realm where a man named John Cena plays a character named John Cena; the match outcomes are predetermined, but the personal stakes are huge. Trump spurred on the development of a political ecosystem that itself is steeped in its own form of unreality\u2014a land of tweets, podcasts, and unresolvable debates about who is joking about what, and when. Dave Portnoy plays Dave Portnoy. Nancy Mace plays Nancy Mace. And Donald Trump, of course, plays Donald Trump.<\/p>\n

\u201cWhen I think of how politics and pop culture are often compared to wrestling, this is the element that seems most transferable: not the outlandish characters or the jumbo-size threats, but the insistence on telling a great story with no regard for the facts,\u201d Jeremy Gordon wrote in a remarkably prescient spring 2016 piece titled \u201cIs Everything Wrestling?\u201d \u201cIf a story is told well, if its history seems consistent, then the machinations putting it into place can be temporarily overlooked or turned into a fun story of their own,\u201d Gordon said. Nearly a decade later, there is no doubt that Trump has tilted the gravity of our consciousness. We remain trapped in Wrestling World, and we all know who holds the championship belt. \u2014Luke Winkie<\/em><\/p>\n

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BLOODSPORT<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>1980s
The generation that will relate to it the most: <\/strong>Boomers
How well Trump understands the thing he is obsessed with: <\/strong>8\/10<\/p>\n

According to a 1997 New Yorker profile, Trump savors the crude, low-budget, only-somewhat-bloody action sequences in Bloodsport<\/em>, which he called \u201can incredible, fantastic movie\u201d(although, contrary to popular belief, he has never deemed it his favorite film). Viewed in 2026, the racist stereotypes, sexist typecasting, choreographed violence, exaggerated roars, and America\u2013vs.\u2013the world ethos of this martial arts flick feel like Trump\u2019s memories of the \u201980s exhibited in their tackiest possible concentration. Doubtless he\u2019ll have thoughts on A24\u2019s upcoming remake, which will be helmed by Michaela Coel and one of Elon Musk\u2019s lawyers. \u2014Nitish Pahwa<\/em><\/p>\n

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CATS<\/em>\/PHANTOM<\/em>\/EVITA<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> 1980s (and the most 1980s part of the 1980s)
The generation that will relate to it the most:<\/strong> Anyone who can hum \u201cCastle on a Cloud\u201d from memory
How well Trump understands the thing he is obsessed with:<\/strong> 2\/10<\/p>\n

The first two months of Donald Trump\u2019s second presidency were a period of unprecedented upheaval, with tens of thousands of federal employees abruptly shown the door. But in the midst of all that carnage, Trump had a more anodyne idea: Someone should really revive Cats<\/em>.<\/p>\n

Trump\u2019s suggestion was part of a broader vision to reorient the Kennedy Center around more conservative, backward-looking programming. (The Tony-winningcurrent revival of Cats<\/em> set in the queer ballroom scene is presumably not what he has in mind.) But his wish list of non-woke repertory, which also included Les Mis\u00e9rables <\/em>and The Phantom of the Opera<\/em>, draws on an attachment that predates his entry into national politics: Broadway musicals. Trump\u2019s first business venture was his 1970 investment in a Broadway comedy called Paris Is Out<\/em>, and though that attempt to distinguish himself outside of his father\u2019s real estate business went bust after only 11 weeks, he became a fixture at Broadway openings, reportedly seeing Evita<\/em> as many as six times.<\/p>\n

The theater community has not returned the affection: Shortly after Trump\u2019s first election, Mike Pence was booed at a performance of Hamilton<\/em>, and Patti LuPone said that if the president attended one of her shows, she would refuse to perform, \u201cbecause I hate the motherfucker.\u201d The sentiment is shared by her fellow Eva Per\u00f3n Rachel Zegler, whose lauded London revival of Evita <\/em>will transfer to Broadway next year. When the administration moved in 2020 to eliminate healthcare protections for LGBTQ+ people, she responded, simply, \u201cFuck Donald Trump.\u201d The wholesale rejection hasn\u2019t stopped Trump from blasting the music of Phantom <\/em>and Les Miz<\/em>, either at his campaign rallies or in private\u2014apparently a show tune is sometimes the only thing that can head off a presidential tantrum. And whose spirits aren\u2019t raised by hearing Betty Buckley (a Broadway legend who has a bone to pick with MAGA) belt out \u201cMemory\u201d? (One presumes he is not bumping the new version from Cats: The Jellicle Ball<\/em>, which is sung by a Black trans woman.)<\/p>\n

It\u2019s revealing, though, that Trump\u2019s taste in musicals, like so much of his worldview, seems to be stuck in the 1980s, a time when the ultrarich could survey the trash-strewn streets of Times Square from the windows of their limousines on their way to the latest Andrew Lloyd Webber smash. It\u2019s often said that child stars are frozen at the age where they become famous, and although Trump was well into his 30s by the time he became a national figure, he still talks about American cities as if they\u2019re crime-ridden cesspools rather than gussied-up tourist playgrounds. Perhaps he prefers to inhabit a time when there was still a possibility that the community he once tried to be a part of might still embrace him. Perhaps it\u2019s simply the last time he set foot on the sidewalk. Or maybe the rousing stories of ordinary people rising up against injustice stir something within him, something so deep that it allows him to forget which side of that conflict he\u2019s on. \u2014Sam Adams<\/em><\/p>\n

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CARY GRANT<\/strong><\/div>\n<\/h3>\n

The era when he was most prominent: <\/strong>The GreatDepression through the early 1960s
The generation that he resonates with the most: <\/strong>The Silent Generation, baby boomers
How well Trump understands him: <\/strong>7\/10<\/p>\n

On March 9, 2024, President Trump, campaigning in Georgia, made a speech that included an incredible passage, a tangent built on the idea that Joe Biden was going to the beach too much and abdicating his responsibilities as president:<\/p>\n

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Somebody said he looks great in a bathing suit, right? And when he was in the sand and he was having a hard time lifting his feet through the sand, because you know sand is heavy. They figured 3 solid ounces per foot, but sand is a little heavy, and he\u2019s sitting in a bathing suit. Look, at 81, do you remember Cary Grant? How good was Cary Grant, right? I don\u2019t think Cary Grant\u2014he was good. I don\u2019t know what happened to movie stars today. We used to have Cary Grant and Clark Gable and all these people. \u2026 This guy, he\u2019s 81, going on a hundred. Cary Grant wouldn\u2019t look too good in a bathing suit, either. And he was pretty good-looking, right?<\/p>\n<\/div>\n<\/blockquote>\n

There\u2019s a lot in there\u2014Trump\u2019s body envy for Biden, his reflexive tendency to mourn the supposedly superior masculinity of past eras, the possible weight of sand. But this actor is a longtime fixation for Trump. As far back as 2005, Trump was a known Grant fan, telling a reporter he would have wanted Cary to play him in a TV movie about him that was then in production, calling Grant \u201cthe ultimate\u201d and saying that no contemporary actor could compare. While trying to pick a vice-presidential candidate in 2024, Trump reportedly often mused: \u201cWhere is my Cary Grant?\u201d<\/p>\n

