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Premier Pads Acquires Hoste, A Colorado Springs Vacation Rental Company

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COLORADO SPRINGS, CO., 2025

C2G Advisors is thrilled to announce the successful acquisition of Hoste, a Colorado Springs–based vacation rental management company, by Premier Pads, a fast-growing short-term rental management brand headquartered in Phoenix, AZ.

Philip and Evan Wilburn grew Hoste into the largest short-term rental management company in Colorado Springs. With their focus on technology and systems, they quickly established themselves as the premier operator. After a competitive process that generated multiple offers, Philip and Evan ultimately chose Premier Pads to be the steward of the future of their business.

“Our goal from day one was to redefine what short-term rental management could be through systems, technology, and genuine hospitality. Premier Pads is the right partner to take that mission even further. Their operational depth and growth strategy give us full confidence that Hoste’s owners, guests, and team members are stepping into an exciting next chapter.” – Philip Wilburn

This 150-unit acquisition expands Premier Pads’ portfolio into multiple states. The deal adds Hoste’s impressive network of vacation homes across Arizona’s top vacation destinations, while also extending into Colorado with their Colorado Springs portfolio. Together, these additions strengthen Premier Pads’ position as a leading full-service vacation rental management company across Arizona and Colorado.

Premier Pads now manages hundreds of short-term rentals across Arizona and Colorado, offering homeowners and guests a best-in-class experience marked by high occupancy rates, consistent returns, and exceptional service standards.

“Hoste developed a refined, high-performing operation that allowed Premier Pads to integrate quickly and continue the thoughtful vision the founders set. We appreciate C2G’s expertise in brokering the deal and ensuring a streamlined transition.” – Macario Hing-Glover

With this acquisition, Premier Pads plans to continue its strategic growth through both organic expansion and additional acquisitions in key regional markets. Owners considering the sale of their vacation rental management business are encouraged to connect with Premier Pads to explore partnership opportunities. The company remains focused on maintaining high standards for both guests and homeowners while expanding its network of premium vacation properties.

C2G Advisors represented Hoste in the transaction.

From Lone Rangers to a Thriving Collective: The Evolution of Revenue Management in STRs

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Five years ago, “revenue management” in short-term rentals was barely a phrase. Today, it’s one of the most dynamic, fast-moving functions in hospitality — and the road that got us here shows why we can never stop evolving.

Five years ago, there was no roadmap. The idea of “community” in the revenue management world did not exist for our industry in the same way it does today. Just curiosity, piecemealed systems and a lot of trial and error.

I remember sitting at my desk in the early days, staring at a color-coded Excel sheet that passed for a booking system, trying to explain to the leadership why we should stop charging a flat seasonal rate. Not even weekly rate, seasonal. At that time, we took every booking over the phone, had no OTA connections, and relied on instinct. I was alone in the role, a lone ranger running experiments that few people around me understood. However, one of the things that I have been most fortunate with in my career is working with companies willing to take a chance to try new things, even before it felt like anything was “broken”. Because if you are not seeking innovation, rest assured, your competitors will be.

Screenshot of a post I made 5 years ago attempting to find others in the industry, with zero responses

That’s why I often think back with gratitude to my time at Casiola. Dennis Goedheid, the company’s CEO, believed in revenue management before most of the industry did. His willingness to invest in the concept opened the door for me to build something entirely new. We didn’t always have all the answers, and when COVID hit everything we thought we knew went out the window anyway. But we had ideas and the determination to test them. Dennis never was fearful of innovation- a quality I believe that has made Casiola the success it is today.

Looking back now, it’s almost surreal. In half a decade, the majority of the industry has moved from spreadsheets and static rates to sophisticated RMS platforms and distribution strategies that rival hotels. That didn’t happen by accident. It happened because a handful of people kept asking “what’s next?”

During COVID, that question got louder. Isolation forced connection in new ways, and one day I stumbled across someone who seemed to be speaking my language- spreadsheets, strategy, and all. Her name was Sarah Franzen. We talked for hours about the same problems, the same hopes for professional education, and the same frustration of feeling like an island inside the industry. That conversation was the spark for what would later become RevProf. What started as two people sharing ideas, turned into four people co-founding the industry’s first professional organization for the craft and evolved into an entire movement to connect hundreds of revenue professionals. People who wanted more- more collaboration, more education, and more respect for a discipline that was quietly driving company profits.

The industry matured alongside us. Suddenly, “revenue manager” wasn’t a novelty; it was a necessity. Tools evolved, strategies deepened, and operators started to realize that data-driven decision-making was the difference between growth and stagnation.

But with advancement comes complexity. We now swim in data from dozens of platforms. The challenge isn’t access; it’s alignment. Information means nothing if systems and people don’t speak the same language. The next stage of evolution won’t be defined by new technology alone, but by how we orchestrate what we already have, turning fragmented tools into unified strategies. Balancing personal touches as the heartbeat of hospitality with automation and AI adoption.

One of the most pivotal catalysts for that evolution has been the Data and Revenue Management (DARM) Conference. The first time I attended, it felt like finding my tribe. People were comparing pacing curves, arguing over comp-set accuracy, swapping tech hacks over coffee. It was the first time many of us realized we weren’t alone anymore. Each year since, DARM has grown, not just in attendance but in sophistication. It’s where ideas collide and innovation accelerates. The sessions are valuable, but the real gold is in the conversations between them. That’s where partnerships form, strategies get refined, and problems get solved in real time.

I recently had an issue with a PMS integration that affected our pricing. As a revenue leader these are the things that nightmares are made of – portfolio wide pricing pushing out incorrectly. After I discovered it was happening to me, I immediately texted all of my revenue management tribe to have them check their portfolios. Multiple other portfolios were affected but we were able to share what worked for us, the fix for it and even come up with a better solution than I had thought of on my own. This is the power of a tribe. So as we look ahead to this year’s event, ask yourself: What question are you bringing to the table? Someone there probably has the answer, or is looking for it too.

If the past five years have taught us anything, it’s that stability is temporary. One year it’s a pandemic. The next, AI reshapes how we optimize listings, forecast, and communicate with guests. Our success depends on how quickly we adapt. Attending conferences, joining peer networks, and engaging in shared learning isn’t extra credit; it’s survival strategy (and let’s be honest- a bit of a sanity check at times). The moment we stop pushing forward, someone else will. The mindset that got us here- curiosity, experimentation, and collaboration- is the same one that will keep us relevant in the years ahead.

To anyone who still feels like that lone ranger, know this: you’re not alone anymore. Your people are out there, in DARM sessions, in RevProf, in late-night Slack chats asking “are you seeing the same thing I am seeing?” Imagine if we’d clung to the old mentality of “if it isn’t broken, don’t fix it.” We’d still be running manual reports, missing opportunities, and wondering why growth stalled. Instead, we chose to evolve.

A workshop put on by RevProf with over 50 attendees last month

The future of this industry belongs to those who stay curious enough to question it, bold enough to change it, and connected enough to build it together. See you at DARM, and bring your questions, your data, and your curiosity. The best way to predict what’s next is to help create it.

VRMA And VRM Intel Honor Industry Leaders At The 2025 VRMA International Conference

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The Vacation Rental Management Association (VRMA), in partnership with VRM Intel, presented the annual Excellence Awards during the 2025 VRMA International Conference at Caesars Forum in Las Vegas. The awards recognize individuals and organizations whose leadership, creativity, and community engagement continue to elevate the vacation rental industry.

The ceremony, hosted by VRM Intel’s Amy Hinote and Rebecca Chapman, celebrated a diverse group of honorees across multiple categories—from marketing and operations to diversity, inclusion, and advocacy—showcasing the enduring collaboration between VRMA and VRM Intel in highlighting excellence throughout the global short-term rental community.

Honoring Marketing Innovation

The Excellence Award for Best Property Management Marketing Campaign was presented to Seaside Vacations and Sales, whose 2025 campaign celebrated Chincoteague Island’s heritage through heartfelt storytelling and community-centered content. With a three-person in-house team producing a documentary and more than 350 original content pieces, Seaside demonstrated that property management marketing can be both emotionally resonant and commercially effective.

In the supplier category, Vacation Rental Formula Business School received the Excellence Award for Best Supplier Marketing Campaign for its SSTIR Crazy 2025 initiative. The gamified, five-week educational campaign turned professional development into a dynamic and interactive experience, blending storytelling, expertise, and real-world engagement. The campaign’s success underscored the organization’s commitment to innovation and education within the vacation rental sector.

Recognizing Community and Inclusion

The Community Impact Award went to Salty Dog Vacations, recognized for its purpose-driven approach to management and its lasting contributions to Daytona Beach. Under visionary leadership, the company has expanded to more than 100 properties while prioritizing responsible tourism, civic engagement, and economic revitalization. Through local partnerships and legislative advocacy, Salty Dog continues to model what it means to lead with purpose.

Casiola was named the recipient of the DEI Impact Award for its measurable commitment to diversity, equity, and inclusion. Through inclusive travel content, ongoing LGBTQ+ advocacy, and intentional representation in hiring and leadership, Casiola demonstrates that hospitality can be both transformative and empowering. The company’s consistent engagement—from Pride guides to Juneteenth celebrations—embodies a culture of belonging.

Operational Excellence and Emerging Leadership

The VRHP Housekeeping Team of the Year award was presented to Myrtle Beach Destinations for its extraordinary operational achievement in establishing a fully in-house housekeeping division. Within just 14 weeks, the team scaled to serve over 140 properties, maintaining a 95-percent or higher five-star cleanliness rating and earning the company a top national ranking on Comparent.com.

The Rising Star Award recognized Becca Madigan of PriceLabs for her contributions to revenue management education and her dedication to empowering operators through data-driven strategy. As leader of the company’s U.S. Solutions Consultants team, Madigan also lends her expertise through board leadership at Rev Prof and as co-host of RevLabs, inspiring others with her approachable, confidence-building style.

Championing Industry Advocacy

The evening concluded with the Advocate of the Year Award, presented to Scott Leggat, Director of Government Affairs and Advocacy at Inhabit IQ. Leggat was recognized for his tireless work in protecting and advancing the vacation rental industry nationwide. Spending nearly 70 percent of his year on the road, he has played a pivotal role in building local coalitions, uniting property managers, and helping communities resist restrictive legislation. His efforts have made a measurable impact, from preserving Oregon’s coastal short-term rentals to strengthening advocacy networks across the country.

A Continued Tradition of Excellence

Through the annual Excellence Awards, VRMA and VRM Intel reaffirm their shared commitment to honoring innovation, collaboration, and leadership within the global short-term rental community. Each recipient embodies the principles of creativity, service, and integrity that define the industry at its best.

As VRMA and VRM Intel continue this partnership, the Excellence Awards remain a hallmark of achievement—recognizing those who move the industry forward and inspire others to do the same.

PriceLabs To Unveil AI Tools At VRMA Las Vegas To Unlock Hidden Revenue

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CHICAGO, 9 October 2025 — PriceLabs, the revenue management software solution for short-term rentals (STR), will unveil two groundbreaking new products at this year’s VRMA Las Vegas conference: the AI-powered Listing Optimizer and Dynamic Minimum Stays  marking a strategic shift from dynamic pricing to a holistic approach to revenue management.

In an increasingly competitive STR market, revenue management is no longer just about pricing. Operators must optimize every element, from booking rules to listing quality. Even perfectly priced properties can lose bookings due to weak descriptions, poor photos, or rigid stay rules that prevent listings from appearing in searches.

PriceLabs’ latest tools are designed to help property managers increase visibility, convert guests, and unlock hidden revenue opportunities across their portfolios.

Listing Optimizer: Turning browsers into bookers

The new Listing Optimizer uses AI to turn underperforming listings into high-visibility, high-converting assets. It analyzes headlines, descriptions, and photos against top competitors, then delivers data-backed recommendations. It might flag listings with too few photos, vague titles, or missing amenities that affect OTA ranking, giving managers a clear checklist for improvement. With thousands of listings competing for attention, the tool helps operators boost visibility and conversion through scalable, data-driven insights.

Even well-priced properties can underperform with thousands of listings competing for attention on booking platforms. Listing Optimizer helps operators boost their visibility by combining data-driven insights with scalable recommendations for professional hosts and multi-property managers alike.

Dynamic Minimum Stays: Automating an untapped revenue lever

PriceLabs is also launching the industry’s first Dynamic Minimum Stays, transforming static stay rules into a real-time revenue lever. Rigid minimum stay policies fail to adapt to shifting demand, leaving orphan nights and missed revenue opportunities.

PriceLabs solves this by recommending and implementing monthly minimum-stay settings for each listing, continuously adjusting rules based on live demand signals and future occupancy trends, while respecting operator-set boundaries. This might include:

  • Shortening restrictions to fill orphan nights between bookings.
  • Lowering minimums for last-minute bookings to boost occupancy.
  • Extending stays for far-out periods to protect yield.

This ensures that managers can balance shorter stays that fill gaps and longer stays that maximize yield — automatically, property by property.

A Free Revenue Management Course

In time for VRMA, PriceLabs has launched “Fundamentals of Revenue Management,” a free course that helps property managers think strategically about pricing, understand demand, manage occupancy, and maximize profitability with practical, tool-agnostic frameworks.

Richie Khandelwal, President and Co-Founder of PriceLabs, commented:

“Dynamic pricing was the first step, but the future of revenue management is much broader. The perfect rate is no longer enough. We need to ensure that properties are getting seen, rules fit traveler demand, and listings inspire confidence to book. What we’re seeing now is a shift toward a more holistic approach, where every lever works together in real time to drive results. That’s where the industry is heading, and that’s where property managers will find the biggest gains in the years ahead.”

Stacy Wesson Named 2025 Recipient Of “Pay It Forward” DARM Registration Award

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MIRAMAR BEACH, FL — October 20, 2025 — Alex Husner and Annie Holcombe, co-hosts of Alex & Annie: The Podcast, have announced Stacy Wesson, Director of Owner Services and Business Development at Casago Sunriver & Arrived, as the 2025 recipient of the annual “Pay It Forward” registration award. Wesson will attend the 7th Annual Vacation Rental Data and Revenue Management (DARM) Conference, scheduled for December 1–3 at the Sandestin Golf and Beach Resort in Miramar Beach, Florida.

The Pay It Forward initiative began in 2023 when Husner and Holcombe sponsored Natasha Osborn to attend the Vacation Rental Women’s Summit. In 2024, Osborn continued the gesture by sponsoring Eve Anderson, CRME, to attend the DARM Conference. This year, Anderson has selected Wesson as the next recipient, extending the tradition into its third consecutive year.

The Pay It Forward campaign provides complimentary conference registration to a deserving industry professional, with the goal of supporting peer-to-peer mentorship, access, and inclusion. Although the award does not include travel or lodging, the intent is to make meaningful educational and networking opportunities more accessible within the vacation rental sector.

Wesson was presented with the ceremonial certificate during the 2025 VRMA International Conference in Las Vegas, Nevada. She will join hundreds of attendees at the DARM Conference, which is organized by VRM Intel and focuses on the use of data, analytics, and revenue management strategies in the short-term rental industry.

The Pay It Forward initiative will continue in 2026, with Wesson selecting the next recipient to be announced at VRMA International in October 2026.

A quote from musician and composer Terence Blanchard,

“The only way to pay it back is to pay it forward,”

appears on the certificate — a reflection of the values that underpin this community-led movement.

For more information on the Pay It Forward campaign or to nominate a future recipient, follow Alex & Annie: The Podcast at alexandanniepodcast.com or on LinkedIn.

The Science of Why Tourists Don’t Care About Your Slogan

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(And why the ones that work are chemically engineered, not cleverly worded.)

Let’s start with the uncomfortable truth: Tourists don’t care about your slogan because the human brain doesn’t process slogans; it processes signals.

Every piece of marketing your DMO or STR creates enters a neurological obstacle course called the Limbic Loop, where emotion decides everything long before logic ever arrives.

Here’s how it works:

  • The amygdala scans for emotional relevance.
  • The ventral striatum lights up if something promises reward or novelty.
  • The prefrontal cortex (the rational part) only joins the chat after emotion gives permission.

So when your campaign says, “Discover what makes us unique,” the amygdala yawns. There’s no emotional stimulus. No spark. No risk.

Your audience isn’t rejecting your destination; their neurochemistry is.

What Happens in Vegas, Stays in Vegas

(Yes, I was on that ad team.)

That line bypassed rational thought entirely. It activated the brain’s mesolimbic dopamine pathway, the same system triggered by risk, secrecy, and reward.

It didn’t describe a trip. It licensed transgression.

People didn’t travel to Vegas. They traveled as Vegas, a temporary version of themselves unburdened by consequence.

That’s not a campaign. That’s limbic engineering ruined by smartphones.

Virginia Is for Lovers

This slogan works because it triggers identity congruence, a cognitive bias where humans prefer messages that align with their self-concept.

It doesn’t define what kind of “lover.” That ambiguity invites projection. The mirror neuron system fires up, allowing each audience segment to fill in their own definition of love: food, outdoors, heritage, people.

That’s why it lasted over 50 years. It’s cognitive elasticity.

I ❤️ NY

The genius here is tribal signaling. This line hit the medial prefrontal cortex, the part responsible for social identity and in-group recognition.

It wasn’t about tourism; it was about belonging to a story bigger than yourself. To wear that logo was to declare loyalty. To buy it was to buy meaning.

That’s what marketers mean when they say “cultural imprinting.” It literally rewired the city’s reputation at a neurological level.

Meanwhile… in 90% of DMO current Taglines

We get:

“Explore More.” “Experience the Difference.” “Your Adventure Awaits.”

These are linguistic nulls; grammatically fine, chemically inert. They activate neither the nucleus accumbens (anticipation) nor the insula (emotional empathy). They just slide through the brain like tofu in a rainstorm.

No wonder no one remembers them.

What DMOs & STRs Keep Getting Wrong

DMOs: You build destination identity, but too often through institutional language designed to appease boards, not brains.

STRs: You inherit that identity, but most of you just slap it on your Airbnb listing and call it alignment.

Both sides forget the fundamental rule of neurobranding:

People don’t buy where you are. They buy how it feels to imagine being there.

A slogan only works if every sensory cue — copy, imagery, tone, on-site experience — delivers the same emotional payload. That’s neural coherence, and it’s rare as hell in tourism.

Three Ways to Test Your Tagline (Scientifically)

1. The Dopamine Test: Read it aloud. Does it create anticipation or possibility? Dopamine spikes when people imagine themselves rewarded. If it sounds like work, it’s dead on arrival.

2. The Mirror Test: Ask, “Who does this let the traveler become?” The mirror neurons respond to self-recognition — they literally light up when people see themselves reflected in the message. If they can’t see themselves, they won’t see your ad.

3. The Tattoo Test: Would someone wear it? Post it? Repeat it without attribution? That’s semantic anchoring when a phrase becomes shorthand for identity. If it can’t live beyond your campaign, it’s not branding; it’s busywork.

🖤 Destruptor Takeaway

Slogans aren’t copywriting. They’re neural triggers.

When you understand the psychology, not just the politics, of place marketing, everything changes. DMOs stop chasing cleverness. STRs stop echoing slogans. And together, they start crafting emotional architecture that holds.

Because the slogans that survive don’t just describe destinations. They reprogram behavior.

If you’re new here, I’m Jenn Barbee: tourism strategist, speaker, and industry heretic. I translate neuroscience into marketing that actually works (and occasionally burns a few bridges).

Call me when you want to make something that matters.

Congratulations on Your Throw Pillows (Now Let’s Build a Brand)

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You’ve nailed the aesthetic. Your photos look great. Your linens are crisp. You’ve got a charming local coffee setup that says, “I care.”

But here’s the uncomfortable truth: everyone else does too.

Somewhere between the ring light and the rate optimizer, the short-term rental industry forgot something essential. Vibe isn’t brand.

You can have a property that looks like the cover of a lifestyle magazine and still be invisible in your own market.

Lesson One: Your Property Isn’t the Product. Your Promise Is.

A beautiful stay is the baseline now. Guests expect clean, stylish, and convenient. That’s not differentiation; that’s hygiene.

The real opportunity is in what you promise and deliver beyond the stay.

Do guests leave feeling restored, connected, or inspired? Do they believe you stand for something more than a booking?

Every truly memorable STR has a clear emotional idea at its core. Maybe it’s “slow down.” Maybe it’s “live like a local.” Maybe it’s “finally breathe.” Whatever it is, that idea becomes the heartbeat of your brand.

Lesson Two: You’re Not Competing with Other Hosts. You’re Competing with Forgettable.

The market is crowded with sameness. Everyone is chasing the same templates, the same captions, and the same algorithms.

But algorithms don’t create loyalty. People do.

Guests don’t remember your nightly rate; they remember how you made them feel. They don’t rebook because of your amenities list; they rebook because your space reflected who they wanted to be for a weekend.

The short-term rentals winning right now aren’t the cheapest. They’re the ones that mean something.

Lesson Three: Think Like a Destination

At Destination Innovate, we call it The Destination Effect. It happens when your listing stops being a commodity and starts being a story.

It’s when your property, your copy, your photos, and your guest experience all align around one emotional promise.

When that happens, your guests don’t just visit. They belong. They talk about you. They post about you. And they return because it felt like more than a transaction.

That’s the difference between running a property and building a brand.

Lesson Four: How to Start Building It

Before you buy another plant or throw pillow, try this:

1. Define your promise. Why does your stay matter?

2. Identify your emotion. What should every guest feel when they leave?

3. Align your message. Make every photo, caption, and email reflect that feeling.

When every piece of your guest experience points to one clear emotional outcome, you’re no longer selling nights. You’re building belonging.

Lesson Five: The Hosts Who Will Win

The hosts who win the next chapter of this industry will be the ones who blend hospitality with meaning.

They will measure success not just in revenue, but in resonance.
Not just in occupancy, but in advocacy.

Because the future of hosting belongs to those who understand that people don’t buy lodging. They buy identity, connection, and story.

Scaling with Soul: How Zzzing Uses AI to Keep Hospitality Human with Sab Mulligan

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As hospitality companies race to scale, many face a difficult trade-off: grow fast or stay personal. 

But Zzzing, a leading hospitality brand based in Malta, is proving you can do both.

In this episode, we’re joined by Sab MulliganHead of Teams at Zzzing, to explore how they’ve scaled rapidly by using AI not to replace the human touch, but to protect and enhance it.

Through a thoughtful blend of technology, team culture, and brand consistency, Zzzing is setting a new benchmark for what modern hospitality can look like.

We cover:

  1. How Zzzing scaled from 40 to nearly 500 properties without compromising guest experience
  2. How Boom allows their team to grow fast without worrying about the tech stack
  3. Why they embraced AI as a teammate (not a replacement) for human hospitality
  4. How they use AI to automate routine tasks and free up teams for more meaningful guest interactions
  5. How they maintain consistency across properties while delivering personalized, local experiences
  6. How they balance rapid operational growth with a deep commitment to guest care

Whether you manage a small portfolio or lead a growing hospitality brand, this episode offers actionable insights into scaling with intention and staying human in an AI-driven world.

Connect with Sab:

LinkedIn: https://www.linkedin.com/in/sabrinamulligan/ 

Website: https://www.zzzing.com/ 


Transcript

Alex Husner  
Welcome to Alex & Annie: the real women of vacation rentals. I’m Alex and I’m Annie, and we’re joined today with sab Mulligan, who is the head of team for Zzzing. Sab, it’s so great to have you on today.

Sab Mulligan  
So cool to be here with both of you. I love your podcast. I follow. I’ve learned so much because of you, too. So thank you.

Annie Holcombe  
That’s very refreshing, because sometimes we question whether we know a lot. We appreciate, we appreciate that you learned something from us, but we were talking off camera, and you are coming to us from the beautiful island of Malta in the Mediterranean, and so I can’t wait to learn more about it, and now we’ve added it to our bucket list for another girls trip. But before we get started, why don’t you tell us a little bit about your journey into vacation rentals.

Sab Mulligan  
Okay, so this is quite new for me. I’ve been at zinc for the last three years. I spent a decade working in TV, then I jumped on board ice campus, which is a Tech Academy in the Mediterranean. I mean, one of the most industry celebrated. So I got to work with brands like Cisco, Microsoft, Adobe, Digital Marketing Institute. So that was really great, and it was also a really great space for me to grow professionally and personally in the world of tech. And then I joined the hospitality world. So I think what I loved most about my journey so far is one my beginner’s mind. I remember the first time walking into a conference and what I felt. And two, I love traveling, so I am like a true guest. So my goal, why I joined hospitality, was because I thought, hey, cool. I get to delight guests. I get to help make memories for guests. So that’s what attracted me to hospitality and, of course, vacation rentals with hours in collection, that’s

Alex Husner  
great. So what are your high level thoughts of this industry since, since you’ve been in it? I mean, the hospitality, for sure. I think some people, they really they have that in their genes and the shows and the excitement that you exude, that you love that part of it. But how has it been? I mean, I’m sure there’s a bit of, not only a learning curve, but also this is a crazy industry, and I’m sure you probably saw some things you had no idea were part of all the things related to short term

Sab Mulligan  
rentals. Well, I kind of, I remember for my first event, which was vacation rental Summit, and that was like, just two years ago, right? So I came in with a tech mindset, because that was my background, and so I was very shocked when back then, even though it’s not a long time ago, yes, it was like the world of PMS, PMS, PMS, but still, there was such a well, my observation, at least, was such a culture of burnout and busyness and everyone is like, my badge of honor is, don’t sleep. Work 20 hours answering calls at like, three in the morning. Need to deliver a key. And for me again, honestly, I was like, shocked that tech hadn’t made a bigger impact back then. So that was like, point number one too. I was like, listen, people in the hospitality industry, they’re here delighting guests, so I imagine them to be like king and queen of the party, right? You’re a host. So I never expected everyone to be working so many hours, putting their lifestyle and their lives like second I remember I had met a very dear friend of mine, property manager. Well, she’s a dear friend of mine now, and she told me, Oh, you have a child. This is in the industry for you. Because I don’t even remember my daughter’s seventh birthday, for example. So that is kind of was my first impression back then. Then fast forward to my next event, and that was the time where I had met, boom. And I said, Oh, cool. Look, these guys are like, real deal, real tech people, basically, who are in it to really be like a growth engine for a lot of partners and kind of that’s where it got really interesting for us, because I started feeling that we can really scale. Yeah, because without Tech, I couldn’t really, I couldn’t really imagine us growing as fast as we wanted to.

Alex Husner  
And how many properties do you have now, I know you’ve seen incredible growth, yeah.

Sab Mulligan  
So we went to back then, like about 4050, properties. And now we’re at 365 we’ll be hitting 500 keys by the end of the year. Portfolio is diverse. So we have vacation rents, holiday homes. We have boutique houses, and now hotels as well. So we could only grow this fast because of tech, right? Because before, I think it was either you really want to be a really good host, this was the choice. You’re either going to be a host or you’re going to scale. Lots of people couldn’t imagine being an exceptional host and still scaling. And we wanted

Annie Holcombe  
both. Wow. Now all of your properties, are they all located in Malta or Island?

Sab Mulligan  
Goes, Oh, yeah. So so far, yeah, yeah, we’re all in Malta.

Speaker 1  
Yeah, and how big is the team? Oh, so everything

Sab Mulligan  
is in house. Everyone is in house. So we’re about, I would say 70 people now. So a team of 70 people across all divisions. So revenue, management, operations, of course, guest experience, because Tech has not replaced AI hasn’t replaced guest experience. We still have quite a strong team there, and basically all functions across the vacation rental arena, basically, so we have a bit of representation of every function there. Wow.

Alex Husner  
And where have all these properties come from? We talk a lot on the show about owner acquisition, and I think it is different, for sure, and in some ways how that comes about in the US. But where are you getting most of those properties from?

Sab Mulligan  
What is a small island? So word of mouth can work well, either beautifully or horribly.

Annie Holcombe  
Yeah, imagine

Sab Mulligan  
so definitely word of mouth. We’ve also seen great growth in the last 12 months, because a lot of our property partners continue to invest in other properties as well because they liked our model. So that is also one of our, I think, highlights what we’re proud of the most. So that, and, of course, with hotels and boutique guest houses and multi units, especially multi units, I have like, a love for multi units, because, you know, you have control over a whole block, and the whole mood and energy of the place is vacation rentals, so you are not disrupting residents. And it’s like, you know, one intention for the property. And so I love that. I think it’s a big advantage.

Annie Holcombe  
So, yeah, it’s interesting. You said that you had some some small hotels, and I’ve been talking to a lot of property managers that are buying in the US. They’re buying basically old, rundown motels like these little, you know, the one story has 1520, units out of the road, side of the road, things that you know, we would out when, I know, when I was growing up, it was always like a stopover if you had a really long drive that you had to stay stay in. But that, you know, so vacation rentals are getting into hotels, and obviously we’re seeing the hotel companies that are getting into vacation rentals. So was that something that you purposely sought out, or was it something that sort of happened organically within your business to get the hotels?

Sab Mulligan  
Happens organic, organically. However, we really have a love for the Word boutique, right? So we call our guest houses boutique guest houses. And when we say boutique, it’s because it’s not just because it’s small, but because of the personalization, because of the influence and the promotion of what to do in the area, and the locals and the live like a local, and that you can really fully immerse in Malta’s culture if you stay in a boutique property. So I think that is one of the highlights of part of our growth as well. We’re kind of redefining boutique to mean not just size related, not just small, but also very big in personality.

Alex Husner  
I love that. Yeah. I mean, sometimes it isn’t necessarily just dialed into the size, but it’s more about the style and the experience. It’s really cool. And for those properties, do you have control over, you know, the furnishings, the interiors, or are they still all individually decorated by the owner?

