On The Dubious Anna Delvey

Note: This essay reflects on the curious cultural figure of Anna Delvey, whose rise and fall in the New York art and social scene became one of the stranger morality plays of the late 2010s. Delvey—born Anna Sorokin in Russia—gained notoriety for presenting herself as a wealthy European heiress while attempting to secure loans and social capital for an ambitious but largely imaginary cultural venture known as the Anna Delvey Foundation.

The events described here draw on widely reported elements of the case: Delvey’s years moving through luxury hotels in Manhattan, her efforts to obtain financing for a private art and social club, the unraveling of her financial claims, and the now-famous trip to Dubai in which a friend—later a magazine writer documenting the experience—was left responsible for an enormous hotel bill after promised funds failed to appear.

The piece does not attempt investigative reporting. Instead, it approaches the story in a spirit of cultural anthropology. Cities like New York have always attracted individuals engaged in various forms of self-invention. The line between ambition, performance, exaggeration, and outright fraud can sometimes appear only after events have run their course. Delvey’s story is compelling partly because it dramatizes this thin boundary in unusually vivid form.

If the tone here sometimes drifts toward sympathy rather than condemnation, that is intentional. Many urban cultural scenes—especially art worlds—operate on the energy of strivers who are, in one way or another, attempting to become something slightly larger than their present circumstances allow. Most of them eventually succeed or quietly disappear. A very small number, like Delvey, collapse in public.

Their stories reveal something not only about themselves, but about the environments that briefly believed in them.

Epigraph

“For all the crazy people who can never get it right.”
— Drugstore


I. The Entrance

There is a certain kind of person who arrives in a city not merely to live there but to declare themselves into existence. Cities like New York attract them the way bright lights attract moths. They arrive with luggage, ideas, clothes that signal belonging, and an almost reckless confidence that the future will eventually arrange itself around their intentions.

Anna Delvey was one of these people.

When she appeared in the New York art scene, she seemed to possess the basic ingredients required for entry into that peculiar ecosystem: style, confidence, and an air of European mystery. She wore expensive-looking dresses and shoes. She wore aa lot of make up and had her hair done at expensive salons. She seemed for a while to ooze money. She spoke casually about ambitious cultural projects. She moved through hotels and restaurants as if she had always belonged to that world. In New York, that is often enough.

The city runs on confidence performances. Every ambitious young person who arrives there is, in some sense, performing the life they intend to have. The art world especially is full of people who are not yet what they claim to be but are working very hard to become it.

Delvey fit into that theater perfectly.


II. The Vision

The striking thing about Delvey was that she didn’t simply want to attend the art scene. She wanted to build something inside it. Her idea was the Anna Delvey Foundation: a kind of private cultural club and exhibition space in downtown Manhattan. It would combine gallery spaces, social rooms, events, artists, patrons, and the atmosphere of a private cultural salon. A place where the city’s creative and wealthy classes might gather.

The plan was grand. But it also had a strange plausibility. New York is full of institutions that began with the ambition of a single person who simply decided that something should exist and then spent years convincing others to believe in it.

Delvey spoke about the project with total conviction. She behaved like someone who already possessed the financial backing required to make such a thing happen. And because she behaved that way, many people assumed the money must exist somewhere.

This is one of the basic mechanics of social confidence. If someone carries themselves like a person whose financial arrangements have already been verified by someone else, most people will not ask too many questions.


III. Hotels

Hotels played a central role in the Delvey story.

Luxury hotels are perfect environments for people living inside ambitious performances. They operate on the assumption that their guests are legitimate. The bill will eventually be settled. The credit line exists somewhere. The guest’s presence itself is treated as evidence of solvency.

Delvey floated through some of New York’s most expensive hotels as if she were simply another wealthy European visitor temporarily residing there while arranging various cultural affairs. The lobbies, the restaurants, the rooms—all of it provided a stage set that reinforced the story she was telling.

Hotels also create a particular social atmosphere. Everyone is temporarily suspended between identities. People are traveling, negotiating, arriving, leaving. It is a place where someone can exist slightly outside the ordinary structures of verification.

For a while, the performance worked.


IV. The Father

Like many figures who construct elaborate new identities, Delvey carried with her a somewhat murky origin story.

