Winner of The Shortyz 2026 Best Travel Influencers of the Year

Marketing Episodes

289
July 8, 2026

The Direct Booking Movement Has a Discovery Problem, with Eric Goldreyer of Savvy

Send us a message! Direct booking has been part of the vacation rental conversation for years, but one challenge remains hard to solve. Travelers are not always searching that way. In this episode, Alex & Annie sit down with Eric Goldreyer, CEO and founder of Savvy, to talk about why direct booking has struggled to become a consumer habit and what needs to change for travelers to find, trust, and use it more easily. Eric shares how Savvy evolved from BNB Finder into a book-direct market...
286
June 16, 2026

The Great AI Debate: Direct Bookings, Websites, and the Future of Search with Richard Vaughton and Mark Simpson

Send us a message! AI is changing the way travelers search, compare, and book vacation rentals. But what does that mean for direct bookings, local brands, and the websites operators have spent years building? In this episode, Alex & Annie are joined by Richard Vaughton of Yes Consulting and Mark Simpson of Boostly for The Great AI Debate. After taking this conversation to the stage at the Host Planet Roadshow in London, Richard and Mark continue the discussion around what AI could mean for va...
282
May 31, 2026

1st of the Month Wrangle: Can We Stop Marketing Properties and Start Marketing to People? with Lasoh CEO Orlie Benjamin

Send us a message! In this second episode of First of the Month Wrangle, presented by Lasoh, Alex & Annie are joined again by Orlie Benjamin, Founder and CEO of Lasoh, to continue the conversation around vacation rental marketing and what it takes to make it more effective, more personal, and more guest-centered. This time, the conversation focuses on a simple but important question: can we stop marketing properties and start marketing to people? For many vacation rental operators, marketing ...
Guests: Orlie Benjamin , Lasoh
259
Jan. 13, 2026

From One Swiss Chalet to a Global Luxury Portfolio with Moriya Rockman of Smiling House Luxury

Send us a message! In this episode, we sit down with Moriya Rockman, founder of Smiling House Luxury, to explore how a single personal vacation home in the Swiss Alps became the starting point for a global luxury vacation rental portfolio. Moriya shares her journey from accidental host to global founder, including why she and her husband chose to stay hands-on operators while scaling internationally. She explains how staying close to hospitality standards shaped every stage of growth, from pr...
250
Nov. 18, 2025

After the Applause: Real Takeaways from VRMA 2025 with Tim Rosolio, Ela Mezhiborsky, and Jessica Gillingham

Send us a message! VRMA International 2025 is in the books and if you were there, you probably felt it too: this year hit differently. More people, deeper conversations, and a sense that the vacation rental industry is entering a new chapter. But what actually stuck after the applause faded? In this episode, Alex & Annie sit down with Tim Rosolio, Ela Mezhiborsky, and Jessica Gillingham to reflect on what stood out most, not just from the sessions, but from the conversations around the show. ...
246
Oct. 28, 2025

Turning Connection into Conversions: How Chalets Hygge Achieved 70% Direct Bookings with Kerri Gibson

Send us a message! In this episode, we’re joined by Kerri Gibson, CEO and Co-Founder of Chalets Hygge, a hospitality brand inspired by the Scandinavian idea of hygge — finding joy and contentment in life’s quieter moments. After years in the corporate tech world, Kerri took a much-needed step back to rediscover what truly mattered. That pause led her to create a business grounded in balance, creativity, and genuine human connection. What began as a single renovation project has grown into ...
Guest: Kerri Gibson
244
Oct. 14, 2025

How Visual Storytelling Builds Stronger Vacation Rental Brands with Marissa Galle of Click Media

Send us a message! In this episode, Alex & Annie are joined by Marissa Galle, founder of Click Media, to explore the real impact of photography, video, and social content on brand perception and booking behavior. Marissa shares how vacation rental operators can move beyond generic listings and start using visual storytelling to connect with guests, stand out on OTAs, and bring more personality into their marketing. From FPV drone shots to content repurposing strategies, she breaks down what w...
Guest: Marissa Galle
241
Sept. 24, 2025

The Danger of OTA Dependence: Building a Strong Direct Booking Strategy with Mark Simpson of Boostly

Send us a message! When Airbnb changes its policies, the ripple effect can shake operators everywhere. For many, the problem is deeper than one policy update. Relying too heavily on a single platform leaves businesses vulnerable, and the cracks are starting to show. In this episode, Mark Simpson, CEO and founder of Boostly, shares why now is the time for vacation rental operators to double down on direct bookings. Drawing from more than a decade of helping hosts grow beyond OTAs, Mark brings ...
Guest: Mark Simpson
238
Sept. 3, 2025

