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

The Foundr Podcast with Nathan Chan

Nathan Chan

Entrepreneurship, Business, Marketing

4.9 • 664 Ratings

🗓️ 30 December 2025

⏱️ 11 minutes

🔗️ Recording | iTunes | RSS

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Summary

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

Transcript

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0:00.0	Hey Founder Fam, I want to talk to you about something super exciting. We're officially partnered with Omniscend, the email marketing and SMS platform built specifically for e-commerce founders. We've been recommending OmnisCent to Founder students for a while now because it just works. Whether you're launching your first store or you're scaling the seven figures, it really helps you automate your marketing and get real results.
0:24.0	Did you know on average, Omnysend customers make $68 for every $1 they spend, which is an insanely good return on investment.
0:32.6	And because you're part of the founder community, you get 50% off your first three months with the code Founder 50.
0:39.3	Just head to Omnisend.com forward slash founder without the E to get started.
0:45.0	All right.
0:45.9	Now let's jump back into the show.
0:50.6	Hey guys, welcome back to another episode of the founder to founder podcast Solo style.
0:57.2	We are wrapping up the year.
0:59.6	I want to do something a little different.
1:01.4	I've had the privilege of interviewing some incredible founders this year.
1:07.2	People have been through it all, failure, reinvention, explosive growth, the chaos of copycats and still
1:14.3	showing up for their team's customers.
1:16.5	So today, I want to do you a solid and talk through the top five interviews of the
1:21.5	year and more importantly, what I personally learned from each of them, the lessons that
1:26.3	I'll be taking into 2026. And I know people
1:29.2	always ask me, they say, Nathan, what are the number one things you've learned from doing this?
1:33.9	Like, who was the best interview over the past 10 years? And to be honest with you, there are so
1:38.4	many, it becomes a huge blur. So I've really taken the time to really go back to each interview and episode and really kind of look at where I took notes and be like, yeah, I've got to do that.
1:49.8	Hear the stories. Learn the proven methods and accelerate your growth and future through entrepreneurship.
1:57.1	Welcome to the founder podcast with Nathan Chan.
2:03.0	So the first one we have is Christina Carlson.
2:07.1	She was the founder of Kiki K.
	...

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