Robert Herjavec established BRAK Systems in 1990, building it into Canada’s largest internet security software integrator before selling it to AT&T Canada (now Allstream Inc.) for $30.2 million in 2000. Prior to this entrepreneurial success, Herjavec gained foundational experience in the tech sector, serving as General Manager at Logiquest, where he began by selling IBM mainframe emulation boards. His diverse early career also included working in film production, notably as a third assistant director and field producer for Global TV covering the 1984 Winter Olympics. After the sale of BRAK Systems, he continued to contribute to the tech landscape as Vice President of Sales at Ramp Network, a company subsequently acquired by Nokia for $225 million.

In 2003, Herjavec founded The Herjavec Group, a security solutions integrator that swiftly ascended to become one of Canada’s fastest-growing technology firms and its largest information technology security provider. Under his leadership, The Herjavec Group achieved annual revenues exceeding $200 million. His business acumen was recognized with prestigious accolades, including the Ernst & Young Ontario Entrepreneur of the Year Award for Technology in 2012, and the Queen Elizabeth II Diamond Jubilee Medal for Outstanding Service to Canada in the same year. Beyond his entrepreneurial ventures, Herjavec garnered widespread public recognition as a prominent television personality and investor.

Herjavec took on the leadership role as CEO and board member of the newly formed entity. In September 2024, he announced his transition from the CEO role at Cyderes, marking a new phase in his distinguished career as a globally recognized figure in technology, investment, and media.