Behind the Stays

Meet John Rutledge, founder of Oxford Capital Group and creator of the Godfrey Hotels—an innovative collection of boutique properties that blend upscale luxury with a social, lifestyle-driven experience. With a unique vantage point in both the world of branded chain hotels and independent boutique properties, John’s insights are invaluable for understanding today’s rapidly changing hospitality landscape. In this episode, John discusses: The modern luxury traveler: How today’s travelers are moving beyond materialism to prioritize meaningful experiences, deeper connections, and a balanced lifestyle. The rise of boutique hotels: Why smaller, independent properties are thriving alongside global hotel chains, and how John manages both worlds, creating powerful, in-house hotel brands while working with big-name affiliations like Hilton and Marriott. The Godfrey journey: From acquiring a distressed property to creating a luxury lifestyle brand that resonates with today’s social, experience-driven traveler. Balancing chains and independence: How John navigates the complexities of managing both branded hotels and independent brands, offering a rare perspective on the strengths and challenges of each. OTAs and direct bookings: How the shift toward direct bookings is reshaping the hospitality industry, providing independent hotels with more control over their guest relationships and profitability. The future of luxury: John shares his predictions for the next decade, including the continued growth of experiential travel, lifestyle hotels, and the rise of "bleisure" travel. John’s dual experience of owning and operating both chain-affiliated and independent properties makes this episode a must-listen for anyone interested in the future of hospitality, boutique hotel branding, and entrepreneurial success. His rare perspective provides a roadmap for navigating the evolving demands of today’s luxury travelers and shaping the next wave of hotel innovation. Learn more about Oxford Capital Discover The Godfrey Connect with John Rutledge 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 joinjourney.com/alliance.

Meet Morgan Brown, the force behind new portfolio additions at Inspirato, the premier luxury travel membership that unlocks access to some of the world’s most exclusive homes, hotels, and experiences. Inspirato isn’t just about five-star stays—it’s about curating seamless, high-touch, high-design travel for discerning members who expect the extraordinary. But what exactly do today’s luxury travelers want? And how is the concept of loyalty evolving in an era of shifting preferences? In this episode, we explore: Who the modern luxury traveler really is—and how their desires are changing The future of travel memberships and why exclusivity matters more than ever How Inspirato curates its portfolio of 400+ properties—what makes the cut, and what doesn’t Why business travelers are choosing boutique stays over traditional hotels Hot takes on where luxury hospitality is headed next—from personalization to the rise of “bleisure” travel Morgan offers rare insights into the minds of today’s high-net-worth traveler, revealing what they crave, what keeps them loyal, and where the industry is headed next. If you’re fascinated by the future of curated travel experiences, this episode is a must-listen. 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 joinjourney.com/alliance.

Meet Brian Linton—entrepreneur, brand builder, and now a rising force in boutique hospitality. From founding the sustainable apparel company United by Blue to transforming rundown motels into sought-after boutique stays, Brian has mastered the art of brand storytelling and customer experience. His hospitality journey started unexpectedly in 2020 when he and his wife purchased a neglected roadside motel in Pennsylvania’s Pocono Mountains. What began as a pandemic side project became The Rex, a high-design boutique retreat that quickly gained a cult following. From there, Brian expanded into new ventures—including Ferncrest, a glamping brand that’s pioneering a fresh approach to hospitality franchising. In this episode, we dive into: How Brian went from selling jewelry out of his car to building a $20M apparel brand The unexpected pivot that led him from fashion to hospitality Why boutique motels and glamping are booming—and how social media plays a massive role The business of experience-driven stays: balancing high design with low-touch operations The future of Ferncrest and why he believes the glamping space is ripe for franchising Lessons from scaling a brand in multiple industries—what works, what doesn’t, and what he’d do differently Brian is redefining what it means to build a hospitality brand in the modern era—where content, community, and commerce intersect. If you’re fascinated by the future of boutique hotels, unique stays, and experiential travel, this conversation is one you won’t want to miss. Follow Brian on Instagram Connect with Brian on LinkedIn Learn more about Ferncrest 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 joinjourney.com/alliance.

Sean Breuner and Reuben Doetsch saw an opportunity to transform the short-term rental space long before the industry exploded. In 2017, they set out to build AvantStay, a brand that blends the best of boutique hospitality with the freedom of private homes. Their approach is anything but casual. Every property is meticulously designed, every experience carefully curated. While others rushed into the space during the pandemic, Sean and Reuben were already scaling with precision, setting a new standard for high-end vacation rentals. In this episode, we explore: Why most vacation rental brands fail to scale—and how AvantStay cracked the code The secrets to making a vacation rental feel like a five-star hotel How they built a brand guests actively seek out—not just one that fills OTA listings What today’s luxury traveler really wants—and why it’s more than just a beautiful home Why competitors pouring millions into the space are still struggling to gain traction The future of hospitality: personalization, premium experiences, and the next big shift Sean and Reuben are building more than just a portfolio of stunning homes—they’re redefining what hospitality looks like in the short-term rental space. If you’re interested in the future of luxury travel, this conversation is one you won’t want to miss. Learn more about AvantStay Connect with Sean and Reuben on LinkedIn. 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 joinjourney.com/alliance.

Meet Dan Flannery, a hospitality leader with an extraordinary career, has spent decades redefining luxury travel. From his early days at Marriott to helping launch the Edition brand with Ian Schrager, and now leading operations at Loews Hotels, Dan’s journey is a masterclass in blending vision with execution. Guided by a belief that true luxury lies in refinement and authenticity, Dan’s approach to hospitality is both rooted in tradition and forward-thinking. His story is one of passion, precision, and a relentless pursuit of excellence. In this episode, Zach sits down with Dan to explore his remarkable career and gain a deeper understanding of the trends shaping luxury hospitality today. Tune in to hear how... Dan collaborated with Ian Schrager to launch Edition, crafting a luxury lifestyle brand rooted in creativity and obsessive attention to detail. The definition of modern luxury is evolving, with today’s travelers seeking unexpected, authentic, and deeply personal experiences. Lowe’s Hotels is carving its niche by focusing on destination-driven properties that combine immersive experiences with group events. Independent hoteliers can differentiate themselves in a competitive landscape by building brands with a singular, uncompromising vision. Thoughtful design, from the quality of a room’s olive oil to the flow of a restaurant space, plays a pivotal role in creating unforgettable guest experiences. Dan’s story is a powerful reminder that great hospitality starts with visionaries who aren’t afraid to push boundaries. Whether you’re dreaming of opening a single boutique property or building a brand that scales globally, this conversation offers invaluable lessons from one of the industry’s brightest minds. Connect with Dan on LinkedIn 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 joinjourney.com/alliance.

Meet Frances Kiradjian, founder and CEO of the Boutique Luxury Lodging Association (BLLA) and a leading voice and force in the independent boutique hotel space. Fran’s journey began in the corporate travel world, managing massive accounts like Disney and Toyota. But it was her bold decision to champion the boutique hotel sector—long before it was trendy—that cemented her legacy. Since founding BLLA in 2009, Fran has built a thriving community for independent hoteliers and other hospitality entrepreneurs. In this episode, we uncover: How Fran’s career has been built on bold ideas: From her groundbreaking work in travel technology to the inception of BLLA. The rise of boutique hotels: Why travelers crave unique, high-touch experiences and how boutique properties deliver where big chains fall short. Her passion for innovation. We discuss Fran’s favorite stories from interviewing industry legends, including Sir Richard Branson, and how these encounters shaped her vision for the future of hospitality. Hot takes on the next decade of boutique travel experiences: From Gen Z hoteliers to truly immersive guest experiences, Fran breaks down the trends shaping the industry’s future. Alright friends, without further ado, get ready to meet Fran. Connect with Fran Learn more about BLLLA

Rachel Alday, co-founder of Abode Luxury Rentals, has been quietly redefining what it means to deliver high-end hospitality in the heart of the mountains. With a background in marketing and her husband Rob’s roots in real estate, the duo created a company that marries meticulous service with a deep love for ski-town culture. Abode’s journey began humbly in Park City, but today it spans over 200 elite properties in three coveted destinations: Park City, Jackson Hole, and Sun Valley. Guided by the belief that true luxury is about connection and authenticity, Rachel has built a brand that thrives on personal touches and an unwavering commitment to guest satisfaction. In this episode, Rachel takes us behind the scenes of her luxury rental empire and shares how Abode has earned its reputation as a trusted name in vacation rentals. Learn more about Abode Luxury Rentals Connect with Rachel on LinkedIn This episode is brought to you by IMN! The countdown is on for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! Join me on January 15-16 at the JW Marriott Miami Turnberry Resort where I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – you can use code BTS for an extra 15% off the final tickets. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

