Kevin O Leary Net Worth 2023: Business, Income, Assets & More

Kevin O Leary Net Worth, Income, Biography, Height, Weight, Age, Wife, Girlfriend, Children, Assets, House, Car Collection and much more details, you get in this post. Kevin O Leary is a Businessman, Author, Television Personality, Investor, and Politician has an estimated Net Worth of $455 Million.

Kevin best known for his appearances on the reality TV show “Shark Tank,” where he got popular International recognition as Mr. Wonderful. Before his television career, he co-founded the software company ‘SoftKey International’ in the 1980s. The company later acquired The Learning Company, a producer of educational software in 1999.

Kevin has several other companies such as, O’Leary Funds, O’Leary Ventures, O’Leary Fine Wines, O’Shares ETFs, and Beanstox. O’Leary has authored several books on finance and investing, including “Cold Hard Truth” and “Men, Women, and Money.”

Kevin O Leary Net Worth 2023

Kevin O Leary Net Worth

Kevin O Leary Net Worth$455 Million
Full NameTerence Thomas Kevin O’Leary
Famous Name● Kevin O Leary
● Mr. Wonderful
Profession● Businessman
● Investor
● Author
● Politician
● Television Personality
Birth Date July 9th, 1954
Birth PlaceMontreal, Quebec, Canada
Birth SignCancer
Age69 Years Old
Sexual OrientationStraight
NationalityCanadian / Irish
FatherTerry O’Leary
MotherGeorgette O’Leary
Marital StatusMarried
WifeLinda O’Leary
Children2 Children
● Trevor O’Leary
● Savannah O’Leary
SiblingsShane O’Leary
Height  In Feet and Inches – 6’ 7’’ 
In Centimeters – 200 cm
WeightIn Kilograms – 78 kg 
In Pounds – 171 lbs
Eye ColorBrown
Hair ColorBald
Awards● Canada’s Top 40 Under 40 (2002)
● Queen Elizabeth II Diamond Jubilee Medal
● Horatio Alger Award (2014)
● Global Investor Award (2015)
● Digital Media Lifetime Achievement Award (2016)

What is Kevin O Leary Net Worth and Income?

● Kevin O Leary is a Canadian Businessman, Investor, Politician, Author, and Television Personality has an estimated Net Worth of $455 Million.

● Kevin O Leary’s monthly income is approx $3.5 Million and his yearly income is around $45 Million.

Key Sources Contributing to Kevin O’Leary’s Net Worth

● Kevin O’Leary’s major sources of income are from :

◆ Business ventures

◆ Investments

◆ Television

◆ Book sales

◆ Speaking engagements

◆ Media appearances

Kevin O Leary Net Worth Growth

Kevin O Leary Net Worth 2023$455 Million
Kevin O Leary Net Worth 2022$415 Million
Kevin O Leary Net Worth 2021$375 Million
Kevin O Leary Net Worth 2020$310 Million
Kevin O Leary Net Worth 2019$265 Million

Kevin O Leary Early Life

Kevin O Leary was born in Montreal, Quebec, Canada on July 9th, 1954. His official name is Terence Thomas Kevin O’Leary.

Kevin’s father Terry O’Leary was a salesman while his mother Georgette O’Leary ran a small local business. This provided the family a decent life for a couple of years, but this didn’t last long.  

Kevin’s father slowly became more and more of an @lcoholic which caused several fights between Kevin’s parents, eventually resulting in a divorce. 

Kevin’s father died soon after the divorce when Kevin was just 7 years old. This forced Kevin’s mother, Georgette, to really grind on the  business and look for other streams of income. Georgette decided to make up the discrepancy through investing.  

Every week, Georgette invested ⅓ of her paycheck in large-cap dividend-paying stocks, and this is what really sparked Kevin’s interest  in business and investing. Fortunately, things got better financially after Georgette married an economist named George Kanawaty. 

Kevin’s step father worked for the United Nations though, the family had to constantly move around the world. He was moving from Cyprus to Cambodia to Ethiopia to Tunisia. Each of these places had radically different cultures, languages, and traditions which really opened Kevin’s eyes to the other side of the world. 

This actually  inspired Kevin to capture his experiences by becoming a photographer, but due to his stepfather  insisting on him attending college, Kevin would end up at the University of Waterloo where he majored in environmental studies and psychology.  

He would quickly turn around to complete an MBA  at the University of Western Ontario in 1980, but this was basically the end of  Kevin’s journey through the normal path.

Kevin O Leary Personal Life

Kevin O Leary married Linda O’Leary in 1990. Linda O’Leary works as a Vice President of O’Leary Wines. The couple together has 2 Children, Trevor and Savannah. Trevor works as an engineer in Tesla and Savannah, a filmmaker.

Kevin O Leary Career


Kevin was pretty set on avoiding a regular 9 to 5 ever since his first job at an ice cream shop. Kevin was hired as an ice cream scooper. 

The main reason Kevin applied for the job is because the shop was located in a mall, and his crush, Elizabeth, had a job at the store right across the ice cream shop. Kevin was hoping that by working at the ice cream shop, Elizabeth would notice him and they could potentially grab lunch one day. 

