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When Scale Backfires: The Hidden Risks of Growing Too Fast with Ashley Ching of Inhaven

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As the vacation rental industry matures, growth has become the holy grail for many property management companies. But what happens when scaling too fast starts doing more harm than good?

In this episode, Ashley ChingFounder & CEO of Inhaven, joins us to unpack her in-depth research on why many large property management companies fail and what separates the ones that last.

Drawing insights from over 100 executive interviews across the hotel, restaurant, and vacation rental sectors, Ashley reveals the five pillars of successful hospitality management and how losing sight of them leads to the downfall of even the biggest brands.

We cover:

  • Why diseconomies of scale are real in hospitality and how to avoid them
  • The five pillars that define sustainable hospitality businesses
  • Why curated portfolios and empowered local teams matter more than size
  • What Vacasa and Aimbridge’s struggles teach us about over-expansion
  • How Inhaven is helping property managers raise the standard for quality and consistency

Ashley also shares how her background with Tiffany & Co. and The Home Depot shaped her approach to brand standards and guest experience, and how those same principles can guide operators in today’s competitive landscape.

Connect with Ashley:
LinkedIn: https://www.linkedin.com/in/ashley-ching-7569a5240/
Website: https://inhaven.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 for the first time with Ashley Ching, who is the CEO and founder of Inhaven. Ashley, it’s so great to have you on.

Ashley Ching  
Nice to be here. How

Annie Holcombe  
is this the first time I feel like we talked to you like, I just feel like we should have had you on, like, 10 times by now, but

Alex Husner  
we’ve done live interviews with you, yeah, never on the actual show,

Annie Holcombe  
yeah, yeah. But I guess in that maybe before we really dive into what we’re going to talk about, why don’t you give us a little introduction about you and in Haven?

Ashley Ching  
Yeah? So again, my name is Ashley Chang CEO and founder of en Haven. I started my career after consulting a Tiffany and Company, and I spent almost 13 years there. I went over to Asia, managed their Asia business from Merchandising perspective, and really learned about the importance of brand standards and creating a consistent customer experience, whether they were visiting our store in Beijing to Sydney, Australia, to Cincinnati. After I got back from Asia, I went in and ran their global merchandising operations and was responsible for all of the assortments and the product presentation in our stores globally. After Tiffany and Company, I left, and I joined the Home Depot and led merchandising for the company store, one of their private label brands, and that’s where I really got into sourcing home products, textiles. Traveled around the world, going to manufacturers in India and China, and there, for the first time, I noticed that each manufacturer, first of all, everything’s produced in the same places. So you go to these manufacturers, and you see things from the Home Depot, Costco, Pottery Barn Restoration Hardware. They’re all produced by the same people. Interesting, yeah. And what was really interesting was that they had their retail line. So the things that you and I buy for our own homes, and then in a separate area of the plant, they had all their hospitality grade supplies that they would produce so and they would be sold on different channels, right? They’re not sold through retail channels. They’re sold directly through hospitality distributors. And I learned at that time these products that are just so much more durable, they go through way more testing than the products that you and I buy for our own homes. And so it was sort of a mental note, an interesting mental note for me. Covid had hit during the time I was there, and so we’re stuck in our four walls. And so my family and I would travel, and we’d stay in vacation rentals, no longer hotels, and just the experience of staying in vacation rentals, you know, you’d find a perfect place on Airbnb or VRBO, but show up to, you know, really crappy mattresses, missing pots and pans, and it was a really frustrating experience as a guest. And so I thought to myself, Oh, why don’t I bring those products that are hospitality grade to the vacation rental space and really create a better guest experience? And so that’s really how inhaven was born. I actually went to the to the executives at the Home Depot and said, Hey, I’ve got this idea. They thought it was a great idea to get their products in these vacation rentals, especially their hospitality grade ones. But at the time, you know, covid had hit and we were our sales were going crazy gangbusters. So they just kept saying no next year. And so that’s, you know, I just said, You know what? This? I don’t think this is ever going to happen at $250 billion company. I’ll just go out and create it my own. And so in Haven was born in late 2022 and we help professional property managers set standards for their vacation rentals around the comfort of this day. So the Bed Bath and kitchen and cleaning we, you know, we focus on the areas that you can repeat across your portfolio of rentals. No one’s looking for a unique sleep experience. They just want a solid sleep experience. So we focus on setting those standards with our property managers, and then we’ve developed a bunch of inventory management tools that, you know, be able to maintain those standards through subscription services through notifications that they’re running low in stock, and they’re able now we’re connecting to various PMS platforms and breezeway to be able to push notifications back to the teams and back to their owners in terms of invoicing.