Of course, Grant is impressive\u2014he collaborated with Alfred Hitchcock, appearing in Notorious<\/em>, North by Northwest<\/em>, Suspicion<\/em>, and To Catch a Thief<\/em>. But I bet anything Trump idolizes Grant more for his charisma, presence, and comic timing in comedies like Bringing Up Baby<\/em>, His Girl Friday,<\/em> and The Philadelphia Story<\/em>. Nobody was better at playing a very handsome guy, the center of attention, who was also nonthreatening, not above a bit of slapstick, a little silly\u2014above all, likable.<\/p>\n

Cary Grant died at 82, in 1986. Trump had to settle for Canadian actor Louis Ferreira (then credited under the name Justin Louis) in the film Trump Unauthorized<\/em>, and, much later, Sebastian Stan in last year\u2019s The Apprentice<\/em>\u2014a film Trump called \u201ca hatchet job.\u201d And for his vice president, he had to settle for J.D. Vance\u2014which is maybe for the best. We all know how much Trump hates being outshone, as perfectly demonstrated by his monologue on Biden in a bathing suit. \u2014Rebecca Onion<\/em><\/p>\n

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CITIZEN KANE<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The movie premiered in May 1941, when World War\u00a0II had started but the United States had yet to join.
The generation that will relate to it the most:<\/strong> Every American will relate, until such time as we abolish the egregious accumulation of wealth. (Citizen Kane<\/em> is immortal.)
How well Trump understands the thing he is obsessed with:<\/strong> 1\/10<\/p>\n

In 2002, Errol Morris interviewed Donald Trump about Citizen Kane<\/em>\u2014he was making a documentary about the movie, one he didn\u2019t ultimately finish. But that clip did eventually come out, in late 2016, after Trump had already won that year\u2019s election, and the depth of Trump\u2019s misunderstanding of the film was striking.<\/p>\n

\u201cI think he learned in Kane<\/em> that maybe wealth isn\u2019t everything, because he had the wealth, but he didn\u2019t have the happiness,\u201d Trump muses, on tape, about Orson Welles\u2019 1941 masterpiece about an ambitious and miserable mogul. \u201cIn real life I believe that wealth does in fact isolate you from other people. \u2026 You have your guard up much more so than you would if you didn\u2019t have wealth.\u201d He focuses on the unhappy marriage between Kane and his first wife, and at the end, after Morris asks him if he has any advice for Charles Foster Kane, the future president sassily looks at the camera and delivers a banger: \u201cGet yourself a different woman!\u201d<\/p>\n

Morris gave an interview to LitHub in late 2016 after this clip hit the internet. \u201cThe problem that Charles Foster Kane is having is not because of a bad marriage choice,\u201d Morris said. \u201cThe problem is he\u2019s an empty, hollow man, a simulacrum of a human being, a nothing, nowhere man who destroys the people around him, who\u2019s incapable of love, incapable of compassion, incapable of self-reflection, incapable of awareness of the world around him save that which suits his own slimy purposes of gathering wealth and power.\u201d<\/p>\n

Trump sees the wealthy man at the center of the film as isolated and victimized because of others\u2019 reactions to his money<\/em>\u2014not because of his own choices. The rich, in the Trump era, have found a champion who believes that they deserve not only to keep their money, but also to remain isolated from any negative emotional reactions the rest of us might have to their increasing dominance. At least we can take comfort in the way the film went right over his head. \u2014R.O.<\/em><\/p>\n

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dIddy<\/div>\n<\/h3>\n

The era when he was most prominent:<\/strong> The mid-1990s to mid-2000s
The generation that will relate to him the most:<\/strong> Gen X, though the influence Combs had on millennials can\u2019t be ignored
How well Trump understands him:<\/strong> 5\/10<\/p>\n

Trump and Sean \u201cDiddy\u201d Combs have been known acquaintances for years\u2014or whatever it\u2019s called when two rich and famous dudes in entertainment are often invited to the same charity events, galas, and afterparties. A Getty Images search for the two men shows they were often found in the same rooms going as far back as 1997. Trump even referred to Combs as \u201cthe legendary Puff Daddy\u201d in a video invitation to Combs\u2019 29th<\/sup> birthday party in 1998.<\/p>\n

All of this seemed to change when Trump\u2019s political career\u2014fueled by anti-Black actions and rhetoric\u2014began to take off. Combs\u2014an entertainer who came to symbolize the ideal pinnacle of Black achievement before a snowball of revelations about his history of domestic abuse came to light in 2024\u2014became a vocal Trump critic, voicing his support for Biden in 2020 and saying in a videotaped interview that \u201cwhite men like Trump need to be banished.\u201d (Trump\u2019s track record of promoting racial equity back when the two were getting papped together was also shaky at best.)<\/p>\n

But Combs\u2019 ill will toward Trump seemed to vanish after Combs was charged in a high-profile federal sex-trafficking case. Though Combs was found not guilty of the more severe charges, he was convicted of two counts of transportation for the purposes of prostitution and sentenced to four years in federal prison. At the time, Trump stated that Combs was one of \u201ca lot of people\u201d who had asked him for a pardon. Were Trump to have granted Combs clemency, the hip-hop mogul would\u2019ve been in company with the likes of Devon Archer, a businessman who cheated an Indigenous tribe out of $60\u00a0million; Rudy Giuliani; Steve Bannon; over a thousand defendants of the Jan.\u00a06 riot; and many more. In the end, it seems that Trump has decided against orderinga commutation or pardon for Combs. I guess being buddies at swanky Hamptons parties in the \u201990s only goes so far. \u2014Nadira Goffe<\/em><\/p>\n

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DIET COKE<\/div>\n<\/h3>\n

What era this is from:<\/strong> Created in the 1980s, but it\u2019s timeless
The generation that will relate to them the most: <\/strong>Transcends generations
How well Trump understands the thing he is obsessed with: <\/strong>6\/10. He has no idea what aspartame is, technically speaking, but he gets the gist.<\/p>\n

On his first day back in the White House for his second term, Donald Trump made his priorities clear: He issued a flurry of truly horrifying executive orders. And he brought his so-called Diet Coke button back to the Oval Office. Previously in use during his first stint in the building, it\u2019s a red button that sits on the Resolute Desk, and the president reportedly uses it to summon his favorite beverage via a \u201cDiet Coke valet.\u201d There\u2019s been some confusion about whether his predecessor removed the button or simply used it to communicate with his staff in a more conventional way. But even if no technical reinstallation was required, the Diet Coke button as a concept had returned, and with it a leader who almost certainly cares more about his access to soda than any of the executive orders he signed that day.<\/p>\n

Trump\u2019s Diet Coke habit is legendary\u2014the New York Times once reported that he drinks a dozen of them a day. He doesn\u2019t partake in alcohol, coffee, or cigarettes, so it\u2019s not like he has something else to provide a pick-me-up. Trump and Diet Coke also share certain biographical details: Both are phenomena of the consumerist culture of the \u201980s and throwbacks to that era of yuppie excess.<\/p>\n

