This document discusses drivers of AI and digital transformation and the role of the Chief AI Officer (C.AI.O). It notes that by 2022, 75% of globally shipped working assets will have event-driven decision support systems. It asks what is needed to win in the next wave of value from AI and digital transformation, how to prepare data science teams to win, and how to build a value-driven AI playbook. It suggests the C.AI.O is the corporate role best able to find answers to these questions, as the C.AI.O can drive change, value, and competition through data, legal, and policy exploration to maximize appropriate AI use.