Podcast
AI and I
Hosted by Dan Shipper · EN
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.
47episodes
Episodes
Newest firstAll episodes
Why Your AI Learning Projects Keep Fizzling Out
Jan 1400:55:12Tap to summarizeLLMs 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 most of your questions, but they won’t notice when you’re lost or pull you back in when your motivation starts to fade.As the CEO and cofounder of Oboe, a platform that generates personalized courses about everything from the history of snowboarding to JavaScript fundamentals using AI, Zicherman has thought deeply about why the ability to access information does not automatically lead to understanding a concept. In this episode of AI & I, he talks to Dan Shipper about everything he’s learned about learning with LLMs.They get into Zicherman’s counterintuitive belief that learning is a more passive process than you’d think, the biggest blocker for most people who want to learn something new, and where AI agents currently fall short in providing a meaningful learning experience.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/subscribeFollow him on X: https://twitter.com/danshipperTimestamps:00:00:00 - Start00:00:36 - Introduction00:01:49 - Why you need a dedicated AI learning app00:04:32 - The process of learning is more passive than you might think00:10:21 - Live demo of Oboe to create a course about philosopher Ludwig Wittgenstein00:16:52 - Learning works best when it comes in many formats00:28:21 - Where AI agents currently fall short in the learning experience00:34:10 - The importance of making learning feel accessible00:35:56 - How Zicherman uses Oboe to learn quantum physics00:40:54 - How embeddings spaces remind Dan of quantum mechanicsLinks to resources mentioned in the episode:Nir Zicherman: @NirZichermanLearn something new with Oboe: https://oboe.com/
Transcribe →Vibe Check: Claude Cowork Is Claude Code for the Rest of Us
Jan 1301:32:44Tap to summarizeAnthropic 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: why it separates "Tasks" from "Chats," how the queue system lets you send messages while the agent is working, and what "agent-native" architecture means in practice. They also dig into Skills—Claude's prompt system that lets you customize how it works—and the Chrome connector for browser automation.This is a raw, unfiltered first look at what might be the future of how knowledge workers interact with AI: async workflows instead of turn-by-turn chat.If you found this episode interesting, please like, subscribe, comment, and share!Want even more?Check out Dan's guide to building agent-native applications: https://every.to/guides/agent-nativeTo hear more from Dan Shipper:Subscribe to Every: https://every.to/subscribeFollow him on X: https://twitter.com/danshipper00:01:00 - What is Claude Cowork00:02:36 - First demo: competitor analysis00:03:33 - Email drafting that sounds like me00:06:18 - Calendar audit running for an hour00:07:39 - Book taxonomy demo00:08:42 - PostHog analytics via Chrome browsing00:14:36 - Chat vs Code vs Cowork: when to use what00:31:06 - Felix from Anthropic joins00:36:39 - Why they built it in a week and a half00:37:57 - Design decision: why a separate tab00:43:57 - Skills as the primary hackable surface00:49:36 - Agent-native architecture principles00:56:57 - The origin story of skills at Anthropic01:03:00 - Our final rating
Transcribe →AI in 2026: Reid Hoffman’s Predictions on Agents, Work, and Creation
Jan 700:59:34Tap to summarizeFrom 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 how Hoffman defines artificial general intelligence, the way he believes enterprises will use AI, and why public debate on AI might turn more negative, even as the technology becomes more empowering for individuals.Hoffman’s other bets on the future include cofounding AI drug discovery startup Manas AI, investing at venture capital firm Greylock Partners, writing books, and hosting the Masters of Scale podcast. He’s also an investor at Every.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/subscribeFollow him on X: https://twitter.com/danshipperTimestamps:00:00:00 - Start00:00:52 - Introduction00:02:20 - The future of work is an entrepreneurial mindset00:05:22 - Creation is addictive (and that’s okay)00:09:22 - Why discourse around AI might get uglier this year00:17:03 - AI agents will break out of coding in 202600:24:18 - What makes Anthropic’s Opus 4.5 such a good model00:28:46 - Who will win the agentic coding race00:36:13 - Why enterprise AI will finally land this year00:43:16 - How Hoffman defines AGI00:55:33 - The most underrated category to watch in AI right nowLinks to resources mentioned in the episode:Reid Hoffman: Reid Hoffman (@reidhoffman)The AI drug discovery startup Hoffman cofounded: Manas AI
