
This article was published online on March 11, 2021.
Dalton is one of the most selective private schools in Manhattan, in part because it knows the answer to an important question: What do hedge-funders want?
They want what no one else has. At Dalton, that means an “archaeologist in residence,” a teaching kitchen, a rooftop greenhouse, and a theater proscenium lovingly restored after it was “destroyed by a previous renovation.”
“Next it’ll be a heliport,” said a member of the local land-use committee after the school’s most recent remodel, which added two floors—and 12,000 square feet—to one of its four buildings, in order to better prepare students “for the exciting world they will inherit.” Today Dalton; tomorrow the world itself.
So it was a misstep when Jim Best, the head of school—relatively new, and with a salary of $700,000—said that Dalton parents couldn’t have something they wanted. The school would not hold in-person classes in the fall. This might have gone over better if the other elite Manhattan schools were doing the same. But Trinity was opening. Ditto the fearsome girls’ schools: Brearley, Nightingale-Bamford, Chapin, Spence.
Shortly after the physicians weighed in, more than 70 parents with children at the lower school signed a petition asking for the school to open. “Our children are sad, confused and isolated,” they wrote, as though describing the charges of a Victorian orphanage. They were questioning why “everyone around them gets to go to school when they do not.”
Read: Are private schools immoral? An interview with Nikole Hannah-Jones
These schools surround kids who have every possible advantage with a literal embarrassment of riches—and then their graduates hoover up spots in the best colleges. Less than 2 percent of the nation’s students attend so-called independent schools. But 24 percent of Yale’s class of 2024 attended an independent school. At Princeton, that figure is 25 percent. At Brown and Dartmouth, it is higher still: 29 percent.
The numbers are even more astonishing when you consider that they’re not distributed evenly across the country’s more than 1,600 independent schools but are concentrated in the most exclusive ones—and these are our focus here. In the past five years, Dalton has sent about a third of its graduates to the Ivy League. Ditto the Spence School. Harvard-Westlake, in Los Angeles, sent 45 kids to Harvard alone. Noble and Greenough School, in Massachusetts, did even better: 50 kids went on to Harvard.
I’ve been following these schools for many years, in part because I once taught at one. Before I got that job, I had no idea this type of education existed.
In very small classes, we read very good books and pressed the students to think deeply about the words on the page. A lesson plan was not a list of points for the teacher to make; it was a set of questions. Even better: a single question. I always joked that the perfect lesson plan would have been to wait until the students had assembled in the classroom, throw in a copy of The Iliad, and go to lunch. By senior year, it might have actually worked. By then, they knew what we were teaching them to do. “The seventh grader says Macbeth is weird,” my department chair told me once. “The 12th grader says Macbeth is ambitious.” Once students could make discernments like that, it was time for college.
The next year, I returned to school, took my class lists out of my mailbox, and discovered that I had the kid again. I raced to the division head and asked if I could move him to another section (something his parents were surely trying to do themselves), but no-go. Day after day, he sat solidly in his seat, pumping out his excellent close readings and in-class writing. One day, however, he didn’t meet the mark, and earned another A–. I handed back the essays, and headed to the English-department office for some R&R. Not 10 minutes later the phone rang—it was the mother! Complaining about the grade! How was this possible? I’d just handed him the essay. As she carped away, an image materialized before me: the campus payphone, which was bolted to the side of an academic building, and rarely used. I hurried off the call.

Here’s how you know that this private-school story is a quarter century old: The school had my back. When I talk to today’s private-school teachers, they no longer feel so unilaterally supported. Many schools have administrators whose job it is to soothe parents—but who often suggest to teachers how they can help with that task. If the mom had called the brass (which I’m sure she did), no one told me about it. Nor did anyone at the school inform me that these parents were major donors. In those days there was an understanding that the teachers kept the kids in line, and the administrators kept the parents in line.
But the meeting was also notable because of how unusual it was for parents to argue about grades. Back then parents still trusted schools like ours. They understood that—with some rare exceptions (see above)—we had a deep affection for these boys, cut them a break when they needed one, and found ways to nudge their grades upward at the end of each year, so that their work was rewarded. There was no better feeling than writing a college recommendation for a kid and a few months later having him burst into your office with the magic words: “I got in!”
It was much easier to laugh at private-school parents before I became one. After teaching for seven years, I had seen what was possible at the secondary-school level, and I was determined to get that kind of education for my own children, whatever the cost. But it wasn’t until I changed teams—from private-school teacher to private-school parent—that I really appreciated how overwrought these places were.
Read: Why I’m a public-school teacher but a private-school parent
Michael Thompson’s 2005 book, Understanding Independent School Parents (co-written with Alison Fox Mazzola), gave me a clearer insight into the many dynamics of private schooling. Thompson, a psychologist, has visited or consulted at some 800 of these schools. In his view, high-powered parents don’t realize that they’re coming in like a ton of bricks, expecting to talk to a fifth-grade teacher the same way they talk to their own junior employees.
