Behind the Stays

Ari Heckman, the Founder & CEO of Ash, shares his journey of redefining hospitality. Growing up in Providence sparked his love for transformative spaces. He discusses how modern travelers crave more than design—they seek stories and experiences that resonate. Ari emphasizes the importance of blending aesthetics with financial sustainability and innovative storytelling in boutique hotels. His insights on developing unique hotel narratives and engaging customer loyalty redefine what it means to create memorable guest experiences.

What if the future of storytelling isn't about bigger platforms — but sharper taste? What if the real shift happening in media isn't just economic... but moral? Today, you’re about to meet Rafat Ali — founder and CEO of Skift, one of the most respected travel media brands in the world. But his story didn’t start there. Rafat grew up in India, a shy kid who stuttered — and somehow rewrote his future with nothing but words and a relentless eye for what others missed. He went from studying engineering to working for tech media icon Jason Calacanis during the first dot-com boom...to later building Skift into a brand so trusted that today, CEOs and world leaders cross conference halls just to get a bro hug from him. In this conversation, Rafat shares why legacy media is collapsing, what too many creators get wrong about influence, and how AI and independent media are re-drawing the map faster than most realize. We talk about why design — not data — will be the real differentiator in the next chapter of content. We dive into the hidden risks of "audience capture" — and why building something truly enduring requires the courage to be misunderstood for a while. And we explore why Rafat believes the next great media empires won't be built by corporations — but by people, building with instinct, action, and radical authenticity. If you care about the future of media, if you're trying to build anything magnetic, or if you just want a rare look inside the mind of one of the industry's true visionaries...you're in the right place. Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance. 

When the COVID-era short-term rental boom hit, a new class of creators quietly redefined hospitality marketing — and today, three of the best in the business join me for a conversation you won't want to miss. In this episode, I sit down with Hayden Hughes, Nicky Hughes, and Mike Iannetta — three pioneers who helped transform treehouses, A-frames, and glamp-sites from hidden gems into viral, booked-out brands. We unpack how they redefined marketing in the short-term rental world, where the future of creator-driven hospitality is headed next, and why they’ve partnered to launch a new guided course to help hospitality brands partner with the right creators. We get into it: Why short-form video changed everything for independent operators What still actually works on social today — and why trends alone won’t save you Why UGC (user-generated content) isn’t enough anymore — and what’s replacing it The hidden burnout creators are facing, and how the next generation of hospitality marketing will be built differently The big opportunity no one's talking about (yet) for boutique hotels and micro-resorts How the best operators are thinking differently about working with influencers And why creators who want to build real businesses are starting to think beyond content You'll also hear the story behind the Journey More Collective, a potential new playbook for scaling authentic creator-driven marketing and get all the details on the value of The STR Influencer Guide Hayden, Nikki, and Mike just released.  If you're an operator wondering how to actually work with creators (the right way) — or a creator dreaming about building a business with staying power — this one’s for you.  Oh, and if you’re interested in accessing The STR Influencer Guide for Operators, you can do so in the show notes below! Alright friends, without further ado, get ready to meet Mike, Nikki, and Hayden.  Purchase The Influencer Guide Connect with JourneyMore Connect with Mike from Strive Hospitality (MikeWillTravel) Watch a Roundtable Discussion with Zach, JourneyMore, Mike, and other Unique Stay Builders 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, I’m joined by Arthur Colker, Founder of StayFi, and Philip Kennard, CEO of FutureStay, to unpack one of the most talked-about moves in short-term rental history: Airbnb’s newly sharpened Off-Platform and Fee Transparency Policy. Depending on who you ask, it’s either a long-overdue consumer protection measure... or a strategic power grab designed to lock in lifetime guest value at all costs. Arthur and Philip bring firsthand insights — and a healthy dose of reality — to a conversation that’s been fueled by fear, misinformation, and a whole lot of LinkedIn hot takes. In this episode, we dive deep into: Why this "new" policy might actually be less revolutionary than most hosts realize — and what’s really different this time The two “buckets” Airbnb is focused on: protecting guests (good) and protecting their margins (more complicated) How vague language, selective enforcement, and the threat of guest complaints create a new dynamic hosts must navigate Why operators building brands off-platform shouldn't panic — but should pay attention to regulatory winds (especially in Europe) What might come next: services marketplaces, tighter control over payments, and the looming specter of pricing parity The psychological game: How vague rules might cause small operators to self-police harder than Airbnb could ever enforce If you’re a rentalpreneur, a professional operator, or someone who’s betting their future on brand-building in the STR world, this episode is a must-listen. We break down not just what’s happening — but what it means for the future of independent hospitality, ownership, and guest relationships in an increasingly walled-garden world. Because as Arthur and Philip both point out: the real battle isn’t about moving one booking — it’s about who owns the guest relationship in the long run. Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.

