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.

1. What’s a contrarian belief you have about what today’s travelers actually want from a vacation rental?
2. What’s something happening in the industry that not enough people are talking about — but should be?
3. And finally, what’s one travel trend you’re bullish on, and one you’re a little bearish on?

James McBride is not just a hotelier — he's a visionary storyteller, a daring innovator, and a relentless champion of authentic luxury experiences. What started as his bold vision to redefine hospitality on a remote Indonesian island has become an award-winning global phenomenon, with Nihi Resorts capturing the imagination of travelers worldwide. As the co-founder of Nihi alongside legendary serial entrepreneur Chris Burch (co-founder of Tory Burch), James is at the heart of this extraordinary journey.

In this episode, we dive into:

• James’s fascinating journey from foundational roles at Ritz-Carlton and Rosewood Hotels to pioneering transformative luxury experiences at Nihi Resorts.

• The daring moment he famously published his personal phone number in major newspapers—and how authentic human connection remains central to his hospitality ethos.

• The incredible origin story behind Nihi Sumba, and how James transformed an untouched Indonesian island into one of the world's most celebrated travel destinations.

• Why authenticity and storytelling are indispensable for creating memorable guest experiences.

• Strategies for maintaining genuine human connections in luxury hospitality amid an increasingly digital world.

We also unpack James’s perspectives on:

• What independent hotels can learn about curating truly unique and impactful guest experiences.

• Why meaningful hospitality extends beyond aesthetics, amenities, and luxury trappings.

• How calculated risks and creativity can lead to global recognition and lasting success.

• The critical importance of sustainable, authentic luxury in today's evolving travel landscape.

This episode is for hoteliers crafting authentic luxury, bold brand builders pushing creative boundaries, and travelers seeking experiences that resonate deeply and endure long after their journey home. Connect with James on LinkedIn

Discover Nihi Sumba

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.

If you’ve ever dreamed of running marketing for one of the most iconic resorts in the Caribbean—or just wanted a peek behind the scenes of what it actually takes to make a destination “hot”—today’s episode is for you.

My guest is Jason Kycek, the Senior Vice President of Sales and Marketing at the legendary Casa de Campo in the Dominican Republic. And while Jason’s resume includes time with some of the most respected names in hospitality, what makes this conversation so refreshing is that Jason is a marketer through and through. A builder. A thinker. A tinkerer.

We talk about what it means to market an independent luxury resort in today’s hyper-digital world. Why social media has become the new front door. How culinary strategy, entertainment programming, and influencer partnerships are being reimagined. And how the smartest marketers are building brands and balancing performance expectations—sometimes on a shoestring budget.

Jason also shares his journey—from Wisconsin to the DR—and what he’s learned leading marketing across both institutional hospitality groups and independently owned gems.

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.

What started as a furlough-era side project on Instagram is now a full-fledged media brand reaching over 400,000 boutique hotel obsessives — and Brandon Berkson, founder of Hotels Above Par, is just getting started.

In this episode, we dive into:

• Brandon’s unshakable obsession with boutique hotels (he used to play hotel as a kid — not kidding)

• How a background in PR shaped his approach to storytelling, strategy, and aesthetic curation

• The origin story behind Hotels Above Par — and how a single Instagram caption became the launchpad for a globally respected travel media platform

• Why partnering with tourism boards (not just hotels) is a win-win-win

• How paid partnerships, affiliate bookings, and Substack newsletters drive real revenue (this isn’t just a vibes operation)

• Why he’s bullish on newsletters, hospitality humans, and high-touch check-ins — even as AI eats media

We also unpack Brandon’s POV on:

• What most independent hotels are still getting wrong on Instagram

• Why newsletters are having a renaissance moment (and how hoteliers should use them)

• How journalists are evolving into modern creators (and what makes them more trustworthy than traditional influencers)

• What makes a travel giveaway actually work — and why you’re probably doing it wrong

This one is for the independent hoteliers fighting the good fight, the brand builders playing the long game, and the travelers who crave places with soul. Follow Hotels Above Par on Instagram Follow Brandon on LinkedIn Explore the Hotels Above Par Website

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.

• Why building brand and operating company and real estate platform was a bet they were willing to lose sleep over
• How their new partnership with Marriott gives Trailborn scale — without sacrificing soul
• The early seeds of personalization in hospitality — and how Trailborn plans to lead with both human intuition and machine intelligence
• Why AI won’t replace great service — but it might finally deliver on it

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.

Cory Schisler isn’t just building beautiful hotels and restaurants — he’s rethinking what hospitality actually feels like.

He’s worked with brands like Proper and Viceroy, co-founded The Madrona in Healdsburg, and has a sharp eye for the subtle — and not-so-subtle — ways hospitality has evolved (and where it still needs to catch up).

In this episode, we unpack: – The early experiences that shaped Cory’s hospitality worldview – How to balance timeless service with modern guest expectations – The tech that actually enhances hospitality (and the kind that kills it) – Why QR code menus might signal the beginning of the end – What’s next: the rise of micro-resorts and the white space between STRs and hotels

Cory also shares how he approaches concept development, the difference between good and great creative partners, and what it really takes to build a team culture where guests feel seen — and staff feel proud.

This one’s packed with insight for anyone thinking about the next generation of hospitality brands. Learn more about Cory here. Explore The Madrona

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.

Before founding creative studio Corner Booth, Carolyn co-founded Casetta Group, the acclaimed boutique hospitality brand known for transforming forgotten roadside motels into soulful, design-forward stays that actually reflect the communities they’re in. But her journey started far from the boardroom — as a cocktail server at the Ace Hotel in New York, where she first experienced the magic of what a hotel could be when it’s built with intention and feeling.

In this conversation, Carolyn unpacks how her background in the art world shaped her creative vision, how she approaches brand-building from the inside out, and why some boutique hotels manage to feel deeply personal — while others fall flat. You’ll hear her thoughts on balancing timelessness with trendiness, her approach to embedding local artists and narratives into each property, and what she’s learning as she advises clients across the U.S. and Europe through her studio.

Plus:

1. The real reason the front desk might be the most important brand ambassador of all

2. Why copy-paste design is the death of boutique hospitality

3. How to create a “microcosm of the community” — even in a space you didn’t build from scratch

4. Her thoughts on parent brands vs. standalone hotel brands — and where Cassetta fits in

5. The importance of building with soul — and what gets lost when you cut the “extras”

If you’re building a hospitality brand or dreaming up your next project, this episode is a masterclass in curating space, story, and soul. Connect with Carolyn on LinkedIn

Learn more about Corner Booth

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.