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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: 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-native
To hear more from Dan Shipper:
Subscribe to Every: https://every.to/subscribe
Follow him on X: https://twitter.com/danshipper
00:01:00 - What is Claude Cowork
00:02:36 - First demo: competitor analysis
00:03:33 - Email drafting that sounds like me
00:06:18 - Calendar audit running for an hour
00:07:39 - Book taxonomy demo
00:08:42 - PostHog analytics via Chrome browsing
00:14:36 - Chat vs Code vs Cowork: when to use what
00:31:06 - Felix from Anthropic joins
00:36:39 - Why they built it in a week and a half
00:37:57 - Design decision: why a separate tab
00:43:57 - Skills as the primary hackable surface
00:49:36 - Agent-native architecture principles
00:56:57 - The origin story of skills at Anthropic
01:03:00 - Our final rating
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 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:
Timestamps:
00:00:00 - Start
00:00:52 - Introduction
00:02:20 - The future of work is an entrepreneurial mindset
00:05:22 - Creation is addictive (and that’s okay)
00:09:22 - Why discourse around AI might get uglier this year
00:17:03 - AI agents will break out of coding in 2026
00:24:18 - What makes Anthropic’s Opus 4.5 such a good model
00:28:46 - Who will win the agentic coding race
00:36:13 - Why enterprise AI will finally land this year
00:43:16 - How Hoffman defines AGI
00:55:33 - The most underrated category to watch in AI right now
Links to resources mentioned in the episode:
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 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:
Follow him on X: https://twitter.com/danshipper
Timestamps:
00:00:00 — Start
00:01:05 — Introduction
00:01:34 — Reflections on Every’s growth over the past year
00:09:38 — What changes when a company grows from 20 to 50 people
00:11:55 — How agent-native architecture will change software in 2026
00:17:13 — Why designers are slated to become power users of AI
00:23:24 — The new kind of software engineer who will direct AI agents
00:33:42 — Why the next wave of AI training will focus on autonomy
Learn how to use philosophy to run your business more effectively.
Reid Hoffman thinks a masters in philosophy will help you run your business better than an MBA.
Reid is a founder, investor, podcaster, and author. But before he did any of these things, he studied philosophy—and it changed the way he thinks.
Studying philosophy trains you to think deeply about truth, human nature, and the meaning of life. It helps you see the big picture and reason through complex problems—invaluable skills for founders grappling with existential questions about their business.
I usually bring guests onto my podcast to discuss the actionable ways in which people have incorporated ChatGPT into their lives. But this episode is different.
I sat down with Reid to tackle a deeper question: How is AI changing what it means to be human?
It was honestly one of the most meaningful shows I’ve recorded yet. We dive into:
- How philosophy prepares you to be a better founder
- The importance of interdisciplinary thinking
- Essentialism v. nominalism in the context of AI
- How language models are evolving to be more “essentialist”
- The co-evolution of humans and technology
Reid also shares actionable uses of ChatGPT for people who want to think more clearly, like:
- Input your argument and ask ChatGPT for alternative perspectives
- Generate custom explanations of complex ideas
- Leverage ChatGPT as an on-demand research assistant
This episode is a must-watch for anyone curious about some of the bigger questions prompted by the rapid development of 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
Ready to build a site that looks hand-coded—without hiring a developer? Launch your site for free at framer.com, and use code DAN to get your first month of Pro on the house!
Timestamps:
00:00:00 - START
00:04:35 - Why philosophy will make you a better founder
00:08:22 - The fundamental problem with “trolley problems”
00:14:27 - How AI is changing the essentialism v. nominalism debate
00:29:33 - Why embeddings align with nominalism
00:34:26 - How LLMs are being trained to reason better
00:44:52 - How technology changes the way we see ourselves and the world around us
00:46:24 - Why most psychology literature is wrong
00:52:46 - Why philosophers didn’t come up with AI
00:56:30 - How to use ChatGPT to be more philosophically inclined
Links to resources mentioned in the episode:
Reid Hoffman: https://twitter.com/reidhoffman
The podcasts that Reid hosts: Possible (possible.fm) and Masters of Scale (https://mastersofscale.com/)
Reid’s book: Impromptu https://www.impromptubook.com/
The book Reid recommends if you want to be more philosophically inclined: Gödel, Escher, Bach https://www.amazon.com/G%C3%B6del-Escher-Bach-Eternal-Golden/dp/0465026567
Reid’s article in the Atlantic: "Technology Makes Us More Human" https://www.theatlantic.com/ideas/archive/2023/01/chatgpt-ai-technology-techo-humanism-reid-hoffman/672872/
The book about why psychology literature is wrong: The WEIRDest People in the World by Joseph Henrich https://www.amazon.com/WEIRDest-People-World-Psychologically-Particularly/dp/0374173222
The book about how culture is driving human evolution: The Secrets of Our Success by Joseph Henrich https://press.princeton.edu/books/paperback/9780691178431/the-secret-of-our-success
We had someone guide himself toward Jhana live on our podcast. And he narrated himself from start to finish.
