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MicroConf Tactics: Is Mailchimp the Greatest Bootstrapped SaaS Ever?

August 12, 2026 · 24 min

Show notes

This is the story of MailChimp.

Welcome to SaaS Legends, a series where Rob Walling tells the stories of the founders who built the most iconic software companies, and what you can learn from them.

In this episode I break down how Ben Chestnut and Dan Kurzius accidentally invented freemium, said no to VCs for 20 years, and built one of the most valuable software companies ever created, without following anyone else’s playbook.

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