Whatever Comes After

I sat at a table in the gym at my son’s school. At the other tables, there were a dog groomer, a police detective, someone from the state park maintenance crew, an archaeologist, and other community members. We were there for career day.

My topic was AI.

I’ve spent more than a decade working in artificial intelligence. In most rooms, the conversation covers the hype, the promise, and the fear of what AI is taking away. Today it was about the kids. About how, whatever path they found, AI would be part of it. How it could help them be creative, express ideas, and make things that hadn’t existed before.

I wanted to use it as an opportunity to talk to the teachers as well. They were as curious as the kids, maybe more so. They chose this work deliberately, and they took everything seriously, including this. Some were more comfortable with technology than others, and some were still trying to separate what they’d heard about AI from what it actually was. But they knew it was here. They knew their students would use it. And they understood, maybe more clearly than most, that for kids like theirs it could be something more than a productivity tool. It could be an enabler. A way in to things that had felt out of reach.

The first group of kids entered the room.

I had a sign on my table. My name is Dave. My son goes here. He’s in tenth grade. Ask me about AI.

When each group came over I’d ask their names, what grade they were in. I told them my son went to this school. I asked if they knew what AI was and offered the simplest explanation I could — using a computer to create something new. Then I told them my son had made a song using AI. That it was on Spotify and Apple Music. And I played it.

They listened. When it ended I told them there was no one playing instruments, no one singing. A computer made all of it.

I asked them if they wanted to create something.

With the younger ones I had cards with Mad Libs style prompts. They would fill in the words and I would enter them and we would watch their idea become an image. Their dog as a superhero. A hero with brown hair wearing armor made of green dragon scales. They were amazed at how it worked. The words going in, the image coming out, something that hadn’t existed a moment before. I also had a handout they could take home, with example prompts their parents could try with them.

The middle school kids didn’t need the cards. They came up with their own ideas. One wanted an image of something specific. Another wanted a training plan for a video game he was trying to get better at. They knew what they wanted to make. They just needed someone to show them the tool.

Some had already used ChatGPT. A few had used it for homework. One girl said she used it as someone to talk to.

That made me think about my son.

About the years he spent on the outside of social groups, wanting to be understood, not always finding the right person or the right moment. About what it would have meant to have something that would just listen. That wouldn’t get tired or distracted or move on. The adults in the room were thinking about AI in terms of what it might take from these kids. That girl was using it for something the adults hadn’t thought to offer her.

That’s always the interesting part. Not what the technology is supposed to do. What people actually do with it.

I was waiting at my station when a few of his teachers stopped by to tell me he had been excited about career day. That he had prepared questions. That he was ready.

When his group came in, he started at the far end of the gym. I watched him work his way around the room, stopping at each station, his piece of paper in hand. He was serious in a way that was hard not to notice. Not performing seriousness. Actually in it. Each presenter got his full attention.

Eventually he made his way to me. He had a wry smile when he arrived, like he had been saving something.

He asked me what I wanted to be when I was younger.

I told him I wanted to be a marine biologist for most of my life. That I was always good with computers and had my first one around age ten and started learning to program. That somewhere along the way the computers won.

He listened. He wrote something down.

We’ve had this conversation before. A few times, actually. It’s not one of the things his brain decided to store, so each time it comes back around it’s new to him. I don’t mind. I’ll answer it as many times as he asks.

He worked through the rest of his list until he was done. I watched him move on to the next table, his paper still in hand. And then it was over. I packed up my things and he walked back across the gym to join me.

As we walked to the car, I asked him how it went, and who he talked to, and what he learned. He was excited that he got to pet the dog. He was interested in the auto body shop, and I told him they were the ones who fixed the mirror on our car. I don’t know if he was looking at any of them as possibilities. I just loved that he was curious.

His school thinks about this deliberately. They talk about life after graduation as something to prepare for, not just something that happens. Giving kids a glimpse of what their futures could look like, what’s out there, what questions are worth asking. They’re educating the whole child. The curiosity. The encouragement to chase it. The bravery to follow through. That’s how they do it.

He showed up with questions. He asked every one of them and left curious about something new.

Whatever comes after, that’s a place to start.

What Could Have Been

I was listening to a podcast recently about a woman in her seventies, semi-retired, describing a life built around boards and civic connections and a career that had opened into something expansive in its later years. She sounded settled in a way that felt earned, like she had arrived somewhere she had been moving toward for a long time.

I recognized the path. Not because I’m in my seventies, but because I was on a version of it.

When we moved from Colorado to Philadelphia about a decade ago, I was a senior director at a Fortune 50 company with real scope and responsibility. A few years into that role, I joined a civic leadership program that brought executives from major Philadelphia companies into the city’s nonprofit community. Over the course of a year, you got deep exposure to the city’s history and institutions, built relationships across industries, and came out the other side connected in a particular way. The expectation was that you’d land on a board somewhere, that you’d become someone who contributed to the city in that civic, executive register. The people around me were doing exactly that, and I could see the same future taking shape for me.

