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Shark Tank investor & VC expert

Kevin O’Leary

Transform business performance with Kevin O'Leary, speaker, venture capital expert and entrepreneurship authority. Kevin works with organizations to develop investment strategies and business growth tactics, delivering Emmy-winning insights from Shark Tank and billion-dollar exits.

Trusted by Shark Tank

Kevin O’Leary, Speaker | Entrepreneur, Investor, Author
Kevin O’Leary

Kevin O’Leary

Miami, United States

Typical fee range

$100k and over

This is an estimated fee range for local in-person events. Location and format affect the final fee.

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Miami, United States

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$100k and over

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Kevin O’Leary's biography

At a glance

  • Star of ABC’s 'Shark Tank'
  • Go-to expert on business topics and financial markets
  • Featured in Harvard Business Review Case Study in 2023
Kevin O’Leary is a prominent figure known for his role on ABC’s 'Shark Tank,' as well as being a successful entrepreneur, venture capitalist, and business speaker. He began his career in Canada, founding SoftKey Software Products in 1986, which later became The Learning Company. Under his leadership, the company grew significantly and was sold for $4.2 billion. In 2000, he established O’Leary Ventures, a venture capital platform that invests in various start-ups and early-stage companies. He co-founded Storage Now in 2003, which was acquired for $110 million, and later invested in Stream Global Services, sold for $820 million. Kevin gained fame as a judge on the Canadian version of Dragon’s Den in 2006, known for his candid critiques. He joined the original cast of ABC’s Shark Tank in 2009, contributing to the show's success and earning multiple awards, including four Emmys. He also co-hosted The Discovery Channel’s Project Earth, focusing on innovative solutions to climate change. Currently, Kevin chairs several companies, including O’Leary Ventures, Beanstox, and O’Shares Investments. He founded O’Leary Financial Group and serves as Chief Sommelier for O’Leary Fine Wines. Since 2021, he has been a strategic investor in WonderFi, a leading regulated crypto asset trading platform. Kevin is passionate about financial education and has authored a bestselling book series. He has spoken at prestigious institutions like Harvard Business School and MIT Sloan, and addressed corporate audiences including Ernst & Young and ExxonMobil. He is also a member of the investment committee for the Hamilton Trust in Boston. Kevin holds an honours degree in environmental studies and psychology from the University of Waterloo and an MBA from the Ivey Business School at the University of Western Ontario.

Kevin's showreel and videos

Topics, sessions and talks

Cold Hard Truth
In this session, Kevin O’Leary shares the secrets behind his success and offers invaluable advice for individuals from all backgrounds. He recounts his challenging childhood and the journey of building his first company while navigating personal pressures. Attendees will learn how to discover their calling, create a strong team, turn challenges into opportunities, and effectively grow their businesses and finances.
Lessons From A Shark
Kevin O’Leary will provide an exclusive behind-the-scenes glimpse into his popular show, Shark Tank. Attendees can expect entertaining and insightful clips not available elsewhere, alongside a current economic overview relevant to their industry. Additionally, Kevin will act as a ‘secret agent’ for their sector, offering valuable insights into industry performance and emerging innovations. Participants will leave with a deeper understanding of their industry’s landscape and actionable strategies for success.
Fireside Chat With Kevin O'Leary
In a time of economic uncertainty marked by high-interest rates, declining stock markets, and intense political campaigns, industry titan Kevin O’Leary will share his insights in a moderated fireside chat. A frequent commentator on major networks like CNBC and Fox, Kevin will discuss the interplay between politics and economics, offering attendees a clearer understanding of these dynamics. Participants will learn how to navigate these challenges in their businesses and personal lives.
American Business 2.0
In his talk on the future of business, Kevin O’Leary will explore how the Covid pandemic transformed the American business landscape. While traditional sectors like restaurants and airlines struggled, online platforms such as Zoom and Shopify thrived. He will discuss the rapid acceleration of trends like remote work and flexible schedules, equipping attendees with insights to navigate and prepare for the evolving landscape of American Business 2.0.

Why we recommend booking Kevin

Book Kevin O’Leary to inspire your team with his unparalleled entrepreneurial journey and insights. His candid advice, honed through years of success and investment, will empower your audience to embrace innovation and financial literacy, driving growth and resilience in today’s competitive landscape.

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Trusted by Shark Tank

Testimonials

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!

Featured Projects

Kevin O’Leary - Digital Pivot Or Bust In A Post COVID-19 World book cover
Kevin O’Leary - Cold Hard Truth: On Business, Money & Life book cover
Kevin O’Leary - Cold Hard Truth On Family, Kids, And Money book cover

frequently asked questions

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What information do I need to provide to book a speaker?

To get the sharpest shortlist, share your event date, audience, format, key objectives, and budget. A rough idea is enough to start. The more context PepTalk has, the more precisely the team can match a speaker to your brief. Send it via getapeptalk.com.

Does PepTalk charge a booking fee?

