Drew Chapin

Drew Chapin writer and speaker · startup culture

I write and speak about startup failure, founder psychology, and how being found is changing on a web shaped by AI. I ran a company that failed, and I am honest about why. You can read my full story at drewchapin.com.

latest recent 8

2026.05 HACKERNOON Research: Programmatic and News Aggregators Are Cooked, Social Is a Discoverability Terror
2025.11.09 HACKERNOON Crowdfunding Your Startup Is Making a Big Comeback
2025.10 CHAPIN.BLOG The Patterns of Startup Failure
2025.10.02 TALK "The Dangers of Over-Confidence" at Berkeley Haas
2025.08.28 HACKERNOON Wikipedia Rules Everything Around Me
2025.08.13 HACKERNOON Who Should Handle Your Digital ID?
2025.06 HACKERNOON The New Tools Rewriting the Web
2025.05.22 TALK "Founder-Friendly Really Means Isolation" at ACFE

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newsletter

Occasional notes on startups, being found online, and the parts of building a company that founders rarely talk about.

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I am thinking about starting a podcast. If you want to hear more, sign up and I will let you know when it is live.