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!

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Jaksot(708)

707: How Two Aussies Took On Samsonite & Rimowa - and Won ($100M+)

707: How Two Aussies Took On Samsonite & Rimowa - and Won ($100M+)

Athan Didaskalou had bet everything on a one-year-old suitcase brand called July. Then Covid wiped out travel and nearly took the business with it. What happened next turned it into a nine-figure glob...

17 Syys 52min

706: Jay Hated His Plumbing Job - Now He Sells Beach Pools and did $50K in a Month

706: Jay Hated His Plumbing Job - Now He Sells Beach Pools and did $50K in a Month

Jay Haddad hated being a plumber. He lived for the weekends - free diving, waterfalls, surfing, the beach - and when he and his wife had their first daughter at 23, the outdoor life they'd promised ea...

16 Syys 37min

705: (Solo) How Success Made Me Neglect the Thing That Built Everything

705: (Solo) How Success Made Me Neglect the Thing That Built Everything

I am going to tell you about the dumbest thing I have done in 12 years of building Foundr. It is not a bad hire or a failed launch. It is something far more dangerous, because I did not even realise I...

14 Syys 11min

704: How One Pivot Turned My FAILING Startup Into a $300M Brand

704: How One Pivot Turned My FAILING Startup Into a $300M Brand

Mariam Naficy sold her first company for over $100 million in cash - two weeks before the Nasdaq crashed in 2000. Then she did something harder. She built Minted, a crowdsourced design marketplace her...

10 Syys 49min

703: (Solo) If I Had to Start Over in 2026, Here's How I'd Make My First $1M

703: (Solo) If I Had to Start Over in 2026, Here's How I'd Make My First $1M

If I lost everything tomorrow, the team, the audience, the network, here's the exact tactical playbook I'd use to build back to $1 million from scratch. If I lost everything tomorrow, the team, the a...

7 Syys 10min

702: Mark Cuban Calls Us His BEST Shark Tank Deal Ever ($200M+)

702: Mark Cuban Calls Us His BEST Shark Tank Deal Ever ($200M+)

Four childhood friends pooled $30,000 in a Chicago apartment to make wet wipes for men. Everyone told them dudes would never use them. Thirteen years later, Dude Wipes does close to $220 million in ...

3 Syys 1h 1min

701: Trieu Doubled His Brand To $200K/Month In 5 Months - Whilst Still Working Full Time

701: Trieu Doubled His Brand To $200K/Month In 5 Months - Whilst Still Working Full Time

Trieu became a dentist because he liked working with his hands and helping people - he got into UCSF's dental school as the very last student accepted, number 81 in a class of 81. Then the job started...

2 Syys 28min

700: (Solo) The Ambassador Strategy - How to get Famous People to Sell Your Brand for Free

700: (Solo) The Ambassador Strategy - How to get Famous People to Sell Your Brand for Free

I interviewed the founder of HexClad about a year ago. Cookware, pots and pans, not the sexiest category in the world. But their ambassador is Gordon Ramsay, one of the most famous chefs on the planet...

31 Elo 13min

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