Kevin O'Leary: This Daily Habit Is Keeping You Poor. Here's What You Should Do Every Time You Get Paid!

The Diary Of A CEO with Steven Bartlett

FlightStory

Society & Culture, Business, Education

4.6 • 13.2K Ratings

🗓️ 30 June 2025

⏱️ 114 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Is this 1 money habit secretly keeping you poor? Shark Tank’s Kevin O’Leary reveals the brutal truth about wealth, business, and getting rich, and what you must change to build real financial freedom. Kevin O’Leary is a Canadian entrepreneur and investor, also known as ‘Mr Wonderful’ on Shark Tank. He is the Founder of O’Leary Financial Group, Chairman of O’Shares Investments, and bestselling author of books such as, ‘Cold Hard Truth: On Family, Kids and Money’. He explains: How to 10X your income without working harder. The biggest lie about investing and what actually works. The harsh truth about becoming rich. The 28-rule habit that is keeping you poor. The wealth rule that took Kevin from $100 to $100,000. 00:00 Intro 02:27 The Ice Cream Store That Changed My Life 04:56 Can Anyone Be an Entrepreneur? 07:09 What I Learned from Working with Steve Jobs 09:23 The Secret Recipe for Success from Elon Musk and Steve Jobs 13:21 The Importance of Having Balance in Your Life and Work 17:08 8 Out of 10 Businesses Will Fail 20:05 The Importance of Listening in Business 22:12 What Are the Attributes of Successful Entrepreneurs? 27:38 How to Grow a Business Aura 29:43 Hiring Women into Executive Roles 33:05 Successful Entrepreneurs from Shark Tank 35:56 No One Outcome Defines What You Are 37:32 Steve Jobs Changed My Life 41:58 The Second Most Important Step to Success 43:36 The Different Types of Leadership 46:47 How to Find Great People for Your Business 47:49 People with Balanced Lives and Diverse Interests Tend to Be More Successful 49:14 Your Personal Relationship with Money 51:53 The Power of Investing Long Term 55:52 Don’t Outspend What You Earn 56:50 Small Financial Mistakes People Make 59:34 Why Do You Wear Two Watches? 59:59 Invest in Dividend Stocks 01:01:42 Are You Bullish on Crypto? 01:04:17 Why You Shouldn’t Buy a House 01:09:21 How Much Your Relationship Impacts Your Finances 01:13:52 The Shocking Link Between Money and Divorce 01:16:40 The 5 Love Languages of Money 01:19:56 The Role of Artificial Intelligence in Your Finances 01:26:56 AI, Welfare and Wars 01:27:48 Is Apple Dying? 01:33:52 Was Steve Jobs Happy? 01:38:23 Are You Happy? 01:45:04 Turning Down Offers That Aren’t Authentic to You Follow Kevin: Instagram - https://bit.ly/4kdu3Ai X - https://bit.ly/44kRa61 YouTube - https://bit.ly/4kfyGK5 You can purchase Kevin’s book, ‘Cold Hard Truth: On Family, Kids and Money’, here: https://bit.ly/4lryWqA Get your hands on the Diary Of A CEO Conversation Cards here: https://bit.ly/conversationcards-mp Get email updates: https://bit.ly/diary-of-a-ceo-yt Follow Steven: https://g2ul0.app.link/gnGqL4IsKKb Sponsors: Shopify - https://shopify.com/bartlett Justworks - http://Justworks.com Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0	exclusively on Disney Plus.
0:02.4	It's hard and it's brutal and that's what makes it special.
0:06.2	The multi-award winning series, FX's The Bear, is back for a brand new season.
0:11.4	Upon my signal, unleash hell.
0:15.4	And every second counts.
0:17.8	When that shows zero, this restaurant ceases operations.
0:21.8	FX is the best.
0:23.1	New season now streaming exclusively on Disney Plus.
0:27.2	18 plus subscription required
0:28.5	Teas and C's apply.
0:30.1	That is the stupidest thing you can ever do.
0:32.6	What is the most important thing for someone who's just trying to grow their money?
0:35.3	So I learned this to my mother and I actually built a whole company around it.
0:38.5	Yeah, there she is.
0:39.6	So...
0:40.3	I haven't seen that picture in one.
0:53.4	Damn. I mean, what she did, the performance was extraordinary.
0:57.0	And with that, she put my brother and I through college. She took care of her family,
1:01.0	and they fell on hard times. When I saw the results, I said, that's it. That's how I'm going to invest for the rest of my life.
1:08.0	So talk me through this, I want as much detail as possible.
1:12.1	Okay, let's start with this.
1:19.5	Kevin O'Leary, aka Mr. Wonderful, is the self-made millionaire an investor who's built and sold companies for billions.
	...

Transcript will be available on the free plan in 24 days. Upgrade to see the full transcript now.

Previous episode | Next episode

Disclaimer: The podcast and artwork embedded on this page are from FlightStory, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of FlightStory and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.