In the latest episode of The Check-In, Sarah and Leo discuss the intricacies of managing short-term rental properties on your own, with Sarah interviewing James Kinnersly, who operates properties in the Canary Islands. They explore the challenges of remote management, the importance of local knowledge, the dynamics of online travel agencies (OTAs), and the impact of regulations on the short-term rental market. The discussion also highlights the role of technology in property management and shares insights from industry events.

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.

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.