News & Trending Money News

9 Money Lessons Kevin O'Leary Learned from His Mom

Practical financial wisdom from a successful entrepreneur's biggest teacher: his mother.

Kevin O'Leary
Updated Oct. 9, 2024
Fact checked

We receive compensation from the products and services mentioned in this story, but the opinions are the author's own. Compensation may impact where offers appear. We have not included all available products or offers. Learn more about how we make money and our editorial policies.

Kevin O'Leary, known for his role on “Shark Tank,” his sharp business acumen, and his successful ventures, attributes much of his financial wisdom to lessons learned from his mother, Georgette.

Despite his business achievements, O'Leary frequently shares that his mother’s simple but powerful advice helped shape his disciplined approach to managing money. 

While she wasn’t a financial expert by trade, her timeless wisdom has guided O'Leary through every major financial decision and helped him get ahead financially — and they’re lessons anyone can apply.

Here are the top nine money lessons Kevin O'Leary learned from his mother and why they are as relevant today as ever.

Steal this billionaire wealth-building technique

The ultra-rich have also been investing in art from big names like Picasso and Bansky for centuries. And it's for a good reason: Contemporary art prices have outpaced the S&P 500 by 136% over the last 27 years.

A new company called Masterworks is now allowing everyday investors to get in on this type of previously-exclusive investment. You can buy a small slice of $1-$30 million paintings from iconic artists, all without needing any art expertise.

If you have at least $10k to invest and are ready to explore diversifying beyond stocks and bonds,see what Masterworks has on offer. (Hurry, they often sell out!)

Always save a consistent portion of your income

GetFocusArt/Adobe banknotes over payslip

One of the first lessons O'Leary’s mom imparted to him was the importance of consistently saving a portion of his earnings, no matter how much or little he made.

Whether you're starting your career or already established, consistently saving builds the foundation for long-term financial stability. 

Start by setting aside a percentage of your income and treating it as a non-negotiable expense, ensuring your savings grow with each paycheck.

Want to learn how to build wealth like the 1%? Sign up for Worthy to get ideas and advice delivered to your inbox.

Never spend more than you make

Wayhome Studio/Adobe unrecognizable woman holds receipts and pencil

It’s a simple rule, but can make or break your financial future. O'Leary’s mom emphasized living within your means, and he’s followed this advice throughout his career. Overspending can lead to debt, which can snowball if not addressed. By always ensuring that your expenses are less than your income, you avoid the pitfalls of financial strain and keep your budget in balance.

Avoid debt

Shisu_ka/Adobe man choosing credit card for paying bills

For O'Leary, staying out of debt was a top priority that his mother ingrained in him early on. While some debt, like mortgages or student loans, can be necessary, consumer debt should be avoided.

His mom advised him to pay off his credit cards monthly and not spend money he didn’t have. This approach allows him to maintain financial control and avoid paying exorbitant interest rates on borrowed money.

Get a free stock valued between $5 to $200

Secret: You don't need thousands of dollars to buy thousand-dollar stocks or create a diverse portfolio.

Robinhood offers a method of investing called “fractional shares.” On its own, one share of a single stock could cost a lot of money, making it difficult to diversify. Robinhood allows you to buy pieces of stock instead, so you have the option to build a diverse portfolio quickly.

Let’s say you want to invest $250, as an example.

With that amount, you could build a relatively diverse portfolio with an investment of $50 in a big tech stock, $50 in a retail stock, $50 in an energy stock, $50 in a manufacturing stock, and $50 in a bank.1

Even better news? Add a Robinhood Gold membership, and you’ll get access to 5.00% APY2on your uninvested cash3and the ability to buy and sell stocks 24 hours a day, 5 days a week.

Open and fund a Robinhood account and earn up to $200 in stock

Save and invest at least 20% of your income annually

lovelyday12/Adobe putting coins in jug glass

O'Leary’s mom wasn’t just about saving—she also believed in investing to grow wealth. She urged him to save and invest at least 20% of his yearly income.

By doing so, O'Leary learned the power of compounding and the importance of letting his money work for him. If you consistently invest a portion of your earnings, even small amounts can grow into significant wealth over many years.

Invest when you can, but only invest in dividend-paying stocks

James Thew/Adobe trader checking stocks on computer screen

One of the most specific pieces of advice O'Leary received from his mother was to focus on dividend-paying stocks when investing. Dividend stocks provide regular income, making them a reliable source of cash flow, even when markets are volatile. O'Leary has used this strategy in his investments, focusing on assets that appreciate over time and provide income.

Only spend the dividend, never the principal

PiyawatNandeenoparit/Adobe coin stack with young green sprout on top

O'Leary’s mom taught him that while investing is vital to growing wealth, protecting the principal is essential. Her rule was simple: spend only the dividends generated by investments and never touch the principal. This ensures that your wealth continues to grow while allowing you to enjoy the benefits of your investments.

Assets should generate a steady stream of income

vladimir pb/Adobe income statement report on the table

One critical financial philosophy O'Leary learned from his mother is that assets should work for you. Whether stocks, real estate, or other investments, the goal is to hold assets that generate consistent, reliable income. This strategy allows you to enjoy financial freedom while your investments grow, ensuring long-term wealth sustainability.

Cash flow is key

vetkit/Adobe businessman counts money in hands

For O'Leary, cash flow is the lifeblood of any business or personal finance plan. His mother taught him early on that no matter how much wealth you have, cash flow—the amount of money coming in and out—determines financial health.

Even the wealthiest individuals can be in financial trouble without positive cash flow. O'Leary applies this principle in business and personal finance, ensuring that his income streams consistently exceed his expenses.

Treat purchases like investments

Nana_studio/Adobe woman saving pennies in piggy bank

O'Leary’s mom also taught him to be thoughtful about purchases. Instead of just buying things on a whim, she encouraged him to think like an investor—considering the quality, longevity, and potential resale value of everything he bought.

Whether it’s a car, home, or even furniture, she advised buying quality items that hold their value over time. This approach can help avoid unnecessary spending and reduce long-term costs.

Earn up to a $300 bonus and grow your money with up to 4.30% APY

This powerful combination checking + savings account from SoFi® allows you to earn up to a $300 bonus with direct deposit and grow your money with up to 4.30% APY.4

This is one of the top accounts we’ve seen, and offers like this can be rare. You work hard, and now it’s time to make your money work for you — with SoFi, you can grow your money with hardly any effort!

SoFi has no account or overdraft fees5 and additional FDIC insurance up to $2 million on deposits is available through a seamless network of participating banks.67 Plus, you can receive your paycheck up to 2 days early.8

How to earn up to $300: Sign up and make a direct deposit within the first 25 calendar days of the promotional period, then collect a $300 cash bonus with a direct deposit of $5,000 or more.

SoFi is a Member, FDIC. 7

Open your SoFi account and set up direct deposit

Bottom line

Kevin O'Leary

Kevin O'Leary’s mother may not have been a financial professional, but her timeless money lessons have guided him throughout his successful career. 

Her advice remains relevant for anyone seeking long-term financial stability, from saving consistently to investing wisely. 

Applying these lessons can build a solid financial foundation and achieve a stress-free retirement.

The real question is: Are you ready to apply this simple yet powerful financial wisdom to your own life?

Masterworks Benefits

  • Invest in art like a millionaire for a relatively low cost
  • Art investments have outperformed the S&P 500 by over 131% for 26 years
  • Purchase shares of artwork by top artists
  • Hedge against inflation and diversify your portfolio