Meet Steve Lassman, Vice President of Villas of Distinction—a luxury villa company that’s been curating remarkable vacation homes since the 1980s. Steve’s story runs three generations deep in the travel industry, and he’s worn just about every hat you can imagine—from airline sales to hotel operations—before finding his calling in the world of private villa experiences. In this episode, Steve reveals why Villas of Distinction is all about quality over quantity, and how they’ve nurtured enduring partnerships with top travel advisors around the world. Their approach to vetting every villa (from hot water pressure checks to wine glass counts) is anything but casual, ensuring that each stay meets their lofty “five-star” criteria. And when things get tough—like after a major hurricane—they’ve proven they’ll put the guest experience above everything else. Tune in to hear: How a legacy family business and decades of travel shaped Steve’s hospitality mindset Why a curated portfolio of villas (not 30,000 listings) guarantees the best guest experience Real-life stories of turning “fixer-upper” villas back into five-star stunners The magic of working with a travel advisor—and why it won’t cost you extra Predictions on the next big trends in luxury villa travel (hint: it’s all about experiences) From private island getaways to truffle hunts in Tuscany, Steve’s passion for personalized service is palpable. If you’ve ever dreamed of a tailor-made stay that blends home comforts with high-end indulgence, this conversation is for you. Connect with Steve Explore Villas of Distinction 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 joinjourney.com/alliance.

Meet Ari Smith, co-founder of Balanced Farm, a visionary micro-resort in Vermont that blends sustainable luxury with the power of AI. Ari’s journey began in tech entrepreneurship, where he sold a company to a Microsoft subsidiary and learned hard lessons about innovation, scale, and adaptability. But it was meeting his wife, Hillary (co-founder of Folly Collection), that inspired him to fuse his tech-savvy background with hospitality. Today, on 540 acres of pristine land, Ari and Hillary are reimagining what it means to offer a truly bespoke travel experience. From personalized amenities crafted through intelligent data to off-the-grid energy solutions, Balanced Farm is more than a boutique stay—it’s a living lab pushing the boundaries of comfort, connectivity, and creativity. In this conversation, we explore: Ari’s early tech ventures and what selling to Microsoft taught him about growth The role of AI in delivering hyper-personalized guest experiences Why blending nature, design, and cutting-edge innovation is key to future-forward hospitality How hands-on experimentation, from hydroponics to hidden IoT sensors, shapes their vision What happens when entrepreneurial grit meets the timeless desire for meaningful escapes If you’re curious about the next frontier of hospitality—where authenticity meets ingenuity—this episode is for you. Connect with Ari Discover Balance Farm 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 joinjourney.com/alliance.

Meet Valerie Gangas, a hospitality visionary who’s redefining the guest experience by blending soulful intention, authentic service, and meticulous design. Raised in a family of restaurateurs, Valerie learned the art of hospitality from childhood—serving customers as a four-year-old “pickle girl” in her father’s Chicago eateries. But her journey would be anything but conventional. Driven by both a love for warm, communal spaces and a deep fascination with spiritual connection, Valerie spent years exploring the nexus of comfort, belonging, and transcendence—managing her family’s restaurants, studying comparative religion, and working intimately with organizations like the David Lynch Foundation and Oprah Winfrey’s team. Today, Valerie channels these experiences into Juniper Home, a boutique property management company that curates beautifully designed, minimalist vacation rentals. Every room reflects her core philosophy: that true hospitality is far more than a business—it’s an opportunity to spark meaningful encounters. From ensuring the perfect lighting to orchestrating heartfelt surprises for guests celebrating milestones, Valerie and her team pay attention to every detail, forging environments where visitors find rest, connection, and even a hint of the divine. In this conversation, we explore: How Valerie’s early years behind the line in family restaurants shaped her “guests-first” mindset. Why her deep dive into spirituality—and working with everyone from medical students to media moguls—translates seamlessly into elevated hospitality. The intentional design principles behind Juniper Home’s success, focusing on how simplicity, serenity, and authenticity create transformative travel experiences. The importance of hiring and inspiring a team who embody genuine care, ensuring that guests always feel seen, heard, and understood. How merging the disciplines of real estate, design, and soulful service sets the stage for a new era of boutique travel—one where guests do more than just “get away.” They reconnect, recharge, and remember what truly matters. Discover Juniper Home Connect with Valerie 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 joinjourney.com/alliance.

Meet Blake Smith, the visionary founder of Walden Retreats, a boutique property that masterfully blends the serenity of nature with sophisticated design. Inspired by his years living and working in East Africa, Blake brought lessons from safari camps and Ugandan hospitality back to Texas, reimagining what it means to escape into nature. Walden Retreats, named after Henry David Thoreau's iconic work, offers guests a profound connection to the outdoors—crafted through thoughtful design, simplicity, and intentional experiences. From hand-curated spaces that encourage guests to slow down and reconnect, to the inspiration behind their signature safari tents, Blake's journey from building a social enterprise in Uganda to creating an immersive nature retreat in the Texas Hill Country is nothing short of extraordinary. Tune in to hear: How Blake’s time in East Africa shaped his unique hospitality vision. The story behind Walden’s name and its connection to Thoreau’s philosophy. Why Walden Retreats eschews traditional luxury for thoughtful simplicity. Insights on balancing guest comfort with an authentic connection to nature. The future of Walden as it grows from a 15-unit retreat to an expansive portfolio. Learn more about Walden Retreats Follow Walden Retreats on Instagram Connect with Blake Smith on LinkedIn This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. You can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

As 2024 draws to a close, we’re celebrating the standout conversations that defined our year. Today’s episode revisits your top 10 favorites: #10 The New Era of Exploration: How Today's Travelers Think About Loyalty, Independent Hotels, and Experiential Stays #9 He Buys RV Parks: Predictions on the Future of Camping and Outdoor Hospitality #8 How They Transformed a 100-Year-Old Beach House into a Chic Airbnb (And Booked it Fully in Just 11 Days) #7 How They're Building the Hottest New Tiny Home: The Story of ÖÖD Mirror House #6 How to Merge Luxury, Sustainability, and MICHELIN-Star Experiences — The Story of the Kabn Company #5 Meet the 19-Year-Old Who Builds (and Buys) Unique Stays #4 He Dreamed of Being a Farmer, But Wound Up An Entrepreneur: The Story of Back Forty Glamping #3 Hans Lorei on Building an Instagram Audience from 0 to 100k in 100 Days #2 How They're Building the Airbnb for Houseboats: The Story of FLOHOM #1 The Dark Side of Airbnb: How One Host Lost Everything in a Day Each of these top episodes underscores a common thread: intention. The hosts, designers, and entrepreneurs you’ll hear from don’t just provide a place to sleep. They craft experiences that evoke emotion, foster connection, and invite guests to see travel differently. Whether it’s a lakeside houseboat, a mountaintop treehouse, or a contemporary villa, the essence remains the same—thoughtful, meaningful hospitality that leaves a lasting impression. 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 joinjourney.com/alliance.

Meet Tori Bolt — Co-Founder of Bolt Farm, a celebrated nature retreat in Whitwell Tennessee, offering 23 meticulously designed villas. In 2016, Tori and Seth Bolt embarked on a bold adventure, building their first luxury treehouse—an intimate project that began as a handcrafted wedding gift. What they didn’t know then was that this creative labor of love would spark a new era in experiential hospitality. Long before the surge in unique stays and experiential accommodations, the Bolts were leading the way, crafting spaces that balanced the serenity of nature with the sophistication of high-end design. It wasn’t long before their work caught the attention of Netflix’s The World’s Most Amazing Vacation Rentals, a feature that helped position Bolt Farm as a pioneer in the luxury glamping space. Seth Bolt, a longtime member of the Grammy-nominated band Needtobreathe, brought a unique perspective to the design process. Years of touring and experiencing hospitality across the spectrum informed the couple’s meticulous approach to guest experience. The result? A collection of stays where every detail, from heated marble floors to handcrafted interiors, is intentional, offering guests a haven for rest, connection, and inspiration. In this episode, we explore: How their first luxury treehouse laid the foundation for Bolt Farm’s success. What it meant to be featured on Netflix and how the exposure transformed their brand. The journey from a small collection of unique stays to a full-fledged wellness resort with a seven-day-a-week spa and curated dining options. The couple’s vision for expansion, including discussions around franchising and strategic partnerships that maintain their signature level of quality and charm. Lessons from balancing bold creativity with operational excellence as they scale. Tori and Seth’s story is one of creativity, resilience, and innovation. From their first treehouse to their plans for nationwide expansion, this episode is a testament to what’s possible when you dream big and create with intention. Connect with Seth and Tori Follow Bolt Farm on Instagram This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. You can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

