About this episode
Depending on whom you ask, AI is either the best or worst thing that can happen to the next generation. The arguments come from educators, venture capitalists, op-ed writers, and anxious parents—but rarely from the young people in question. On this episode of AI & I, Dan Shipper sat down with one: Alex Mathew, a 17-year-old high-school senior at Alpha High School in Austin, Texas. Alpha School, a rapidly expanding network of kindergarten through grade 12 private schools, is not without controversy. Inside Alpha High School, there are no traditional teachers, all academic content is delivered through an AI-powered platform, and the adults in the classroom, known as “guides,” focus solely on supporting the students emotionally and keeping them motivated to learn. The students have two- to three-hour learning blocks every morning and spend the rest of the day going deep on a project in an area they care about, spanning art, sport, life skills, and entrepreneurship. Mathew’s project is a startup called Berry, built around an AI stuffed animal designed to help teenagers with their mental health. His vision is for teens to talk to the plushie for five to 10 minutes a day and, in the process, learn to recognize and cope with their problems in the right way. In this episode, Dan and Mathew talk about what a day at Alpha High looks like, what keeps students from cheating when AI is everywhere, and how Generation Z—people born between 1997–2012—really feels about college, social media, and books. If you found this episode interesting, please like, subscribe, comment, and share! Want even more? Sign up for Every to unlock our ultimate guide to prompting ChatGPT here: https://every.ck.page/ultimate-guide-to-prompting-chatgpt. It’s usually only for paying subscribers, but you can get it here for free. To hear more from Dan Shipper: Subscribe to Every: https://every.to/subscribe Follow him on X: https://twitter.com/danshipper In a world of generic AI, don’t sound like everyone else. With Grammarly, you never will. Download Grammarly for free at Grammarly.com. Intent is what comes after your IDE. Try it yourself: augmentcode.com/intent Head to granola.ai/every to get 3 months free Timestamps: 00:00:00 – Start 00:01:30 – Introduction 00:04:08 – A typical day inside Alpha High School 00:06:54 – Why Alpha replaced teachers with “guides” focused on motivating students 00:12:09 – Why Mathew doesn’t use AI to cheat, even though he could 00:19:51 – Do ambitious teenagers care about going to college? 00:25:12 – Mathew’s take on how Gen Z thinks about AI 00:27:52 – How Mathew thinks about the effects of social media 00:31:29 – Gen Z’s relationship with books and reading 00:38:57 – Mathew ranks ChatGPT, Claude, Gemini, and Grok 00:47:12 – Why Mathew is building Berry, an AI stuffed animal for teen mental health Links to resources mentioned in the episode: Alex Mathew: Alex Mathew (@alxmthew) More about Berry: https://berryplush.com/, Berry (@berryaiplushies)
Listen to the original episode
Episode summary
I go to Alpha High School, where an AI-powered platform personalizes my academics behind the scenes, and I can even negotiate timelines with my guides so I can fly to San Francisco to work on my project and still earn credits toward my dream college; people are gloomy on AI because they don’t know what future we’re building, which is why I’m big on rational optimism and actually shaping it.
Welcome, Alex—our youngest guest at seventeen from Alpha High in Austin; I wanted you on to hear how you and your friends really use AI beyond the hot takes, so walk me through your day.
We start with a quick energizer to shift from home to school, sometimes led by a guide, sometimes by students, and sometimes via an AI-fueled debate; our tiny school is split into houses—think Hogwarts—with a Spartan track for students going all in on their projects.
We don’t have traditional teachers; we have guides who focus on motivation, emotional support, and pacing while AI handles content and the school creates separate roles for grading and parents.
Students give constant feedback and even help hire or let go of guides, and I’ll seek different guides based on what I need—entrepreneurship advice from one, a vent session with another.
The first three hours are Pomodoro blocks on a dashboard that queues my next step—watch a lesson, read, take a quiz—and quizzes build toward mastery with a score target so I can move on once I’ve got it.
Each week I meet a guide to set goals using XP; if I’m racing through AP Psych but lagging in AP Lit, we dial up Lit with incentives like project funds or group outings, and the room stays quiet during focus blocks.
There’s tight anti-cheating and attention tracking on school devices, but the real unlock is flexibility and motivation, like being allowed to front-load a semester so I can take a project trip.
In the afternoons people split into different paths—strong academics, Ivy-leaning, or founder mode—and I’m keeping options open between a top university, an alternative college, or going all in on a startup fellowship.
Friends are already building real careers: one has millions of followers and solid brand deals yet still wants the Stanford experience, and another launched an AI teen dating coach with tens of thousands of users and also chose Stanford for community and growth.
Having more choices can feel overwhelming, so I surround myself with people who see the world differently—from very traditional to very anti-institution—and test what actually fits me.
My read on Gen Z is a split between pessimists, the uncertain, and a smaller optimistic group, yet most still use AI; top worries are energy and water use, job security, and losing something essential about being human, while daily reality is homework help and companionship.
Social media absolutely messes with attention and ramps up comparison, but it also spreads ideas fast and is how we bond—sharing snaps or reels is often today’s version of hanging out or even dating.
I’m not a natural book lover and tend to use AI to extract key ideas and ask follow-ups, while some of my friends still read for story, habit, or sleep; at school we still read deeply in our fields and are pushed to create original insights from what we’ve read.
For entertainment, people stream shows, play games, riff on culture, and even role-play with AI for fun; for learning, I’ll spin up deep research while walking, then review and dive where it matters.
Model-wise I lean on Claude for trust and artifacts, use ChatGPT by default and for strong deep research, see Gemini as promising, and use Grok more for playful stuff; NotebookLM is wildly good, and I love tools like Cursor, Granola, Whisperflow, and Sublime, plus I’m testing AI wearables and rings.
Teen culture shifts at internet speed, though you can spot themes like character and plushie fandom and cozy self-care apps like Finch; status and respect drive a lot of behavior, and I expect a big burst of decentralized culture soon.
AlphaX is our Olympic-level personal project built from our interests and real audience needs, and mine is Barry—an AI-enabled plush that helps teens build self-awareness in five to ten minutes a day, designed to be safe, soothing, and fun, with influencer editions and preorders open.
People fear AI because the future feels hazy, but I’m committed to rational optimism and doubling down on what stays uniquely human—connection, taste, vulnerability, and curation—while letting AI clear the boring work so people can create.
This was energizing; it’s good to know the kids are alright, and folks can find you on Twitter and the rest of your socials to follow your work and Barry.
Smash like, hit subscribe, and strap in, because every episode is a fast, funny ride into the future with Dan at the helm.