Airbnb Founder's Secret AI Lab, Bass Pro's $300M Resort Bet & The Economy Hotel Franchise Revolt

Airbnb Founder's Secret AI Lab, Bass Pro's $300M Resort Bet & The Economy Hotel Franchise Revolt

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. Journey is a loyalty platform built specifically for independent boutique hotels and high-touch hospitality brands. Our mission is to give operators the same powerful rewards engine, data intelligence, and guest insights that major chains rely on — without asking them to give up the individuality, soul, or story that makes their property extraordinary. If you’re an owner or operator of an extraordinary, independently owned and operated hotel or residence — and you want to see whether your property is a fit for the Journey Alliance — you can learn more and apply at https://www.journey.com/alliance [https://www.journey.com/alliance]   Key Topics & Timestamps 00:00 — Intro 07:11 — The Economy Hotel Franchise Revolt 24:36 — Bass Pro’s $300M Resort Bet 35:56 — Airbnb Founder’s Secret AI Lab 45:03 — Spice of the Week   Your Hosts: Zach Busekrus — Journey LinkedIn: https://www.linkedin.com/in/zachbusekrus/ Instagram: https://www.instagram.com/behindthestays/   Scott Eddy — Global Travel & Hospitality Expert @MrScottEddy LinkedIn: https://www.linkedin.com/in/mrscotteddy/ Instagram: https://www.instagram.com/mrscotteddy/   Ben Wolff — Founder of Onera & Oasi LinkedIn: https://www.linkedin.com/in/ben-wolff/ Instagram: https://www.instagram.com/iambenwolff/   Edwin Kramer — Luxury Hotelier Consultant & Former GM LinkedIn: https://www.linkedin.com/in/edwinckramer/ Instagram: https://www.instagram.com/edwinkramer/

Pali Society Goes Bonvoy, Hilton's Incubating 5 New Brands, and Hot Takes with Skift's Hospitality Editor, Sean O'Neil

Sean O'Neill of Skift joins the roundtable this week for a conversation that cuts straight to the fault lines running through the hotel industry right now — distribution versus identity, brand proliferation versus brand meaning, and the wellness promise versus wellness delivery. The panel leads with Pali Society's decision to bring its 16-property California portfolio into Marriott's Design Hotels ecosystem — the single largest addition in the program's history. Edwin draws the line everyone in the independent space is afraid to say out loud: using Marriott as a marketing channel is smart; slowly operating for Marriott guests instead of your own is how you lose the thing that made you worth joining in the first place. Scott is blunter: "Every owner in the world loves independence until they have empty rooms." From there, Sean's own Hilton story lands on the table. Hilton's new CDO is signaling five or six organic brands are coming — and a trademark filing, locked domain, and placeholder social accounts are already pointing toward a lifestyle concept called "Tortoise." The group debates whether the major brand groups, Hilton included, are actually delivering on their supposed superpower. Sean's take: in an AI-discovery world, the question isn't how many brands you have — it's whether any of them mean anything. The conversation gets sharper on wellness — a category where nearly everyone claims the space and very few actually own it. Ben makes the obvious argument: if Oura can sync with fitness apps, why can't Canyon Ranch pull your health data? Edwin adds the counterweight — the freedom to do nothing is the next frontier that nobody's building for. Plus: Soho House gets called out for failing to remember Edwin's green tea order after ten years, Scott's Venice discovery about a pool built in feet instead of meters, and Zach's verdict on San Antonio as the most underrated hotel market in America.   This Week in Hospitality is presented to you by Journey. Journey is a loyalty platform built specifically for independent boutique hotels and high-touch hospitality brands. Our mission is to give operators the same powerful rewards engine, data intelligence, and guest insights that major chains rely on — without asking them to give up the individuality, soul, or story that makes their property extraordinary. If you’re an owner or operator of an extraordinary, independently owned and operated hotel or residence — and you want to see whether your property is a fit for the Journey Alliance — you can learn more and apply at https://www.journey.com/alliance [https://www.journey.com/alliance]   Key Topics & Timestamps 00:00 — Intro 38:13 — Story #1: Palisociety Joins Marriott’s Design Hotels 49:52 — Story #2: Hilton’s New Brand Factory 01:01:51 — Spice of the Week   Your Hosts: Zach Busekrus — Journey LinkedIn: https://www.linkedin.com/in/zachbusekrus/ Instagram: https://www.instagram.com/behindthestays/   Scott Eddy — Global Travel & Hospitality Expert @MrScottEddy LinkedIn: https://www.linkedin.com/in/mrscotteddy/ Instagram: https://www.instagram.com/mrscotteddy/   Ben Wolff — Founder of Onera & Oasi LinkedIn: https://www.linkedin.com/in/ben-wolff/ Instagram: https://www.instagram.com/iambenwolff/   Edwin Kramer — Luxury Hotelier Consultant & Former GM LinkedIn: https://www.linkedin.com/in/edwinckramer/ Instagram: https://www.instagram.com/edwinkramer/