How Xplorie Helps Elevate the Guest Experience Through Local Activities with Adrienne Clark & Caleb Yaryan

Send us a message! In this week’s episode, we’re joined by Adrienne Clark (President & COO) and Caleb Yaryan (Chief Product Officer) of Xplorie, a trusted partner for vacation rental operators looking to enhance guest satisfaction while gaining a competitive edge. For nearly 30 years, Xplorie has been connecting lodging providers with local attractions in more than 70 destinations across the U.S., creating seamless, curated activity experiences that guests value. But more than just a perks pr...
229
July 9, 2025

From Turnaways to Takeaways: Monetizing Referrals through "Have You Got", with Deborah Labi

Send us a message! This week, we’re joined by Deborah Labi, a seasoned hospitality professional and the founder of Have You Got, a verified global guest referral network designed to help independent property managers expand their reach and maximize revenue without sacrificing the personal touch that sets them apart. With two decades of experience in the industry, Deborah understands the frustration of turning away great guests, whether due to lack of availability or location. That challenge led...
Guest: Deborah Labi
228
July 2, 2025

Listing Isn’t Enough: How NextPax Powers Smarter Vacation Rental Distribution with Lennart Kok

Send us a message! Many short-term rental operators think that getting listed on Airbnb or Vrbo is enough. But in today’s competitive landscape, basic distribution is no longer enough to stand out or to sustain growth. In this episode, we’re joined by Lennart Kok, VP of Distribution and Marketing at NextPax, to explore what smarter vacation rental distribution really looks like. With a background at Hilton, Booking.com, and now NextPax, Lennart brings rare insight into where distribution ofte...
Guest: Lennart Kok
224
June 11, 2025

From FIFA to Host Planet: James Varley’s Journey to Empowering STR Hosts

Send us a message! When media veteran James Varley stepped away from a decade-long career working on the FIFA World Cup, he had no idea that a single Airbnb stay would spark his next chapter: empowering short-term rental hosts through education. In this episode, James joins us to share how that experience and the glaring lack of accessible resources for new hosts led to the creation of Host Planet, one of the UK’s fastest-growing media platforms for STR professionals. This conversation hit...
Guest: James Varley
222
June 1, 2025

Rewriting the Rules: Orlie Benjamin on Building Lasoh for a Better Guest Experience

Send us a message! In our first-of-the-month bonus episode, we are joined by Orlie Benjamin, founder and CEO of Lasoh, a marketing technology platform designed to help vacation rental operators own their guest relationships and drive direct revenue. Lasoh provides a branded digital guest portal and integrated CRM that allows operators to engage with guests from the moment of booking, offer upsells, and run smart, automated campaigns. Orlie shares how her background in corporate marketing and ...
210
March 19, 2025

Stop, Collaborate, and Listen: How Jason Gann of Beyond Pricing Used Humor & Authenticity to Build his Personal Brand

Send us a message! In this episode, Alex & Annie sit down with Jason Gann, a well-established figure in vacation rentals who has carved out a unique path as both a sales executive and an emerging comedic talent. Jason takes us through his fascinating career journey - from selling hair-cutting shears to stepping into the world of vacation rental technology, navigating the fast-changing landscape of property management software, and now leading conversations around revenue management at Beyond Pri...
Guest: Jason Gann
205
Feb. 19, 2025

Building a Podcast Empire: How Wil Slickers Scaled Hospitality.FM into a Media Company

In this episode, we sit down with Wil Slickers - an industry legend who transformed a single podcast into Hospitality.FM, a full-fledged media company. Wil shares how he scaled his brand from a passion project into a thriving network of nearly 40 hospitality-focused podcasts. Wil discusses the challenges and breakthroughs in building a media empire, from securing sponsorships to expanding into new content formats like video, book publishing, and event management. He also shares his insights o...
Guest: Wil Slickers
Dec. 18, 2024

For the Love of Gatlinburg: How Tom Goodwin Uses Storytelling to Preserve a Destination’s Heart and Soul

In this week’s episode, we’re thrilled to welcome back Tom Goodwin, CEO of Mountain Laurel Chalets and host of "For the Love of Gatlinburg" Podcast. Tom shares insights into his family-run vacation rental business in Gatlinburg, which has been a beloved destination for over 50 years. We dive into his journey of preserving the essence of Gatlinburg through his podcast and discuss how it celebrates the community's rich heritage and unique stories. Tom also gives an update on Mountain Laurel ...
Guest: Tom Goodwin
186
Nov. 13, 2024

