Earlier this week, I found myself at Expedia Group’s Roman offices, seated across from Elisa Ragno for Guess the Guest. The plan, at least on paper, was simple: talk about AI and hospitality. What happened instead was closer to a dérive, a drift across the borderlands where travel, technology, and human complexity leak into each other. Elisa had the admirable courage to ask real questions and the even greater courage to let me answer them without a safety net.