CoStar’s Forecast Reversal, Marriott Hits 10K Hotels, and Amsterdam’s Tourist Tax Revolt

This week opens in full TWIH chaos: Zach and Scott are somehow a mile apart in San Antonio and still not together, Ben is on the Connecticut shore debuting smarter-looking glasses, and Edwin is back in Barcelona sweating through a muted AC situation. Then the guys get into the real stories moving hospitality. CoStar and Tourism Economics upgrade 2026 RevPAR forecasts, but the panel is skeptical. Luxury keeps pulling away, select service is stuck below inflation, and Ben argues the real problem is product-market fit: too many boring midscale hotels charging more without giving guests a reason to care. Edwin warns that the rush into luxury could create a wave of copy-paste properties that look expensive but mean nothing. Scott lands the bigger question: are we measuring industry health while ignoring the health of the guest experience? From there, Marriott hits 10,000 properties with the JW Marriott Ranthambore in India — and the milestone becomes a debate about scale, owner trust, Bonvoy economics, and whether loyalty programs are quietly becoming financial institutions. Edwin points to owners pushing for a bigger slice of Marriott’s credit-card and loyalty revenue, while Ben argues younger hoteliers may not see the same value in flags that previous generations did. The crew digs into whether AI, better data, and a more independent-minded generation of owners could start cracking the big-brand moat. In What’s in Your DMs, Ben is seeing a wave of narrative-driven independent hotel projects, Scott hears from a travel advisor whose clients are bringing AI-generated itineraries for human validation, Edwin is getting flooded by designers looking for work, and Zach admits he built a Claude agent to help find better podcast guests. Finally, Edwin breaks down Amsterdam’s tourist-tax fight, where the city is pushing toward a 20% tax by 2030 and hotel leaders are moving from dialogue to lawsuits. The group debates overtourism, whether cities want visitor revenue without visitor relationships, and why Europe is starting to feel materially more expensive for travelers. Spice of the Week closes with World Cup infrastructure chaos in Miami, six-hour stadium commutes, and Ben’s Messi doppelgänger moment. This Week in Hospitality is presented to you by Journey. Journey is a loyalty platform built specifically for independent boutique hotels and high-touch hospitality brands. Our mission is to give operators the same powerful rewards engine, data intelligence, and guest insights that major chains rely on — without asking them to give up the individuality, soul, or story that makes their property extraordinary. If you’re an owner or operator of an extraordinary, independently owned and operated hotel or residence — and you want to see whether your property is a fit for the Journey Alliance — you can learn more and apply at https://www.journey.com/alliance [https://www.journey.com/alliance]   Key Topics & Timestamps 00:00 — Intro 06:51 — Story #1: CoStar’s Hotel Forecast Reversal 24:00 — Story #2: Marriott Hits 10,000 Hotels 46:50 — What’s In Your DMs: AI Travel Planning & Independent Hotel Momentum 1:00:13 — Story #3: Amsterdam’s Tourist Tax Revolt 1:11:22 — Spice of the Week   Your Hosts: Zach Busekrus — Journey LinkedIn: https://www.linkedin.com/in/zachbusekrus/ Instagram: https://www.instagram.com/behindthestays/   Scott Eddy — Global Travel & Hospitality Expert @MrScottEddy LinkedIn: https://www.linkedin.com/in/mrscotteddy/ Instagram: https://www.instagram.com/mrscotteddy/   Ben Wolff — Founder of Onera & Oasi LinkedIn: https://www.linkedin.com/in/ben-wolff/ Instagram: https://www.instagram.com/iambenwolff/   Edwin Kramer — Luxury Hotelier Consultant & Former GM LinkedIn: https://www.linkedin.com/in/edwinckramer/ Instagram: https://www.instagram.com/edwinkramer/

The Airbnb-Marriott Deal That Almost Happened, MGM Goes Private(?), Journey & Cloudbeds Partner, & What Premium Travelers Want

