AI and the School Search: Why Human Guidance Still Matters

By Audrey Fleischner

It seems like every day brings a new headline about artificial intelligence stepping into a traditionally human role: AI-managed stores, AI music labels, AI tax preparers (spoiler: don’t use AI to file your taxes). Depending on your perspective, these stories are either inspiring (“think of all the possibilities!”) or terrifying (“what is the fate of humanity in a robot-run world?!”). But wherever you fall on the luddite-to-AI-enthusiast spectrum, there is often an element of humor. We’ve taken a particular liking to Luna, the bot that ran Andon Market in San Francisco, who had an inexplicable obsession with candles and also ordered 1,000 toilet seat covers for the employee bathroom.

Naturally, we had to ask: can AI serve as an educational consultant? We went down the rabbit hole with ChatGPT, Claude, and Gemini, testing everything from broad questions (“Where should I send my child to kindergarten in NYC?”) to highly specific prompts about admissions odds and school fit. The results were consistently baffling, occasionally helpful, and often reminiscent of Luna’s toilet seat purchase. We are not immune to the existential threat of bots one day performing our jobs, but that day is not now…and, honestly, that day doesn’t feel particularly close. 

The AI School Consultant:
How It Falls Short.

Across all bot types, AI had a lot to say. Our prompts consistently generated extremely long, partially bolded, emoji-sprinkled responses that offered three categories of guidance:

  • Words of confident comfort: “I’ll break it down so you can actually make a smart decision (not just panic like most parents do).”

  • Potentially helpful, but very general, procedural information: “public schools in New York City are partly zoned, but it depends on the grade level.”

  • Misleading, incomplete, or simply incorrect information: Eleanor Roosevelt Middle School would be a “reach” for a Group 1 applicant...considering that no such school exists.

Given its eloquence, it is easy to mistake the volume of information for true expertise. But the quality rarely matches the quantity. One chatbot highlighted Battery Park City School and The East Village Community School as NYC’s “top public zoned schools.” Both are excellent programs, but why these two over countless other beloved options? This is akin to Luna ordering dozens of candle varieties. People do love candles, but the fixation on that product over, say, scented oils or artisanal salts, beats me. 

Its “top private kindergarten” recommendations were even more puzzling: Marymount School of New York and The Goddard School in StuyTown. Marymount is a reasonable, if context-free, suggestion (AI failed to mention it is an all-girls Catholic school). Goddard? That’s 1,000 toilet seat covers. It is a preschool with multiple locations, and not a kindergarten option at all.

These same patterns appeared across prompt tests. Claude recommended District 2 middle schools to a District 3 family without noting that admissions are largely district-based. Gemini fixated on The Calhoun School for a theater-loving student without offering meaningful alternatives. We could go on. 

To be fair, the bots occasionally provided glimmers of useful insight. Kudos to Claude for its explanation that the contrast between Trinity and Dalton “is one of emphasis and tradition rather than absolutes.” But, as a parent conducting genuine research, it would be nearly impossible to distinguish fact from fiction– or, to use the technical term, hallucination.

The AI School Consultant:
Why It Falls Short.

We have some best guesses as to why AI is so flawed as an educational consultant. It is the same reason this process is difficult in the first place– the right information is hard to find. When we asked ChatGPT about P.S. 6, a highly regarded public school on the Upper East Side, one of its first selling points gave us pause: “Known for Exceptional Writing Instruction (Teachers College Model).” P.S. 6 does not use the Teachers College model. In fact, very few schools do since the DoE’s 2024 overhaul of the curriculum. We clicked the source: a 2009 Time Out New York article. These bots are working with what is readily available online, and that information is often incomplete, outdated, or missing the nuance families actually need. 

But AI’s biggest limitation is not its sourcing. It is its lack of humanness. In every prompt we tested, AI failed to ask meaningful follow-up questions or acknowledge when it didn’t have a clear answer. It didn’t share telling anecdotes. It didn’t provide examples of coursework in action. Most importantly, it did not, and could not, get to know a child or uncover a family’s educational philosophy and values. 

School culture. Inspiring teachers. Homework load. Administrative responsiveness. Student stress levels. The subtle differences between two schools that look nearly identical on paper. These are the insights that shape a child’s experience, and they are deeply human. They are best uncovered through tours and conversations– with educators, school experts, current families, and those who have gone through the process before. There is no replacing that.

