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(586)

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 202543min

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 202546min

588: (Solo) The #1 ROI Move You’re Probably Not Using

588: (Solo) The #1 ROI Move You’re Probably Not Using

Most ecommerce founders think the only way to grow is to get more traffic — but often, the fastest way to increase sales is by making more from the traffic you already have. In this episode, I shar...

16 Sep 20257min

587: She Built a $1 Billion Brand Selling Other Peoples Clothes | Julie Wainwright

587: She Built a $1 Billion Brand Selling Other Peoples Clothes | Julie Wainwright

Julie Wainwright, founder of The RealReal, reveals how she built a billion-dollar resale marketplace that transformed luxury fashion. In this exclusive Foundr Podcast interview, Julie shares how she s...

12 Sep 20251h

586 : (Solo) How I Solve The Biggest Problems in My Business (and How You Can Too)

586 : (Solo) How I Solve The Biggest Problems in My Business (and How You Can Too)

Every business has one major constraint holding it back from the next stage of growth — and solving it is the fastest way to scale. In this episode, I share the exact formula I use to identify the ...

9 Sep 20258min

585: The $100K Mistake Most Founders Make with Manufacturers (and How to Avoid It) (Best of Foundr)

585: The $100K Mistake Most Founders Make with Manufacturers (and How to Avoid It) (Best of Foundr)

Kian Golzari is one of the world’s leading experts in sourcing and product manufacturing—developing over 2,500 products and visiting 500+ factories. In this episode, he shares how to go from idea t...

5 Sep 202538min

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