New York's 'own goal', the AI voice revolution and a preview of the latest Scale events: What happens when a global event like the World Cup meets hyper-restrictive rental regulations? Leo is joined by Steve Taggert and Damian Sher...

The short-term rental industry is professionalizing at lightning speed. To stay ahead, operators must move beyond "heads in beds". In this episode, we sit down with Frank Bosi, a luxury hospitality veteran from The Ritz-Carlton and Four Seasons...

Leo and Sarah continue the Short Stay Summit mini-series with special guest Andrew Evans, Director of Customer Success (EMEA) at Guesty.With the Short Stay Summit now only weeks away, the countdown is officially on! Andrew joins us to sh...

Sarah and Leo are joined by Jessica Singer of BookingsCloud to discuss the secret to owning your demand in the STR industry with a strategy so powerful, it can cut your reliance on unpredictable OTAs and boost your margins.  If you're feel...

Leo and Sarah kick off the Short Stay Summit mini-series with special guest Martha Wilson from AirDNA. Discover how industry leaders leverage AirDNA’s advanced tools to sharpen decision-making and optimize revenue. Martha dives into...

Discover how to turn one-time guests into loyal advocates with a simple, scalable loyalty loop. In this episode, Steve Haase shares insights on why traditional loyalty programs fall short in the short-term rental world and how to leverage autom...

Is the Great British seaside back? Chris Webb, MP for Blackpool South, joins us to discuss how his iconic hometown is spearheading a national tourism comeback.While many see coastal towns through a lens of nostalgia, Chris argues they ar...

In this episode of The Check-In, Charles Mullany, CEO of Host Genius, discusses the critical transition from viewing property management as a job to recognizing it as a business. He emphasizes the importance of outsourcing, particularly hiring ...

This week, Leo and Sarah are joined by regular contributor Boris Pavlov to dissect the move that just changed the booking game: Ads have arrived on ChatGPT.Is this a new goldmine for the OTAs, or the ultimate direct booking shortcut for ...

Is your short-term rental strategy stuck in 2025? In this episode of The Check-In, hosts Sarah and Leo sit down with one of the STR industry's brightest stars, Hailie Maarie, who has built a staggering 70-property empire in just four y...

Join us as we delve into Kasa's acquisition of Mint House, a strategic move that positions them as one of the largest apartment hotel operator in the US. Discover what this deal could signify for the revenue share model in hospitality, and what...

Join Leo and Damian as they delve into the vibrant world of France's short-term rental industry with Marie Pistinier, at Scale France. Discover how cultural nuances, expectations of international guests, regulatory challenges, and innovative so...

In this episode of The Check-In, Leo and Sarah discuss the evolving landscape of property management, emphasizing the importance of the human touch amidst the rise of AI. They explore how property managers can leverage local expertise, maintain...

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 OV...

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 e...

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 t...

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 t...

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 challeng...

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 t...

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, ...