Transcribe →Inside Claude Code From the Engineers Who Built It
Oct 29Tap to summarizeAt Every, the team credits Claude Code with transforming the way they work.They now ship to codebases they barely know, each new feature makes the next easier to build, and even non-technical teammates confidently use the terminal.To explore how this happened, AI & I host Dan Shipper invited Claude Code’s creators—Cat Wu (@_catwu) and Boris Cherny (@bcherny) from Anthropic AI—to discuss what they’ve learned from building one of the most beloved AI engineering tools in the world.This episode is a must-watch for anyone—technical or not—who wants to understand how to use Claude Code like the people who built it.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/subscribeFollow him on X: https://twitter.com/danshipperBuild your first AI-powered app at ai.studio/build.Timestamps:00:00:00 - Start00:01:26 - Introduction00:02:25 - Claude Code’s origin story00:07:03 - How Anthropic dogfoods Claude Code00:14:06 - Boris and Cat’s favorite slash commands00:15:49 - How Boris uses Claude Code to plan feature development00:21:53 - Everything Anthropic has learned about using sub-agents well00:26:16 - Use Claude Code to turn past code into leverage00:33:14 - The product decisions for building an agent that’s simple and powerful00:36:38 - Making Claude Code accessible to the non-technical user00:45:12 - The next form factor for coding with AILinks to resources mentioned in the episode:Cat Wu: cat (@_catwu)Boris Cherny: Boris Cherny (@bcherny)Claude Code: https://www.claude.com/product/claude-code
Transcribe →This AI Makes a Video Game World in 40 Milliseconds
Sep 301:05:28Summary readyWe had Dean Leitersdorf on the pod and he did something no guest had ever done.Mid-sentence, he transformed from a startup founder in a black t-shirt to a wizard with light shooting from his hands. Then, he was in a white-walled game universe, and when he picked up the tissue box on his table, it morphed into a gun which he could shoot by moving his arm.He did it with one of his products, Mirage: It takes any live video feed (like Dean on the pod) and instantly renders each frame into a new style of your choosing—40 milliseconds from input to output.Dean is the co-founder and CEO of the creators of Decart which makes Mirage. They recently raised $100 million at a $3.1 billion valuation to build a new era of real-time generative AI experiences like this.Realtime generative video models are going to change video games forever, and Dean is on the forefront: imagine creating endless variations on existing titles, like GTA-V with a frigid winter filter, or taking a bare-bones vibe-coded prototype and using Mirage to texture it. But games are just the beginning, Dean sees Mirage as opening the door to a new medium, a new experience created by AI. In this episode, we take a look at how Mirage works under the hood, and what the Decart team learned about the future of software while wrestling with its toughest research problems. We also debate AGI—how close it really is, what counts as progress, and what kind of society it might create. This episode is a must watch for anyone interested in the future of gaming, creativity, or if you just want your mind blown by what’s already possible. 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 Timestamps: Introduction: 00:00:47A demo of Mirage, the first real-time video-to-video model in the world: 00:02:38How Mirage can take your vibe-coded game to the next level: 00:06:22The new architecture of modern software: 00:08:45How Mirage works so blazingly fast: 00:16:34Inside Decart’s invention of a new “live stream diffusion” model: 00:20:33Solving the error accumulation problem for real-time video: 00:21:17How Dean thinks about inventing a new creative medium: 00:29:55Dean’s take on the post-AGI world: 00:39:43Why AI brings back the age of the generalist: 00:51:15Links to resources mentioned in the episode:Dean Leitersdorf: https://x.com/dleitersdorf?lang=enDecart: https://about.decart.ai/ Try Mirage and Delulu: https://mirage.decart.ai/, https://play.google.com/store/apps/details?id=ai.decart.delulu, https://apps.apple.com/il/app/delulu-by-decart/id6749955738 More about Yan LeCun’s error accumulation problem: https://x.com/ylecun/status/1640123182983045120
