From his basement, Kevin launched SoftKey Software Products. As sales took off, Kevin went on an industry consolidating acquisition binge. From 1995 to 1999 he bought out almost every one of his software competitors, including Mindscape, Broderbund and the Learning Company in the industry’s first vicious public hostile battle. In 1999 Kevin sold his company to the Mattel Toy Company for a staggering 3.7 billion dollars, one of the largest deals ever done in the consumer software industry.
To keep his money working hard, he took control of his wealth from his lackluster money managers and founded his own mutual fund company, O’Leary Funds. He raised hundreds of millions of dollars from investors who share his “get paid while you wait” yield oriented, value investing philosophy. He is a founding investor and director of Stream Global, an international business outsourcing company. He is on the investment committee of Boston’s prestigious 200-year-old Hamilton Trust, and is the chairman of O’Leary Funds. He also serves on the executive board of The Richard Ivey School of Business.