Newer diet drinks call themselves \u201csugar-free,\u201d but Diet Coke doesn\u2019t attempt to repackage its superficial concerns as health-consciousness, and neither does Trump. In one of his most famous Twitter episodes, in 2012, after spending days questioning whether Diet Coke \u201cworks\u201d to help people lose weight (\u201cI have never seen a thin person drinking Diet Coke\u201d), he concluded that he would nonetheless \u201cstill keep drinking that garbage.\u201d<\/p>\n

It wouldn\u2019t be the only time Trump would spit at the fountain that quenches him. The Coca-Cola Company and Trump\u2019s toxic relationship likely hit rock bottom when he called for Americans to boycott Coke products in 2021. Four years and an election win later, Coke nevertheless saw fit to suck up to him, changing its traditional presidential inauguration gift of a commemorative Coke bottle into a commemorative Diet<\/em> Coke bottle especially for the soda-guzzler in chief.<\/p>\n

All this does at least help us answer the question of what\u2019s going through Trump \u2018s head when he gets us into a war or expresses indifference over the death toll that follows. There\u2019s a very good chance that it\u2019s nothing more or less than I want another Diet Coke<\/em>. \u2014Heather Schwedel<\/em><\/p>\n

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ESCAPE FROM ALCATRAZ<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>1970s
The generation that will relate to it the most: <\/strong>Boomers
How well Trump understands the thing he is obsessed with: <\/strong>0\/10<\/p>\n

Last year, Trump announced that he wanted to reopen the notorious Alcatraz prison; in the days prior, the 1979 historical drama had aired twice on his local PBS station in Florida. While the White House wouldn\u2019t confirm whether a rerun had, in fact, shaped Trump\u2019s decision, it seems likely the film made an impression on him in some form, in light of the \u201cAlligator Alcatraz\u201d appellation and his recent request for Congress to appropriate $152 million for a reopening of the actual Alcatraz.<\/p>\n

Trump adores longtime Hollywood conservative Clint Eastwood, who anchors the film, and Escape From Alcatraz<\/em> just so happens to be the last cinematic collaboration between the star and director Don Siegel, both of Dirty Harry<\/em> fame. Eastwood plays the spoon-wielding lead in this thrilling jailbreak saga based on the infamous real-life escape from the Alcatraz Federal Penitentiary in 1962. Just a year later, the notorious prison closed, seemingly for good, but perhaps just for now. \u2014N.P.<\/em><\/p>\n

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The Godfather<\/em>, Goodfellas<\/em>, and the Mob<\/div>\n<\/h3>\n

What era this is from:<\/strong> The 1970s, 1980s, and 1990s
The generation that will relate to it the most:<\/strong> Boomers, Gen Xers, and older millennials
How well Trump understands the thing he is obsessed with:<\/strong> 7\/10<\/p>\n

Gangster flicks are perhaps among the most misunderstood movies out there. Many fans savor and remember only the lavish dinners, familial camaraderie, cigar-chomping dealmakers, and heart-pounding schemes that bring in the loot\u2014and don\u2019t pay much attention to the hard fall the characters typically take in the end.<\/p>\n

At first, Donald Trump might seem to be one of those fans, given his tributes to the first two Godfather<\/em> movies (\u201cThe family aspect intrigued me, as did their business and history\u201d) and to Goodfellas<\/em> (\u201cThe \u2018business\u2019 and how it was handled was impressive\u201d). But his cinematic admiration perhaps stems less from aesthetic appreciation than firsthand knowledge. Trump doesn\u2019t just admire mobsters, fictional or real; he\u2019s dealt with them directly in New York real estate and adopted their vocabulary in everyday governance, as even Goodfellas<\/em> co-writer Nicholas Pileggi has noted. Vito Corleone comparisons have followed Trump from The Apprentice<\/em> to the White House, his shakedown tactics manifesting in interactions with everyone from game-show contestants to Volodymyr Zelensky to America\u2019s public universities.<\/p>\n

As for the endings? Maybe he doesn\u2019t have to pay attention. Trump knows he won\u2019t end up a schmuck like Goodfellas<\/em>\u2019 Henry Hill, relegated to witness protection and dull domesticity. Nope\u2014he\u2019ll carry on the distinguished Corleone parallels for as long as he can, doling out Tommy DeVito\u2013style malevolence from the White House itself. \u2014N.P.<\/em><\/p>\n

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GONE WITH THE WIND<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>The movie premiered in 1939
The generation that will relate to it the most: <\/strong>Boomers and Gen X were probably the last Americans to be introduced to this film cold, on TCM or VHS, without an overlay of critical analysis. Now most younger people, centrists to leftists, see it as an artifact with questionable politics. (The film is also an unfashionable 3 hours and 56 minutes long.)
How well Trump understands the thing he is obsessed with: <\/strong>10\/10<\/p>\n

In February 2020, Parasite<\/em>, directed by Korean filmmaker Bong Joon Ho, won the Best Picture Oscar. The film had subtitles and a complicated \u201ceat the rich\u201d subtext. Donald Trump did not like a non-American movie winning the top prize, and said so in a campaign rally in Colorado. \u201cWhat the hell was that all about? We\u2019ve got enough problems with South Korea with trade,\u201d he complained to his supporters. \u201cOn top of that, they give them the best movie of the year. Was it good? I don\u2019t know.\u201d And he added, in a plea to Make the Movies Great Again: \u201cCan we get, like, Gone With the Wind<\/em> back, please?\u201d<\/p>\n

Has Donald Trump seen Gone With the Wind<\/em>? At the time, at least one writer doubted it. But another noted that might not matter\u2014he\u2019d cite Gone With the Wind<\/em> just because it\u2019s an old movie, and one that liberals don\u2019t like.<\/p>\n

The Confederacy aside, GWTW<\/em> is also a movie that is grand in scope, was a huge production, is very long, and triggers Technicolor memories of Scarlett O\u2019Hara in her dress made of curtains. It got a ton of Oscar nominations, and many wins, and over its lifespan, it has made a lot <\/em>of money. Gone With the Wind<\/em> is a true achievement of 20th<\/sup>-century capitalism, born of great ambition, carried out on a grand scale, and built on American nostalgia for a racist past. As a referent for Trump\u2019s general idea of an \u201cAmerican movie,\u201d it\u2019s perfect. \u2014R.O.<\/em><\/p>\n

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HANNIBAL LECTER<\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>1980s, 1990s, 2000s
The generation that will relate to it the most:<\/strong> Every single one!
How well Trump understands the thing he is obsessed with:<\/strong> 0\/10<\/p>\n

There was plenty of confusion around Trump\u2019s repeated campaign-trail invocations of Hannibal Lecter, but they make more sense when you realize that he confused asylum-seekers (whom he\u2019s been trying to kick out) with institutionalized patients, fueling his incoherent roars about \u201cin-SANE a-SY-lums\u201d and recalling his main reference point for such asylums: The Silence of the Lambs<\/em>.<\/p>\n

