AI & I

Dan Shipper
AI & I
Ultimo episodio

167 episodi

  • AI & I

    Meet the Slowest Startup Incubator in the World—Pumping Out Billion-dollar Companies

    04/03/2026 | 45 min
    Silicon Valley loves billion-dollar moonshots and AI darlings. Sam Gerstenzang and Dan Friedman are doing something different—they're starting medical spas and funeral homes.
    On this episode of AI & I, Dan Shipper sat down with Gerstenzang and Friedman, partners at Boulton and Watt, which they call the "world's slowest startup incubator." Their model: Come up with an idea, achieve five or 10 million dollars in revenue themselves, then hand it off to a CEO who can take it to the next stage. They've used this playbook to build Moxie, a Series C company that helps nurses open their own medical spas, now with 600-plus customers and a 200-person team globally. Their second company, Meadow Memorials, is a contemporary funeral home with no physical real estate. It has become the largest provider of funeral services in California.
    Both businesses launched right around the arrival of ChatGPT—and neither was built with AI in mind. So how are they thinking about AI inside companies where the core work isn't going to change? In this conversation, Gerstenzang and Friedman share how they built an AI agent called Matthew Bolton to power their customer discovery process, why synthetic customer calls completely failed for them, and why they believe you shouldn't give anyone credit for using AI.
    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
    Intent is what comes after your IDE. Try it yourself: augmentcode.com/intent
    Head to granola.ai/every to get 3 months free.
    Ready to build a site that looks hand-coded—without hiring a developer? Launch your site for free at www.Framer.com, and use code DAN to get your first month of Pro on the house.

    Timestamps
    00:00:00 — Introduction and how Sam and Dan's paths first crossed
    00:01:40 — What it means to be “the world's slowest incubator”
    00:04:50 — Why Bolton and Watt runs companies to several million in revenue before handing off to a CEO
    00:07:30 — How specialization across the founding journey creates advantages
    00:10:40 — Building AI-durable businesses versus AI-native ones
    00:16:10 — How an AI agent transformed their customer discovery process
    00:19:30 — Where synthetic customer calls completely fail
    00:29:30 — Deploying AI inside established companies
    00:32:30 — Why newer projects see huge gains from AI while mature companies see 10 percent
    00:37:00 — A preview of what's next for Bolton and Watt
  • AI & I

    Meet the Student With No Teachers, No Homework—Just AI

    25/02/2026 | 53 min
    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)
  • AI & I

    OpenAI's Codex: This Model Is So Fast It Changes How You Code

    18/02/2026 | 46 min
    OpenAI’s hottest app isn’t ChatGPT—it’s Codex.

    In the last few weeks alone, the Codex team shipped a desktop app, GPT-5.3 Codex (a new flagship model), and Spark, the fastest coding model I’ve ever used. Usage has grown fivefold since January, and over a million people now use Codex weekly. Codex was also the app that OpenAI chose to run an ad for in the Super Bowl.

    Dan Shipper talked to Thibault Sottiaux, head of Codex, and Andrew Ambrosino, a member of technical staff who built the Codex app, for Every’s AI & I about what OpenAI is building and how they’re using it internally.

    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 

    Head to granola.ai/every and get 3 months free with the code EVERY.
    Timestamps:  
    00:00:00 - Start
    00:01:27 - Introduction 
    00:05:27 - OpenAI's evolving bet on its coding agent 
    00:09:42 - The choice to invest in a GUI (over a terminal) 
    00:20:38 - The AI workflows that the Codex team relies on to ship 
    00:26:45 - Teaching Codex how to read between the lines 
    00:28:45 - Building affordances for a lightening fast model 
    00:33:15 - Why speed is a dimension of intelligence 
    00:36:30 - Code review is the next bottleneck for coding agents 
    00:41:24 - How the Codex team positions against the competition 

    Links to resources mentioned in the episode:

    Thibault Sottiaux: Tibo (@thsottiaux)
    Andrew Ambrosino: Andrew Ambrosino (@ajambrosino)
    Every’s vibe check on everything the Codex team launched: OpenAI's Codex App Gains Ground on Claude Code, GPT-5.3 Codex—The 10x Engineer, Now More Fun at Parties, AI as Fast as Your Train of Thought
  • AI & I

    Inside OpenAI’s Agentic Browser, Atlas

    11/02/2026 | 55 min
    The AI labs fighting for attention during the Super Bowl call to mind another iconic Super Bowl moment: Apple’s 1984 ad for the Macintosh, which promised that the personal computer would be a source of unbound wonder, freedom, and delight.

    They were right, but over time, the personal computer has also become cluttered with errands.

