Michelle Gilliland

Michelle Gilliland Profile Photo

Vice President, Sales

Michelle Gilliland is Vice President of Sales at Savvy, where she leads sales strategy, strategic partnerships, and property manager growth. Before joining Savvy in 2023, she spent nearly a decade at Vrbo, part of Expedia Group, leading global business development.

With more than 20 years of experience in sales leadership, business development, travel technology, and marketplace strategy, Michelle is passionate about advancing the vacation rental industry and helping property managers build stronger, more profitable businesses. She is an active member of the VRMA community, serving on both the Membership and Ambassador Committees, and serves on the advisory board of Mountain Travel Symposium.

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Oct. 14, 2026

The Battle for Brand Recognition: Who Gets the Credit for a Five-Star Stay? with Michelle Gilliland of Savvy

A guest books a beautiful vacation rental, has an incredible stay, and leaves with memories worth sharing. But when they tell others about their experience, whose brand do they remember? In this episode, Alex & Annie sit down with Michelle Gilliland, VP of Sales at Savvy, to explore what it takes to build a recognizable brand in a market where OTAs dominate traveler attention. Drawing from nearly 15 years of experience in the vacation rental industry, Michelle brings a unique perspective o...