Explore the challenges faced by Chief Information Security Officers (CISOs) in today's complex cybersecurity landscape through this keynote address from the Hack In The Box Security Conference. Delve into the balancing act of enterprise defense, examining issues such as the evolving threat landscape, shortage of infosec expertise, rapid obsolescence of security products, and increasing compliance requirements. Gain insights from the speaker's 18 years of experience working with global organizations as an offensive testing vendor, and learn about the characteristics of highly effective CISOs and internal infosec teams. Discover strategies for navigating the "razor's edge" of information security, including understanding organizational relationships and culture, addressing cybersecurity capability asymmetry, leveraging swarm intelligence, and applying spiral dynamics. Reflect on leadership challenges, core DNA of security teams, and the importance of empowerment in cybersecurity roles. Consider the ultimate dilemma faced by CISOs and contemplate the future direction of the field. Read more