Annie Holcombe  
Yeah, yeah. But how fun, how fun to be able to get like, I guess, to know that information, like, I add that what you just told me. And Alex, of like, like, all the things I buy, I’m like, wait a minute, like, am I buying it from two places and it’s exactly the same, same source?

Alex Husner  
Yeah, yeah, well, but it also goes to show how important brand is, right? And so we were actually, we were just in Italy, and I was thinking about similar things that I was looking in these different high end stores and looking at different at different watches, and watches, I’m sure, are the exact same way too, right? That it’s like one watch is no different than another for the most part. I mean, they’re coming from the same manufacturers, but you pay for the super expensive one because you’re paying for brand and I think what you’ve kind of done with the linen program is kind of pushing vacation rentals, or assisting these companies that are investing in a higher level product to understand that, that it’s like, that’s why they’re not just an Airbnb to these guests, because it is a brand. There’s a reason that they stay with them, and there is a difference. And I think we as an industry have a lot more ability to control things like that. And you know, products do, like watches or, you know, these sheets like as across an industry, but it’s interesting to hear your history

Ashley Ching  
there. It’s It’s fascinating. I mean, I started in Haven because I was a frustrated guest. Stayed in these homes, and I thought, we just need to improve the guest experience. But what the most interesting finding I’ve had since founding in Haven is the people that actually want this most are the property managers, because as you start to grow and expand, you can have different sheet assortments in all your homes, or different coffee makers, and you really need to set up a system where you’ve got the same products, especially when it doesn’t it’s not related to decor, right? People just still want to feel like a local they want to go to a place and not feel like a cookie cutter hotel, but they don’t want to compromise on their bathing seat, sleeping and eating. And that’s where we’ve really helped create standards. And it’s it’s benefited the property managers and their team probably

Alex Husner  
the most. Yeah, yeah.

Annie Holcombe  
So you’ve had, you have this incredible passion for trying to solve problems, and one of the things that we wanted to talk with you about was not necessarily solving a problem, but looking into the root of a problem. And it was why so many of these large property management groups on not only on the hotel side, but also on the vacation rental side, just keep failing. And so you did this exhaustive study, and so I think we wanted to take a little bit of time to really dive into it and understand why you did this, where you started, what you learned from it. I know I’ve been able to see the presentation before, and it’s, it’s, you did some pretty exhaustive research, and so would really like to hear about kind of the, you know, the genesis of this, and how it came to be, and what you learned from it. Yeah.

Ashley Ching  
So late last year, vicasa announced its proposed sale to the Casa go Consortium, and at that point, a lot of the property managers we worked with immediately reached out and said, What’s going on here? Is our industry in trouble. And so at in Haven, we really started to follow this sale. And it was an incredible sale. There was, you know, two bidder, two main bidders, and so it kind of went back and forth, and what was actually going to happen here. But what was fascinating about the Vacasa moment. It’s just three weeks after vicasa announced its distress sale, the largest property manager on the hotel side. So the vicasa the hotel side, Ambridge, announced its out of court bankruptcy restructuring. And so these two concurrent events happening the largest property managers on both the hotel and the vacation rental side, you know, announcing their financial distress led us to really look into this and understand, you know, what’s happening here. And we went and tried to understand, you know what, what’s the journey of a casa and Ambridge, and they have, if you look in our case study, they have very similar corporate journeys of starting with, you know, just very moderate organic growth to a lot of acquisitions through private equity investments, and then eventually going into eventually just getting too big, and owners and guests starting to churn, and then going into financial distress. And we thought to ourselves, you know, is this just two coincidences that they just happen at the same time? But as we then look back another 25 years, you know, we saw this example of national property management, trying to scale and failing over and over again, whether it was resort quest on the vacation rental side or interstate on the hotel side. And so we really set out to understand, you know, why this happened? You know what does lead to successful property management? So we went out and we interviewed hundreds of executives across the vacation rental of Hotel and Restaurant industries, in Hospitality Management, in property management, and we interview people on the national side of things and the local side to just understand what makes for great hospitality management and where the failures occur. And what was interesting is, I think the media has said there’s three main reasons why these companies have failed. One, their CEO or Executive Team. Two, oh, it’s private equity. Or three, it’s these sort of exogenous events, like 911, we just, it just wasn’t enough. You know, there’s been 15 different executive teams that have tried for salt, for national property management. So can’t just be one person or one team, and it can’t be private equity, if we have examples where it doesn’t work in the public spaces as well. And then, you know, so many companies have been successful even throughout these, you know, terrible events like the financial crisis and covid. So we really, then tried to really peel back the onion of what, what does make for success. And so out of this case study, we were able to really uncover this five pillars of successful Hospitality Management was one of the one of the items that we uncovered. One of the insights was around economies of scale. So happy to kind of go through some of them and just