Sab Mulligan  
100% now, so we also have an onboarding team. We have a stylist as well. So now we’re well. For the last year and a half, we started to introduce our style, basically, and our what we like to call gold standards in our property, where you get a completely different experience, but the same standards, no matter where you stay, you know what to expect. Because I think that’s really important, of course, in the building of our brand as well. Because ultimately, that’s what we’re doing, right? It’s growing the zing name as well. In this space.

Annie Holcombe  
I loved, I love the name. I actually, I looked at it and I was like, is it zing, or is it ZZ, zing? So I’m glad you said it, because I wasn’t sure exactly how to say it. Can you tell me a little bit about the brand, like, what is the ethos of it? What is, you know, if somebody looks at the zing brand, what, what does it mean to you and like to your your your guests. So

Sab Mulligan  
firstly, delighting guests, and I think there’s so much conversation about guest experience, and we’re guest centric and all this, but ultimately, it’s about how you make people feel right, and also about knowing what a guest’s intentions are and why they are traveling. So I always like to tell our new team members joining when I get to do my brand talk about zing and why we exist and what our core values are. It’s like, imagine five of our previous guests, and there were the couple on a baby moon. Then there is the couple guys telling us he’s going to propose while they’re in Malta, and then a 40 year old cancer free, and he is celebrating that because he’s coming to Malta. And then maybe you’ll have, yeah, solo adults traveling with three kids for the first time, and the father and the son visiting Malta yet again, because it was their mother’s his mother’s favorite place. Eyes, and she passed away, and they’re coming here to celebrate her. So you’ll see the shock in the eyes or the pause in the eyes of a lot of people joining the team. Wow. These are real people, real stories. There’s our responsibility to really make this not just decent for them, but help make them, make it special for them. And I think as soon as we start to realize the impact that we can have when we understand the power of the good feelings, right, the delight, the excitement, the anticipation, the disappointment because they don’t want to leave, that gives a lot of people the their feeling that, hey, we’re scaling. But these are not clients. They’re our guests, a host mentality. Basically, this is a numbers game when it comes to the amount of properties, for sure, yeah, we’re growing. Amount of keys are growing really fast, but it’s still about how we are making an impact on each and every person visiting our islands and choosing our brand because, because it’s it’s early days for us. A lot of times it’s like they get to know about the brand after they stay with us, not before. So of course, there’s a bit of that fear of, what are they going to walk into? Yeah.

Alex Husner  
Yeah. It’s so funny. Whenever I talk to you, I think about the book by Horst Schulz, who he was the CEO of, former CEO of the Ritz Carlton, and the book’s called excellent wins. Excellence wins. I’m not sure if you’ve read it before, but whenever I talk to you, it reminds me of that book, and just the way that you talk about guest experience, and like, with like, such true excitement of understanding you know that they are your guests. And that was his phrase to the entire company. Was it was ladies and gentlemen serving ladies and gentlemen. And it was all about the experience. I think you guys have done such a great job in doing that, and not only in doing that, but also in being able to maintain that level of consistency that you spoke about, because that’s hard for a lot of companies, in particular when you’ve got different types of accommodations that you know, the experience is going to be slightly different checking into the hotel versus one of the traditional vacation rentals. But like, what are some of the things that you do to streamline that, like, how does somebody feel? Very much the same experience when they check in, no matter what property they’re at with

Sab Mulligan  
zing and to be very honest and very clear, we are not perfect, and scaling has not even scaling has been very hard. And when a guest is disappointed either because we are at fault or because it just didn’t meet their standards in for any particular reason. That hurts, right? So we, I’m not, by no means, saying that the brand is perfect. We’re growing, but what I can say is that we can have this type of mentality because of tech and because the power of blend, basically the beautiful dance between humans, the talented team, and, of course, the technology. And I think especially in the last six, seven months, when we embarked on our journey, flirting our head off with AI, I think that just continued to give us confidence that, hey, we can start to get to know guests better and start to understand what their expectations are, and we can make recommendations which are very much aligned to why they are coming to Malta. And it sort of became a bit more playful for us again. So it kind of opened a new door for us as traditional property managers trying to position themselves as a hospitality brand. So when it comes to what we do with guests, yes, first of all, either, I would say, from our automated messages to our conversations with guests before and during their stay, we try as much as possible to one not invade their space, but when they do speak to us, we give them the feedback that they want instantly when they want it to be instantly, right? So how does this work? They don’t need to speak to a person, because they just want the answer there. But when they’re asking for how to curate my three days in Malta, or I’m here on a business trip and I just have like, four hours of free time, what should I do now our guest experience team, the humans, have time to actually deliver this type of content, these type of recommendations, to guests. And I think that is really powerful, because the reality is, it’s a really busy world, and sometimes people expect either not to get an answer, or they expect it to be cold or exactly the opposite. They want to engage because they’re excited, because you’re from the island and they’re not. So they want as much information from you as possible. So it’s a bit of a balance. I think that is the best part of this business, finding the. Rhythm with the guests to see what they want and how you can really make their time better than they ever dreamt it would be.

Annie Holcombe  
Yeah, it’s kind of like, like a choreographing a dance. You know, sometimes it’s a disco and sometimes it’s a slow dance, but you got to find the right, right rhythm along the way. I was actually going to ask you, and you kind of, like, got into it, but you you’re on boom, and that’s one of the things that’s, you know, really cool about boom is they have this AI that’s kind of embedded in it. You can train it to be, you know, the benefit of your company, in your voice and kind of your, you know, your style of talk, and the information that you can put into it. You’re training it along the way. So maybe, you know, there’s been a lot of conversation in the industry about AI and about how, you know, is it taking away too much of the human component? Is it? Is it getting too dependent on the technology piece of it and not having the human part of it? But it sounds like you’ve done a really good job training yours and setting yours up. So why don’t you give us, like, some insight on how you’ve done that? So I would imagine you know one you need to make sure your team feels at ease to use it, but also that the guests feel at ease that they’re not talking to an actual person, or maybe they don’t even know it at this point. But why don’t you talk us through that? Okay,

Sab Mulligan  
so cards on the table. I remember when I sent the first message to the boom guys that we wanted to jump in our AI journey. It was because I was very scared of how, one, how fast we are scaling, and two, because summer was about to hit Malta, and this was just last March. Okay, basically, so just a few months ago, and I was like, What are we going to do, employ a ton of people, and this is going to turn into a call center, or just not answer a lot of guests, or just send loads of information before, sort of, what’s our game plan? So I remember I had messaged them. I told them, Listen, let’s jump in. But then they hit me back with, sure, sub, like, just upload your policies and like, off we go. We’ll start training the AI. I’m like, oh, policies. So again, one of our big learnings this year, especially was policies and practices and protocols, write them down. We never had taken the time to do that, and because of AI, this was a great opportunity to lock ourselves up for a couple of days and really write down what our policies are. And not just about check in time and check out time, but of course, of policies related to specific properties, related to frequently asked questions about properties, and put that all down in a kind of brand Bible, basically. And we did that for the AI. And at one point, the AI knew more information than our guest experience team, because we had become very comfortable in a setting where different guest experience executives all ask the same questions over and over again, basically,

Alex Husner  
and the guest gets different answers depending on who they talk to. It’s pretty common, I would say,

Sab Mulligan  
yeah. But so thanks to AI, we really kind of framed our journey and created the policies. Then it was well for me, the fun part, because we get we got to experiment with empathy, friendliness, creating policies related to local insights and recommendations and teaming up with certain stakeholders and authorities to obviously promote properties in the area, All triggered by AI. So what can a guest possibly ask? Let’s come up with all these answers and speak in our brand tone, right? We’re Island people, so when people are coming to Malta, they’re expecting a bit of like an island vibe, not something too city or too cosmopolitan, even though it’s a large island. So this was part of how we started to test and mold and create our AI. You asked me about our team. There was resistance from our team because, of course, so much talk about AI. It’s like everyone kind of forgets that we are in control and not it is in control. And so I had asked, boom, if I can give Zoe, if I can humanize their AI, so if I can call her Zoe, and so Zoe, we’re training Zoe. Zoe makes mistakes, and we actually highlight her mistakes to the team. So Zoe is just like a kid, and we are monitoring and following and celebrating when she scores like a great answer, and tweaking when she doesn’t. And very quickly, the team started to understand that Zoe is taking over the shifts which they don’t want. She’s working on public holidays, national holidays. Should be working on Christmas Day. No one wants to work on Christmas Day, right? So, so she brings a certain consistency in how we reply, and this gave a lot of freedom and flexibility to our guest experience team to work on more content, to engage with bigger groups who want to book our properties, to really focus more on the. HOST part of it. Should we have a welcome basket? Should it be a personalized basket? Should it be custom? Should we integrate the shop basically, which we have now into our guest port and into the mix? What should we be selling? How can we upsell? What should we upsell? So it wasn’t about anymore? Of course, they started to understand better that it’s not about AI taking over. They’re not going to have any job anymore, and it’s about one giving them the space to do the fun part of hospitality, and then personally, being able, for me, what I love most is being able to attract creatives and individuals who are really hungry to host, rather than people who just want to sit and answer the same type of questions over and over again. Zoe takes care of the boring, the mediocre, the constant, the humans take care of everything else. And I think that is the beautiful balance between humans and AI, so I don’t see it as a threat at all. I still think that our guest experience is very personal. 100% it is personal. We just use the power of tech to take care of the areas which are run of the mill. Always the same. Yeah, it’s as simple as that.

Alex Husner  
Yeah, and you had a great line in one of the conversations that we’ve shared about how when, when good tech is working properly, you shouldn’t even know it’s there, you know, I mean, like, you shouldn’t have to be worried about the tech because it’s doing its job and it’s it’s supplemental to what you’re working on. But I mean, the tech is never the forefront of any of our businesses. I mean, it’s there to power them, but the people are still the forefront. And that’s what I’ve heard from most of boom partners that have signed on, is that, you know, this isn’t replacing people, it’s allowing them to work on more, higher level type of things. So that’s that’s really good to hear. And I did want to mention, too on your note about you didn’t have policies written down. I think that is so common across the industry. And I think, you know, most companies have maybe, like, five to 10 FAQs that are, you know, the generic ones, check in, check out, stuff like that. But there’s so there’s always been, you know, a hesitation of, we don’t want to have things, some things in writing, because, you know, I mean, there’s always different situations when it’s never exactly black and white, but what ends up happening is, you know, you’ve got a team of reservationists, and you know, even for some of the things that are more black and white, but they are answering them in the same kind of question in different ways. And it’s like that, really, that does erode the guest experience, because it’s like, if you’ve stayed with the company for three years, on the fourth year, you asked for the same thing and there, and that person you know, doesn’t answer the way that they’re supposed to there. It’s like, now you’re thinking something changed with the company, but it was just that that employee doesn’t know the right way to answer it. And the cool thing with the AI is you’re you still you have it on autopilot, or you did at one point, right? So you were able to see what Zoe was saying, and if she said something that you needed to correct. You correct it, and then she always remembers at that point. She doesn’t ever get it wrong again. I mean, there’s no gray area at that point. So, I mean, all of us are forgetful. I know I certainly am, but with the AI, I mean, it’s like, once it’s stored, you’ve got it there, which is huge,

Sab Mulligan  
sure. And then we jumped into AI for sales, which is brilliant, AI for reviews, something which is we’re building at the moment and now AI for our owners dashboards. And that’s like next level game changer now, because owners also want or deserve whatever you think answers instantly as well, and they’re always all asking the same questions.

Annie Holcombe  
Yeah. Or

Sab Mulligan  
performance, it’s always the same questions or bookings and and the fact that AI can handle all that well, I just see it to be very positive and beautiful. At this point,

Annie Holcombe  
I agree. I love that. I love that attitude, though, too, you just You’re so positive about it, so it was probably hard for your team to do anything but be positive in return. And I know that I see it as in, you know, relative to the channels for a large property manager, it’s really hard to get back to the reviews and go through those processes like quickly and timely, like a host can a host can respond much quicker because they only have a few properties. When you’re talking 300 plus properties, that’s a lot of reviews and a lot of things that you need to go through. So being able to have that tool, I think it now levels that playing field against a individual host where the channels are concerned, because I see all this, you know, for the years, it was always Airbnb would show, well, a host that has less than 10 units has a higher review score or higher guest score, and it’s because they can get the reviews and they can respond to them, and a larger one just doesn’t have the bandwidth to be able to do it. But now with AI, you can do it, and so you’re going to be, if not, better than, you know, that individual host, which is going to, you know, again, I think it just levels the playing. The field where the review scores are concerned. And I really, really like that, because I feel property managers who scale, they are concerned, they have been concerned about that piece, and feeling a little unfairly judged by the channels because they just can’t get to it in a timely manner.

Alex Husner  
You know what’s so funny, too, we were on the Thanks for visiting podcast with Sarah and Annette. I think this was, like, probably about three years ago, this time of year. And, I mean, that feels like forever ago, because at that point, nobody had any idea what was coming, as far as AI responding reviews. And we talked about that exact, exact topic, because at the time, the company I worked with, I mean, we had almost 500 properties, and we were talking about reviews, and they’ve got a small portfolio. And I said that exact same thing, that it’s like, you know, we’re doing our best, but, you know, we would have to have teams of people responding to, you know, on this in summertime, we’ve got 500 checkouts every Saturday. So if you get 70% of those to write a review, that’s, that’s a lot of reviews to not only respond to, but to sift through and figure out, like, where are, where do we need to, you know, improve the property what’s going on that we don’t know about? But yeah, I totally agree with Annie that. I mean, like, this is now it’s leveling the playing field for those enterprise ones to be able to compete, you know, with the small host. I’m sure the smallest probably don’t like that, but it is a reality now.

Sab Mulligan  
I think great tech should be seen like it’s a growth engine. That’s what it felt like for us. Because at one point, even though you guys and thank you are saying I’m all positive and doing that, but at one point, it felt like I need to choose between what I love the most. I’m either going to be a really good host or I really want to go on a scaling journey. And so I think with strong tech partners, you can actually have the best of both worlds. Basically, I think that is what a lot of property managers, especially the ones who are very hungry to grow you need to understand that there is this moment of surrender that they have to experience when they say, Hey, Tech is a friend.

Annie Holcombe  
Absolutely, absolutely absolutely so with when you, when you selected boom was aI the chief reason that you selected their platform, or what was it that you went, you know, what was the choice, the selection choice like for you?

Sab Mulligan  
Okay, so Well, first story, first time I met boom ed on actually, we were roundtable at vacation rental Summit. And I think there, our selection was based on energy and attitude.

Annie Holcombe  
They’ve got all of that. Yeah, they

Sab Mulligan  
really had that. Oh yes. And again, the fact that they were the ones there, like Dev, the dev team was there as well. So rather than just sales executives or sales people at a stand, but you’re actually speaking to the people who are building I think that gives you a lot of confidence, and obviously, because of their their background in property management as well. So that was yes, for sure, conversation started, kind of started. There was a spark there, when there was the same kind of energy. But then when they had showed us how they are building this AI that again, what for us we launched today, the sending of videos, the how tos, how to get to the property, how to use the hot tub, whatever, anything that you can think of, how to catch a bus and monitor but everything is now visual content, 32nd video clip. Ooh, there. I think that is where our attraction really, really grew. Then we started talking about other things, like the owners dashboard and so really and truly, I mean the fact that it is a an AI powered PMS, which brings together all aspects of what a property manager needs, from A to Z, whether it’s communication with guests between teams, which is something that we use. I mean, it’s like in our day to day, with the scheduling of operational tasks, the opening of tickets, so for guests, for teams, and now also with owners. It kind of made us feel that, like Alex mentioned, we don’t need to talk about we don’t need to talk or think about tech. The tech is there, and we can focus on what we think we’re good at doing, creating relationships, delivering great guest experience, and growing our portfolio. And the tech figures it all out for us, and that is liberating and very freeing, because there’s a certain heaviness when you are constantly scared of the how and the what and and when we stopped worrying about that, then it was all about growth.

Alex Husner  
Yeah, yeah. I love that. Tell us a little bit about BAM after

Sab Mulligan  
that. Yeah, oh, bam, bam, bam, bam. Okay, so I’ve been playing around with BAM now for a couple of months, I would say now at this point, and I absolutely love it. So. It brings together everything related to our company, whether it’s our processes, our reservations, everything that one would see on different OTA channels. You just with one prompt, can get the information that you need, and now even better, you can even ask it to I’m saying it because I don’t know Bam is male or female, not like Zoe. I know Zoe is a lady.

Alex Husner  
We’re in mascot design phase right now.

Sab Mulligan  
It can also complete actions. For example, today I was with a property partner who very unexpectedly asked me Listen, how many repeat guests do we have in my property, right? So it was like one prompt, and I pulled

Alex Husner  
up on the spot. Yeah, my gosh, exactly so.

Sab Mulligan  
So not just like the boring questions of okay, revenue and nightly rates, boring, but very obviously important as well, but also information related to guests, like where they are from, how long are they staying for? What did they ask us for? What were their reviews about? So one quick question, and again, our property partners are always in awe. It’s like, oh, wow, all the information is there. And so that’s one. But then we’re also using, for example, from like a listing perspective, where we can ask, bam, listen, which properties require either better photography or more photos. And whereas before our listing manager, this is unbelievable, would literally have to go through listing by listing on the PMs right one command, and there goes your report. And now what I’m excited about is asking BAM to put up our Christmas photography across all our listings, and bam will do it. And last year that took us, like, I think, a good six days. Yeah, no joke.

Annie Holcombe  
Wow. I love that. That’s a cool that’s a cool use for technology right there.

Alex Husner  
And just to clarify for anybody listening, so bam, is within boom. It’s one of our most latest announcements that the official announcement is is coming soon, but we’re going to be showing it at vrma next week and doing demos of it. But I was just on a call with one of my property management clients the other day, and they said they had seen a huge, a huge surge for 2026 like, more so than that, way more than what they were seeing this time last year. And we were talking about what’s going on right now with government shutdown, and asking, you know, could have anything to do with that. I mean, like, are people from those areas? Are they just, like, had enough, and they’re just writing a book? They’re vacationing? Vacation. And I said, Well, can you see, I mean, like, where are these bookings coming from? And they said, Yeah, well, I mean, we can go look into it, but, you know, it’s like, it’s those conversations happen on a daily basis, that it’s like, the information, you can find it in most systems, but it just takes forever. I mean, it’s you’ve got to go and find this report and that report, in that report, and normally the data is not exactly what you’re looking for. So I think, you know, the power of the future is being able to have that information at the tip of your fingers, when you’re talking to owners, when you’re talking to guests, when you’re talking to your internal team. I mean, it’s, I wish I could have that about my you know, I guess it’s chat GPT. But, like, about anything in my own business. You know, it’s like, there’s so many things across platforms that we have to use in any type of industry right now, but that’s, that’s going to be the fun one to watch. And you’ve, you’ve shown me quite a bit of what you’ve done with the playbooks and things too. So really, really cool stuff.

Sab Mulligan  
100% like today. Another way we use this is a particular guest who always books our property. So I think this is her seventh time booking, and she always asks us for the same thing. So you could tell me, yes, of course, you can keep a spreadsheet. You can keep you could have any sort of place where you are storing this information, but the fact that you can just put in her name, and it gives you the history in 30 seconds of this guest, what she asks for, what she wants, what reviews she’s given us, and why, you know, and you can really drill down into focusing, okay, how are we going to make this special for her? How are we going to remember that she loves green tea because she’s mentioned and it’s there i and what I really excited about is, in a few months time, we’re gonna look back and say, oh my goodness, this looked like this felt like just a couple of months ago. It felt like it was like 3040, years back, you know? So it’s like we’re living through such an important era for this industry. Yeah, that’s, for me,

Annie Holcombe  
good stuff. And I think that when the boom bust becomes a reality, Sahara ever does that, we get the boom bust and we bring you to the US and take you on tour. Yeah, I think you would be, you would be a great you’ve been great advocate for AI and obviously for boom. But I was curious like, do you have. Plans. You said that you have the properties on Malta and then your sister Island. Are there plans to grow outside of the island and on mainland Europe?

Sab Mulligan  
So last week, our new GM Malta started. So this was a very big, bold move for us. For us, Ludwig joined the team just last week. He wasn’t planned for this year. We were thinking of roping someone in at this leadership role for next year, but he came along. Conversations were great. It kind of there was a really nice sink and energy. And just like what happened with boom, it happened again to us. And so this gives me a lot of space and freedom to really focus on what I love most, which is great, definitely, growth, internationalization, brand building, and, of course, my continuous flirting with AI and how that can help us optimize our processes as well. So definitely, long story short, for sure, we would like to see little portfolios sprouting in different Mediterranean countries, especially where we know the culture, where we know the people, and where we know what the standards are, because that will obviously give us a bit more confidence in the type of guest experience that we are promising.

Alex Husner  
Yeah, no, that’s great. And where do most your guests come from? Oh,

Sab Mulligan  
so Scandinavian countries have become real popular. Obviously, other Mediterranean countries, Italy, Spain, lots of British people still come here. So especially over 40s, especially a lot of British still come to the Maltese islands. They’re regular, so they’re regular visitor visitors again Asia, the Asian market has been growing now with our delta partnership. Yeah,

Annie Holcombe  
very excited about that.

Sab Mulligan  
We’re gonna see more Americans flying to Malta as well. So that should be great fun, especially if they’re travelers, and not just bookers. I say they really want to make holiday memories on an island rather than just come for a few days. For sure,

Alex Husner  
about the in the on the US, in the US, there’s, you know, the Chamber of Commerce’s the DMOS, the, you know, tourism bureaus, that’s that’s a big part of a lot of these destinations. Do you have that over in Malta, like, is there an organization that, you know, fosters tourism, that you work with? Same

Sab Mulligan  
for sure, we’re an island, right? So tourism is a pillar of our economy. It always has, it always will be. So there are a number of stakeholders, including the Malta Tourism Authority as well. So whether it comes to legislations for vacation rentals, boutiques, houses and hotels, they cover it all as well. But we are obviously all very fiercely passionate about promoting the Maltese culture as well, and really letting people experience island life, and not just, you know, what is distinct to Malta. So not necessarily the big, long, never ending sandy beaches, but the rocky coves, the secret spaces, the secrets, I think, that only locals can tell you about, right? What you don’t find on Google, I like to say, Yeah,

Alex Husner  
we want to come over.

Annie Holcombe  
Yeah, no, I’m there. And if you need help to go, like, acquire properties, let us know. I think Alex and I’d be really great to go tour, tour the Mediterranean and find some properties for you. We’d love to do that. I did want to ask you just totally more about, like the market itself. Regulatory problems are popping up, kind of like a whack a mole for everybody everywhere. Obviously, don’t know a lot about Malta, but is that something that you guys are dealing with, or have dealt with, or anticipate dealing with?

Sab Mulligan  
Yeah, there were quite a lots of conversations last year basically about this, especially when it comes to apartment blocks, multi units. And to be very honest, I really understand residents, right? Because when people are in holiday mode and you just want to go home in a quiet space, and the holiday maker might sit in the terrace, smoke, put on music because they’re on holiday, right? It can get very irritating for certain residents, and this is why I’m a fan of either full properties or multi units. So Yes, last year there were a number of conversations, however, especially thanks to our association of property managers here, we also managed well. We had the opportunity to talk about tech that can really help, whether it is noise monitoring, for example, whether it is security. I had a really great conversation just a few days ago, thanks to Alex with Ella from auto host

Alex Husner  
as well. Yeah. We love Ella,

Sab Mulligan  
yes, training. So there is so much as well that maybe here in Malta we haven’t been exposed to yet, but it’s already out there, and can give residents a lot of peace of mind as well. So I think it’s all, ultimately, it’s all about respect, and respecting neighbors is definitely, definitely has to feature. So yeah, lots of talk about regulations. Nothing really has been finalized and no big scares yet. Of course, our portfolio is diverse, so if anything had to happen, obviously the impact for us would be less than other property managers who only focus on vacation rentals?

Alex Husner  
Yeah, yes. We were just in New Orleans probably about a month ago for an SDR meetup, and that’s also a unique area, as far as regulations, that they’ve got a lot of them and a lot of issues down there, but a lot of the managers they have, like boutique hotels that were vacation rentals. And, I mean, they’re working on different rezoning, you know, ways to still be able to stay in business right now. But I mean, the diversification in your market is smart. I mean, should anything like that happen? And you know, the hard part is, even if there’s not anything going on right now, you know, that doesn’t mean in the in the future, that there won’t be something, that there’s a new person on your, you know, Council, however, that’s made up that, you know, it can people get together and they start coming up with crazy ideas, and then, you know, next thing you know, life has changed forever for your business. And we just saw that recently in Hilton Head, South Carolina, which that’s, you know, very much, a long, long standing tourism destination. The market completely relies on tourism. And there’s some city council folks that were trying to pass these different ordinances that would basically shut down vacation rentals. And the company that I work with was able to put together a group, and they basically, they shut them down, and at least got them at bay for now. But it’s it just goes to show you know, a lot of these decisions are being made behind closed doors and conversations, and you just, you have to keep those open lines of communication with those stakeholders, and then, at least you’re aware, and then can get your other, you know, competitors or companies in the area together to kind of form a coalition there, which I’m

Sab Mulligan  
not sure of, and maybe it’s because I’m new to the scene, right? Or a bit naive, I don’t know, is maybe, if listings are very clear, right? And and you’re really explaining where the property is and what the expectations are and the type of traveler, you’re really narrowing it down, and you’re really stating what your niche traveler type is, if that could help in any way. Because sometimes I see a lot of listings that just like, look like whatever, whoever you are, whatever you’re coming to the island, for anybody

Annie Holcombe  
trying to be all things to everybody. And you can’t be everyone. When you

Alex Husner  
say a hotel, I mean, the hoops you have to go in to get into a vacation rental or stay a vacation in a lot of cases, are significantly deeper than at a hotel that. I mean, you’ve got to, depending on the country and where you’re at, you’ve got to provide a lot of information, background checks, and you don’t have to do that at a hotel. And, you know, bad apples in a hotel is also not a good thing. So, you know, vacation rentals, for the most part, the good players and markets have adopted that type of technology. But I think you’re right. I think a lot of what’s happening, there’s still a lot of stakeholders across the country that don’t realize all the tech and the things that have come about in order to protect not only the destination but the residents. I mean, they’re trying to maintain the quality of life for residents, so it’s not overrun with tourism. And, you know, being good neighbors, and there’s, there’s plenty of tech out there right now that speaks to that. And unfortunately, it’s the bad apples that we’ve talked about for years, and they’re, you know, they’ll never completely go away, but we’ve just got to sing the the good apple song.

Annie Holcombe  
Well, sab, it was wonderful to get to talk to you, and I cannot wait. Like, I definitely Malta is on my list. I mean, I like, what’s on the list? We’re going to figure a way to come see you. But in the meantime, if somebody wants to get in touch with you, what’s the best way for them to reach out to you?

Sab Mulligan  
LinkedIn, 100% so LinkedIn would be the best way. I’m really interested in meeting like, like minded property managers, or individuals who are also diving deep into AI. I think in general, if I had to take a step back vacation rentals and str, we’re really doing a really good job with embracing tech, especially when you see how this journey has played out in hotels. And so I really think that that deserves a bit of a moment to celebrate as well, because there’s a lot happening. And sometimes you just kind of need to cut through the noise and say, Listen, we’re really moving forward fast as well. So, and it’s, again, very much of a big subject. Everyone’s talking about it, and when you get right. To it. It’s just about how AI can make you get your life back.

Alex Husner  
Yeah, exactly, exactly. We’ve got some good T shirts coming along the along those lines. Well, thank you so much sav pleasure to see you as always. If anyone wants to reach out to Annie and I you can go to Alex and Annie podcast.com and until next time, thanks for tuning in, everybody.

Why Has Nobody Built a Truly Global STR Operator? Inside the Real Challenges of Scale with Forge Group, Casago, and MadeComfy

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Every major player in short-term rentals has chased the idea of building a truly global operator. None have cracked it.

In this panel, Simon Lehmann brings together three leaders shaping the next phase of professionalization: Graham Donoghue (Forge Group, UK), Steve Schwab (Casago, US), and Quirin Schwaighofer (MadeComfy, Australia). Together, they break down what it really takes to scale across borders and why local expertise still defines success.

This episode goes beyond theory. You’ll hear how operators balance growth with cultural nuance, how investors think about scale, and why the future of short-term rentals depends on blending technology with human judgment.

In this conversation, we discuss:

  • Why no operator has cracked the code for a global STR brand, and what makes each market uniquely difficult?
  • How Casago’s decentralized franchise model builds community-level trust while scaling across the Americas.
  • The MadeComfy playbook for partnering with real estate agents to grow fast and stay capital-light.
  • How Forge Group uses technology, AI, and long-term planning to drive operational excellence through 2030.
  • What private equity and strategic investors really measure when defining “value creation” in the STR sector.
  • Why the next generation of operators will need both AI-driven systems and human talent to stay competitive.

 Learn more about our guests:

Resources

Stay connected:


1Transcript

Introduction: [00:00:00] We have different ownership structures now within the three of you.

Introduction: [00:00:02] This maybe isn’t quite as good a deal as it used to be. The rules are changing.

Introduction: [00:00:07] The very first thing I did was get punched in the nose and realized that I wasn’t a local.

Introduction: [00:00:11] I was looked at the capital of Sunda, and I literally went in the cellar and cried.

Introduction: [00:00:17] I don’t want it to sound crude.

Introduction: [00:00:19] And ugly, but, um, as blunt as it sounds, it’s.

Introduction: [00:00:26] You’ve just given your secret sauce away that probably a lot of people around the world weren’t even aware of.

Introduction: [00:00:31] They think it’s just twice as hard. But I always say it’s quadratically more difficult.

Introduction: [00:00:34] I love thinking five years ahead. And then again, you get this call that puts you back into reality.