There is no additional cost to you beyond the speaker's fee. PepTalk's service, from shortlist to on-the-day logistics, is included. For repeat or multi-event bookings, the team can agree preferential rates with your procurement department. Email hello@getapeptalk.com to discuss.

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Booking a speaker with PepTalk starts with a short brief: your event, audience, date, budget, and format. Send it through getapeptalk.com or hello@getapeptalk.com and you'll get a shortlist within 24 hours. Once you choose, PepTalk handles contracts, fees, travel, and logistics end to end.

I need a last-minute speaker. Can PepTalk help?

Yes. PepTalk regularly handles last-minute requests and can secure or replace a speaker, host, or comedian quickly, often within days. Availability narrows as the date nears, so get in touch as early as you can. Email hello@getapeptalk.com with your requirements.

How much does it cost to book a speaker through PepTalk?

Speaker fees vary by profile, format, and location. In the UK and Europe, virtual keynotes typically start around GBP 2,000, with top in-person speakers reaching GBP 25,000+; in the US, fees run from about USD 5,000 to USD 100,000+. Share your budget at getapeptalk.com and we'll shortlist to fit.

Can I book a speaker who isn't listed on the PepTalk website?

Yes. If a speaker isn't listed, tell PepTalk their name and the team will approach them for you. The network extends well beyond the public roster, and PepTalk regularly books speakers who don't appear on the site. Email hello@getapeptalk.com with the name.

How quickly will I get a speaker shortlist?

You'll receive a hand-picked shortlist within 24 hours of sharing your brief. Each suggestion comes with profiles, fees, and PepTalk's recommendation on the strongest fit. If you need options sooner for an urgent event, say so and the team will move faster. Start at getapeptalk.com.

Can PepTalk help plan the speaker programme for my event?

Yes. Beyond booking a single speaker, PepTalk helps shape a full programme, matching voices to your agenda, audience, and goals across a day or a series. It is a consultative service, not just a booking. Tell us about your event at getapeptalk.com.

What does 'typical fee range' mean?

Speaker fees vary based on factors like event location, format, and availability. The 'typical fee range' figure gives you a baseline of someone's local, in-person rate sits, and we'll confirm the exact fee when you get in touch.

What logistics should I prepare before my speakers arrive?

Before your speakers arrive, confirm AV is tested, a green room is ready, and printed schedules are on hand. Prepare warm introductions for each speaker and brief your team on timings. PepTalk speakers come fully briefed, making event-day logistics smoother and stress-free from the start.

What's the difference between a keynote speaker, an MC, and event entertainment?

A keynote speaker delivers an inspiring or informative talk. An MC hosts and guides the event, keeping things on track. Entertainment — like a band or comedian — creates atmosphere and fun. Each serves a different purpose, and PepTalk can help you book the right talent for all three.

Have all the speakers on the website previously worked with PepTalk?

Not necessarily. While the speakers listed on our website may not have worked with PepTalk in the past, they are recognized professionals in the industry and known to engage in similar events and engagements. Alongside direct talent, we work with a wide variety of speaker agents and talent agencies, to ensure we have the best selection of speakers, hosts, comedians and entertainers available.

What information do I need to provide when booking a comedian?

When booking a comedian, share your event format, audience size and demographics, any sensitive topics to avoid, and the tone you're after. PepTalk makes this easy — their booking process guides you through a simple checklist so nothing gets missed and your comedian is perfectly matched to your crowd.

What information do I need to provide when booking a speaker?

When booking a speaker, you'll need your event date, audience details, format, key objectives, and budget. Having these ready makes the process smooth and straightforward. PepTalk's team uses this information to match you with the perfect speaker quickly and efficiently.

Can I book entertainment and speakers as a package?

Yes! At PepTalk, you can absolutely bundle entertainment and speakers into one seamless package. It's a great way to create a fuller event experience while enjoying simplified booking and better value. Our team handles everything together, making the process effortless for you.

How far in advance should I book a motivational speaker?

Book a motivational speaker at least 3–6 months in advance, especially for popular speakers or large events. Top speakers get booked quickly, so earlier is always better. For major conferences or peak seasons, booking 12 months ahead ensures you secure your first choice.

Can I book a speaker for a virtual or hybrid event?

Yes. Most PepTalk speakers deliver virtual and hybrid sessions with live Q&A, and virtual keynotes usually cost less than in-person because there is no travel. Tell us your platform and format and we'll match speakers experienced in online delivery. Start at getapeptalk.com.

How do I brief an insights speaker on my organisation's strategic context?

Share your organisation's top 3 strategic priorities, current challenges, and the audience's role in delivering them. A simple one-page brief works perfectly. PepTalk speakers use this context to tailor insights that feel genuinely relevant — making your event far more impactful.

Can event entertainers customise their act for my company or industry?

Yes! Most event entertainers are happy to tailor their act to your brand, industry, or theme. From weaving in company jokes to incorporating your branding into their performance, personalisation makes all the difference. PepTalk's entertainers specialise in bespoke experiences that feel made just for your audience.