Live From VRMA's Exec Summit: What the Smartest Operators Are Really Thinking About Right Now (Part 2)

Welcome back to our special two-part series recorded live at the VRMA Executive Summit in Miami Beach. This gathering brought together some of the sharpest minds and boldest voices in vacation rental management, and we made it our mission to capture real-time insights on what’s top of mind for the leaders shaping this space.

In Part 2, we continue our hot-take conversations with a new lineup of industry experts, diving into the themes of value-driven travel, AI-powered revenue strategy, and the increasing tension between quality and scale.

First up, you’ll hear from Peter Albert, CEO of Coastal Vacation Properties, who shares what it's been like rebuilding his business—and his entire community—post-hurricane in Fort Myers Beach. Peter opens up about the realities of traveler expectations today (spoiler: it’s all about price), and why vacation planners should be treated like VIPs before they even step through the door.

Next, we sit down with Richie Khandelwal, co-founder of PriceLabs, for a high-octane look into the future of dynamic pricing. Richie breaks down what AI means for rate strategy, guest personalization, and the precision of future search—and why your brand’s niche might be your most powerful weapon in an AI-first world.

Then we’re joined by Michelle Williams, General Manager at Atlantic Vacation Homes. Michelle challenges the “growth at all costs” mindset and makes a powerful case for quality over quantity. She also offers a long-view perspective on how guest expectations evolve—and why a well-made bed might matter more than that arcade machine.

Finally, Scott Leggat of Inhabit shares wisdom from decades in the field. We discuss guest loyalty, building a sense of local ownership, and why regulation—not competition—may be the industry’s biggest threat.

If you missed Part 1, go back and hear from Steve Trover (Better Talent), Jacob Mueller (Renjoy), and Michelle Marquis on everything from business travel to PMS data ownership and the future of standardization.

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.

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