The Check-In Podcast Por Leo Walton and Sarah Nan Dupre arte de portada

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.

© 2026 The Check-In
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Episodios
  • STR News Round Up
    Apr 2 2026

    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 Sheridan to discuss why New York City is missing out on a massive tourism windfall, and why New Jersey is the one cheering from the sidelines.

    The trio dives into the "boring" trajectory of Airbnb’s latest updates, the risk of "corporate homogenization" in hospitality, and a fascinating look at the future of guest communication. Steve shares how he is using a conversational AI layer to handle 92% of guest inquiries via WhatsApp and voice, proving that technology can actually make hospitality feel more human, not less.

    And with Scale with AI and Scale UK just around the corner, Damian and Steve discuss what we will be treated to, at the events this June.

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    30 m
  • Using the Best Hotel Systems for STR Success
    Mar 27 2026

    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 now at Hostfully, to see what can be learned from the rigorous systems of the world’s leading hotel brands. Frank breaks down the five core pillars of hotel management that every STR owner should implement to increase ADR, owner and guest retention and more!

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    32 m
  • Short Stay Summit Operator Spotlight - Guesty
    Mar 19 2026

    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 share why he is feeling so energised by this year’s show and why the "one-day energy" and the buzz of a London show floor is unbeatable.

    Andrew provides an exclusive look at what the team has been building at Guesty, from advanced automation to the latest tools designed to help property managers scale with confidence in 2026.

    He explains why meeting clients face-to-face at Old Billingsgate is the highlight of his calendar. Plus, find out what Guesty has in store for the event and how their latest innovations are simplifying the day-to-day for hosts globally.

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    32 m
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