Introduction: [00:00:41] Box clever into this market. And in order to sort of survive, you know, bluntly.

Simon Lehmann: [00:00:46] Things are going fast and uh, and definitely more to come. You are listening to STR Global Unlocked, brought to you by AGL artillery, the show where I speak with the leaders shaping short term rentals worldwide. I am Simon Lehman, and after two decades buying, selling, advising and investing, I’ve built a network that spans continents and categories. This podcast brings that network to you. Real conversations, global insight. No PR fluff. Let’s get started. Today we’re recording a very special panel discussion. We brought together three incredible leaders from across the world of short term rentals, each of whom has built scale in very different but also difficult markets. Graham Donaghue, CEO of forge Group in the United Kingdom. Scotland at the moment, Steve Schwab, CEO of Kasargod in the US, which recently took over inventory from Vacasa United States. And last but not least, Quirin Schweighofer, co-founder and CEO of my Comfy in Australia, which have just recently been sold to Oyo. The big question will tackle today is why has nobody built a truly global SDR operator, and what the next five years might look like will cover a lot of ground today. So let’s get this started straight away. It’s fantastic to have you gentlemen, and I want to thank Steve for getting up very, very early in the morning.

Simon Lehmann: [00:02:25] And I want to thank Quirin for still being awake on a Friday night. And this shows to build an SDR global podcast has also its challenges with the different time zones. But these gentlemen made it happen. And I’m very thankful for that. And the kick off topic I want to bring up today is the elusive global brand forge. Sykes has become one of the largest operators in the UK, has been around for decades, and you’ve dipped into international expansion with an acquisition in New Zealand of a company called Bachcare. But apart from that, you sort of stay very true to the UK market and the roots of Sykes originally and have really focused your expansion, your market share, your professionalism, your brand and everything like that. In the UK market, you have a very strong direct distribution brand, and it’s interesting that you haven’t dipped your toes into other markets, and I would love to hear from you. Graham, what are your thoughts behind building a truly global property management company? Is that really necessary and what are the challenges behind that?

Graham Donoghue: [00:03:32] Well, what a question to start with. I mean, um, I think what I step back, I look at the facts, um, it’s deeply frustrating for me as someone running, you know, running our business, that we haven’t been able to expand internationally because you know what is true? It’s a big market. It’s global. There’s 20 odd million properties. It’s super fragmented. And ultimately what we’re all doing is taking people on holiday and making sure they have a really good time. You know, as you know, as I’ve looked at this many times and you’ve helped me, Simon, look at this many times. And every time I look at it, every time I look at it, I realize that on the surface, we all, all these markets look the same. But when you get under the skin of them, they’re all very, very different in terms of how to behave, how they operate, the consumer behaviors and the distribution, consumer acquisition, etc., etc.. Um, and I think one of the challenges I found is every time I’ve looked and I’ve tried to understand, can I create value and can I take all the lessons that I know about the business I run, which is pretty successful in the UK, and deploy that into other markets and create value. And the answer comes back, I’m not really sure. And we’ve tried it. As you mentioned on Bachcare, um, the idea of Bachcare was to deploy our technology and our capability to understand how could we add value? And we found it really hard. You know, we underestimated the difference in consumer behaviors. We underestimated the difference in the way that consumers look at distribution. You know, because the UK is predominantly a lot of them are direct distribution, you know, very reliant on sort of, you know, direct rebuke, whereas it’s much more fragmented and there’s much more choices in sort of in New Zealand.

Simon Lehmann: [00:05:17] Can I jump in here for a second? Because it’s an interesting one, because if you look at it from an outside, you can say there’s a lot of similarities with the exception of Time Zone, right? Same language. It’s an island. A lot of domestic demand, a lot of domestic supply, uh, sort of a lot of things that, for Sykes, are absolutely key. You know, all your customers come from the UK. Most of them your suppliers in the UK. You have one language and you build a lot of knowledge and marketing, um, experience and expertise. Is it really coming down to different consumer behaviour?

Graham Donoghue: [00:05:50] Yeah I think different consumer behaviour. You’re different, uh, desires, different needs. Different way that the owners use the properties. Um, you know, it’s much more ingrained in the culture, the idea of a batch. And in southern New Zealand, the the distribution was a big one for me. You know, the OTAs in particular were much more powerful, much more dominant in the way they behave and operate, um, which we really underestimated our ability to build a direct brand and to get high, rebook and invest in that digital marketing and that consumer brand to think, you know, requires a deeper purse than we really appreciate and realized. And just the way that the technology needs to behave as well. There’s ever so slightly different, you know, we couldn’t just easily lift and shift our technology and deploy it into one country. There was so many nuances that were market specific that we didn’t really appreciate and recognize at the time. So yeah, we found it pretty tough. And every time I’ve looked at other geographies, be that in Europe or be that in the US and in the US in particular. Obviously, I’ve looked at many times. Um, I thought, God, this is hard. Uh, there’s probably a good reason why it’s successful. But at the end of the month that that has then retrenched me back into the UK to say, um, can I get more headroom in the UK and can I go more, uh, horizontal in the way that I look at our product and move into more controlled distribution, other acquisitions and, and so far it’s sort of a, you know, there’s been enough headroom, but I do think someone will crack it. I do think generally someone will. But maybe it’s Steve, maybe it’s I don’t know. Um, it’s not high on our agenda at the moment, I have to say. Uh. Pretty hard.

Simon Lehmann: [00:07:35] Well, thank you for sharing that. It’s super interesting. It gives us a massive, massive segue. Um, also, you know, when we consult customers, they always want to expand in more destinations. And the first question I’m always asking them, how big is your Tam? And then stay where you are and get that to 10% market share or more. And then and then you can think about getting into new markets. If there’s no not enough supply of the quality that you’re looking for. So Steve, um, obviously categories international because you also are in Latin America joining the United States as well. But I want to focus a little bit more on Vacasa in this particular instance, because Vacasa has, uh, tried very hard to internationalize its business. So it’s risen and fallen its strategy, and now you’re trying to take over as much inventory as you possibly can into franchises and whatever. I think everybody is very familiar. What what you’re what you’re trying to do. What is your view on the internationalization and and what your next focus is and strategy with these combined inventories?

Steve Schwab: [00:08:35] Yeah. You know, when it comes to, uh, you know, going international and going to different markets that have completely different laws, labor laws, uh, you would have different, uh, you know, uh, property laws, Cause, uh, it seems a pretty big challenge to be able to run it from a central ops. And one of the, uh, you know, one of the solves that we have with the business model with Chicago is finding people who are, you know, on the ground and understand, you know, the culture of the local community, understand the labor laws, understands, you know, the regulatory issues that are going on and just being able to operate, uh, even just within the culture of, of the labor force. And we saw that a lot in, in, you know, vacasa where just not understanding the, the local business, especially internationally, was, uh, one of the biggest challenges there. And I think when we look at Casa and what we’re trying to do, um, you know, breaking this down into a decentralized franchise model, um, you know, we’re trying to solve for it by finding those people who are hyper local and can deal with the local issues, Use, uh, you know, block by block. Um, and I think that’s really where the, the differences between the two different business models.

Simon Lehmann: [00:09:54] So would you would that imply that, uh, Steve, that your main strategy is definitely domestic market us and and joining Latin American market for now.

Steve Schwab: [00:10:04] For now. Yeah. For now, you know, we’re we’re in the, uh, you know, us, Canada, the Caribbean and Latin America, uh, focusing on what we have right now is, uh, importance. You know, we’re going through this entire transformation of taking a very centralized model and decentralizing it, you know, and breaking it down to where we’re finding people who truly love their communities, aren’t using the communities and, uh, building the reputation, you know, you know, one community at a time and that’s, that’s that’s going to be our that’s going to be our focus for a while.

Simon Lehmann: [00:10:39] Well, definitely a topic we could fill an entire panel decentralizing versus decentralization. We’ve seen plenty of trials and errors out there as well to to make that happen. Also with European players, how much power they give to the local PMCs versus centralizing. And I want to with that move on to a query out of Australia. I, I’m obviously being fortunate enough to serve as a chairman for a while for made comfy, uh, because some distinct reasons, one of which I’m a huge Australia fan, but everybody can see that anyway. And and second and second, I found the business model very interesting. And I think it’s no big secret. Uh, when you started as a, as a, as a startup in United in Australia, starting with building your business and then thinking about expansion, uh, and then also truly being international. I think that was one of the challenges as well, when raising capital where the Australian market or local investment market is more challenging, to raise capital if it’s not truly international. So it was a chicken and egg for you guys as well. But let’s allude a little bit on, on my comfy and, and then obviously, uh, where were you thought, uh, before the transaction happened with, uh, in terms of internationalization and what you can do with your business?

Quirin Schwaighofer: [00:11:56] I think for, for us, Australia is a country where it’s a continent. So there are so many different different markets and pockets. So when we started in Sydney about ten, ten years ago, we had this big vision. We built a global, um, short term rental brand, uh, B2C. And the markets will be very similar to, to Sydney. We thought that about Melbourne. We thought about Brisbane and uh, sort of Central Coast. But we quickly realized that even in Australia, if you, for example, you come from New South Wales and you, you launch in Queensland, it’s pretty much like a different country. Um, a bit what, what Graham. So I’ve talked about before, um, so when we were managing property owners directly, we, we, we realized that it is tricky. Um, so how do you acquire, how do you keep, how do you build local operations and all of this? And how do you replicate that in every sort of location where you really can’t drive? You could fly everywhere and different time zones and sort of during Covid, um, the whole thing we were thinking about, how do we scale with little capital, um, and how do we get access to, to properties? We played a little bit with, with the franchise idea. Um, but what is a bit unique, maybe in Australia is that 76% of properties are in general managed by, um, real estate agents, property managers, um, Australians love to invest in property.

Quirin Schwaighofer: [00:13:24] Um, investment properties turn around every 7 to 10 years. So, um, if you write a little bit, um, you get in front of every single property if you are an agent. Um, and what we were wondering is like, why are they not doing short term rentals? Vacation rentals? Some do, but really, um, not many. And we were competing with some. We were trying to partner with a few. But what we identified is that opportunity to have that hyperlocal approach by enabling and partnering with real estate agents powered by McAfee, and they have a local community. They’re there, they’re in the footy club, and they’re selling those properties, and they are appraising long term rentals or. Yeah. Now also short term rentals. And that’s what we changed. That’s when I think also we met Simon. And I remember when I think we were driving to a meeting somewhere in Switzerland, and I sort of shared this idea with you, and it was a bit of a moment like, oh, that works out. That would be, uh, interesting. Um, and yeah, four years later, now you have 70% of our inventory is managed by real estate agents, and we mainly grow with that. So we’re solving the problems of our real estate agents. They acquire the properties. And with that we’re able to launch quite capital light. And in markets like Australia and New Zealand.

Simon Lehmann: [00:14:46] You’ve just given your secret sauce away that probably a lot of people around the world weren’t even aware of, but it had to happen at one stage. And obviously internationalisation is becoming pretty obvious that any Anglo-Saxon market where the real estate markets have similar dynamics, like the US and UK and Ireland and New Zealand, and you already have an office in New Zealand. So that’s going to be interesting. And we’ll talk about scale in a minute as well. But I guess we can allude that for Oyo this was also an internationalisation acquisition right.

Quirin Schwaighofer: [00:15:18] Yeah I mean I’ve given the secret sauce away. The secret sauce is not that. The secret sauce is how do you actually connect with agents and enable them to be successful. So it’s super complex. You’re adding another layer of stakeholders in an already very complex value chain between OTAs, guests, OTAs, property manager, property owner and now you’re adding an agent that needs to know everything about the property because they are managing the property owner. So yeah, I’m highly complex, but I think it’s sort of for Oyo, it’s Oyo, Oyo sort of. Um, I remember when I read that they acquired um, uh, Villa, uh, in, in Europe and then in 2019, I was like, oh, wow, they’re entering the short term rental space now. And I’ve been following them since and, and yeah, I think for, for you, um, of course, I wanted to enter Australia and New Zealand, but um, our business model being unique and applicable, um, within Oyo’s network was definitely also one reason that we were talking, uh, started talking last year.

Simon Lehmann: [00:16:22] Excellent. Interesting news all the way today. We heard that Interhome has now been finally fully taken over by Hometogo. So interesting times. Management changes have already been announced. Uh, things are going fast and, uh, and definitely more to come back to, Steve. I want to move on to scale an investment appetite. Right. So, you know, from a US perspective, what level of scale do you think you really need in order to go to the next level in terms of investment and growing the business forward? And what is scale for you and what you’re focusing on in creating value?

Steve Schwab: [00:17:01] Yeah. You know, I think that’s we’re sort of doing the the opposite of a normal scale where, you know, we’re going global, but local, local, if you want to call it that. The local, um, the, the investment appetite is certainly out there. We’re seeing it. There’s a lot of interest at a, at a pretty large levels of, you know, trying to come in and see what we’re doing. You’re seeing that across the entire United States right now. There’s a ton of activity happening. Um, you know, for us, uh, you know, seeing that, uh, that institutional money coming in and looking to play um, is certainly a big part of of the dynamics going forward. Uh, it’s just important to remember that, you know, as you look at what’s different between, uh, vacation rentals and hotels and airlines is unlike the hotels or airlines where you have a homogenized, you know, seat or, or room, um, in which the company, you know, actually owns it. We don’t own the market, and we have a lot of, uh, a very local culture that happens with the homeowners. I always talk about when I first got started here in Puerto Penasco and went to my first city, I thought I was pretty smart.

Steve Schwab: [00:18:14] I was just going to rubber stamp this thing. The very first thing I did was get punched in the nose and realized that I wasn’t a local, you know, in San Carlos as opposed to Porto Penasco, and learned pretty quickly. I wasn’t as smart as I thought I was because the homeowners there, it’s not just the travelers, it’s not just the the behaviors of those who are booking. It’s also, uh, homeowners who have a very different expectation in one city compared to another, and even having the same owner in multiple markets, they’ll have an expectation of how you operate their properties in different cities. So, um, really looking to mix that, uh, when you go when you think about going to scale, how are you going to take that scale and keep it local? Uh, because at the end of the day, every property is so unique and every market is so hyper localized. Uh, until you’re on the ground operating it, it’s just really difficult to bring that investment level to local markets.

Simon Lehmann: [00:19:12] Yeah, that’s super interesting. Uh, scaling while trying to be local, uh, is definitely a massive challenge. And, and definitely going to be interesting as you onboard more properties at from a casa as well within your within your system. We’ll talk about the business model. Uh, in a short while moving that to Graham. Graham uh, Forge Forge Group, Sykes is owned by a large cap private equity company. So you could probably talk to us about KPIs and scale for the next half hour. But still, I’d be super interested. I mean, we have different ownership structures now within the three of you. Uh, one owned by strategic, uh, another also by an investment group, a new, uh, by a really traditional large cap, private equity. Uh, you probably get grilled most in relation to scale and KPIs. What can you share in terms of your, you know, what is measured or what counts? Also from an investment perspective, it’s you know, we talk a lot on, on uh, on the day to day conversations about units, revenue, ADR, occupancy, RevPAR, this type of stuff. But I think you have taken this, uh, totally to the next level.

Graham Donoghue: [00:20:23] Yeah. I mean, we have a lot of data, we have a lot of KPIs, etc., that we we tend to think more around value creation, you know, and I think being owned obviously private equity owned, as you mentioned. You know, I think you spend a lot of time thinking about where’s the value going to come from knowing that you’re on a journey and could be five years time, could be ten years time, but eventually there’ll be a transaction that happens. And so you have to try and work your way back from that. So we spent a lot of time. So at the moment we’re 2025. Most of my thinking is in 2030. And so when I’m talking to, you know, my executive team and I’m talking to the.

Simon Lehmann: [00:21:01] 2030, did you say.

Graham Donoghue: [00:21:03] Yeah yeah, yeah. So most of my thinking is like what does the business look like in 2030? You know, whether I’m there or not in 2030 is irrelevant because it’s more around, like, you know, we need to create a legacy for this business. We need to understand what the value creation looks like. And, and there’ll be a set of numbers that drive that, and there’ll be there’ll be things that fuel that likely to be stock count, but also maybe around, you know, your revenue, your income, your customer acquisition. At the moment, we’re obsessing quite a lot around, um, operational efficiency, operational gearing and actually leveraging AI in particular. As you know, I’m a sort of a fan of AI in terms of how we use it in the business and trying to crystal ball gaze. How do I believe owners and consumers and our employees will be using tools and technology in the future, in 2030, and how do we sort of lean into that and think about a more authentic way of designing and developing our business? So I have to have people in my business that are, you know, I think in these three horizons, horizon one, two and three, I’ve got, you know, day to day operational people looking at horizon one, which is like the next 12 months trading, and then have a group of people looking at horizon two, which is like, you know, maybe in two years time, you know, beyond that. And then I have to have enough people looking at horizon three, which is 2030 and working our way back. And then we started thinking about like, how do we scale? What’s the The technology was the investment. What do you think that will do to revenue? What do you think will do to EBITDA? What’s the story we want to tell which is critically important? Um, and then how do we execute against it? And that’s a you know, that’s how we play into it.

Simon Lehmann: [00:22:46] Super interesting. So when I asked you about, you know, in relation to scale your, your core, the answer was we want to create value. And how do you break that down and how do you measure that with where you want to go with the business?

Graham Donoghue: [00:23:03] Well, I don’t want it to sound crude and ugly. Um, but but um, as blunt as it sounds, it’s around the, uh, equity value we think we’ll create in the business. And now you can create equity value in a business multiple different ways. You can, um, um, have a very high multiple of your earnings, or you can have high earnings with a lower sort of multiple and then everything in between. Um, and who knows because the markets ebb and flow. We’re probably in a bit of a depressed there are at the moment where, you know, values are not as high as they were and debt is difficult, it’s expensive, etc., etc. but we tend to work on, um, you know, what do we need to look like in the future? How do we think that equity value will be derived? What are the levers we’re going to pull to create that? And then we work our way back. And generally you need things like supply. You need things like margin expansion. You need to know how you’re going to convert. You need to know how many customers you’re going to have, how many property owners you’re going to have, how your revenue is going to flow.

Graham Donoghue: [00:24:13] You know, your occupancy, your ADR, all that sort of stuff. And we model all of that. Um, and we get it wrong all the time. And, but we have to start with a model and work our way back, um, and then say, okay, then how do we get there? And then that it normally comes to a point where you say what investment do we require to get there as well. And then that requires another conversation around do we have to refi the business or do we have to go and find additional investors. You know, do we need to, you know, are we planning to make a big acquisition because we can’t get there? So that’s generally how we we model that, how we sort of begin with the end in mind and we work our way back. But we make we make sure we have enough people looking at those three horizons to understand what the story, what the story sort of look like and, and how it plays into value.

Simon Lehmann: [00:25:04] Fantastic. Well, I’m glad I did a little bit more digging there. And, uh, you know, at the end of the day, we need to think about our markets and our ownerships and maximizing value has, uh, different, different, uh, different levels as well. Um, bringing that back to querying and probably get a little bit more concrete in terms of your recent transaction with selling a business to a strategic buyer, you know, and, and and talk a little bit about this process, what what was sort of what was the key drivers in relation to scaling your business? For any strategic investor looking at your business in relation to unit economics, growth and things like that, and specifically your, your, um, your buyer that has acquired you. But what I mean, make comfy was always a company that was already extremely well call it documented. Your management information system was well above average. From what I have seen in many property management companies of your size. But what was the key that they were looking at in terms of scale and driving value for the acquisition?

Quirin Schwaighofer: [00:26:12] I think we we both started the business with um, um, setting it up for, for, for scale. And we always talked about, um, 2030. I think we for a long time. And that was the main thing. Um, where do we head to? And let’s build the business according to that? Um, we’ve been audited after a year three, and we’ve been, um, we’ve been we’ve run a board, um, also after year three already. So we, we, um, got involved and first to advise us and then being, um, as I would say on our board. So we, we always had this kind of vision to, to set the business up and to be run professionally. Um, on the other side, uh, our big business model being B to B to C is all about serving customers, making short term rentals, professional, um, helping housekeeping partners who are in a professional business, helping our traders to be, um, more structured and more organized. Um, our real estate partners. Um, um, what I didn’t really think at the beginning, but there’s a lot we can help them. So there’s a lot of, um, there’s professionalism and structure that we require and has been something we always had. Now we were not looking at and we were not looking at selling the business.

Quirin Schwaighofer: [00:27:31] We had our plan to keep growing in Australia, and we were preparing for some international markets and did quite an analysis there where we think that our business model could work as well. Our platform is already international. We do multiple time zones, multiple currencies. We operate in New Zealand as well. So that was our plan and we have been approached by three US three strategic buyers last year, which was interesting. And the first two, it was a very easy now, very easy now. And we were really not and like, you know me, we were not looking to be to be bought. Um, it was only really when, um, when I met Shirish and then Ritesh that I for the first time thought They think very similar to to me. Super quick, super sharp. Down to the detail. Passion for the supply side, but also for the operational side and significantly bigger. Like like executional excellence than. And we got to in a very similar time frame. Um, and yeah, it um on our side we were we, we, I’d say in a much smaller scale, but we were able to answer questions really quickly around certain metrics and like of course, down to, um, sellable home nights and, and, uh, by market by, um, uh, sort of the evolution of RFP by year.

Quirin Schwaighofer: [00:29:07] Does your stock go down or go up in the RFP over years? So all of that, we were able to provide, um, overnight, pretty much. And I think that was quite impressive. Um, and then going to the to those, those sort of business model, and the flask, because we really did not have much access to capital. When I looked at the capital raises of Sonda and Vacasa, I literally went in the cellar and cried for like just a 10th of that. We could do so much with this. Um. And we yeah, we raised we still raised close to 20 million over a year, but we really didn’t have this one lump where we said, okay, now let’s focus, do something with that. And so we were we had to look after every dollar all the time. So the business model that we developed was pretty much, um, a evolution of our strategic thinking, growing big and being structured. And then, yeah, looking after every penny and, uh, ensuring that we’re not spending this on supply acquisition especially or demand acquisition.

Simon Lehmann: [00:30:06] Super interesting. Um, and you gave me a beautiful segue to talk about business model. I’ve had a lot of recent conversations with different executives in this industry and seeing some moves, uh, where, you know, we somebody tried to build a large United States company as a SaaS business, but we didn’t know what the abbreviation meant. Is it software as a service or service as a software? Right. And and a lot of things have been learned along the way in terms of and we had super interesting conversations this year with Ashley Graham and Steve, uh, to talk about, you know, proprietary technology, helping you to, um, to differentiate yourself or you going with off the shelf software. And we see a lot of movements in this space. But I want to talk about more the core business model right now. And I want to start with Graham on that. I mean, obviously Sykes is definitely more an exclusive distribution business than it is an operating business. And but that’s also come historically where homeowners in the UK live closer to the properties. They manage it themselves. But you do the distribution. But I would love to hear your general view you and how you viewed, or how you’re viewing all the different business models that are out there from an end to end, full service property management service that more like a Query and Steve are providing to their owners and their guests. And you are clearly differentiated, and maybe New Zealand is maybe more a full service business as well. But what is sort of your view, Graham, on the different business models out there and how you foresee the future and how is that going to be evolving?

Graham Donoghue: [00:31:49] Well, it’s been interesting the last 12 months because, um, so I’ve been doing this job for almost ten years and for at least maybe eight of those years, the thing that used to worry about constantly was supply. And I used to always say, I have more demand than I need now it’s about about supply, supply, supply, supply. That’s what I need. But in the last 24 months, I’m not 100% sure why, which is scary. It seems to have flipped a little bit. Demand actually has become more of a challenge and supply seems to be, like, rolling in. Uh, weirdly. Um, I have a hypothesis, um, which again, I don’t have a huge amount of data. I’ve got some data, and I can only really speak about the UK market in particular. But when we look at the market, we think of the market in sort of a three core segments, like property managers and professionally run, um, you know, there’s three big ones in the UK and then there’s a lost trail, to be honest with you. You know, those three big ones have acquired most of them. Um, you know, and we’ve read a lot of that over the years. You then obviously have um, uh, homes in the UK that haven’t been rented out but are second homes. And there’s, you know, a lot of them, hundreds of thousands of them, maybe 150,000 of them. Wow. And then you have homes in the UK that we call the RBL market oriented by Owner Direct, which, which, you know.

Simon Lehmann: [00:33:14] Which is that about half of the supply.

Graham Donoghue: [00:33:16] Okay, well, we think it’s about another 100, 130,000 roughly. So, you know, you know, so market size in the UK, half a million properties. And what have we got on the agency business. 2024 25,000 properties. So you step back and you think well supply shouldn’t be an issue. But I think what I’m seeing is as regulation has increased in the UK and the cost of living, of operating and running a second home has gone up significantly in the UK. And now seeing more of those second homes that are not rented out, those owners are now choosing to say, well, maybe we should rent it out, maybe we should try to generate some income and that and that’s bringing in, you know, more supply into our into our sort of a market. And then more recently, I would say in the last maybe ten months, I’m seeing the Rbo market. And so people who used to rent, particularly with Airbnb less so Booking.com particularly Airbnb. Um, moving to saying, well, do you know what? This maybe isn’t quite as good a deal as it used to be. The rules are changing. They’re changing the way that they’re treating hosts. Um, and actually, for not a lot more commission. I can have someone who just takes away all the pain and, you know, does everything that you know, that that that I’m sort of spending all my waking hours to do. Now, there is a segment of people that clearly love that interaction, but there’s a segment of people who don’t.

Graham Donoghue: [00:34:46] And so is that a different business model? I don’t entirely know. Um, but, you know, we’re now sitting here saying, actually supply is, is, is is doing incredibly well and demand is becoming more of the challenge. And that has then forced us as an organization to say, I can’t really sit on a business that’s 80% direct anymore. Um, because it’s getting too hard to find. What I need to then do is to utilize some of the other distribution channels that exist, particularly for OTAs, and recognize there’s just a different cohort of customers out there, of course, utilizing those channels and lean into them, particularly for international guests, which they can do a lot better. But more recently, what I’m seeing is for guests that want like real last minute and minimum stay of, say, one night, which is something we would never have considered of doing 12 months ago. But now, you know, by opening up our portfolio. So I think the world is getting really confusing, you know, in terms of what the business models is. And I’m not speaking about franchise here or various different things. I’m talking more just around how we look at them and how we have to trade our way and box clever into this market and in order to sort of survive, you know, bluntly super interesting.

Simon Lehmann: [00:36:05] So I find that very interesting. And there’s so many Segways here. Uh, also about, you know, the one night and now, especially since Airbnb announced the rate hike and the split with that’s going to have a massive impact. I’ve just written a newspaper article in Switzerland about that today. Actually, I was asked to comment. And what does that really mean for the consumer? And and I’ve just came back from a consulting mandate this week, three days in the mountains. And, you know, they deal with the one day stay with fortnight price in the high season. And it and it works. It works fantastically. So it’s interesting how we are forced in a way to operate smarter because we need to always question to tradition to be better and, and and be ahead of the game. And but I hear from you, Graham, you’re not hiring an armada of cleaners and get into the service business.

Graham Donoghue: [00:36:58] No, sorry. And yes, I mean, we’re still we’re still of of the you know, we do a million bookings a year roughly in the UK and of those million bookings a year, but 150,000 of those bookings. We facilitate the cleaning and management. Everything else is done either by a third party or by the owner themselves. However, every single one of them we monitor and we facilitate and through our software. So there’s quite a high degree of rigor around the feedback, the net promoter score. Sure, the the cleaning score and all that sort of stuff. So, you know, although we don’t have direct control, we monitor because ultimately it’s about delivering a good guest experience and helping owners, um, you know, improve their service because they just, you know, they don’t always know. Of course.

Simon Lehmann: [00:37:50] Excellent. So we have a bit of a different case, uh, across the pond. Uh, Steve. Well, I mean, looking at how you build and where you came from, what you thought, what sort of a hybrid, if we call it. But you can explain that a little bit better. And then going after a hard core, full service PMC that has had challenge to have good enough unit densities to operate profitably across all the different markets and other things. What does that mean and how you look at the business model going forward? Are you are you looking at entirely franchising it? How do you look at the service business?

Steve Schwab: [00:38:27] Yeah. So we’re uh, yeah, we’re we’re selling off every bit of it. We’re going completely to the franchise model, uh, a big believer in it. You know, when you think of, uh, uh, the different business models, I’m not sure there’s necessarily one. Right. Business model. I think what Graham is doing is working there. And if I tried to take my business model and transpose it where he’s at, you know, there’s a there’s a high probability of failure, uh, you know, making sure that you understand exactly, uh, what’s happening at the at, you know, at the part of the world that you’re working at is going to be the key to success here. Uh, we’re seeing this as the truth is, you can’t make large decisions for the entire country of 40,000, 50,000 units, uh, in 1 in 1 decision. I think it’s going to work in all places. You know, uh, making these macro decisions for a company, uh, that’s operating in different markets with different seasonality, with different expectations, with different unit size, unit type, um, you know, uh, even business model on the local level, you know, ski lease compared to, you know, short term compared to midterm, uh, making decisions across a large portfolio just doesn’t work in this business the way that I see it. So breaking this back down to there’s somebody who’s hyper local, there is somebody on the ground who can take care of those homeowners, uh, you know, the decisions that are being made when they’re closer to that front door of that property, uh, the better the outcomes are for all the stakeholders, you know.