Meet Samantha Hardcastle — founder of The Storied Experience, a Creative Studio Re-imagining Hospitality Destinations, Tourism Experiences & Lifestyle Hotels. Samantha specializes in helping boutique hotels and unique stays craft meaningful guest journeys that inspire connection, curiosity, and reflection. Her journey began in 2011, when she launched a social media marketing company. After years of creating content for boutique hotels, Samantha felt called to dive deeper—beyond the surface of beautiful imagery and into the heart of storytelling. Today, her work helps properties infuse their brand narratives into every touchpoint, offering guests at the world’s most memorable properties something truly unforgettable. Tune in to hear: Samantha’s approach to experience design and why story is the foundation of all her work. How she helps properties create immersive offerings, like a full moon dinner inspired by Aztec lore or a forest whisper confessional that blends nature with human connection. The three "opportunity zones" for creating memorable guest experiences: multi-day retreats, interactive touchpoints, and local collaborations. Why intentional design matters and how properties can create spaces that foster engagement, reflection, and playfulness. Real-world examples of small, cost-effective ideas—like symbolic painted rocks—that spark creativity and connection. Why Samantha believes the future of hospitality lies in embracing authenticity, storytelling, and bold creativity. Connect with Samantha Explore the Storied Experience Website This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – the super early bird rate expires Friday November 22nd and you can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

In just a moment you'll meet Peter Triolo, the General Manager of Archer Hotel Tysons, a standout boutique hotel that's redefining hospitality in Virginia. With over eight years at Archer, Peter has been a driving force behind the brand's growth—from his beginnings at the Archer Hotel Napa to the expansion of unique properties across the country. His journey is all about creating genuine, memorable experiences that resonate with every guest. Archer Hotels are more than just places to stay; they're immersive environments that reflect the soul of their local communities. Each hotel is thoughtfully designed with local inspiration—from the peach murals honoring Tysons' history as a former peach field to daily treats and cocktails that celebrate regional flavors. Tune in to hear: How Archer Hotels craft unique yet consistently welcoming experiences across different locations The brand's philosophy of being playful, careful, and thoughtful in every guest interaction Stories of personalized touches, like handwritten notes and special surprises that make stays unforgettable Peter's insights on maintaining a boutique feel while the brand grows The importance of community connections and supporting local artisans And so much more Discover The Archer Hotel Connect with Peter on LinkedIn This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – the super early bird rate expires Friday November 22nd and you can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

Meet returning guests Monique DeLorenzo and Kerri Gibson, two visionary short-term rental operators who recently piloted an exciting marketing partnership. A couple of months ago Kerri came on the show to share a vision that she and Monique had to bring together four distinct properties, a pair of talented creators, and a shared goal of curating the ultimate New England road trip experience. In this episode, Kerri and Monique discuss what the results of this first-of-its-kind collaboration were… Tune in to hear: The birth of a boutique road trip: How Monique and Kerri turned a bold idea into a full-fledged marketing campaign in partnership with the folks at Lumen Camps and The Maine Cabins. Lessons learned from the journey: From wrangling tourism boards to selecting the perfect collaborators, they share what worked—and what they’d refine. How boutique stays align with shifting traveler preferences: Why personalized, design-forward accommodations are capturing consumer spending. The long-term vision: How Monique and Kerri plan to turn this road trip campaign into a blueprint for regional hospitality experiences across seasons. Why engagement is everything: The surprising metrics—from Instagram followers to DMs—that show their strategy resonated with audiences. Alright friends, without further ado, get ready to meet Kerri and Monique. Connect with Kerri Connect with Monique This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – the super early bird rate expires Friday November 22nd and you can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

In this solo-episode, Zach transports listeners to Dawn Ranch, a boutique retreat in Guerneville, California, nestled in the heart of Sonoma wine country. The property, designed as a haven for creative renewal, invites guests to escape the distractions of modern life and reconnect with themselves. The host reflects on their stay while exploring trends and innovative ideas shaping the future of boutique and experiential travel. Tune in to hear: How Dawn Ranch fosters creative awakenings and why properties like it play a crucial role in helping guests think deeply and recharge. Data-backed insights on the rise of experiential travel, including a 34% increase in spending on travel experiences since 2019. The shift toward boutique hotels and unique stays, with boutique properties growing at nearly double the rate of big-box hotels. Creative ideas for hospitality entrepreneurs, such as niche retreats like book club weekends, gamified treasure hunts, and pop-up wellness labs. The importance of storytelling and designing spaces with soul, and how properties can craft narratives that resonate deeply with guests. Why exclusivity and luxury experiences are pivotal in creating lasting guest connections and fostering loyalty. This episode serves as both inspiration and a roadmap for hospitality innovators eager to embrace emerging trends and offer transformative experiences to their guests. Whether you’re a boutique hotelier, short-term rental operator, or an enthusiast of unique stays, this conversation explores how the future of travel is being shaped by thoughtful, immersive, and creative hospitality. This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – the super early bird rate expires Friday November 22nd and you can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

In this episode Zach sits down with the French Cowboys — Dylan and Franklin — to chat about how they built their business, what the future of boutique hospitality will look like, why experiential hospitality is overhyped, and the pros and cons of owning and managing boutique hotels vs. boutique vacation rentals. Learn more about the French Cowboys. This episode is brought to you by the Short Term Rental Forum hosted by IMN! Join me this January 15-16 at the Miami JW Marriott for the premier Short Term Rental Forum hosted by IMN—the industry leader with over 30 years of experience! I'll be speaking at the forum, and you’ll have the chance to network with 400+ top investors, operators, property managers, lenders, and tech providers in the Short Term Rental space. It’s the must-attend event of the year to elevate your business strategy and connect with the industry's best. Don’t miss out – the super early bird rate expires Friday November 22nd and you can use code BTS for an extra 15% off this lowest available rate. Register now at events.imn.org/str25 – I’ll see you in Miami! 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 joinjourney.com/alliance.

In this special crossover episode of Behind the Stays and The Unique Hospitality Podcast, hosted by my friend Nick Purslow, we bring together two of the most innovative names in experiential hospitality—Ben Wolff of Onera and Isaac French of Live Oak Lake. Known for creating standout micro-resorts and unique stays, Ben and Isaac are veterans of the podcast scene, but this time, they’re answering some questions they’ve never been asked before. Tune in for unfiltered insights on what it takes to create deeply personal, experiential stays that go beyond just beautiful design. Our conversation dives into Ben’s big-vision approach with projects like Onera Wimberley, where scale meets seamless guest experience, and contrasts it with Isaac’s preference for smaller, more intimate stays—designed to immerse guests fully in nature and unparalleled design. We also explore how shifts in consumer spending and a growing preference for authenticity and personalization are reshaping the hospitality landscape and why consumers are looking beyond the traditional, finding luxury in boutique, nature-centric stays that prioritize immersive moments over cookie-cutter amenities. You’ll get Ben and Isaac’s takes on: How Instagram and tech-centric tools are transforming hospitality, enabling small brands to capture attention, build loyalty, and reach consumers at scale, just like industry giants. Why scaling across multiple properties, brand differentiation, and why personal brand-building can be a game-changer in boutique hospitality. Why “build fewer, spend more” is becoming the motto for unique stays, and how these one-of-a-kind locations are meeting consumer demand for high-quality, memorable escapes. Predictions for the future of boutique hotels, from decentralized hospitality chains to collaborative, local-first models. And so much more Listen to The Unique Hospitality Podcast Follow Behind the Stays on Instagram Follow Isaac on Twitter/X or Instagram Follow Ben on Twitter/X or Instagram Learn more about Posh Outdoors 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 joinjourney.com/alliance.

Meet Adam Dailey – an adventurous soul and hospitality innovator who owns a collection of short-term rentals and boutique hotels in San Diego. From an Olympic sports tour operator to a global family traveler, Adam’s journey into hospitality began with a family sabbatical, taking him, his wife, and their four young children around the world. Today, Adam channels that passion for exploration and authentic experiences into managing boutique hotels and vacation rentals that blend charm, service, and design to create truly memorable stays. In this episode, we dive into: Adam’s journey from corporate burnout to launching a hospitality portfolio inspired by his global travels His pivot from owning and managing vacation rentals to owning and managing boutique hotels Why he believes smaller, well-designed properties (20-30 rooms) allow for an exceptional level of personal service Lessons learned from his partnership with Sonder, and the difference between low-touch, tech-driven stays and high-touch, luxury-focused hospitality Why the right touchpoints—like an on-site concierge or thoughtful lobby design—create a feeling of true luxury, even in boutique settings Adam’s insights on navigating the evolution of guest expectations in a saturated market where unique stays are in high demand The role of AI and technology in optimizing operations, without sacrificing the human element that guests crave Alright friends, without further ado, get ready to meet Adam. Follow Behind the Stays on Instagram Connect with Adam on LinkedIn 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 joinjourney.com/alliance.