Why do these parents need so much reassurance? They “are finding that it’s harder and harder to get their children through the eye of the needle”—admitted into the best programs, all the way from kindergarten to college. But it’s more than that. The parents have a sense that their kids will be emerging into a bleaker landscape than they did. The brutal, winner-take-all economy won’t come for them—they’ve been grandfathered in. But they fear that it’s coming for their children, and that even a good education might not secure them a professional-class career.
Caitlin Flanagan: What the college-admissions scandal reveals
“Half of lawyers say their income doesn’t justify the tuition they spent on their degrees,” Evans told me. Getting into a top medical school has become shockingly difficult; in 2018, U.S. News & World Report found that the average admission rate among 118 ranked medical schools was 6.8 percent. For the very best ones? The rate is 2.4 percent.
Daniel Markovits, a professor at Yale Law School, coined the term meritocracy trap—a system that rewards an ever-growing share of society’s riches to an ever-shrinking pool of winners. “Today’s meritocrats still claim to get ahead through talent and effort, using means open to anyone,” he has written in these pages. “In practice, however, meritocracy now excludes everyone outside of a narrow elite.” This is a system that screws the poor, hollows out the middle class, and turns rich kids into exhausted, anxious, and maximally stressed-out adolescents who believe their future depends on getting into one of a very small group of colleges that routinely reject upwards of 90 percent of their applicants.
From the September 2019 issue: Daniel Markovits on how meritocracy harms everyone
Pediatricians who see a lot of these kids tell me that they’re starting to crack, and that some parents try to help their kids keep it together by asking doctors for study drugs or even sleeping pills. The feeling that the child isn’t doing as well as she could—combined with the knowledge that with the requisite documentation, students can take their SATs and ACTs untimed—often has Mom calling her friends, locating the right educational psychologist, and subjecting the teenager to a battery of tests. The doctor almost always finds something.
When a private school vaults over the rest of the pack, it is often because the school has attracted a famous parent, someone respected enough that the enrollment seems to be an endorsement. At Sidwell Friends, a Quaker school in Washington, D.C., there were four such parents: Bill and Hillary Clinton, and Barack and Michelle Obama. (Richard Nixon also sent his daughters to the school, inciting no stampede. But today he would provide a little diversity to the parent body: He was an actual Quaker.)
The school is now so flush that its campus is a sort of Saks Fifth Avenue of Quakerism. Forget having Meeting in the smelly old gym. Now there is a meetinghouse of sumptuous plainness, created out of materials so good and simple and repurposed and expensive that surely only virtue and mercy will follow its benefactors all the days of their lives. The building’s citation by the American Institute of Architects notes that the interior is lined with “oak from long-unused Maryland barns” and the exterior is “clad with black locust harvested from a single source in New Jersey.”
Read: Private schools are becoming more elite
Like all Quaker schools, Sidwell aims to help children listen for and respond to the still, small voice of God. But it’s safe to say the contemporary Sidwell parent cares more about college admissions than about Quakerism. And if she tells you the two go hand in hand, then she doesn’t really understand college admissions (or, perhaps, Quakerism).
At this point there is no answer to the question “How do you get your kid into Sidwell?” Nobody knows. The best strategy might be to launch an improbable run for United States president and then—if successful—turn in the application and hope for the best.
Quakerism provides a kind of seawall, protecting its followers from the corrupting tides of money and power. But like all seawalls, it can be breached. Two years ago, parents at Sidwell Friends finally slipped the surly bonds of decent behavior and went wild. Some parents of the class of 2019, feeling the pressure of the college-admissions cycle, initiated a campaign of intimidation, surveillance, lurking on campus, and sabotage that bubbled up into the press and revealed Sidwell for what it had become. The still, small voice of God is no match for the psychic scream of Bethesda.
Read: High drama inside D.C.’s most elite private school
The most astonishing of Gallagher’s admonitions was this: “While I often arrive at the office well before 8:00 a.m., that does not mean a parent should ever be waiting for me in the vestibule, parking lot, or outside my office door.” This is what prosecutors in murder cases call “lying in wait.”
Gallagher’s email made it clear that parents had been trying to thwart others’ college prospects in order to enhance their own children’s odds. He sent his missive shortly before winter break, which in private schools is the equivalent of a Friday news dump. It was the kind of school communication that simultaneously put bad actors on notice and reassured the other parents that evil was not triumphing. Inevitably, every parent in the senior class was freaked out that their own children might have been targeted.