Steve Schwab: [00:40:07] For the homeowner, for the guest, for the community itself, you know. Even for the teammates and employees that are there with them. So, you know, we see it over and over again when people try to scale, uh, from one market to another, they think it’s just twice as hard. But I always say it’s quadratically, more difficult. You know, it’s not just twice as hard. It’s four times as hard to go from one market to another. Um, and uh, you start adding on more and more markets, especially on a full service model. It becomes, uh, incredibly painful. So I think there’s a lot of different ways to get to success. I am not I’m not a I’m not a believer that, uh, the one that the model of consolidating it and trying to run it from a central operations is, uh, the probably the one way I would say is definitely not the right way to do it. Um, looking at, at it from a local level is going to have to be how you end up building this global brand.

Graham Donoghue: [00:41:04] Can I, And can I just suggest because maybe something I should clarify, which I don’t know. I don’t know if you’re aware, Steve, um, that we a little Sykes is like the parent company have had to forge the parent company. Sykes is the the power brand. We put a lot of marketing behind. We run 24 different brands in the UK with 40 offices all over the UK, and every single one of them has regional staff, employees that represent the local brand. So it’s not franchised because we own them. But the reason why we haven’t closed and consolidated them and turned them into like just just one power brand under Sykes is because we know the value of local relationships, the value of a local office, the value of being a good corporate citizen locally as well, you know, sponsoring the football team outside and stuff. And for us, it’s like a great way to maintain that, but also to hold on to the supply If I close them and get rid of them, I know deep down I would lose a big proportion of my supply because a lot of the owners we have, they don’t do it because they’re running it as a financially, you know, like lucrative business. It’s about relationships. So it’s not the same model, but actually it’s it has got similarities.

Steve Schwab: [00:42:22] Yeah, I totally see that. And the truth is, how many of your homeowners stay with you because of the local team, right? I mean, I can tell you that even in even in this, you know, a lot of the homeowners in Picasso said, I’m sticking with you guys because I love my local team. Right. So the fact that you’re empowering the locals, you know, and letting them make their own decisions and, uh, be close to the communities is a big part of what makes a property management company sticky.

Graham Donoghue: [00:42:47] Yeah. And it’s and it’s hospitality. Yeah. Because that’s that’s what, you know, they’re delivering hospitality to the owners, the hospitality to guests as well. So I apologize for interjecting there.

Simon Lehmann: [00:42:58] No, not at all. That’s a great, great input. So if I hear you, Steve, you know, I mean, you need to stay flexible. Um, you need to look at market by market. There is not one size fits all, uh, specifically. Also, you know, the type of homeowners and everything else. And at the same time, you could be devil’s advocate and say, hey, evolve has now 35,000 units on their platform exclusively as well. And, and run a, let’s say, a grand Donohue a business model in in the UK, in the US, which is quite interesting as well. So there’s room for a lot. But you know, the value creation. And I think one of the things I want to ask you, Steve, before we move to Corinne, uh, is in relation to that business model that a lot more operators are now trying to get rid of the service aspect, subcontract that, not doing the cleaning anymore, and more focus on the distribution and the brand. It’s it’s easier. It’s it’s it’s less of a headache and and and everything else. How do you deal with in your group or your organization with that aspect?

Steve Schwab: [00:44:08] You know, part of our vision talks about, uh, that we’re here to be invaluable to the homeowner when they’re away and a big part of our business model. And it’s not everybody’s business model, but our business model is to, uh, build a relationship that transcends business with the homeowners and to be their advocate on the ground when, uh, when they’re somewhere else, focused on something else. And, uh, we find that that’s our highest and best value, uh, and that’s how we build relationships and trust through competence, through intention, you know, through through being on the ground for them. Um, that’s how Casa is building our brand around it. And that’s not the only way to do it. Uh, going even more asset light than the franchise model to a a real, uh, you know, booking play, you know, is, is is certainly a valid business model. I don’t know if that’s going to ever be Chicago’s business model. I think we have components to that. But, you know, for us, uh, being the homeowners advocate on the ground and full services where we’re trying to put our values and build our brand from.

Simon Lehmann: [00:45:21] Chlorine before it gets too late. Um, in terms of your business model as well, uh, you’re not going to conquer the world and and scaling through real estate agents. Uh, what are your thoughts of your own? Um, because one thing that obviously the audience needs to know that that May Humphrey has Sydney and Melbourne running your own property management business, and the rest is run through real estate agents. What are your thoughts about now the business model you’re seeing scale through powering real estate agents with with a comfy pro versus running your own business. Well, how does how did that affect your or your how does that affect your strategic thinking in terms of your business model?

Quirin Schwaighofer: [00:46:02] Yeah.

Quirin Schwaighofer: [00:46:03] I think the advantage we have, we can do both. So we are definitely thinking about, um, like Sydney, Melbourne, we’ve been thinking a lot. We also sort of, uh, um, turn this into an Asian focused market. But in the end, we’re already here. We have a lot of relationships and, um, where our business model, like, really helps us with those relationships where it takes a long time. Um, if, if we launch a new market and with a new brand, um, to sort of build those, um, and for us, what we sort of have seen now and we then can be proud of, we call it a stealth for the first 2 to 3 years. And it’s only like 18 months ago that we announced it and we were growing, um, through purely through referrals. Um, it is something that, sort of enables the real estate agents that are losing properties to short term rental managers and of course, fast. Everyone that is missing out a little bit. Um, we, uh, we held them to create more value that gets us into those kind of communities. Um, they also sponsor the footy club of footy club. They also talk to the local developers. So yeah, for us, um, the core focus is on helping more real estate agents, um, helping them to be also like supply engines, um, giving them away a little bit from the hospitality side.

Quirin Schwaighofer: [00:47:33] So something that we’ve seen, um, real estate, especially the sales side, um, and the property management side is not really, uh, very close to what, what we do in regards to time, response time and, uh, on especially guest communication and things like that. So, so keeping those two things apart, um, really important part. But yeah we will and continue to focus in certain urban markets to run direct. We are part of oil now. Oil does not just do short term rentals. Um, but oil is not only operating in, in, uh, uh, in Australia. So, um, the, the idea is definitely to, to enable locations where all your operates, uh, to benefit from, from our business model. And that’s the exciting part as well. Like, for me, I’m a, um, entrepreneur throughout. Um, I love thinking, uh, five years ahead and then again, uh, you you get this call that puts you back into reality building. You don’t know what’s happening. If I know what’s happening in a year, I think that would be the end for me. Uh, just. I can’t add value anymore. But that’s the exciting part. Keep building, but also executing, um, writing things efficiently. Um, the whole AI time, um, that we’re currently in an incredible opportunity for everyone to, um, yeah, become especially more efficient as a person, um, and as a company. So. Yeah.

Simon Lehmann: [00:49:00] Fantastic. Thank you. And yeah, we managed exceptionally well for already 48 minutes without talking about AI. Graham brought it up after 20 minutes, which I thought was pretty pretty impressive.

Quirin Schwaighofer: [00:49:11] Typically begin.

Simon Lehmann: [00:49:13] And I.

Simon Lehmann: [00:49:14] Will do this.

Simon Lehmann: [00:49:15] We will definitely do a separate panel. There’s so many use cases out there. We really want to dig deep into AI. And we’ll definitely come back to that topic. Uh, when I see the use cases out there, uh, in today’s SDR world, already with all the agents, different languages, different, I mean, whatever it is, it’s just incredible. But at the end of the day, thank God we’re still the human capital. It still remains extremely important in the SDR space, and we’ll continue to do so being mindful of time. I want to wrap this up. And for the ones who sort of missed, uh, our investor panel in London in, uh, in, in May at the star, I want to bring that sort of last question to to my panelists in relation to what role plays technology, um, within, within our industry and um, and and then last and I include that what is sort of the global outlook for you, uh, in the next couple of years when we look at the short term rental industry. Are there going to be significant changes or not? But we talk about technology. How does that impact our business, and what do we need to be mindful about and what is the global outlook. Graham do you want to take that first?

Graham Donoghue: [00:50:23] Yeah. Well, I think as I’ve always said, technology for us is an enabler. Um, you know, we are a hospitality business, um, the blend of human capital to deliver exceptional or even unreasonable hospitality, if you want to gather with technology is what we think is our superpower. And again, I don’t we don’t really talk about AI, but for the moment, you know, I see this wave happening in terms of how AI can really help and unlock, um, you know, extreme sort of a competitive advantages for people who will lead into it. So technology is really important. Um, but I think the people who will win with the company, who can blend technology and the human capital sort of together because that acts as a moat around your business and, well, you know, unless you’re a pure play technology company, um, I think the outlook generally, this industry has been around for a hell of a long time. You know, I have brands in my portfolio that are 60 years old. Um, you know, it’s it’s very resilient. Um, you know, I think it’s been really tough the last 3 or 4 years. It’s been really tough. I do think there is some light at the end of the tunnel. I think we are coming out the other side, but I do think there will be more consolidation. I do think we will probably see some people sort of falling away, whether we’re going to see the level of investment in the sector that we’ve seen historically. I think the jury is still out, you know, on that one. Maybe we’ll wait the next 12 months. We’ll see what’s happening. Um, but I’m pretty optimistic about, you know, about the future. And I think I’m pretty confident that, um, you know, there’s going to be some great businesses that continue to evolve and do some incredible things, um, and, you know, and deliver exceptional experience.

Simon Lehmann: [00:52:11] Awesome. Thank you. Graham. Great summary, Steve.

Steve Schwab: [00:52:15] Yeah. So I think that over you know, we looked at the next five years, we’re going to see a lot more consolidation of tech and operators. Uh, you know, here in the US, uh, tech is going to evolve and accelerate. I think, uh, to Graham’s point, making sure that we’re using it to enable our people and, uh, you know, our interactions is going to be important, making this, you know, bionic so that we have more time to spend in the human element as opposed to robotic, where people are just getting to interface with chatbots. That doesn’t feel like there’s a true hospitality partner involved with them is, uh, is going to be important. Um, I think that we’re going to see a lot of resistance towards OTAs coming up. We’re already seeing, uh, you know, some, um, some certainly some people who feel like, you know, that they’ve, that the OTAs aren’t, uh, are being fair. Um, a lot more focus on book direct strategies and, uh, you know, and then hopefully we’re going to find some, uh, institutional capital backing brands with both, uh, scale and soul to them. And so, you know, over the next five years, I think that that’s going to be important as we take technology, mixed it into the human portion of our business, and then trying to just preserve jobs for our teammates to make sure that our, um, our face to face brand is there. It’s not a phase two, uh, AI brand. Uh, it’s going to be.

Simon Lehmann: [00:53:40] Important.

Steve Schwab: [00:53:40] As we go forward.

Simon Lehmann: [00:53:41] Thank you Steve. Amazing. I love the OTA input as well. Uh, had a recent conversation about that understanding where the demand is coming from in the future, something we need to spend a lot of time on. I’ve seen an article yesterday how Booking.com is utilizing TikTok for distribution, uh, while the channels are shifting. So it’s going to be super interesting to see that too. Corinne.

Quirin Schwaighofer: [00:54:04] Yeah. To sort of be the the last one here to add a few things, I think, uh, to be the last. Yeah. No, I think to summarize all of this, um, um, what will be key? Whoever builds trust at scale, um, will be able to reach this target of, uh, of what we talked about being really global. I do believe AI will help us to focus more on those moments of truth and which I personally interactions. That’s from the moment you meet a property owner for the first time, that’s when you, um, have to help a guest. That’s when you when you work with your, uh, cleaning teams, with your with your tradies. This will remain remain all hands on activities. Uh, I think until we see robots do that. That is maybe not in my lifetime or maybe not in my working lifetime. So yeah, technology will help us to to focus on those moments of truth. And I think business models are also sharpening further. And yeah, I think really exciting time to be to be in um, at the moment in our industry and in, in general with, uh, all the tools we have these days and in access to information, um, and those global panels.

Simon Lehmann: [00:55:14] Awesome, fantastic. Gentlemen, I really, truly want to thank you. I hope that Graham will find Loch Ness with his binoculars behind him. Um, and thank you.

Quirin Schwaighofer: [00:55:26] Is that what it’s for? It’s like.

Simon Lehmann: [00:55:28] Must be.

Quirin Schwaighofer: [00:55:29] It’s it’s for.

Graham Donoghue: [00:55:31] It’s 14 miles long. This loch. It’s big.

Quirin Schwaighofer: [00:55:35] Yeah.

Simon Lehmann: [00:55:35] So, uh, thank you for joining us today. This has been super intriguing. Some great takeaway. Trust at scale blend technology and human capital, is there more investment to come? Is a question more consolidation? We all see that too. Hey, and think about where OTAs are heading and where your booking is coming from in the future. Ladies and gentlemen, thank you so much. Steve Schwab. Have a wonderful day. You’re up early, so you have still a fright ahead of you. Graham, you’re close to a drink in the afternoon. And. Quirin. Good night. Thank you so much for joining us. Our global Unlocked and wishing you a wonderful evening and a great weekend ahead. That was STR Global Unlocked, where we say what others won’t. If you got value from today’s episode, send it to someone who is still playing it safe. Follow the show and get more global insight at Angel of Telecom, the globally recognized STR consultancy I founded, and that proudly brings to you this show. More bold conversations are on the way, so stay tuned.

Vacation Rental Companies Need Leaders With A Passion For Generativity

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There’s no doubt that today’s STR and VR leaders have to be technophiles, embracing
the ever-changing world of the business ecosystem and somehow managing to get all
their API- connected tech to work in unison. Unfortunately, the required attention on the tech stack comes at the opportunity cost of focusing equally on the “people stack.”

I read and hear a lot of talk bemoaning today’s workforce, with words like entitled,
unengaged, and unmotivated being thrown around. But from what I see as a hospitality industry trainer who spends 70+ days a year teaching lodging industry workshops filled mostly with Gen Z and Millennials, the real issue is the lack of inspired leadership.

My impression of the younger generations who are early on in their careers is that most of them are hungry and eager to learn, like a bottle of resin poured into a mold, waiting for a drop of catalyst to convert it to become solid and durable.

It’s clear to me that behind every smiling face greeting guests is an inspired leader with a passion for “generativity.”

Generativity is my new favorite word which I came across recently in reading an article on psychology. However, the word itself is certainly not new, and when I researched its etymology, the word became even more meaningful to me. The term generativity was a minted by Erik Erikson in the mid-20 th century as part of his theory of psychosocial development throughout one’s lifetime, which contrasted with the Freudian focus on childhood experiences having an oversized impact.

According to Erikson, humans go through 8 stages of development in life, each
presenting a sort of conflict of choices. In middle adulthood, the choice is between
stagnation or generativity, which he defined as a desire to mentor, guide and nurture the next generation.

One reason the word really hit with me is because at my phase of my career, when so
many peers are eagerly taking early retirement, what keeps me out on the road 38% of my life (138 days each year) is what I now know to be generativity.

While it’s always been rewarding to receive positive feedback at the end of my training workshops, or afterwards in the form of emails and DM’s, I now recognize that these messages are even more meaningful. I just love it when I bump into participants from many years ago who share comments about how our seemingly “micro” encounters have somehow had a lasting impact on their career paths.

Perhaps Erikson was right when he talked about that while parenthood is one way to
express generativity, teaching, sharing knowledge, and engaging in one’s community
provides another option for those who are not parents or for those who are empty-
nesters.

Generativity is Erikson’s positive alternative to the other option he identified, which is
the stagnation that results from self-absorption and unproductiveness in middle age.

There’s lots of great things that will come about when you foster a spirit of generativity among your leadership team. Not only will your frontline staff benefit from the mentorship and your guests benefit from the positive hospitality experiences delivered by satisfied staff, but your leaders also benefit as well from knowing they are leaving a legacy in this world.

I often teach a class I call “The 3M’s of Hospitality Leadership: Model, Measure,
Mentor,” which has a strong focus on mentoring, (which I will hereafter call generativity.) One of our activities is to break out in teams and share a story about someone from earlier in your career who mentored you, and how that impacted your career thus far. When I ask for volunteers to share their stories with the general session, nearly every hand goes up. And more than once a tear is shed as participants reflect gratefully on those who have touched their lives.

If you want to inspire a passion for generativity in your leadership team, I highly suggest an activity like this as a starting place.

RealTimeRental Assembles Industry Veterans to Drive Innovation in NewEra of Vacation Rental Technology

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[Ocean City, NJ — October 2025] RealTimeRental, the pioneer behind the vacation rental industry’s first cloud-based software platform, today announced the addition of key advisors and leadership talent to guide the company through its next major evolution – RealTimeRental 2.0, a comprehensive rebuild of its platform designed to meet the rising expectations of guests, owners, property managers, and real estate professionals.

Joining RealTimeRental’s Advisory Team are two respected industry voices:

  • Annie Holcombe, founder of Annie & Co, co-host of Alex & Annie Podcast – The Real Women of Vacation Rentals, and board member of The Vacation Rental Management Association (VRMA), brings decades of experience in marketing, operations, and brand storytelling across hospitality and vacation rental sectors.
  • Jeff Bedard, founder of Bridgefield Advisory and former President of Compass Real
    Estate, joins as a strategic advisor focused on customer insight and experience,
    innovation strategy, and product-market alignment.

Leading RealTimeRental’s expanded Executive Team is:

  • Tony Maganzini, formerly of Parakeet and Brivo, who will drive strategy and market expansion efforts as Chief Strategy Officer.

“RealTimeRental changed the industry more than 25 years ago when we launched the first web-based SaaS property-management system,” said RTR Founder, Joe Testa. “We’re about to do it again – not with a facelift, but a complete reinvention from the ground up, built to exceed the high expectations of our customers.”

RealTimeRental 2.0: Built for Rising Expectations

The company’s 18-month RealTimeRental 2.0 initiative represents a significant reinvestment in talent, technology, and customer research. This next-generation platform is designed with the financial and operational muscle to handle even the most complex, high-volume vacation rental operations while providing unmatched flexibility for boutique firms and growing teams alike.

“Guest and owner expectations are rising fast – faster than most software has evolved to keep up,” said Jeff Bedard. “RTR 2.0 is a direct response to that reality. RealTimeRental is listening to customers, building for the next generation, and delivering a platform that reflects where the industry is heading, not just where it’s been.”

RealTimeRental 2.0 will deliver:

  • Unmatched Flexibility: From the most complicated office workflows to simple streamlined setups.
  • Enterprise-Grade Financial Backbone: Designed to handle compliance and sophisticated accounting with ease.
  • Scalability for All: From established brokerages to startups entering the short-term rental market, RTR 2.0 delivers the foundation to grow.

“RealTimeRental 2.0 is not a version upgrade – it’s a generational leap,” added Tony
Maganzini
. “Our focus is on empowering professionals to deliver exceptional experiences to their guests and owners while operating at peak efficiency.”

In parallel with these product investments, RealTimeRental has launched an extensive
Customer Insights Discovery Program to ensure that every feature and workflow reflects the needs of its user community. The research, conducted over recent months, revealed a clear call for modernization, transparency, and mobility across every level of the rental ecosystem – from booking to accounting to owner relations.

“Once again, the industry is guessing what RealTimeRental is building,” said Joe Testa. “But just like when we launched, we’re stepping ahead. We’re engineering a platform that defines the next era of performance, reliability, and growth for our customers.”

For more information or to request future demo access to RealTimeRental 2.0, visit
www.RealTimeRental.com or follow RealTimeRental on LinkedIn.

The 2026 Workforce Wake-Up Call: How Engagement and Retention Will Define Business Success

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As we move toward 2026, one thing is clear: employee engagement and retention are no longer HR buzzwords—they’re the lifeblood of a sustainable business.

Across industries, organizations are facing a convergence of forces reshaping the workplace: rapid technological advancement, shifting workforce expectations, and the reality of a five-generation workforce sharing the same space.

In this environment, the organizations that thrive won’t just be those offering competitive pay—they’ll be those that create cultures where people feel valued, connected, and seen. High turnover and quiet quitting aren’t just symptoms of burnout—they’re signs of a disconnect between what employees need and what businesses provide. Engagement and retention strategies for 2026 must go beyond surface-level perks and focus on deeper, human-centered practices that meet employees where they are.

1. Create a Culture of Belonging

Diversity and inclusion have been center stage for years—but 2026 calls for the next evolution that has been percolating for a few years: belonging. It’s the difference between being invited to the meeting and being asked for your opinion. It’s the difference between having a seat at the table and having your voice heard and valued. Belonging fuels engagement. When employees feel that leadership and their direct manager are invested in them, then they are emotionally connected to their team and confident that their perspectives matter. They invest more energy and creativity in their work.

This sense of connection looks different across generations:

  • Baby Boomers value being recognized for their experience and want opportunities
    to mentor others.
  • Gen Xers seek autonomy and respect for their independence.
  • Millennials crave purpose and collaboration—they want to feel their work means
    something.
  • Gen Z expects authenticity and psychological safety; they engage best in
    environments where transparency and empathy are the norm.

To build belonging, leaders must listen intentionally and lead inclusively. That means
conducting stay interviews, encouraging open dialogue, listening to your people, validating people’s experience and feelings, and empowering managers to build genuine relationships through empathy and consistent communication. Owners and C-Suite mistakenly hyper-focus on senior leadership team. Where it is most impactful is the investment in your managers: recruit to retain.

Belonging doesn’t show up on a spreadsheet or engagement survey results—it shows up in small, human moments. When a leader asks, “How are you really doing?” and takes the time to genuinely listens. When a manager catches a change in tone and checks in with care. When someone in the office remembers what makes a teammate smile on their birthday. These moments of empathy and awareness are the real indicators of emotional intelligence—and the building blocks of a culture of belonging with measurable increases in retention metrics.

2. Prioritize Manager Capability as a Retention Strategy

People don’t leave companies—they leave managers. Since the phrase first gained traction in 1999, its truth still holds today—for good reason. In 2026, the ability of front-line managers to engage, develop, and retain talent will define organizational success. Yet many managers are stretched thin, juggling hybrid teams, shifting policies, and competing priorities—often without the training or support needed to lead effectively on the human side of work. The most forward-thinking organizations are changing that by investing intentionally in manager capability as a core driver of retention and performance.

Effective managers share a few traits: they communicate clearly, know their people, give timely feedback, and know how to coach rather than command, judge, or avoid. They don’t just manage performance—they manage people. From an HR perspective, this means providing tools, templates, and ongoing coaching. Regular one-on-one check-ins, use of engagement dashboards, and manager accountability metrics can turn performance conversations into retention moments.

Managers must also learn to adapt their leadership style by generation:

  • Boomers appreciate respect for legacy knowledge and visible acknowledgment of contribution.
  • Gen X thrives with flexibility, autonomy in their work, and trust in their independence.
  • Millennials look for mentorship, purpose, and feedback loops.
  • Gen Z wants transparency, clear boundaries and expectations, and career pathing early in their journey.

There is little accountability without trust. Trust is associated with words like truthfulness and reliability. It is built over time through repeated demonstrations. When trust levels are high in a relationship, conflicts can be more easily resolved and sometimes avoided entirely. When managers meet employees where they are, trust grows—and trust is the foundation of retention.

3. Design Flexible Work Models That Reflect Real Life

Flexibility is no longer a benefit—it’s a baseline expectation. The challenge heading into 2026 is to design flexibility that supports both productivity and well-being.

Different generations define flexibility differently:

  • Boomers may value predictable and traditional schedules and in-person collaboration.
  • Gen Xers, Millennials and Gen Z see flexibility as control—where, when, and how they work best. They prefer to work in hyper-productive blocks on time rather than on an eight-hour time block.

Organizations must shift from rigid structures to adaptive frameworks. This includes hybrid work options, flexible hours, and creative scheduling approaches that align with the business’s needs and the employee’s life.

Flexibility also means investing in cross-training, thoughtful seasonal workforce planning, and clear pathways for advancement. Knowledge and decision-making silos no longer serve today’s dynamic workplace. When employees see their employer providing real opportunities for access, collaboration, and balance—not just talking about it—loyalty and trust grow.

Flexibility doesn’t mean chaos—or catering to trends. It means clarity. Clear expectations, communication norms, and accountability systems allow flexibility to strengthen engagement rather than weaken it. As Brené Brown reminds us, clear is kind—and in today’s workplace, clarity is the foundation of trust.

The HR takeaway: flexibility is strategic, not operational. It’s a long-term investment in system adaptation, retention, and resilience.

4. Invest in Growth, Learning, and Purpose

Heading into 2026, employees want more than stability—they want growth and purpose. Career development and meaningful work consistently rank among the top drivers of engagement, especially for Millennials and Gen Z. However, Boomers and Gen X also crave opportunities to stay relevant, mentor others, and feel their experience matters.

The most effective leadership teams are reframing learning from a cost to a catalyst. They’re using training and development as engagement engines—embedding upskilling, mentorship, and leadership development into daily work life.

Here’s what that looks like in practice:

  • Personalized learning paths: Role-based development plans aligned with business goals, with mentorship flowing upstream and downstream. 
  • Cross-generational mentorship: Pairing Boomers’ expertise with Gen Z’s digital fluency builds connection and mutual respect.
  • Growth conversations: Shifting from annual reviews to ongoing career discussions keeps employees engaged in their own trajectory.
  • Purpose-driven storytelling: Communicate the “why” behind the work. Employees who understand the impact of their role—on guests, homeowners, or the community—stay motivated.

Learning fuels belonging and reinforces culture. When people see a future for themselves within an organization, they’re far less likely to look elsewhere.

5. Measure What Matters: Engagement, Retention, and the Employee Experience

Data has become HR’s superpower. But as we enter 2026, it’s not about more metrics—it’s about the right ones.

Engagement and retention are influenced by a blend of emotional, operational, and experiential factors. Organizations that use people analytics effectively can identify issues before they become turnover trends.

Key metrics to track include:

  • Engagement scores: Are employees connected, motivated, and aligned with your company’s mission?
  • Retention and turnover rates: Where are you losing people—and why?
  • Manager effectiveness: Do teams with stronger leaders show better engagement scores?
  • Training participation and impact: Are learning initiatives driving performance improvements?
  • Employee Net Promoter Score (eNPS): Would your employees recommend your organization as a great place to work?

Pair quantitative data with qualitative insight—stay interviews, pulse surveys, and roundtable discussions. Numbers reveal what’s happening; conversations explain why. In 2026, HR’s role is to translate data into dialogue and action. The goal isn’t simply to track turnover—it’s to understand the emotional temperature of the workforce and respond with intention.

6. Generations at Work: A Bridge, Not a Barrier

A multigenerational workforce isn’t a challenge—it’s a competitive advantage when led with intention. Each generation contributes unique strengths and perspectives that, when harnessed, can drive innovation, resilience, and connection.

  • Boomers offer legacy knowledge and mentorship.
  • Gen Xers bring adaptability and pragmatism.
  • Millennials drive collaboration and innovation.
  • Gen Z champions diversity, inclusion, and digital fluency.

The opportunity lies in creating connection points—through cross-generational projects, reverse mentoring, and team discussions that highlight shared values rather than differences.  A 2026-ready organization doesn’t try to homogenize its workforce; it harnesses diversity to strengthen engagement and fixes friction points. Leaders who understand generational dynamics build bridges instead of silos.

The conversation isn’t about who’s right or wrong—it’s about learning from each other. As one Gen Z professional recently said during a leadership panel: “I don’t want to replace the generation before me—I want to build on their legacy.” That mindset is the essence of modern engagement.

Looking Ahead: Engagement as a Strategic Imperative

As we approach 2026, employee engagement will continue to evolve from a cultural initiative to a business imperative. Engaged employees don’t just stay—they innovate, advocate, and elevate performance across the board.

Retention, in turn, is the outcome of trust, communication, and care. It’s earned, not expected. From an HR perspective, success lies in integrating engagement into every process—from recruitment and onboarding to performance management and leadership development. Engagement isn’t a program; it’s a promise—to value people as much as performance. Employees will go the extra mile when they believe their leaders will walk beside them.

The future of work isn’t just about technology or flexibility—it’s about humanity, practicing non-judgment, and staying curious. When organizations lead with empathy, invest in growth, and build cultures of belonging, they’ll not only keep their people—they’ll keep their edge.

Five HR Priorities for 2026—At a Glance

PriorityFocus AreaKey Actions
1. BelongingConnection & inclusionCreate safe spaces for dialogue; celebrate diversity; encourage storytelling.
2. Manager CapabilityLeadership & communicationTrain leaders in emotional intelligence, feedback, and coaching.
3. FlexibilityWork-life alignmentOffer hybrid and adaptive schedules; clarify expectations and accountability.
4. Growth & PurposeCareer developmentPersonalize learning paths; use mentorship to bridge generations.
5. Data-Driven EngagementInsight & actionTrack eNPS, turnover, and engagement; use feedback to drive continuous improvement.

Final Thought

As 2026 approaches, the war for talent is being replaced by a race for engagement. Employees want connection, not control; growth, not gimmicks; and leaders who listen more than they lecture.

Businesses that understand this shift—and act on it—will stand out not just as employers of choice, but as cultures of choice.

At its core, engagement and retention aren’t HR initiatives—they’re human ones. They thrive when people feel seen, valued, and connected to something bigger than a job. In hospitality, we work diligently to give guests reasons to stay and return. The same question applies internally: Do you know why your employees stay? Because in the end, engagement and retention aren’t HR’s responsibility alone—they’re everyone’s responsibility. They’re what happens when people feel part of something worth staying for.

Marketing Messaging That Actually Converts Vacation Rental Homeowners

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2025 vacation rental e-commerce website web store marketing

You’ve probably heard it before: some vacation rental manager claiming to be “the best in the city” or promising “guaranteed best revenue,” which sounds too good to be true. 

Here’s the uncomfortable truth: nearly any marketer can trick a handful of property owners into signing up with flashy promises and misleading statistics. But that’s not sustainable business. Those relationships crumble when reality doesn’t match the hype, and owner churn is the killer for vacation rental businesses both large and small. 

The vacation rental management companies thrive long-term? They’ve mastered something entirely different. They’ve built marketing messages that don’t just grab attention, they create genuine, lasting partnerships with homeowners. And it all comes down to understanding five critical elements that most managers completely overlook.

