Dr. Karandeep Singh brings two worlds together: programming and medicine. In this conversation, he explains how early experiments with code led him to biomedical informatics, why gaps between paper performance and clinical reality must be confronted, and how governance committees weigh ethics and safety. Now serving as Chief Health AI Officer at UC San Diego Health, he reflects on lessons from deploying sepsis prediction tools, the risks of hype, and the promise of integration. For clinicians, Singh’s story is a reminder that the best AI is guided by patient care, deep expertise, and humility about the limits of technology.