How to Build a Category-of-One Hospitality Brand in the Age of AI

In an era where AI is optimizing everything—from pricing to property descriptions—the real competitive advantage in hospitality may no longer be data. It may be identity.

In this episode, Janice Wilson, founder of the luxury forest retreat Menizei, and experiential designer Paula Oblen, founder of Hotelements®, break down what it actually means to build a “Category-of-One” hospitality brand. Drawing from Janice’s background in large-scale AI systems and Paula’s two decades designing high-performing experiential properties—including Casa Tierra with Bobby Berk—they argue that optimization alone leads to sameness.

Instead, they explore how identity, emotional intention, and strategic design create durable moats that algorithms can’t replicate. From forest cocooning and longevity-themed A-frames to Return on Design™ and anticipatory guest experiences, this conversation reframes hospitality as both art and capital strategy.

If you’re an investor, operator, or designer wondering how to stand out in an increasingly automated world, this episode is your blueprint for building something unforgettable—and financially defensible.

Behind the Stays Listeners get an exclusive discount when they enroll in "From Place to Category" a destination.design educational experience by Janice and Paula.  Use the code "BTS" (or simply reference it when you apply) to qualify.

 

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.