Building a Boutique Brand: How Steve Turk Brings Hotel Standards to Vacation Rentals

In this episode, we sit down with Steve Turk, founder of Tangy Management, a vacation rental management company known for its unique hotel-inspired approach to hospitality. With over 24 years of experience in luxury hotels, Steve brings a fresh perspective to the vacation rental industry, blending high standards from the hotel world with the flexibility of short-term rentals. Steve shares the story of how he shifted from a career in luxury hotels to founding Tangy Management, and the unique valu...
Guest: Steve Turk
185
Nov. 6, 2024

Scaling Up in Italy: Behind the Scenes at Scale Italia 2024 with Alex & Annie

This week, we’re coming to you live from the heart of Florence, Italy, where Alex & Annie attended Scale Italia 2024! In this special on-the-ground episode, we bring you a dynamic mash-up of conversations with some of the most influential figures in the vacation rental and property management industries. Hear firsthand perspectives from Italy’s vibrant conference floor, where the future of global property management, tech trends, and regulatory changes in the short-term rental space were top of ...
183
Oct. 23, 2024

Throwback to Our Most Listened Episode of 2024 – Building a Hospitality Legacy with Tom Goodwin, CEO of Mountain Laurel Chalets

In this special re-air of one of our most popular episodes, Alex & Annie revisit our insightful conversation with Tom Goodwin, CEO of Mountain Laurel Chalets. Tom’s remarkable journey in the vacation rental industry, from unexpected beginnings to building a brand rooted in community, continues to inspire. Tom's Journey: Discover how Tom's unexpected entry into the vacation rental world, through his wife's family-run business in Gatlinburg, evolved into a thriving venture. His initial 18-month...
Guest: Tom Goodwin
182
Oct. 16, 2024

Building a Global Vacation Rental Brand Through Franchising with Casiola CEO, Dennis Goedheid

In this week’s episode, we welcome back Dennis Goedheid, founder and CEO of Casiola Vacation Homes. Dennis returns to share exciting updates on his company's growth, including the launch of a new franchise model. Since its inception, the franchise has rapidly expanded into key markets, including Aruba, where Casiola has seen tremendous success. Dennis also dives into the challenges and opportunities in the vacation rental space, from navigating property management in international markets to ...
Sept. 18, 2024

Mastering Owner Acquisition and Growth Strategies with Rentalz’ Larry Hoffer

In this exciting episode, Alex and Annie sit down with Larry Hoffer, CEO of Rentalz, a company specializing in breakthrough growth solutions for vacation rental managers. Larry takes us on a journey through his two-decade career, starting from a personal double-booking mishap in Vail, Colorado, to becoming a key figure in the vacation rental industry. He shares how Rentalz, with its innovative services like OwnerPoint, ContactPoint, AnswerPoint and the recently launched TravelPoint, is dri...
Guest: Larry Hoffer
173
Aug. 28, 2024

High-Altitude Culture: Nurturing Teams in Luxury Vacation Rentals with Rachel Alday

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this episode of Alex & Annie: The Real Women of Vacation Rentals, we are thrilled to welcome Rachel Alday, co-owner and co-founder of Abode Luxury Rentals. Rachel shares the fascinating journey of how she and her husband built a successful luxury vacation rental business that spans multiple high-end markets, including Park City, J...
Guest: Rachel Alday
172
Aug. 21, 2024

Turning LinkedIn Connections into Career Opportunities with Alexis Scott

In this episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with Alexis Rivera Scott, the dynamic founder of Fairy Job Mom. Alexis shares her journey from a career in hospitality sales to becoming a powerhouse on LinkedIn with over 81,000 followers. She opens up about her transition from traditional employment to entrepreneurship, the challenges she faced along the way, and the importance of building a personal brand. Key Topics Discussed: 🔁 The Evolution of Alexis' Ca...
Guest: Alexis Scott
171
Aug. 14, 2024

The Role of PR in Building Your Vacation Rental Brand with Jessica Gillingham

Exclusive offer for Alex & Annie listeners: Get $400 off your onboarding fee when you partner with Hostaway using this link: http://get.hostaway.com/alexandannie In this episode, we dive deep into the world of public relations with industry expert Jessica Gillingham, CEO and founder of Abode Worldwide. Jessica shares her unique journey into the vacation rental space, from her early days in Canadian tourism to launching her own booking platform, and eventually founding Abode Worldwide. She off...