Sunday, May 24, 2026

Incoherent Thoughts from the Jagged Edge

[originally posted on my substack] 

I started this week sitting across from a long-time colleague, someone whose work I respect and whose judgment I trust. Let’s call him Eric. Eric is co-authoring something with a younger scholar, and he has been finding hallucinated references in the manuscript. He has, I think, tacitly accepted that AI was used in the writing. The references are the tell. He has not said so explicitly, but the evidence is sitting right there in the reference list.

What struck me about the conversation was not the hallucinations. Those are a real problem, and anyone using AI-assisted writing needs to know that. What struck me was that Eric is not using AI himself, which means his mental model of the technology is frozen at whatever he last heard about it. He does not know yet that frontier models (the current generation) are substantially less prone to fabricating citations than earlier versions. His experience of the technology is secondhand and dated, and that gap between perception and current reality is itself a kind of problem. The tool is a moving target, and the critique needs to move with it.

Later in the week, I had a completely different kind of conversation. Dave Fowler, a math education professor who retired a few years ago, shared with me the exchanges he has been having with ChatGPT about the nature of theories. Dave is curious, playful even about what this thing is and what it can do.

He shared some of the thinking he was doing with and about AI. We smirked together at the turns of phrase the model deployed in those conversations, including things like “You’re drawing a very precise and interesting analogy, Dave.” which my brain heard in the voice of HAL 9000. There is something both charming and slightly unnerving about that sentence. It flatters, it redirects, it sounds like a thoughtful interlocutor. Is it? Is it not? Dave was not sure, and neither was I, and that wondering felt like the right place to be.

I am still turning that conversation over in my head. What Dave is modeling is something I think we are not talking about enough in education: what it looks like to approach AI with curiosity rather than with a verdict already in hand. He retired, he has no institutional pressure either way, and for $20 a month he is just... exploring. There is something intellectually honest about that.

Black-and-white western comic-style illustration of an old saloon interior. Several cowboys sit at wooden tables drinking while a bartender stands behind the bar. Swinging saloon doors open to a dusty frontier street outside. On the wall hangs a large weekly “AI Calendar” with oversized question marks filling the days of the week, suggesting uncertainty about future plans. A cattle skull and wanted poster decorate the wall, all rendered in detailed ink linework and crosshatching reminiscent of classic western comics.
Uncertainty Saloon (Created with ChatGPT)

Meanwhile, the news cycle this week offered its own jagged edges.

A winner of the 2026 Commonwealth Short Story Prize has been accused of submitting an AI-generated story, and the situation quickly became a full-blown literary scandal. The accusations were amplified when Pangram Labs ran every Commonwealth Prize winner back to 2012 through their detection tool and found strong signals of AI-generated text in multiple entries, including the 2025 overall winner. The literary world, predictably, is having a moment.

And then Barnes & Noble CEO James Daunt appeared on the Today show and said he had no problem stocking AI-written books, as long as they were clearly labeled and not misrepresenting themselves. Cue the boycott calls. Cue the “all generative AI is ripping off someone else” counter-arguments on social media. Daunt has since clarified, repeatedly, that Barnes & Noble does not knowingly sell AI-generated books and takes active measures to exclude them. The clarification landed with about as much impact as you would expect, which is to say, not much. The outrage had already found its shape.

These two stories (the prize and the bookstore) are related. Both are really about thresholds. At what point does AI-assisted become AI-generated? Who gets to decide? What is the meaningful distinction between a human writer who uses AI as a tool and one who uses it as a ghostwriter? I do not have clean answers. What I am sure of is that any calls for no AI will just feed into shadow AI use.

On a more personal note: I have been noticing that when I write text on my own, without AI assistance, Grammarly flags it as AI-generated. (I still have a Grammarly subscription, though the controversy around the company has me reconsidering that). The flag itself made me stop and think. Am I absorbing AI patterns from all this use? Or is this a simpler and more uncomfortable explanation: that AI was trained on enormous quantities of mediocre writing (including mine), and is now reflecting the patterns of mediocre writing back at us, and Grammarly is simply recognizing them? I am a mediocre writer, so am I no better than AI?

I find this genuinely interesting and only slightly humbling.

Social media, that well-known venue for nuanced and measured discourse, has been full this week of a particular kind of certainty. The message, in various forms, is this: In five years you will look back and realize that AI in schools was a terrible mistake.

I do not know how to evaluate that claim, because I do not think anyone can know it. We are, as a society on the verge of something, but the outcomes are unclear. The people making this prediction with the most confidence tend to be the ones least encumbered by curiosity or evidence. As Ted Lasso misquoted “Be curious, not judgmental.” I think of Dave Fowler, sitting with his ChatGPT transcripts, genuinely wondering, and then I think of the social media certainty crowd, the UnDaves. The UnDave has an opinion. The UnDave does not let curiosity or facts complicate the opinion. The UnDave is very confident about what five years from now will look like.