In this solo episode, Zach shares seven powerful, non-obvious lessons shaping the next era of hospitality—insights drawn from conversations with some of the most forward-thinking operators, creatives, and strategists in the space. From the rise of emotional loyalty and transformational stays to the power of digital atmosphere and placemaking over property management, this episode challenges traditional assumptions and inspires fresh thinking for hotel owners, experience designers, and anyone shaping the future of guest experience. You’ll walk away with: Questions to ask your team (and yourself) right now Real-world examples of brands already doing this well Execution ideas you can implement this quarter Whether you’re a boutique hotelier, a vacation rental operator, or a hospitality creative, this episode will push your perspective and deepen your purpose. Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance. 

You’ve heard of luxury glamping. You’ve seen treehouses and mirror cabins. But you haven’t seen anyone doing it like this. In this episode, I sit down with Meredith Garrett — founder of Stay Minty and Stellara — to explore how she’s redefining what it means to deliver luxury in nature. You may know her for her wildly creative short-term rental brand Stay Minty, with its kaleidoscope of high-design vacation homes and glamping domes. But with Stellara, Meredith is pushing the envelope even further — into the stars, quite literally. We discuss: How she transformed treehouses and mirror cabins into immersive, astrology-inspired sanctuaries that change with the moon. Why she believes experiential hospitality is moving from “boutique” to “transformational.” The math behind scaling nature-based resorts — and how many units it actually takes to make something like Stellara work. Whether food & beverage is the missing link in micro-resort hospitality — and her hunt for the elusive private chef who can bring lunar dinners to life. This conversation is for the dreamers, the builders, and the operators who believe luxury can be intimate, immersive, and wildly imaginative. Meredith is one of the most creative minds in this space — and I think you’re going to leave this episode feeling more inspired (and more curious) than you were before. Connect with Meredith Book a stay at Stellara Follow Stellara on Instagram  Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance. 

Picture this: You’re road-tripping through the Pacific Northwest, and you pull up to a stunning, cliffside micro-resort where elk roam the grounds and the ocean waves crash in the background. Or maybe you’re in the heart of a bustling city, checking into a boutique hotel that oozes local charm and creativity. The problem? These days, everyone from massive chains to up-and-coming brands wants a piece of that “boutique” magic. In this episode, I’m joined by Quentin Incao, founder of Q Hospitality Management, a company that specializes in operating and consulting for some of the most unique boutique properties around. Quentin’s career has taken him from managing iconic independent hotels to building experiential outdoor resorts that redefine what luxury means. We dig into the boutique dilemma: Why are big brands suddenly obsessed with being “boutique”? Has the term lost all meaning now that every major hotel chain has its own “indie” spin-off? And most importantly, how are the real independents – the ones that actually care about authenticity and unique experiences – pushing back? Quentin and I discuss: The rise of brand operating companies and why they’re becoming more common in the boutique space. What makes a great operator for a glamping resort versus a luxury hotel in the city – and why not every team can handle both. Why some boutique hoteliers are choosing to build collections of unique, one-of-one properties instead of expanding a single brand. How the new wave of micro-resorts and landscape hotels are reimagining what it means to deliver a luxury experience. Connect with Quentin on LinkedIn Learn more about Q Hospitality  Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance. 

