159: A Lifelong Founder Teaches Critical Lessons for New Entrepreneurs on Products, Investors, and Selling with Jonathan Siegel

159: A Lifelong Founder Teaches Critical Lessons for New Entrepreneurs on Products, Investors, and Selling with Jonathan Siegel

Jonathan Siegel has started close to a dozen different companies—some have been hugely successful, others didn't quite go as planned, and for one, he sold his shares after a falling out with his co-founders. Siegel has been a serial startup founder since he was just 12 years old. Now at 40, he has seen it all, and he's sharing his lessons—on products, investors, and selling a business—with Foundr. "It doesn't feel like a job, as much as it just feels like I'm getting paid to do something for fun," Siegel says, about his love for the entrepreneurial life. Siegel has had a knack for entrepreneurship since he was putting together and selling computers all the way back in 1989. From there, he's had a lifelong passion for creating something new every chance he got. Whether it was starting his own businesses, constantly creating new products, or building products for other people. For Siegel, entrepreneurship isn't so much a money-making exercise or a career, but a lifestyle that constantly allows him to strive forward and look into the future. "If you do something as a creative outlet, the amount of money is not the goal. And I don't believe that every entrepreneur is running around thinking about how much money they have in their accounts. I think that every entrepreneur runs around thinking, 'Hey I want to bring this thing to life. I want to create something bigger than myself. I want to see the thing that I create influence other people in the way that they work and the way that they live,'" Siegel says. This passion has helped Siegel learn many valuable lessons on his own journey, not just about himself, but about what entrepreneurship is all about. In this episode you will learn: How to turn entrepreneurship from a career to a creative outlet Understanding the difference between a startup that's successful on paper, and one that works in real life How to handle disputes between co-founders Why it's so important to understand your motivation as an entrepreneur The lifecycle of building companies that you intend to sell & so much more!

Episoder(585)

598: (Solo) Your Brand Is Not a Logo: Why Most Founders Get Stuck Before They Even Launch

598: (Solo) Your Brand Is Not a Logo: Why Most Founders Get Stuck Before They Even Launch

Think your “brand” is a logo, font, and color palette? That’s polish—not branding. Real ecommerce branding makes customers feel understood, builds instant trust, and increases conversions across your ...

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597: How She Built a $33M App with ZERO Ads | Tezza Barton

597: How She Built a $33M App with ZERO Ads | Tezza Barton

Tezza Barton bootstrapped the Tezza app from a two-person passion project into a 25M+ download, $33M/year creative-tech brand—with just 15 employees and zero paid ads for the first four years. In th...

16 Okt 202551min

596: (Solo) The Most Unexpected Lessons I Learned From Scooter Braun

596: (Solo) The Most Unexpected Lessons I Learned From Scooter Braun

You might expect my favorite interviews to be with Richard Branson, Tony Robbins, or Barbara Corcoran. But one that surprised me — and stuck with me more than most — was with Scooter Braun. In this...

13 Okt 202510min

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 202553min

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 202549min

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

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