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

/

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

Watch this video on YouTube

Join MicroConf Connect

Watch the full Ben Chestnut interview

Other Episodes

Episode 46

February 04, 2021 • 00:29:36
Episode Cover

Let's Answer Some Sales Questions with Steli Efti

The inimitable Steli Efti has been a leader in the startup and SaaS sales landscape for years. Check out this live Q+A focused on...

Listen

Episode

August 10, 2022 • 00:12:28
Episode Cover

MicroConf Tactics: Top 10 Avoidable Mistakes SaaS Startups Make

In this episode, we are sharing the audio from one of our recent YouTube videos in which Rob Walling dives into 10 SaaS mistakes...

Listen

Episode 56

August 19, 2021 • 00:27:59
Episode Cover

Joining a Remote Startup Accelerator with Tony Chan

Coming to you in the last 24 hours to apply for TinySeed! Learn what joining a remote startup accelerator is like from Tony Chan,...

Listen