Two of the biggest casino operators in the world became takeover targets in the same week — and the squad has thoughts. Barry Diller's People Inc. just offered $18 billion to take MGM Resorts private, days after Fertitta agreed to buy Caesars. MGM's own CFO didn't argue the company was fairly valued — he argued investors aren't doing the work. Ben, Scott, and Edwin debate whether public markets are simply too lazy to underwrite experience-driven hospitality, and what the next-generation casino actually looks like. Then: the deal that almost rewrote the industry. On a recent podcast, Airbnb's former Chief Strategy Officer Chip Conley revealed that Marriott and Airbnb spent six months negotiating a major partnership in 2016 — including talk of earning and burning Bonvoy points on Airbnb stays — before Marriott's owners killed it. Was it the most expensive "no" in hospitality history? Plus: Zach got access to Odesia, the AI travel search platform from Sonder's co-founder that just landed $6M from Sequoia — and it's the best AI trip-planning experience he's seen, full stop. And a new survey of 2,000 travelers reveals what premium guests will actually pay more for: quiet rooms, verified sustainability, and tech that connects rather than dazzles. Spoiler — it's a home-field advantage for independents. Spice of the Week covers a sandwich shop that turned away revenue over a tiny dog, why full hotels fool owners into thinking their marketing works, the OTA-fee budget shell game, and Zach's big announcement: Journey's new strategic partnership with Cloudbeds. This Week in Hospitality is presented to you by Journey. Journey is a loyalty platform built specifically for independent boutique hotels and high-touch hospitality brands. Our mission is to give operators the same powerful rewards engine, data intelligence, and guest insights that major chains rely on — without asking them to give up the individuality, soul, or story that makes their property extraordinary. If you’re an owner or operator of an extraordinary, independently owned and operated hotel or residence — and you want to see whether your property is a fit for the Journey Alliance — you can learn more and apply at https://www.journey.com/alliance   Key Topics & Timestamps 00:00 — Intro 05:08 — Story #1: MGM’s Take-Private Bid and the Value of Live Experience 16:31 — Story #2: Marriott and Airbnb’s Partnership That Never Happened 33:43 — Story #3: Travelers Will Pay More for Quiet, Calm, and Credibility 44:54 — Spice of the Week   Your Hosts: Zach Busekrus — Journey LinkedIn: https://www.linkedin.com/in/zachbusekrus/ Instagram: https://www.instagram.com/behindthestays/   Scott Eddy — Global Travel & Hospitality Expert @MrScottEddy LinkedIn: https://www.linkedin.com/in/mrscotteddy/ Instagram: https://www.instagram.com/mrscotteddy/   Ben Wolff — Founder of Onera & Oasi LinkedIn: https://www.linkedin.com/in/ben-wolff/ Instagram: https://www.instagram.com/iambenwolff/   Edwin Kramer — Luxury Hotelier Consultant & Former GM LinkedIn: https://www.linkedin.com/in/edwinckramer/ Instagram: https://www.instagram.com/edwinkramer/

Sonder's Founder is Back, Hyatt's New Growth Strategy, The Human Concierge Book, and L.E/Miami Recap

This week opens at LE Miami — which Scott describes less like a travel conference and more like Coachella for hotel nerds — before the guys dive into the real industry tension underneath the party. Hyatt tells investors to stop counting rooms and start counting fees, arguing that “empty calorie” growth is the wrong metric. But the panel digs into the contradiction: the premium story is Park Hyatt, Andaz, Thompson, and Alila — while the actual growth engine may be Essentials, all-inclusives, and credit card economics. Translation: hotel companies are increasingly distribution platforms, loyalty machines, and maybe even banks. Then Hilton’s Undergraduate by Hilton gets a second look. The name still gets roasted, but the strategy starts to make sense: college towns are wildly underserved, Graduate doesn’t pencil everywhere, and tired select-service boxes are begging for conversion. The question is whether this is lifestyle innovation — or just another brand solving an owner pipeline problem. The guys also react to Sonder co-founder Francis Davidson’s new AI travel startup, Odessia, and debate whether dedicated AI travel agents can win when ChatGPT and Claude already own so much user context. That leads into a bigger conversation about trust, human travel advisors, preference passports, and why overwhelmed travelers may want fewer options — not more. Finally, Minor Hotels makes the case for “asset-right” hospitality, arguing that brands need more skin in the game if they want owner trust. The crew closes with DMs, celebrity hotel speculation, World Cup demand anxiety, and Ben teasing a possible conversion-brand play of his own. This Week in Hospitality is presented to you by Journey. Journey is a loyalty platform built specifically for independent boutique hotels and high-touch hospitality brands. Our mission is to give operators the same powerful rewards engine, data intelligence, and guest insights that major chains rely on — without asking them to give up the individuality, soul, or story that makes their property extraordinary. If you’re an owner or operator of an extraordinary, independently owned and operated hotel or residence — and you want to see whether your property is a fit for the Journey Alliance — you can learn more and apply at https://www.journey.com/alliance   Key Topics & Timestamps 00:00 — Intro & L.E/Miami Recap 05:52 — Hyatt’s New Growth Strategy 16:35 — Hilton’s Undergraduate Brand Bet 24:25 — Sonder’s Founder Is Back: Odessia and AI Travel Planning 33:35 — The Human Concierge Is Making a Comeback 50:00 — What’s In Your DMs? 59:25 — Spice of the Week   Your Hosts: Zach Busekrus — Journey LinkedIn: https://www.linkedin.com/in/zachbusekrus/ Instagram: https://www.instagram.com/behindthestays/   Scott Eddy — Global Travel & Hospitality Expert @MrScottEddy LinkedIn: https://www.linkedin.com/in/mrscotteddy/ Instagram: https://www.instagram.com/mrscotteddy/   Ben Wolff — Founder of Onera & Oasi LinkedIn: https://www.linkedin.com/in/ben-wolff/ Instagram: https://www.instagram.com/iambenwolff/   Edwin Kramer — Luxury Hotelier Consultant & Former GM LinkedIn: https://www.linkedin.com/in/edwinckramer/ Instagram: https://www.instagram.com/edwinkramer/