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AI strategy is easy. Real transformation is hard. In this Davos conversation, Cindy Howson—Chief Data & AI Strategy Officer at ThoughtSpot—breaks down what separates enterprise AI leaders from laggards. The discussion moves beyond hype to focus on culture, data readiness, governance models, ROI expectations, and how organizations actually get AI into production. We explore why early cloud and digital transformation matter more than shiny tools, how leaders balance centralized governance with decentralized innovation, and why executives must address both the head (business value) and the heart (people and careers). From CFO skepticism and investor expectations to workforce readiness and education, this is a grounded look at AI as an operating model—not a side project. A practical conversation for executives focused on moving from AI strategy to real, measurable transformation.