After the break, the school’s head, Bryan Garman, sent a follow-up email reiterating the policies Gallagher had announced. He also reminded parents that the college counselors would not “respond to any inquiry for student records” for other people’s kids. The parents’ behavior, Garman said, had become “increasingly intense and inappropriate” and had included “the verbal assault of employees.” But these transgressions were placed within a therapeutic context of acceptance and nonjudgment. College admissions, he wrote, “can stretch the patience and emotional capacity of parents.” (If you want to know if you’re rich, try behaving badly and see if someone in authority will apologize for stretching your patience and emotional capacity.) By the end of the school year, two of Sidwell’s three college counselors had quit.
Private schools regularly make decisions that parents don’t understand. Like ancient peoples, the parents try to make sense of the clues. They decide that college admissions must be the god of private school—wrong—or that the god must be AP scores, or sports, or institutional reputation. Wrong, wrong, and wrong.
The god of private school is money.
At an independent school, there are no tax dollars, no municipal bonds, no petitions demanding additional funding for the district. Everything seen and unseen was paid for with funds the school raised itself: every blade of grass, smartboard, academic building, office hour, soccer ball, school psychologist, new paint job, and historic chapel with stained-glass windows spilling colored light onto honeyed pews.
Tuition dollars typically cover some, but not all, of the school’s operating expenses. That’s what they tell you, anyway, and they always have a pie chart to prove it. No matter which school, where it is located, or how rich the clientele, the administrators are always chasing the dragon of this “shortfall.” Personally, I’ve come to doubt the whole premise. But it is apparently the best way to facilitate the shakedown called annual giving, the once-a-year fundraiser where new parents still gasping from the first payment on the $50,000 tuition find out that more is expected from them. The bread and butter of these schools is the two-career couple who care greatly about their children’s education and can afford it, but not easily.
Last summer i spoke with a graduate of Princeton’s class of 2020, Liam O’Connor, who had come to Princeton from a public school in the town of Wyoming, Delaware. He chose the prestigious college because, “out of all of the places I applied to, it came out as the cheapest one.” Cheaper, even, than the University of Delaware, to which he would have paid in-state tuition.
Parents are obsessed with finding out which are the feeder schools to the best colleges. College counselors tell parents that times have changed and there are no longer schools that lead directly to one elite college or another. But they aren’t being fully honest about that.
We talked for more than an hour, and Belo-Osagie spoke fondly of friends she’d made at Spence and teachers who’d inspired her. But toward the end of the interview, I asked if there had been any negative aspects to the experience. She said that in all the prep-school diversity-and-inclusion programs, “there’s always this preface of ‘Okay, we’re now welcoming you to the majority, where you should be’—with the white people, so to speak.” But “inherently within that, you are sacrificing who you are as a person—and it’s not like that would ever happen on the opposite end.” There had been costs to going to Spence. One of those, she now realizes, was “sacrificing my Blackness.”
Dalton has always considered itself progressive in every sense of the word, and it has long been regarded as a leader among private schools in addressing the concerns of its Black students. But the complaints expressed on the Black at Dalton Instagram account could not have been a surprise.
Over the summer, Jim Best, the school head, announced that he had “committed Dalton to becoming a visibly, vocally, structurally anti-racist institution.” He issued plans for making this transformation. But the teachers had their own ideas.
In December, a document that 120 faculty and staff members had signed over the summer became public. It outlined a list of proposals: Half of all donations would have to be contributed to New York public schools if Dalton’s demographics did not match the city’s by 2025; the school would have to employ a total of 12 diversity officers (roughly one for every 100 students); all students would be required to take classes on Black liberation; and all adults at the school, including parent volunteers, would be required to complete annual anti-racist training. Tracked courses would have to be eliminated if Black students did not reach full parity by 2023.
Private-school parents have become so terrified of being called out as racists that they will say nothing on the record about their feelings regarding their schools’ sudden embrace of new practices. They have chosen, instead, anonymous letters and press leaks. In December, someone from the Dalton community leaked the teachers’ list to Scott Johnston, who writes often about elite education. He published it on his website, The Naked Dollar, where it got enormous traction. The Wall Street Journal asked him to write an opinion piece, and he did—it ran under the attention-grabbing headline “Revolution Consumes New York’s Elite Dalton School.”
John McWhorter: Schools must resist destructive anti-racist demands
Best wrote to parents saying that the list was not of demands but of “conversation starters.” However, a few weeks later, a group of anonymous parents—it’s unclear how many—wrote a long, plaintive letter, which was also leaked, complaining about changes that had already taken place.
It’s quite clear that over the summer, when schools across the country were thinking deeply about how to reopen and teach students, the Dalton administration was on a crusade to radically transform the school’s curriculum and pedagogy.
According to the letter, in science class there have been “racist cop” reenactments, art class has focused on “decentering whiteness,” and health class has examined white supremacy. “Love of learning and teaching is now being abandoned in favor of an ‘anti-racist curriculum,’ ” the parents wrote. “Every class this year has had an obsessive focus on race and identity.”