\u201cThey\u2019re coming from all over the world, from prisons and jails, and mental institutions and insane asylums,\u201d Trump told his fans in Charlotte, North Carolina, in July 2024. \u201cYou know, they go crazy when I say, \u2018The late, great Hannibal Lecter,\u2019 OK? They say, \u2018Why would he mention Hannibal Lecter? He must be cognitively in trouble.\u2019 No, no, no, these are real stories. Hannibal Lecter from Silence of the Lambs<\/em>. He\u2019s a lovely man. He\u2019d love to have you for dinner.\u201d It did not assure anyone that Trump is not \u201ccognitively in trouble,\u201d and it still hasn\u2019t. \u2014N.P.<\/em><\/p>\n

\n<\/h3>\n

\n
HULK HOGAN<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The white-hot apex of the 1980s
The generation that will relate to it the most:<\/strong> Elder Gen Xers
How well Trump understands the thing he is obsessed with:<\/strong> 10\/10<\/p>\n

Last summer, about a year before his death, Hulk Hogan appeared onstage at the Republican National Convention. After a short speech, he ripped off his T-shirt\u2014in the same way he used to before doing battle with Macho Man Randy Savage or the Ultimate Warrior\u2014to reveal a tank top emblazoned with a Trump\/Vance 2024 insignia. It was a shrewd pivot for the retired wrestler; Hogan had become unmoored throughout the 2010s due to the vile things he uttered about his daughter\u2019s Black boyfriend, which surfaced during his sex-tape fracas. The Trump train had provided safe cover for innumerable creeps and bigots in the past, and Hogan was no different; he hopped on board just as he was in the process of launching an alcohol brand, Real American Beer. The MAGA faithful, as they tend to be, were easy marks.<\/p>\n

When you survey the results of Trump\u2019s 11 years at the center of American life, what bubbles to the surface is a metric ton of graft. Hawking a vaguely pro-MAGA tinted light beer is not, on the face of it, all that dissimilar from launching a Melania Trump\u2013themed meme coin, or slapping one\u2019s name on the Kennedy Center. It\u2019s all chintzy and campy, the plundering of low-hanging fruit. Pro wrestling is an art form about revving up petty hatreds and cheap biases for a quick paycheck\u2014Hogan, in red, white, and blue, tearing up an Iraqi flag at WrestleMania\u00a0VII. In that sense, you could say that Trump learned from the best.<\/p>\n

You can find a few old photos, from the late 1980s, of Trump and Hogan posing together, when the future president played host to a couple of major WWE events. My favorite one features Trump backstage, flanked by both Hogan and Andre the Giant, holding aloft the Winged Eagle belt, still one of the most iconic titles in the American pro-wrestling hierarchy. At the time, it seemed like this represented the absolute pinnacle someone like Trump could ever aspire toward\u2014firmly ensconced in B-celebrity culture, never to be taken seriously. I suppose, then, it is a testament to the man\u2019s ability to cheapen everything he touches: He managed to scale the White House and still make it look like a wrestling ring. \u2014L.W. <\/em><\/p>\n

\n<\/h3>\n

\n
\u201cIs That All There Is?\u201d<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The late 1960s
The generation that will relate to it the most:<\/strong> Boomers
How well Trump understands the thing he is obsessed with:<\/strong> 9\/10<\/p>\n

In an interview with biographer Michael D\u2019Antonio, Trump let slip that one of his favorite songs of all time was a schmaltzy piano ballad recorded by the late, great Peggy Lee. The song is an ode to life\u2019s impressive lack of meaning. Lee recounts a rigmarole of joys and traumas\u2014a trip to the circus, a bad breakup, a house fire\u2014which all fail to leave much of an impression. The emotional intensity of the moment dissolves, the wounds heal, and time marches onward. Lee, then, is left wondering if this is the true nature of mortality: a long pattern of disappointments, up to and including the moment you gasp your final breath.<\/p>\n

\u201cIt\u2019s a great song because I\u2019ve had these tremendous successes and then I\u2019m off to the next one. Because, it\u2019s like, \u2018Oh, is that all there is?\u2019\u00a0\u201d Trump told D\u2019Antonio. \u201cThat\u2019s a great song actually, that\u2019s a very interesting song.\u201d<\/p>\n

I\u2019ve always wondered why I\u2019ve fixated on this detail of Trump\u2019s personal canon. Some might find it humanizing\u2014proof that below the bloviating gestalt, the president can become awed by existential futility. But that\u2019s not quite right. For me, the sensation is closer to schadenfreude. Because it\u2019s true, Trump has put together a miraculous career. He built a branding empire, a television empire, and a political empire so indomitable it realigned the American order. But it was always clear to any discerning viewer that these were the overcompensations of a man beset by eternal emptiness. His final masterstroke\u2014bullying the world into saluting his greatness by executing an incredible comeback\u2014will once again remind him that the maw at the center of his being remains unfilled. Joke\u2019s on you, Donald Trump. That really is all there is. \u2014L.W.<\/em><\/p>\n

\n<\/h3>\n

\n
LATE NIGHT<\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>Forever. Forever and always\u2014unless Trump gets his way.
The generation that will relate to it the most: <\/strong>Millennials
How well Trump understands the thing he is obsessed with: <\/strong>\u221210,000\/10<\/p>\n

Read more Enter the Brain<\/a><\/p>\n

Trump has cited a few different motivations for running for president in 2016, but I think I know the real one: Seth Meyers made fun of him a liiiittle<\/em> too hard at the 2011 White House Correspondents\u2019 Association dinner. Trump has always been thin-skinned, especially with late-night comedians who have been making fun of him for 45 years. What else could motivate him into action quite like some Lorne Michaels mentee?<\/p>\n

Listen, it\u2019s hard to be dunked on. I\u2019d also feel temperamental if Saturday Night Live <\/em>made a meal out of jokes about my turkey neck week after week. But it\u2019s a long-held American tradition for late-night television to make fun of the president; alas, this particular one is absolutely watching, and appears to have time to bite back on X night after night after night.<\/p>\n

This president seems to have nothing better to do at 11 p.m. or 1 a.m. than watch late-night television. He responds to particular jabs delivered by Jon Stewart or Jimmy Kimmel. He makes wild and often inaccurate assessments about the ratings for guys like Seth Meyers or Stephen Colbert (or he used to). SNL<\/em> remains a consistent thorn in his side, especially when Alec Baldwin is playing him.<\/p>\n

Trump\u2019s obsession goes beyond mere personal fixation. During his first term, he threatened Saturday Night Live<\/em> with a federal probe over their \u201cone-sided coverage,\u201d and then in his second term, the Federal Communications Commission claimed that the show had violated an equal-time rule by bringing Kamala Harris on. These days, network heads are increasingly willing to kiss his ring in order to preserve monopoly-creating deals, and so late-night jokes that displease our boy king now have real consequences. The on-paper reason for the cancellation of Colbert\u2019s Late Show <\/em>was profitability, but it\u2019s hard to divorce those financial troubles from the $16 million CBS forked over to the president mere days prior. Kimmel was now-famously yanked off the air by ABC after comments he made about Charlie Kirk and Trump. In both cases, Trump celebrated the censorship impacting both shows and promised that the likes of Meyers would be next.<\/p>\n