Meet Jason Thawley, founder of Tree Tents — a one-of-a-kind suspended tree structures. Tree Tents isn’t your typical prefab company. With a product lineup featuring the iconic “Tree Tent”, fuselage-inspired pods, and the whimsical Birdhouse, Jason’s designs offer travelers an immersive outdoor experience that’s as unique as it is sustainable. As the demand for glamping grows, Jason’s creations provide unique stay entrepreneurs a way to offer something truly different, designed to bring guests closer to nature with every moment. Tune in to hear: How Jason’s curiosity and early love of nature inspired his designs The story behind Tree Tents’ first structure—built on a tight deadline for a UK TV series Why immersive design matters in creating memorable glamping experiences Jason’s take on “rooming with nature”—why separate structures make the outdoors part of each stay His vision for affordable, eco-friendly units that meet the needs of small business owners Tree Tents’ growing presence in the U.S., and why the brand is expanding internationally In this episode, Jason shares how each structure is crafted to give guests the feeling of true escape, encouraging them to embrace the outdoors while enjoying a unique, comfortable stay. Whether you’re a glamping enthusiast, hospitality entrepreneur, or just curious about what’s next in nature-immersive design, this conversation offers a glimpse into the future of experiential stays. Learn more about Tree Tents Behind the Stays and its parent company StayWatch have been acquired by Journey — a next-generation loyalty program designed for the modern traveler. Learn more about what Journey is building at JoinJourney.com. Apply to Join the Journey Alliance Connect with Zach on LinkedIn

In this can't-miss episode, host Zach shares the most exciting announcement in the history of the show: Behind the Stays (and its parent company StayWatch) has been acquired by Journey — a first-of-its-kind loyalty program designed to help travelers earn points on unique stays, landscape resorts, boutique hotels, vacation rentals, and more. Joining Zach is John Sutton, the visionary founder of Journey, who brings over a decade of experience from his time at Red Ventures and collaborations with industry giants like Brian Kelly, Founder of The Points Guy. Together, they unveil how Journey plans to bridge the gap between boutique hotels and unique short-term rentals by creating a unified loyalty program that truly benefits both travelers and property owners. Discover how Journey aims to empower property owners with powerful marketing tools, shared insights, and a community that values their independence and brand identity. Learn about the star-studded team behind Journey, including notable figures like Chris Burch (founder of Tory Burch) and James McBride (luxury hotelier), all passionate about transforming the travel landscape. Tune in to hear Zach and John discuss: The vision behind Journey and why it's set to disrupt traditional loyalty programs The creation of the Journey Alliance and how it's uniting exceptional properties Innovative marketing and storytelling tools available to alliance members How Journey plans to offer more meaningful rewards to travelers The role of Journey Studios in amplifying authentic brand stories of hotels and vacation rentals And so much more Sign up for the Journey waitlist Request to be a part of the Journey Alliance Read the exclusive Bloomberg article announcing Journey Connect with Zach on LinkedIn

