How to Turn a Chip on Your Shoulder into $310M with Bonobos founder, Andy Dunn

Q: How long is this episode of BOSSY?

This episode is 33 minutes long.

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This episode was published on November 6, 2025.

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from BOSSY · host Morning Brew

In this episode, Tara chats with Bonobos co-founder and serial entrepreneur Andy Dunn on what it really takes to build a $310M brand. Listen in as Andy opens up about the mental toll of entrepreneurship, why delusion might be your greatest asset, and how founders can turn a chip on their shoulder into serious ROI. Plus, his honest take on why being your own boss really is better than climbing someone else’s ladder. Discover more about how AT&T Business can help your small business: http://att.com/why-att-business. Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: ⁠https://www.morningbrewbreakroom.com/c/r/Bossy-Survey?Platform=pod⁠ 💌 Want to get all of Tara’s resources? Subscribe: https://www.morningbrew.com/bossy-show/subscribe Get More BOSSY: Watch BOSSY on YouTube: www.youtube.com/@BOSSY_Show Follow BOSSY Instagram: https://www.instagram.com/bossy_show/ TikTok: https://www.tiktok.com/@bossy_show Twitter: https://twitter.com/BOSSY_Show BOSSY, hosted by Tara Reed, brings you no-BS conversations about entrepreneurship, confidence, and leaning into your inner boss. Each episode, Tara puts on her boldest outfits and offers tactics and unapologetic advice – from the big names you love to the minds behind your favorite brands. If you like the show, leave us a review and share with a friend! Learn more about your ad choices. Visit megaphone.fm/adchoices

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How to Turn a Chip on Your Shoulder into $310M with Bonobos founder, Andy Dunn

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Frequently Asked Questions

How long is this episode of BOSSY?

This episode is 33 minutes long.

When was this BOSSY episode published?