Winner of The Shortyz 2026 Best Travel Influencers of the Year

Jessica Gillingham

Jessica Gillingham Profile Photo

Founder & CEO

From her initial venture Triptoes, which was a 2015 Guardian Start-up of the Year, to an award-winning career in hospitality technology public relations and marketing, Jessica has become an established name in the lodging technology industry.

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Nov. 18, 2025

After the Applause: Real Takeaways from VRMA 2025 with Tim Rosolio, Ela Mezhiborsky, and Jessica Gillingham

Send us a message! VRMA International 2025 is in the books and if you were there, you probably felt it too: this year hit differently. More people, deeper conversations, and a sense that the vacation rental industry is entering a new chapter. But what actually stuck after the applause faded? In this episode, Alex & Annie sit down with Tim Rosolio, Ela Mezhiborsky, and Jessica Gillingham to reflect on what stood out most, not just from the sessions, but from the conversations around the show. ...
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Aug. 14, 2024

The Role of PR in Building Your Vacation Rental Brand with Jessica Gillingham

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this episode, we dive deep into the world of public relations with industry expert Jessica Gillingham, CEO and founder of Abode Worldwide. Jessica shares her unique journey into the vacation rental space, from her early days in Canadian tourism to launching her own booking platform, and eventually founding Abode Worldwide. She off...