In an era defined by AI and rapid innovation, the IBM i platform continues to serve as a foundation for mission-critical enterprise computing. This session offers a unique perspective from a seasoned IT leader with over 30 years of hands-on experience—from programming to executive leadership. Attendees will gain actionable insights into modernizing IBM i environments, integrating with cloud and APIs, and shifting team mindsets from maintenance to innovation. Through real-world stories of success and failure, this session bridges the gap between veteran professionals and emerging talent, offering practical strategies for digital transformation, business continuity, and purposeful evolution on IBM i.