Booking’s big AI gamble: Beating ChatGPT at its own game
📅 Sep 12, 2025: Booking Holdings introduces its "Connected Trip" concept, leveraging its proprietary agentic AI. The AI automates itinerary management, adjusting for delays and personal preferences, like child seats and parking. Ewout Steenbergen, CFO, highlights the focus on accountability over tech hype. The initiative promises cost-cutting and increased customer satisfaction. Notably, Booking’s alternative accommodations have surpassed Airbnb in 16 of the past 17 quarters, now comprising over a third of room nights.
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