Kevin O’Leary Net Worth 2023: How Much Is Mr. Wonderful Worth?

Kevin O’Leary, also known as “Mr. Wonderful,” is a prominent Canadian businessman, investor, and television personality. Kevin O’Leary net worth 2023 is an impressive $400 million. Renowned for his razor-sharp business acumen, O’Leary has made a significant impact through ventures like SoftKey and his appearances on hit reality TV shows such as Shark Tank and Dragon’s Den. His financial success and entrepreneurial prowess have propelled him to the forefront of the business world. It has solidified his status as a formidable figure in the investment and entertainment industry. O’Leary endorsed the failed crypto exchange FTX despite his skepticism towards cryptocurrencies. He did receive flak for it but we believe he has moved on.

Early life

Kevin O’Leary was born on July 9, 1954, in Montreal, Canada. His mother, Georgette O’Leary, was a Lebanese descent small-business owner and investor. His father, Terry O’Leary was of Irish descent and worked as a salesman. Unfortunately, O’Leary’s parents divorced during his early years due to his father’s struggles with alcoholism. Tragically, O’Leary’s father passed away when he was only seven years old. Raised by his mother, O’Leary grew up in the Town of Mount Royal, Quebec. His mother later married renowned economist Gorge Kanawaty.

O’Leary’s mother was a skilled investor who kept her investment portfolio a secret. He only discovered her talent after her death, when her will was executed. Inspired by her, O’Leary learned valuable investment lessons, including the importance of saving one-third of his money.

kevin o'leary net worth 2023

Frequent relocations across the globe marked O’Leary’s childhood due to his stepfather’s work with the UN’s International Labour Organization. As a result, he lived in various countries such as Cambodia, Tunisia, and Cyprus. These international experiences broadened O’Leary’s perspective and exposed him to different cultures and ways of life, shaping his worldview and influencing his future endeavors.

While initially aspiring to be a photographer, O’Leary followed the advice of his stepfather and attended university. He earned an honors bachelor’s degree in environmental studies and psychology from the University of Waterloo in 1977. He subsequently enrolled in the Ivey Business School at the University of Western Ontario, where he obtained his MBA in entrepreneurship in 1980. 

Personal Life

Kevin O’Leary has been married to his wife, Linda, since 1990, and they have two children together. Although the couple went through a period of separation in 2011, they reconciled after two years and have since resumed their marriage. Linda currently holds the position of VP of Marketing for O’Leary Wines.

Their children, Trevor and Savannah, have pursued their own paths. Trevor graduated from McGill University and now works as an engineer at Tesla. Savannah, on the other hand, is a multimedia producer and filmmaker based in New York City. O’Leary has spoken about the sacrifices he made in his career to provide for his family and the importance of achieving financial success.

The O’Learys split their time between residences in Miami Beach and Toronto. They also own a cottage in Muskoka, Ontario, as well as homes in Boston and Geneva, Switzerland. In a 2022 interview, O’Leary mentioned that he obtained UAE citizenship to facilitate investment partnerships with Emiratis.

Beyond his family and business endeavors, O’Leary has various hobbies and interests. He is a dedicated fan of the New England Patriots football team, even watching their games while traveling internationally. O’Leary is also a wine aficionado and belongs to the Confrérie des Chevaliers du Tastevin, an association of Burgundy wine enthusiasts. Additionally, he is an accomplished photographer and has exhibited and sold prints of his photographs, with the proceeds going to charity. O’Leary’s expertise in watches is evident both on Shark Tank and through his active presence on social media.

Business Career

Kevin O’Leary’s net worth is a testament to his successful business career. While pursuing his Master of Business Administration, O’Leary gained valuable skills as an assistant brand manager at Nabisco, working on feline food products. This experience proved crucial to his future success.

After leaving Nabisco, O’Leary ventured into television production, co-establishing Special Event Television (SET) with two MBA classmates. However, he eventually sold his stake in the company for $25,000.

In 1986, O’Leary and his partners, John Freeman and Gary Babcock, founded SoftKey in a Toronto basement with an initial investment of $35,000. Initially producing and selling software on CD-ROM, the company expanded through acquisitions, including WordStar and Spinnaker Software. SoftKey became a prominent player in the educational products sector, offering a wide range of software for classrooms.

A significant milestone came in 1995 when SoftKey acquired The Learning Company (TLC) for $606 million. Following the acquisition, the company changed its name to reflect this merger. However, in 1999, Mattel acquired TLC for a staggering $4.2 billion. O’Leary eventually left Mattel due to the company’s declining sales and profits.

