Why do so many AI POCs fall short? At AI Field Day #AIFD8, Stephen Foskett talks with Barbara Roos, Founder and Principal of Trailhead Communications, about the disconnect that often emerges between leadership’s AI ambitions and employees’ day-to-day reality. They cover both leaders who move too quickly and leave teams behind, and those who hesitate long enough for shadow AI to take hold. Roos explains how meeting people where they are, from enthusiastic early adopters to more cautious employees, can help organizations build an AI culture that lasts.