Why Most Vacation Rental Marketing Messages Fail (And How Yours Won’t)

Let’s start with why most vacation rental marketing falls flat on its face.

The typical approach sounds something like this: “We’re the #1 vacation rental management company in [City Name]. We guarantee maximum revenue and white-glove service.” Sound familiar? That’s because every other management company in your market is saying nearly the exact same thing.

The problem isn’t that these statements are necessarily false, though they often are. The real issue is that they’re meaningless. When everyone claims to be the best, being “the best” becomes worthless as a differentiator.

But here’s what’s even more damaging: these generic promises create unrealistic expectations. When a homeowner signs up expecting “maximum returns” and their property generates average revenue, they feel deceived, even if you delivered exactly what you said you would.

Sustainable marketing messaging works differently. Instead of making grandiose claims about being the best, it focuses on being the most relevant. It speaks directly to the specific concerns, goals, and situations of your ideal homeowners. And most importantly, it sets realistic expectations that you can consistently exceed.

Think about it this way: would you rather have 100 homeowners who signed up based on inflated promises (and will likely leave within a year), or 50 homeowners who joined because they genuinely understood and valued what you offer?

The companies that choose the latter approach don’t just survive, they dominate their markets through word-of-mouth referrals and long-term client relationships.

Attention: Why Traffic Is Your Foundation (But Not Your Solution)

Let’s address the elephant in the room: if homeowners aren’t seeing your marketing, none of this matters.

You could have the most compelling value proposition in the world, but if your website gets three visitors a month and your social media posts reach nobody, you’re essentially marketing to yourself. Attention, whether through digital advertising, SEO, referrals, or local networking, is the foundation of everything else.

But here’s where most vacation rental managers make a critical mistake: they think traffic alone equals success. They focus entirely on getting more eyeballs and completely ignore what happens after someone actually visits their website or sees their ad.

I’ve seen management companies spend thousands on Facebook ads that drive plenty of clicks but generate zero inquiries. Why? Because they treated attention as the end goal instead of the starting point.

Here’s what actually works: targeted attention that reaches the right homeowners at the right time. Instead of casting a wide net hoping to catch anyone with a vacation rental, successful managers identify their ideal clients and focus their attention-getting efforts specifically on reaching those people.

For example, rather than running ads that say “Vacation rental management services,” try “Own a vacation rental in [Specific Neighborhood] but tired of handling late-night guest complaints?” The second approach will get fewer total views, but significantly higher engagement from people who actually match your ideal client profile.

Remember: attention without relevance is just noise. Your goal isn’t to be seen by everyone, it’s to be seen by the right homeowners who are actively looking for what you provide.

Presentation: Every Touchpoint Is a Make-or-Break Moment

Here’s something most vacation rental managers don’t realize: your marketing message isn’t just your ad or your website’s homepage. It’s every single interaction a potential client has with your business.

Your presentation includes:

  • The initial ad that caught their attention
  • Your website’s design and content
  • How quickly you respond to inquiries
  • The professionalism of your email communications
  • Your sales pitch during the consultation
  • The contract terms and signing process
  • Your onboarding experience for new homeowners
  • How you handle the inevitable problems that arise

Each of these touchpoints either reinforces or undermines your marketing message. And here’s the kicker: homeowners judge the consistency between what you promise and what you deliver at every single step.

Let’s say your marketing message emphasizes “premium service and attention to detail.” But when a homeowner fills out your contact form, they get an automated response with typos and don’t hear from a real person for three days. What message does that actually send?

The most successful vacation rental managers treat every touchpoint as an opportunity to strengthen their brand. They audit their entire client journey, from first contact to ongoing management, looking for “rough edges” that contradict their marketing message.

This might mean:

  • Redesigning intake forms to feel more professional
  • Creating email templates that maintain your brand voice
  • Training your team on how to handle difficult situations in ways that align with your values
  • Streamlining your contract process so it feels as premium as your marketing promises

The beautiful thing about this approach? Every improvement you make compounds over time. A smoother onboarding process doesn’t just make new clients happier, it makes them more likely to refer their friends.

Your Unique Selling Proposition: The Difference Between Claims and Proof

Most vacation rental managers think a Unique Selling Proposition (USP) is just a catchy slogan or a list of services. They’re wrong. A true USP is a provable claim that separates you from every competitor in your market.

Here’s the test: if your USP can’t be disproven, it’s not actually unique. Anyone can claim to “maximize revenue” or “provide exceptional service.” But can you prove it?

Let’s break down what proof actually looks like:

Revenue Claims: Instead of “We maximize your rental income,” try “Our properties average 23% higher revenue than self-managed properties in the same neighborhoods.” Then show the data. Screenshots of actual performance comparisons, anonymized financial reports, or third-party revenue management platform data.

Service Claims: Rather than “We provide white-glove service,” demonstrate it: “We respond to guest issues in under 2 hours, 97% of the time.” Then show your response time dashboard.

Local Expertise Claims: Don’t just say “We’re the local experts.” Prove it: “We’ve managed properties in [Specific Area] for 8 years and maintain relationships with 12 local vendors who provide priority service to our homeowners.”

But here’s what makes a USP truly powerful: it should make your service sound like the obvious choice for your specific target market. If you specialize in luxury mountain cabins, your USP should make homeowners with luxury mountain cabins think, “These people clearly understand exactly what I need.”

The strongest USPs often combine multiple elements:

  • Unique Value Proposition (what specific benefit you provide)
  • Unique Timing Proposition (why now is the right time to work with you)
  • Unique Price Proposition (how your pricing structure benefits the homeowner)

Your USP should answer this question for every potential client: “Why should I choose you over every other option available to me, including managing my property myself?”

If you can’t answer that question with specific, provable facts, you don’t have a USP yet. You just have marketing copy.

The Offer: Transforming Your Service from Commodity to “Only Choice”

Even if you nail everything else, attention, presentation, and USP, a weak offer will kill your conversion rate. Because at the end of the day, homeowners don’t just choose based on who you are or what you promise. They choose based on what you’re offering and how it compares to their other options.

Most vacation rental managers make the same offer mistake: they present their service as a commodity. Standard management fee, standard services, standard terms. When your offer looks identical to everyone else’s, homeowners shop on price alone, and nobody wins a race to the bottom.

A strong offer does two things:

  1. It makes your service feel unique and non-interchangeable
  2. It prevents you from becoming a free marketing source for your competitors

Let me explain that second point. When you create demand for “vacation rental management” in general, but your offer isn’t compelling, you’re essentially doing marketing work that benefits your competitors. Homeowners start shopping around, and the company with the lowest price or the best salesperson wins, regardless of who actually created the initial interest.

Here’s how to craft an offer that positions you as the only logical choice:

Bundle Unique Components: Instead of charging a management fee plus extra charges for marketing, cleaning coordination, and maintenance oversight, create a package that includes everything under one transparent price. Call it something specific, like “The Complete Care Package” or “Hands-Free Revenue Management.”

Add Time-Sensitive Elements: “We’re currently accepting three new properties in the [Neighborhood] area for our 2024 program.” This creates urgency without feeling artificial.

Include Risk Reversal: “If your property doesn’t generate at least X% more revenue than your current management approach within the first six months, we’ll refund our management fees.” This shifts risk from the homeowner to you, but only make this guarantee if you can actually deliver.

Create Exclusive Access: “Homeowners in our program get priority access to our interior design consultation service and preferred pricing with our partner vendors.”

The goal is to make homeowners think, “I can’t get this exact combination of services and guarantees anywhere else.” When that happens, you’re no longer competing on price, you’re competing on value, which is exactly where you want to be.

Response Instructions: Making It Effortless for Homeowners to Say Yes

You’ve captured attention, delivered a strong presentation, proven your USP, and made a compelling offer. Now comes the moment of truth: how easy is it for interested homeowners to actually take the next step?

This is where many vacation rental managers snatch defeat from the jaws of victory. They make the response process so complicated, unclear, or intimidating that potential clients give up before they even start.

Your response instructions should answer three questions immediately:

  1. What exactly should the homeowner do next?
  2. What will happen after they take that action?
  3. How long will the process take?

Here’s what doesn’t work: “Contact us to learn more” or “Call for a free consultation.” These instructions are vague and put the burden on the homeowner to figure out what happens next.

Here’s what does work: “Click here to schedule a 15-minute property assessment call. We’ll review your property’s revenue potential and discuss how our program works. No sales pressure, just honest insights about your property’s opportunities.”

Notice the difference? The second version tells homeowners exactly what to do, what to expect, and how long it will take. It also removes the fear of being pressured into a decision.

For even better results, consider offering multiple response options that appeal to different personality types:

  • For research-oriented homeowners: “Download our Property Performance Analysis worksheet and see how your property compares to similar rentals in your area.”
  • For action-oriented homeowners: “Schedule a 15-minute call to discuss your property’s revenue potential.”
  • For cautious homeowners: “Join our monthly webinar where we share market insights and answer questions from local property owners.”

The key is making each option feel like a natural next step rather than a high-pressure sales situation.

Conclusion: Building a Marketing Message That Scales and Sustains

Here’s what separates vacation rental managers who build lasting businesses from those who constantly struggle to find new homeowners: sustainable marketing messages that attract the right clients for the right reasons.

When your marketing focuses on attention-grabbing gimmicks and unrealistic promises, you’ll always be chasing the next marketing tactic or dealing with disappointed clients. But when you build your message around genuine value, provable claims, and client-focused offers, something amazing happens: your marketing starts working for you instead of against you.

Homeowners who join your program actually stay. They refer their friends. They become advocates for your business instead of cautionary tales.

The five elements we’ve covered, strategic attention, consistent presentation, provable USP, compelling offers, and clear response instructions, aren’t just marketing tactics. They’re the foundation of a vacation rental management business that grows through reputation rather than constant prospecting.

Start with one element. Maybe that’s auditing your current presentation touchpoints, or developing proof points for your USP claims. Perfect that piece, then move to the next. Because sustainable success isn’t about having perfect marketing from day one, it’s about continually improving every aspect of how you attract and serve homeowners 

How Brian Egan Built Evolve Into a Profitable Short-Term Rental Business & What’s Next for Vacation Rentals

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Brian Egan is the Co-Founder and CEO of Evolve, a Denver-based hospitality company with a mission to become the most trusted brand in vacation rentals. Since launching Evolve in 2011 alongside Adam Sherry, Brian has grown the company to support over 35,000 properties and more than $5 billion in rental revenue.

If you’re navigating the complexities of short-term rentals, this episode offers insights you won’t find in a press release. Brian shares what it takes to build trust at scale, how to grow without losing your identity, and why consistency still beats tech when it comes to guest experience.

In this conversation, we discuss:

  • What inspired Brian Egan to leave a career in law and launch a brand focused on rebuilding trust between guests, owners, and property managers
  • How Evolve’s approach challenges the traditional property management model and redefines what it means to scale in a low-trust category
  • The early struggles of building Evolve and why Brian believes trust, not inventory, is the key to winning in vacation rental
  • How the short-term rental industry lost its identity and what it takes to build a brand in a fragmented, tech-dominated space
  • What most founders miss about balancing owner expectations, guest satisfaction, and profitability at scale
  • Why consistency, experience, and human connection, not just tech, are shaping the future of vacation rentals

Connect with Brian Egan on LinkedIn [https://www.linkedin.com/in/brianwegan/] to learn more about Evolve Vacation Rentals [https://evolve.com/].

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1Transcript

Introduction: [00:00:00] You don’t have to do it all on your own, and there’s no extra credit points for making it harder on yourself than it needs to be. And we saw that as a really important way to his internationalization.

Introduction: [00:00:10] Is that a topic for your investors, for yourself?

Introduction: [00:00:12] They’re looking at this as something that they want as a combination of an investment and a lifestyle asset. Right. And that blend. So it’s not for everyone.

Introduction: [00:00:20] You’ve opened probably about ten cans of worms to say the least.

Introduction: [00:00:24] At the end of the day, it’s a team that matters. And that’s why no matter what AI does, anyone doing it on their own is never the right answer.

Simon Lehmann: [00:00:34] You are listening to STR Global Unlocked, brought to you by AGL artillery, the show where I speak with the leaders shaping short term rentals worldwide. I am Simon Lehman and after two decades buying, selling, advising and investing, I’ve built a network that spans continents and categories. This podcast brings that network to you. Real conversations, global insight, no PR fluff. Let’s get started. Hi everyone! Today I’m joined by someone who has been right at the corner of our industry’s evolution. My guest is Brian Egan, a seasoned entrepreneur, an investor and advisor in the travel and hospitality space. Brian has spent his career building and scaling businesses that challenge traditional models, and he’s become one of the most respected voices in the short term rental industry. He brings a rare mix of founder experience, strategic perspective, a global insight, having navigated everything from startup grind to cross-border expansion, capital raising and scaling in a highly fragmented industry. Brian, I don’t want to spend the entire time of introducing you. Great to have you.

Brian Egan: [00:01:50] Good. We have much more interesting and important things to discuss, but it’s great to be here. Simon. Thanks for having me.

Simon Lehmann: [00:01:55] I really enjoyed, uh, our times we spent together over the last few years as, uh, industry thought leaders. And I have, uh, an utmost enormous respect for you and what you have built with evolve. And, uh, would love to hear a little bit about your personal story as a founder and operator, to start with.

Brian Egan: [00:02:16] Sure. Yeah. Um, you know, for me, I was not one of these kids who was nine years old, uh, you know, selling things on the school play yard and knowing what I wanted to be an entrepreneur. It actually, uh, struck me much later. Uh, I started my career, actually, in Silicon Valley, working in the tech and startup and venture capital industry as a lawyer. Uh, realized after a couple of years that wasn’t the path. I was at the right table, but in the wrong chair. Uh, switched over to go to my first hospitality business, Exclusive Resorts, based here in Denver, a luxury destination club. It was one of the first ten employees there, spent seven years helping to build that company and then really saw the opportunity, uh, along with my co-founder, Adam, uh, that the short term rental industry represented. You know, at that point, this was, uh, you know, 2010, early 2011 when we kind of made the decision to take the leap. We ended up beta launching evolve It by the end of 2011 with a whopping 21 homes on our platform. Uh, and you know, what we saw at that time was a mainstreaming industry, one that was still quite nascent with myriad unsolved problems. And we felt like there was a solution out there to be found between the idea of a DIY owner operating on their own and the traditional full service local property management model. So that’s what we set out to build. And here we are today.

Simon Lehmann: [00:03:36] Well that’s incredible. But let’s go a little bit deeper there. In terms of what was the the the initial idea, I mean, doing a DIY, uh, within a market where it was still clearly dominated by a lot of professional property management companies. I mean, Airbnb just started to ruffle feathers. Homeaway was around the corner trying to digitize Craigslist as well. Like what was sort of the starting thought points of you to build evolve to start with?

Brian Egan: [00:04:09] Yeah, so I’d say the core thesis was one this industry will mainstream. And that sounds obvious today. But let’s remember this is 2011 and it was anything but mainstream. I mean, as you just pointed out, Airbnb at that point I think had was a series a business still largely in the metro apartment sharing type of beachhead. We all knew where they were trying to go, but they hadn’t done it yet. Um, and at the time, you know what we now call Vrbo but at the time was HomeAway was a classified ad site. You couldn’t even book a property on the site. All you could do was request a book and you might hear back from an owner. I think at that time, if I recall correctly, you know, a rate table for a listing on HomeAway had six rows. So you could have like a spring rate and a summer rate and a holiday rate. Uh, and that was about it. So it was a it was a super nascent industry. Um, so thesis number one, this is going to mainstream ten years from now. It’ll be way more common and popular for either an owner to rent out their home or for a guest to choose vacation rental, uh, as their format for travel. Second thesis was with that, the market will become increasingly complex and competitive, and that that is going to mean that the bar is going to have to go up.

Brian Egan: [00:05:16] We’re going to reach that mainstream consumer, that mainstream guest. They are going to come into this category and expect to shop and buy and enjoy this wonderful business that we’re in the same way they do air, hotel and car, and they’re not going to be willing to put up with things like, oh, the rates were inaccurate, the calendar wasn’t updated, the listing wasn’t as advertised. The owner never got back to me. I mean, myriad things that were going on. So it is going to become more complex and competitive. And with that, it’s going to become more challenging for both DIY owners do it yourselfers or for rent by owners, as we call them, or the local property managers who had been operating in their world for 20 or 30 years. We thought that all created this kind of ground for disruption. And then the third point would be what does that disruption look like? We believed it needed to look like a management platform. So a vacation rental manager that could partner with these owners on an exclusive basis. So we become that calendar and system of record for them. We could do all the things you need to do to drive that booking, to take care of that guest, to take that work off of the owner’s plate and remove that fear and uncertainty and doubt that so many owners have.

Brian Egan: [00:06:21] They need that help, but also offer them some flexibility and some control and choice in the things they care about most, whether that be selecting the on site vendor that they want to use for housekeeping, or things like snow removal, whether that be elements of revenue management, you know, minimum rates and things that they may want to say that they really care about. Hey, if I’m not going to be in the home during Christmas, I want at least this much money. So we believe there was an opportunity to create something that was a bit lighter weight, faster moving and offered owners really a unique value proposition. And in exchange for all that, of course, also a lower management fee that we felt like was going to be very attractive in the market. That was the basic hypothesis. Um, and by the way, I mean, all these years later, I would say good news. We were right. We were probably early. Uh, we also convinced ourselves we were wrong at different points along the way and messed some stuff up. But if you go back and look at what we actually believed in the basement when we were just two people there, uh, a lot of it actually is pointing straight at what we’re still building today.

Simon Lehmann: [00:07:23] So what did you mess up? I mean, you just took one of my next questions, obviously. Fast forward 14 years to see, you know, in terms of your thesis. What what did you underestimate or overestimate in terms of challenges? And what did you mess up on the way?

Brian Egan: [00:07:35] Yeah. Well, I would say the first thing we messed up was, uh, we we sort of heard from everyone, right? That. Oh, this is going to be really hard. It’s going to be really hard to find these owners. And and that was right. I mean, it was harder than I think we expected to identify these individual owners out there in the market and partner directly with them. That was you know, it’s it’s not a consumer brand where 80% of the folks on the internet are actually the right clientele for you. So figuring out how to get there was difficult. We’re also trying to convince people to do something that no one’s ever offered them, so they don’t have a mental model for it, right? So all of that took a lot longer than we thought. That’s actually not the mess up, though. That’s just I think part of like trying to build a sort of model and come at an industry from a new angle. That’s part of the game and we were up for it. The part we messed up was actually losing our conviction. So we actually were about a year, year and a half into the business and we started to say, gosh, this just is not growing as fast. We’re going to figure this out.

Brian Egan: [00:08:34] But we can’t be 80 year olds, 80 year olds by the time we do. Right. And as we got to that point, we also had some property managers calling us and saying, we see what you’re doing. We’d love to partner with you. It won’t be exclusive, but we’d bring, you know, 20, 30, 50, 70 units onto your platform and have you serve as one of our distribution channels. And we tested it. It looked pretty good. We doubled down on it. It was a huge mistake. And once we got to the place where we were no longer in an exclusive partnership with the person who actually controlled that asset, the owner who paid that mortgage, you know, that was that left us kind of in a in a zone of being yet another layer and a middleman that could be disintermediated. And what we realized was it was a fast way to build a much bigger business, but not a good way to build a durable business. And so we actually spent another 6 or 12 months unwinding that and kind of going back to the original thesis and just bearing down on we’re going to figure this thing out one owner at a time and brick by brick, build this business up.

Simon Lehmann: [00:09:34] So all your owners are exclusive on the platform, correct? Yes. And you only do single channel distribution, which is evolve itself, right? So you don’t redistribute the content to other platforms?

Brian Egan: [00:09:45] No, no, we actually we distribute all over the place. So we distribute to Airbnb, Booking.com, Expedia, Vrbo, uh, and a longer tail from there. We’re a big partner of Marriott Homes and Villas uh, by Bonvoy. Uh, so yeah, no, we part of, part of our model is to handle all the distribution on behalf of that owner, in addition to having evolved as a direct channel.

Simon Lehmann: [00:10:06] Is that something you started right from the beginning that you said, hey, we’re so so that must have been very hard. I mean, even today to think about that, people still and even property managers, especially in the US, but also in other, uh, animal Saxton markets still do single channel distribution or like very few. That must have been very challenging to to offer a multi-channel distribution approach. If you see now all the companies that go after the long tail like small Bu and rentals and toolkit and and home to go with their brands and it’s unbelievable. So you started so early with that approach. And to see now that everybody is going after the long tail, uh, is quite interesting.

Brian Egan: [00:10:50] Yeah. You know, for us, the thesis was this OTAs, if you think about vacation rental or short term rental versus hotels, hotels have been in business for, you know, 2000, 3000 years before the OTAs came along. But especially in the US. And by the way, I mean, uh, I know you have a global audience for your podcast, which is wonderful. I want to make sure that I’m caveating my answers to your questions are our operation is, you know, vast majority domestic in the US. So, uh, in the US, the short term rental industry is actually quite nascent. And it was very unorganized. And, you know, the OTAs, so to speak, if you call the earliest version of Vrbo or HomeAway sure to they actually came of age on the internet at the same time as the short term rental industry came onto the internet right in the mid to late 90s. And so for us it was, hey, these marketplaces are actually a very helpful organizing function for an industry that needs to go through a massive mainstreaming curve. And we’re way better off getting on that wave and writing it and letting the then home away’s now vrbos, letting the Airbnbs, letting the ultimately Expedia’s and Booking.com, you know, letting them create some of that wave that we can ride. I mean, look, I’m, I’m an entrepreneur and I love building and being disruptive and taking new angles. But you don’t have to do it all on your own. And there’s no extra credit points for making it harder on yourself than it needs to be. And we saw that as a really important way to drive value for our owners.

Simon Lehmann: [00:12:17] Excellent. Yeah, I will definitely go back to your entrepreneurship a little bit later in our conversation and hear some of your learnings also with the team and to human capital you’re engaging with. I have, uh, the $100 billion question, uh, when we talk about market structure and, and supply structure as well. Um, we talked about supply structure for such a long time. And we differentiate between long tail, which is basically the DII, the RPO rent by owner, do it yourself, uh, owner. And uh, and let’s make the demarcation line 20 properties, uh, always said, you know, up to 20 properties. You can still keep your day job. And then after that it gets tricky. Um, call it, uh, the professional market 20 plus. I don’t want to ruffle anybody’s feather, but let’s, uh, settle on on 20 properties. One thing that I found very interesting over time to sort of follow these, the data of all the big data providers who, when you look at the long tail versus the manage tail, that this has not really shifted at all over, over all these periods of time. And I was always the one wearing the PMC and the professional hat and said, you know, that line that the professional supply is going to grow and the RPO, rbo are part of the business in terms of supply is going to shrink over time. And interestingly enough, if you consume data over the last even a decade or five years, seven years, half a decade, it hasn’t really shifted. And and why is that? And I would love to hear your opinion on that.

Brian Egan: [00:13:52] Yeah, it’s a fascinating question I agree. It is the $100 billion question. Um, here’s here’s my take for today. It’s a dynamic industry. And ask me again tomorrow. I think that you saw this immediate surge of DIY owners, and this is back when everything was hard and Vrbo was a kind of a crappy classified ad site, if we’re being honest. Right? They would say that.

Simon Lehmann: [00:14:16] College will be on the podcast as well.

Brian Egan: [00:14:18] I’m perfect. Nobody knows it better. Nobody knows it better. So, you know, that was like the minute that that was an offer. You saw a huge part of the market say, I’m ready to go right around this managed layer, because when you have a lack of competition, right. The managers in a lot of these markets before that was an option. There wasn’t a lot of competition. They could kind of price at the level they needed. They didn’t have to like, you know, fight it out for that business. We all know that competition is going to make markets improve. So immediately you kind of by the time we got into the market, it was already about a 5050 balance. Now, why hasn’t DIY taken over and owned 80% of the market? I think it’s because it’s hard. I mean, you’re taking on I think you really have to do this well as a craft. It is becoming a micro hotelier, and you can see the hosts and the, you know, DIYers who are so good at this, you know, it takes real energy, passion, time, skill. You know, you have to be willing to have your phone on on your bedside table. You got to be really excited about it. Now, good news. Millions of people are right. And I think that’ll be a part of our industry forevermore. And I think it’s a really important part of our industry.

Brian Egan: [00:15:27] But I’ll also say it’s not for everyone. And when you look at, for example, our owners, most of them have double income. You know, husband and wife are working. They’ve got kids in school or just out of school. I mean, they’ve got very busy lives and they are not looking at this as something they want to do as another job. They’re looking at this as something that they want as a combination of an investment and a lifestyle asset. Right. And that blend. So it’s not for everyone. But on the other side, you’ve got the professional management layer, what I’ll call like local full service management. Why hasn’t that grown. Well, because one it’s expensive. I mean, in order to do that business right, you have to be boots on the ground, local. You have to have installed teams. You have to have a pretty heavy infrastructure. There’s real opex involved, right? You got a lot of pieces that are moving around there. And at the end of the day, if you load up all the fees and look through the whole thing, you’re going to end up paying at least 35 and more likely 40 to 45% 5% for that service. Now, for many owners, that’s a great deal. It’s I don’t want to worry about it. I want to, you know, I want to be able to text the person taking care of the home.

Brian Egan: [00:16:35] Wonderful. So our whole point was, hey, why don’t we come into the middle of this and say, we can do a lot of the things that you need as a partner? We can allow you some of that flexibility. Um, so I think that’s why we’ve seen this relative stasis, uh, and I think as the business as the industry moves forward, you know, my view is that, uh, a disruptive offering is going to be increasingly attractive. I mean, I don’t think we’ve seen, for example, we’ve seen seven, eight, nine, ten years of better and better DIY tools come to market. You know, whether that was originally with the pricing apps, most recently with AI tools. I’m not sure any of it has actually changed the market share, you know, and we’ve also seen a lot of consolidation and movement on the full service local property management side. Again, not sure we’ve actually seen any shift in market share. So from our point of view, we look at activating new owners that evolve every month. We have hundreds and hundreds of people who are joining evolve and bringing their home on the platform. Uh, most of them are new to the market and have never rented that home out before. So we really view the expansion of the market and growing the pie as a big opportunity. Wow.

Simon Lehmann: [00:17:46] Very comprehensive answer. You’ve opened probably about ten cans of worms, to say the least. Uh, so let’s try to close my skills. Let’s try to close some of the Brian and, uh, you know, you used words like consolidation. And so if I understood you correctly, uh, you would argue that the market split in terms of professional versus long tail is going to remain about the same. Um, you know, people switch and whatever. But let’s talk about your business. Let’s let’s talk about Long Tail for a second. Um, obviously you’re you’re in North America. We’re having visibility across Southeast Asia, uh, um, Australia and also Europe and Latin America. And the market is slightly different. Um, but in a way, the split between between professional versus long tail is about the same. Depending on market. Certain markets are a lot lower and certain markets are higher. But in general, on average, it’s about the same. But what we’re seeing is that we’ve seen a lot of, um, technology transaction recently, a lot of, uh, capital flows into the industry, a lot of private equity capital flows into the industry. And we’ve seen a number of very interesting, uh, let’s say business plans and, and value creation plans in their pitch decks, uh, to private equity.

Simon Lehmann: [00:19:06] And interestingly enough, a lot of these, uh, technology platforms that are out there raising significant amount of capital or exiting as well, they put their growth strategy into the long tail. So so that means it’s going to get tough out there for you. Uh, because everybody says, you know, the professional managed market is is so competitive and it’s so hard to to gain more market share. You spend a lot on marketing. You go to conferences, you’re moving teams around the world to to grab more professional property managers. And and the acquisition on the long tail is obviously more online marketing and online acquisition, um, through communities, etc.. So I, I would argue that you are going to see a lot of competition of technology platforms who have built multi-channel distribution, channel management, revenue management, content management, PMS functionalities, and that stuff is there. And then it’s obvious that some of these companies can say, like, now with what we have built, we go after a long tail with a with a light solution and we can offer the same.

Brian Egan: [00:20:15] Right. So I would say a couple of things there. One, I totally agree with you that that is what’s happening out there too. It’s not new. I mean, I remember sitting in, uh, the basement and looking at there’s an accelerator, a seed accelerator program here in the US called Techstars. And we saw right as we were getting started, we saw somebody building a set of DIY tools that were going to be software based and become the big disruptor in the industry. And, you know, I guess I’ve just seen it come and go. Now, that said, I think these are the best tool sets out there to date. Um, and I think that’s great for owners, but if you’re not somebody who wants to do it yourself, who has the skill, the ability, the willingness and readiness to do that, it’s not going to matter. I mean, I can buy you a better and better power saw, but if you’re not somebody who’s actually a do it yourselfer, it doesn’t really help you. Right. A lot of people are going to need a partner in order to navigate a market that, by the way, what you’re what you’re saying there is that market is becoming increasingly complex and competitive. And for a lot of owners, that’s going to mean that they need to or want to have a partner to help them navigate that space.

Brian Egan: [00:21:25] Now, that all said, I think it’s also important to say, you know, we we view that as good. We view all the advancement. I mean, there is going to be ten, 15, 20 years from now. There are going to be DIY owners on the best tool sets we’ve ever seen. There’s going to be full service local management at a premium price, and I believe there’s going to be robust scaled hybrid solutions in which I believe evolve will be the winner. That’s how I see the world unfolding, and this isn’t going to be a winner take all. But I do believe that within those categories, there are winners take most. And that’s what I really see evolve as. My last thought is, you know, Simon, look, if if that’s what owners want, there’s no saying we can’t deliver it as well. Right? Because what we’re doing today is standing in the shoes of the owner. Right? We’re marketing and booking all of their properties under the evolve brand. We’re talking to their guests. We’re handling a lot of their revenue management, etc. if owners are really keen to to do it on their own, we have the toolsets, we’ve built them for ourselves and there’s no saying that we couldn’t offer them as well.

