618: (Solo) What 5 World-Class Founders Taught Me This Year

618: (Solo) What 5 World-Class Founders Taught Me This Year

Every year I sit down with some of the world’s most fascinating founders — but this year’s interviews hit me harder than most. Reinvention, resilience, copycats, failure, loneliness after exits, scrappy launches, identity crises… these conversations changed the way I think about leadership and what it means to keep building when things get tough. In this episode, I break down the five interviews that had the biggest personal impact on me — from Christina Karlsson losing Kikki K twice and rebuilding anyway, to Phoebe Gates earning credibility outside her last name, to Jake Kassan facing an identity crisis after selling MVMT, to Tori Gill launching a regulated sunscreen brand from scratch, to Amy Smilovic doubling down on community and originality when PrettyLittleThing copied her. Here’s what you’ll take away: • Why failure is often the beginning of clarity — not the end • Why your credibility comes from what you build, not your background • The surprising emotional cost of a big exit (and what founders don’t talk about) • How scrappy execution beats credentials every time • Why copycats can steal your product but never your community or conviction If you listen closely, these five interviews can act as a roadmap for 2026 — a reminder that resilience, originality, and belief matter more than luck, timing, or even resources. This is a brand new solo series I’m testing, and I’d love your feedback. Email me directly at nathan@foundr.com — I read every reply. Hope you enjoy it. SAVE 50% ON OMNISEND FOR 3 MONTHS Get 50% off your first 3 months of email and SMS marketing with Omnisend with the code FOUNDR50. Just head to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://your.omnisend.com/foundr⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to get started. HOW WE CAN HELP YOU SCALE YOUR BUSINESS FASTER Learn directly from 7, 8 & 9-figure founders inside Foundr+ Start your $1 trial → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.foundr.com/startdollartrial⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ PREFER A CUSTOM ROADMAP AND 1-ON-1 COACHING? → Starting from scratch? Apply here → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://foundr.com/pages/coaching-start-application⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ → Already have a store? Apply here → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://foundr.com/pages/coaching-growth-application⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ CONNECT WITH NATHAN CHAN Instagram → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/nathanchan⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ LinkedIn → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/nathanhchan/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ FOLLOW FOUNDR FOR MORE BUSINESS GROWTH STRATEGIES YouTube → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://bit.ly/2uyvzdt⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Website → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.foundr.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/foundr/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Facebook → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/foundr⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.twitter.com/foundr⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ LinkedIn → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/company/foundr/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Podcast → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.foundr.com/podcast⁠

Episoder(598)

TRAILER: Welcome to The Foundr Podcast with Nathan Chan

TRAILER: Welcome to The Foundr Podcast with Nathan Chan

The Foundr Podcast with Nathan Chan is where ambitious founders get real playbooks, not theory. Every week, Nathan sits down with the world’s top entrepreneurs and operators to unpack how they built, ...

13 Okt 20251min

595: She Turned Handmade Jewellery Into $10M Brand | Pia Mance

595: She Turned Handmade Jewellery Into $10M Brand | Pia Mance

Pia Mance started Heaven Mayhem in 2022 with just $900 and scaled it into a $10M accessories brand in under three years. In this interview, Pia breaks down the scrappy steps she took to launch her...

10 Okt 202555min

594: (Solo) The Mindset Lessons I’ve Learned From 100+ Founders

594: (Solo) The Mindset Lessons I’ve Learned From 100+ Founders

Most founders obsess over tactics, hacks, and strategies. But the truth? None of it matters if you don’t have the right mindset. In this episode, I share the mental frameworks I’ve learned after a de...

7 Okt 20258min

593: Phoebe Gates: Building an AI Fashion Startup Backed by Kris Jenner & Sara Blakely

593: Phoebe Gates: Building an AI Fashion Startup Backed by Kris Jenner & Sara Blakely

Phoebe Gates went from failed prototypes in her Stanford dorm room to building one of the fastest growing fashion-tech startups in the world. In this interview, the co-founder of AI shopping app Ph...

3 Okt 202551min

592: (Solo) The Truth About Originality: What Great Founders Really Do

592: (Solo) The Truth About Originality: What Great Founders Really Do

Most founders think they need a completely original idea to succeed. The truth? Great businesses are often built by borrowing brilliance — and putting your own spin on what already works. In this e...

30 Sep 20258min

591: From $0 to $3.4 BILLION Selling Socks | Bombas (Best of Foundr)

591: From $0 to $3.4 BILLION Selling Socks | Bombas (Best of Foundr)

David Heath and Randy Goldberg turned Bombas from a scrappy Indiegogo campaign into the most successful Shark Tank investment of all time—now valued at $3.4 billion. In this interview, the Bombas co...

26 Sep 202544min

590: (Solo) Why You Need to Do Things That Don’t Scale

590: (Solo) Why You Need to Do Things That Don’t Scale

When you’re just starting out, the fastest way to grow isn’t automation, ads, or scaling systems — it’s doing things that don’t scale. In this episode, I share why the most successful founders — fr...

23 Sep 20257min

589 : The Mad Scientist Behind One of America’s Fastest Growing Supplement Brands | Brian Littlefield (Best of Foundr)

589 : The Mad Scientist Behind One of America’s Fastest Growing Supplement Brands | Brian Littlefield (Best of Foundr)

Brian Littlefield is the co-founder and Chief Product Officer of Jocko Fuel—one of the fastest-growing supplement brands in America. But his story didn’t start in a boardroom. It started with a life-c...

19 Sep 202548min

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