In 2003, O’Leary became a co-investor and director at Storage Now, a company specializing in temperature-controlled storage facilities. Through strategic acquisitions and construction efforts, Storage Now has become one of Canada’s largest storage facility owners/operators.

Shark Tank and Other Ventures

Aside from his accomplishments in business, Kevin O’Leary has left an indelible mark in the realm of television and media.

O’Leary first entered the television scene in 2006 when he became one of the venture capitalists on the CBC program “Dragons’ Den.” His no-nonsense approach and unwavering determination quickly garnered attention, establishing him as a tough and uncompromising investor. This initial foray into television opened doors for O’Leary, propelling his career to new heights.

In 2009, he seized an opportunity presented by a fellow cast member and joined the American version of the show, “Shark Tank.” Embracing the persona of “Mr. Wonderful,” O’Leary brought his signature blend of shrewdness and straight-talk to the American audience. His role on the show elevated his visibility and influence, solidifying his position as a prominent figure in the world of entrepreneurship and investment.

O’Leary’s direct and forceful criticism became a signature of his on-screen persona. To manage his investments showcased on “Shark Tank,” he established a holding company called Something Wonderful. His co-investors on the show include Daymond John, Mark Cuban, Barbara Corcoran, Lori Greiner, and Robert Herjavec.

Throughout his television career, O’Leary has been involved in various other projects. In 2008, he co-hosted “Discovery Project Earth” on the Discovery Channel, exploring innovative environmental solutions. He and journalist Amanda Lang co-hosted “The Lang and O’Leary Exchange” segment on the CBC News Network in 2009. Additionally, O’Leary produced and hosted his own reality show called “Redemption Inc.” in 2012. The show aimed to help formerly incarcerated individuals start their own businesses, highlighting his philanthropic efforts.

The biggest Shark Tank deals adding to Kevin O’Leary net worth 2023

FTX Endorsement

In a surprising turn of events, Kevin O’Leary, who had been a vocal skeptic of cryptocurrency for many years, made a significant shift in his stance in August 2021. He announced a “long-term” investment and spokesperson relationship with FTX, a crypto exchange. This marked a change in his perception as he took an equity stake and accepted crypto as payment.

However, the optimism surrounding the FTX endorsement was short-lived. The company faced a major setback in November 2022 when it collapsed, resulting in significant losses for over a million investors. Kevin O’Leary, now facing criticism for promoting a company that led to substantial financial losses, attempted some damage control in December 2022 during a CNBC appearance. He revealed that the $15 million value he received for the partnership had ultimately plummeted to zero.

Ironically, when O’Leary initially announced his investment and partnership with FTX, he attributed his change of heart towards crypto to the company’s focus on compliance systems. This alignment with regulatory standards seemed to sway his skepticism. However, the collapse of FTX raised questions about the effectiveness of those systems and the overall stability of the cryptocurrency market.


In January 2017, Kevin O’Leary made his official entry into the Conservative leadership race, putting an end to months of speculation. Throughout his campaign, the media often drew comparisons between O’Leary and U.S. President Donald Trump. Both individuals were wealthy businessmen who gained prominence through reality television and advocated for lower taxes and regulations. However, O’Leary has been quick to dismiss these comparisons, highlighting the differences between himself and Trump, particularly on the issue of immigration. As a descendant of Irish and Lebanese immigrants, O’Leary emphasized that his own existence is a testament to the importance of open borders, stating that he “wouldn’t exist if Canada had walls.”

Despite his initial ambitions, O’Leary made the decision to withdraw from the leadership race on April 26, 2017. He acknowledged that while he believed he had a chance to win the leadership election, continuing his campaign would be “selfish.” O’Leary cited a lack of support for him in Quebec as a significant obstacle, making it challenging for him to defeat Justin Trudeau in the 2019 general election. This realization led him to step back from the race, recognizing the importance of unity within the party to effectively challenge the incumbent government.

Kevin O’Leary Net Worth 2023

Kevin O’Leary’s net worth is estimated to be over $400 million, although it is likely higher considering his expertise as an investor and the average annual return of the market. Given his focus on growing his wealth, it is unlikely that his fortune has remained stagnant in recent years.

With the compounding of his investments and the appreciation of his various holdings, it is projected that O’Leary’s net worth will reach approximately $483 million by the end of 2023. This significant increase in wealth solidifies his position as one of the wealthiest members of the Shark Tank, second only to Mark Cuban, whose net worth exceeds $4 billion.

Kevin O’Leary Net Worth 2023: How Much Does Kevin O’Leary Make Annually

As one of the prominent investors on ABC’s Shark Tank, Kevin O’Leary has built a significant net worth. You might be curious about his yearly earnings and the various sources of his wealth.