But, Kevin’s dreams were shattered on the second day. When his first shift came to an end, Elizabeth would notice him. This made Kevin ecstatic as he could talk to her right after the job ended. But then, the owner of the shop asked Kevin to scrape the gum off the floor before leaving for the day.  

Given that Elizabeth had noticed him, Kevin didn’t want to be seen doing such a job, so he came up with a witty response saying that he was hired to be a scooper, not a scraper. This got Kevin fired. As soon as Kevin got  home, he complained to his stepfather about his experience and told him that he never wanted to work another job. 

To this, his stepfather replied, well even if you’re self-employed, you’ll  be responsible to customers and shareholders who are often just as demanding if not more demanding. Kevin says that he refused to believe his stepfather at the time, but now, he realizes that he was completely right. 

Nonetheless, Kevin was determined to avoid a traditional job, and  this is what drove him towards photography, but it didn’t take him long to channel this energy into a business. After college, he would end up starting Special Event Television or SET with two of his MBA classmates. They also produced soccer films, sports documentaries, and sports commercials.  

While this was somewhat successful, Kevin knew  that this wasn’t the path he wanted to go down, so when one of his partners offered to buy his stake for $25,000, Kevin would take the deal. He instantly turned around and used this money to start a new company and that brings us to Softkey.


Kevin founded Softkey in 1986 with two business partners named John Freeman and Gary Babcock. Middle-class families were just starting to get their first computers around this time, so Kevin knew that there would be a lot of derived demand in the coming years. 

The education niche was under-targeted by competitors, but this wasn’t a mistake. The pitch to sell the product isn’t particularly easy either because the benefit is not monetary. Softkey was one of the first companies to embrace the revolving CD rack which allowed them to display their CDs more efficiently than any of their competitors. 

Kevin also chose to display the product in more general stores like Office Depot, Radio Shack, and SmithBooks as opposed to just traditional software stores. This showcased the product to a much broader audience leading to substantially more  revenue. 

Aside from smart marketing, Kevin also chose to keep the price of the software as low as possible at $40 to $100. This left the company with razor-thin profit margins, but allowed them to move much more volume and made it difficult for new competitors to enter the scene. 

This allowed Softkey to become the dominant education software  company by the early 1990s, and with that  Kevin would start to buy out his competitors.


In 1993, SoftKey would merge with WorldStar International and Spinnaker Software to create SoftKey International. Just one year later, they would purchase Software Marketing Corp using 600,000 shares of common stock, but their most influential acquisition didn’t come till 1995 when they got into a bidding war to purchase the Learning Company.  

SoftKey did end up winning the war, but it would cost them $606 Million. All of this made Softkey bigger than ever before, but they were also more fragile than ever before.  


Kevin says that he was never chasing money with SoftKey but rather chasing freedom. And now that he had sold his company, he had more money than he could ever need. Kevin has far preferred to preserve his wealth than grow his wealth. He does have some speculative/risky investments in his portfolio like Bitcoin and Tesla, but these account for a very small portion of his portfolio and he doesn’t let them grow past 5% of his portfolio. 

Aside from limiting his exposure to speculative investments, Kevin likes to keep a lot of his wealth in cash and bonds which is obviously not the best for growth.  Kevin also avoids debt like the plague and advises that people should get rid of their mortgage debt as fast as possible. 

Kevin O Leary Career Growth

1986● Co-founded SoftKey Software Products Inc.
1999● SoftKey Software Products became the second-largest producer of educational software.
2003● Founded an investment fund company “O’Leary Funds.”
2006● Co-founded an online mortgage brokerage “O’Leary Mortgages.”
2008● Became a co-investor on the Canadian version of Shark Tank, named as “Dragon’s Den.” 
2009● Gained International Recognition by joining the cast of the American version of “Shark Tank.”
2011● Published his first book, “Cold Hard Truth: On Business, Money & Life.”
2014● Launched “O’Leary Ventures,” a private investment company.
2015● Released the book based on financial guidance “Cold Hard Truth on Family, Kids, and Money.”
2017● Launched O’Shares ETF Investments.

Kevin O Leary House

Kevin owns a luxurious mansion in Toronto and is currently living here. He has several homes in different parts of the world, like he owns mansions in Boston, Geneva, Muskoka, as well as in Miami Beach. Kevin also has UAE citizenship. 

Kevin O Leary Car Collection

Kevin O’Leary has been associated with numerous expensive and luxurious cars. Some of his cars are:

Lamborghini Aventador for a whopping $500,000.

Bentley Continental GT that costs around $200,000.

McLaren 675LT for $350,000.

Audi R8 that costs around $140,000.

Porsche 911 Turbo S for $200,000.

Frequently Asked Questions

Q. What is Kevin O Leary Worth?

A. Kevin O Leary has an estimated Net Worth of $455 Million.

Q. Where does Kevin O Leary Live?

A. Kevin O Leary currently living in Toronto, Canada.

Q. How Old is Kevin O Leary?

A. Kevin O Leary is 69 Years Old (as of 2023).

Q. How Tall is Kevin O Leary?

A. Kevin O Leary’s height is 6’7” in feet and inches, 200 cm or 2.00 m. 


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