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

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

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

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

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

Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.

Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.

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

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

Plus:

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

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

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

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

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

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

Learn more about Corner Booth

Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.

Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.

Khalid Meniri didn’t come from hospitality — but maybe that’s exactly why he was able to see its most obvious blind spot so clearly.

A designer and technologist by trade, Khalid is the founder of Selfbook, the beautifully elegant booking platform that’s quietly powering the next generation of high-end hotels.

In this episode, you’ll hear the remarkable story of how a glass cube on Fifth Avenue (yes, the Apple Store) first inspired Khalid’s obsession with design — and how years later, that obsession led him to reimagine the broken booking experience plaguing even the most beautiful hotels.

We unpack:

• Why the legacy booking flow is fundamentally broken — and why most hoteliers don’t even realize it

• How Selfbook is thinking about dynamic pricing, personalized rates, and the future of “invisible tech”

• Why the most exciting guest journeys of the next decade won’t start on a hotel website — they’ll start in a chat window

• And how Selfbook’s new partnership with Perplexity could reshape hotel discovery at the point of inspiration

If you care about hospitality tech, design-led products, or the future of direct booking, this is a must-listen.

Learn more about Selfbook

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.

Steve Carran never set out to become one of the most recognized voices in hospitality media. But what started as a scrappy experiment to engage hoteliers during his time in sales has now blossomed into The Modern Hotelier — one of the industry’s most beloved podcasts and a new video media brand that’s putting a fresh lens on hospitality storytelling.

In this episode, you’ll hear the fascinating backstory behind how Steve and his co-host David Millili launched the podcast, how they bought it back from a startup, and how it has completely reshaped Steve’s career. We also dive into the biggest trends he’s seeing across the hotel industry — from how AI and design are converging to address labor shortages, to the rise of "bleisure" lobbies, to why apartment-style hotels like Mint House are quietly winning the loyalty of the next generation of travelers.

Plus: - Why hotel lobbies are becoming the new coworking spaces - How podcasts have become the secret weapon for hospitality networking - Why giving guests a choice in how they interact with your brand is the future of service - Steve’s vision for the Modern Hotelier Media group — including their "MTV Cribs"-style hotel video tours

If you’re building a hospitality brand or just love geeking out on where the industry is headed, this episode is for you. Connect with Steve on LinkedIn Listen to The Modern Hotelier

Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.

Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.

If you’ve scrolled Instagram or Design Milk anytime in the last few years, you’ve probably come across a hotel that made you stop scrolling. Not because it was just beautiful, but because it felt like a world. A story. And chances are... that hotel was built by Ash.

In this episode, I sit down with Ari Heckman, founder & CEO of Ash — one of the most distinctive hospitality brands redefining how hotels, neighborhoods, and even guest memories are made.

Ari’s story is a masterclass in world-building. We explore how growing up in post-industrial Providence sparked his obsession with places that transform. Why he didn’t study hospitality at Cornell (even though he was a stone’s throw from the world’s most famous hotel school). And how Ash went from a small design studio to an experiential powerhouse shaping properties from Baltimore to New Orleans.

We get into why modern travelers don’t just want design anymore — they want mythology, meaning, and discovery. We unpack how Ash thinks about cinematic storytelling, why boutique hoteliers must learn to master revenue as much as aesthetics, and what Ari believes is the next great unlock for independent brands scaling today.

If you care about hospitality, placemaking, or just building things that matter — this one’s for you.

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 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 MikeWillTravel

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.