SummaryBest of the Pod: Vercel's Guillermo Rauch on AI and the Future of Coding
Aug 13, 202500:58:09Summary readyRead Dan Shipper's essay on the allocation economy: https://every.to/chain-of-thought/the-knowledge-economy-is-over-welcome-to-the-allocation-economyGuillermo Rauch is one of the most prolific coders of this generation. But he doesn’t think of himself as a coder anymore. Coding, he says, is a specific skill that AI is becoming great at. Instead, he thinks the future of coding is more holistic, full-stack engineers who can ideate, design, and execute all together. Guillermo is the founder and CEO of Vercel, the creator of NextJS, and SocketIO. We spent an hour talking about the future of software development in an AI world—and the meta-skills that are essential for the coders of today to master—in order to use tomorrow’s tools to their fullest extent.If you found this episode interesting, please like, subscribe, comment, and share! Sponsors:LTX Studio is helping storytellers go from concept to delivery in one seamless platform. Whether you're storyboarding your next film, prototyping ad concepts, or creating pixel-ready assets, LTX Studio allows you to fully realize your imaginations. Check them out here: https://tinyurl.com/2d5nx3utAttio is the AI-native CRM built for the next era of companies. With Attio, setup takes minutes. Connect your email and calendar, and it instantly builds a CRM that mirrors your business. Go to https://www.attio.com/every to get 15% off on your first year.Want even more?Read Dan Shipper's essay on developing taste with AI: https://every.to/chain-of-thought/what-i-do-when-i-can-t-sleepTry Cora to manage your email with AI: https://cora.computerTry Spiral to repurpose content with AI: https://spiral.computerTry Sparkle to organize your files with AI: https://makeitsparkle.coSign 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 freeTo hear more from Dan Shipper:Subscribe to Every: https://every.to/subscribe Follow him on X: https://twitter.com/danshipper Links to resources mentioned in the episode:Guillermo Rauch: @rauchgVercel: https://vercel.com/ Last week’s episode with Nabeel Hyatt: https://every.to/podcast/the-venture-capitalist-who-only-makes-two-bets-a-yearDan’s essay about the allocation economy: https://every.to/chain-of-thought/the-knowledge-economy-is-over-welcome-to-the-allocation-economy
SummaryBest of the Pod: Dwarkesh Patel’s Quest to Learn Everything
Jul 30, 202500:50:07Summary readyDwarkesh Patel is on a quest to know everything. He’s using LLMs to enhance how he reads, learns, thinks, and conducts interviews. Dwarkesh is a podcaster who’s interviewed a wide range of people, like Mark Zuckerberg, Tony Blair, and Marc Andreesen. Before conducting each of these interviews, Dwarkesh learns as much as he can about his guest and their area of expertise—AI hardware, tense geopolitical crises, and the genetics of human origins, to name a few. The most important tool in his learning arsenal? AI—specifically Claude, Claude Projects, and a few custom tools he’s built to accelerate his workflow.He does this by researching extensively, and as his knowledge grows, each piece of new information builds upon the last, making it easier and easier to grasp meaningful insights. In this interview, I turn the tables on him to understand how the prolific podcaster uses AI to become a smarter version of himself. We get into:- How he uses LLMs to remember everything- His podcast prep workflow with Claude to understand complex topics- Why it’s important to be an early adopter of technology- His taste in books and how he uses LLMs to learn from them- How he thinks about building a worldview - His quick takes on the AI’s existential questions—AGI and P(doom)We also use Claude live on the show to help Dwarkesh research for an upcoming podcast recording.This is a must-watch for curious people who want to use AI to become smarter.If you