Simon Lehmann: [00:22:27] So where would you say robust? Where would be the biggest differentiators to these DIY tools, DIY tools that are out there in relation to evolve, with the exception of the brand that you have built?

Brian Egan: [00:22:40] Well, yeah, I mean, number one would be the end to end us taking the property from, hey, I’m thinking about entering this category to a high performing online listing that’s being distributed with high fidelity to every channel out there that’s being priced to its optimization point. That’s, uh, and revenue managed to that point where all the guest inquiries are being handled by us, where we’re coordinating with your on site provider of choice, in many cases, a, a partner that we’ve introduced you to, uh, through our vetted embedded network. Right? So yeah, it’s the I mean, this is basically a new format of management where the owners are able if they want, they’re able to sit back and more or less get, you know, booking notifications in their app and dollars in their bank account. Um, but on the other hand, we also have the ability for owners who want to lean in a bit and act a little bit more like that DIY, for example, we have revenue management, uh, levers that are available to our owners. They can actually use these tools to say, hey, this is the minimum price I want for that specific week. Great. No problem. You can do that. And you can do that really easily through our owner app.

Simon Lehmann: [00:23:50] So why so obviously now would be the great opportunity to move your business, uh, across borders and, and internationalize that business model because it’s obviously there’s clear differentiation. You have a lot more stickiness from a technology standpoint, from a branding standpoint and what you offer, uh, also to the to the owners. And this is not about, the marketing show of evolve, but it’s about talking. How do you navigate within that landscape? And and obviously you have raised a significant amount of capital as well for your for your business and growth. And, and is internationalization, is that a topic for your investors and for yourself?

Brian Egan: [00:24:30] Well, absolutely. I mean, let’s start. First of all, I remember you asking me this question the first time we met, uh, many, many moons ago at a conference, uh, which was a funny story unto itself, but, uh, it was one of the first three questions you asked me. And I think my answer is going to remain the same, which is from a vision perspective. It’s absolutely global. I don’t think there’s any reason why our innovation into building this hybrid management model, uh, a bit of a best of both worlds can’t be successful anywhere in the world. The answer to when is, uh, uh, by the way, the other thing would be, let’s also talk about whether that would be go to Europe, where that’s, you know, a much more mature market, many more established incumbents. Sure. Decades. Decades older than the US. Or whether that’s more like a Latam or APAC. Type of market where it’s much more nascent. So you can have all those debates. I can tell you the when answer, which is, as soon as we believe that it won’t distract us from becoming the market winner in the US. Right. As soon as we believe that we are at a point where that is the next best and heaviest lever to pull in order to grow. And right now we look at the US and it’s still the largest greenfield opportunity out there. I mean, you still have, uh, hundreds, thousands of owners every day, every week who are coming into this category. You still have a lot of people moving around between models trying different things out. You know, we believe this remains our biggest opportunity. And importantly, because of our model, we were always able to operate across the entire US, right. So we never went market by market. Yeah. And we didn’t take inventory from primary markets, secondary and tertiary markets. So for us, there’s just so much opportunity here in the US that we still want to make sure that we’re, you know, we’ll never be perfect, but we we see an opportunity to keep raising our bar here. And then eventually yeah, the vision is to be global. Certainly.

Simon Lehmann: [00:26:23] We have uh, we have seen a lot of pitch decks and fundraising decks that have put out international strategies to their investors, uh, raising an enormous amount of capital. And nobody in our industry has managed to become truly international. And we could we could, uh, talk a lot about different brands. I think Picasso is one that, uh, speaks for itself. They’ve tried an internationalization strategy. At the end of the day, synergies were not there. Wyndham sold their business in 2018, Wyndham Vacation Rental as well, uh, which is now away. So we’ve seen we’ve seen it. I’ve done it myself with Interhome. We looked at the US market. We couldn’t do any significant intercontinental cross-border business. It’s just there’s just no synergies. There’s nothing there. You’re not getting more guests from one place to another because of it. Um, in the traditional PMC business model and it just totally failed. Um, and it’s going to be extremely difficult. And we hear it all the time. Now we see franchise models. Um, so which model do you think? And what would be the advantages in terms of building internationalization? I think one of the biggest issues that we have in our industry, that we have not been capable of building a significant consumer facing brand to drive demand, right.

Brian Egan: [00:27:40] Yeah. So, I mean, I think the reason that it hasn’t worked with the traditional full service model is the same reason that it hasn’t worked to actually scale that model and centralize it nationally, even just in the US. Right. Because it’s a big country, uh, with a with a lot of different nuances and nooks and crannies to it. And so what I think happens in those businesses is two things. One, it’s inherently quite local. It’s inherently, uh, you know, there’s nuance to each market. And then two, as you point out, the synergies break down because there aren’t any, um, there are no economies of scale to performing that kind of manual labor. Right? That kind of fixing this, shoveling that, you know, pushing a vacuum cleaner that actually, in many cases has diseconomies of scale. Once the homes get further and further apart. Right, you got to put people back in a van and drive them down the road, the whole deal. So we’ve seen in the US, it’s interesting to note we’re now seeing the largest players that are full service are all pushing to highly localized models, whether that be through a franchise type of arrangement or whether that be through a roll up in which you let the underlying asset continue to operate locally. Yeah, that that seems to be, you know, what the market consensus has landed on in terms of that full service model. And I think that is also why it hasn’t really worked on these international. Expansion fronts. In terms of the model that can work.

Brian Egan: [00:29:09] I would say one, that’s where the software tools have an advantage, right? Certainly you’ve seen more of them make that leap, more of them operating in. I don’t know if anyone’s really built a big business doing it yet, but I think it could happen. Um, and then two, if you’re going to do it, I think our model is the right one where you’re partnering locally for local services, where we don’t have thousands of housekeepers and maintenance people and bus drivers on our payroll. We partner for all those services locally, and in some cases, the owner is the one actually securing that partnership because they have a preferred vendor. So for me, I think that is the model that could do it. The last thought I have on this topic too is, is, you know, look, we there’s no saying that we have to go do it on our own. I said earlier, no extra credit points for a degree of difficulty here. Right. Uh, so, you know, there is always an option of saying, hey, it may make sense at some point to look at establishing a foothold through inorganic growth. I mean, to date, we have nearly 35,000 properties on our platform. We have grown completely, 100% organically, brick by brick. We’ve won every single one of those owners individually. And so, uh, you know, that said, we’re not dogmatic about it. And if there was an acquisition opportunity that made sense as a way to, you know, look, cross border, we certainly would take a close look at that.

Simon Lehmann: [00:30:27] Yeah, maybe I would have some ideas here, but let’s, uh, take that offline. Uh, there’s always opportunities out there.

Brian Egan: [00:30:33] I didn’t mean to trigger your deal brain there.

Simon Lehmann: [00:30:37] Yeah, but, I mean, that’s what we do, right? We’re connecting dots and, uh, and and getting the right people together to, uh, to professionalize and grow this industry. That’s what makes us excited. Um, let’s talk about technology a little bit. Uh, overall and the way you look at, uh, the short term rental industry, you know, and I sort of feel, um, I’ve seen Brian, uh, more in the past than I’m seeing him now. Which, uh, tells me he’s not so much into the conferences anymore because of where you’re at, right? And it makes a ton of sense. I mean, you’re focusing on a different business. I mean, you’re not gonna you’re not adding property managers on your platform to do distribution that that you have done. That’s probably when we saw you more often at property management conferences. But now you’re running after your brand and your deal and you’re growing your business. So you’ve in a way created also some some of the distance with the learnings that you’ve had on the platform, uh, to have integrated the PMCs. I remember the days when we were the first property manager in the world, uh, with so many properties in Europe to integrate with HomeAway. It was a nightmare, right? But anyway, how how do you look at the traditional property management industry, like predominantly in the United States right now?

Brian Egan: [00:31:53] Yeah. And specifically, you know, from through a technology lens. Um, you know, I would say for us, we have a model that is unique. And therefore, while we did actually start and operated for maybe 18 months on a third party system that we were trying to customize the heck out of, ultimately what we concluded is we need to build our own operating system because there isn’t, uh, you know, there isn’t a market for a big software company to build something for us because we’d be the only ones using it. Uh, so, so, you know, uh, and by the way, I certainly, uh, I don’t mean to be under the radar screen. You’re right. The bigger conferences, I mean, we don’t really have anything to buy or sell at those conferences. Uh, but we do have, uh, you know, our teammates are there, uh, talking to our biggest partners, especially the OTAs and such. Uh, and just so everyone in the industry knows, I’m always available. Anyone can reach out. Uh, don’t mean to be, uh, don’t mean to be off the radar, uh, but, you know, from our from a technology perspective and a bit of, you know, to your point on focusing on the business, you know, we have just gone through an overhaul. So we had built a system in year two of our life or so. Uh, and that reached the end of its useful life and was ready to be replaced. And we have gone in the last 12 to 18 months, we have been systematically overhauling our entire tech stack.

Brian Egan: [00:33:10] Uh, and actually, that work will largely come to completion. You’re never done. But, uh, the, the sort of big migration will be complete by the end of this year, which I’m really excited about. It puts us on a much more modern, much more flexible tech stack and, uh, and allows us to unlock a lot of velocity of product development, a better owner and guest experiences. It certainly unlocks the future, uh, for our business in terms of leveraging AI. Uh, so we’re super excited about it. In terms of what I see out there, it’s interesting. I mean, I think there were a number of people that were trying to do more of their own platform development, uh, and ultimately concluded that that wasn’t the right path. And I see why. I mean, if you’re running a model that everyone else is, you know, that is largely the same model as other people. Well, then there’s going to be a market for people to build great software for it. And again, no extra credit points, like why would you go build your own PMS if yours isn’t going to be as good as whoever guessed streamline? Pick your pick your partner. Right. Uh, so to me that does make sense. But it’s interesting to see, you know, for example, I think Costco has recently, you know, in the wake of the acquisition of Picasa, has said we’re going to use, uh, I believe it’s, uh, streamlined. I can’t remember exactly which one.

Simon Lehmann: [00:34:24] Going from streamline and using GST as well.

Brian Egan: [00:34:26] Oh, to GST. Yeah. And then you know that they were partnering with uh, wheelhouse for revenue management. Right? I mean, that’s an interesting move for one of the largest companies in the space to make, you know, our version is that we’ve built those tools in-house. We’re perfecting those tools in-house. I’m not declaring right and wrong here. I’m just saying it’s a it’s interesting to see. And I think from a tech perspective, it seems like the legacy full service industry is more moving to the scaled third party tools, and that that motion is going to sort of settle there. And then again, people will continue to try to innovate on better DIY tools that’ll that’ll last forever. Um, and, you know, we’ll see where that goes. And as they make it easier and easier, it should be more attractive. But on the other hand, that’s been happening for ten years. And as we just discussed, it doesn’t mean that every owner is opting into that into that format.

Simon Lehmann: [00:35:15] Yeah, I would totally agree. I mean, the discussion of proprietary software versus what’s coming off the shelf, that has definitely shifted significantly also in Europe and and also in the in Australia and other markets where people, you know, in the early days, people had to build proprietary software because there was nothing there. But the evolution of technology within the SDR space has been huge for the last few years. And one of the pitches that Eric and Cliff has done to raise capital for Kosovo was obviously building a, you know, a technology company, but at the end of the day was a full service PMC and you’re still dealing with unit density, manpower, operation, opex and everything else. And I guess for, you know, being the devil’s advocate, it’s easier for you to say, because you’re looking at it from the SaaS lens. And and at the end of the day, you know, a lot of people try to combine that. And we had interesting conversations at at the conference last December in, in Florida about this and, and this proprietary tech play that’s gone, that’s history. Now, even, you know, Steve Schwab and others clearly said, you know, this this positioning also from from an investment standpoint, you know, we’re a we’re a SaaS driven service business. It’s sort of a service as a software instead of software as a service. It’s it’s it’s quite interesting.

Brian Egan: [00:36:39] Um, yeah. You know, and look, I, I mean, these are smart people and they’re making, you know, really, I think thoughtful, data driven, analytical decisions. I think it’s the right thing for their model. I can tell you it’s not the right path for our model, but again, that just sort of proves the point that what we’re doing is, is different. Um, and then, you know, I would say, you know, for us, a big part of this is setting the stage for where we can go with AI, which is just, I mean, the most exciting thing. What a gift. I mean, I, uh, I can’t believe that I am one of the few people who’s lucky enough to one be in the industry for a long time, you know, to get to take a journey like this. Um, and then to be at this stage of it and have, you know, the, you know, at least a generational and arguably the biggest technology shift in platform shift ever, uh, happen while we’re in a position to really take advantage of it. I mean, again, surfing that big wave, you know, for us, we look at AI and say, this is the it’s the perfect technology to do the things that we do. It’s not the perfect technology to vacuum homes. It’s not the perfect technology to shovel snow and, you know, fix toilets. But I’ll tell you what, it’s really going to be helpful when it comes to pricing, distribution. You know, uh, guest and owner support, uh, and all the things that are really at the core of our business, uh, in terms of providing incredible performance, incredible service and amazing experiences for guests.

Simon Lehmann: [00:38:10] Yeah, we manage 37 minutes and 20s not to talk about AI. That’s pretty impressive. I didn’t mean to do that, but.

Brian Egan: [00:38:17] He gets the best.

Simon Lehmann: [00:38:18] Of me because I wanted to ask you about it because your whiteboard behind you is is white. So that means you’re, uh, you’re introducing AI in your business.

Brian Egan: [00:38:27] I was furiously wiping this off, uh, before you hit record.

Simon Lehmann: [00:38:32] And I’m sure you have some other big buddies. And obviously Graham Donahue from Sykes is also a huge fan and has developed his business significantly into that direction as well. And I could not agree. I mean, it’s definitely going to be a game changer significantly for for good and worse in all different use cases. We need to see how this evolves. But we also have understood that we need to stay on top of that as good as we can, because it is revolutionizing. I’ve seen some incredible use cases within this industry already on AI and and it’s it’s happening. Um, absolutely. So let’s move on.

Brian Egan: [00:39:06] And look back back to the point that you made though, right? This isn’t just about narratives. I mean, you can get look, you can get by if you’re a clever, uh, you know, salesperson and everything else. And entrepreneurs are known for their, uh, their charm at times. Right? But ultimately, there’s a scoreboard. Ultimately, there’s the initial performance of the business. And at the end of the day, every business is ultimately worth their future cash flows. Right. And so I think it’s really important that, you know, my excitement about AI is not about a narrative. It is not about something flashy. You don’t see it written all over our website today. You don’t see me on stage at the conference shouting about it, because I think that we’re still at the very beginning, and I don’t think that we have the, you know, end results. And this isn’t just evolve. I would argue this is the industry. I would argue this is enterprises more broadly. We’re just now in 2025, I think, starting to see really interesting enterprise level use cases for what’s happening. And it’s only going to continue and compound. And I’m terribly excited about it. But not not for the glitz, not for the headline and the narrative. I’m incredibly excited about it because I think what it can do is elevate the experiences of our owners, our guests, our teammates, and ultimately improve the financial performance of our business. Free up more capital to invest in the growth of the business and the elevation of those experiences, rather than fundamental operations. That technology is going to ultimately be in a better position to perform for us. So so that’s that’s the why behind it for me?

Simon Lehmann: [00:40:39] Does that mean that Brian Egan is going to run away on his own? No, no.

Brian Egan: [00:40:44] First of all, that would be that would be a terrible decision for the business. Uh, I am wrong way too often for that to be. That would be a disaster. Uh, I need a smart team around me to keep me in check and keep me between the lines. Uh, no, not at all. And actually, I don’t view this as, um. You know, I think a lot of people start to talk about this as, like, technology just replacing people. I, I’m sure in some businesses that may be the case. It’s not how we think about it. How we think about it is how can this incredible technology change what that role is? You know, how how do you go and where do you go, by the.

Simon Lehmann: [00:41:21] Way, to human capital? Yeah.

Brian Egan: [00:41:22] You know, and and change what it means to be. So you’ve got somebody who’s in owner support, right. This is a critical function in our business providing incredible service to our owners. Well, we don’t really need I mean, our teammates aren’t dying to take a call that says I’m locked out of the website. Right. Our teammates aren’t dying to take a call to ask a question that they’ve been asked 14,000 times, and will be asked another 14,000 times. If owner and owners aren’t dying to log a case or place a phone call in order to get something done that they could get done with a push of a button in an app and an agent could take action on their behalf. So that is literally just making the owner experience better, and it’s making our teammate experience better. And of course, yeah, it’s also freeing up opex for us. But it’s not really about oh, that way we get rid of that teammate. What it’s really about is how can we take that talented person and then have them in a better position? Because guess what, there’s going to be another scenario because, as you know, short term rental, like, look it’s a great industry, but these are homes and things happen right. You can have somebody clean the home on Friday for a Saturday check in. And the person gets there on Saturday. And the tree fell on the back porch. Right. I mean, this is the stuff that happens. That’s when owners need incredible humans who are passionate and well trained and well versed in the industry. And I don’t think that that’s what AI is going to take over. Like, I think that’s where it’s human to human, and you’ve got to be really good, and we’ve got to have relationships with on site partners and all the rest. But hey, let’s take all the the stuff that our team would tell you is the least favorite part of the job. Let’s take that off the table and redirect our energy into the stuff where we can really make a difference.

Simon Lehmann: [00:42:56] Let’s move on. I totally agree with you. And, uh, you know, this is going to be definitely interesting how this evolves. Not everybody has the same opinion about it and how you do create efficiencies. And also what does it do to the human capital, but especially in the short term rental industry, the humans are real, are today and will in the future remain the most important capital, uh, within the industry being, um, on the SaaS side, uh, but also being on the operational side, you know, so that’s definitely what’s going to happen. So let’s talk about it.

Brian Egan: [00:43:29] It’s a team that matters. And that’s why, by the way, no matter what AI does, anyone doing it on their own is never the right answer.

Simon Lehmann: [00:43:36] Yeah, that’s why we love the short term rental industry. Let’s face it. Right? So, um, let’s, uh, as a closing topic, I would want to sort of talk about, uh, investment landscape and uh, especially once again, we’re talking to a global audience. Um, and, uh, you know, we’ve raised capital in Australia. We’ve seen the markets in Southeast Asia, Europe. It’s like raising capital has become significantly challenging. Uh, the narrative in relation to property managers has become more a service business than a software business is going to be interesting to see. But we’ve still seen for for large business a significant amount of capital flowing into this industry. We still see pretty big, uh, transactions. It’s going to be interesting to see if more and more is going to come in, uh, because it’s a service business that they’re financing. We’ve seen, uh, large transactions with thousands of units that have attracted capital. There’s a group out there right now who is trying it again to do a roll up, uh, private equity backed. So that’s going to be interesting. But I want to focus with you more on the technology front. And how do you view the landscape, uh, in relation to capital? We’ve seen some significant valuations in the PMS side with guests and Hostway and others who have raised significant amounts of capital, uh, from, uh, piece. We didn’t have that in the past because the growth and the size was just not there. And now, finally, these companies get to a level where it’s becoming interesting for mid and large cap private equities to invest into the into the business. So my question to you, how do you view the investment landscape in general. Also for smaller businesses fragmentation is not going to go away so quickly. Even though we felt the tax space is going to be consolidated very quickly. I say on the channel management a few other fronts, we have clearly seen it already. Also in the PMS side, I. I think markets will consolidate. Now. All these AI tools are popping up like mushrooms. They all need capital. So what’s happening there?

Brian Egan: [00:45:37] Yeah, well, my first answer is you probably know more than I do in the sense that I’m I’m proud to say that evolve is now a self-sustaining, profitable business. And so I haven’t personally been out in the capital markets in quite some time. Uh, that said, of course I keep my eyes open and my ear to the ground and, uh, you know what? I’m what I’m noticing is, is, is a couple of things that you touched on. First of all, I would say overall, I’m just tremendously excited to see capital flowing into the category. And you could define the category broadly as everything from the core tech tools to even the what I would say is kind of adjacent short term rental kind of hotel replacement. I saw, um, Casa, uh, raised around I saw that announced a couple days ago. So anywhere in that whole spectrum, I think any capital coming in is a great sign, because what it tells you is that the capital market is very smart. Investors who have been watching and watching and watching and analyzing have gotten to the place where they said, yep, it’s ready to grow again, right? Because we went through a period of time where everybody the bloom was kind of off the rose. Uh, you know, there was, uh, some, some big public offerings. And there was, you know, obviously significant decreases in stock prices thereafter. The whole growth company world went through a correction in pricing, interest rates went up, all the things that we all know.

Brian Egan: [00:46:59] And so I think for a minute there, the category just sort of became, uh, less attractive. Now I’ve been, you know, I’m 25 years into my career and I can tell you that, you know, those markets are the best ones to invest in, that when everyone’s talking about it, that, you know, the opportunity has already passed you. And so I think you’re starting to see the early signs that some investors believe this is a growth category. The second thing I would say is, yeah, to your point and to your global audience. The the PMS companies seem to be the ones attracting certainly healthy valuations, which is great to see, and I suspect that it’s the Tam. I suspect that it’s the idea that, hey, this is, you know, this is a big market that you can scale into, um, which is which is exciting. It’s also very interesting to see that, yes, capital and a significant amount of it is flowing into some of these more operational, more like traditional PE businesses, really, at the end of the day. Um, obviously at very different multiples, obviously, you know, with a different view of, of, of what’s happening. But I do think that there seems to be I mean, you know, what’s old is new and, uh, you know, the rollup I’ve been watching the rollup play since Resort Quest, uh, since Wyndham bought Resort Quest.

Brian Egan: [00:48:10] Since Picasso bought Wyndham. I mean, you know, we’ve been we’ve been watching it for a while. I do think there’s some new approaches. Uh, today, again, like a franchise model, you know, letting these companies operate more Independently in local markets, and I suspect they will be more successful with those approaches. But it’s really interesting to see that that’s you know, the consolidation piece seems to be the other thing that’s attracting capital. Now, that said, step back as a market. What does that mean? It doesn’t mean a lot right. The number of properties in the market didn’t change. The you know, it’s moving some chess pieces around on the board. Yeah. That’s true. The number of properties in the market didn’t change. And the market share of local full service management for a premium price also didn’t change. So from our perspective, it’s. Yeah. Well, I mean, are they bigger competitors? Sure. Um, but does that actually change the value proposition or anything that’s, you know, the dynamics of the market over the last ten years? Not really. Um, and I wish them all the success. I mean, I think for us, the better they perform, the more attractive the category, the more likely that new owners get interested in the category. And we’re going to win our fair share. Well.

Simon Lehmann: [00:49:20] First of all, congratulations on the performance. And that’s great. Uh, so obviously great not to have to go out and raise more capital. And, but you still have a very strong opinion on how the market looks like. And, and I’m sure you get plenty of phone calls instead. So you’re on the receiving end as well. And that’s part of the game, right? I mean, people investors are looking for opportunities and, and uh, and, and as you, as you said and I totally agree, that’s great for the category. Uh, you know, we’ve seen also some failures, uh, also the PMC side, which for sure didn’t help the industry at all because it didn’t work out, because I always made the argument that the largest for property management companies in Europe, with 50,000 properties, they’ve been around for 60 or 70 years. They’ve never lost money. Right. So, uh, it can be done. Uh, it just depends how you do it. So let’s wrap this up, Brian. You and I could talk for hours, and there’s still a lot of other things we could chat about. I’m sure we’ll see you around again. Very soon. Um, what is the outlook for you? Like, how is this industry going to look like? Uh, we’ve seen some recent announcements by Airbnb raising fees and getting rid of the guest fees. So obviously evolve is going to raise their fees as well. Just kidding. Um, but, you know, it’s a free pass for OTAs now to think how much dependency we have. And I guess your model remains naive and more attractive as well. But we don’t need to want to talk about it. For me, I want to general outlook for you. We talked about how’s supply going to evolve. We both agreed it’s going to probably stay about the same in terms of split. Uh, from from long tail versus, uh, manage inventory. What other significant changes, uh, and your outlook in the next couple of years, we’re going to see within the STR space.

Brian Egan: [00:51:09] Yeah. So let’s pick a time frame and call it three years. Right. Um, I am incredibly bullish on the industry. And I know that that could sound cliched, and I’m certainly not unbiased. Um, but I wouldn’t have said that three years ago. Uh, you know, and I didn’t I was on the record then, too. So here’s why I’m bullish. One, I think you’re seeing a market. And again, I, I spend 100% of my time on the US right now. So I don’t claim to have the dynamics of, of the, of other global markets down. So take this, uh, as the US analysis, I think we are seeing every sign of stabilization. We went through a massive supply and demand dislocation from Covid and then a massive spike post Covid, as you had, you know, think about everywhere, was everyone was locked up in their houses. Everyone wanted to get out and travel, but they didn’t want to go cross border. They didn’t want to get on an airplane. They didn’t want to go to a city. They didn’t want to be in a hotel with shared amenities. They wanted to drive to a home. Well, that was really good for our business, you know. But on the other hand, it was unsustainable because you were getting, you know, more than our fair share. Multiple years consolidated into one. All the rest. Right. So think about this. If you look at, you know, uh, in the hotel world, RevPAR revenue per available room in the in our world, we usually call it rev per available night. That number is down 38% from its peak in 2021. Wow. That’s hard when you’re selling the widgets you sell as a business every day for 38% less.

Brian Egan: [00:52:45] That’s hard. That’s hard to generate the kind of growth that attracts investment and all the other things we were just talking about. But let’s also step back and say this. That number is up double digits over 19 over the pre-pandemic baseline still. So this is a really healthy market. I mean, if you had if you and I the first time we met, I think that was probably 2013 or 14 or something like that. Right. If the first time we had met, you had handed me a snapshot and said, this is what the market’s going to look like in 2025. You didn’t tell me how we were going to get there. You just said this one’s going to look like. I would say, oh, my God, let me in. That’s that looks like a healthy, exciting, thriving market where we can really go step on the gas and do some damage. Right. And that’s like exactly my view now. It’s hard to get that perspective, because the last 2 to 3 years have been so volatile and so many ups and downs. But I think that stabilization point is here. I think that you’ve seen a lot of shakeout of different models. I think it’s very clear that, you know, for us at least, it’s clear that we’ve got a lane that we own. We know how to innovate in it. We’re proving that we can do that. We’ve launched new products in the last year. You know, we had one model for this whole time, and we went and said, you know what? We’re going to create a plus management plan where owners get that much more support, that much more performance, uh, a suite of different offerings that enhance the value proposition in exchange for a slightly higher management fee.

Brian Egan: [00:54:08] That’s been a wild success. We’re seeing 4,045% attach rates on on the plus product in an activation pipeline. So I just think the world is ready for more. I think we’re ready to regrow. And I’m incredibly bullish. And then you go back to oh, and we’re writing the macro wave of AI. We’re writing what I think this would be the big one. Simon I don’t know when this is going to happen, but the real estate market has been locked up. I mean, we have been in a standoff. We are seeing it in all the data. You know, you have a record low number of transactions. You’ve got a reasonable number of listings on the market, but they’re aged out longer than they ever have been. Uh, the number of homes getting pulled off the market is high. You’re just in a standoff between the seller and the buyer. That’s got to break eventually. I mean, again, 25 years of doing anything will teach you that markets go up and down. Right. And so I think that once that real estate market loosens, I think you’re going to see a wave of new owners coming into this category. Um, and yeah, I just I couldn’t be more excited. I excited. I think this is actually, in many ways, a market that we’ve been working really, really hard to get to ever since kind of 2018, 2019. It’s just been quite a rollercoaster ride in order to get there.

Simon Lehmann: [00:55:24] Thank you Brian. And I think the word stabilization is a good wrap up, but I couldn’t agree with you more. And also through a global lens, certain markets are more volatile than others obviously as well. But I would also support that very strongly. Ai still has an unknown impact also on the side of distribution, uh, which I think is something that everybody should focus on how this is going to impact your distribution, how people search for travel and search for accommodation. I think that’s fundamentally going to change. It’s going to be interesting how Google and and the large OTAs deal with that. Uh, my children, they don’t even search on Google anymore. Um, which is quite interesting as well. So that’s definitely going to be uh, having some impact as well. But hey Brian, I really want to thank you for being part of SDR Global Unlocked. Uh, today on this episode, you’ve given some great nuggets away. And, uh, I wish you a fantastic, uh, season and, uh, and continue growth. And hopefully we will see your business, uh, sometime more internationally. Uh, more than happy to.

Brian Egan: [00:56:32] Simon, thanks so much for having me. It was great to reconnect with you.

Simon Lehmann: [00:56:36] Thank you. That was SDR Global Unlocked, where we say what others want. If you got value from today’s episode, send it to someone who is still playing it safe. Follow the show and get more global insight at Angel Telecom, the globally recognized SDR consultancy I founded, and that proudly brings to you this show. More bold conversations are on the way, so stay tuned.

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

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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 works and why.

We cover:

  • What “visual storytelling” means in a modern vacation rental business
  • How to turn property photos into content that inspires trust and excitement
  • The biggest mistakes operators make with social media and video
  • Why showing your team is just as important as showing your homes
  • How Click is making it easier to access high-quality media services at scale

If you’re looking for fresh ways to strengthen your brand and drive more direct demand, this episode is packed with practical ideas to help you do just that.

Connect with Marissa:
LinkedIn: https://www.linkedin.com/in/marissagalle/
Website: https://letsgoclick.com/ 


Transcript

Alex Husner  
Welcome to Alex & annie: the real women of vacation rentals. I’m Alex, and I’m Annie, and we are joined today by Marissa Galle, who is the founder of Click Media. And today, if you’re not watching on YouTube, you definitely should, because we are the ladies in orange, and Marissa is always a lady in orange at these shows. But it’s so good to see you, Marissa,

Marissa Galle  
thank you. It’s really nice to be here. Thank you for that.

