The Entrepreneur Disrupting Hospitality - Ben Wolff on Designing Stays That Break the Rules

About this episode

What does it take to capture the modern traveler’s imagination? In this episode of For Your Own Good , I'm in Austin, TX with Ben Wolff. Ben is the co-founder of upscale landscape hotel brand, Onera, and co-founder of experiential hospitality marketing, management and development firm, Oasi. He shares how he’s redefining luxury by designing immersive resorts that evoke emotion, foster connection, and stand out in a competitive market. We explore why attention is the new currency, the secret sauce for virality on Instagram, and how nature has become the greatest amenity in hospitality. Ben also reveals how experiential stays are reshaping the future of hospitality — proving that today’s guests crave memorable moments over traditional luxury. From differentiating in real estate to leveraging property management and marketing as competitive advantages, this conversation is packed with insights for investors, creators, and hospitality enthusiasts alike. Connect with Ben @iambenwolff @stayonera @onerawimbley stayonera.com stayoasi.com Connect with Kassidy @kassidy.warren