Jhanas are meditative bliss states and they traditionally require thousands of hours of practice. But Stephen Zerfas and his team at Jhourney are changing that—creating retreats where most participants hit a Jhana in their first week.
Dan Shipper went to one of their retreats earlier this year, and it was by far the best he’s been to. So we had Stephen on AI & I to show us how he gets into a Jhana and what the future of super wellbeing might look like.
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:
Timestamps:
Introduction: 00:00:56
A primer on Jhana meditation: 00:01:18
Zerfas guides himself towards Jhana: 00:05:47
Why Jhana is about resting into what already exists: 00:36:04
Approaching meditation with play and curiosity: 00:39:30
The potential pitfalls of Jhana meditation: 00:45:04
How to hack your personality through memory reconsolidation: 00:48:21
Why Jhana won't let you numb yourself to real problems: 00:53:10
How Jhana meditation has changed Zerfas: 00:55:36
How Jhourney is using AI to make Jhanas more accessible: 01:09:41
Links to resources mentioned in the episode:
Sarah Rose Siskind is incubating two types of intelligence at once: her unborn child, and FetusGPT—an LLM trained on nothing but what she hears and says throughout the day.
This includes Seinfeld episodes, YouTube videos about lemurs, eight hours of snoring per night—and even conversations with me, all condensed into MP3 and text files that are used to train the AI. Since FetusGPT is learning English from such a narrow, idiosyncratic slice of the world, it mostly babbles right now, and if she swears, it picks that up too.
FetusGPT is one zany example of how Siskind uses humor to make a bigger point: AI is what we make of it. It’s an approach that feeds through her comedy writing and work as the founder of science and technology communications agency Hello SciCom.
We had Siskind on AI & I to talk about how she uses AI in her creative process as a comedian, and the unexpected support it's become, both practical and emotional, as she navigates pregnancy.
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
Pitch is the AI presentation platform that helps professionals collaborate on, create, and deliver winning slide decks — all while staying on brand: https://pitch.com/use-cases/ai-presentation-maker/?utm_medium=paid-influencer&utm_campaign=every
Timestamps:
00:00:00 - Start
00:01:54 - Introduction
00:02:03 - How Siskind is running an experiment between her unborn child and an LLM
00:07:34 - A demo of Siskind’s FetusGPT
00:15:16 - Siskind’s pick for the funniest LLM
00:17:12 - How Siskind uses AI in her comedy writing
00:24:41 - Dan and Siskind use ChatGPT to write a joke together live on the show
00:37:21 - Why AI is useful even when you don’t use its output directly
00:44:15 - How Siskind used a ChatGPT project to biohack her energy levels
00:57:09 - A question we fundamentally couldn’t have asked in pre-ChatGPT times
01:05:29 - How ChatGPT is a source of emotional support for Siskind in pregnancy
Links to resources mentioned in the episode:
Sarah Rose Siskind: https://sarahrosesiskind.com/
Siskind’s agency Hello SciCom: https://www.hellosci.com/
Siskind’s book recommendations: I Forced a Bot to Write This Book, The Let Them Theory, Artificial Intelligence: An Illustrated History
The world changed last week—Opus 4.5 is the best coding model Dan has ever used.
It can keep coding and coding autonomously without tripping over itself—and it marks a completely new horizon for the craft of programming. The dream is here: You can write English, and make software.
We had Paul Ford on AI & I to talk about it. Ford is the co-founder of Aboard and also a prolific writer. He authored one of Dan’s favorite pieces of technology writing What Is Code?—so he’s the perfect person to unpack this with him.
We talk about the wonder—and genuine unease—that comes with using tools this powerful. We also get into what people who love technology should care about as the ground under us shifts faster than we can imagine.
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/danshipper
Head to ai.studio/build to create your first app
Ready to build a site that looks hand-coded—without hiring a developer? Launch your site for free at Framer.com, and use code DAN to get your first month of Pro on the house!
Timestamps:
00:00:00 - Start
00:01:57 - Introduction
00:03:28 - How Claude Opus 4.5 made the future feel abruptly close
00:08:12 - The design principles that make Claude Code a powerful coding tool
00:10:57 - How Ford uses Claude Code to build real software
00:20:12 - Why collapsing job titles and roles can feel overwhelming
00:22:56 - Ford’s take on using LLMs to write
00:24:09 - A metaphor for weathering existential moments of change
00:25:45 - What GLP-1s taught Ford about how people adapt to big shifts
00:49:36 - Why you should care what your LLM was trained on
00:52:15 - Ford prompts Claude Code to forecast the future of the consulting industry
00:59:18 - Recognize when an LLM is reflecting your assumptions back to you
01:12:39 - How large enterprises might adopt AI
Links to resources mentioned in the episode:
Paul Ford: Paul FordFord’s company Aboard: https://aboard.com/The piece Ford wrote for Bloomberg in 2015: What Is Code?Alan Kay’s concept of a personal computer for children: https://en.wikipedia.org/wiki/Dynabook
If 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.
