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How (Not) to Founder

Tim Milazzo

At 27, I quit a high paying job to start my first company. I raised millions, made "lucky" #777 on the Inc. 5000 list, and... failed. Learn from the mistakes and lessons that re-shaped my mindset about startups.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues15SubscribersRead hownottofounder.com

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

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3 months ago
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Crashing Cannes to Save My Startup

I’m on a triple-decker yacht in the South of France, dressed to fit in while servers offer champagne and caviar. Nobody here knows that I’m broke, with an eight-month pregnant wife and an equally broke co-founder an ocean away. Oh, and I’m ...

4 months ago
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Scouting Reports vs Funding Decks

This week, a basketball player recently rated the “most overrated” by NBA peers led his 4th-seeded team into the NBA finals and took an improbable game 1 victory from the jaws of defeat.

6 months ago
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7 things you should know about a potential co-founder

10 years ago, I was waiting in line for concessions at a wonderfully nerdy concert: a Lord of the Rings symphony orchestra. The movie played on the big screen while the music was performed live. Glorious.

8 months ago
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Authors

The writers behind this newsletter.

  • Tim Milazzo

    Founder of StackSource (sold April 2024); Prev GOOG and META; Writes about gaining wisdom through experience; How (Not) to Founder

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