Meet Edward Haynes — a visionary entrepreneur with roots in the event rental industry, now revolutionizing the luxury glamping space. What started as a pivot during the pandemic has become a mission to help landowners transform beautiful landscapes into high-end, profitable escapes. Edward’s journey reflects the intersection of innovation, craftsmanship, and hospitality, blending unique structures with unforgettable guest experiences. His company EJH Distribution sources and distributes premium accommodations—from safari tents to stunning glass “Tubo” structures—while Posh Outdoors empowers landowners to build luxury stays through profit-sharing partnerships. For Edward, success is more than just unique units; it’s about crafting experiences that make the first and last impressions unforgettable. Tune in to hear: How Edward pivoted from events to hospitality in response to the pandemic The rise of luxury glamping and why travelers are turning away from conventional hotels Posh Outdoors’ unique business model, helping landowners monetize with minimal upfront costs Why Edward believes ski resorts and vineyards will become the next big hubs for luxury stays The challenge of balancing prefab solutions with customization to maintain uniqueness How Posh’s first site in Sky Ridge, Canada will set a new standard for luxury glamping F&B innovations for remote resorts and the power of shared spaces in hospitality Edward’s deep understanding of both events and hospitality means no detail is overlooked, from on-site amenities to the guest journey itself. Whether you’re curious about starting your own micro-resort or fascinated by the latest glamping trends, this conversation offers insights into the future of luxury hospitality. Alright, friends—without further ado, get ready to meet Edward. Learn more about EJH Distribution Learn more about Posh Outdoors Connect with Edward on LinkedIn This episode is brought to you by our friends at Hostfully. Upselling sounds great in theory, but how do you actually do it? How do you know what to offer, and how do you make it seamless for your guests? Well, that’s where Hostfully’s latest eBook comes into play. This isn’t just another generic guide; it’s a goldmine of insights drawn from real transaction data collected from June 2023 to June 2024. We’re talking about the most popular upsells that guests actually buy — from early check-ins to premium amenity access — and how these can significantly enhance your bottom line. But here’s the best part: this eBook doesn’t just leave you with data; it gives you practical advice and checklists to help you start implementing these upsells right away. Whether you’re just getting started with a simple upsell or looking to expand your offerings, Hostfully has you covered. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Eliza Clark, the Co-Founder of Foxfire Mountain House and The Lost Fox Inn, two remarkable boutique hotels in New York and Connecticut. Eliza is an inspiring storyteller turned hospitality entrepreneur who grew up outside of Toronto. From her beginnings as a novelist and TV director for HGTV, to co-founding two breathtaking inn Eliza’s journey is all about crafting immersive experiences that bring people together. The story of Eliza’s journey into hospitality entrepreneurship is really a love story — after a hard divorce, she met now-husband Tim, an executive American chef. It was their romance that ultimately inspired Eliza to take a leap from television to hospitality. Together, they’ve created boutique properties that seamlessly blend history, design, and unforgettable food and beverage experiences. Their hotels aren’t just places to stay; they’re curated environments built with heart, imagination, and a whole lot of hard work. Tune in to hear: How Eliza’s storytelling background influences every aspect of her properties The challenges and joys of running a hospitality business as a family The creative process behind transforming a bioluminescent fungus into a brand story (you won’t want to miss this one!) Lessons from balancing beautifully designed spaces with Tim’s world-class food and beverage programs Why Eliza believes boutique hospitality is about offering personalized, “indie” travel experiences And so much more Alright, friends, without further ado, let’s jump in with Eliza Clark. Book a Stay at Lost Fox Inn Book a Stay at Foxfire Mountain House Follow Lost Fox on Instagram Follow Byrd Studio on Instagram This episode is brought to you by our friends at Hostfully. Upselling sounds great in theory, but how do you actually do it? How do you know what to offer, and how do you make it seamless for your guests? Well, that’s where Hostfully’s latest eBook comes into play. This isn’t just another generic guide; it’s a goldmine of insights drawn from real transaction data collected from June 2023 to June 2024. We’re talking about the most popular upsells that guests actually buy — from early check-ins to premium amenity access — and how these can significantly enhance your bottom line. But here’s the best part: this eBook doesn’t just leave you with data; it gives you practical advice and checklists to help you start implementing these upsells right away. Whether you’re just getting started with a simple upsell or looking to expand your offerings, Hostfully has you covered. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Stephen and Sam Hopkins — the founders of Missing Hotel, a one-of-a-kind retreat nestled in the Texas Hill Country. With 96 acres bordering a nature preserve and uniquely designed domes and villas, the property offers more than just a place to stay—it’s an invitation to disconnect and reconnect with what matters most. We dive deep into their founding story, from working corporate jobs in the energy sector to making the bold decision to take a year-long sabbatical that transformed their lives and careers. Their passion for creating experiences stems from their own love of travel, and with Missing Hotel, they’ve crafted a stay that combines surprise, spontaneity, and simplicity to create meaningful moments for guests. Tune in to hear: How the inspiration for Missing Hotel struck during a sabbatical and a few bottles of rum in Australia The challenges (and a few wild stories) of building unique structures during COVID, including being held at gunpoint over $3,000 Why Stephen and Sam believe in keeping elements of mystery and surprise throughout their guests’ stays Their approach to creating spaces that offer a mental reset through digital detox and immersive, experiential hospitality Their exciting plans to expand Missing Hotel into new states and wilder ideas in the next five years This conversation is packed with insights into creating unforgettable guest experiences, the power of brand storytelling, and the future of experiential hospitality. Discover Missing Hotel Follow Missing Hotel on Instagram Apply for the Experiential Hospitality Community This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Zoey Berghoff, the entrepreneur and visionary who's transforming the short-term rental landscape by creating unique, unforgettable stays—and teaching others how to do the same. Zoey is an entrepreneur, an adventurer, and a mom who travels full-time—all while building an incredible community on Instagram. She's dedicated to helping others leave their 9-to-5 jobs and dive into entrepreneurial ventures in the hospitality space, especially focusing on unique and memorable stays. In this conversation, we dive deep into Zoey's remarkable journey—from leaving her corporate job to becoming a full-time entrepreneur and influencer in the short-term rental world. Tune in to hear: Where the idea of renting out a yurt, her first unique stay, came from The challenges and triumphs of scaling unique stays in remote locations The power of building a personal brand on social media and how it amplifies business growth Why Zoey believes that offering out-of-the-ordinary experiences is the future of hospitality How she balances entrepreneurship and motherhood while traveling full-time with her family Her insights on the next big opportunities in the unique stays and boutique hotel space And so much more. Alright friends, without further ado, get ready to meet Zoey. Connect with Zoey on Instagram This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Reel About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Hillary Flur, the Co-Founder and Co-Visionary behind Folly, a collection of stunning off-grid retreats in the Mojave Desert and beyond that are redefining sustainable luxury travel. Hillary didn’t start out in hospitality. She began her hospitality entrepreneurship journey by renting out a small, kitchen-less studio apartment on Airbnb—but what started as a side hustle quickly evolved into a portfolio of design-forward, off-grid getaways that blend architecture, nature, and luxury in a next-gen, outo-of-this-world sort of way. In this conversation, we dive deep into Hillary’s journey—from surviving her first DIY build in Joshua Tree to creating expansive desert compounds that attract everyone from A-list celebrities to adventure-seeking travelers. Tune in to hear: Where the idea of creating magical, architecturally stunning stays first came from The challenges of scaling unique stays like Folly’s and why they’re betting on pop-up locations next The genius behind Folly’s exclusive membership program and how it offers hyper-personalized stays for their guests Why Hillary believes AI will be pivotal in helping hoteliers and hospitality entrepreneurs hyper-personalize their guest experience at scale Hillary’s vision of having a Folly near every National Park And so much more Alright friends, without further ado, get ready to meet Hillary. This episode is brought to you by our friends at Hostfully. Upselling sounds great in theory, but how do you actually do it? How do you know what to offer, and how do you make it seamless for your guests? Well, that’s where Hostfully’s latest eBook comes into play. This isn’t just another generic guide; it’s a goldmine of insights drawn from real transaction data collected from June 2023 to June 2024. We’re talking about the most popular upsells that guests actually buy — from early check-ins to premium amenity access — and how these can significantly enhance your bottom line. But here’s the best part: this eBook doesn’t just leave you with data; it gives you practical advice and checklists to help you start implementing these upsells right away. Whether you’re just getting started with a simple upsell or looking to expand your offerings, Hostfully has you covered. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Katie Cline, a powerhouse in hospitality PR who’s worked with renowned brands like Ritz Carlton, W Hotels, and St. Regis. But Katie isn’t just a PR strategist—she’s also a vacation rental entrepreneur and the host of Sweet Success, a brand-new podcast where she interviews hospitality leaders from her world of luxury hotels and beyond. Katie's journey into short-term rentals began just over a year ago, blending her deep expertise in PR with a newfound passion for creating unique guest experiences at her own properties. Since then, she’s launched a second vacation rental and is building an exciting podcast focused on the intersection of hospitality, innovation, and guest experience. In this episode, we dive deep into Katie’s multifaceted career, exploring her approach to creating standout PR strategies and how she’s applied her hotel background to the world of short-term rentals. Tune in to hear: How Katie crafted a guest experience at her rentals inspired by luxury hotel standards Her expert take on PR for independent hospitality brands, and why media coverage is key for growth The challenges of maintaining brand consistency across multiple properties and platforms Personal stories of resilience, including how her mother’s Alzheimer’s diagnosis has shaped her journey Connect with Katie on LinkedIn Checkout her podcast Suite Success on Apple Podcasts Subscribe to Podcast Email Updates This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Travis Chambers, the genius behind Outpost X, a mind-bending desert hotel that’s redefining experiential stays. Travis didn’t just wake up one day and decide to build a viral hotel—he first built an ad agency where he worked with brands like Vitamin Water, Turkish Airlines, and Old Navy to create viral social content. After selling the agency for $17 million in 201, he used that capital to create something completely new in the world of hospitality. In this conversation, we dive deep into Travis’s unique approach to hospitality, where he blends art, adventure, and immersive storytelling to create an experience like no other. His goal? To push guests beyond their comfort zones in a place designed to make you feel slightly uncomfortable—in the best way possible. And here’s the kicker: Outpost X is just the beginning. Travis has developed an elaborate storyline that will eventually connect all of his future properties across the world, building a universe where each stay is part of a larger narrative. Tune in to hear: How Travis generated nearly $1 million on Indiegogo to fund the Outpost X build The genius behind designing a hotel that’s more art project than resort, and why some guests call it better than Disneyland while others simply don’t get it Why he believes creating immersive experiences will save humanity in an AI-driven world His ambitious plans to tie every future property into a sci-fi-inspired world And so much more This was one of the most amazing, inspiring, and crazy interviews I’ve ever conducted. You’re going to love it. Check out Outpost X Follow Travis on Instagram Follow Outpost X on Instagram This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Reel About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Nathan St Cyr, the co-founder of Howzit Hostels, a next-generation travel brand transforming hostel stays in the U.S. Nathan and his co-founder Michael have been on the pod before, but Nathan joined us at the recent Unique Stays Summit that Ben Woldff and I hosted so I wanted to bring him back on to share some more details on what he’s building. In this episode, Nathan shares the bold and inspiring journey behind building Howzit—a hospitality brand focused on creating affordable, community-driven, and experiential stays that challenge the traditional hostel model. Nathan and I discuss: How his team recognized the gap in the U.S. hostel market, with over 300,000 hotels but only 309 hostels, and the vision for Howzit Hostels to fill that void. Their mission to grow into a $400 million company while maintaining responsible growth and delivering unforgettable guest experiences. The surprising fulfillment Nathan and his team have found in cultivating the hostel community, which initially started as a pure financial opportunity. The challenges and opportunities in scaling their brand in cities like Austin, Boston, and Denver, and why they focus on underappreciated real estate assets. What sets Howzit Hostels apart from other experiential brands like Selena, and how Nathan's unique approach to hostel development is fueling growth. Tune in to hear Nathan’s thoughtful insights on what it takes to build a large-scale hostel brand in an overlooked market and why Howzit Hostels is perfectly positioned to shape the future of affordable experiential travel in the U.S. This episode is brought to you by our friends at Hostfully. Upselling sounds great in theory, but how do you actually do it? How do you know what to offer, and how do you make it seamless for your guests? Well, that’s where Hostfully’s latest eBook comes into play. This isn’t just another generic guide; it’s a goldmine of insights drawn from real transaction data collected from June 2023 to June 2024. We’re talking about the most popular upsells that guests actually buy — from early check-ins to premium amenity access — and how these can significantly enhance your bottom line. But here’s the best part: this eBook doesn’t just leave you with data; it gives you practical advice and checklists to help you start implementing these upsells right away. Whether you’re just getting started with a simple upsell or looking to expand your offerings, Hostfully has you covered. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Melissa and Sacha Leclair, the dynamic duo behind LD Cabin, an awe-inspiring modern cabin retreat nestled in the stunning mountains of Mont-Tremblant, Quebec. In this episode, Melissa and Sacha share the inspiring journey of how they transformed their love for design and nature into a hospitality brand that allows guests to experience relaxation in its purest form. Melissa, Sacha, and I discuss: The story of how their personal escapism adventures led to building LD Cabin. The wild twists during construction, including accidentally designing for the wrong lot and powering the entire build with a generator for a year. How Instagram and their design aesthetic have played a pivotal role in shaping the cabin’s brand, turning their followers into an active, engaged community that helped influence decisions during the build. The unique partnerships that brought the cabin to life, with everything from custom-built cornhole boards to brand collaborations with KitchenAid and Blackwood Siding. Tune in to hear Melissa and Sacha’s thoughtful approach to designing experiences that not only captivate guests but also immerse them in nature, inspiring repeat visits and creating lasting memories. If you're passionate about unique stays, design, and creating unforgettable guest experiences, this episode is packed with ideas and insights that will leave you inspired. Book a stay at LD Cabin Follow Melissa and Sacha on Instagram Follow LD Cabin on Instagram This episode is brought to you by Enso Connect: My new friends at Enso Connect have created a tool that’s putting AI to work in a way that’s saving hospitality pros countless hours every week. Here’s how it works: Enso Connect’s Guest Messaging Insights tool dives into your guest messages across all booking platforms. Using AI, it analyzes these interactions and pulls out hidden opportunities that you might be missing. And the best part? It’s FREE, and you’ll get your personalized report in just 72 hours. Here’s what this AI-powered report will do for you: Analyze your message volume so you can see exactly where your time is going. Break down common guest questions, giving you the info you need to improve your property listings and FAQs. Provide sentiment analysis to understand how guests feel and spot potential issues before they escalate. Offer personalized recommendations that highlight upselling opportunities you might have overlooked, allowing you to tailor your services more effectively. Get the report This episode is also brought to you by Hudson Creative Studio: This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Arthur Colker, the founder of StayFi,a marketing platform for short-term rental hosts and operators. Arthur and I explore the evolution of marketing in the vacation rental industry. Since StayFi's inception back in 2018, Arthur has observed a dramatic shift in how hospitality entrepreneurs and property managers approach marketing, especially as reliance on OTAs like Airbnb has become less sustainable. Arthur and I discuss The rise of direct booking strategies and the importance of diversifying demand channels. Creative ways property managers are generating ancillary revenue, from upsells to unique guest experiences. How StayFi is empowering short-term rental operators to build email marketing campaigns that capture guest data and drive direct bookings with minimal effort. The role of social media versus SEO and other marketing channels in 2024. And so much more Whether you're a vacation rental host with one property or a property manager with a large portfolio, this episode is packed with actionable insights to help you future-proof your business. This episode is brought to you by StayFi. StayFi makes it easy to collect data from and market to every single person staying in your short-term rental. StayFi lets you create a custom branded WiFi splash page similar to what you might experience when logging onto the WiFi network at your favorite coffee shop. This means you can collect the name, email address, and phone number from every guest staying with you, not just the one who booked…because who doesn’t need to use the WiFi. The best part is that once you have their information, you can use StayFi’s email and text marketing tools to keep in touch and make sure they become a guest for life. Head on over to StayFi.com and be sure to use the code “BTS” at checkout for 50% off your first 3 months. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Austin Phippen, a hospitality entrepreneur balancing the demands of multiple ventures in the heart of Chama, New Mexico. Austin and his wife Karlee are redefining what it means to build a rural hospitality empire, managing everything from a boutique motel to an event venue and even vacation rentals. Tune in as Austin shares his journey from construction to hospitality, how his family’s legacy property sparked a wedding venue business, and the surprising lessons he’s learned about running a motel in one of the most remote, yet scenic, areas of the country. Discover how Austin transformed a family cabin into a top wedding destination, navigated the complexities of managing a motel, and how seasonal challenges shape his business strategy. If you’re curious about what it takes to run multiple hospitality ventures in a small town or how to grow a business with little initial experience, this episode is packed with insights for you. Austin and I also discuss the power of organic growth, the balance between low-touch and high-touch hospitality, and why Austin believes hands-on interaction is key to guest satisfaction. This is a must-listen for anyone interested in rural tourism, family-run hospitality businesses, or those dreaming of building their own legacy in the industry. Learn more about Chama Trails This episode is brought to you by our friends at Hostfully. Upselling sounds great in theory, but how do you actually do it? How do you know what to offer, and how do you make it seamless for your guests? Well, that’s where Hostfully’s latest eBook comes into play. This isn’t just another generic guide; it’s a goldmine of insights drawn from real transaction data collected from June 2023 to June 2024. We’re talking about the most popular upsells that guests actually buy — from early check-ins to premium amenity access — and how these can significantly enhance your bottom line. But here’s the best part: this eBook doesn’t just leave you with data; it gives you practical advice and checklists to help you start implementing these upsells right away. Whether you’re just getting started with a simple upsell or looking to expand your offerings, Hostfully has you covered. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Rena Pacheco-Theard, co-founder of Boutiq, a vacation rental management company that’s blending tech with high-quality guest experiences to transform the industry. From starting Boutiq as a side hustle to enrolling in an Autsin-based startup accelerator, to running a nationwide portfolio, Rena shares how her team has harnessed technology, like their custom revenue management algorithm, to optimize every property. Tune in to hear how Rena is driving innovation in vacation rentals, using partnerships like Capital One Travel to open new booking channels, and why PR is an essential but often overlooked tool in growing a brand. Takeaways include: How Rena and her team built a company that balances boutique-style guest service with cutting-edge technology. Why new booking channels like Capital One Travel are game-changers for reaching untapped guest segments. How Boutique’s custom-built revenue management tools give them a competitive edge over off-the-shelf solutions like PriceLabs. Why PR plays a critical role in attracting homeowners, guests, and investors—and how to do it right. Rena’s take on the future of vacation rentals, and where new opportunities lie for entrepreneurs in the space. Learn more about Boutiq Connect with Rena This episode is brought to you by our friends at AirDNA Want to see if a Treehouse resort in Dubai pencils? You can do so in AirDNA. Want to buy land in Ontario to build a Glamping resort? AirDNA will show you how other, comparable products are performing in the region. Or maybe you’ve already got your stay up and running and you want a better understanding of how your Airbnb compares to others in the market? You can connect your listing to AirDNA and get accurate nightly pricing recommendations based on real-world, real-time demand. AirDNA is the key you need to unlock the insight behind what it’s going to take to bring those big dreams you have to life. Pay just $25/month and access ANY market in the world — AirDNA is cheaper, faster, better, and stronger to use than ever before. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

