In the realm of digital operations and incident response, where efficiency and resilience are paramount, this episode features Howard Wilson, CFO of PagerDuty. A company that serves as a vital "safety net" for over half of the Fortune 500, especially as they explore new technologies like generative AI, PagerDuty focuses on anticipating disruptions and safeguarding against costly incidents. Howard provides a robust description of PagerDuty's mission and shares his personal story, from growing up in South Africa and his early career in software engineering to his unconventional path to the CFO role. We discuss valuable lessons from his mentors and his philosophy on leadership, problem-solving, and integrating work with life. This is an insightful conversation for anyone interested in the future of digital operations, the evolving role of the CFO, and building a strong company culture.