Entrepreneurs: What Was the Biggest Risk You Took and Did it Pay Off or Not?

Episode 263 July 22, 2025 00:04:36
Entrepreneurs: What Was the Biggest Risk You Took and Did it Pay Off or Not?
Passage to Profit Show - Road to Entrepreneurship
Entrepreneurs: What Was the Biggest Risk You Took and Did it Pay Off or Not?

Jul 22 2025 | 00:04:36

/

Show Notes

What does it really take to break away from the expected path and build something extraordinary? In this segment of "Your New Business Journey" on Passage to Profit Show, three entrepreneurs reveal the biggest gambles they took to chase their visions—from launching a tech radio show with zero experience, to ditching college and crossing continents to pursue a beauty empire, to failing multiple times before finally hitting entrepreneurial gold. Their stories are raw, unexpected, and full of the kind of insight you won’t find in a business book.

 

Richard Gearhart and Elizabeth Gearhart, co-hosts of Passage to Profit Show have this discussion with podcasting and digital media expert Rob Greenlee, global beauty specialist Tania Crawford and Michael Tomao from Service Level Advisors.

 

Whether you're a seasoned entrepreneur, a startup, an inventor, an innovator, a small business or just starting your entrepreneurial journey, tune into Passage to Profit Show for compelling discussions, real-life examples, and expert advice on entrepreneurship, intellectual property, trademarks and more. Visit https://passagetoprofitshow.com/ for the latest updates and episodes.

Other Episodes

Episode 27

February 04, 2020 00:53:03
Episode Cover

"Only the Crazy and The Fearless Win Big" with Celebrity Entrepreneur and Author, Arthur Wiley, 03-03-2019

In this episode, hear from celebrity entrepreneur, Arthur Wylie, on how to take a vision and create a successful roadmap to success.  Arthur is...

Listen

Episode 282

February 20, 2026 00:13:16
Episode Cover

Entrepreneurs: Building a Half-Million-Dollar Water Brand in Just 4 Months with Jen Millard

Richard Gearhart and Elizabeth Gearhart, co-hosts of Passage to Profit Show interview Jen Millard form mainlove™. What if the future of water isn’t plastic...

Listen

Episode 274

November 09, 2025 00:15:15
Episode Cover

Entrepreneurs: Why 1 in 5 Credit Reports Are Wrong — And How AI Is Fixing It, with Clint Lotz

Richard Gearhart and Elizabeth Gearhart, co-hosts of Passage to Profit Show interview Clint Lotz from TrackStar AI.   Discover the groundbreaking AI that’s flipping the...

Listen