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Young and Profiting with Hala Taha (Entrepreneurship, Sales, Marketing)

Kevin O'Leary: The Game-Changing Habits That Set Top Entrepreneurs Apart | Entrepreneurship | YAPLive | E376

Young and Profiting with Hala Taha (Entrepreneurship, Sales, Marketing)

YAP Media Network

Entrepreneurship, Marketing, Business

4.8 • 1.3K Ratings

🗓️ 1 December 2025

⏱️ 82 minutes

🧾️ Download transcript

Summary

Now on Spotify video! Starting a business is brutally hard, and Kevin O’Leary is a living example of that truth. Despite early failures, he went on to build and sell The Learning Company for $4.2 billion in one of the most competitive tech markets in history. As an investor in over 50 companies, he can spot true entrepreneurs from a mile away and knows exactly what it takes to stay in the game. In this episode, Kevin exposes the harsh realities of entrepreneurship and shares the essential traits, skills, and strategies that separate successful founders from those who fail. In this episode, Hala and Kevin will discuss: (00:00) His Early Life and Path to Entrepreneurship (06:04) Kevin’s Rules for Scaling Beyond $5M (14:05) Lessons From a $4.2B Business Exit (22:37) Transitioning From Operator to Investor (27:42) Managing the Highs and Lows in Business (32:32) What Makes a Successful Entrepreneur? (36:51) Rating the Traits of True Entrepreneurs (46:29) High-Performance Habits for Entrepreneurs (01:01:16) The Power of Creator Entrepreneurship Kevin O’Leary is a serial entrepreneur, venture capitalist, and television personality, best known as “Mr. Wonderful” on ABC’s Shark Tank. He co-founded and built The Learning Company, which was later sold for $4.2 billion, making it one of the largest tech exits of its time. Kevin is also the Chairman of O’Leary Ventures, as well as a bestselling author, global speaker, and advocate for entrepreneurship and financial literacy. Sponsored By: Indeed - Get a $75 sponsored job credit to boost your job's visibility at Indeed.com/PROFITING  Shopify - Start your $1/month trial at Shopify.com/profiting.  Revolve - Head to REVOLVE.com/PROFITING and take 15% off your first order with code PROFITING  DeleteMe - Remove your personal data online. Get 20% off DeleteMe consumer plans at to joindeleteme.com/profiting  Spectrum Business - Visit Spectrum.com/FreeForLife to learn how you can get Business Internet Free Forever. Airbnb - Find yourself a cohost at airbnb.com/host  Northwest Registered Agent - Build your brand and get your complete business identity in just 10 clicks and 10 minutes at northwestregisteredagent.com/paidyap Framer - Publish beautiful and production-ready websites. Go to Framer.com/design and use code PROFITING Intuit QuickBooks - Bring your money and your books together in one platform at QuickBooks.com/money  Resources Mentioned: Kevin's Website: kevinoleary.com   Kevin's LinkedIn: linkedin.com/in/kevinolearyshark   Kevin's Instagram: instagram.com/kevinolearytv/?hl=en    Kevin's YouTube: youtube.com/channel  Active Deals - youngandprofiting.com/deals  Key YAP Links Reviews - ratethispodcast.com/yap YouTube - youtube.com/c/YoungandProfiting Newsletter - youngandprofiting.co/newsletter  LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ Social + Podcast Services: yapmedia.com Transcripts - youngandprofiting.com/episodes-new  Entrepreneurship, Entrepreneurship Podcast, Business, Business Podcast, Self Improvement, Self-Improvement, Personal Development, Starting a Business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side Hustle, Startup, Mental Health, Career, Leadership, Mindset, Health, Growth Mindset, Side Hustle, Startup, Passive Income, Online Business, Solopreneur, Networking

Transcript

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0:00.0

Yeah, fam, I have to admit, Revolve takes all my money. I spent all my money at Revolve.

0:07.5

It is by far my favorite place to shop. I've been shopping there for years. And I recently moved

0:11.8

from Georgia City to Austin. And when I got here, I realized that I needed a wardrobe upgrade.

0:17.6

In New York, I went out. It was always like really fancy mini dresses and heels.

0:22.3

Out here, it is cool girl Austin vibes. People are wearing baggy pants. They're more casual.

0:27.1

And I seriously needed new clothes. I recently did a fall pant hall. And I got all new pants.

0:33.1

And I just can't wait to wear them. I totally fit that Austin girl vibe now. And I'm so obsessed to revolve because they've got all the amazing trends and brands that you could ever imagine. They've got inclusive sizing from extra extra small. And also they've got men's clothes. So I have been buying my man a bunch of clothes on Revolve because I'm also trying to have him match my style. And since it's that time of year, you've got to check out the Revolve holiday shop. They've got sparkly dresses, cozy sets, and the cutest gifts and every holiday look that you need, all curated in one place. And for you young and profiting men out there looking to upgrade your wardrobe, you've got to check out Revolve for men. If you don't think you have good fashion sense, just go and Revolve and buy some stuff. You'll be fashionable after that. Whether it's a weekend away or a big night out or a holiday party, your dream wardrobe is just one click away. Head to Revolve.com slash profiting, shop my edit, and take 15% off your first order with code profiting. Fast two-day shipping, easy returns. It's literally the only place you need to shop from. That's revolve.com slash profiting to shop my favorites and get 15% off your first order with code profiting. Offer available for a limited time. So happy shopping. There's so many people that want to believe. Oh, the market changed. Oh, the competitors changed their prices.

1:45.0

Oh, there was dumping on the market from China. Yada, yada, yada, yada, yada, yada, yada, yada, yada, bullshit. The founder and the CEO, they are the person who failed. Unless I hear that, I never invest in them. In this episode, we're diving deep with the one and only Mr. Wonderful himself, Kevin O'Leary.

2:05.0

Kevin is a world-famous entrepreneur, investor, Shark Tank star, and a self-made multi-millionaire

2:10.0

who's turned setbacks into strategies for massive success.

2:14.1

Entrepreneurship is a disease, actually.

2:15.8

It's a virus, and it never sets you free. And so you have to know that, and the more successful you are, the harder you work. You're never going to be free. And then you have to decide, what's my life balanced like? Well, there isn't any. It's a bullshit concept. You know, when I go to a value of a company, there's only two people I want to talk to before the CEO. Just those two people will tell you, is this a good

2:34.8

business or not? I want to meet the person running and I want to meet the head of. A lot of

2:39.6

entrepreneurs forget to do this. Get that first five million really secure in your name.

2:46.3

I like that goal. It's a good goal. It's enough to push you, but you're not going to stop

2:50.5

working. You're going to keep going.

2:51.6

So what needs to change at 5 million to then hit 10 and 30 and 100?

2:55.6

At the 5 million point, you need to transition from being the entrepreneur to the leader.

3:00.6

And many fail at that point because...

3:04.6

Hello, young and profitors. What does it take to build an empire, sell it for billions, and stay on top when the stakes are sky

3:11.7

high?

3:12.3

In this episode, we're diving deep with the one and only Mr. Wonderful himself, Kevin O'Leary.

...

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