His obsession with late-night television is almost endearing, like a child who bursts into tears on their birthday because someone smooshed a cupcake into their cheek. He can\u2019t handle the joke, while also desperately wanting to be the center of attention\u2014don\u2019t forget, he, too, once hosted SNL <\/em>before he lobbied to get it canceled. More so than athletes or other politicians, Trump seems to view comedians as the cool guys; he just wishes they would laugh with him instead of at him. \u2014Scaachi Koul<\/em><\/p>\n

\n<\/h3>\n

\n
les mIS<\/div>\n<\/h3>\n

What era this is from:<\/strong> 1980s NYC, when megamusicals reigned supreme
The generation that will relate to it the most:<\/strong> Anyone who has ever dreamed a dream
How well Trump understands the thing he is obsessed with:<\/strong> 4\/10<\/p>\n

Trump has long loved musical theater, and after his failed dalliance with producing, back in his 20s, he\u2019s decided to use the presidency as a vehicle for soothing that wound as well. After installing himself as the chair of the Kennedy Center and promising to launch a \u201cGOLDEN AGE of American Arts and Culture,\u201d he started his run with one of his all-time favorites, Les Miserables<\/em>, last year.<\/p>\n

The sung-through show chronicles the unjust incarceration of its hero, Jean Valjean, and a youth-led revolution against tyranny, but what is fascinating is how Trump seems to relate to\u2014and misunderstand\u2014the story. Back in 2016, he used the show\u2019s \u201cDo You Hear the People Sing?\u201d during campaign rallies, and even adapted the nickname \u201cLes Deplorables\u201d for his followers, after Hillary Clinton\u2019s infamous remark.<\/p>\n

I guess every powerful person has to imagine themselves as the underdog, but that doesn\u2019t make it any less shocking that the man who threatened to halt all <\/em>SNAP payments to Democratic states identifies so strongly with a protagonist who endured 19 years of prison labor for stealing a loaf of bread to feed a starving child. And then there\u2019s Javert\u2014an armed agent of the state whose monomaniacal focus on bringing Valjean to \u201cjustice\u201d ultimately destroys his life. You have to wonder if Trump hasn\u2019t actually <\/em>seen what becomes of this supremely loyal henchman later on in the show. Even tweens performing Les Mis\u00e9rables School Edition<\/em> understand that the villain\u2019s narrow-minded obsession with \u201claw and order\u201d is the root of his downfall.<\/p>\n

Meanwhile, Trump\u2019s own maniacal focus on remaking the Kennedy Center in his own image has hit a wall: In late May, a federal judge in D.C. ordered that the additional letters adding Trump\u2019s name (and implying that the current commander in chief is deceased) must come off of the shining theater on the Potomac. \u2014Madeline Ducharme<\/em><\/p>\n

\n<\/h3>\n

\n
O.J. SIMPSON<\/strong><\/div>\n<\/h3>\n

The era when he was most prominent: <\/strong>1990s
The generation that he resonates with the most: <\/strong>Gen Xers and the eldest of elder millennials
How well Trump understands him: <\/strong>5\/10<\/p>\n

You might think Trump was a businessman before he was president, but really, he was a socialite. Plenty of celebrities who now publicly criticize Trump and his policies used to rub elbows with him. And so if you think of Trump as a New York nepo baby\u2014someone who wanted to be noticed and recognized, viewed as big-rich and untouchable\u2014he always had more in common with the likes of Kim Kardashian than any garden-variety president.<\/p>\n

It makes sense, then, that he spent much of his time in \u201990s celebrity culture fixated on O.J. Simpson. After all, that\u2019s how we got Kim in the first place.<\/p>\n

Before Simpson was acquitted of murdering his ex-wife Nicole Brown Simpson and her friend Ron Goldman, he and Trump were old friends. In 1993, the two of them were photographed together at the opening of the Manhattan Harley Davidson Cafe, with Brown and a then-12-year-old Ivanka. (Also there? Jeffrey Epstein, obviously.) Later that year, Simpson attended Trump\u2019s wedding to Marla Maples, mere months before he was charged with murdering Brown and Goldman.<\/p>\n

Ever since then, Trump has had Simpson on the brain\u2014but he can\u2019t seem to make up his mind on what he thinks about him. A month after Simpson was acquitted, Trump went on The Howard Stern Show<\/em> and said he was likely framed. In 2008, he spoke to Stern again about Simpson, saying he wanted to put him on The Apprentice<\/em>. \u201cI don\u2019t like people that kill their wives. Does that make sense?\u201d Trump said. \u201cDoes that make me a disloyal person?\u201d (Meanwhile, some Trump supporters have been spotted wearing \u201cI Wish Hillary Had Married OJ\u201d T-shirts.) At the beginning of 2025, he posted a meme showing Barack Obama behind the wheel of Simpson\u2019s Bronco, speeding away from cop cars on the freeway. Trailing behind him is Trump and, incredibly, that meme of J.D. Vance as a fat baby.<\/p>\n

Trump\u2019s feelings around Simpson seem to vacillate between thinking he got a raw deal and then looking at him as a symbol of obvious guilt. Maybe he looms large in Trump\u2019s mind because he\u2019s an example of how celebrity can take a turn: One day you\u2019re on top of the world at the Harley Davidson Cafe; the next, you\u2019re a throwaway gag in the Naked Gun<\/em> remake. Simpson was acquitted, but he never regained the public\u2019s affection or goodwill, and will forever be remembered as a pariah who perhaps got away with literal murder. Trump fears that same loss of worldwide affection. And frankly, the longer his second term goes, the more it seems that fear is coming true. \u2014S.K.<\/em><\/p>\n

\n<\/h3>\n

\n
PAGE SIX<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> 1977\u2013present
The generation that will relate to it the most:<\/strong> Boomers, Gen Xers, and elder millennials
How well Trump understands the thing he is obsessed with:<\/strong> 10\/10. They share an id.<\/p>\n

What\u2019s the most significant thing that happened to Donald Trump in 1977? That was the year he got married for the first time and became a father, but the answer still might be that the New York Post launched Page Six, its gloriously catty and all-knowing gossip section that would go on to shape his life in innumerable ways.<\/p>\n

Page Six and other publications like it are quick to claim that they invented Trump, and they\u2019re not totally wrong to do so. From the beginning, Trump loved seeing himself in the paper, and readers loved reading about his lavish life. As a result, Trump items were never in short supply, and Trump the character began to emerge. \u201cWe didn\u2019t see it at the time, but item by inky item we were turning him into a New York icon,\u201d wrote former Page Six reporter and editor Susan Mulcahy in a 2016 Politico piece.<\/p>\n

Page Six and its ilk are where Trump learned to manipulate the media. It\u2019s been widely reported that in the \u201980s and \u201990s, Trump sometimes pretended to be his own publicist, John Barron, when talking to reporters. But his involvement with tabloid stories could go even deeper than that. One Page Six reporter told Esquire in 2020 that Trump once served as a named source in a piece about his love life\u2014and <\/em>also as multiple anonymous sources quoted in the article. (A White House spokesperson denied this.)<\/p>\n

