Kevin O’Leary

Kevin O'Leary

Toronto, Ontario
Respected Investor, Business And Entrepreneurship Expert
Kevin O'Leary is a top entrepreneur speaker, author, venture capitalist, guest judge on Shark Tank, and star on Money Court. His opinionated nature has won millions in his various television roles, and he continues to impress his audiences with professional tips and personal anecdotes. He is known for being blunt, colourful, with matter-of-fact commentary on business issues, 'Mr. Wonderful' is truly one-of-a-kind in the world of business commentary. He built a company worth more than $4 billion from modest beginnings.
  • Communications
  • Leadership
  • Personal Growth
  • Business Growth
  • Business Technology
  • Board Meetings & Strategic Advisory
  • Corporate Audience
  • Corporations & Businesses
  • Economic Development
  • Endorsement & Product Launch
  • Executive Leadership & C-Suite
  • Speaker Types


Kevin O’Leary is opinionated and ruthless, and he hungers for big deals. Yet he made millions helping children learn how to read. Nothing if not a polarizing force, Kevin O’Leary pulls no punches when it comes to the good, the bad, and the ugly as it pertains to markets and economic opportunities. A judge on Shark Tank, a contributor to CTV, and the author of the two bestselling books,  Cold Hard Truth: On Business, Money & Life and Cold Hard Truth on Men, Women, and Money. O’Leary is also previously well-known as the former co-host of The Lang & O’Leary Exchange and as a former panellist on the wildly popular program Dragons’ Den.

Kevin O’Leary was born to a middle-class family in 1954. The combination of Kevin’s mother’s family heritage as a merchant and his father’s Irish charisma truly meant that O’Leary was born for business. Kevin learned most of his business intuition from his mother. She taught him key business and financial insights from an early age: these became Kevin’s core philosophies and the pillars upon which he would one day build his empire.

O’Leary’s inescapable reputation has been built upon his entrepreneurial vision, investment smarts, and drive to succeed. In 1986, he co-founded SoftKey Software Products, and by the late 1990s, SoftKey had acquired numerous competitor companies, including Compton’s New Media, The Learning Company, Mindscape, and Broderbund. In 1999, the company was sold to the Mattel Toy Company for $3.7 billion—one of the largest deals in the consumer-software industry.

As a self-proclaimed “ecopreneur,” O’Leary focuses on environmentally friendly investments, which also make money (of course). He is the founding investor and director of Stream Global, and he owns and operates both O’Leary Funds and O’Leary Fine Wines. He is on the advisory board of Genstar Capital LLC; on the executive board of the Richard Ivey School of Business at the University of Western Ontario; a member of the investment committee of Boston’s Hamilton Trust; and an investor and director of EnGlobe.



Coming Soon!

Kevin O’Leary Topic Presentations

the o'leary report

  • Virtual PresentationKeynote PresentationWorkshop SessionHalf Day TrainingFull Day Training
  • With candour and unmatched business smarts, Kevin O’Leary draws on his encyclopedic knowledge of finance, investing, economics and business to discuss a variety of topics. How, for instance, will the global recession affect a myriad of industries, including your own, and what can you do to protect your company, and come out stronger than ever? Razor-sharp and quick on his feet, O’Leary pulls no punches in his enlightening and timely talks


I’ve had the fortune of attending two of Kevin O’Leary’s speaking events! Both times were so inspiring. I learned a ton and had a great time!


Kevin O’Leary is candid, motivating and speaks with passion. He leaves the audience feeling ready to take on anything.


If you have the opportunity to see Kevin O’Leary in your city, I urge you to take advantage of it! You’ll walk out feeling smarter and ready to change your relationship with money!


Articles & Media

Coming Soon!


COLD HARD TRUTH On Men, Women and Money
COLD HARD TRUTH On Men, Women and Money
COLD HARD TRUTH On Men, Women and Money
Cold Hard Truth on Family, Kids, and Money
Cold Hard Truth on Family, Kids, and Money
Cold Hard Truth on Family, Kids, and Money
How to book Kevin O’Leary for an event?

Kevin O’Leary keynote speaker is an expert presenter and has a wide range of experience speaking to a wide variety of audiences and organizations. Kevin O’Leary delivers keynotes, workshops & training sessions. They may also host or emcee events. Hire Kevin O’Leary from Toronto, Ontario for your event to inspire the audience to take action and make change in their work and their lives. Your workplace will benefit from our keynote speaker and their keynote talks and speeches will shift the mindsets or behaviours for the audience members in Canada. 

Interested in booking Kevin O’Leary for an event?

