Most AI transformation roadmaps look polished in a boardroom but collapse once execution begins. This post breaks down the difference between a vision deck and a real operating roadmap that teams can actually use. It explores the essential elements every AI roadmap should include, from focused bets and sequencing logic to decision calendars, named owners, and review rhythms. It also highlights the most common failure points organizations face during AI adoption, including shifting priorities, data challenges, and leadership gaps. A practical guide for executives leading facilitation-driven AI transformation efforts beyond strategy alone.