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It's a Good Life

S2E350 How to Build a Wonderful Business with Mr. Wonderful - Kevin O'Leary

It's a Good Life

Brian Buffini

Business, Unknown, Entrepreneurship, Life, Good, Entrepreneur, Coaching

4.42.4K Ratings

🗓️ 25 November 2025

⏱️ 30 minutes

🧾️ Download transcript

Summary


In this lively conversation, Brian Buffini sits down with fellow Irishman and global entrepreneur Kevin O’Leary – known to millions as “Mr. Wonderful” from Shark Tank. Kevin shares the family story behind his Irish–Lebanese roots, his mother’s secret investing strategy that inspired an entire ETF company, and the one-day job that pushed him into entrepreneurship for life. 


Kevin also offers candid insight into today’s housing market, the power of personal brand and why relationships and referrals will always beat cold internet leads.  

 

YOU WILL LEARN: 


  • The defining moments that shaped Kevin O’Leary’s entrepreneurial journey and investment philosophy. 
  • How the most interesting businesses have been created during moments of “high chaos.” 
  • The unvarnished truth would-be entrepreneurs need to know about work-life balance.   

 

MENTIONED IN THIS EPISODE:  


Buffini Coaching Live - Bold Predictions


Life by Keith Richards and James Fox 


Marty Supreme (upcoming film)  


NOTEWORTHY QUOTES FROM THIS EPISODE: 


“I realized I didn’t want anybody to have the power to control my life. The only way to avoid that is to become an entrepreneur.” – Kevin O’Leary 


“Real estate is local, local, local. You build a reputation; people come to you. Your customer acquisition cost goes to zero.” — Kevin O’Leary  


“Every 18-hour day you're awake, there's three things you need to get done. There are always three things. That's the signal. Everything that stops you is the noise. The ratio has to be 80% signal, 20% noise.” — Kevin O’Leary 


“I think the most interesting businesses are started in moments of high chaos… It's always worth giving it a shot to become an entrepreneur… The outcome is not about the rate of money; it's the pursuit of personal freedom.” — Kevin O’Leary 


“There’s always going to be people trying to convince you of stuff. Listen to your gut. You’ll always be right.” — Kevin O’Leary  


itsagoodlife.com


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Transcript

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0:00.0

Welcome to It's a Good Life, the podcast for entrepreneurs, where it's all about growing yourself

0:08.2

and your business. Here's your host, founder of America's largest business coaching company,

0:13.9

Brian Bafini. Well, the top of the morning to you and welcome to It's a Good Life. I'm your host, Brian Bafini.

0:22.4

And I've often said I have a special guest today. But this guy, I'm a fan. I'm just like a fan boy.

0:28.3

In fact, in 10 years of doing this show, I've never gone out the door. My wife said,

0:33.1

What watch are you wearing today? And she said, you better change your watch because you're about to interview Mr. Wonderful. And Mr. Wonderful is wonderful. His name's Kevin O'Leary. You know him from the Shark Tank. You know him from his many appearances on TV, basically every day. Who's also a practicing entrepreneur and a guy with great insight. I love his substance. I love his style and I love his watches,

0:54.6

which I probably can't afford.

0:56.2

Kevin O'Leary, it's an absolute treat to have you. Thanks for joining us today. Brian, wonderful beside a fellow Irishman. Luckily Irish to you, my friend. Yes, sir. It's kissed that Blarney Stone today. Yeah, yeah, it's great stuff. And you know what? again, a lot of people know your name, they know your face.

1:10.2

I'd love to just kind of give us a little background because I'd love to know where you grew up and what the O'Leary household was like grown up. Well, you know, a lot of immigration into Canada way back in the 50s, and my dad came over with Anthony Monk, actually, a guy there in the bottom of a ship, and he got a job selling kids' winter clothing. He was a salesman. Met my mother in the factory, owned, my mother's father owned the factory. Where did your dad come from? He came from Malahy just snored. Oh, my gosh. Right up the road. Yeah. My grandfather lived in Malahy. Yeah. Oh, my gosh. I mean, that's one of the most beautiful

1:44.4

castles in the world. So, you know, believe me, I've had a few beer there. And then, you know, unfortunately, he passed away at a very young age. My mother remarried. We went to Champaign, Urbana. My stepdad joined the United Nations. I live in Cambodia, Tunisia, Ethiopia, Cyprus, Denmark, Switzerland, every two years they moved.

2:03.1

And that's sort of my, I thought everybody lived that way, but obviously it was an interesting

2:06.9

eclectic. You know, I went to school in Nicosia, Cyprus for a while. So I met a lot of

2:12.9

people all around the world. You might be interested to know that the Irish are everywhere,

2:17.4

everywhere. They're everywhere. Everywhere we're not supposed to be. Exactly. Rarely where we're supposed to be. I'm basically half Irish, half Lebanese. My mother came from Lebanese descent. Call me a black Irishman. I'm proud to be called one. That's great. Well, I'm called a black Irish because of the hair that used to be very black, and that's how they worked.

2:34.2

I don't have that problem, my friend. Well, obviously, you're a citizen of the world, which also is what gives you great perspective.

2:40.7

And you and I have another thing in common, not just Malahide and Dublin and Irishman by nature, is my mother played an enormous role in my life.

2:49.2

And she just passed away this year at 94. But she was the

2:53.1

spirit behind me, the wind behind the wings. And in fact, for the first 10 years, we would always

2:57.9

finish this podcast with her little Irish blessing. And if you look up an Irish mom in the dictionary,

3:02.7

her face was there. And I've often heard you talk about your mom. And it's one of the ways I really

3:06.6

feel connected to you. What role did your mom have? She helped you shape your investment philosophy as well,

3:11.9

right? Yeah, she was fiercely independent as a young woman, didn't want to ever rely on a man for money.

...

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