Alex Husner  
chat with you and get your

Annie Holcombe  
thoughts. Yeah, yeah. Listening. Go, go over to our YouTube channel, and Ashley’s going to share the presentation so we can walk

Alex Husner  
through it. Yeah, you definitely want to be able to see this. So,

Ashley Ching  
so in terms of the five key pillars of successful property management, we have five main key insights, and the first one is around curated portfolios. You know, we heard over and over again, you have to minimize the number of bad apples, and every single property management group has their bottom 10% it’s when you get to 20% or 30% that these properties become just. Distractions to the overall organization and almost become toxic. We heard one CEO say, you know, you really need four out of five. Your four out of five properties need to be drive by and wave properties, meaning that they’re profitable. You know, they’re just kind of doing well. You don’t need to spend time with them. But it’s when it becomes two out of five or three out of five that it really becomes distracting to the organization, and it can lead to a lot of failures. So you know, we give examples where vicasa and Ambridge, they both did a lot of acquisitions through M and A. And so when you acquire all these properties without doing the due diligence on every single you know property, you’re going to take on a lot of bad apples. And so we see a lot of success through organic like just general organic growth, and M and A can be very costly to organizations if they’re not doing the due diligence on each of the properties they’re

Alex Husner  
taking on, makes perfect sense. And honestly, even with companies that maybe haven’t grown through acquisition, I think that’s just a talking point that comes up often now, even if they’ve just taken on properties over the years, to get to that point they’re starting to realize, you know, I need, I need to, now that I have a good business here, I need to get rid of the ones that are holding me back

Ashley Ching  
totally I mean, I just think of my days at Tiffany and Company. I traveled the world. I probably have gone to most luxury malls around the world. And we would go and we would scout out exactly the location that we wanted, whether it be at the entrance or a specific location next to, like the Louis Vuitton store or whatnot, we would pay a premium for that location. But if we didn’t get that specific location, because we done all of our financial analysis knowing it would be profitable on its own, we would walk, yeah? And so, you know, it’s just making sure that you’re doing the due diligence on the locations that you’re taking on to make sure that they’re profitable on

Annie Holcombe  
their own, yeah? Like not compromising on what your brand integrity needs to be exactly. I have a question before you dive into this. So I meant to ask you this previous How did you get these interviews? I mean, because you’re, you know, I don’t know how many people you know in the industry, but I mean, it’s like, especially on the hotel side of it, was it something that you had a power broker that was able to get you in the doors? Or did you just continually ask and ask and ask until they finally, I guess you broke them.