I am not an UnDave. I hope I never become one. Here is where I am, for this week at least.

I love the exploration. I love what AI does for the scope and scale of what I can get done. And more than either of those things, I love that GenAI keeps opening doors to new questions, questions I would not have thought to ask, problems I would not have noticed, conversations like the one with Dave that I will be thinking about for weeks.

On schools specifically: I have said this before, and I will say it again. Caution is warranted. We do not have enough evidence yet about long-term impacts on learning, on writing development, and on productive struggle that builds capacity. Those concerns are legitimate and deserve to be taken seriously.

But on the other side of that, we must teach students about AI, what it is, how it works, and how it is changing the world they are growing up in. Not doing so is irresponsible. These students are going to live in a world shaped by this technology, whether we prepare them for it or not. Much like sex ed, if we don’t teach about it in schools, they will learn it elsewhere, with potential negative consequences.

I understand the desire to put the djinni back in the bottle. But we learned from the nuclear age that you cannot undo technologies. We must work as a society to reckon with the age of AI, and part of that is education.

Eric’s colleague used AI and did not know how to use it well. Dave used AI and understood enough to find the conversation genuinely interesting. The difference is not access. The difference is curiosity and intellectual engagement.

That is what education is (or at least should be).

Wednesday, May 20, 2026

Welcome to Summer!

 Summer School (The Good Kind)

Every year around this time, teachers start doing that particular mental math that only educators understand. How many days left? How many grades to enter? How many “are we doing anything today?” questions can one human absorb before the final bell? Summer is close, and the collective exhale is almost audible from here.

Most teachers I know fill that summer with a genuinely good mix of things: a conference or two, some professional reading they actually want to do, travel, family, and the radical act of sleeping past 6 AM. All of that is necessary and right. But I want to make a small case for adding one more thing to the list, and I promise it does not involve a syllabus or a rubric.

Get curious about GenAI.

Image Created with ChatGPT

Not in a high-stakes, district-mandate, someone-is-watching kind of way. Just curious. Summer is exactly the right time for this because the stakes are low. Nothing you try will scramble your fall classes. No 7:45 class depends on the quality of the output. You can experiment, fail, laugh at the results, and try again. That is almost never the condition under which teachers get to learn anything, and it is honestly the best condition for learning there is. Actually, the work we have done on ArtTEAMS grant for four years did exactly that each summer- but that is a story for another time. Although if you are interested our first publication just came out here.

Here are four things worth trying. These are just examples, feel free to riff…

Punch up an assignment you never had time to fix. We all carry them. The assignment that is fine, technically, but has been quietly bothering you for years because you know it could be better. Give a GenAI model the context, the learning objectives, and what you actually want students to get out of it, then see what it generates. I did this recently with an assignment where I always wanted students to think about instructional grouping using both assessment data and social and behavioral dynamics. I never had time to write meaningful student descriptions that would give the grouping decision real texture. This year I used GenAI to create those descriptions, and the assignment became substantially richer for it. The model did not replace my thinking. It handled the production work that had always been the obstacle.

Write a subject-specific AI policy. Counterintuitively, GenAI is quite good at helping you write a policy about GenAI. Start by feeding the model your district or institution’s existing policy, then describe the specificity and intentionality you want. I took this a step further and created differentiated expectations by assignment type: some asked students not to use AI at all, some encouraged proactive use, and some allowed it with disclosure. The clarity that came out of that process saved real class time and preempted a lot of the ambiguity that tends to eat up energy in the first weeks of a semester.

Make a document or presentation. The productivity tools built into or adjacent to GenAI have gotten genuinely good. I recently used one to produce a one-page project explainer that came out polished enough that I only needed to read and edit rather than draft from scratch. You still have to read it carefully and make it yours. But production time drops significantly, and for teachers who spend hours on materials that students may glance at for forty-five seconds, that math is worth considering.

Build a piece of software. This one surprises people, but it should not. GenAI is remarkably capable of creating small, functional, classroom-specific applications. I built an HTML-based reading fluency tracker that listens to a student read and another that scaffolds phonics practice. Both came out well beyond what I could have produced working alone, and neither required me to know how to code. The tools you actually want for your specific students, in your specific context, are more within reach than most teachers realize.

None of this requires a workshop. None of it needs to be assessed or reported. The only goal is to get your hands on the tools in a context where playing around is the whole point. That is how you develop genuine intuition about what these tools can and cannot do, which turns out to be far more useful than any training session.

So yes, go to the conference. Read the book. Take the trip. Sleep in. Spend lots of time with family and friends. Grill often. Drink occasionally.

