

AI & I
Dan Shipper
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.
For more essays, interviews, and experiments at the forefront of AI: https://every.to/chain-of-thought?sort=newest.
Episodes
Mentioned books

475 snips
Nov 12, 2025 • 1h 6min
Building AI Agents to Launch a Million Businesses
Henrik Werdelin, co-founder of BarkBox and Prehype, discusses his ambitious goal of launching a million $1M businesses using AI. He introduces the concept of portfolio entrepreneurship, emphasizing the power of multiple ventures focusing on shared customers. Henrik explains how AI democratizes entrepreneurship, lowers barriers, and enhances relationship capital among products. He explores the role of self-awareness in choosing customers and shares insights on parenting, AI’s impact on kids, and the optimism surrounding technology's future.

975 snips
Nov 5, 2025 • 58min
What Jason Fried Learned from 26 Years of Building Great Products
In a deep dive with Jason Fried, co-founder of 37signals and creator of Basecamp, he shares insights from 26 years in product design. He discusses how tactile design in architecture and watches influences software aesthetics. AI's role in enhancing personal tools sparks debate, as he reflects on its potential to accelerate prototyping. Jason emphasizes the importance of authenticity over imitation in creative work, and the need for unique, soulful products in a market filled with indistinguishable options.

222 snips
Oct 31, 2025 • 14min
How Salesforce Is Using AI to Power the Enterprise
Silvio Savarese, Chief AI Scientist at Salesforce, leads the charge in pioneering AI technologies for enterprises. He reveals how Salesforce powers over 13,000 businesses with innovative tools like Agentforce, merging human and AI efforts for enhanced productivity. Savarese discusses building large language models pre-dating ChatGPT and how trust underpins Salesforce AI solutions. He highlights challenges like data siloing and the importance of simulation environments in ensuring agent reliability, painting a future where personal and enterprise agents work seamlessly together.

1,369 snips
Oct 29, 2025 • 1h 10min
Inside Claude Code From the Engineers Who Built It
Cat Wu and Boris Cherny, engineers at Anthropic, share their journey in developing Claude Code, a groundbreaking AI coding tool. They discuss how the design evolved from initial prototypes to a user-friendly terminal interface. The duo dives into the importance of internal testing and feedback, revealing favorite commands and templates that simplify workflows. They also tackle the balance between harnessing model advancements and rapid prototyping to enhance user experience, making coding accessible for both technical and non-technical users.

528 snips
Oct 22, 2025 • 1h 8min
Spiral: Designing an AI Ghostwriter With Taste
Danny Aziz, the general manager of Spiral and a creative craftsman, shares insights on transforming AI writing tools. He discusses how the redesigned Spiral enhances editorial taste and encourages intentional writing. Danny emphasizes the importance of slowing down to improve AI-generated content quality. He also highlights the power of multi-agent workflows and the philosophy that good writing stems from deep thinking. Ultimately, he argues for using AI as a partner without compromising craftsmanship.

332 snips
Oct 15, 2025 • 58min
We Taught AI to Play Games—Now It’s a $3.6 Million Company
Join Alex Duffy, the Head of AI Training and brains behind Good Start Labs, as he discusses the innovative role of games in training AI models. He reflects on lessons learned from games like RuneScape and reveals why traditional testing benchmarks are outdated. By using games like Diplomacy, Alex showcases how AI can develop negotiation skills and strategic thinking. He also shares insights on the future of AI in fields like education and life sciences, emphasizing how gaming can demystify AI for the public.

858 snips
Oct 8, 2025 • 53min
Box CEO Aaron Levie on Why AI Agents Won’t Take Your Job
Aaron Levie, CEO of Box, shares insights from his 20 years in tech leadership, emphasizing that AI agents will augment rather than replace human jobs. He explains how productivity gains lead to new opportunities, a concept he ties to Jevons Paradox. Drawing parallels with earlier tech revolutions, Levie discusses transforming workflows and the role of knowledge workers as managers of AI. He emphasizes the importance of creating an AI-first culture and explains the balance between tackling immediate issues and innovating for the future.

648 snips
Oct 1, 2025 • 52min
MCP Servers: Teaching AI to Use the Internet Like Humans
Alex Rattray, Founder and CEO of Stainless, delves into the intricate world of MCP servers and their role in connecting AI to the internet. He explains the importance of designing effective APIs, highlighting the balance between having too many tools and not enough. Alex shares a practical example of handling refunds across multiple platforms, illustrating the complexities involved. He also discusses the future of AI incorporating code execution, leading to a cyborg-like interaction. Tune in for a fascinating exploration of AI and cutting-edge tech!

543 snips
Sep 24, 2025 • 53min
Cognition’s CEO on What Comes After Code
Scott Wu, co-founder and CEO of Cognition, shares insights as the mind behind Devin, the world's first autonomous AI coding agent. He discusses the profound impact of AI on software engineering and why fundamentals of computer science remain crucial. Scott boldly suggests we may already be experiencing AGI milestones. He explores evolving programming workflows and the role of reinforcement learning in developing smarter coding agents, plus his vision for personal AI assistants to tackle everyday tasks.

339 snips
Sep 17, 2025 • 57min
One Developer Got Thousands of Users Before His App Launched
Naveen Naidu, an entrepreneur and solo engineer at Every, shares his unique journey in developing Monologue, an innovative voice-to-text dictation app. He reveals how he built a massive user following before the app even launched, thanks to intensive dogfooding and valuable feedback. Naveen discusses the evolution of Monologue from early side projects, the challenge of launching in a crowded market, and his one-man AI development toolkit. Listen in for insights on finding product-market fit and the strategies that propelled his success.


