Lessons from a Startup Life
Doug LevinAI and enterprise adoption, governance and trust, founder and board perspectives, and the evolving dynamics of VC, PE, blockchain, and crypto—offered through a free-plus-subscription model with select essays free and deeper, real-time analysis for sub's.
| Platform |  | Pricing | Freemium | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 632 | Founded | 5 years ago | Last Issue | 6 days ago |
| Active | |||||
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douglevin.substack.comLatest Issues
Brian Driscoll on “Moral Courage in High-Stakes Moments”
Don’t miss this TEDx Talk. Brian Driscoll, a friend of mine, spent 8 years as a tactical operator, earning both the FBI Medal of Valor and the Shield of Bravery. He is now a Partner at McChrystal Group and a Senior Fellow at Yale University...
The Agentic Enterprise Is Coming. Most Companies Aren’t Ready.
Recent data is striking even accounting for the usual inflation by research analysts:
- Gartner-style forecasts project that roughly one-third of enterprise software applications will include agentic AI by 2028 — up from less than 1% in...
Incorruptible, by Eric Reis — A Review
Disclosure: the author is a personal acquaintance, and I read pre-publication drafts of the book prior to its release.
In my view, The Lean Startup and now Incorruptible are seminal works. The Lean Startup arrived alongside structur...
Shame on You, Boston: You Can’t Sponsor Your Own Tech Week?
Starting today, Boston hosts its first-ever Tech Week, running May 26 through 31, 2026. The target audience is exactly what you’d expect: “the top funds, startups, and companies around the globe” with more than 570 events spread across the...
The Drawer Is Gone
There was a time, not so long ago, when “privacy” meant closing the bathroom door and getting some privacy, or hiding your diary in the bureau drawer.
Now it means something closer to a low-grade hum of dread that follows us from the momen...
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Authors
The writers behind this newsletter.
Strategic, candid startup insights from Doug Levin—HBS Fellow, 4x CEO, Black Duck founder. Cutting through AI hype for founders, operators, investors & directors who want to know what actually matters.
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