She spoke of family wealth. Of connections. Of a background that seemed to hover somewhere between Russia and Germany, between modest beginnings and more glamorous narratives.

Her real childhood was more ambiguous. Her father had worked as a truck driver and later operated a heating and cooling business. It was a respectable, ordinary life. But it did not contain the European aristocratic wealth that sometimes appeared in Delvey’s stories.

This kind of ambiguity is not unusual among people attempting radical self-invention. The past becomes something flexible, something that can be rearranged slightly in order to support the person one intends to become.

In cities like New York, such reinvention is practically a tradition.


V. Dubai

The most extraordinary episode in the Delvey saga took place far from Manhattan, on a trip to Dubai. Delvey traveled there with a friend—a magazine writer who was documenting the glamorous world that Delvey seemed to inhabit. The trip was meant to be luxurious: private villas, elaborate dinners, the kind of extravagant travel that confirms a person’s social status.

For a few days everything unfolded according to the script. And then the bill arrived. The charges for the trip reached roughly $60,000. Delvey’s payment arrangements suddenly failed. The promised wire transfers did not appear. The hotel demanded settlement.

And the friend—the magazine writer who had been invited along for the ride—found herself responsible for the enormous bill. So Delvey left her there. Super bad business Anna baby.

It was a moment that perfectly captured the strange mechanics of confidence artistry. The performance works right up until the moment when reality insists on payment.

Someone, eventually, must pay the bill.


VI. Collapse

Once the financial machinery began to fail, the unraveling accelerated. Banks wanted documentation. Hotels wanted payment. Institutions that had briefly entertained the idea of supporting Delvey’s foundation began to ask more detailed questions about the supposed trust fund that would finance it.

The answers did not exist. The performance collapsed. Delvey was eventually arrested, tried, and convicted of fraud.


VII. The Strange Sympathy

And yet the Delvey story produced a strangely sympathetic public response. Perhaps it was because she had not simply been extracting money for luxury purchases. She had been trying, in her own improbable way, to create something. A cultural institution. A social space. A downtown hub for art and ambition.

The plan was impossible, but the ambition was recognizable. Many people—especially those drawn to cities like New York—understand the impulse to reinvent oneself, to construct a future through sheer force of belief. Delvey simply pushed that impulse far beyond the point where the arithmetic could sustain it.


VIII. Coda

In the end, the most interesting thing about Anna Delvey may not be that she fooled people. New York has always been full of people attempting improbable social performances. The interesting thing is that, for a moment, she came very close to building the life she imagined. And perhaps that is why stories like hers continue to fascinate us. They remind us that the line between visionary and impostor is often visible only in hindsight.

Dedication: For Anna baby (you’re hot BTW) and all the beautiful strivers out there. May your world-curated art spaces someday come true.

Why It Is So Hard to Get Breakfast in Japan (with a dream cameo from the Gemini Donald Trump)

New Note (2025): Since this piece was first published, Japanese Breakfast the band has gotten even bigger, Michelle Zauner wrote another book, and the cultural universe has shifted enough times that some aspects of this essay may be outdated. I’ve kept the original text intact because the dream-logic and breakfast-logic still stand.

I live in Kyoto, Japan, and after many years here I’ve traveled pretty widely—especially in the greater Tokyo area. Traveling in Japan is pretty easy as long as you can manage a little spoken Japanese and read a train map. The trains are famously efficient and connect most of the country, including every major city.

I haven’t driven a car here in more than fifteen years and don’t miss it at all. Trains and taxis get the job done just fine. Overall, I love traveling in Japan and I love exploring Tokyo, a city that contains worlds within worlds. I have almost no complaints about Japanese travel.

Except for one.

It is nearly impossible to get a good breakfast—or really any breakfast—when you’re on the road.

Now, it’s not that Japanese people don’t eat breakfast. They do. The archetypal morning meal—rice, miso soup, maybe a little fish—is as recognizable in its way as the “full English” of sausages and beans. But the Japanese breakfast is overwhelmingly a home operation. Once you’re traveling, the options narrow to two—two and a half, if we’re being generous.