Originally recorded in July before The Browser Company’s acquisition by software giant Atlassian earlier this year, we’re republishing this episode because its lessons are truly timeless. Today, the team continues to operate independently under Atlassian’s umbrella.
The internet backlash when the company killed Arc in May 2025 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.
In this episode of AI & I, Josh and Hursh spoke for the first time in a full-length podcast about their pivot from Arc to Dia. We talked 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
Timestamps:
00:00:00 - Start
00:00:48 - Introduction
00:02:22 - The story of how Dan might've been the CEO of The Browser Company
00:09:40 - The moment Josh and Hursh knew they had to walk away from Arc
00:16:59 - How to handle the weight of the unknown in a pivot
00:23:24 - The prototype-driven culture that kept The Browser Company alive
00:25:06 - Why having a product loved by millions of users isn't enough
00:32:12 - The architectural decisions underlying how Dia was built
00:46:04 - How Dia almost shipped without its best feature
00:50:45 - The best ways people are using Dia in the wild
01:07:27 - How Josh and Hursh think about competing with incumbents
01:17:13 - How romanticism informs the product decisions behind Dia
Links to resources mentioned in the episode:
Hursh Agrawal: @hursh
Josh Miller: @joshm
More 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/
Note: This episode is a rerun from our archives.
If you’re using AI to just write code, you’re missing out.
Two engineers at Every shipped six features, five bug fixes, and three infrastructure updates in one week—and they did it by designing workflows with AI agents, where each task makes the next one easier, faster, and more reliable.
In this episode of AI & I, Dan Shipper interviewed the pair—Kieran Klaassen, general manager of Cora, our inbox management tool, and Cora engineer Nityesh Agarwal—about how they’re compounding their engineering with AI. They walk Dan through their workflow in Anthropic’s agentic coding tool, Claude Code, and the mental models they’ve developed for making AI agents truly useful. Kieran, our resident AI-agent aficionado, also ranked all the AI coding assistants he’s used.
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 ai.studio/build to create your first app.
Pitch is the AI presentation platform that helps professionals collaborate on, create, and deliver winning slide decks — all while staying on brand: https://pitch.com/use-cases/ai-presentation-maker/?utm_medium=paid-influencer&utm_campaign=every
Timestamps:
Episode start: 00:00:00
Introduction: 00:01:16
Why Kieran believes agents are turning a corner: 00:03:18
Why Claude Code stands out from other agents: 00:06:36
What makes agentic coding different from using tools like Cursor: 00:11:58
The Cora team’s workflow to turn tasks into momentum: 00:15:20
How to build a prompt that turns ideas into plans: 00:23:07
The new mental models for this age of software engineering: 00:34:00
Why traditional tests and evals still matter: 00:39:13
Kieran ranks all the AI coding agents he’s used: 00:42:00
Links to resources mentioned in the episode:
Try Cora, our AI email assistant: https://cora.computer/
Kieran Klaassen: @kieranklaassen
Nityesh Agarwal: @nityeshaga
The book that helps Nityesh form mental models to work with AI agents: High Output Management
Henrik Werdelin wants to launch a million businesses that each make $1M—and he’s doing it with AI.
After helping launch Barkbox and Ro Health through his incubator Prehype, Henrik is distilling everything he knows into Audos, a platform that helps you use AI agents to turn your idea into a profitable, lasting company.
We had him on AI & I to talk about “portfolio entrepreneurship”—a new breed of entrepreneurship shepherded in by AI, where founders build families of products around the same customer, instead of one moonshot idea. It’s a philosophy we hold close to our hearts 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:
Head to ai.studio/build to create your first app.
Ready to build a site that looks hand-coded—without hiring a developer? Launch your site for free at https://www.framer.com/, and use code DAN to get your first month of Pro on the house!
Pitch is the AI presentation platform that helps professionals collaborate on, create, and deliver winning slide decks — all while staying on brand: https://pitch.com/use-cases/ai-presentation-maker/?utm_medium=paid-influencer&utm_campaign=every !
Timestamps:
00:01:33 - Introduction
00:02:50 - Dan and Henrik on the new breed of entrepreneurship that AI makes possible
00:11:08 - Why Henrik believes the future belongs to a million $1M companies
00:16:14 - How to build “relationship capital” with your customers
00:21:35 - Why “customer-founder fit” shapes lasting companies
00:23:01 - Everything Henrik learned about himself from a decade of building companies
00:31:44 - How Henrik finds focus and meaning in the daily chaos
00:34:17 - How Henrik is parenting two kids in the age of AI
00:50:33 - The way AI can fix what social media broke
00:56:59 - What happens when AI agents become part of how we tell stories
Links to resources mentioned in the episode:
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