Imagine growing up in a world where hospitality wasn't just a business — it was family. Where your childhood was spent in boardrooms with industry pioneers, and your teenage years were marked by co-founding an association that would go on to redefine boutique hotels worldwide. Today’s guest, Ariela Kiradjian, has dedicated her life to answering the question: What does it mean to truly preserve the soul and individuality of independent hotels? As the co-founder of BLLA (Boutique & Lifestyle Leaders Association), Ariela is on a mission to protect the spirit of boutique hospitality from being diluted by big chains and mass marketing. Ariela’s story is one of passion, perseverance, and an unwavering commitment to authenticity. Raised by a mother who was already a force in the travel world, Ariela was exposed to the inner workings of boutique hotels from a young age. By 14, she was launching BLLA alongside her mom, setting out to amplify the voices of hoteliers who value individuality and craft. In this episode, Ariela takes us on a journey through: The evolution of boutique hospitality: How big chains hijacked the word “boutique” and why it’s time to reclaim it. The real essence of boutique hotels: It’s not just design — it’s about intimacy, independence, and soul. The funding dilemma: Why finding capital for true boutique projects remains a challenge — and how BLLA is fighting to change that. The boutique advantage: Why hotels that invest in experience and individuality are poised to thrive. Ariela’s passion for preserving the heart of boutique hotels is infectious, and her insights are a masterclass in what it means to blend business with soul. Connect with Ariela on LinkedIn Learn more about BLLA   Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance. 

Imagine being nine years old, on your first-ever family trip to Disneyland, only to have your hotel room broken into and your precious park tickets stolen. Then, just as hope seems lost, a stranger knocks on the door and hands your family their leftover Disney passes, saving the day. That moment didn’t just shape Stephen Petaskey’s childhood — it laid the foundation for his entrepreneurial journey and his passion for creating remarkable travel experiences. Today, Stephen is the visionary behind Luxus Vacation Properties, a company known for redefining luxury travel by blending consistency, comfort, and a human touch. In this episode, Stephen shares how that early lesson in resilience and generosity set him on a path to building one of the most respected names in luxury vacation rentals. From managing private vacation clubs to developing global branded stays, Stephen has spent nearly two decades perfecting what it means to create certainty in travel. We dive into: The Birth of Luxus: How a personal need for family-friendly travel inspired a multimillion-dollar portfolio. The Four Pillars of Luxury: The unshakable standards that make every Luxus stay unforgettable. Playing the Long Game: Why Stephen believes in building a brand one remarkable experience at a time. The Future of Luxury Travel: How branded vacation homes can stand toe-to-toe with luxury hotels. Finding Balance in Growth: Merging the flexibility of OTAs with the consistency of a branded portfolio. Stephen’s story is proof that the best brands aren’t built overnight — they’re crafted through persistence, innovation, and a genuine desire to leave a lasting impression. Whether you’re curious about the evolution of luxury vacation rentals or looking for inspiration from a hospitality industry pioneer, this conversation is not to be missed. Learn more about Luxus Connect with Stephen 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 journey.com/alliance. 

What happens when two lifelong friends and engineers decide to stop dreaming about their mountain getaway — and start building it from scratch? Meet Dave Mayo and Matt Kamp, the co-founders of New River Ridge—a design-forward micro resort perched on 14 acres in the Blue Ridge Mountains of North Carolina. These guys aren’t developers. They’re not influencers. And they’re definitely not hotel veterans. But what they are is obsessed with building a better kind of retreat. One where couples can truly disconnect, recharge, and rediscover each other in nature—without sacrificing thoughtful design or high-end comfort. In this episode, we unpack: – How a shared dream turned into a full-blown SBA-funded hospitality business – Why they traded prefab shortcuts for custom stick-built cabins—and what most people misunderstand about that decision – The zoning workarounds, financing hurdles, and site planning pivots that nearly derailed the project – How they’re navigating build-in-public storytelling while still holding full-time jobs – Why they believe in building lifestyle assets, not just investment properties—and how that mindset shapes every decision Whether you’re a builder, dreamer, or first-time founder with land on the brain, this episode is your permission slip to start small—and think big. Follow New River Ridge on Instagram Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.