MicroConf Tactics: Is Mailchimp the Greatest Bootstrapped SaaS Ever?

August 12, 2026 00:23:32
MicroConf Tactics: Is Mailchimp the Greatest Bootstrapped SaaS Ever?
MicroConf On Air
MicroConf Tactics: Is Mailchimp the Greatest Bootstrapped SaaS Ever?

Aug 12 2026 | 00:23:32

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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.

Links from the Pod

Subscribe to the Rob Walling YouTube channel

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Watch the full Ben Chestnut interview

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