Earnings from Shark Tank and Other Ventures

Kevin O’Leary commands an average salary of $30,000 per episode of Shark Tank, with approximately 24 episodes per year. This equates to around $720,000 from the program alone. Additionally, he operates O’Leary Fine Wines, which he is in the process of rebranding as Shop Mr. Wonderful, a luxury goods enterprise with more affordable price points. While the total revenue from this venture is yet unknown, it contributes to O’Leary’s overall income.

Other Sources of Income

Beyond his appearances on Shark Tank, Kevin O’Leary earns income from various sources. He receives book royalties from his publications, generates revenue from speaking engagements, manages investment funds and charges management fees, and earns dividends from his own investments.

Primary Source of Funding

Based on an estimated net worth of over $400 million, it is assumed that O’Leary invests his wealth in assets that yield an annual return of approximately 4.5%. Historically, safe investments have provided returns ranging from 3% to 5%. By allocating his wealth into dividend-paying equities, O’Leary could potentially generate an annual income of $21.75 million without requiring significant additional work.

How Kevin O’Leary Invests

Kevin O’Leary is primarily known as a venture capitalist on Shark Tank, but his investment portfolio extends beyond startups. He believes in diversification and applies the principle of not investing more than 5% in a single name or 20% in one sector. The majority of Kevin O’Leary net worth is allocated to diversified exchange-traded funds (ETFs). Additionally, he has investments in startups, holds about 20% of his portfolio in cryptocurrencies, and maintains a 5% allocation to gold.


As the chairman of O’Shares Investments, Kevin O’Leary focuses on balanced investments that aim to preserve and grow wealth. The companies included in O’Leary’s O’Shares U.S. Quality Dividend Index offer insights into the types of companies he might hold in his personal portfolio. With over 100 companies in the index, O’Leary emphasizes diversification and avoids allocating more than 5% to any single company.


Although initially skeptical, Kevin O’Leary has become an advocate for cryptocurrencies. His crypto portfolio consists of 32 positions, representing approximately 20% of his net worth. Each cryptocurrency is held within a 3-5% maximum position, ensuring a diversified approach to this asset class. While the specific coins he holds are not publicly disclosed, he has confirmed ownership of various cryptocurrencies.

Books by Kevin O’Leary 

O’Leary is also an accomplished author, sharing his financial wisdom through best-selling books like the “Cold Hard Truth” series. Covering a range of topics from investment rules to financial harmony in marriage, his literary works offer valuable insights into managing assets and achieving financial success.

Serial NumberBook NameYear Published
1Cold Hard Truth: On Business, Money & Life2011
2Cold Hard Truth on Men, Women, and Money: 50 Common Money Mistakes…2012
3Cold Hard Truth on Family, Kids and Money2015
4Cold Hard Truth on Marriage and Money: Part Two of Cold Hard Truth…2015
5Digital Pivot or Bust In a Post COVID-19 World: Why Small Businesses Must Re-Think Everything to Survive and Thrive!2020

Possessions of Kevin O’Leary

Kevin O’Leary has a strong affinity for alternative investments, particularly collectibles. His diverse collection includes luxury watches, vintage cameras, classic guitars, and even the aspiration to invest in a dinosaur. These unique possessions showcase O’Leary’s passion for diversifying his portfolio while indulging in the finer things in life.

Luxury Watches

When it comes to luxury watches, O’Leary’s collection features renowned brands such as Audemars Piguet, Rolex, and Patek Philippe. He values pieces with interesting stories, steady value, and rarity. Notably, O’Leary has been seen wearing the Audemars Piguet Royal Oak Openworked Chronograph with a ruby-cut bezel and the iconic diamond-encrusted Rolex Daytona “Eye of the Tiger.” His collection, worth several hundred thousand dollars, demonstrates his discerning taste and investment acumen.

In addition to watches, O’Leary’s interests extend to vintage cameras and classic guitars. While specific details of these collections remain undisclosed, it is evident that he appreciates the nostalgia and artistic value they offer.

Dinosaur Fossil

One of O’Leary’s most intriguing ambitions is to invest in a dinosaur. Inspired by the recent sale of Stan, a T-Rex fossil, for a staggering $31.8 million, he aims to acquire his own Mr. Wonderful T-Rex. This unique investment aligns with his vision to educate children about financial literacy through their fascination with prehistoric creatures. Museum tours and media partnerships further expand his foray into this fascinating realm.


