Ben Chestnut

Ben Chestnut, American businessman.

Ben Chestnut has been a guest on 6 podcasts across 9 episodes, most recently How I Built This with Guy Raz in August 2025. Each show is judged on its own.

Appearances

The Twenty Minute VC (20VC)
20VC: Mailchimp's Ben Chestnut on The Biggest Leadership Lessons Scaling to a $12Bn Acquisition and $1BN+ ARR, The Secret to Happiness, Being a Great Husband and Father & Why 2021 was the Right Time To Sell to Intuit · Dec 2022

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Design Matters with Debbie Millman
Ben Chestnut + Aarron Walter · May 2013

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How I Built This with Guy Raz
(July 2021) Ben Chestnut: From Side Business to $12 Billion – The Accidental Triumph of Mailchimp · Aug 2025

Mailchimp: Ben Chestnut · Jul 2021

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Masters of Scale
The case for bootstrapping, w/Mailchimp's Ben Chestnut · Nov 2021

The case for bootstrapping, w/Mailchimp's Ben Chestnut · May 2019

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The Official SaaStr Podcast
SaaStr 592: Everything that Breaks on the Way to $1B ARR with Mailchimp Co-Founder Ben Chestnut and SaaStr CEO Jason Lemkin · Sep 2022

SaaStr 371: Learning from the Lows, How Mailchimp Navigated Economic Uncertainty with Ben Chestnut, CEO @ Mailchimp and Jason Lemkin, CEO and Founder @ SaaStr · Sep 2020

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Grit
Bootstrapped to $12B: Mailchimp’s Ben Chestnut on Life After the Exit · Mar 2025

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Others on The Twenty Minute VC (20VC)

Others on Design Matters with Debbie Millman

Others on How I Built This with Guy Raz

Others on Masters of Scale

Others on The Official SaaStr Podcast

Others on Grit