I. The Hotel Breakfast

Mid-price and nicer hotels usually offer a breakfast buffet with “Japanese” (rice, miso, maybe grilled fish) and “Western” (toast, jam, and some ambivalent eggs) selections. Except at the truly top-tier hotels, these buffets manage to be both overpriced and bad. A traveler is lucky to escape for ¥1,500–¥1,800 (about fifteen dollars before the yen weakened), and more commonly pays north of ¥2,000 for a pretty uninspired spread.

Budget hotels often don’t offer breakfast at all.

In my experience, Japanese hotel breakfasts are among the weakest anywhere in the world. I take this as symptomatic of a broader truth: Japanese people simply don’t care about breakfast when they’re on the road—and maybe not all that much at home either.

II. The Convenience Store (“Combini”) Breakfast

When I have raised the issue of the lack of decent breakfast in Japan, Japanese people usually point me to the convenience store. And it’s true: you can purchase food and coffee at any of the ubiquitous combinis—Family Mart, 7/11, Daily, Lawson, and the rest. They’re open 24 hours, and they stock a range of items that theoretically qualify as breakfast. Hard-boiled eggs, yogurt, rice balls, steamed buns, fried chicken, sometimes bananas, and of course hot and cold coffee.

I’ve certainly been in situations where I had no choice but to fall back on the combini for breakfast while traveling. And this is…fine, to an extent. But most combinis have nowhere to actually sit and eat, and in any case you can’t really call a combini breakfast nice.

Most Japanese folks seem to regard a combini breakfast as perfectly acceptable—desirable even. And while one can admire the low expectations, or the cultural pragmatism behind them, it’s possible to admire those qualities and still wish for more.

III. Starbucks or a Local Coffee Shop

Starbucks are fairly common in major cities and usually open at 7 a.m. (if you’re lucky) or, more commonly, 8 a.m. They should really open at 6. The food offerings are overpriced, and Starbucks has never truly figured out its food—which remains baffling. Still, one can grab a few combini items and smuggle them in, or settle for a four-dollar fragment of quiche with your Americano. I would not classify Starbucks as having breakfast, per se, but they are pleasant enough to sit in, and one can create a simulacrum of breakfast there.

Then there are the local coffee shops. These, fortunately, often open at 7 a.m. or even earlier, and serve strong coffee—often brewed by hand at the counter with a drip filter—and a breakfast that nearly always consists of a single piece of white toast and an egg. White toast, egg, and handmade coffee with old guys reading the paper around you is, I admit, at least an approximation of breakfast, and I have certainly relied on this setup while on the road.

But it’s still not quite what we are looking for if we want a hearty, balanced breakfast. There is no French toast, no fruit bowl, no omelette, and only very occasionally a strip of bacon. None of the staples one might reasonably expect from a decent, full breakfast.

And that’s more or less the list. You can also find 24-hour beef-bowl restaurants, but they are cheap as and not exactly the sort of thing you look forward to when greeting the day. Beyond that, most restaurants simply don’t open until 11:00 or 11:30 for lunch. The concept of brunch—dicey even under ideal circumstances—barely exists outside the swankiest of upmarket hotels.

It is, put bluntly, really hard to find a proper breakfast in Japan unless you make it yourself. And that fact continues to puzzle me. I understand that most people here eat rice and miso at home, or grab something at the convenience store. Fine. But metropolitan Tokyo has roughly 30 million people. None of these 30 million want a real breakfast at 7:00 or 7:30 a.m.? Not even a few hundred thousand?

It seems incomprehensible. And yet, incomprehensible or not, this is simply the reality. There is no broad Japanese market for breakfast. I mean, I’m in the market—but apparently one man does not a demographic make.

Go figure.

Now, I’ve covered the issue of Japanese breakfast—its scarcity, its odd cultural positioning—to the best of my ability. But before we move on, I want to add a few details that may seem unrelated. Let’s see if we can get them to connect.

Because the truth is, I dream about getting breakfast in Japan. And in a surprising number of these dreams, the Trumpster shows up.

More precisely: the dreams focus on the fact that the Trumpster and I share a birthday (June 14th), which makes us both late Geminis. Late Geminis, I have good reason to believe, are uniquely dangerous and slippery. But in my dreams the Trumpster isn’t dangerous at all. He shows up as basically an empty suit.

