AI and I

AI and 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.

Episodes

May 8, 2026 43 mins

In the future, you’ll be able to accomplish a goal by just giving Claude an outcome and a budget.


That’s the direction Anthropic is building in with its new Managed Agents features, announced at this week’s Code with Claude developer event. The basic idea: Claude, wrapped in a computer in the cloud, that you can spin up, scale, and manage as needed. Anthropic is taking on the infrastructure that kills most agent products, and ma...

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In January, Dan Shipper wrote that whoever wins vibe coding wins how you work on your computer—and OpenAI had some serious catching up to do.

Three months and the release of GPT-5.5 later, Codex has more than caught up. Austin Tedesco, Every's head of growth, now spends about 80 percent of his working time inside the Codex desktop app, doing everything from drafting go-to-market plans from a stack of meeting transcripts to rebui...

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Emily Glassberg Sands leads data and AI at Stripe, which processes roughly 2% of global GDP, giving her a bird’s-eye view into how AI is upending the internet economy. Dan Shipper talked with Glassberg Sands for Every's AI & I about what the data on Stripe's network actually shows: AI companies are scaling three times faster than the top SaaS cohort of 2018, fraud has moved from the checkout to the full funnel, and agen...

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Most frameworks for working with AI agents assume humans should stay in the loop at every phase. That’s the wrong approach, says Cora general manager Kieran Klaassen.
Kieran is the creator of Every's AI-native engineering methodology, compound engineering. His four-step framework—plan, work, review, compound—rebuilds how engineers work with agents. The insight, worked out with collaborator Trevin Chow, is about when to b...

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Most AI companies are racing to build bigger LLMs. Eve Bodnia thinks that's the wrong approach.

Eve is the founder and CEO of Logical Intelligence, which is developing an alternative to the transformer-based models dominating the industry. Her argument: LLMs’ architecture makes them fundamentally unsuited for some mission-critical tasks. A system that generates output one token at a time, with no ability to inspect its own reasoning...

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While walking to the office, our COO Brandon Gell had his AI agent call him and go over his emails in his inbox one by one. When he arrived, he opened Gmail and confirmed she'd done everything he'd asked. "My jaw is on the floor," he messaged me.

That was the moment Every got serious about setting up each employee with their own agent. Today, it's a reality—and it has completely changed how we work.

Dan Shipper ...

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Founded in 2019, Linear is the rare company started pre-ChatGPT to have successfully reinvented itself as an agent-native business.

On this episode of AI & I, Dan Shipper sat down with Karri Saarinen, cofounder and CEO of the product management tool, to discuss building a platform where humans and agents develop software together—and why the "SaaSpocalypse" isn’t coming for all SaaS companies.


If you found this episode interesti...

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Mike Krieger built one of the most consequential consumer apps of the last two decades as cofounder of Instagram. He is now at the frontier of determining what makes a breakout AI-native product as co-lead of Anthropic Labs.

Dan Shipper talked with Krieger for Every’s AI & I about how his experience creating Instagram shapes how he thinks about building with AI, including what can be sped up and what remains stubbornly time-inte...

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Kate Lee has spent her career working with words—first as a literary agent, then in roles at Medium, WeWork, and Stripe. As Every’s editor in chief, she’s been the quiet force behind the newsletter for more than three years.

Lately, something has shifted in Kate’s work. After years of watching her colleague Dan Shipper evangelize AI from the front lines, Katie has started rewiring how she works and is integrating more and more AI to...

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Every has unveiled a new product, built by CEO Dan Shipper. It's called Proof, a free, open-source, live collaborative document editor built for humans and AI agents to work in together. 
Proof started as a Mac app designed to show the provenance of AI-written text—purple for AI, green for human. But when Shipper rebuilt it as a web app with real-time collaboration, something clicked. Suddenly, everyone at Every was usin...

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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...

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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 netwo...

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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 A...

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February 11, 2026 55 mins

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 c...

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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 con...

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Entrepreneur Andrew Wilkinson used to sleep nine hours a night. Now he wakes up at 4 a.m. and goes straight to work—because he can’t wait to keep building with Anthropic’s latest model, Opus 4.5.

Two years ago, Wilkinson was obsessed with vibe coding on AI software development platform Replit. It was thrilling to describe something in plain English and watch an app appear, less thrilling when the apps were always broken in some way,...

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LLMs have made it absurdly easy to go deep on almost any topic. So why haven’t we all used ChatGPT to earn college degrees we wished we had majored in or pursued a niche interest, like learning how to name the trees in our neighborhood? I know I’m not the only one to feel guilty for well-intentioned attempts at autodidactism that inevitably peter out.


Entrepreneur Nir Zicherman has a reason for this disconnect: LLMs can answer m...

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Anthropic just dropped Claude Cowork—essentially Claude Code for everyone, not just engineers—and we got to chat about it with a product engineer at Anthropic who helped build it.


In this live Vibe Check, Dan Shipper and Kieran Klaassen explore the new interface together, testing what works (and what doesn't) in real time. Anthropic’s Felix Rieseberg joins midway through to explain the philosophy behind Cowork's design: ...

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From cofounding LinkedIn to backing OpenAI early, Reid Hoffman is in the habit of being right about the future, so we wanted to know what he saw coming in 2026.

In his third appearance on AI & I, Hoffman lays out his predictions for where AI will go in the 12 months ahead. He talks to Dan Shipper about how agents will break out of coding into other domains and who’s winning the coding agent race. They also get into...

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Tomorrow is the first day of 2026, and to give our listeners a view of the trends that’ll shape the year ahead, Dan Shipper had Every COO Brandon Gell on AI & I to discuss their predictions for what’s next. They discussed how software will be built, who will build it, and what it will take for truly autonomous AI agents to become a reality.If you found this episode interesting, please like, subscribe, comment, and share! Want e...

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