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Booking Holdings Deep Dive: The Connected Trip and the AI Question

A detailed two-host summary of FTR Investors' 'Unpacked #17: Booking Holdings' (Oct 13, 2026). Covers the company's history from 1996 Bookings.nl through the 33M Priceline acquisition, the Connected Trip strategy, Q2 2026 results (.35B revenue +8%, 325M room nights, 1B gross bookings), AI initiatives (AI Trip Planner, Penny, ChatGPT rental cars), BKNG Ads, the EU DMA and blocked Etraveli deal, the October 2026 FTC investigation, and the contrarian case that Booking is AI-agent infrastructure rather than roadkill.

The skinny

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