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Welcome back to Behind the Stays, presented by Journey.
This episode kicks off a special series on the future of travel — conversations recorded live in Austin, Texas, at Expedia Group’s EXPLORE Connect — a gathering that brought together some of the most powerful voices in travel tech alongside the top owners and operators of vacation rental management companies from around the world.
I sat down with several of Expedia’s most influential leaders — the folks guiding brands like Expedia, Hotels.com, and Vrbo — to unpack how they’re reimagining discovery, bookings, and experiences in an AI-powered world.
In this first conversation, I chat with Larry Plawsky, Senior Vice President and General Manager of Vrbo. And get this — this was actually Larry’s first-ever podcast interview.
Larry’s a brand builder who’s spent his career rooting for the underdog — from helping revive Old Spice back in the day to scaling massive two-sided marketplaces like Ticketmaster. And now, he’s leading Vrbo into its next chapter within the Expedia Group ecosystem.
We dive deep into:
- How Vrbo plans to take on Airbnb by doubling down on trust and quality — not just scale.
- The single biggest opportunity Larry sees to increase traveler confidence when booking a home.
- How Expedia’s integrated network of brands — from Hotels.com to One Key — gives Vrbo a unique competitive edge.
- And how AI is already reshaping discovery on Vrbo — from smart sorting and review summaries to a vision of what travel planning could look like when chat-based search meets marketplace precision.
Larry’s thoughtful, humble, and sharp — a rare mix of brand soul and analytical rigor — and in this conversation, you’ll hear exactly how one of the most iconic names in alternative accommodations plans to redefine trust and loyalty in the years ahead.
So grab your coffee, settle in, and enjoy this special conversation with Larry Plawsky, SVP and General Manager of Vrbo, right here on Behind the Stays.
Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.
Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.
