In this episode, host David McClelland sits down with Bashir Agboola, Chief Technology Officer at the Hospital for Special Surgery (HSS), to explore the rapidly evolving role of technology in healthcare. As hospitals increasingly rely on AI, automation, and data-driven insights, the healthcare sector faces new challenges—from cybersecurity threats to the ethical implications of AI in patient care. Bashir shares how HSS is leveraging technology to enhance patient outcomes, streamline operations, and stay ahead of emerging risks. They discuss the delicate balance between innovation and security, the role of AI in optimizing clinical workflows, and why leadership buy-in is essential for digital transformation. Bashir also highlights the biggest cybersecurity threats facing healthcare organizations today and offers practical strategies to safeguard sensitive medical data. Beyond the tech, Bashir reflects on his career journey, leadership philosophy, and the lessons he's learned navigating complex digital transformations in a high-stakes industry. With technology reshaping healthcare at an unprecedented pace, how can CIOs and CTOs drive innovation while ensuring security and compliance? And what happens when healthcare falls behind?