In this episode, you’ll meet Shari Heilala — the founder of Sage Outdoor Advisory, an appraisal services consultancy for campgrounds, glamping resorts, and experiential hospitality companies. With over 30 years in commercial real estate, Shari shares her journey from valuing hotels at Cushman & Wakefield — one of the world’s largest commercial real estate services firms — to becoming a leader in the unique stays space, helping hospitality entrepreneurs navigate the complexities of financing and underwriting innovative properties. Shari dives into the growing demand for nature-immersive stays, the challenges of securing investment for unconventional assets, and why institutional capital is starting to take notice of this emerging market. She also explores the resurgence of independent hoteliers, driven by a new wave of creative entrepreneurs who are blending luxury, design, and outdoor experiences to redefine hospitality. Whether you're a budding hospitality entrepreneur or a seasoned investor, Shari offers invaluable insights into how to build a successful, data-driven strategy in this evolving, exciting, and at sometimes murky space. Connect with Shari Learn more about Sage Outdoor Advisory This episode is brought to you by Enso Connect My new friends at Enso Connect have created a tool that’s putting AI to work in a way that’s saving hospitality pros countless hours every week. Here’s how it works: Enso Connect’s Guest Messaging Insights tool dives into your guest messages across all booking platforms. Using AI, it analyzes these interactions and pulls out hidden opportunities that you might be missing. And the best part? It’s FREE, and you’ll get your personalized report in just 72 hours. Here’s what this AI-powered report will do for you: Analyze your message volume so you can see exactly where your time is going. Break down common guest questions, giving you the info you need to improve your property listings and FAQs. Provide sentiment analysis to understand how guests feel and spot potential issues before they escalate. Offer personalized recommendations that highlight upselling opportunities you might have overlooked, allowing you to tailor your services more effectively. Get the report About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Corinne Traub, founder of Firefly Ridge, a 17-acre magical glamping escape just 90 minutes outside of Washington D.C in Berkeley Springs, WV. What started as a dream to bring people closer to nature without the hassle of traditional camping quickly evolved into a thriving business that draws guests from across the Mid-Atlantic. In this episode, Corinne opens up about the long search for the right land, the challenges of building 14 luxurious canvas tents, mastering the art of hospitality, and offering unforgettable experiences all of which have yielded 95% of their bookings coming direct. Finally, Corinne hints at her next big venture—a product line for busy parents on the go. Tune in to hear how Firefly Ridge became a reality, and what’s next for this creative entrepreneur Book your stay at Firefly Ridge. Follow Firefly Ridge on Instagram This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Francois Gouelo, the founder of Enso Connect, a guest engagement platform that’s reshaping the short-term rental space. The story behind the founding of Enso Connect starts with a $5,000 mishap during a stay at a vacation rental stay — you’ll have to listen to the full pod for the deets. During our conversation, Francois argues that there's still a major gap in tech innovation in hospitality despite the proliferation of property management systems, guest experience tools, and smart locks. We also discuss: The importance of integrating technology to automate guest interactions, allowing hosts to focus only on solving real issues like complaints, which in turn lead to happier guests. Francois’ breakdown of upsell opportunities that property managers often leave on the table—like early check-ins, late check-outs, and local experiences—which can generate substantial extra revenue with the right timing and approach. The value of focusing on deep, high-quality integrations with a few key platforms rather than trying to be everywhere at once. And his vision for the future of AI in hospitality, This episode is packed with insights for anyone curious about the future of hospitality, from tech-savvy property managers to newcomers looking to scale their vacation rental operations. This episode is brought to you by Enso Connect My new friends at Enso Connect have created a tool that’s putting AI to work in a way that’s saving hospitality pros countless hours every week. Here’s how it works: Enso Connect’s Guest Messaging Insights tool dives into your guest messages across all booking platforms. Using AI, it analyzes these interactions and pulls out hidden opportunities that you might be missing. And the best part? It’s FREE, and you’ll get your personalized report in just 72 hours. Here’s what this AI-powered report will do for you: Analyze your message volume so you can see exactly where your time is going. Break down common guest questions, giving you the info you need to improve your property listings and FAQs. Provide sentiment analysis to understand how guests feel and spot potential issues before they escalate. Offer personalized recommendations that highlight upselling opportunities you might have overlooked, allowing you to tailor your services more effectively. Get the report About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Jeremy Werden, an entrepreneur who has figured out the secret sauce to scale short-term rental co-hosting businesses successfully. In this episode, Jeremy and I dive into Jeremy’s journey, from his early days as a college student trying to make the UNC basketball team starting a small boat rental business on the Lake of the Ozarks in 2018. Tune in to hear how Jeremy leveraged his experiences, from failed startups to managing high-demand properties, to build a portfolio that continues to thrive in 2024. Discover the lessons he’s learned about resilience, the importance of staying ahead of industry trends, and how his new tool, BNBCalc, is helping others in the industry analyze and scale their own investments. Takeaways include: How Jeremy transformed a simple idea into a healthy business that allowed him to leave his day job Why Jeremy survived when others didn’t, and the secrets to thriving in a post-pandemic market. Why he built BnbCalc The game-changing tool every short-term rental investor needs in their toolkit. How Jeremy is helping others quit their 9-to-5s and achieve financial freedom through short-term rentals. And Jeremy's insights on the current market and why it's ripe for new entrepreneurs. Alright friends, without further ado, get ready to meet Jeremy. This episode is brought to you by StayFi. StayFi makes it easy to collect data from and market to every single person staying in your short-term rental. StayFi lets you create a custom branded WiFi splash page similar to what you might experience when logging onto the WiFi network at your favorite coffee shop. This means you can collect the name, email address, and phone number from every guest staying with you, not just the one who booked…because who doesn’t need to use the WiFi. The best part is that once you have their information, you can use StayFi’s email and text marketing tools to keep in touch and make sure they become a guest for life. Head on over to StayFi.com and be sure to use the code “BTS” at checkout for 50% off your first 3 months. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Kerri Gibson, the founder of Chalets Hygge, a collection Scandinavian-style cottages located in the heart of Quebec's Eastern Townships. In this episode, Kerri and I discuss an amazing collaboration that's reshaping how boutique hospitality entrepreneurs can market their properties. Kerri, along with Monique DeLorenzo from The Vermont A-Frame, have worked together to organize a strategic alliance of creators and hosts across New England for a Fall Creator Road Trip. Kerri takes us behind the scenes of this innovative project, where talented creators Maddie and Will from Guest House Creative hit the road, capturing stunning content across multiple short-term rentals and local businesses. Kerri shares invaluable insights on the power of intentionality in partnerships and how aligning with the right creators can elevate your brand without breaking the bank. We dive into detail around: What the goals of the project are How all participants in the roadshow — the creators, Kerri, Monique, as well as the incredible entrepreneurs at Lumen Camps and The Maine A-Frames will share and collaborate on content post-campaign What the big audience growth strategy of a MAJOR giveaway will look like Ideas for how other hospitality entrepreneurs might replicate something like this in their own market And so much more Follow along on this exciting journey by via the Instagram handles below: https://www.instagram.com/will_zimm_/ https://www.instagram.com/maddie_brandon/ https://www.instagram.com/guesthousecreativestudio/ https://www.instagram.com/maineaframe/ https://www.instagram.com/lumencamps/ https://www.instagram.com/thevermontaframe/ https://www.instagram.com/chalets_hygge/ This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Ree About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

