KEVIN O'LEARY

Serial entrepreneur, top investor and bestselling author — known worldwide as “Mr. Wonderful”


  • Serial entrepreneur & investor: Founder of multiple ventures; has launched or invested in over 80 companies across the U.S. and Canada
  • Global authority in business, finance & markets: Frequently featured on CNBC, Fox Business and other major media as a go-to expert
  • Proven track record of exits & growth: Co-founder of SoftKey / The Learning Company — sold to Mattel after becoming a leading educational-software firm
  • Media personality and deal-maker: Star of hit shows Shark Tank (ABC) and former judge on Dragons' Den (Canada), blending sharp business instinct with broad public presence
  • Speaker on entrepreneurship, leadership & financial intelligence: Combines real-world business experience with candid storytelling — delivering actionable insights for companies, leaders and investors

Kevin O’Leary is a Canadian entrepreneur, investor, bestselling author, and renowned television personality — globally recognized for his work helping companies grow, his investments across sectors, and his straight-talking style.

Born in Montreal in 1954, Kevin studied Environmental Studies and Psychology at the University of Waterloo and later earned an MBA in Entrepreneurship from Ivey Business School. He co-founded SoftKey Software Products (later The Learning Company), which became a reference in educational software. After scaling the business globally, the company was sold to Mattel in 1999, marking one of the most notable exits in its sector.

Following this success, Kevin pivoted toward investing and media. He founded several investment platforms — including O’Leary Ventures and O’Shares Investments — and has invested in dozens of high-potential companies.

His rise to international recognition came with his role as “Mr. Wonderful” on Shark Tank, and earlier as a judge on Dragons’ Den, where he became known for his blunt honesty and sharp business acumen.

Today, as a keynote speaker, Kevin draws on decades of entrepreneurial success, investment experience, and financial expertise to guide audiences and organizations toward strategic growth, financial intelligence, and entrepreneurial mindset.

Kevin tailors each of his presentations to the needs of the audience. He's not limited to the topics listed below; please inquire about other topics of interest:

  • Entrepreneurship & Venture Building
  • Investment & Financial Markets
  • Business Strategy, Scaling & Exits
  • Leadership, Risk & Decision-Making
  • The Future of Work & Business in Changing Economies

Cold Hard Truth: What It Takes to Win in Business & Life

Kevin delivers an unvarnished and actionable speech about what it truly takes to succeed — discipline, smart investing, clarity, and willingness to make tough decisions. He shares lessons from his career, his investments, and his time on Shark Tank.

The Entrepreneur’s Playbook: From Start-Up to Exit

Based on decades of experience founding and scaling companies, Kevin walks audiences through the steps of building a business, avoiding common pitfalls, and preparing for a successful exit or acquisition.

Dinero Inteligente: Inversión, Mercados y Creación de Riqueza

Un programa revelador sobre cómo interpretar mercados, gestionar riesgo, construir riqueza sostenible y tomar decisiones financieras acertadas en entornos económicos volátiles.
 

Smart Money Moves: Investing, Markets & Wealth Creation

An insightful keynote on personal and corporate investing: how to read markets, manage risk, build long-term wealth, and make informed financial decisions in volatile and uncertain economic contexts.