    These “computer errands”—downloading a W-2 when tax season rolls around, hunting for the right coupon code before checkout, or navigating the unholy labyrinth of the Amazon Web Services dashboard just to change one permission setting—have taken over our digital lives. Atlas, OpenAI’s agentic browser, sprang from the idea that AI should handle this tedium for you.

    In this week’s episode of AI & I, Dan Shipper sat down with two members of the Atlas team, Ben Goodger and Darin Fisher. Goodger is Atlas’s head of engineering, and Fisher is a member of the technical staff. Both are legends of the browser world. They’ve spent decades building the modern web, working together on Netscape, Firefox, and Chrome before arriving at Atlas. From that vantage point, they told Dan how they think browsing is about to change, why building a browser is harder than it looks, and what it’s like to create a new one with AI coding tools like Codex.

    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 

    Move fast, don’t break things
    Most AI coding tools don’t know which line of code will actually break your system. Try Augment Code, which understands your entire codebase, including the repos, languages, and dependencies that actually runs your business, and use their playbook to learn more about their framework, checklists, and assessments. Ship 30% faster with 40% shorter merge times.
    [Playbook at ⁠augmentcode.com⁠]
    Timestamps:  
    00:01:57 - Introduction
    00:11:51 - Designing an AI browser that’s intuitive to use
    00:15:24 - How the web changes if agents do most of the browsing
    00:25:06 - Why traditional websites will not become obsolete
    00:29:00 - A browser that stays out of the way versus one that shows you around
    00:39:51 - How the team uses Codex to build Atlas
    00:44:47 - The craft of coding with AI tools
    00:52:33 - Why Goodger and Fisher care so much about browsers

    Links to resources mentioned in the episode:

    Ben Goodger: Ben Goodger (@bengoodger) 
    Darin Fisher: Darin Fisher (@darinwf) 

    OpenAI’s browser, Atlas: Introducing ChatGPT Atlas
  • AI & I

    How We Built 'Claudie,' Our AI Project Manager (Full Walkthrough)

    04/02/2026 | 47 min
    A few weeks ago, Natalia Quintero wouldn’t have called herself technical. But since the beginning of January, she has woken up at 6 a.m. to vibe code with Claude. The AI project manager she built saved her 14 hours a week. 

    Getting there meant scrapping the system three times and starting over. But the result handles everything from onboarding new clients to generating weekly updates across all projects.
    Natalia is the head of AI consulting at Every. As part of the role, she's spoken with over 100 organizations in the past year and worked with a select two dozen, including hedge funds, private equity firms, and Fortune 500 companies. She’s seen what separates companies thriving with AI from those floundering, and it comes down to patterns that have nothing to do with having the most resources or the fanciest tools.

    Dan Shipper had her on AI & I to share what she’s learned from this front-row seat to AI adoption. Quintero reveals how a private equity firm cut investment memo creation from three weeks to 30 minutes, why AI adoption needs to come from the top down, and what happened when she learned from her early morning experiments.

    She also explains why the companies going furthest with AI are the ones that give employees permission to fail—and how that counterintuitive approach is revolutionary.

    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 

    Ready to build a site that looks hand-coded—without hiring a developer? Launch your site for free at www.Framer.com, and use code DAN to get your first month of Pro on the house.
    Timestamps:  
    00:00:00 - Introduction
    00:01:30 - Why successful AI adoption requires coordinated, top-down effort
    00:07:05 - How a private equity firm reduced investment memo creation from weeks to 30 minutes
    00:13:30 - The benefits of connecting AI to proprietary context
    00:15:20 - The plan-delegate-assess-compound framework for engineering teams
    00:17:55 - How non-technical team members are becoming vibe coding addicts
    00:20:50 - Building Claudie: an AI project manager from scratch
    00:23:00 - Why creative exploration time outside the 9-to-5 is essential
    00:27:50 - Live demo: How Claudie automates client onboarding and tracking
    00:38:40 - The human side of AI: spending less time in spreadsheets, more time with people

    Links to resources mentioned in the episode:

    Natalia Quintero: Natalia Quintero (@NataliaZarina)
    What Natalia learned from working with companies on AI adoption: https://every.to/on-every/the-next-chapter-of-every-consulting
    Every’s compound engineering plugin: https://github.com/EveryInc/compound-engineering-plugin

Altri podcast di Tecnologia

Su AI & I

Learn how the smartest people in the world are using AI to think, create, and relate. Each week I interview founders, filmmakers, writers, investors, and others about how they use AI tools like ChatGPT, Claude, and Midjourney in their work and in their lives. We screen-share through their historical chats and then experiment with AI live on the show. Join us to discover how AI is changing how we think about our world—and ourselves. For more essays, interviews, and experiments at the forefront of AI: https://every.to/chain-of-thought?sort=newest.
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