Confession: we are not on the luddite side of the AI-fear spectrum. AI has organized our spreadsheets, helped us design slide decks, and summarized volumes of Chancellor's Regulations from the DoE archives. There is a lot that AI can do. Yet, despite our prompting, AI can’t seem to do the actual work of an educational consultant– partnering with families to make informed decisions about their child’s schooling. These bots are evolving quickly, and, believe us, we will be the first to know when they can do our job. But, for now, when it comes to making sense of options, identifying true fit, and feeling confident that you are focusing on what matters most (and not getting distracted by the candles and toilet seat covers), leave that to the humans. 

your placement is not the reward for good work

By Joyce Szuflita
It is hard to really embrace this thought, and even harder to convince your child about it, but there is no other path.
Hard work should ‘pay off’, but there are plenty of times when it doesn’t. There are lots of people who don’t deserve things that get them. Life isn’t fair. If you are expecting a pat on the head and a key to the city for going the extra mile, you will often be disappointed.

The only true thing is that hard work- the satisfaction, knowledge and character that comes from it, is its own reward. The prize is the knowledge that you accomplished something meaningful, that is actively making you a more informed, more skilled, better person. It is almost impossible not to wish for the glittering prize (the admiration, the acknowledgement, the envy), but in the end, it often disappoints.

If you hold out the carrot of a plum placement as reward for a job well done, there is plenty of reason for kids to stop trying at the first disappointment.

The myth of the "best school" busted. Glory hallelujah.

The myth of the "best school" busted. Glory hallelujah.

By Joyce Szuflita
I have been sitting in my tiny office spinning with rage about the lazy conversations that I hear around school quality. Let me say right up front this blog is NOT about equity. I think schools are better when they are filled with diverse learners and students of every race and class. Period.

This is about something else: how people talk about the elite schools that everyone is focused on. I think that the underlying premise is false and until we understand the schools with a clear eye - WE CAN’T SOLVE THE ULTIMATE PROBLEM of “school quality” which is poverty.

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Good luck.

By Joyce Szuflita
Well, high school placement is likely to be a couple weeks late. Without confirmation, it seems like notices are probably going out on or around March 18. If you applied through MY SCHOOLS, you will likely be notified through MY SCHOOLS.

Here is the thing. Life is uncertain. You can prepare and calculate and hope. It is hard not to fall in love with one place or another, but you can’t engineer your placement. Your mission is to prepare your child (and yourself, cause you have worked hard for this!) There is no doubt that you will be disappointed for any number of reasons, possibly just because there has been so much effort and angst.

This is what I hope students will consider when they get their placement:

This school is all potential.
It will be what I make of it.
I don’t know those kids, but my new best friend for life is somewhere in that crowd.
My first love is probably in there too.
There will be a teacher that I will never forget in that building.
There will be some uncontrollable laughter.
There will be something that seemed nearly impossible that I will conquer.
I will likely be sorry to leave at the end of it all.

You can focus on what you desire, but you don’t always get it, and you might even be sorry if you did, because you would have missed the wonderful thing that appeared when you least expected it. Go out and find it.

My new year's wish for you

By Joyce Szuflita
We didn't know what the hell we were doing when they told us to leave Methodist Hospital with two babies 23 years ago. Winging it, is what we do as parents. For good or ill, they come fully loaded with their own tendencies and talents. If you get lucky, it can sometimes be very hard to screw up and if you get a challenge, it is not always (mostly not) your fault. If you are reading this, you really care about doing a good job. Trying your damnedest is the best job that you can do. You can't engineer perfection and if you try - get ready for disappointment. The thing is, disappointment is a great place to start.

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a couple things that are still relevant

By Joyce Szuflita
I just scrolled down to the bottom of this page and found my own blog archive!!
I started blogging around this time, 8 years ago and boy did (do) I need an editor! The nice thing about blogging is that you can write whatever the hell you damn well please. I was tickled by a couple of pieces (cause I think that I am kinda funny, much to my family's chagrin) and I was interested in my own perspective as a parent of 14 year olds, all those many years ago. Here are three of my favorites, that are still relevant and mildly amusing (even my husband said so!). Don't read the other first blogs. They are awful.
A wistful ode to 'rubber pellet season'
a sweet reminiscence (and creepy reference to cancerous recycled tires)

New Urban Team Sport (NUTS)
how I did the parent teacher conference

Sing is sung
a New York high school institution and my review of the 2008 season. If you want to understand the difference between Murrow and Stuy as institutions - it is all here.

"top 10 things I learned in the college application process" by Anon.

"top 10 things I learned in the college application process" by Anon.

I don't take guest blogs, but I got this wonderful email from a parent whose child graduated from one of my favorite NYC public schools this spring (not Bard or Beacon or Stuy - keep guessing). She is a kid who squeezed the best out of her good old Brklyn high school experience and her hard work was rewarded by the kind of college placement you all dream of.  It is so right on the money that I though I would share it with you. Edited slightly for space. My comments in italics.

