A former consultant who moved into teaching at Dartmouth in July 2022 describes how the arrival of ChatGPT that November reshaped course design and classroom practice. The author created a course on “AI and Consultative Decision Making” and has spent three years experimenting with generative tools in pedagogy, arguing that disruptive technology is predictably unpredictable and often arrives in unexpected places. The piece highlights practical classroom experiments and five historical lessons about technological disruption relevant to academic leaders reevaluating curricula and assessment in the AI era.