AI has moved from experimentation to executive expectation, yet many enterprises are still applying the wrong mental model: planning for certainty in systems defined by uncertainty. In this keynote, Sheldon Monteiro, Chief Product Officer at Publicis Sapient, explores why traditional product practices—annual planning cycles, static roadmaps, and demo-led AI initiatives—are no longer enough. As AI changes the nature of work, product leaders must learn to separate what can be planned from what must be explored, treat releases as learning systems, and design autonomy as a spectrum rather than a binary choice. Drawing on enterprise transformation experience and AI-enabled product strategies deployed across industries, Sheldon will show how organisations can move beyond pilots and productivity theatre toward measurable business value. Attendees will leave with a practical framework for leading AI-enabled transformation without mistaking speed for progress.