Lessons from a Startup Life
Doug LevinDive into the dynamic world of tech startups, with a focus on artificial intelligence. You'll find practical insights informed by hands-on experience in founding and operating startups, serving as CEO and on the board, and investing in promising ventures.
| Platform |  | Pricing | Only free issues | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 526 | Subscribers | Read | douglevin.substack.com |
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Latest Issues
Recent posts by this newsletter. Browse the email archive.
2025’s Flood of “Me-Too AI Startups” — and Why the Market Is About to Get Busier
Last week, I wrote about Pointless Apps—those well-intended but ultimately disposable products made possible by the ease of modern tooling. Today, I want to zoom out and look at another phenomenon emerging in parallel: the accelerating rise...
YC’s Latest: The AI Rails Are Being Laid — Fast
Yesterday’s Y Combinator Demo Day drew roughly 1,500 investors and media into a packed, invite-only room. I wasn’t there in person, but multiple first-hand reports painted a consistent picture: Well-crafted pitches, audacious storytelling, ...
What LLMs Systems Can Infer About You
The other day, I realized the LLM I was using (ChatGPT) remembered how I had signed off a letter I’d asked it to write earlier — and it genuinely surprised me.
AI-Powered Shopping App's and Agentic Commerce
Its the season …
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Authors
The writers behind this newsletter.
Executive Fellow at Harvard Business School, board member, investor, advisor, and sole founder of Black Duck Software. Four time CEO. Former Microsoft executive, but most importantly, a husband and father.
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