The AI revolution is upon us, reaching facets of our everyday lives. Health care is ripe for an overhaul; but the journey of transformation will require curious, courageous, and informed health care leaders. Together we will explore the foundational concepts of machine learning, predictive analytics, AI, and generative AI, and how those different models can be applied to workforce planning, scheduling, and staffing phases. Additionally, technological concepts and considerations will be applied to best practice examples to guide leaders with real-world considerations on how to prepare, start, and support the journey of workforce digitization in their health systems.