In this episode of Next In Line, Cesar sits down with Robert Sullivan, CIO and CISO at Agero and the 2025 National CISO of the Year recipient from the Orbie Awards.
Robert shares his unconventional path into technology leadership, starting in banking and operations before transitioning into telecom, software, and ultimately executive cybersecurity leadership. His journey highlights how many technology leaders discover their path through curiosity, adaptability, and a willingness to step into new challenges.
Throughout the conversation, Robert breaks down what modern cybersecurity leadership actually looks like today. He explains how security leaders must think like business leaders first — balancing innovation, risk management, and operational strategy while protecting critical data and infrastructure.
They discuss how organizations can build strong security cultures across fast-moving teams, why visibility and proactive threat management are essential in today’s cloud environments, and how emerging technologies like AI are changing both cyber defense and cyber threats.
Robert also shares insights on leadership development, working across teams to enable innovation safely, and why collaboration between engineering, security, and business leaders is more important than ever.
This episode offers valuable insights for technology leaders, cybersecurity professionals, and anyone interested in how modern organizations are navigating security, innovation, and leadership in an AI-driven world.