And somewhere in there, try a few things. No pressure, no deadlines, no one watching. Just you, a curious question, and a summer with enough room to find out what happens. Or not, after all, it is up to you.

Sunday, May 10, 2026

Access, Time, and Permission: The Only AI Implementation Plan Schools Actually Need

 One of my friends told me this week that his company selected him to get an enterprise-linked access to ChatGPT. That was essentially the whole announcement. No training. No onboarding. No dedicated time to figure out what the tool could actually do for him. Just: you are one of the chosen ones, good luck.

I have seen this before. Every educator reading this has seen this before. An emerging technology is advocated for, excitement is rising and somebody decides to be innovative… and get stuff (devices, licences, keynote).

A decade ago, the Los Angeles Unified School District handed out iPads to hundreds of thousands of students with enormous fanfare and enormous hope. The technology was real. The potential was real (my many YouTube episodes on iPad in the Classroom show that I thought so). What was missing was everything else. Within months, students were bypassing security filters, devices were sitting in carts, and the program became a cautionary tale about what happens when you mistake access for implementation. A multi-million-dollar lesson in the difference between dropping technology into schools and actually integrating it into teaching and learning.

Schools and districts tend to make one of two mistakes with new tools. The first is the drop-and-hope approach: put it in teachers’ hands, trust the magic, and assume the early adopters will figure it out while everyone else quietly waits for the whole thing to blow over. Some teachers do flourish this way. They always have. But building a strategy around the people who would thrive under almost any conditions is not a strategy. It is luck wearing a professional development badge.

The second mistake is the overcorrection. Spooked by the chaos of the first approach, a nervous school board meeting, or a headline about students using AI to cheat, administrators reach for control. Approved use cases. Acceptable use policies that arrive before anyone has had a chance to discover what the tool is actually good for. Committees to review whether a teacher can use a particular prompt. I sat on enough meetings to understand the instinct. I do not think it works.

Top-down directives have their place, but they tend to work against the specific character of open-ended generative AI, which is a technology that reveals its value through exploration, through iteration, through the kind of messy experimentation that does not fit neatly into a compliance framework. When you over-control it, you do not reduce the risk. You just guarantee it will not add value. The value has to be discovered, while directives should just serve as guardrails. A guardrail like Don’t use a private license is good, but if you overprescribe (here is a list of 5 approved prompts), then the magic of AI solutions will not emerge.

There is a related trap worth naming. We tend to hold new tools to a standard we never applied to the ones they are replacing. A teacher who uses AI to generate a first draft of a differentiated worksheet does not need that draft to be perfect. She needs it to be better than starting from scratch at nine o'clock on a Tuesday night. The relevant question is never "is this flawless?" It is "does this create more value than what I was doing before?" A xeroxed (I love seeing this word in print) worksheet from 1987 never got interrogated for its limitations. A handwritten comment on a student essay full of the same four pieces of feedback never triggered a committee review. But ask a teacher to try an AI tool and suddenly the bar is perfection, or close enough to it that any error becomes evidence the whole enterprise was a mistake. That is not a standard. That is a way of protecting the status quo by demanding that anything new better be perfect before it earns the right to exist. Experimentation requires permission to be good enough before it gets to be great.

What actually works is harder to mandate but not hard to describe. Teachers need protected time to try things and get them wrong, ideally alongside colleagues who are doing the same. The teacher down the hall who figured out how to use AI to generate differentiated discussion questions for her mixed-ability class is more valuable than any vendor demo, and she will share what she learned over lunch if you give her half a chance. That kind of peer-to-peer learning does not happen by accident. It needs structure, and it needs time carved out rather than squeezed in.

Teachers also need genuine permission. Not the kind that comes with a wink and an asterisk. Not “feel free to explore as long as nothing goes wrong and no parents call.” Real permission, backed by administrators who are willing to say publicly that experimentation is part of professional practice and that not every attempt needs to produce a polished outcome on the first try. That kind of permission is rarer than it should be.

And yes, resources matter. Devices and subscriptions, yes, but also the human infrastructure around them. If a district brings in outside expertise, it needs to be the kind that stays. Not a keynote, not a one-day workshop, not a framework delivered from a podium to a gymnasium full of teachers who have four other things on their minds. The support that actually changes practice is boots-on-the-ground, working alongside teachers in their specific contexts over a sustained period, helping them find the nooks and crannies where AI genuinely makes their work better rather than just different.

The formula is not complicated. To discover what a genuinely open-ended technology can do inside schools, you need three things: access, time, and permission. All three, together, sustained long enough for something real to develop.

Some will figure out something useful on their own. Teachers are resourceful. But teachers deserve better than resourcefulness as the plan. They deserve the conditions that make genuine professional learning possible.