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.

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 enteri...
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 relation...