Annie Holcombe  
So Marissa, we got to meet you at the women’s conference back in Charleston in August, and it was great to finally meet you, but we didn’t get a chance to spend a lot of time with you, so I don’t know a lot about you and your background. So I thought before we got started, you could introduce yourself to me and our guests, tell us a little bit about your your history and what brought you to start. You to start this company.

Marissa Galle  
Yeah, so I’m Marissa and I started click real estate photography. I’m actually the CEO of click real estate photography. We started this company, actually first as a video production company in 2018 in Las Vegas. So my husband and I, we met in Belgium, and he had this wild idea that he wanted to move to the US. And I was like, Okay, why not? Let’s just, let’s just try this, you know, let’s, let’s give it a year. And so, yeah, we moved to Vegas. We started our video production company, 2425 media, and a year later, like when we get our visas and everything ready, covid hits, and it hit, yeah, so we were a startup company, and what do you do? Then in 2023 we we pivoted all our whole idea of our company, and we moved to Orlando, where we started, where click was born, and where we actually started working together with costuilla vacation homes. So Frank started photographing all their properties. I already did their marketing, so their social media management, so I already knew Dennis, and that’s how everything, everything actually started. Yeah, wow.

Alex Husner  
I didn’t realize I knew you were from somewhere overseas, but I didn’t realize it was Belgium. But that’s also very interesting, because that’s where Dennis is from. How you met, or was there a connection before?

Marissa Galle  
Yeah, so Dennis and Frank, they knew each other from Belgium. Frank was in the media industry, and Dennis run a company where they where they print brochures,

Alex Husner  
and a couple times

Annie Holcombe  
and you chose, Vegas. Isn’t

Speaker 1  
that amazing

Annie Holcombe  
alternative reality?

Marissa Galle  
Yes, it gave a good connection. We already traveled to Vegas for vacation, and Frank came there a lot because he was in the media industry. He was a TV producer and a host in Belgium, so he knew the area and it is the place to be for video productions. Like it was close to La it was easy for him, like he worked together with Warner Brothers, for example, so it was easy for him to travel back and forth to LA to get those jobs done. Yeah, yeah, that’s why we picked Vegas. And, you know, we’re used to having red carpets and everything in Belgium because of Frank. So Vegas was kind of our, you know, it was the closest to our

Alex Husner  
lifestyle. Wow, that’s so cool. Well, and that so now you guys move to Orlando, which, I mean, Orlando is also not just like a run of the mill place, either. I mean, you know, not quite as the same hustle and bustle as Vegas, but also pretty, pretty busy area.

Marissa Galle  
Yeah, yeah. We love the theme parks here, and like the vacation rental industry, it’s, so big because of that, and that’s actually the best decision we made in 2023 to come over here and not just let the business fail, but really work for it. And we had to start from scratch again. Wow, yeah. So we already did that when we arrived in Vegas, and then we came here in Orlando, and we just had to start all over again.

Alex Husner  
Wow, wow. Well, you guys have done an incredible job. And I remember, I met you last year for the first time at favor in Orlando, and didn’t really know you guys there, but I saw saw you, and then I saw Frank, you know, running around taking pictures. Now, actually, I was on stage moderating a panel, and his drone video, like it came from the back of the room, and I thought it was gonna just like, hit me right in the face. And I was like, I don’t know what’s going on right now. Obviously, he knew exactly what he was doing. He was not gonna, not gonna hit me, but he did. He did such an incredible job. I remember watching the video of that event afterwards, and it was a great event. But you guys really know how to tell a story of an event and really just showcase, like capture the energy, you know, show, show the fun, show the interesting moments. And that’s really been something that’s been lacking within our industry, at most conferences, I would say there’s just, you know, there’s not enough of really being able to see what happened. And. And you know, that’s obviously what led you to to vrma, where you’re going to be back in Vegas. And by the time this airs, it will have already actually happened. But there’s, there’s so much that can be, you know, understood better when people can see things visually through video. And I love what you guys have done for the industry. You were at DARM, also you did a wonderful video for boom, when we won the battleground, that was super cool. I mean, you guys are very, very creative, so you’re a welcome addition into our conference.

Marissa Galle  
Yeah, yeah, yeah. It’s actually all Frank, you know, he’s so creative, and he has it all in his head, and he knows exactly how to film it and how to make sometimes from something boring, just Yeah, they’ll make it entertaining and make it look fun. And that’s what they want on those conferences. That’s why they all start asking us, like, hey, we have all these things going on, like, like, DARM, they had fireworks, and they have all the good food and everything. But if you don’t capture it, then only the people that were there know about it exactly. Yeah, you also want to bring the people there that you know. You want to create a FOMO like the people that were not able to make it. They they want to make it next year. So, yeah, he’s, he’s really good at that. I’m really happy that we can do this team together, and we can, we can build a company that we both love,

Annie Holcombe  
yeah. So you, you started this out as, like, real estate stuff, right? So was it just to help realtors, or was this also within the rental side of things?

Marissa Galle  
So I was a realtor in Las Vegas there, I actually noticed that it was really hard to find a photographer that knew what he was doing, and I started asking Frank, like, Hey, can you take my photos? But of course, he has a background in video production, and that it’s not the same as photographing and making videos of properties, right? Yeah, so the first year, it was a little trial and error, but we, you know, we did it, and eventually he really listened to to what the client wanted. And we just, we just, you know, every feedback that we got, we just kept on changing it, changing it, changing it. That’s why we also tell our clients, like, hey, we will edit your pictures until you are happy, or we will edit your video until you are happy, because you’re paying us to get something that you want. It doesn’t have to be, you know, we have our own style. We we want to have everything bold, but it’s still the client that needs to like it. So we just keep on going until our client is happy.

Alex Husner  
Yeah, yeah. So as far as what you do for vacation rental companies? Now, obviously, you got a really good footing in Orlando with casiola and I’m sure many others in that area, but our property managers hiring you to come do their you know, pictures when they get a new rental on their program, virtual tours like, what’s, what’s the whole offering look like?

Marissa Galle  
We have a really close connection with a lot of property managers now here in Orlando, and it’s mostly going to start with pictures. So they all want to have interior, exterior photos of their properties, and then they’re going to look okay. How can we stand out in this market? Like the pictures are already great, but we want to have video. We want to have 3d tours, for example. And our strongest point in this is that Frank has his video production background so that he is able to create this video. So a lot of other real estate photography companies, they’re really good in making pictures, or, like, learning how to use the Matterport camera. But that video aspect is really something different, that that makes us the strongest in our market, in Orlando, that now everything, everyone wants to pivot to social media, they want to have reels and want to have videos. So that is that’s going to be the most, yeah, the core services that they that they’ll schedule. So

Annie Holcombe  
what are you seeing in terms of, like, I guess creativity within videos. You see people like, I’ve seen the matterports, and I’ve seen people who just kind of do those walk arounds with things, and it’s kind of like, you know, that’s nice, but the homes in Orlando, so many of them, they’re big, and to try to really show, showcase how big they are. I know some of those homes, like, just, you walk in, like, the main room, the ceilings are 20 feet tall, and they’re just, they’re just huge. And so how do you how are you guys differentiating yourself from other people that do video to, like, make them fun and captivating and really tell the story of what some of these homes have to offer?

Marissa Galle  
Well, it’s going to be our editing style. So the way how we film the property and then edit it afterwards, we try to make we try to put a lot of dynamic in it. And we also have an FPV drone that is actually the drone that you saw on the conference. It’s the little orange one that you. Thought that was always gonna hit your

Alex Husner  
head. It looks like an alien coming at you.

Marissa Galle  
So that drone is, it’s like, what kind of goggles on? So he has to hide in a closet somewhere. Yeah, it’s really cool to see, like is flying first person view through the property. So it’s really going to show you how how this property is, yeah, we make this, this nice combination of video with some of those shots to make it more dynamic. Like, if there’s a bunk bed and it’s, for example, a cave, the bunk bed is built into a cave or something, then the FPV drone can actually fly through the smallest holes, to just show them, like, Hey, this is not just bed. It’s not just a cave. But it’s also, wow, that’s

Alex Husner  
cool. So cool. Yeah.

Annie Holcombe  
Kids love that, because all the kids are like, I want to go down that slide, or I want to see what’s in there. And now they really get to experience

Marissa Galle  
it before they even get to the house. Very cool, the biggest house that Frank did, 23,000 square feet.

Alex Husner  
Wow, that was a long day of shooting. A lot of closets died and

Annie Holcombe  
oh my gosh,

Alex Husner  
yeah, wow. Well, I mean, you know, I think we all know this, and most people, most people do. But I mean, your picture quality, your video quality, it makes a night and day difference in terms of your performance, in terms of your revenue. I mean, it really is, is incremental as far as what you can achieve when you have the right, you know, media assets, to promote these properties. But I know in my days with running the company I was with for many years. We had different photographers. We use some of the different 3d tours, and it’s like, you know, it was, it was good for what those days were at the time. But when we started kind of upping our game, which was just kind of basic, as far as things are nowadays, the step below that basic was the property manager going out, not even on an iPhone, on whatever their flip phone was, and taking pictures of the property. So the pictures were terrible in the early days. And it’s like, I’m seeing kind of the evolution of, like, all right, there’s the professionalism kind of got there. And you still see on Airbnb plenty of listings that they still have not even gotten to that. But I think you know, the challenge that most managers face now too, especially, and this is why it’s interesting that you do social media with it is, okay, we’ve got these beautiful pictures of these properties, but it’s boring to go to a property manager’s social media page and just see pictures upon pictures upon pictures of properties like those posts get very little engagement. And you know, it’s typically done as a way to appease a homeowner, because they’ve reached out and they’ve said, you know, our bookings aren’t good. I need you need to push me, and they get pushed on social media in an email blast. But does it really do anything? You know, typically not. Doesn’t really move the needle a whole lot. No. But where property managers get stuck is okay, they’ve got these, maybe even video. They might have video. They might have great pictures, but they don’t have anybody to then edit it. And they’re not making, you know, interesting reels. That is like telling a story of why you would not only stay in that home, but why you would visit that destination, why you would stay with that company. And the companies that you know, I know that are really leaning into that they their social media is making an impact, and it’s like that that actually does drive bookings. And you’ve got to really tell that story, but it’s not easy if you don’t have the right people and expertise to be able to do it. So I’m curious how that works. Of like, what those services are once you’ve taken the pictures, you’ve done the video, like, what sort of assets, are property managers able to also get to promote the

Marissa Galle  
properties as a social media manager for seven years for casiola Already, I got the expertise, let’s say, into what does a property manager need to post? What do they need to talk about? Because it’s, you know, you have all these nice properties, but sometimes you also want to with a vacation rental. You actually want to sell the dream of the property. So you want to sell the vacation so we always tell them, like, hey, maybe it’s an idea to get people in there. Like, get, you know, make, make a video with some kids that are jumping in the pool, stuff like that. So once we have all the content for the client, they can actually come to us and choose a package where we help them create their social media marketing like they can choose their their platforms where they want to post them, and then I will have a monthly call with them, see like, Hey, what are you looking for? What do you want to talk about? Because it’s not only your property, it’s also what is happening around your property. Like in Orlando, it’s easy. You have Disney, you have sea world. Now it’s I’m already thinking about Christmas, because we’re already marketing Christmas, right? Now, yeah, so that is something we also want to we also offer our property managers like, Okay, you have all this content. Give it to us. I’ll make a schedule with you, and we make sure that everything goes online and that we create engaging content for

Annie Holcombe  
you. Do you have, like, a best practice for property managers? Say, if they’re just getting started, because I think that sometimes you see they flood it, and maybe they’re not seeing impact, so they stop it. And, you know, it’s consistency, like Alex and I’ve learned with the podcast, consistency is really key. But I think that some people get overwhelmed by it because they’re not seeing an impact. What it’s like for you? Is there a best practice of like consistent posting, and how long it should take before they start to see other click throughs to their direct site or something impactful that would be moving the needle for them.

Marissa Galle  
I always say it can take at least three months until, even especially if your page starts from from like Scratch, it can take up to three months until you’re really up and running. And like you say, consistency is the key. So I always tell my clients like that, posting like three to four times a week is definitely enough, but make a good mix between a static picture, but also an entertaining video and also, like I just said, not only your property, but maybe also, like a video from the surroundings. Is there a community pool? Is there a park close by? So that’s also something we do. They can book us for a community video, a walkthrough video, like, from the property to the community, for example, or like, even a property manager that that that talks and, you know, there’s an introduction about the property. Who knows the property best, and the property owner themselves, right? Yeah, yeah. So, yeah, I think it’s, it’s a good mix of that. And just keep the, keep the people entertained, like, try to come up with, with funky stuff.

Alex Husner  
Yeah, exactly. Yeah. We actually, we just got back from Italy last week, and we did a presentation, the same one that we did when we were at the women’s conference back in August. But one of the points was in trying to get away from losing the search visibility because of how SEO has changed, and AI and everything else, like, what are the ways you can really improve your conversion optimization, both of getting properties and then also getting bookings. And one of our tips was show your team, I mean, make a really robust About Us page, and show who you are, and like, what your story is. And you know why, why you do what you do. And there’s no better way to do that than video. And we showed an example of one of my clients, and Hilton had the video that we did for them. And it’s like, you know, if a potential homeowner is researching your company, it’s really nice to be able to go on and actually not only see the person, but listen to them speak, and, you know, understand what the values are of the company before you even reach out. But it’s definitely an area that most companies really don’t lean into, because one, you’ve got to have somebody that can kind of orchestrate it. You’ve got to figure out who’s going to film it. You know, they’re not all companies have a CMO or even a marketing director. So it’s like it’s out of reach in a lot of ways. But I think, you know, Colin, you guys probably would make a lot of sense. Definitely

Marissa Galle  
know what to do. And it’s like you say, like today, this day is so digital, it’s also AI. I think a company still needs that personal touch. Like, don’t forget about your personal touch, yeah, like showing your team and really talking to your guests talking to your owners too, because your owner also knows how they want you to sell their property, like how you know how they what guests they want and what they want to what they want to do with their property. So yeah, that personal touch is still really important, even in this AI tech driven world? Snap, yeah, absolutely.

Annie Holcombe  
You brought AI up, and I was actually going to ask you about that. I’m working with a property manager in Indianapolis, so not like a traditional vacation rental market, more of an urban market, but they have a lot of dynamic events, you know, conventions, big sporting events. They’ve got the Indianapolis Colts, there’s indie speedway. Is there that, you know, they have a lot of, like, car races and stuff. And one of the things that we were talking about was, how can they create kind of something, that they become the expert, like the expert of the area? There’s a lot to tell, but it’s on a traditional market. And we were talking about like, you know, making sure that you have a lot of content out there so AI can pick it up. So do you see AI being able to pick up the video content down the road? Because I know that there’s AI is creating videos, but is there something that it can go through the internet and find the videos as well, and the photos and things?

Marissa Galle  
I’m actually not sure. Yet about videos, I do know that it can read pictures for sure, because I use it a lot. I use it a lot for, for example, social media management, if I have a picture, I just upload it in AI. And I, I ask, AI, like, what? What do you see on here? How would you sell this? What? What would you say, like, you know, things like that. But I think there’s, there’s definitely a way that that video will be picked up with AI, or it will definitely come soon in the future too.

Alex Husner  
Yeah, and I feel, you know, there’s definitely platforms out there that make it way easier to edit video, but you know, I’m also hoping in the future, there are more that just make it even easier. I think you for sure, need someone with the style and the direction that you guys offer, but there’s a lot of the tools that I’ve played around with, they’re okay, but it’s like, it’s still pretty big learning curve to get really used to them, and at the end of the day, it’s easier for us to send it to our editor, so we don’t end up doing it. But yeah, it’ll be interesting to see you know, how what other tools come out, and how easy it really makes things, I guess. But was curious, too. I mean, I’m sure just this conversation has got people thinking of, okay, well, if I wanted to do a video about my team or wanted to get better videos for my properties. This sounds great, but how do I work with you and Frank, knowing that you’re based in Orlando, so how does that work for clients out of the area?

Marissa Galle  
So Frank travels a lot, especially like, if it’s corporate videos, or if we can, like, you know, bundle things together, make it a project, because mostly those companies. They don’t want to have just one property. They they have this idea, they have this marketing plan, and they want to have it worked out. So if you can work that out together with them, Frank flies out easily, like he’s gone every month, every month, like he was just in New York after Verma, after Vera May. He’s in San Francisco. He’s also, well, Miami is a little closer a bit, so he flies out. But we also have people, because we lived in in Vegas, we know a lot of people that you know have that know video production, if it’s like smaller objects, and it’s sometimes easier for us to just reach out to the people we know that are closer in the area, or we look for someone new, and we just see, like, Okay, what is your style? Do you fit our click DNA? And can we work with you? We will always make sure that we can, that we can manage it, that we can help the property manager, even if it’s far, far away. Yeah, gotcha. We still do jobs in Europe, even so, oh, really? Go to Europe? Like, yeah, it’s a long trip. Like, if Frank is why in the US, that’s nothing, but if he has to go all the way to Europe, but yeah, he had a TV station there. So he knows a lot of people in the industry, so it’s easy there to just send someone out. But I think it was in August he flew out because he was a host of an event. I don’t know if you know, but Frank was like, kind of the Jackass in Belgium show.

Alex Husner  
MTV, show, right?

Marissa Galle  
Yes, yeah. So yeah, in Belgium, they know him like that, so they still want him for that. So if there’s that really fits that kind of freakiness, they just what convention was it that he flew over? I think it was, I think it was a woman come the woman conference, actually, that he flew to Belgium, and then for one day, and then he came back, and then it was the woman, oh, my god,

Annie Holcombe  
wow, after flying to Italy, and it taken three days to get there for me, I can’t even turn around. That’s crazy. Yeah,

Alex Husner  
he worked on some other big name shows as well. I think he mentioned to us in Charleston, I’m trying to think what it was, but what wasn’t there another big national TV show that he was he worked on.

Marissa Galle  
He wasn’t the first big brother.

Alex Husner  
That’s right, big brother, yeah, I

Annie Holcombe  
just remember he told us that he’s like, he’s like, you know, the show jackass. He goes, I was the Jackass of Belgium, but don’t call me the jackass. Like, I’m not the jackass, but it’s not

Alex Husner  
me anymore.

Marissa Galle  
Yeah, they called him freaky Frank.

Alex Husner  
He’s like, the sweetest guy in the world to be like. He’s so great.

Marissa Galle  
Yeah, I actually met him, and he had his own TV show, his own production station, production company there. And that’s how I met him, because I was participating with Belgium, so I had. To be in all those red carpet events, just, you know, you know, sell myself. Let’s say yeah, yeah, wrong, but yeah, and that’s, that’s how we that’s how we

Speaker 3  
met. Wow, that’s so cool. We had

Marissa Galle  
this the same dream, like living in the US, and we just did it. Yeah, ups and downs, but now, click is almost three years now, and it’s going well, and our focus is expanding to so many cities as possible, so we can help as many property managers as possible.

Alex Husner  
Yeah, well, I have no doubt that

Speaker 1  
you’re gonna do it.

Annie Holcombe  
You have a, like a target size property manager that you work with. So like, do you work with somebody who maybe is just starting their business all the way up to, obviously, like a dentist at casiola who has hundreds of units, just anyone, anybody who’s interested,

Marissa Galle  
anybody who’s interested, because we also do a lot in in real estate, because I was a realtor, and I know how hard it is to find a good photographer, and we want them to be able to build a brand to keep that consistency. So that’s also why we want to be in different markets, because a realtor also has properties in different areas. The property manager, he can be in Miami, he can be in Orlando, he can be in Tampa, and that’s only Florida. Like, oh yeah. We have a robot, for example, too. We’re taking over the island there. We have a good photographer there. And it’s he’s actually coming to Vera, Ma, so you got to meet him. Oh, fine.

Alex Husner  
This is going to air once we get back, but maybe just tell us a little bit about what you’re going to be doing out there and just kind of what the plan is, in case. I’m sure there’s plenty people that that listen, that won’t necessarily be at the show, but just kind of to hear what you guys have going on.

Marissa Galle  
Yes, so we are the proud media partner this year of your May, and we’re gonna have our booth like we have on every conference, and everyone will probably recognize because it’s bright orange, yeah. But next to that, we’re also gonna operate the headshot booth so everyone can just come by get their headshots taken. I’m not sure where it is exactly, am I out of my head? But I can definitely give you the boot number. If people are looking for that, we will also post that on our social media. And then Frank is going to be running around with his camera. We don’t have a drone permission to fly there. They’re really strict in Vegas, drone flying around this time. But yeah, Frank is gonna, gonna cover the whole conference. Like, really try to get the flow, get the vibe out there, like happening there. Keynote speakers will be highlighted in there, the fun events. Hopefully. I heard there was horseback riding and things like that. Oh

Alex Husner  
yeah, I signed up for that, and I just found out that

Annie Holcombe  
Sunday. So no, it’ll

Alex Husner  
be, it’ll be. So he’s actually, he’s gonna be out there taking video of that.

Marissa Galle  
Well, I hope he will be. I’m actually still waiting someday. So, yeah, I think, I think as if we can get the entertainment stuff that that happened, the friends or like, the parties in the evening, that’s actually what makes those conferences, oh for

Alex Husner  
sure, yeah, yeah, yeah. I

Annie Holcombe  
think it’s so fun, though, when you look back, especially at a large conference like Vegas, like you don’t remember some of the stuff that happened because it went by so quickly, or maybe you didn’t get to a specific party, or you like, you saw somebody, but you didn’t get a chance to talk to them, and you’re like, Did I see them? Did I not see them? Like, having these recap videos is always, like, fun. It’s kind of kind of makes me think of like, you know, the end of the school year when they do those wrap ups of, like, all this stuff that was fun that just so it kind of supersedes all the, like, monotonous work that you had to do. It’s, like, all the fun parts of it, and you’re like, Oh yeah, that was actually a great time. And I really enjoyed it. So

Marissa Galle  
like, on the on the woman’s conference, I like the 80s party. Oh yeah. Was the 90s?

Annie Holcombe  
90s? Yeah, yeah.

Marissa Galle  
Just had an 80s one. That’s probably why 80s, they’re all the same, really, it makes it just, it makes it Yeah, and that’s for sure, yeah. That’s why you need to do what you property to, like, come up with something that’s, that’s fun. Like, yeah, he once had a client, and he was like, Hey, how would it look like if he would have, like, a mascot or something, giving a tour in the house. Oh, I love it. We’re with you. Come on. When can we start crazy ideas that that’s, that’s what we’re all for, like, we want to be bold,

Alex Husner  
yeah? Yeah. I mean, there’s normal stuff. Of course, there’s so many properties out there. I think that’s the main takeaway. Is like, there’s so many properties out there, especially if your main source of business is the OTAs, and you’ve got to do something to differentiate and whether that’s showing your team, whether it’s a mascot, whether it’s just using video way more than your competition. Because most of the competition is not using video. You know, those are, as those are the companies that win their market. So

Marissa Galle  
yeah,

Annie Holcombe  
so what is, what’s on the horizon for you guys? So you’re growing, you’re getting into more markets. Is there any new initiative that you’re going to unveil in Vegas, or maybe jump into next year that you’re not doing right now? Well, I wanted to

Marissa Galle  
introduce in Vegas that we’re actually gonna brand everything under click. So as I said in the beginning, we have 2425 media, which is a video production company that’s now going to become click media. Then have click photography, which is going to be the real estate and video vacation rental part. But next to that, we’re also going to launch click social or like this social hub, where we’re really going to make it easy for property managers to just like their as they’re booking services that they also can just book marketing services on our platforms. So right now they have to contact me in person and email me, but we want to make it all online. I’m really excited about that part, actually, because that’s even more what I was already doing. And I’m going to incorporate that a little bit more into click, but I’m afraid I’m not going to have it 100% ready by Vera may, because it has been so busy. But yeah, we want to help companies a little bit more with branding, like their head shops, their corporate videos, things like that, and make it easy to book it with us. Yeah, you want to do it all online?

Alex Husner  
Yeah? Oh, that makes it. That makes it easy. I already have a couple clients that I work with that I’m my wheels are turning and I will, yeah, I’ll be reaching out to you after, after we end this episode, but let me know, I love working with you guys. You guys are the best, but yeah, well, this has been long overdue. I know we had had you on the schedule earlier this spring. We had some scheduling conflicts, but I’m so glad that we got to have you on and especially at this time of the year, this is I think the conference is going to be amazing for you guys, and can’t wait to see the video of it afterwards and just how you capture that essence. But if anybody wants to get in touch with you, Marissa, what’s the best way to reach out?

Marissa Galle  
Well, I would say we do it all online. Go to a website and everything is up there. But if you want to contact me in person, it’s going to be my email. Marissa, at Let’s go click.com the website is indeed, let’s go click.com Yeah, it’s already a small part of our rebranding that now it’s not click real estate photography anymore. It’s, let’s go click. Yes,

Alex Husner  
I love that. I love that, especially when everybody’s trying to compete to get clicks right now, and it’s more complicated than ever from a marketing standpoint, and anything that you do. So, yeah, great, perfect, awesome. Well, if anybody wants to get in touch with Annie and I, you can go to Alex and Annie podcast.com and until next time, thanks for tuning in. Everybody.

6 Common Agentic AI Pitfalls and How to Avoid Them

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Avoiding Agentic Ai pitfalls

Hearing horror stories about agentic AI implementations? Your company needn’t be a victim.

There’s a vast gap between agentic AI’s promise and the current implementation reality. As vendors rush to rebrand existing automation as “agentic” and marketers scramble to avoid being left behind, organizations can easily stumble into predictable traps that waste budgets and damage brands. 

While researching Agentic AI, decoded: A practical guide for marketers, I learned about the approach and mindset that successful agentic AI implementation requires. Check out the full report for details; in the meantime, I’ll share six potential pitfalls that can derail agentic AI initiatives — and how to ensure your team avoids them.

Automation posing as agentic AI

The pitfall: Vendors are applying “agentic” labels to traditional, rules-based automation. You think you’re buying adaptive intelligence that learns and improves, but you’re getting glorified if-then scripts that break when scenarios drift outside predetermined parameters.

How to spot it: Ask vendors to walk through a specific decision the system made recently. If they can’t show you how it reasoned through trade-offs or adapted to unexpected inputs — if every explanation sounds like “when X happens, we do Y” — you’re looking at automation, not agency.

How to avoid it: Demand proof of autonomous decision-making in your proof-of-concept. True agents should demonstrate goal-oriented reasoning, meaning they work backward from objectives to determine actions, not forward from triggers to predetermined responses.

Characteristics Of Agentic AI 1

Data-set creep

The pitfall: Agents start accessing and processing data fields you never intended them to touch. For example, a customer service agent could start pulling from internal salary databases to “personalize” responses. Or a content agent could scrape competitor websites without authorization.

How to avoid it: Implement field-level access controls before deployment, not after. Create explicit data boundaries in your agent’s configuration and use data loss prevention tools to monitor what agents access. Maintain audit logs of every data source touched. If your vendor can’t show you exactly which fields an agent can access, that’s a red flag.

The integration iceberg

The pitfall: That “quick win” pilot turns into a six-month data engineering project. Organizations consistently underestimate the work required to connect customer data platforms, normalize formats across systems and maintain data quality standards that agents require.

How to avoid it: Map your data infrastructure gaps before selecting vendors. Agents need unified customer IDs, consistent event schemas and real-time data streams. Budget three to six months for data preparation and consider starting with single-channel implementations where data complexity is lower.

Governance by misstep

The pitfall: Imagine a team deploying agents that can autonomously publish content, adjust pricing or message customers — then scrambling to add controls after the first crisis. When Anthropic and Andon Labs put an AI model (dubbed Claudius for Anthropic’s Claude) in charge of an office snack set-up – allowing it to manage inventory, set prices and interact with customers – the AI did well at some tasks. However, it failed to adjust pricing based on demand and frequently offered discount codes and free merchandise. It even hallucinated a Venmo account and told buyers to send their payment to it. Oops!

How to avoid it: Build kill switches and rate limiters into initial deployment. Every autonomous action requires a maximum boundary (in terms of spend, volume or frequency) and a human-reviewable audit trail. Implement staged rollouts where agents operate in shadow mode first, with their decisions logged but not executed, until you’ve validated their judgment.

The skills gap issue

The pitfall: Organizations buy sophisticated agentic platforms, then realize nobody knows how to set outcomes for optimization, interpret agent decisions or troubleshoot when things go wrong. The technology sits underutilized while teams wait for “AI experts” who don’t exist in the current job market.

How to avoid it: Identify who will own agent operations before purchasing. This isn’t a part-time responsibility — you need dedicated staff who understand both marketing objectives and AI operations. Invest in upskilling current marketing ops teams. Start with vendor-managed solutions or training if you lack internal capabilities.

Traditional Vs Agentic Mindsets

Elusive ROI

The pitfall: Teams celebrate time savings and efficiency gains while overlooking the fact that agents aren’t actually driving revenue. You’ve automated bad tactics to make them occur faster.

How to avoid it: Measure revenue contribution and CLV, not just operational metrics. If your agents are perfectly executing a flawed strategy, you’ve only accelerated your way to poor results—set business outcome KPIs from day one, not just efficiency metrics.

Moving forward

You can avoid these pitfalls by using proper evaluation frameworks and implementing approaches in stages. Before deploying agentic AI, assess your organization’s readiness across data, skills and governance dimensions. Start with narrow, well-bounded use cases where you can validate performance before expanding the scope.