found this episode interesting, please like, subscribe, comment, and share! Sponsor:Gemini: Experience high quality AI video generation with Google's most capable video model: Veo 3. Try it in the Gemini app at gemini.google with a Google AI Pro plan or get the highest access with the Ultra plan.Want even more?Sign up for Every to unlock our ultimate guide to prompting ChatGPT here. It’s usually only for paying subscribers, but you can get it here for free.To hear more from Dan Shipper:- Subscribe to Every- Follow him on XLinks to resources mentioned in the episode:- Dwarkesh Patel- Dwarkesh’s podcast and newsletter- Dwarkesh’s interview with researcher Andy Matuschak on spaced repetition- The book about technology and society that both Dan and Dwarkesh are reading: Medieval Technology and Social Change- Dan’s interview with Reid Hoffman- The book by Will Durant that inspires Dwarkesh: Fallen Leaves- One of the most interesting books Dwarkesh has read: The Great Divide - Upcoming guests on Dwarkesh’s podcast: David Reich and Daniel Yergin
Summary
Intentional Tech: Designing AI for Human Flourishing | Alex Komoroske, Cofounder and CEO of Common Tools
Jul 9, 202501:11:32Summary readyThe smallest technical decisions become humanity's biggest pivots:The same-origin policy—a well-intentioned browser security rule from the 1990s—accidentally created Facebook, Google, and every data monopoly since. It locks your data in silos—and you stayed where your stuff already is. This dynamic created aggregators.Alex Komoroske—who led Chrome's web platform team at Google and ran corporate strategy at Stripe—saw this pattern play out firsthand. And he's obsessed with the tiny decisions that will shape AI's next 30 years:- Whether AI keeps memory centrally or user-controlled?- Is AI free/ad-supported or user-paid?- Should AI be engagement-maximizing or intention-aligned?- How should we handle prompt injection in MCP and agentic systems?- Should AI be built with AOL-style aggregation or web-style openness?This is a much-watch if you care about the future of AI and humanity.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 Sponsors: Google Gemini: Experience high quality AI video generation with Google's most capable video model: Veo 3. Try it in the Gemini app at gemini.google with a Google AI Pro plan or get the highest access with the Ultra plan.Attio: Go to https://attio.com/every and get 15% off your first year on your AI-powered CRM.Timestamps:Introduction: 00:01:45Why chatbots are a feature not a paradigm: 00:04:25Toward AI that’s aligned with our intentions: 00:06:50The four pillars of “intentional technology”: 00:11:54The type of structures in which intentional technology can thrive: 00:14:16Why ChatGPT is the AOL of the AI era: 00:18:26Why AI needs to break out of the silos of the early internet: 00:25:55Alex’s personal journey into systems-thinking: 00:41:53How LLMs can encode what we know but can’t explain: 00:48:15Can LLMs solve the coordination problem inside organizations: 00:54:35The under-discussed risk of prompt injection: 01:01:39Links to resources mentioned in the episode:Alex Komoroske: @komoramaCommon Tools: https://common.tools/ The public Google document with Alex’s raw ideas and thoughts: Bits and BobsA couple of Alex’s favorite books: Why Information Grows by Cesar Hidalgo and The Origin of Wealth by Eric Beinhocker
Summary
Arc Had Millions of Users. Why They Left It Behind for Dia. | Josh Miller and Hursh Agrawal, cofounders of The Browser Company
Jul 2, 202501:24:52Summary readyIf you had millions of people using a product you spent years building, would you kill it?That’s exactly what The Browser Company did with Arc.The internet backlash was intense, but cofounders Josh Miller and Hursh Agrawal saw that AI was about to make the web something you talk to, not just click into. The best home for that assistant was the thing that's already between you and the internet—the browser. And they realized they couldn’t just duct-tape it on to Arc.One year of heads-down work later, the team launched Dia in beta, and people are raving about it. Dia is a sleek, fast, browser with AI at its core—it gets better with every tab you open, becoming more and more helpful with time. And even though it’s still early, Josh and Hursh’s big pivot looks like one for the ages.This week on AI & I, Josh and Hursh joined me for their first full-length podcast about their pivot from Arc to Dia. We talk through their decision-making process, the very public backlash the company faced, and the grit it took to stay the course. 