Page Six is still around and frequently breaks news on Trump-adjacent topics like his son Barron\u2019s dating life or Trump\u2019s marriage to Melania, but its influence has diminished in a post-monocultural era. Trump doesn\u2019t need to work the phones leaking tips to reporters when he has every reporter\u2019s attention and social media feeds where he can rage in all caps. Not that we should put it past him\u2014some suspected him of being an anonymous Page Six source as recently as 2018. \u2014H.S.<\/em><\/p>\n

\n<\/h3>\n

\n
Pavarotti and Bocelli<\/div>\n<\/h3>\n

What era this is from: <\/strong>1970s, 1980s, 1990s, 2000s<\/p>\n

The generation that will relate to it the most:<\/strong> Boomers<\/p>\n

How well Trump understands the thing he is obsessed with:<\/strong> 6\/10<\/p>\n

Trump seems to be very invested in letting people know he has the approval and respect of the opera world\u2019s last global superstars, Italian tenors Luciano Pavarotti and Andrea Bocelli. \u201cI have Pavarotti coming. Pavarotti doesn\u2019t perform for anybody. He\u2019s the highest-paid performer in the world,\u201d he once told the New Yorker. \u201cIf I call him, he\u2019ll do it\u2014for a huge<\/em> amount less. Why? Because they like me, they respect me.\u201d<\/p>\n

It seems the great performer did respect Trump enough to book a 2000 gig at his Atlantic City casino\u2014and then, when he made one of his infamous last-minute withdrawals, made it up to Trump with an actual performance there the following year. \u201cLuciano is a great friend. I don\u2019t get angry at my friends,\u201d the mogul subsequently informed the New York Times. Ten years later, seated in the Oval Office, he would tell Italy\u2019s then prime minister that Pavarotti, who died in 2007, was a \u201cfriend of mine, great friend of mine.\u201d It\u2019s likely that claim is dubious: In 2016, as Trump blasted the \u201cNessun Dorma\u201d aria at his campaign rallies, the tenor\u2019s widow demanded that the candidate cease at once, framing Trump as someone opposed to her late husband\u2019s values of \u201cbrotherhood and solidarity.\u201d For years afterward, in spite of that rebuke, Trump would continue to perform Pavarotti impressions at rallies, call the man a \u201cfriend,\u201d compare contemporary opera singers to the maestro, and play his recordings in the White House.<\/p>\n

As for Andrea Bocelli, who\u2019s very much still alive: The conservative vocalist had previously performed at Mar-a-Lago but turned down an invitation to perform at Trump\u2019s first presidential inauguration, citing vehement social media outrage. Bocelli would return to Mar-a-Lago for an early-2024 \u201ccharity\u201d event, however, and Trump would keep playing his operatic renditions at his campaign stops. The bestselling tenor also avoided the second inauguration but made a special Oval Office visit in October, when he serenaded the president. All this has not led to a boom for the now-struggling NYC opera scene, however: The Met Opera\u2019s general manager said Trump has hurt ticket sales and foot traffic with his immigration crackdowns. \u2014N.P.<\/em><\/p>\n

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PLAYBOY<\/strong><\/div>\n<\/h3>\n

Its era of greatest prominence:<\/strong> 1960s for quality, but 1990s for tacky (Trump)
The generation that will relate to it the most:<\/strong> Boomers and Gen X
How well Trump understands the thing he is obsessed with:<\/strong> 9\/10<\/p>\n

Trump\u2019s tastes have always trended clich\u00e9. He is a billionaire who loves gold, an American who loves McDonald\u2019s, a white guy who loves Creedence Clearwater Revival, a baby boomer who\u2019s got beef with low-flow toilets. It stands to reason, then, that as a male chauvinist who came of age in the mid\u201320th<\/sup> century, he has harbored a longtime fascination with Playboy.<\/p>\n

In 1990, he gave an extended interview to the magazine and was pictured in a suggestive tableau on the cover, which he kept framed in his Trump Tower office. He has been photographed with models at Playboy parties. He made cameo appearances in at least three Playboyvideos, including one that could be described as softcore porn. As host of The<\/em> Apprentice<\/em>, he once rewarded a winning team with a visit to the Playboy Mansion, where the mostly female contestants stood around and watched barely dressed women frolic in the pool. That was the night Trump met Karen McDougal, the Playmate who alleged the two had a nine-month affair. In 2016, the National Enquirer paid her $150,000 for the story just to ensure it would never get out\u2014and there\u2019s evidence to suggest that money came from Trump himself. (Trump has denied both having an affair with McDougal and making this payment.)<\/p>\n

So much of Trump\u2019s performance in office is foreshadowed here, in his pre-presidency history with Playboy: the obsession with image, the assumed dominion over women\u2019s bodies, the humiliation of people incentivized to flatter him, the alleged indifference to the law. \u201cPlayboy\u201d is no longer shorthand for something genuinely sexy; a pass\u00e9 magazine brand in an era of internet porn and OnlyFans, it\u2019s been dethroned as a mainstay of mass-market erotic material. But its foothold in the past makes it a fitting touchstone for the Trump 2.0 era\u2019s antique sexual politics, which combine the oppressive gender roles of the 1950s, the shameless sexual objectification of the 1990s, and the sex-crime apologia of the rest of human history.<\/p>\n

Still, Trump\u2019s love for Playboy stems from more than just his contempt for women. Until Hugh Hefner\u2019s death, the Playboy Mansion appealed to Trump as a domain completely ruled by one man, creating an authoritarian fantasyland. Need a bedroom Jacuzzi that can fit a dozen people at once? You\u2019ve got it. Want three live-in girlfriends who let you micromanage their beauty routines? Have at it. How about a private residential zoo? Whatever you say!<\/p>\n

The mansion\u2019s goings-on were evidence that Hefner had amassed enough money and prestige to get his way, even when his way defied social norms, public-health best practices, and the law. That kind of hegemony was Trump\u2019s ultimate dream\u2014and with the GOP and Supreme Court in his thrall, it\u2019s practically come true. All of America is now Trump\u2019s Playboy Mansion. The rest of us are just living in it. \u2014Christina Cauterucci<\/em><\/p>\n

\n<\/h3>\n

\n
ROSIE O\u2019DONNELL<\/strong><\/div>\n<\/h3>\n

The era when she was most prominent: <\/strong>1990s
The generation that she resonates with most:<\/strong> Late-boomer moms and elder millennials who watched her when they were home sick from school
How well Trump understands her:<\/strong> 2\/10<\/p>\n

If the world\u2019s top psychologists engineered a persona to claim rent-free residence in Donald Trump\u2019s skull, they couldn\u2019t have done a better job than Rosie O\u2019Donnell. A fat, aging, soft-butch lesbian, she embodies a whole menu of qualities Trump believes should disqualify women from public influence. But O\u2019Donnell has refused to be cowed by the president\u2019s bullying for nearly 20 years. And he can\u2019t stop thinking about it.<\/p>\n