Ashley Ching  
You know, we have a lot of relationships. Our team does with, you know, various players in each of these different sectors. I’m showing on the picture right now, on the screen where, you know, we know, sort of the different companies we talked to across the hotel, restaurants and vacation rental space. So obviously, in the vacation rental space, that’s very easy. We have a lot of great relationships. Lot of great relationships with people here. But in the restaurant and hotel space, it’s really through our network. So we’re able to get in front of in front of these, these key executives. The next key insight we heard over and over again was making sure that your property management companies, the properties that you take on, have similar demand drivers. So one of the examples here is evolution hospitality. They manage about 15 different hotel locations in LA and San Diego, or LA and San Diego, and so they’ve got this urban, you know, kind of upscale consumer that they’re targeting. And they said to themselves, let’s go out and let’s acquire hotel in Palm Springs. Palm Springs is only two and a half hours away. And so they did, and they they took on this hotel. They managed a property. However, in July in Palm Springs, there’s massive sandstorms. And so to get consumer, you know, get guests to book a hotel in Palm Springs in July is very different than getting, you know, occupancy up in LA and San Diego. And so they had to go up and set an entire team up in Palm Springs to try to figure out, you know, this very different market. And so when we talked to, you know, other property managers, it was, you know, making sure that you’re kind of that you’re very specific about the demand drivers that you’re going after. Because once you introduce, you know, many different markets, whether it be you’re in ski and now you’re going to the mountains, or you work with, you know, primarily one bedroom condos, and now you’re taking on mansions. The expectations of the guests, and getting the guests to book those properties are very different, and it forces you to, you know, either you don’t deliver on their expectations, or you just have to, you know, really expand your team to make sure that you’re developing the right marketing messages and you’ve got the right staff in place to manage these properties. So that was really the key insight there is to kind of stick with similar demand drivers as you scale your organization. The third key insight, which was really interesting, which I think is the least written about, at least in you know hospitality journals, is to really be careful and limit the number of owners that you take on, and be very picky with the owners you take on. So an example here, that’s a bit of an extreme. We talked to the Pappus group, which is a Restaurant Group, and primarily they’ve got restaurants in Texas, in the Midwest, Papa see those? Papa does, if you’ve ever dined in those locations, they are owned and managed by one family all of the all of the locations. And so they had gotten word that 15 of their restaurants in the Dallas area had substandard bathrooms, bathroom cleanliness. And so the executive team traveled immediately. Down to Dallas and confirm that, yes, those locations weren’t living up to their standards. And so that next Monday, they decided to replace every single General Manager with the Assistant General Managers, sending a very clear message to the team that these standards matter, and if they aren’t upheld, you know, the man the general managers will be replaced, and that can really only be done so swiftly because they it was all owned and managed by the same group. Now, on the flip side, you know, you have Ambridge, which, at their peak, we’re managing over 350 different owners. And so if they wanted to make changes quickly as a company, and they couldn’t, right? They had to get all of those different owners on board with what they were doing. And so the message that we heard over and over again here is be careful with the owner you’re bringing on and just, you know, make sure you’re limiting the numbers, because if you want to be able to drive change, having 100 owners is a lot different than having, you know, 20 or so,

Alex Husner  
yeah, and I think companies that have owners that are more like investor type owners, where they’ve come on and they’ve got, you know, five or 10 properties within that company, you know, if you have a bunch of those that, of course, it’s going to simplify things, right? I mean, it’s less conversations that you need to be having with people. And if you have software that answers a lot of the questions for those owners too, you know, that’s a big part

Ashley Ching  
of it. It’s interesting because we, we have the number in the vacate, sorry, in the hotel space, we, we haven’t seen a successful property management company in the hotel space really be able to manage more than 300 different owners. You know, you have Ambridge, but they had their out of court bankruptcy restructuring, and then the number two, Highgate, took on a very large distress Portfolio A couple of years ago, and going back to point number one of a curated portfolio, we know that they are probably in a bit of trouble. So we know that the number for hotels is around 300 what is that number for the vacation rental space? We don’t have that number. But, you know, just we’re really trying to understand how many, how many different owners you can manage at once. They’re owners of the properties. So in the hotel space, very similar to the vacation rental, the owners are separate than the managers, so they hire the property manager to manage that location.

