The Check-In

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The Check-In

Leo Walton and Sarah Nan Dupre

7 episodes

6 days ago

Join Leo and Damian for this special episode recorded live at Scale France. They're joined on the sofa by Louis Andrews, CEO of OVO Network France, about the unique challenges and opportunities in the short-term rental industry. Discover how OVO Network has carved a niche in the French Alps, the importance of brand identity, and the evolving landscape of direct bookings. Whether you're in the industry or just curious, this episode offers valuable insights into the world of high-end chalet ren...

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Episodes (7/7)

The Check-In

Why Brand Identity is Killing (or Saving) Your STR Business

1 week ago

17 minutes

The Check-In

The Guest-First Trap: Why Airbnb is Losing Its Best Hosts

Airbnb was built on partnership, but is that era over? This week, Sarah and Leo interview Steve Taggert of MyGetaways to dissect the platform’s aggressive pivot toward guest loyalty at the expense of host support. We explore the financial impact of commission changes and the growing trend of hosts being sidelined in their own properties. If you’re a host feeling the squeeze, this episode offers vital advice on navigating the new landscape and diversifying your bookings beyond th...

3 weeks ago

36 minutes

The Check-In

The Breakup: Why Southern Europe’s Love Affair With Tourism is Coming to an End

In this episode, Sarah and Leo delve into the complex relationship between southern Europe and its tourism industry. Once a thriving love affair, the region's dependency on tourism is now facing unprecedented challenges. From economic strains to environmental concerns, we explore the factors driving this shift and what it means for the future of these beloved destinations. Join us for the stories behind the statistics as we deep-dive the evolving landscape of tourism in southern Europe.

1 month ago

35 minutes

The Check-In

Has Airbnb Outgrown the Host Community?

In the latest episode of The Check-In Sarah and Leo discuss the significant changes happening at Airbnb, including the introduction of hotel inventory and new cancellation policies. They analyze the implications of these changes for hosts and the broader short-term rental industry, emphasizing the need for hosts to adapt to a more competitive landscape. The conversation also touches on Airbnb's Q3 earnings and the strategic shifts that are shaping the future of the platform.

1 month ago

27 minutes

The Check-In

Does the Airbnb Side-Hustle Still Work? A Host Shares Everything

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 sh...

1 month ago

35 minutes

The Check-In

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

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 f...

1 month ago

40 minutes

The Check-In

The Sonder - Marriott Meltdown

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 failur...

1 month ago

33 minutes