Group Gathered Around A Camp Fire

Live webinar

How STR operators win loyalty in the age of AI

Traditional loyalty programs were never built for short-term rentals. Join operators and tech leaders who are rethinking guest retention from scratch, and learn what actually brings guests back.

date

Language

English

Price

Free

SPEAKERS

Headshot of Francois Gouelo
Enso Connect Logo

Francois Gouelo

CEO & Co-Founder, Enso Connect

John Sutton
Journey Logo

John Sutton

Co-Founder and CEO, Journey

Rachel Alday Headshot
Abode Luxury Rentals Logo

Rachel Alday

Co-owner & Co-founder, Abode Luxury Rentals

Reserve your free spot

Webinar + full replay included

ABOUT THE WEBINAR

STR loyalty, at scale

Guests now expect the recognition they'd get from a global hotel brand. Yet, according to PriceLabs, over 80% forget their host's name within two months. How do we change that? Short-term rentals can deliver what the chains can't: a genuinely personal stay.
Join the conversation, showing how modern short stay operators drive repeat bookings and build deep relationships with guests without chain-size budgets and teams.

Vacation rental returning guests

WHAT YOU'LL LEARN

Five takeaways you can act on.

01

What vacation rental guests are loyal to

Learn what really drives a guest to book the same short stay operator again.

02

Where AI belongs in loyalty

See how vacation rental pros are using AI to drive experience-driven loyalty.

03

How to compete with the chains

Use first-party data and the unique guest experience to win bookings.

04

Loyalty in short-term rentals: where to start

A practical start for building loyalty that drives direct, repeat bookings.

05

Vacation rental loyalty playbook

What an operator have learned about keeping guests coming back.

Your panelists

The voices who have built what they're talking about

Each speaker brings the domain expertise in guest tech, loyalty for independent hospitality and real STR operations.

Headshot of Francois Gouelo
Enso Connect Logo

Francois Gouelo

CEO & Co-Founder, Enso Connect

Co-founder and CEO of Enso Connect, the AI-powered guest experience platform now serving over 7 million guests worldwide and ranked among Skift's Top 250 Vacation Rental Companies. A technologist defining the future of AI-powered hospitality.

John Sutton
Journey Logo

John Sutton

Co-Founder and CEO, Journey

Former President & Chief Digital Officer at Red Ventures. Founded Journey to build the first loyalty program made for independent hotels and private rentals — covering both categories that have historically competed. Backed by Brian Kelly (The Points Guy), Chris Burch, and Lerer Hippeau.

Rachel Alday Headshot
Abode Luxury Rentals Logo

Rachel Alday

Co-owner & Co-founder, Abode Luxury Rentals

Co-owner and Co-founder of Abode Luxury Rentals, a hands-on operator and industry voice who has spent the year challenging the sector's narrow imagination for AI. Brings the operator's perspective on what loyalty actually looks like inside a real, working portfolio of luxury properties.

Get Invited to STR Events

Learn practical strategies to scale your short-term rental business, boost revenue, streamline operations, and unlock the full power of AI.
Our events bring together leading STR operators, tech partners, and hospitality experts to share real playbooks you can use immediately in your business.

Frequently asked questions.

What does loyalty mean for short-term rental operators?

How does AI fit into guest loyalty?

Who should attend?

Do I need to be an Enso Connect or Journey customer to attend?

Is the webinar free? Will I get the recording?

Free

Save your seat at the conversation.

60 minutes with the people redefining loyalty in short-term rentals. Free to attend, recording sent to everyone who registers.

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Recognized as industry leaders

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Software Advice 4.5 Star Badge
© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders

Skift Top 250 Badge
Get App 4.5 Star Badge
VRMA Supplier Badge
Astra Badge
Software Advice 4.5 Star Badge
© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders

Skift Top 250 Badge
Get App 4.5 Star Badge
VRMA Supplier Badge
Astra Badge
Software Advice 4.5 Star Badge
© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.