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Lessons from a Startup Life

Doug Levin

Dive 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
Substack
PricingOnly free issuesPublishesDaily
Issues462SubscribersRead douglevin.substack.com

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

Winking at Robots

We live in an age where machines can recognize our faces, mimic our voices, and generate text that feels uncannily human. Yet if you wink at a robot, it will never truly understand what you mean. A wink is layered—a signal that blends irony...

3 months ago
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Cracker Barrel’s Rebrand: Zero Lessons for Startups

The Cracker Barrel (CBRL) restaurant chain stirred up a hearty helping of controversy—and grabbed a prime spot on the news buffet—when it unveiled a $700M rebrand. Out went “Old Timer Uncle Herschel,” the folksy face of yesteryear, and in r...

3 months ago
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1

Disrupt or Be Disrupted: How AI Is Forcing Everyone to Reinvent

The other day, while reflecting on today’s business transformations, it struck me: most of the headlines in my news feed were dominated by the “Magnificent 7” and the top AI vendors (mostly “private” companies)—a narrow slice of the broader...

3 months ago
3
1

The Next Era of VC: How Top Firms Are Rewriting the Playbook

At the very top tier of the VC pyramid, firms like Sequoia, Andreessen Horowitz (a16z), SoftBank, NEA, and Lightspeed overshadow many other names. These firms manage tens of billions and operate in a rarefied space where the air is thin, th...

3 months ago
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Authors

The writers behind this newsletter.

  • Doug Levin

    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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