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Index/Startups & Founders/Behind the Stays
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This Week in Hospitality: Airbnb Founder's Secret AI Lab, Bass Pro's $300M Resort Bet & The Economy Hotel Franchise Revolt

Behind the Stays · 2026-07-03 · 1h 0m

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Episode notes

Subscribe to This Week in Hospitality wherever you get you podcasts: Spotify - Podcasts - - Zach, Scott, and Edwin dig into three stories reshaping the industry this holiday week. First: Skift's The Big Squeeze Part 2, which spotlights a family in Iowa who let their Wyndham franchise expire, renovated their Super Eight, and beat their old revenue numbers - no flag required. With 1,200+ economy agreements hitting end-of-term by 2030, the off-ramp is more viable than ever. Then: Bass Pro Shops quietly acquiring Cheeca Lodge in the Florida Keys for a reported $300M - a masterclass in brand ecosystem building that's staying firmly in its lane. Finally: Brian Chesky's reported shadow AI lab, what it says about the limits of building inside a public company, and why the chat interface might be the wrong bet entirely. Spice of the week: Edwin on why budget season is the moment to rethink your AI staffing strategy, Scott on hospitality's leadership crisis (not labor crisis), and Zach on why the World Cup turned out to be anything but a non-event. This Week in Hospitality is presented to you by Journey.

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