For a comprehensive framework including detailed evaluation checklists, maturity models and vendor assessment criteria, download MarTech’s new report — Agentic AI, decoded: A practical guide for marketers.

2026 Vacation Rental Industry Outlook: Staffing and Revenue Pressures Are Top Concerns

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key data dashboard

As the short-term rental industry looks ahead to 2026, new research from Key Data reveals that property managers are entering the year with a cautious but determined mindset.

According to Key Data’s 2026 Vacation Rental Industry Outlook, nearly three-quarters (73%) of property managers say staffing and revenue pressures are the biggest barriers to hitting their business goals in the coming year. The findings, based on responses from 244 professionals overseeing more than 43,000 properties across the U.S., paint a clear picture of an industry balancing optimism with operational strain.

Regulation and Operational Pressures Remain Top of Mind

Regulation continues to weigh heavily on short-term rental operators.

  • 42% of managers expect local or state regulations to impact their ability to meet 2026 targets.
  • 47% report facing strict permitting or licensing requirements, leading to higher compliance costs, operating caps, and ongoing uncertainty as local ordinances shift.

Meanwhile, operational and staffing challenges dominate daily management realities. Recruiting and retaining qualified staff, from cleaners to guest service teams, remains a top operational pain point. Combined with softer revenue growth and evolving market dynamics, many managers are focused on doing more with less.

Marketing, Distribution, and Technology Shifts

Beyond staffing and regulation, 23% of managers cited marketing and distribution pressures as an ongoing challenge. This serves as a reminder of just how competitive the booking landscape remains.

Interestingly, just 8% of respondents viewed technology or insights as limiting factors, underscoring a growing shift in perception: rather than seeing tech as a hurdle, most operators now view it as a key enabler for growth, efficiency, and smarter decision-making.

A Market Focused on Efficiency

Despite mounting pressures, a majority (60%) of property managers still expect modest revenue growth in 2026. To achieve that, operators are zeroing in on efficiency and operational excellence as their top strategic priorities ahead of marketing, guest experience, or portfolio expansion.

Nearly one in three managers stated they review market data weekly to guide pricing and performance decisions. This commitment to real-time insights reflects a maturing industry that understands the value of data in protecting margins and staying competitive.

A Market Bracing for Tougher Conditions and Steady Growth

“The data makes clear that property managers are feeling the pressure as they head into 2026,” said Quinn Monescalchi, Senior Data Analyst of Marketing & Insights at Key Data. “Staffing shortages, revenue concerns, and regulation are weighing heavily on the sector. What we also see is a shift in priorities: managers are putting operations and efficiency ahead of expansion, and leaning more on data to make decisions. It reflects a market that is bracing for tougher conditions while still looking for steady, sustainable growth.”

The full 2026 Vacation Rental Industry Outlook, including deeper insights into regional trends, operational benchmarks, and data-driven strategies, is coming soon. Visit Key Data’s website to learn more and follow Key Data on LinkedIn to be the first to access your copy of the 2026 Vacation Rental Industry Outlook. 

Hospitable Launches Owner Portals to Give Managers Control and Owners Confidence

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hospital owner manager

Property management software Hospitable has launched Owner Portals, a feature designed to reshape how managers and owners collaborate. For the first time, property managers can offer owners instant visibility into their property performance while maintaining full control and eliminating the repetitive admin that has long weighed on the relationship. 

For managers overseeing multiple homes, owner requests are constant. They want to see how bookings are tracking, how revenues are building, and how their properties are performing overall. Without the right tools, that visibility has come at the cost of countless hours spent on manual tasks, like compiling financial reports and replying to emails. 

Now, owners have a simple way to check their properties’ performance without being overwhelmed by features designed for property managers. Each owner receives a secure, personalized login to their portal, where they can view live calendars, occupancy levels, nightly rates, revenue summaries, and professional financial statements. The data is presented in real time and updated automatically, giving owners the clarity they need without adding to the manager’s workload.

The feature also accounts for personal use of a property. When owners block dates for themselves, those stays are clearly marked, excluded from guest communications, and seamlessly integrated into reports and financial records. Preferences for access, cleaning, payments, and commissions can be saved for reuse, making repeat stays simple and error-free.

At every step, managers remain in control. They decide exactly what information each owner sees, tailoring access to individual clients and keeping sensitive details private. The result is a professional, self-serve experience that builds trust, saves time, and raises the standard of modern property management.

Hospitable has designed the portals to be branded, intuitive, and effortless to set up. Managers can grant access with a single click, creating a polished experience for owners while streamlining operations and strengthening relationships.

Owner Portals are the latest step in Hospitable’s commitment to helping property managers run smarter, more efficient short-term rental businesses. The launch follows a series of recent feature releases designed to help property managers professionalize and scale, including automated owner statements, guest vetting, rental agreements, and flexible payment terms.

“Property managers shouldn’t have to choose between growing their business and keeping owners happy. Owners want visibility; managers need control. Owner Portals make both possible without the hassle. It’s about giving owners the transparency they expect while freeing managers to focus on what really matters.” – Pierre‑Camille  Hamana, CEO  &  Founder of Hospitable

Launched in 2016 as a time-saving PMS, Hospitable has evolved into a super app that goes beyond traditional property management, enabling thousands of hosts at every scale to automate guest messaging with AI, optimize nightly rates, simplify rental agreements and deposits, coordinate teams, and confidently launch direct booking websites with built-in payments and property protection.

Hospitable is the short-term rental industry’s premier super app, empowering hosts and property managers to streamline operations, grow their businesses, and reclaim valuable time. Initially launched in 2016 as a time-saving PMS, Hospitable has evolved into a powerful toolkit that goes beyond traditional property management. The platform enables hosts at every scale to automate guest messaging with AI, optimize nightly rates, simplify rental agreements and deposits, coordinate teams, and confidently launch direct booking websites with built-in payments and property protection. Hospitable supports tens of thousands of hosts worldwide, having automated nearly 25 million messages and processed $4.6 billion in reservation income in 2024. For more information, visit www.hospitable.com

The Future of Short-Term Rentals & What Hosts Need to Know

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beautiful vacation rental professionally styled

The short-term rental industry stands at a pivotal moment. While explosive growth promises unprecedented opportunities—with the market racing toward an $8.9 billion valuation by 2026—the landscape beneath hosts’ feet is shifting in ways that demand immediate attention and strategic adaptation.

 At Whimstay, we’ve positioned ourselves at the intersection of these changes as the leading last-minute vacation rental marketplace. Our unique vantage point—connecting spontaneous travelers with property owners looking to fill gap nights—gives us direct insight into the trends reshaping our industry. Let’s explore what they mean for your property’s future success.

Shrinking Booking Windows

One of the most significant shifts impacting the short-term rental market is the dramatic shrinking of booking windows. Travelers are increasingly making spontaneous decisions, with many bookings now happening within days or even hours of check-in. This trend toward last-minute accommodations is driven by flexible work arrangements, unpredictable travel schedules, and a growing preference for spontaneous getaways.

For property operators, this means maintaining higher availability and developing agile pricing strategies that can capture last-minute demand. Properties that can offer instant booking and seamless mobile experiences will have a significant advantage in capturing this spontaneous travel segment.

This is precisely why Whimstay exists. We’ve built our entire platform around the 30-day booking window, negotiating directly with property owners to offer rates that are consistently lower than those found on other major vacation rental sites. By partnering with platforms specifically designed for last-minute bookings, hosts can tap into the growing market of spontaneous travelers while filling nights that might otherwise remain vacant due to the day of the week, season, or unexpected cancellations.

The Experience Economy

Success in 2026’s short-term rental market will depend on delivering exceptional experiences rather than simply providing accommodation. The most successful operators are focusing on unique property features that photograph well for social media, personalized local experiences and recommendations, and seamless technology integration for booking and communication.

Sustainability is Non-negotiable

Environmental consciousness is no longer a nice-to-have; it’s becoming a fundamental expectation. Travelers are actively seeking accommodations that demonstrate genuine commitment to sustainability. This includes everything from renewable energy systems and waste reduction programs to partnerships with local conservation efforts.

Short-term rental operators who invest in sustainability initiatives will not only appeal to environmentally conscious travelers but may also benefit from local government incentives and reduced operational costs.

Off-the-Beaten-Path Becomes Mainstream

Social media and cultural trends are driving sudden, unexpected fluctuations in destination popularity. Travelers are increasingly seeking less-trafficked locations and embracing off-season travel to avoid crowds and find better value.

This trend creates opportunities for short-term rental operators in secondary cities and emerging destinations. Properties that can offer unique local experiences in these up-and- coming areas may see significant growth.

Whimstay’s portfolio spans vacation rental homes across the U.S., Canada, Mexico, and the Caribbean, giving travelers access to both popular destinations and hidden gems. For property owners in emerging markets or off-peak locations, this represents a valuable opportunity to reach travelers specifically seeking alternatives to overcrowded tourist hotspots.

The AI Revolution

Artificial Intelligence is no longer a futuristic concept in travel – it’s rapidly becoming a present reality that will significantly impact how we plan, book, and experience travel in 2026. The AI tourism market is forecasted to reach $1.2 billion by 2026, signaling that this technology has matured beyond experimental phases.

For short-term rental operators, AI presents opportunities to automate guest communications, optimize pricing strategies in real-time, and provide hyper-personalized local recommendations that can enhance guest experiences and drive higher satisfaction ratings.

The convergence of these trends—shrinking booking windows, experience-focused travel, sustainability demands, emerging destinations, and AI capabilities—is creating a fundamentally different short-term rental landscape than existed just a few years ago.

For hosts and property managers, success means embracing flexibility, maintaining high availability for last-minute bookings, and partnering with platforms that align with where the market is heading. By listing on specialized last-minute marketplaces alongside traditional platforms, you can capture the untapped market of off-peak days, last-minute cancellations, and shoulder season travelers—segments that are growing rapidly but underserved by conventional booking platforms. 

The 2025 M&A Playbook for Vacation Rental Management Companies

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The vacation rental management M&A market is experiencing significant shifts in 2025. Already, we’ve seen Awayday taking on additional capital from Ares, Nocturne’s investment partner Gladstone exiting, and, perhaps most notably, Casago acquiring Vacasa. 

Shifts like these are creating both opportunities and challenges. For companies considering an exit, it’s a seller-friendly market with well-funded buyers and more favorable terms. On the other hand, operators committed to independence are facing intensified competition with greater resources and aggressive growth strategies.

With that in mind, here’s what you need to know about who’s buying, what they value, and how to position your vacation rental management company for maximum advantage.

The Buyer Landscape in Vacation Rental Management M&A

There are three distinct buyer types in the vacation rental management M&A ecosystem, each with different motivations, evaluation criteria, and post-acquisition plans. 

Understanding these differences is crucial for sellers looking to target the right buyers and maximize their valuation.

Strategic Acquirers

These are existing property management companies hoping to acquire other similar businesses. They’re looking for synergies between their existing company and yours, evaluating whether you complement their team, revenue management systems, property management systems, or location. While they care about profitability, they tend to look past current numbers and at the potential of the combined businesses.

Private Equity Firms

These financially-driven groups have raised capital to make platform investments in the vacation rental management M&A space. They typically start with acquiring a company generating at least $2-3 million in EBITDA, which then serves as the foundation for smaller bolt-on acquisitions. PE firms are highly focused on EBITDA and growth potential, usually operating on a five-year horizon with plans to grow the business and sell it again.

Owner-Operators

These individuals are seeking lifestyle businesses that they can personally run. They often finance acquisitions through SBA 7(a) loans with personal guarantees, which typically limits them to smaller businesses generating less than $1 million in EBITDA. They end up being the day-to-day operators of the company, taking a hands-on approach to management rather than relying on existing teams.

Transaction Structures in Vacation Rental Management M&A

Vacation rental management companies have multiple exit options available to them, each with different structures and advantages depending on the owner’s goals.

Full Sale (100% Exit)

This involves selling 100% stake in the business, with the structure typically being approximately 75% cash at closing with the remaining 25% in retention payments. These payments are tied to homeowner contract continuity over a 12–24 month period, ensuring business stability post-acquisition. Buyers implement this structure to ensure continuity with the business moving forward, protecting their investment by maintaining key client relationships during the transition.

Majority Recap

Some business owners will sell majority equity (around 70%) while rolling the remaining portion (30%) into the acquiring company, providing immediate liquidity while still reaping the benefits of future business growth. The seller’s success here will depend heavily on their alignment with the acquirer, their business model, and their operating team. It’s also important to clearly define the seller’s role in the business post-acquisition.

Internal Succession

This involves stepping back from day-to-day operations and selling to your management team, either through an ESOP (employee stock ownership plan) or a direct sale. This creates continuity for the business while keeping your management team involved long-term. It also provides an internal succession plan that maintains stability for homeowner relationships and company operations.

Valuation Drivers in Vacation Rental Management M&A

We recently ran a buyer survey at VRNation’s spring conference, asking about the specific factors that drive valuations and influence acquisition decisions. The results paint a clear roadmap for companies looking to build value well before considering a transaction.

Financial Performance

First and foremost, buyers scrutinize how well your business is performing, profit generation, and operational trends. 

They’ll analyze:

  • ADR (average daily rate) 
  • RevPAR (revenue per available room) 
  • Occupancy patterns and seasonality

In the end, buyers want to see not just current performance but trends that indicate future potential.

Portfolio Stability

Buyers scrutinize the stability of your portfolio as a critical indicator of business health and future performance. 

They look at:

  • How well you retain clients
  • Your annual turnover rates
  • The likelihood of losing contracts post-acquisition

High client turnover immediately raises red flags as it suggests relationship weaknesses that could accelerate after acquisition. This stability directly impacts the predictability of future revenue streams, which is critical to accurate valuation models.

Management Team Strength

Your business cannot be dependent on you alone. Buyers want to see that the company can continue to operate effectively after the owner departs, with clearly defined roles and responsibilities distributed across a capable leadership team. That’s why building a strong management team and culture is paramount to attracting the right buyer and maximizing value in vacation rental management M&A. 

Regulatory Environment

Although it’s entirely out of your control, buyers will also evaluate the regulatory landscape, including any restrictions on vacation rental operations. This helps them understand potential risks and limitations to growth. Areas with stable, predictable regulatory frameworks command higher valuations than those facing uncertain or increasingly restrictive ordinances.

Strategic Positioning in a Consolidating Market

In light of a rapidly shifting acquisitions market, rental management business owners must make clear strategic decisions based on their goals and market position.

If you’re a business owner looking to potentially exit your company, now is a great time to consider your options. There’s fierce competition among various buyer types, which often means better valuations and terms — but only for well-positioned companies with strong financial performance, stable property portfolios, and solid management teams.

Meanwhile, companies committed to independence face challenges from newly consolidated competitors with substantial financial backing. As a business owner, you need to figure out how to differentiate your company and defend against these threats. This means solidifying your brand positioning, focusing on homeowner retention strategies, and finding ways to continue growing despite increased competition. Success requires developing specialized market knowledge, creating unique guest experiences, and strategically investing in technology to improve operational efficiency.

Maximizing Value in Vacation Rental Management M&A

Whether you’re planning to sell or stay independent, the time to prepare is now. The vacation rental management industry is changing rapidly, and waiting to react will only put you at a disadvantage. The companies that succeed will be those that start strengthening their businesses today.

If you’re considering selling, first decide which exit path makes sense for your goals — full sale, majority recap, or internal succession. Then, focus on improving the specific areas buyers care about most: financial performance, portfolio stability, management team strength, and addressing regulatory concerns. Finally, working with an experienced advisor who knows the vacation rental industry will help you navigate the landscape and maximize your sale price.

Raincatcher is a national business brokerage and M&A firm specializing in small and mid-market companies. We believe selling your business isn’t just a transaction. It’s a once-in-a-lifetime transition. One that’s deeply personal, complex, and too important to trust to the wrong partner.

Reach out today for a consultation to discover how we can help you find the right-fit buyer for your objectives and sell your business on your terms.

It’s Your People, Stupid

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Am I calling you stupid? Not really. Just grabbing your attention. But let me break down something I see in company after company that, frankly, is a little stupid.

We’ve become obsessed with everything except the one thing that actually drives results: our people.

The Industry’s Love Affair with Technology

If you walk the expo floor at any vacation rental conference, you’ll hear the same buzzwords on repeat: automation, AI, dynamic pricing, channel optimization. The booths all promise higher margins, fewer headaches, and more scalability. I love great tech. I use it. I invest in it. I’ve built entire companies around leveraging it.

But here’s the problem. The industry has become so fixated on technology, data, and revenue management that we’ve convinced ourselves those things are the business.

We’re tracking RevPAR to the decimal. We’re monitoring conversion rates in real time. We’re running weekly pricing syncs and A/B testing guest emails, yet when it comes to hiring, onboarding, and leading the people who make it all happen, most operators are winging it.

We’ve built entire dashboards to measure everything except the humans using them.

And I get it. Over the past 35 years, I’ve founded 16 companies, most of them in the vacation rental space. For more than half of those years, I did the same thing everyone else does: obsessed over systems, structure, and strategy while underestimating the single biggest variable, the people running those systems.

I’m a technologist. A nerd. I love automation and efficiency. But if there’s one thing I’ve learned the hard way, it’s this: you can’t build a world-class company without a world-class People Stack.

Your People Stack is the organizational counterpart to your tech stack. It’s the structure, alignment, and communication system that determines whether your team actually functions as designed. You can have the most advanced tech in the world, but if your People Stack is weak, your company will always be playing defense.

Don’t wait as long as I did to figure that out.

The Blind Spot: People Still Drive the Machine

Here’s the dirty little secret: every single company in this industry lives or dies by its people. Always has, always will.

And yet, most companies treat hiring and team development like a necessary evil. Something to rush through when someone quits, not something to design, measure, and optimize like any other system.

We’ll spend six months evaluating which property management software to use, but we’ll hire a general manager after a single “good vibe” interview over lunch. We’ll pay consultants to tune our pricing algorithm, but we won’t invest in leadership training for the people actually running the business day to day.

If that’s not an imbalance, I don’t know what is.

And here’s another one I hear all the time: “People don’t want to work anymore.” Really? Maybe they just don’t want to work for you. Maybe you haven’t inspired them, aligned them, or incentivized them the right way.

The truth is, most people want to contribute, grow, and be part of something meaningful. If they’re not showing up that way, it’s not because they’re lazy. It’s because leadership hasn’t given them a reason to care.

The result? Constant turnover. Burnout. Misalignment. And teams that are busy but not productive because everyone’s rowing in slightly different directions.

The Data Doesn’t Lie

At Better Talent, we’ve seen this play out hundreds of times across the 500-plus companies we’ve supported. The data tells a simple story: when you hire the wrong people, it’s expensive. When you fail to develop the right people, it’s even more expensive.

Turnover costs a company anywhere from 30 percent to 200 percent of a position’s annual salary. That doesn’t account for lost momentum, broken culture, or client churn caused by inconsistency.

Here’s another truth: hiring on gut might have worked when you had a five-person company. It doesn’t work when you’re managing 50 employees, 200 homes, and multiple markets.

Talent isn’t intuition anymore. It’s a science. Behavioral data, cognitive data, and structured hiring frameworks aren’t HR fluff. They’re how you build scalable, predictable performance in a business where people still do the heavy lifting.

You can’t scale chaos. And bad hiring is chaos.

The Real Tech Stack: Your Team

What if we treated our people like software?

We’d start by measuring how they’re wired. What are their drives, their strengths, their blind spots? We’d align them to the company’s mission, making sure they’re in roles that fit who they are instead of trying to force them into who we wish they were. We’d provide continuous updates through coaching, feedback, and development. And when things go sideways, we’d debug, not by blaming, but by diagnosing the system.

That’s what true talent optimization looks like. It’s what separates great companies from average ones. It’s the difference between a team that reacts and one that executes.

And yes, your team does in fact need to be highly technical. This isn’t about going soft. The modern vacation rental team has to be Iron Man–level capable. Think Tony Stark in a headset: data-driven, tech-fluent, and relentless about improvement. But those kinds of people don’t grow on trees. You have to invest in them. You have to develop them. You have to build the environment where they can become that capable.

Here’s the kicker: your team is your technology.

Every process, every guest interaction, every system runs through people. They’re the interface between your vision and your results.

If your people are inspired, aligned, and accountable, even imperfect systems will work. If they’re disengaged, burned out, or in the wrong seats, no system in the world will save you.

Leadership Has to Evolve

This industry talks endlessly about innovation, but innovation isn’t just about new platforms or APIs. It’s about evolving how we lead.

Most operators started out as entrepreneurs, not organizational architects. We learned to manage properties, not people. But as companies grow, your biggest constraint becomes leadership capacity, not market opportunity.

You can’t scale beyond the strength of your team, and your team can’t outperform your leadership.

That means it’s on you, the founder, the CEO, the GM, to build clarity, accountability, and culture. To define what “great” looks like for every role. To hold people to it. And to invest the same time and intentionality in your People Stack that you spend evaluating your tech stack or marketing spend.

I’ve watched companies double revenue simply by getting the right people in the right seats and aligning them with a clear purpose. No new software required.

The Punchline: No One Leaves Because of a PMS

Let’s be honest. No guest has ever left a review saying, “Five stars for their API integration.” They talk about the experience, the service, the feeling. The people.

And employees? They don’t quit because your pricing algorithm was off or your tech stack wasn’t sexy enough. They quit because of how they’re led. They quit because no one invested in their growth, listened to their ideas, or gave them a reason to stay.

So yes, we can keep chasing the next tool, the next dashboard, the next shiny object. But if your team isn’t aligned, inspired, and optimized, none of it matters.

The future of this industry won’t be won by whoever has the best software. It will be won by whoever has the best team.

Because at the end of the day, and I say this with love,

It’s your people, stupid.

Beyond Logos: Why Brand Strategy Comes Before Visual Design

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Your brand is an energy. It’s an experience. It’s the emotional connection people feel when they interact with you or your business. And if you’re starting with logos and colors before you define what your brand actually stands for, you’re putting the cart before the horse.

Why This Matters

Every year, businesses shell out a whopping $28.6 billion on market research. Yet, too many companies still kick off their branding efforts by asking, “What colors should we use?” or “Which font looks best?”

That’s like illustrating a storybook before you’ve even written the story.

Brand Strategy First, Always

Here’s what I’ve learned from working with businesses of all sizes and speaking to CEO groups across the country: A strong brand attracts the right people and the right opportunities. Period.

But here’s the thing, your brand is not about looking “nice.” It’s about being magnetic. It should make people instantly say, “Hell yes, this is for me!” or “Hello no, not my vibe.” Because if you’re trying to appeal to everyone, you’ll end up resonating with no one.

Know Your People (Like, Really Know Them)

Let me give you an example. I’m Gen X, and so are a lot of the CEOs I work with. We’re the MTV generation. We don’t trust easily (we watched Enron collapse and fancy watches at retirement go away). We were the first generation to navigate widespread divorce, the spread of AIDS/HIV, the dawning of terrorism impacting the USA, and so much more. These experiences shape how we, as a collective, approach business and where we spend our money.

So when I quote Sir Mix-a-Lot on LinkedIn, it’s not random. It’s strategic. It’s an emotional connection. And the data backs it up: Brands that create emotional connections see a 71% increase in customer referrals.

How to Build a Brand Strategy (Before You Touch Design)

Before you even think about picking out colors and fonts, focus on this:

  • Define who you are (and who you’re not).
  • Understand your audience’s psychographics (not just their demographics).
  • Develop your brand story.
  • Establish your voice and tone.

Here’s a pro tip: Call up your best customers and ask them why they chose you. What made them say yes? Why do they stay? Their answers will tell you more about your brand than any design consultation ever could.

When Design Finally Comes In

Once you’ve nailed your brand foundation, then (and only then) should you move on to visuals. And at that point, the choices become obvious:

Targeting a modern, digital-first audience? Skip the serif fonts.
Marketing to a luxury clientele? Those serif fonts might be exactly what you need.
Catering to a younger, high-energy crowd? Your color palette better match that vibe.

The Bottom Line

I’m not saying logos and colors don’t matter. They do. But they’re the outfit your brand wears, not its identity. And just like in life, if you don’t know who you are, no amount of fancy clothes will fix that.

So, here’s your gut-check question: Can you explain your brand–its essence, its promise, its vibe—without showing a single visual?

If not, it’s time to go back and do the real work. Because sure, great brands look good. More importantly, though, great brands make people feel something. And that’s what creates long-term loyalty and business success.

So, remember: We write the story first, then we illustrate it. Never the other way around.

Sand N Sea Properties Acquired by Continuum Management Group

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DENVER, CO, UNITED STATES, October 6, 2025 /EINPresswire.com/ — Raincatcher, a national M&A advisory and business brokerage firm serving small and mid-market companies, is pleased to announce that it served as the M&A advisor to Sand N Sea Properties (“Sand N Sea”) in its transfer of ownership to Continuum Management Group.

Founded in 1974, Sand N Sea has been a cornerstone of Galveston Island’s vacation rental and real estate market for more than 50 years. The company has built a reputation for exceptional service, long-standing relationships with homeowners, and a deeply local, hands-on approach to property management.

“For our family, choosing the right partner to carry Sand N Sea into the future was one of the most important decisions we’ve ever made,” said the former owners of Sand N Sea.

“Sand `N Sea has been an integral part of our family for so long.” said Anne Reiswerg. “We spent a lot of time considering the future of the company, and we knew that Raincatcher would help us find the right buyer to continue leading Sand `N Sea in our community.

They understand the vacation M&A market, and most importantly, they understood the value of the strong relationships we’ve built with our owners, real estate clients, team members, guests, and the community. We felt confident working with Raincatcher.”

“Raincatcher’s knowledge of the vacation rental M&A market, combined with their structured process and thoughtful guidance, gave us confidence at every step. They understood what mattered most to us and delivered an outcome that ensures Sand N Sea’s legacy will continue to thrive.”

Continuum Management Group acquires and grows premier vacation rental management businesses, with a philosophy centered on preserving the integrity of locally operated companies while providing resources to support long-term growth.

“Raincatcher’s expertise in vacation rental transactions was instrumental in making this partnership possible,” said Stacy Charlton, COO of Continuum Management Group. “Their team ran a highly professional process and helped us align with sellers who share our values. We are excited to build on Sand N Sea’s incredible foundation and continue delivering exceptional service to homeowners and guests.”

The transaction reflects the growing momentum of M&A activity within the vacation rental management industry, a sector where Raincatcher has deep expertise and a successful track record.

About Raincatcher

Raincatcher is a national M&A advisory and business brokerage firm serving small and mid-market companies. The firm guides business owners through complex M&A journeys by shaping strategy, building competitive tension, negotiating optimal terms, and supporting owners from preparation through to close and beyond. The Raincatcher team brings hands-on experience as founders, operators, and financial professionals, combining technical expertise with real-world perspective. Raincatcher is built on the belief that selling a business isn’t just a transaction, it’s a life-changing transition.

Certain principals of Raincatcher, LLC are registered representatives offering securities and investment banking services through Britehorn Securities, a registered broker-dealer (member FINRA/SIPC). Britehorn Securities and Raincatcher are not affiliated entities.

About Sand `N Sea Properties

Sand `N Sea Properties was founded by a family of Galvestonians more than 50 years ago, and over the years, the company has established itself as a leader in Galveston real estate sales and vacation rentals and as a staunch supporter of the community.

Sand `N Sea Properties manages approximately 190 vacation homes on West Galveston Island; and its experienced team of reservationists, inspectors, housekeepers, laundry techs, and maintenance personnel all make customer service their number one priority.

The company’s top-producing REALTORS® are known throughout the region for their coastal real estate experience and professional expertise.

About Continuum Management Group

Continuum Management Group acquires and grows premier vacation rental management businesses. The company’s philosophy is centered on preserving the integrity and legacy of locally operated businesses, while providing them with the resources and support to thrive for the long term in the vacation rental industry.

Registration Now Open for the 2025 DARM Conference: It’s About DARM Time!

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MIRAMAR BEACH, Fla. — Registration is now open for the 2025 Data and Revenue Management (DARM) Conference, taking place December 1–3, 2025 at the Hilton Sandestin Beach Golf Resort & Spa in Miramar Beach, Florida. Hosted by VRM Intel, the DARM Conference brings together vacation rental professionals, revenue managers, technology leaders, and data analysts for a high-impact, information-rich event focused on the evolving landscape of vacation rental performance.

Now in its seventh year, DARM has become a cornerstone conference for professionals looking to elevate their strategies in pricing, revenue optimization, data analysis, forecasting, and business intelligence. With over 90 sessions, industry keynotes, executive roundtables, and hands-on workshops, the 2025 event is expected to draw hundreds of attendees from across the U.S. and beyond.

This year’s keynote session brings together two of the most influential voices in AI and enterprise strategy: Zack Kass, former Head of Go-to-Market at OpenAI, and Sol Rashidi, former Chief Data & AI Officer at Amazon Web Services, Royal Caribbean, and Estée Lauder. Together, they’ll explore how emerging technologies and data-driven leadership are reshaping business models, decision-making, and the future of revenue strategy.

Attendees will gain access to:

  • Expert-led sessions on pricing algorithms, competitive set modeling, and KPI tracking.
  • Panels exploring economic trends, AI integrations, and inventory segmentation.
  • Dedicated networking opportunities with peers, vendors, and tech innovators.
  • The return of the highly anticipated DARM Battleground competition and the Revenue Manager of the Year Awards.

Why attend? Whether you’re a seasoned revenue manager, a property manager looking to sharpen your strategies, or a tech partner navigating industry trends, DARM provides the tools, insights, and connections to move your business forward.

Registration is now open at vrdarm.com.

It’s About DARM Time!

For more information or to sponsor, contact:

Rebecca Chapman | rebecca.chapman@vrmintel.com