AI is reshaping white-collar work at unprecedented speed, yet most insurance models remain focused on optimising the past. Tal Gilbert explains why this creates a growing gap between how people work today and how insurance supports them, and what the industry must do next. Drawing on YuLife’s approach to sensing, understanding, and guiding human risk in everyday life, Tal explores how AI can move insurance from processing the impact of change to helping people stay healthy, resilient, and productive through it. This keynote offers a strategic blueprint for rethinking risk, data, and engagement in the age of AI.