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Humble Pie
Andy Dunn
6 episodes
2 weeks ago
The wins matter, but the missteps tell the story. That’s Humble Pie. Hosted by Andy Dunn, founding CEO of Bonobos and Pie and author of the bestseller Burn Rate, each week spotlights entrepreneurs, creators, and cultural leaders sharing the stories that humbled them most. Sometimes hilarious, sometimes raw, always human—Humble Pie proves that the path to the top is paved with failures that didn’t stick. Because in the end, everyone eats it.
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All content for Humble Pie is the property of Andy Dunn and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The wins matter, but the missteps tell the story. That’s Humble Pie. Hosted by Andy Dunn, founding CEO of Bonobos and Pie and author of the bestseller Burn Rate, each week spotlights entrepreneurs, creators, and cultural leaders sharing the stories that humbled them most. Sometimes hilarious, sometimes raw, always human—Humble Pie proves that the path to the top is paved with failures that didn’t stick. Because in the end, everyone eats it.
Show more...
Careers
Business
Episodes (6/6)
Humble Pie
Ending the Period Tax and Overcoming BPD w/ Nadya Okamoto

Nadya Okamoto gets raw about the courage it takes to reveal personal struggles—especially how her battles with mental health, work addiction, and the pressure of “girl boss” culture shaped her voice and vision as a founder. She drops gems on launching August, navigating hypocrisy in non-profit spaces, transforming stigmas around periods, and learning to love money, impact, and advocacy without shame. From tampon tax coalitions to TikTok influence (4 million across all social media), sustainability strategies, and the realities of being a CPG founder in the AI era, Nadya proves that personal lows can be the catalyst for professional—and cultural—highs.


This episode is sponsored by Pie. Download Pie in the app store and follow them on Instagram @pie.

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3 weeks ago
52 minutes 52 seconds

Humble Pie
Losing Your Job, Finding Your People with Kevin White

Kevin White joins Humble Pie to talk about the day he got fired — and everything that unraveled after. We get into what “influence” actually means, why most of us agree more than the internet wants us to think, and how building an in-person community in Chicago changed the way he sees connection. It’s a conversation about losing your footing, rebuilding on your own terms, and choosing real life over the algorithm.


This episode is sponsored by Pie. Download Pie in the app store and follow them on Instagram @pie.

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1 month ago
59 minutes 11 seconds

Humble Pie
Surviving a Cult to Build Chess.com with Danny Rensch

“Chess saved my life.”
Danny Rensch — co-founder and Chief Chess Officer of @wwwchesscom — grew up in a cult, battled neglect, and faced down his own flaws. Through it all, chess gave him purpose, perspective, and ultimately, freedom.
Full Humble Pie episode out now  link in bio.
#HumblePie #Chess #Podcast #DannyRensch

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3 months ago
1 hour 28 minutes 24 seconds

Humble Pie
From Party Boy to Community Builder with Kyle Casaccio

The wins matter, but the missteps tell the story. That’s Humble Pie. Hosted by Andy Dunn, founding CEO of Bonobos and Pie and author of the bestseller Burn Rate, each week spotlights entrepreneurs, creators, and cultural leaders sharing the stories that humbled them most. Sometimes hilarious, sometimes raw, always human—Humble Pie proves that the path to the top is paved with failures that didn’t stick. Because in the end, everyone eats it.


On this Humble Pie drop, Kyle and I talk about what it really means to turn your life around without erasing where you came from. We get into addiction, identity, and the art of reinvention—and how building communities, whether in the glow of nightlife or the quiet of Sunday morning, is less about the hour on the clock and more about the people who feel like they’ve finally found their place.


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3 months ago
47 minutes 5 seconds

Humble Pie
Quitting Big Banking to Build Luminary with Cate Luzio

In this episode of Humble Pie, Andy sits down with Cate Luzio -- the powerhouse behind Luminary, a global collaboration hub for women. But before founding one of the most impactful women's networks in the country, Cate hit rock bottom.

Follow along Cate's journey with Luminary on Instagram:@cateluzio@weareluminary Follow along Andy's journey with Pie:@dunn@pie

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4 months ago
52 minutes 1 second

Humble Pie
Why Adult Friendships Are So Hard with Marisa Franco

Turns out we've been thinking about friendship completely wrong.We prioritize relationships that stress us out and neglect the ones that feel safe. But that's just the beginning of what's broken.What we cover:

  • Why we underestimate how much people like us (by 30%!)
  • How we destroyed the friendship infrastructure we had as kids
  • Why loneliness makes us see threats that don't exist
  • The communication hack that saved Marissa's best friendship
  • What I'm building to fix the friendship crisis

The real problem: It's not that we don't meet people. We meet the wrong people, in wrong settings, with wrong expectations.After bipolar disorder cost me most of my friendships, I became obsessed with solving this. Now I'm building something at the intersection of psychology, technology, and human connection.This isn't another productivity hack. It's the real science of how we connect.Building Pie: getpie.appBurn Rate: https://andydunn.com/burnrateMy Substack: https://dunn.substack.com/#adultfriendship #friendshipadvice #socialanxiety #mentalhealth #drmakingfriends #loneliness #relationships #psychology #marissafranco #platonic #connectiontips #friendshipresearch

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5 months ago
1 hour 13 minutes 29 seconds

Humble Pie
The wins matter, but the missteps tell the story. That’s Humble Pie. Hosted by Andy Dunn, founding CEO of Bonobos and Pie and author of the bestseller Burn Rate, each week spotlights entrepreneurs, creators, and cultural leaders sharing the stories that humbled them most. Sometimes hilarious, sometimes raw, always human—Humble Pie proves that the path to the top is paved with failures that didn’t stick. Because in the end, everyone eats it.