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Kevin O'Leary

  • Star of ABC’s Shark Tank'
  • Venture Capitalist and Investor, Featured in Harvard Business Review Case Study in 2023
  • Top Business Speaker, Serial Entrepreneur
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Florida, US or Canada

Kevin O’Leary’s success story began in his native Canada, “with a big idea and zero cash.” In 1986, he founded SoftKey Software Products, later to be called The Learning Company, in his Toronto basement. Under O’Leary’s leadership, the company became a giant in its sector before it was acquired for $4.2 billion. In 2000, O’Leary...

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Kevin O’Leary’s success story began in his native Canada, “with a big idea and zero cash.” In 1986, he founded SoftKey Software Products, later to be called The Learning Company, in his Toronto basement. Under O’Leary’s leadership, the company became a giant in its sector before it was acquired for $4.2 billion. In 2000, O’Leary founded O’Leary Ventures, a generalist venture capital investment platform that has since invested in start-ups and early-stage companies across virtually every sector. In 2003, he co-founded Storage Now, a leading developer of climate-controlled storage facilities, which was later acquired for $110 million. His next investment, Stream Global Services, was later acquired for $820 million.

More About Kevin O’Leary

In 2006, O’Leary joined the Canadian cast of Dragon’s Den, the international business reality show and forerunner of the U.S. Shark Tank franchise. His tough critiques and brutal honesty made him a popular judge. In 2009, he was invited to join the founding cast of ABC’s Shark Tank, alongside Mark Cuban, Robert Herjavec, Lori Greiner, Daymond John, and Barbara Corcoran. Shark Tank continues to be one of the most popular television programs of all time, garnering multiple awards and nominations, including four Emmy awards. Reflecting his commitment to “eco-preneurship,” O’Leary also co-hosted The Discovery Channel’s Project Earth series, which explored radical ideas to combat global warming.

O’Leary currently serves as chairman for a portfolio of companies that reflect his guiding principles for business. They include venture capital investment platform O’Leary Ventures; Beanstox, an automated internet-based investment advisory service; and O’Shares Investments, which provides ETFs for long-term wealth management. He is the founder of O’Leary Financial Group, and Chief Sommelier of award-winning O’Leary Fine Wines. Since 2021, O’Leary has also been a strategic investor in WonderFi, now one of the largest regulated crypto asset trading platforms in the world. 

A strong believer in financial education and fostering the next generation of entrepreneurs, Kevin O’Leary is the author of a bestselling series of books: Cold Hard Truth; Men, Women and Money; and Family, Kids and Money. He has spoken to future entrepreneurs at Harvard Business School, MIT Sloan, Notre Dame, Waterloo and McGill. Corporate speaking audiences have included Ernst & Young, MassMutual, First Third Bank, Constant Contact, Comcast, Zendesk, Cisco Systems, National Conference of State Legislatures, and ExxonMobil.

O’Leary serves on the investment committee of Boston’s prestigious 200-year-old Hamilton Trust. He is an avid chef, wine lover, world traveler, photographer, electric guitarist, guitar collector, and die-hard New England Patriots fan.

Mr. O’Leary received an honours bachelor’s degree in environmental studies and psychology from the University of Waterloo and an MBA in entrepreneurship from the Ivey Business School at the University of Western Ontario. 

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* Fee ranges listed on this website are intended to serve as a guideline. The actual fees depend on speaker availability, location of event, etc. Please contact us with specific details about your event and we can give you the most accurate quote.

Kevin O'Leary in Media

Speaker Programs

Lessons from a Shark (Keynote)
Kevin O’Leary will take you on a behind-the-scenes look at his hit show Shark Tank. He’ll share entertaining and insightful outtakes from his TV shows – videos you can’t see anywhere else, along with a ...more
Kevin O’Leary will take you on a behind-the-scenes look at his hit show Shark Tank. He’ll share entertaining and insightful outtakes from his TV shows – videos you can’t see anywhere else, along with a current economic overview and how it relates to your industry, and finally, he’ll be a ‘secret agent’ for your industry with insights into how your industry is performing, where the innovation is coming from and more. All based on a content review of your industry prior to the event. ...less
American Business 2.0 (Future Ready)
When the great Covid Pandemic of 2020 hit the world, it altered the American business landscape. While many businesses like restaurants, airlines, and shared workplaces (think WeWork) went out of business or were reduced drastically, ...more
When the great Covid Pandemic of 2020 hit the world, it altered the American business landscape. While many businesses like restaurants, airlines, and shared workplaces (think WeWork) went out of business or were reduced drastically, online businesses like Zoom, Adobe, and Shopify flourished. Meanwhile, changes that were happening slowly in the workplace, such as remote work, flexible schedules, and online retailing, accelerated rapidly and became the norm. In this talk on the future of business, Kevin O’Leary will share other changes that are happening so you and your company can be prepared for American Business 2.0. ...less
Cold Hard Truths (Business Success)
Kevin O’Leary, one of North America’s most successful entrepreneurs, reveals the secrets that made him rich and shares his personal advice for those from every walk of life. Kevin describes his incredible journey, from his ...more
Kevin O’Leary, one of North America’s most successful entrepreneurs, reveals the secrets that made him rich and shares his personal advice for those from every walk of life. Kevin describes his incredible journey, from his sometimes difficult childhood to the way he built his first company, managed personal pressures, and ultimately achieved remarkable success. His advice is engaging and practical – and will help audience members become the best entrepreneurs and business people that they can be. Topics cover business, money, and life, including how to find your calling and turn your talents into a profitable venture; building a dream team; transforming adversity into opportunity, and making and growing your business–and your money. ...less
Q & A with Kevin O'Leary
We are all facing a new and potentially challenging era at home and in our businesses: unusual presidential campaigns and high-pressure elections, high-interest rates, stock markets declining, and growing geopolitical tensions. An industry titan and ...more
We are all facing a new and potentially challenging era at home and in our businesses: unusual presidential campaigns and high-pressure elections, high-interest rates, stock markets declining, and growing geopolitical tensions. An industry titan and champion of small businesses who frequently appears on major networks including CNBC and Fox, Kevin O’Leary has an ear to the ground on all things business and economics. In this moderated fireside chat, he brings the host and audience up to speed on the economy, rising interest rates, elections, and how to better understand the intersections between politics and economics and how they influence our world. Questions can be custom-tailored to your company and audience. Recommended topics include: Where is the US and international economy headed in 2024 and beyond? What is the outlook for US interest rates, consumer and business spending, inflation, and energy prices? What changes can we expect in supply chains, labor markets, and real estate? How do small business owners protect themselves in an increasingly chaotic market? How US – Chinese tensions are being managed and what are the implications? What is the likely end game in Russia’s invasion of Ukraine? Which geopolitical threats are likely to erupt next — and what can you do to protect your business from catastrophe? ...less

Books

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