Trump\u2019s obsession with O\u2019Donnell began in 2006, when she revealed that she had his number way before the rest of the country did. While millions of other Americans were chortling at Trump\u2019s foibles on The Apprentice<\/em>, O\u2019Donnell was a host on The View<\/em>, ridiculing the way he positioned himself as a moral authority after the winner of his Miss USA pageant tested positive for cocaine. Between his extramarital affairs, his bankruptcies, and his shady business dealings, he had no business acting like an arbiter of decency, O\u2019Donnell said. He was \u201cnot a self-made man,\u201d she added, but \u201cone of those snake-oil salesmen,\u201d concluding, \u201cI don\u2019t enjoy him.\u201d<\/p>\n

Trump responded with a scorched-earth media campaign, insulting O\u2019Donnell on TV and telling press outlets that he was going to sue her. (He did not.) He called her ugly, and a \u201closer,\u201d and, in a call to Larry King Live<\/em>, threatened to get one of his friends to steal her partner.<\/p>\n

In the years that followed, whenever she popped up in the news, Trump couldn\u2019t stop himself from chiming in. When O\u2019Donnell got engaged in 2011, he tweeted that he felt sorry for the fianc\u00e9e and her parents. When she revealed that she\u2019d had weight-loss surgery, he proclaimed that her comments were \u201cnot politically correct.\u201d When she returned to The View<\/em> in 2014, he posted that she was \u201ccrude, rude, obnoxious, and dumb.\u201d And who could forget the 2016 presidential campaign, in which Trump mentioned O\u2019Donnell at two different debates when asked to account for his general mistreatment of women. All the while, she has remained his vocal critic.<\/p>\n

At first glance, it is baffling that Trump would waste his brain space on a detractor whose cultural relevance peaked in the \u201990s, whose most recent claim to fame was a one-episode arc as a nun who lost her virginity to Miranda on And Just Like That<\/em>. But Trump\u2019s O\u2019Donnell fixation is a clear window into his worldview. In his mind, she is a person of no consequence who lacks any clear purpose in public life: a woman who does not hew to traditional standards of feminine sex appeal, and who by her lesbianism has opted out of the competition for male approval. The fact that she nonetheless achieved television stardom and hung on to fame chafes against Trump\u2019s sense of how the world should work. Yet he hasn\u2019t been able to exert his dominance and crush her the way he has so many others because, while she says she\u2019s been hurt by his protracted crusade against her, she is constitutionally incapable of shutting up.<\/p>\n

That\u2019s a familiar quality for the president. I suspect that the durability of his grudge stems in part from the fact that he sees himself in O\u2019Donnell: loud-mouthed in a New York\u2013y way, rich in charisma, unafraid to make crass proclamations that sound good on TV. This helps explain why he can\u2019t disregard her criticism the way any normal person might shrug off slights from someone they don\u2019t respect. It also makes O\u2019Donnell a competent foil\u2014and a satisfying target for Trump\u2019s favorite pastime, revenge.<\/p>\n

O\u2019Donnell immigrated to Ireland in January, seeking safety for her nonbinary, autistic tween in the Trump 2.0 era. The president could have declared victory and tied a bow on this particular grievance. Instead, he called her a \u201cThreat to Humanity\u201d on Truth Social and suggested he would revoke her U.S. citizenship. (There is no mechanism by which he can do so.) His long-standing, wildly disproportional response to her mockery, his insistence that American identity distort for his pleasure, his wielding of presidential power to settle personal scores\u2014is there any obsession that better illustrates the Trump way? \u2014C.C.<\/em><\/p>\n

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Sunset Boulevard<\/em><\/div>\n<\/h3>\n

What era this is from:<\/strong> 1950s
The generation that will relate to it the most:<\/strong> Boomers
How well Trump understands the thing he is obsessed with:<\/strong> 10\/10<\/p>\n

Citizen Kane<\/em> isn\u2019t the only black-and-white film classic about a faded cultural icon, bitter in old age and stuck within their past glories, that Trump has cited as a favorite. Billy Wilder\u2019s Sunset Boulevard<\/em>, the tale of silent film star Norma Desmond\u2019s descent into murderous derangement as her Hollywood comeback stays out of frame, is the other. The president reportedly screened the flick for press secretary Stephanie Grisham during his first term, which led her to be \u201cshocked at all of the similarities between President Trump and Norma Desmond\u201d\u2014portrayed in an Oscar-winning performance by ex\u2013silent film star Gloria Swanson.<\/p>\n

Many commentators were eager to seize on the parallel after Trump lost the 2020 election, cheered an insurrection, and appeared to be facing some post-presidency accountability. Yet, in light of his White House return, the most relevant scene from Sunset Boulevard<\/em> may not be the infamous ending (an arrest staged on a faked movie set) but a different portion that Trump himself pointed out to reporter Timothy L. O\u2019Brien on a plane ride in the early 2000s. As he watched Desmond berate her adversaries\u2014\u201cHaven\u2019t they got any eyes? Have they forgotten what a star looks like? I\u2019ll show them. I\u2019ll be up there again, so help me\u201d\u2014Trump leaned over his shoulder and said, \u201cIs this an incredible scene or what?\u201d But as O\u2019Brien noted, \u201cTrump doesn\u2019t want anyone questioning his star power or impeding his storylines. Like Norma Desmond, he plans to show any doubters what he\u2019s made of.\u201d<\/p>\n

Norma Desmond may have never regained the real spotlight, but Trump appears to have learned from her rash errors, cultivated that sense of vengeance, and climbed his way back up. So help us all. \u2014N.P.<\/em><\/p>\n

\n<\/h3>\n

\n
VICTORY AT SEA<\/em><\/strong><\/div>\n<\/h3>\n

What era this is from: <\/strong>The 1950s
The generation that will relate to it the most: <\/strong>The Silent Generation and baby boomers
How well Trump understands the thing he is obsessed with: <\/strong>5\/10<\/p>\n

On Sept. 30, 2025, in the middle of a rambling speech before several hundred generals and admirals at Quantico in Virginia, President Trump suddenly said, off-script, \u201cWe should maybe start thinking about battleships, by the way,\u201d then veered into a stream of nostalgia about a World War II documentary from his childhood:<\/p>\n

\n
\n

I used to watch Victory at Sea<\/em>. I love Victory at Sea<\/em>. Look at these admirals. It\u2019s got to be one of your all-time\u2014in black and white. And I look at those ships, they came with the destroyers alongside of them, and man. \u2026 They were 20 deep, and they were in a straight line, and there was nothing going to stop them.<\/p>\n<\/div>\n<\/blockquote>\n

He referred to the program again during a March speech in Florida, bringing up battleships, then musing, \u201cRemember Victory at Sea<\/em>? You see these ships going through those waves like the waves were nothing. \u2026 They\u2019re pieces of art, beautiful, most beautiful, the big battleships of the 1940s, right? \u2026 Would we ever wanna bring \u2019em back?\u201d<\/p>\n

Many in the audience, including some of the admirals, must have wondered, What the hell is he talking about?<\/em><\/p>\n

Victory at Sea<\/em> was a big deal in its heyday. It was assembled by historians from 60 million feet of archival film shot by naval fleets worldwide, edited down to 60,000 feet, set to a majestic symphonic score composed by Richard Rodgers, and aired by NBC in 26 half-hour episodes, on Sunday afternoons, from October 1952 till May 1953.<\/p>\n

