
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 t... more
| Publishes | Weekly | Episodes | 129 | Founded | 3 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Category | Technology | |||

Two years ago, Katie Parrott was laid off from a crypto firm and couldn’t afford a career coach—so she turned to a $20-a-month ChatGPT subscription instead.
The Every staff writer’s habit of feeding AI good context eventually became compound writing... more
Will England is the CEO of Walleye Capital, a hedge fund managing nearly $10 billion in assets. An engineer by training with a math background from Oxford, he has spent his career at the intersection of machines and markets—and has made AI fluency ma... more
LLMs are a new medium for storytelling.
That’s according to the creators of Portola, the company behind Tolan: an embodied AI companion that lives on its own planet and chats to you with a distinct personality. In 2025, Portola's founder and CEO Qui... more
In 2025, Kevin Scott bet that the agentic web would be the next big thing in AI.
The Microsoft CTO argued that for agents to be genuinely useful, they'd need to be able to take action on our behalf—which would mean giving them access to the same spra... more
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…listening to Kate Lee joke with her boss about him repeatedly trying to automate her job. Glad to know he thinks that’s pretty funny!
Great insights on AI
Love listening to this one. :). Keep it up!
Great content, it contains several useful tips that I picked up along the way. Genuine exchanges between the host and the interviewee.
There are 2 cons:
- the ads are very loud compared to the audio
- some information is lost since most of the interviews are screen shares.
No clue how I stumbled upon "Every with Dan Shipper," but as an AI enthusiast and a subscriber to their newsletter, I'm totally hooked! Dan's passion for AI is contagious, and the way he explores its applications with guests is absolutely brilliant. It broadens our understanding of AI and its potential applications in such an engaging way.
The episode featuring Peter D. Kramer, one of Dan's favorite authors, was a gem. They discussed Kramer's work, including Dan's love for his book, and then de... more
Key themes from listener reviews, highlighting what works and what could be improved about the show.
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A technically curious show that explores how AI tools are reshaping work, creativity, and product development. Conversations center on agent-powered workflows, platform ecosystems, and practical deployments of models like Claude, Codex, and MCP, often featuring live screen shares and real-time experiments. Episodes balance high-level strategy with hands-on case studies from startups, large tech organizations, and creative professionals, making it a strong resource for builders, operators, and creators looking to understand how AI changes how they work and collaborate. Noteworthy angles include multi-model tooling, agent-centric interfaces, and the tension between experimentation and reliable outcomes, which together create a unique blend of... more
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5. Y Combinator Startup Podcast
AI & I launched 3 years ago and published 129 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on AI & I include:
1. Quinten Portola
2. Kevin Scott
3. Sarah Tavel
4. Kevin Kelly
5. Dan Pedregal
6. Craig Mod
7. Kyle Daigle
8. Mike Krieger
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