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 Sponsor: Attio: Go to https://attio.com/every and get 15% off your first year on your AI-powered CRM.Timestamps for Spotify:Introduction: 00:01:13The story of how Dan might’ve been the CEO of The Browser Company: 00:02:47The moment Josh and Hursh knew they had to walk away from Arc: 00:09:42How to handle the weight of the unknown in a pivot: 00:17:08The prototype-driven culture that kept The Browser Company alive: 00:23:31Why having a product loved by millions of users isn’t enough :00:25:42The architectural decisions underlying how Dia was built: 00:33:29How Dia almost shipped without its best feature: 00:47:12The best ways people are using Dia in the wild: 00:51:18How Josh and Hursh think about competing with incumbents: 01:07:55How romanticism informs the product decisions behind Dia: 01:17:04Links to resources mentioned in the episode:Hursh Agrawal: @hurshJosh Miller: @joshmMore about Dia: https://www.diabrowser.com/ Writer and investor M.G. Siegler’s essay about the AI browser wars: https://spyglass.org/ai-browser-wars/
Summary
How We Built Our AI Email Assistant: A Behind-the-Scenes Look at Cora
Jun 26, 202500:46:21Summary readyYou don’t need to handle your inbox anymore. It’s Cora’s job now. Cora is the AI chief of staff we built for your email at Every. It’s been in private beta for the last 6 months and currently manages email for 2,500 beta users—and today we’re making it available for anyone to use. Start your free 7-day trial by going to: https://cora.computer/Cora is the $150K executive assistant that costs $15/month. Or $20/month if you want an Every subscription, too. This is what that actually means:Cora understands what’s important to you, screens your inbox, and only lets the most relevant emails through. The rest of your emails are summarized in a beautifully designed brief that’s sent to you twice a day.If it has enough context, Cora drafts replies for you in your voice.You can talk to Cora like you would your chief of staff—you can give it special instructions on how you want certain emails handled, ask it to summarize things, and even give you an opinion on complex decisions.In this episode of AI & I, I sat down with the team behind Cora—Brandon Gell, head of the product studio; Kieran Klaassen, Cora’s general manager; and Nityesh Agarwal, engineer at Cora—for a closer look at how it all came together. We talk about:The story of the first time Brandon, Kieran, and I used Cora, while sipping wine at the Every retreat in Nice. The evolution of Cora’s categorization system, from a 4-hour vibe-coded prototype to a multi-faceted product with thousands of happy users.The features on Cora’s roadmap we’re most excited about: a unified brief across different email accounts, an iOS app, and an even more powerful assistant.This is a must-watch if you’re curious about what it feels like to give Cora your inbox, and take back your life. Go to https://cora.computer/ to start your 7-day free trial now.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.Sponsor: Experience high quality AI video generation with Google's most capable video model: Veo 3. Try it in the Gemini app at gemini.google with a Google AI Pro plan or get the highest access with the Ultra plan.To hear more from Dan Shipper:Subscribe to Every: https://every.to/subscribe Follow him on X: https://twitter.com/danshipper Timestamps:Introduction: 00:01:40Three ways Cora transforms your inbox (and your day): 00:04:21A live walkthrough of Cora’s features: 00:05:09The inside story of the first time Kieran, Brandon, and Dan used Cora: 00:12:13Train Cora like you would a trusted chief of staff: 00:16:30The AI tools that blew our minds while building Cora: 00:27:25How we build workflows that compound with AI at Every: 00:30:34The dream features that we’d like to put on Cora’s roadmap: 00:42:36Links to resources mentioned in the episode:Try Cora now with a 7-day free trial: https://cora.computer/ The episode about how Kieran and Nityesh use Claude Code to build Cora: "How Two Engineers Ship Like a Team of 15 With AI Agents"
Summary