Burnout changed the calculation. So did my family needing more of me than that version of my life was leaving room for. I stepped back from the executive track and took an individual contributor role after we moved to the suburbs, trading scope and gravity for time and presence.

What I didn’t fully anticipate was where that would eventually land me. I’m in my early fifties now, a single dad doing his best to hold things together, and the life I’m living looks almost nothing like the one I was building toward in that leadership cohort. The board seat, the Philadelphia connections, the version of myself moving through the city with a sense of purpose and forward momentum — that version didn’t make it here. Not yet, anyway. Maybe not ever.

The woman on the podcast wasn’t describing my life. She was describing what my life looked like from a certain angle, at a certain moment, before it went somewhere else entirely.

I think about that when I think about my son’s future.

I spend a lot of time with the map of what his life might look like — the limitations, the closed doors, the jobs that seem within reach, and the ones that probably aren’t. I carry a picture built from everything I know right now, shaped by twelve years of navigating his condition, watching carefully, and trying to be realistic without being defeatist. It feels like an honest picture.

But five years ago, I would not have predicted this. Not the single part, not the scraping-by part, not the individual contributor part. The version of me in that leadership program had a reasonable picture of the next decade, but it was wrong in almost every respect.

That doesn’t mean his future is full of hidden good news I can’t see yet. I’m not reaching for easy comfort. The limitations are real. The hard parts are real. Uncertainty isn’t the same as hope, and I try not to confuse the two.

But I’m holding his map a little more loosely than I used to. If my own path could shift that completely in five years, I don’t actually know what his looks like in five years either. The shape I think I can see might not be the shape it takes. The road I think he’s on might lead somewhere neither of us expects.

Most days, that doesn’t feel comforting. It just feels true.

Five years ago, I would never have thought I’d be here. And that might be the only honest thing I know about the future.

Not His Thing

I read about a hundred books a year. Most of them are audiobooks, which I get for free through the local library. It’s one of those habits that has been with me since I was young, the library as a place, the books as company. My goddaughter is also a reader, and a few months ago we got her a library card. Usually she reserves books online and I pick them up on my way back from school drop-off. But occasionally we’ll go together to browse.

A few weeks ago the library had a book sale. My goddaughter and I left with bags. My son came with us and looked around, but I could see pretty quickly that he wasn’t having a good time. The sale was crowded and overwhelming. Books are hard for him. Reading is hard, comprehension is hard, and a room full of them without a clear purpose is a lot to navigate.

We went back this past weekend, the three of us. No sale this time, just browsing. While my goddaughter moved through the poetry section, I took my son to the computer to look up Rocket League and eSports books. Nothing in stock. We walked over to the gaming section. Nothing caught his eye. But the drawing section was right next to it, and he knew I liked to draw, so he pointed it out to me. That’s who he is.

He was a good sport. He tried. But he was miserable and I could see it.

I walked over and put my arm around him. “This isn’t your thing,” I said.

“Not really,” he said.

“Go sit in one of the chairs and use your phone.”

He found a chair and opened his chess app.

He picked up chess from me. I was playing for a while and he got curious, the way he does. Then Duolingo added chess and gamified it and he had his own relationship with the game. Now he does the lessons and the challenges on his own. We’ll play each other on our phones when we’re waiting at appointments, or sitting for the thirty minutes after his allergy shots. Sometimes we’ll pull out the board and play at home.

Just like that, he was fine.

I watched him for a second before heading back into the stacks. There was something about seeing him settle in that felt right. Not because he had given up, but because he didn’t have to pretend anymore. I worry sometimes that when we do things like this, he thinks he’s disappointing me. That his not being into something I love means he’s falling short somehow. Saying it out loud felt like giving him permission to just be where he was.

Reading has always been a challenge for him. It has to be something he’s genuinely interested in to get him over the hurdle. A Fortnite magazine, a Minecraft guide, something with pictures and a clear purpose. It helps when I read to him, doing the voices, making the connections, reminding him who the characters are and what happened before. Without that scaffolding, it’s a lot to hold.

I think sometimes about what it would be like if reading weren’t so hard for him. Not because I need him to love books. Plenty of people don’t, and that’s fine. But when something is hard, you know it’s hard. He knows it’s hard. And I wonder sometimes what it costs him to be in a place like this, surrounded by something that doesn’t come easily, watching the people he’s with light up over something he can’t quite reach.

It’s not about books. It’s about things being harder for him than they should be. That feeling surfaces in different places. This weekend it surfaced in a library.

He found a chair. I went back to the stacks. My goddaughter kept reading.

It doesn’t run smoothly yet. I’m helping her navigate, checking on him, not really lost in the shelves the way I’d be on my own. But there’s something there. A place where each of us can find our version of being there. Him with his chess. Her with her books. Me somewhere in between, figuring it out as we go.

We’re not there yet. But we’re going.