In this episode, Zach shares three ideas inspired by Isadore Sharp, Founder of Four Seasons that today's hospitality entrepreneurs can and should take note of as they build their businesses. This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Diana Ossa Sierra, co-founder of D-I-FI, who, along with her husband Josh, is transforming the intersection of architecture, design, and real estate investment in the world of boutique hospitality. Originally architects and construction managers, Diana and Josh were deeply embedded in their demanding careers until a life-altering event in 2021 made them question everything. The tragic loss of their fathers ignited a fire within them to pursue a different path—one that offered more than just professional success but personal fulfillment and freedom. In this episode, Diana takes us through their journey, from the initial struggles of trying to fit into the traditional real estate mold to discovering their true passion for creating unique, wellness-focused boutique hotels. We discuss the challenges they faced, including walking away from two major hotel deals that didn’t align with their vision, and how those experiences ultimately led them to their current project in Palm Springs. Diana shares how they’ve leveraged their architectural expertise to add real value to their projects, the lessons they’ve learned in managing properties across three states, and the importance of finding work that truly excites you. This episode is a must-listen for anyone interested in the future of experiential hospitality and the power of aligning your work with your passion. This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn. Alright friends, without further ado, get ready to meet Diana.

Meet Lorraine Woodward and Adam Norko, from Becoming Rentable, a company on a mission to make short-term rentals genuinely accessible for everyone. Lorraine's story is deeply personal—she was born with muscular dystrophy and is the proud mother of two sons who also have the condition. When traditional vacation properties couldn’t meet her family's needs, she didn’t just accept the status quo—she decided to build something better. In this episode, we chat about: How Lorraine turned a personal challenge into a thriving business that’s changing the game for accessible travel. Some of the biggest misconceptions about what it means to be an accessible short-term rental The massive business opportunities that exist in the space for entrepreneurs interested in building with guests that need accessible stays in mind And so much more Learn more about Becoming RentABLE Connect with Lorraine Connect with Adam This episode is brought to you by StayFi. StayFi makes it easy to collect data from and market to every single person staying in your short-term rental. StayFi lets you create a custom branded WiFi splash page similar to what you might experience when logging onto the WiFi network at your favorite coffee shop. This means you can collect the name, email address, and phone number from every guest staying with you, not just the one who booked…because who doesn’t need to use the WiFi. The best part is that once you have their information, you can use StayFi’s email and text marketing tools to keep in touch and make sure they become a guest for life. Head on over to StayFi.com and be sure to use the code “BTS” at checkout for 50% off your first 3 months. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Today on the pod Zach highlights 10 underrated entrepreneurs creating next-generation travel experiences! Give these incredible folks a follow... Justin Potts — Linear Magazine Sara Roitman — Field & Lake Nick Purslow — Posh Outdoors Boris & Susan — Lumen Camps Hillary Flur — Folly Collection Matt Orley — Red Cottage (acquired businesses, memberships, etc.) Brian Meyer — FLOHOM Becca Schulman Havemeyer — Beach Plum Janice Smith — Cozy Rock David Garber — BrandyWine Grove Amber and Charlie Pledge — KABN Company This episode is brought to you by StayFi. StayFi makes it easy to collect data from and market to every single person staying in your short-term rental. StayFi lets you create a custom branded WiFi splash page similar to what you might experience when logging onto the WiFi network at your favorite coffee shop. This means you can collect the name, email address, and phone number from every guest staying with you, not just the one who booked…because who doesn’t need to use the WiFi. The best part is that once you have their information, you can use StayFi’s email and text marketing tools to keep in touch and make sure they become a guest for life. Head on over to StayFi.com and be sure to use the code “BTS” at checkout for 50% off your first 3 months. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Krystal and Eric Nagel, the adventurous duo behind Nagel Media Company, who have seamlessly blended their love for travel and photography into a thriving media business. In this episode, we dive into their unique journey from living out of a rooftop tent to becoming full-time van lifers and content creators specializing in lifestyle photography for boutique hotels and short-term rentals. We'll explore: How Krystal and Eric transitioned from traditional travel to full-time van life. The inception of Nagel Media Company and its focus on high-quality, authentic content. The misconceptions around influencer marketing and why they choose not to follow the typical influencer path Their vision for creative partnerships in the boutique hospitality sector Their unique business model prioritizes the needs of hosts and provides top-tier content without the need for sponsored posts. Future plans for Nagel Media Company, include expansion and a special project dedicated to their roots in the Poconos. Get ready to be inspired by Krystal and Eric's innovative approach to content creation and their commitment to maintaining authenticity in the hospitality industry. Learn more about Nagel Media Company. Follow Krystal and Eric on Instagram This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Reel Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

