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The Check-In

The Check-In

De : Leo Walton and Sarah Nan Dupre
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The real scoop on the deals, the data and the drama in short-term rentals.

© 2025 The Check-In Art
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    Épisodes
    • Will AI Agents Kill the OTAs? Google Just Made Its Move

      Will AI Agents Kill the OTAs? Google Just Made Its Move
      Nov 21 2025

      In this week's episode of "The Check-In," hosts Sarah Nan DuPre and Leo Walton dive into the transformative impact of Google's new AI travel tools. Joined by Boris Pavlov, founder and CEO of Flataway, they explore how Google's AI is reshaping the travel booking landscape, potentially sidelining traditional OTAs. Discover what this means for hosts, operators, and the future of travel as Google positions itself as the ultimate travel gatekeeper. Tune in to understand the shifts in the booking funnel and how an agentic AI booking funnel could give a boost to direct bookings in the short-term rental space.
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      41 min
    • The Sonder - Marriott Meltdown

      The Sonder - Marriott Meltdown
      Nov 14 2025

      In this first episode of "The Check-In," hosts Sarah Nan DuPre and Leo Walton dive into the dramatic collapse of Sonder, exploring its impact on the short-term rental industry in general and Marriott specifically. Joined by expert Ben Painter, they unravel the timeline of events, discuss the implications for operators and investors, and ponder the future of hybrid hotel models. Tune in for insights, industry analysis, and the lessons learned from one of the most significant hospitality failures in recent years.
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      34 min
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