The tensions at Dalton are fascinating: Are there enough wealthy white parents willing to pay $54,000 a year to have their kid play the part of Racist Cop in science class (or—the final insult—to have him cast as Racist Cop No. 2)?
The parents had demands of their own, including an immediate halt to curriculum changes. According to Scott Johnston, some board members feel the letter itself is racist, and the school has taken the extraordinary step of scrubbing the names of board members from its website.
The parent letter was gleefully mocked. But these aren’t parents in the public-school system; they are consumers of a luxury product. If they are unhappy, they won’t just write anonymous letters. They’ll let the school know the old-fashioned way: by cutting down on their donations. Money is how rich people express their deepest feelings.
Over the summer, once Manhattan’s private-school families had fled the city for their houses in the Hamptons—after they had called Citarella for a delivery, and told the gardeners to open up the pool and the cleaning women to air out the bedrooms—many of them settled down to read White Fragility (or at least to read about White Fragility). But it’s one thing to feel chastened in the Hamptons; it’s another to come back to the city and have your child casually ask if you’re a white supremacist.
At Harvard-Westlake School—where I taught so long ago and from which one of my sons graduated—some faculty members have adopted a practice that has become common in colleges: acknowledging that the campus sits on Native lands. As one middle-school English teacher wrote on her syllabus: “We recognize the Kizh, Tongva, Chumash, Tataviam, Serrano, Cahuilla, Luiseño and other Native peoples as past, present, and future caretakers and stewards of this land. We honor them by also building a relationship with Mother Earth.”
An Instagram account called Woke at Harvard-Westlake was created in response to the school’s new anti-racist initiatives. One of its posts opines on the fraudulence of these pious acknowledgments, given that the school has pulled yet another fast one on Mother Earth. It has purchased even more presumably Native land, for $40 million—and is now shaking down parents to help refurbish the acquisition, a private tennis club located a mile from the upper-school campus.
Writes the administrator of the account:
On the one hand we can laugh at this latest example of HW’s comical embrace of Radical Chic. But on the other, our kids are being taught terrible values: that hypocrisy and dishonesty are fine so long as you virtue-signal the right fashionable politics. And that those fashionable politics are basically meaningless—they are just for show, a way to make being privileged and wealthy truly guilt-free.
The problems at these schools are endemic to their business model. Their existence depends on an unseemly closeness between the wealthiest parents and the most powerful administrators. The current system is devoted to excess—bigger, better, more. The schools compete with one another over programs and campuses; many have such luxurious facilities that they’re almost revolting.
The kind of changes that would solve their problems would involve not only limiting the amount of money that individual parents can give, but also accepting that schools don’t need to be showplaces. In order to become more equitable, they would have to become less opulent—and risk missing out on a few rich parents. But in their typical way, they want the tennis club and to be regarded as hubs of social change.
In a just society, there wouldn’t be a need for these expensive schools, or for private wealth to subsidize something as fundamental as an education. We wouldn’t give rich kids and a tiny number of lottery winners an outstanding education while so many poor kids attend failing schools. In a just society, an education wouldn’t be a luxury item.
We have become a country with vanishingly few paths out of poverty, or even out of the working class. We’ve allowed the majority of our public schools to founder, while expensive private schools play an outsize role in determining who gets to claim a coveted spot in the winners’ circle. Many schools for the richest American kids have gates and security guards; the message is you are precious to us. Many schools for the poorest kids have metal detectors and police officers; the message is you are a threat to us.
Public-school education—the specific force that has helped generations of Americans transcend the circumstances of their birth—is profoundly, perhaps irreparably, broken. In my own state of California, only half of public-school students are at grade level in reading, and even fewer are in math. When a crisis goes on long enough, it no longer seems like a crisis. It is merely a fact.
Shouldn’t the schools that serve poor children be the very best schools we have?
When i started teaching at Harvard School, it had not yet become the world-conquering Harvard-Westlake, with a second campus in the heart of Bel Air. I arrived in 1988 at age 26. There was wealth, but it wasn’t as visible. The campus was still a bit ramshackle, with outbuildings tucked into the hillside, some of them left to molder. An academic building leaked so badly during heavy rains that for a week or so we’d all have to squelch down the soaked industrial carpeting in the hallways, leaving wet footprints on the linoleum floors of the classrooms.
I could not have cared less.
In those innocent days, I thought of schools as places of actual transformation. You came in as one person and left as another. In the fall, the Valley heat was intense, and Macbeth was weird. In the spring, the jacaranda trees burst into flower and Macbeth was ambitious. And after that, it was time for the boys to leave. We didn’t have anything else to give them.
This article appears in the April 2021 print edition with the headline “Private Schools Are Indefensible.”
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