Softkey products typically consisted of software for home audiences, especially compilation discs containing various games packaged in "Jewel-case" CD-ROMs. Due to this success, O'Leary abandoned his initial distribution strategy and turned to something more cost-effective; licensing software and marketing it under the SoftKey brand.
O'Leary was an aggressive promoter of the products and gained a reputation for being fanatical over the company's control of their market share.
His brutally blunt and demanding manner, and fierce drive resulted in Softkey wiping out competitors via acquisitions and scrapping products in these companies' software portfolios that didn't sell.
He later sold the company in 1999, for $4 billion.
Sales and earnings for Mattel soon dropped, and …show more content…
O'Leary departed from Mattel and received $5 million in severance pay. Though O'Leary had signed a contract to stay with Mattel for three years, six months after the deal closed O'Leary was fired.
Mattel's shareholders later filed a class-action lawsuit accusing Mattel execs, O'Leary, and former TLC CEO Michael Perik of misleading investors about TLC and the benefits of its acquisition.
O'Leary and his defendants disputed all of the charges, and none of the allegations were proven in court.
O'Leary learned of the opportunity through Toronto entrepreneur Reza Satchu, and invested $500,000 in the business. Through a series of real estate development, storage projects and acquisitions, Storage Now became the third-largest owner of storage services in Canada. O'Leary sold his shares for $4.5 million. In March 2007, O'Leary joined the advisory board of Genstar Capital, a private equity firm that focuses on investing in healthcare services, industrial technology, business services and software.
O'Leary described his investment objectives for the fund with two ideas: yield and capital preservation.
He usually focuses on companies that have nothing associated with oil and gas and companies that sell more than 50 percent of their goods and services in the United
States.