It\u2019s doubtful that little Donnie Trump, just 6 years old at the time, watched, or could possibly remember, any of these episodes. But he may have watched the much-truncated version, shown in a single 90-minute primetime slot in December 1960, when he was 14 and living at a military prep school his father had sent him to in hopes of repairing his unruly behavior.<\/p>\n

The drama, the music, the pow-pow-pow<\/em> of those 6-inch guns and those gallant\u2014yes, \u201cmost beautiful\u201d\u2014ships rattling amid the waves. It must have made an impression on a teenage boy parading and drilling in a uniform on the outskirts of West Point.<\/p>\n

In this sense, though, that teenage boy never grew up. Watch him describe a crew shooting down Iranian missiles: \u201cIt\u2019s so incredible, these guys, these geniuses. \u2026 Ding, ding, ding, ding. Missile launch, then psshm, poom<\/em>!\u201d He has praised several of his favorite officials\u2014Secretary of State Rex Tillerson in his first term, Gen. Dan Caine now\u2014for looking<\/em> their role, \u201cstraight out of Central Casting.\u201d Life is a movie, an action movie, and war is the best action movie of all.<\/p>\n

It\u2019s too bad Donald was too young to see the entire 13-hour version of Victory at Sea<\/em>. It might have taught him that war can be long and grueling. The 90-minute cut\u2014or 78 minutes not counting commercials\u2014reduced the excruciating War in the Pacific to rapid moments of triumph.<\/p>\n

This is why he thought the war on Iran would be over in a few days. Send the mightiest American bombs and missiles to kill the top leaders and blow up thousands of their targets\u2014of course<\/em> the bad guys will cry uncle! He couldn\u2019t imagine ragtag mullahs surviving, much less adapting with asymmetric strategies that our high-tech gear can\u2019t deal with (even though his advisers warned that they might).<\/p>\n

And now he\u2019s stuck. The three major wars that he thought he could stop (or had stopped) through the power of his suasion and his bombs\u2014in Ukraine, Israel\u2019s occupied territories, and Iran\u2014are in limbo. He drops bombs, claims victory\u2014but the wars lumber on. Last week, Iran dropped out of peace talks, finding them useless; Trump shrugged that he was finding the talks \u201cvery boring\u201d anyway. (They\u2019d gone on for weeks<\/em>.)This movie is off the rails. \u201cGet me rewrite!\u201d he seems to be moaning. \u201cCall Central Casting!\u201d \u2014Fred Kaplan<\/em><\/p>\n

\n<\/h3>\n

\n
\u201cY.M.C.A.\u201d<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The height of disco, also an important era of civil rights gains for the LGBTQ+ community
The generation that will relate to it the most:<\/strong> Gen X
How well Trump understands the thing he is obsessed with:<\/strong> 2\/10<\/p>\n

Over the past several years, the Village People\u2019s hit 1978 song \u201cY.M.C.A.\u201d has soundtracked many a Trump rally and public event. This wouldn\u2019t be surprising, given the song\u2019s status as a bona fide American classic, if it weren\u2019t for the song\u2019s historical significance to the LGBTQ+ community.<\/p>\n

The American disco group the Village People originally got their start in (and their name from) New York City\u2019s historically gay Greenwich Village neighborhood. Given the group\u2019s commitment to costumed stage personas, the mixed sexuality of their members, and their name, theVillage People came to represent the confluence of masculinity and queerness. Thus, on the surface, the lyrics of \u201cY.M.C.A.\u201d seem to promote the Young Men\u2019s Christian Association and their new single-room occupancy units of the time. But depending on who you ask, the song was understood to be a gay anthem because of both the group\u2019s identity and the reputation of YMCA buildings as frequent spots for cruising. Though Village People singer and songwriter Victor Willis has denied the queer interpretation of the song many times over, one of the people who hasn\u2019t internalized that historical correction is Trump himself.<\/p>\n

In 2022, Trump sat down with the Nelk Boys\u2014Canadian-American YouTubers who rose to fame via prank videos, vlogs, and, now, right-wing and pro-manosphere content\u2014and referred to the classic song as \u201cthe gay national anthem.\u201d He continued by stating that he likes the track for public events because it \u201cgets people up and it gets them moving.\u201d There\u2019s a painful irony here, given the president\u2019s hefty record of homophobic policies and statements, from endorsing violent transphobia to appointing anti-LGBTQ+ Supreme Court justices to using the concept of religious freedom to dismantle LGBTQ+ rights.<\/p>\n

In 2020, Willis told BBC News that the group had asked the Trump campaign to stop using their song at events, but to no avail\u2014Trump was legally able to use the song because of a political licensing agreement. The song would only become even more synonymous with the president in 2022, when his hokey dance often done to the classic became so viral that athletes around the world began imitating it. In 2023, the Village People\u2019s manager reportedly sent the campaign a cease-and-desist letter after a look-alike group was hired to perform the song \u201cMacho Man\u201d at Trump\u2019s Mar-a-Lago estate. Yet, in 2025, Willis and the group changed their tune, accepting Trump\u2019s invitation to perform during some of his inaugural events because, as the group stated in a January Facebook post, they \u201cbelieve that music is to be performed without regard to politics.\u201d A disappointing choice to say the least. Young man, sometimes there is <\/em>a need to feel down. \u2014N.G.<\/em><\/p>\n

\n<\/h3>\n

\n
\u201cYOU CAN\u2019T ALWAYS GET WHAT YOU WANT\u201d<\/strong><\/div>\n<\/h3>\n

What era this is from:<\/strong> The late 1960s
The generation that will relate to it the most:<\/strong> Boomers
How well Trump understands the thing he is obsessed with:<\/strong> \u221214\/10 Mick Jaggers<\/p>\n

Before \u201cY.M.C.A.,\u201d there was \u201cYou Can\u2019t Always Get What You Want.\u201d The Rolling Stones classic was one of Trump\u2019s favorite songs to play at his early rallies during the 2016 primaries and beyond\u2014until, in June 2020, the Stones threatened to sue him. Rolling Stones frontman Mick Jagger expressed his surprise that Trump \u201cused it on everything,\u201d from \u201cevery rally through the election campaign.\u201d Jagger believed it to be odd: \u201cIt\u2019s a funny song for your play-out song. When he finished the speech, he played this out, this sort of doomy ballad about drugs in Chelsea.\u201d<\/p>\n

Outside of it being very typical of Trump to ignore the original context of a song (in this case, drug abuse), it\u2019s even more <\/em>typical of the president to embrace a song with lyrics that go against almost everything he actually stands for. Its most famous lyric is: \u201cYou can\u2019t always get what you want, but if you try sometimes, you might find, you get what you need.\u201d Pretty rich for a man who almost always gets what he wants and often refuses to take no for an answer. \u2014N.G.<\/span><\/em><\/p>\n

Read more The Trump DOJ\u2019s Threat Against California\u2019s Vote Is a Bluff<\/a><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"

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