As AI evolves from static analytical tools to autonomous agents, the governance landscape is shifting beneath our feet. This session tracks the journey from managing deterministic risk in traditional models, through the probabilistic unpredictability of generative AI, to the delegated authority of agentic AI. We will explore the critical transition from "human-in-the-loop" oversight to "human-on-the-loop" observability. Attendees will gain insight into navigating new frontiers, ensuring that as agents gain the power to act, organizations maintain the legal structure to govern them.