Are you looking to hire Kevin O’Leary for your event? Kevin O’Leary Toronto, Ontario is a dynamic and engaging speaker that offers audiences researched content paired with expertise and a dynamic speaking ability. Kevin O’Leary is also a Canadian corporate consultant and coach and facilitates workshops and training sessions for a corporate audience. Kevin O’Leary is an expert keynote presenter and speaks on wide variety of topics. Hiring a great speaker for your event is important and working with a thought leader like Kevin O’Leary from Speakers Canada’s roster will engage audiences into the content of the presentation to bring awareness and a fresh perspective for their approach to their work and their lives. Book Kevin O’Leary to educate, motivate and activate the audience through an interactive and entertaining presentation at corporate meetings and gatherings.

Known as a popular key note speaker in Canada, Kevin O’Leary creates life changing experiences for the participants with practical insights and strategic advice they can implement right after the session. Working with a one our leading expert speaker like Kevin O’Leary from Toronto, Ontario offers organizations a fresh perspective to assist the people of the organization. No matter if it is a government, association, or business crowd, Kevin O’Leary is a perfect speaker for your event. Through unique practical insights for trending topics and years experience speaking to different organizations, Kevin O’Leary focuses on changing individuals to make better decisions at work and their lives. No matter if you are holding an in person or virtual event, having an influential speaker such as Kevin O’Leary will engage, motivate, and activate the audience to make a change in their lives and inspire action for results to meet organizational goals. Your workforce will benefit from Kevin O’Leary’s presentations and speeches, with measurable results set to shift the people of the organization and core direction of the company. Book Kevin O’Leary speaker for your annual general meeting, conference, summit, or convention in Canada.

How much does it cost to hire Kevin O’Leary for a keynote presentation or virtual event?

Kevin O’Leary is an expert professional key note speaker with a lot of experience speaking and delivering engaging talks to organizations and audiences in Canada. Each of Speaker Bureau Canada’s talent have different ways to assess their fees, and Kevin O’Leary speaker fee ranges depending on the size of the audience, event format (in person or virtual), event location, and if the organization booking them is a non profit, association, government department/government agency or business/corporation. The speakers we work with are flexible with their fees, and it is important for us to learn more about your event before we approach them, as it is our role to work for you, and to help you find a speaker within budget. 

Please contact Speakers Bureau of Canada and provide us with your event details so that we can contact Kevin O’Leary to check availability or confirm the pricing and associated costs to hire a great speaker like Kevin O’Leary for your event. As Kevin O’Leary's agent and as a Canadian top speaker bureau and talent agency for speakers, we are able to propose each event opportunity from each host organization’s behalf to try to help you get in touch with Kevin O’Leary and confirm them for your in person or online meeting/event. We can also provide and advise on the booking process and potentially negotiate their fee. Speakers Canada is a client focused speaker agency, and we work for you in finding good speakers for your team meetings and booking processes.

Kevin O’Leary Disclaimer
Speakers Bureau Canada assists companies and event planning teams seeking to hire talent like Kevin O’Leary for speaking engagements, virtual meetings, conference appearances, training sessions and workshops facilitations. Our Canadian speakers bureau does not claim to exclusively represent Kevin O’Leary, however they are represented by Speakers Canada, and we work with them closely for their Canadian speaking opportunities and bookings. As Canada’s top speaker bureau, we represent Canadian motivational keynote speakers and professional guest speakers that will be available on your upcoming events date and location that are withing the budget. Our talented bureau speaker booking agency can help find business speakers or celebrity speakers that aligns with each organization, audience, event theme and the topic themes you hope for the speaker to address in their presentation. 

When SBC receives a request to book Kevin O’Leary we provide you with their speaker fees, travel costs and check their schedules. We work closely with the host organization’s event planning team and the speaker to handle the logistics and to relay or negotiate associated costs. Our talented team members then will work with our talent directly or their agent/manager/assistant to confirm the Canadian speaker fee and travel expenses, so that event planning teams can receive an official quote for the speaker appearing at the event. Speaker fees and travel costs vary per speaker and our role is to contact Kevin O’Leary about your event, after we have connected with the event organizers to learn all the event details and/or conference program. Each booking request is unique since session durations and audience sizes can vary which may affect the speaker’s fees. If you are looking to hire Kevin O’Leary, we recommend filling out the booking request form so a booking agent from Speakers Bureau Canada can get in touch with our talent to help you coordinate with your team to engage the speaker for a successful event.

Request Availability

please verify you are humann!

*Are you using a VPN? If so, you may encounter issues submitting this form. We value and respect your privacy. Should you need assistance or prefer alternative methods to submit your request, please contact us at

MY Speaker List

Your short list is empty