Trump/ Breakfast Dream I:

I am at a breakfast buffet in Japan. This is at a hotel that I am not staying at, and I may indeed be attempting to crash the buffet while masquerading as a hotel guest. Trump is there with an entourage, and he sees me staking out the buffet. I make a comment to him that we are both late Gemini, and he nods, curtly but with some minimal consideration. He sees me trying to steal the breakfast, does not care, and would probably provide cover if it came to that. He and I are not aligned, but nor are we enemies.

Trump/ Breakfast Dream II:

I am outside in the morning, standing on a dock or something of that nature. I am looking for breakfast, and not finding it. There is a commotion above me to the east, and I realize that Trump is being rolled out, literally on like coaster wheels, for a speech. He is on some kind of sliding seat and when this seat hits the balcony he stands up and postures about like Mussolini. I am watching and he sees me watching, but continues with his Mussolini act. I realize quickly that this is a total act and that he doesn’t even want to be there. He is not dangerous in this moment or in this speech, just faintly ridiculous. Still, no breakfast.

=====

What do Trump and breakfast have to do with one another? I’m not sure yet. But I do know that Trump, although maligned by nearly everyone I know (I know a bunch of liberals), and apart from being an egotistical, mafia-adjacent, easily flattered, shape-shifting sociopath, is also pretty funny. Before I lose half of my readership, I’ll just nod to the comedian Shane Gillis, who made this point several months after Trump left office.

Has enough time passed that we can admit Trump was funny? Can we finally admit that he was funny? (…) He was funny (…) I saw it. I’d show my friends I’d say look at that. They’d be like “what?”

“It’s funny.”

“There’s nothing funny about Donald Trump.”

I don’t know, during Hurricane Dorian he was like “maybe we should nuke it” (…) Like that was a real suggestion from the President (…) “Hey we got a big storm coming, you want me to blow it up?”

They were like “no, what the fuck are you talking about?”

“I don’t know, I fuck around dude. It’s what I do.”

“I fuck around, it’s what I do,” is a great summary of Trump’s whole approach to governing. Now, is there anything funny about his terrible immigration policies, his attempted pressure of the Georgia secretary of state to “find” 1800 votes, his total disregard of democratic norms? No, not really. But is there anything funny about his speculation that maybe a little light and a little bleach could cure COVID? Why yes, there is. Is there anything funny about his noting that Frederick Douglas is getting bigger and bigger these days? Yes indeed. Is the way he pronounces “huge” funny? It’s funny to me anyway. And in my dreams, the two above being part of a series of about four or five total Trump breakfast dreams, he always shows up as semi-defanged, basically neutered, and non-dangerous. I think this is because, as a fellow late Gemini, I kind of have Trump’s number. It takes a late Gemini to know one, and I know this guy. In fact, I see right through him, to the extent that I know he’s not even there.

One other salient piece of data, there is an indie rock band called Japanese Breakfast that is getting bigger and bigger these days (they tell me “sir, this Japanese Breakfast is getting bigger and bigger these days, and I say look at that, wow, this Japanese Breakfast is really getting huge”). I don’t know them that well, but they sound like the kind of band I would like. I do wonder though if their name is not an ironic nod to the fact that Japanese breakfast is not a thing. Is the band name self-effacing, or even self-erasing? Does Japanese Breakfast the band exist at all? Does Trump? There is a way in which the Trump presidential term has come to feel like a fever dream or collective delusion, a set of events that cannot really have occurred as we recall them. In this sense, the Trump presidency may in the future be subject to Phantom Time Hypothesis speculation. And he and his handlers have already played right into this speculation what with their first lady doubles, the totally unhinged press conferences with the ubiquitous helicopter waiting in the wings, and the classic Trumpism, “we’ll see what happens.”

Here is what I think. Japanese Breakfast as a band exists. The Trumpster exists, but his wife spent most of her time in the White House being doubled. Trump and I are dream doubles, and I have his number. Japanese people don’t care about breakfast. And I am always starving at around 9 AM when on the road in Japan. Someone should look into the matter. I hear the Trumpster is free these days, maybe he’s the guy for the job.

Note: If you enjoyed this piece, you may also like the pieces below which also deal with American politics, albeit from a slightly different angle.

https://thekyotokibbitzer.wordpress.com/2025/11/25/on-the-federal-age-of-consent-a-reply-to-alan-dershowitz/