In this episode Zach shares 5 big ideas for hospitality entrepreneurs to implement right now... These ideas could be HUGE. Holler at Zach if you're already building one (or more) of these. This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Reel Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Blake Dailey — a former Air Force officer turned boutique hotel entrepreneur. Growing up, Blake dreamed of being in the NFL. And while that never came to fruition, his love for sports instilled in him a sense of discipline and determination that would later fuel his entrepreneurial spirit. After a stint playing college football, Blake's interests shifted toward business, eventually leading him to discover his passion for real estate and hospitality. In this episode, Blake and I delve into his incredible journey from serving in the Air Force to becoming a successful hospitality entrepreneur. We explore how his initial investments in real estate and short-term rentals laid the foundation for his entry into the boutique hotel space. In this conversation you’ll learn: How Blake's early investments and entrepreneurial mindset led him to the boutique hotel industry. The biggest differences between owning and operating short-term rentals and owning and operating boutique hotels The massive opportunity that exists to reimagine outdated motels and transform them into boutique hotels Why entrepreneurs who’ve figured out how to host well shouldn’t be scared of graduating from STRs to boutique hotels Blake's views on the emerging trends in hospitality and the advantages of a regional focus for portfolio development And so much more. Follow Blake on Instagram Learn more about Boutique Hotel Con This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Ben Earley, an exceptional entrepreneur who has made waves across multiple industries—from finance to luxury footwear, and now, to innovative hospitality. In this episode, Ben takes us on his fascinating journey from Wall Street to the world of short-term rentals. As the co-founder of Holt, Ben is building a portfolio of unique and upscale Airbnbs and hotels that stand out for their thoughtful design and exceptional guest experiences. We'll explore: Ben’s early start in finance and how it fueled his entrepreneurial spirit. The story behind his luxury men’s shoe brand, Paul Evans, and the transition to hospitality. Why Ben is building his portfolio overseas, focusing on markets like Romania, Mexico, and Greece. His hot takes on "rental arbitrage" and why he prefers the term "commercial vacation rental." How Holt is vertically integrated, giving them unparalleled control over their properties and guest experiences. Get ready to hear how Ben's innovative approach is setting new standards in the hospitality industry and why he believes in creating spaces that are more than just a place to stay—they’re experiences in themselves. Connect with Ben on Twitter Connect with Ben on LinkedIn Learn more about HOLT This episode is brought to you by our friends at Turno. Turno is the smartest way to schedule, pay, and find vacation rental cleaners — think of Turno as an Uber or Task Rabbit for STR hosts. Simply create an account, describe your listing’s cleaning needs, and Turno will match you with cleaners near you. Turno offers simple, affordable pricing for STR hosts of any size. Single property accounts and Marketplace users get access to all the platform’s tools and features for FREE. And they make working with your existing teams easy too, with plans as low as just $6/month per property. Learn more and earn a $150 Amazon Gift Card after you complete your first cleaning. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Jon Kreye, a professional creator and community builder in the short-term rental space. Jon has become a prominent figure in this niche, known not just for his stunning content but also for fostering a supportive community among hospitality creators. Jon recently hosted his fourth creator retreat in partnership with Nikki & Hayden from Journey More, where they brought together influencers and content creators to share ideas, collaborate, and discuss industry trends. In this conversion, Jon talks about the evolution of creators in the Airbnb and greater hospitality space, the challenges and opportunities within the creator economy, and the importance of professionalizing the role of hospitality content creators. He shares insights on how creators can differentiate themselves, the significance of setting professional standards, how hosts and vacation rental managers can best engage with creators and the strategies that help separate the best creators from the rest of the pack. Discover how Jon and his peers are navigating the complexities of pricing, the value of collaboration over competition, and the exciting potential for partnerships with hospitality brands. Whether you're a property manager looking to enhance your marketing or a creator seeking tangible ideas for how to grow your business, this episode is packed with valuable insights and actionable takeaways. Connect with Jon on Instagram This episode is brought to you by The Content House If you listen to this podcast, you likely care a lot about your brand. You care about building it thoughtfully and purposefully. What I love about Nate and the team at The Content House is that they truly understand this. They care about getting to know your style, your approach, and the unique quirks and features that make your collection of stays special. Their service is full end-to-end social media management and content creation. From shooting stunning videos and photos to editing, posting, and even sourcing influencers to partner with… The Content House specializes in working with hospitality entrepreneurs building well-branded, boutique collections, often in exotic or extra-special locations… Follow The Content House on Instagram Dunlap Hollow Reel Live Oak Lake Reel FLOHOM Reel Villa Stay Texas Reel Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Matthew Orley, CEO of Red Cottage, a premier platform and vacation rental brand for unique stays across the Northeast. Matthew's journey with Red Cottage started as a guest in 2012. Captivated by the brand's consistency, unique portfolio, and potential, he acquired the business in 2022. Now, as the owner, Matthew is on a mission to transform Red Cottage into a regional powerhouse, known for its high-quality homes and exceptional guest experiences. In this episode, Matthew and I discuss: The origin story of Red Cottage and its evolution over the years The innovative membership program Red Cottage launched, which is designed to foster loyalty and make last-minute getaways even more Insights into acquiring vacation rental management companies — Red Cottage just acquired Posto The importance of maintaining brand authenticity while scaling The biggest opportunities for hospitality entrepreneurs right now to build, buy, and sell businesses And so much more Alright friends, without further ado, get ready to meet Matthew. Discover Red Cottage Connect with Matthew on LinkedIn This episode is brought to you by Hudson Creative Studio — the leading web design agency for vacation rental managers. Hudson Creative is offering a special deal for Behind the Stays listeners. When you mention Behind the Stays during your discovery call, you’ll get 10% off any service level option. If you’re serious about taking your hospitality brand to the next level, head over to HudsonCreativeStudio.com/behindthestays. Trust me, Eli and his team will make your website something truly special. And don’t forget to listen to our series, "Unlocking the Secrets of Successful Hospitality Websites," which we’ll link in the show notes below, for a deep dive into what makes these guys the best in the biz. Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.

Meet Paul Zway, the incredible founder of Exclusive Tents, who is joining us live from the lush jungles of Belize. Paul’s journey from a young boy fascinated with wildlife in South Africa to becoming a pioneer in the luxury glamping industry is nothing short of extraordinary. Raised among the snakes and wilderness of a rural community outside of Pretoria, Australia, Paul’s path led him through the vast expanses of Kruger National Park as a game ranger and nature conservationist. In this episode, Paul shares the highs and lows of his entrepreneurial journey, from the struggles of adjusting to city life in the US to the innovative creation of Exclusive Tents — a company that manufactures stunning luxury tents that blend the thrill of outdoor living with high-end comfort, catering to both individual adventurers and world-renowned hospitality brands like Sir Richard Branson’s Virgin. We’ll dive into the nuances of glamping, the evolution of this unique industry, and the emerging markets that hold exciting potential for luxury outdoor accommodations. Paul’s insights are invaluable for anyone interested in the intersection of nature, innovation, and hospitality. This episode is brought to you by our friends at Hostfully. Hostfully Digital Guidebooks are the easiest way to help your guests get to know your property and discover just how special the community that surrounds it is. Hostfully Guidebooks give you a dynamic place to store every bit of information you might want your guests to have — from the wifi password to how to work the hot tub to where to take the best selfies at golden hour. Hostfully empowers you with easy-to-use tools that help you feature a totally curated list of your favorite eateries, pubs, hiking trails, and more — OR Hostfully can automatically create a list of experiences through their Guidebook Wizard if you’ve got dozens of properties and just can’t afford to curate a custom set of recommendations for each one. Learn more here! Want to book a consulting brainstorm with Zach? Send him an email directly at [email protected] or complete this payment link and get immediate access to his schedule where you can book some time with him! About the Show Behind the Stays is brought to you by StayWatch — the internet's best resource for deals on Airbnb, Vrbo, and Booking.com. You can subscribe, for free, at www.staywatch.ai Behind the Stays is hosted by Zach Busekrus, Co-founder of StayWatch, you can connect with him on Twitter at @zboozee or on LinkedIn.