Fundraising Uptick, Airbnb Strategy Shifts & OTA Headwinds episode artwork

EPISODE · Feb 23, 2026 · 34 MIN

Fundraising Uptick, Airbnb Strategy Shifts & OTA Headwinds

from Good Morning Hospitality · host Skift

On Monday's Good Morning Hospitality, A Skift Podcast, Wil Slickers, Michael Goldin, Brandreth Canaley, and Jamie Lane dig into the latest headlines shaping online travel, short-term rentals, and platform strategy. Otamiser has secured $2M in fresh capital to scale its AI-driven revenue platform for hotels and STR operators, highlighting continued investor interest in tech that boosts OTA visibility and revenue. Airbnb is testing loyalty benefits — exploring non-traditional perks and potential paid-member mechanics that CEO Brian Chesky says could be a “massive accelerant” for repeat stays. The team also breaks down how Airbnb’s hotel strategy is expanding far beyond pilot programs into broader markets, revisiting its competitive stance versus OTAs like Booking.com and others. Tripadvisor CEO Matt Goldberg acknowledged in a confidential memo that recent share price volatility and investor frustration with slow AI progress are weighing on the business, while Sabre Corporation announced layoffs and leadership reshuffles as it pivots toward becoming an “AI-native” tech provider. Connect with Airline Weekly LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/company/airline-weekly/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ X: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://x.com/Airline_Weekly/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/airlineweekly/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/skiftnews/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ WhatsApp: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://whatsapp.com/channel/0029VaAL375LikgIXmNPYQ0L/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@SkiftNews⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and never miss an update from the airline and travel industries.

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Fundraising Uptick, Airbnb Strategy Shifts & OTA Headwinds

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