While O’Leary advises against cars as investments in general, he indulges in a few luxury automobiles himself. His collection includes a Rolls-Royce Phantom VIII and a Mercedes-Maybach S680. These high-end vehicles epitomize comfort, performance, and exclusivity.

Real Estate

In terms of real estate, O’Leary possesses stunning properties, including a magnificent mansion on Lake Joseph valued at $17.6 million. He also owns homes in Toronto, Boston, and Geneva. With a keen eye for market trends, O’Leary encourages mortgage affordability and technological advancements in workspaces to adapt to the evolving real estate landscape.

Kevin O’Leary’s possessions reflect his appreciation for unique and valuable items, showcasing his penchant for diversification and his ability to enjoy the rewards of his success.

Kevin O’Leary’s Investment Advice

Here are the top investing principles that O’Leary follows and advises others to follow. Let’s take a look at these gens. 

Embrace Diversification for a Strong Portfolio

Kevin O’Leary emphasizes the importance of diversification in his investment strategy. This principle extends beyond stocks and includes all his portfolios, whether traditional or alternative assets like collectibles. Luxury watches, such as Rolex and AP, present a challenging but potentially rewarding market. However, soaring prices have made them less accessible to small investors, requiring careful consideration.

Follow the 5-20 Rule

O’Leary abides by the 5-20 rule, which means investing a maximum of 5% in one position and never exceeding 20% in one sector. This rule applies to various investments, including crypto and gold. Vaulted offers a practical solution to invest 5% of wealth in gold by providing an easy and transparent way to invest in pure gold kilo bars. However, real estate may challenge this rule due to high costs associated with acquiring a desirable property.

Calculate Risks and Seize Opportunities

While O’Leary primarily invests in indexes, he also takes calculated risks. Thorough research and limiting investments to manageable losses are his strategies. When it comes to crypto, he initially invests a small sum and gradually increases his holdings based on performance. Investing in established and valuable companies within the web3 industry can provide a safer approach compared to the risks associated with a nascent market.

Learn from Mistakes

Even for someone as successful as O’Leary, mistakes happen. Whether it’s exposure to ill-fated ventures like the FTX crypto exchange or other investment blunders, he emphasizes the importance of learning from these experiences. Recognizing and avoiding repeating the same mistakes is crucial for continued growth and success.

Frequently Asked Questions on Kevin O’Leary Net Worth 2023

Q. Was Kevin O’Leary the Richest Shark?

  1. No, Kevin O’Leary is not the richest shark. Mark Cuban holds the title of the wealthiest shark with a reported net worth of $4.6 billion. Kevin O’Leary is considered the second richest shark.

Q. How Much Is Kevin O’Leary Worth?

  1. Kevin O’Leary’s estimated net worth is around $400 million.

Q. How Old Is Kevin O’Leary?

  1. Kevin O’Leary was born on July 9, 1954, making him 68 years old.

Q. How Tall Is Kevin O’Leary?

  1. Kevin O’Leary stands at 5 feet 10 inches tall, which is approximately 1.77 meters.

Q. Does Kevin O’Leary Have Siblings?

  1. Kevin O’Leary has one sibling, his brother Shawn. Despite being related to one of the world’s wealthiest individuals, Shawn remains relatively unknown.

Q. Was Kevin O’Leary Born Poor?

  1. No, Kevin O’Leary’s family had enough financial means to provide for their needs. His father worked in sales, and his mother ran a modest company. They were neither extremely wealthy nor destitute.

Q. Why Is Kevin O’Leary Called “Mr. Wonderful”?

  1. Barbara Corcoran, an investor on Kevin O’Leary’s team, initially referred to him mockingly as “Mr. Wonderful.” Over time, the nickname stuck and became widely used.

Q. What Company Did Kevin O’Leary Start?

  1. Kevin O’Leary’s first business venture was SoftKey Software Products, a company that developed educational software. The company later acquired The Learning Company and was eventually sold to Mattel for $3 billion. O’Leary has also founded other successful businesses, including O’Leary Funds and O’Leary Ventures.

Q. Has Kevin O’Leary Written Any Books?

  1. Yes, Kevin O’Leary has authored several books on business and personal finance. His first book, “The Cold Hard Truth about Business, Money, and Life,” was published in 2011 and offers valuable insights on success in work and life.

Q. How Many Times Did Kevin Appear on Shark Tank?

  1. Kevin O’Leary has appeared on both the Canadian version of Shark Tank, known as Dragon’s Den, from 2005 to 2009, and the American adaptation of Shark Tank since 2009. He departed from the show in 2014 but made numerous appearances during his time on the panel alongside Mark Cuban, Daymond John, Lori Greiner, Robert Herjavec, and others.

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