Rounds where a report named this person rather than a firm, matched on name: read it as a strong hint, not proof, since people share names.
How I Built This · 25 Aug 2025 · 1h 23m
(July 2021) Ben Chestnut: From Side Business to $12 Billion – The Accidental Triumph of Mailchimp
WithBen Chestnut
MentionsGuy Raz
In 2001, three web designers built a quirky email tool called Mailchimp. It wasn’t their main business. It wasn’t even meant to make real money. For years, Ben Chestnut and his partners survived on web-design gigs, while Mailchimp earned just enough to cover lunch. Then…one surprising spreadsheet…
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Grit · 17 Mar 2025 · 1h 11m
Bootstrapped to $12B: Mailchimp’s Ben Chestnut on Life After the Exit
WithBen Chestnut
MentionsCharles HudsonDrew HoustonPhil LibinScott CookBing GordonJoe Thomas
Guest : Ben Chestnut, Former CEO and Co-Founder of Mailchimp If you find yourself selling your startup, then Mailchimp co-founder Ben Chestnut has some important advice for you: Get a dog. When Intuit bought Mailchimp in 2021 for $12 billion, the company asked Ben if he wanted to stay on as CEO,… More on the show's page
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The Twenty Minute VC · 12 Dec 2022 · 51 min
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
WithBen Chestnut
Ben Chestnut is the Co-Founder of Mailchimp , the all-in-one marketing platform for small businesses. Last year, in Sept 2021 it was announced that Intuit would acquire Mailchimp for a reported $12BN. There are so many things to love about the Mailchimp journey to this point. First, Mailchimp was… More on the show's page
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The Official SaaStr Podcast · 21 Sept 2022 · 27 min
SaaStr 592: Everything that Breaks on the Way to $1B ARR with Mailchimp Co-Founder Ben Chestnut and SaaStr CEO Jason Lemkin
WithBen Chestnut
Join Mailchimp Co-Founder Ben Chestnut and SaaStr CEO Jason Lemkin in a follow-up to their popular fireside chat held during SaaStr @ Home 2020. Ben and Jason will chat about the highlights–and the challenges–of scaling a company like Mailchimp to $1B ARR. Full video: https://youtu.be/5fx3qFD62ak… More on the show's page
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Masters of Scale · 30 Nov 2021 · 45 min
The case for bootstrapping, w/Mailchimp's Ben Chestnut
WithBen Chestnut
MentionsKaren Cahn
This week, we’re returning to an episode of Masters of Scale featuring Ben Chestnut, the co-founder and CEO of Mailchimp. The email marketing platform was acquired this year by Intuit in a multi-billion-dollar deal that closed this month. Hear how Chestnut used a DIY ethos to grow the company…
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How I Built This · 12 Jul 2021 · 1h 26m
Mailchimp: Ben Chestnut
WithBen Chestnut
In the late 1990s, Ben Chestnut was a struggling young designer interning at an appliance company, when somebody suggested that he try designing for the internet instead. A few years later, Ben and two co-founders launched a web design agency, only to discover that the service they'd included…
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Episodes that name Ben Chestnut in their description, which is not the same as being on them.
Grit · 29 Dec 2025 · 41 min
The Grittiest Conversations of 2025: AI, Business & Beyond
MentionsAidan GomezBen ChestnutDavid RubensteinEvan SpiegelGarrett LordYamini Rangan
In this recap episode, we highlight the best moments from our 2025 interviews and reflect on the ideas that defined the year. Featuring: David Rubenstein (co-founder of Carlyle) Yamini Rangan (CEO of HubSpot) Ben Chestnut (co-founder of Mailchimp) Winston Weinberg (co-founder and CEO of… More on the show's page
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Masters of Scale · 5 Jun 2019 · 44 min
Bringing a culture back from the brink, w/Uber's Dara Khosrowshahi
MentionsDara KhosrowshahiArianna HuffingtonBen Chestnut
Early-stage startups are a lot like pirate ships – they need a buccaneering spirit to survive. But every startup needs to shed its pirate nature at some point, and evolve into something more akin to a navy – no less heroic, but more disciplined. As the new CEO of Uber, Dara Khosrowshahi took on the…
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