Alex Husner  
Got you but I think the argument could go both ways, on homeowners and also owners in your company, because when you’ve got a smaller decision tree there, just like the example you gave on the bathrooms, like, if you’ve got to take it up the chain to get approval from five different ownership groups that are part of a company. And I work with companies that are set up that way. You know, things can take a lot longer, totally

Ashley Ching  
and I mean, I almost kind of want to skip the fourth pillar and go straight to the fifth pillar. Pillar is all about empowered local hospitality professionals feeling empowered to make decisions. We talked, we heard, you know, we talk a lot with about you in the hospitality industry, you you hire people with a hospitality gene, people that have a smile on their face after even getting yelled at by their owners or guests, they want to make for successful experiences, and they continue to show up every day with a smile on their face. And these types of people need to feel empowered, empowered to make decisions on their own. And so when companies like Ambridge would acquire these property management groups, and instead of doing what’s best for your owner, you know, they now are trying to do what’s best for Ambridge. And they would go to Ambridge and say, you know, we want to do do something different for our market. And Ambridge would say, well, that’s not really the Ambridge way. They would feel disempowered. And those types of people need to feel empowered, so they just leave and they go to other hospitality managements where they can deliver the experiences. And so what we found was there’s massive brain drain from some of these larger companies where you’re left with them the worst employees to manage those locations. So, you know, the feeling empowered to be able to make decisions, not having to wait, you know, many days. You know, really empowering your employees is critical to the success of your overall company. And then, you know, the last pillar was on local oriented operations, really making sure that you’re delivering your operations locally versus centralizing a lot of the various parts of your organization. So an example here is on Ambridge. They tried to centralize a lot of the finance functions and tax, and they just missed some of the local needs, like local jurisdictions tax needs on the tax side of things, or they tried to centralize reporting, you know, at the Ambridge way. But a lot of these hotel owners own multiple hotel properties, but not all of them are managed by Ambridge. So, so if they tried to roll up their financials, and they had to use this new Ambridge template that didn’t have all the information they need, it was very frustrating. So they couldn’t get, you know, a picture of their larger portfolio properties. And so that led to a lot of churn, you know, in the vacation rental side. I know we spoke to one of the executives that his company was bought out by a larger vacation rental company, and they did, you know, pre arrival check ins, and it was really important to their market that they did this. Was a differentiator, and this company said, no, no, we don’t do that here at this company, you know, so, and it led to a lot of frustration, because they needed, they needed to ensure that the guest experience was going to be great. And so that led to, you know, a lot of just angry owners and guests and team

Alex Husner  
members. I think that’s kind of like the pipe dream in our industry that we hear people ask us about this all the time. Of Well, I think if I can just, if I get some properties in one location, and then I get some in another state, but I’m going to keep everything centralized that’ll go across all the properties. And in theory that works, and in some in some areas, I think it can be applied. But there are very few examples of how that has worked. Well in our industry to this point, to be honest, because I think they’re like, as you mentioned, there’s just still so many nuances, especially on the marketing side. I think you can centralize some marketing, but you also have to have somebody that’s local boots on the ground, that actually understands what’s going on there and the destination and about the properties. So some of these things, it’s more like, you know, it’s better to be like a hybrid of centralization on on different assets, yeah.

Ashley Ching  
And then, you know, kind of To the Point on just scale and economies of scale. That was a really interesting finding. And sorry, I’m just going to flip Fast, fast forward a couple slides here. We found that through our interviews, is that in hospitality, as you scale, you experience diseconomies of scale versus economies of scale. And so let’s just take an example of ball. Corporation is the example we use in the case study. And ball is the largest manufacturer of aluminum cans in the US. And if you take labor as an example, when they set up a manufacturing line that manufacturing one manufacturing line can produce up to a billion cans a year, and it only takes 18 people to run that manufacturing line. So whether you’re producing 100,000 cans or billion cans, you only need 18 so the more volume you add to that manufacturing line, the unit economics improves, right? Because it doesn’t. You don’t need to hire more people. Yeah. Then on the service side, where we saw diseconomies of scale, we use an example in the case study called on Forney Independent School District. And this is one of the largest, or the fastest growing school districts in the country, and it’s based outside of Dallas. And so we show in the presentation that, you know, this school district grew from about 8500 students in 2013 to just under 19,000 in 2025 this year. Wow. And so they’ve grown a lot in their student population, but as they’ve grown in their student population, they’ve actually grown their staffing at a faster rate because you have to maintain the same student to teacher ratio, and then as you bring on more teachers, you need more administrators, and you need to invest in different programs like special education and after school programs and and so this the staff ratio actually grew at a higher rate than the student ratio. And we think about this a lot in service industries like hotels and restaurants. As you scale, you need more administrators, inspectors, you know, people to help manage that overall business. So we really don’t see economies of scale when it comes to labor. And then we looked at, you know, just, you know, economies of scale with when it’s comes to bulk purchasing, right? Well, in the example of ball manufacturing, 55% of their costs are just in materials. So as they go and they, you know, improve rates on aluminum, that can have a very significant impact to their bottom line. But if you take the hotel industry like Hilton, 55% of their costs are in labor. And so as they get bigger, people expect better wages, better benefits. You’re exposed to organized labor unions. And so actually the costs increase in terms of your biggest cost center then decrease. And so we really just overall see diseconomies of scale versus economies of scale in the service industries,