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Brooklyn! lets start a new neighborhood school search culture

By Joyce Szuflita
There are a lot of freaked out 11 year olds out there. This middle school 'choice process' is not kind. The kids that got their heart's desire are relieved, but it is hard to be happy when your friends are not. There are some kids who got great placements but it was not the one they wanted or where their friends are going and there are kids who are headed into the unknown (or even worse - the unpopular known) and that is scarey for everyone. I know that you all feel at the mercy of this process and that your children are being tortured by an unfeeling algorithm. You have a case.

I do think that there is a very significant thing that we, as parents, can do.

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venting about middle school

By Joyce Szuflita
I have heard too much distress from parents in the wind and now I just have to weigh in. It seems like so many people are unhappy about the fact that there are too few "good middle school options".

I have to ask. Do you mean schools with high test scores?
If you are clinging to the safety of high test scores, then you are empowering the tests and you will be supporting that culture; the stress, the prep, the high stakes and anxiety. Live by the sword, die by the sword.

If it is not high test scores, what makes a good school?

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leaving your old friends at middle school

By Joyce Szuflita
"On top of all the stress of placement, isn't it hard for the kids to leave their old friends to go to a new middle school?" I get this a lot from the parents of young children, especially when those parents have loved their own experience growing up having the same friends k-8th grade. Often the kids’ first requirement is that they attend school where their friends are attending. This is of course impossible to engineer. What I often find is that there are unrecognized benefits to a shake up.

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i owe my soul to the company store (I mean College Board)

I am so glad the College Board is being forced to reconsider the SAT because they finally have some competition in the college testing market. I resent their monopoly and the fact I have paid hundreds (thousands?) of dollars to them because there was virtually no other game in town. I don't begrudge them my money for a valuable service, but when that service is warped from a helpful assessment to a huge cash cow that is leading the admissions process rather than supporting it, I object.

This is times-two for twins over a 6 year period:
I have paid them for PSATs, multiple SATs, and SAT 2 times several subjects. I am not even going to mention the books for each SAT, SAT 2, and AP class. I have paid them to send all these multiple test results to 10 schools per kid (we were conservative in the number of schools that the kids applied to - many people are now doing many more).
I have paid $86 per AP test for 5 tests times two kids (and to send all of these scores to the 10 schools each kid applied to)- which, because of top scores may have helped a tiny bit in admissions but didn't yield a single credit in their highly selective private colleges which appear never to take AP scores. I pay iDOC every year to record my tax returns to these schools so that I can apply for financial aid. I am not even adding in my time spent on traveling to the myriad of tests, scheduling and working my way through their system, or the hours and days of childhood wasted. What a racket!

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st. crispin's day

By Joyce Szuflita
Even though St. Crispin's Day isn't until Oct., when I think about the parents and students preparing to enter new kindergartens, middle schools or high schools in the fall...

I can't help but hear Shakespeare's rousing words from Henry V.

if you start to get cold feet over the summer, thinking about the possible challenges ahead, replace "going to battle against a huge French army" with "entering a kindergarten class in a brand new school" and imagine your Principal giving this, the granddaddy of all motivational speeches.

we happy few,

we band of brothers...

teachers salaries: public vs private

By Joyce Szuflita
There was an interesting quiry on Park Slope Parents this month about teacher's salaries. It is a bit of an apples and oranges conversation. I have some links if you want to do more reading. It appears that public school teachers win out pretty clearly on salaries and benefits, but private school teachers may have some quality of life benefits (smaller class size and no state testing requirements). Both jobs are very challenging (no one has it easy!).

Here are some links, but you need to filter out the politics (right wing, anti union; left wing, pro union, etc.)

National Center for Education Statistics

ehow:money

edudemic

NY Times: Opinion

NYC DoE

salary.com

wordsworth for graduation

This goes out to all parents of prekindergarteners, 5th graders, 8th graders and high school seniors:

--That time is past,
And all its aching joys are now no more,
And all its dizzy raptures. Not for this
Faint I, nor mourn no murmur; other gifts
Have followed, for such loss, I would believe,
Abundant recompence.

"Lines Written a Few Miles Above Tintern Abbey" by William Wordsworth

making decisions

By Joyce Szuflita
This is the time of year when parents agonize over decisions. April, May and occasionally in June, I will sit down at my desk with a cup of coffee and at 8am, put on my headphones, and take 15 and 30 min. calls all day until 6:30. There are some days in April when I feel like I am an air traffic controller with planes stacked up over O'Hare. Parents circling, looking for a safe landing...

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