Annie Holcombe  
makes sense? Stuff? Yeah, yeah, yeah,

Alex Husner  
interesting to see. I mean, as you know, life evolves and AI becomes more a part of, you know, everything in business, like this study in a few years, I wonder how it would be impacted. What would your thoughts more than that.

Ashley Ching  
So it’s funny, um, you know, we talk about another example, except my mom of young kids is, like, preschools, right? You still need people to provide service. People expect people in the hospitality industry, and so I think AI can help on, like, the back end. But, you know, from a preschool perspective, you would not be okay if you’re like, wait, but I’ve got this AI bot that’s in the classroom, right? Yeah. And I think that’s very similar, you know, I think with AI, we’ve done some research outside of this, outside of the study. You know, one of the industries has probably embraced technology the most is the airline industry. You’ve got, you know, all the apps and the kiosks and whatnot. Yeah, and what we’ve seen over the last 30 years with airfares is they’ve dropped significantly, down 35% and the number of complaints have risen significantly. And so I think it’s just, you know, I think AI definitely has its place on, like, the back end stuff, but how much you introduce it into that guest facing interaction? There’s some lessons learned with the airline industry. We see it in economy hotels just people won’t pay for as much when there’s people pay for people and service. You know? The other area we see it in is in hotels and a chain scale pricing, right? Economy hotels may have one person there to check you in, but when you walk into a Ritz Carlton or four seasons. I mean, there are just so many people in the lobby swarming the lobby, ready to press the elevator button for you. And so people pay. We think that’s probably the biggest differentiator between an economy hotel and a luxury hotel is the number of people in the in the lobby. That’s what people pay for. They pay for service. And so it’ll be interesting to see how AI can be incorporated in that in a way that doesn’t impact, you know, the ADRs and the guest experience, yeah, for sure. So there’s lots of different information in here, you know, we hit on, you know, a lot of different topics, but I think these were the two main that were have been the most interesting to to our audience, that what

Annie Holcombe  
was your big takeaway from all this? Like, how? Like, if you had to write, you know, say, for, you know, Costa go as they venture down this path of taking Vacasa, like, what? What did you glean from this that you’d say was a recommendation that you could offer a company so they can succeed, or maybe pitfalls to avoid?

Ashley Ching  
Yeah, so there were two, you know, and we’ve been asked a lot like, Okay, well, what about these different models that we’re seeing out there? Like, you know, Casa goes model. And I think the, the biggest, the biggest takeaway that we have is any model can be successful if they, if they really consider the five key pillars of hospitality and really use those as guiding principles. You know, the failed companies really, they almost rejected these principles, and that’s why they failed. And then the other framework we bring up in the case study that I think is really important to consider is around your operations. Are you trying to achieve? There’s three main areas that companies try to achieve, whether it be service, scale or profitability. But we heard over and over again in our interviews that really, you can only get two out of three. You can’t be you can’t develop a service at in scale and be profitable. And so really aligning your business around two of those three principles is key. So for example, vicasa was really organized around service and scale right their property management and they’re trying to scale, but they were never profitable. We’ve got a company that we study in this case study called American homes for rent. They have about 60,000 single family homes that they rent out. They own them and manage them. They provide zero service, right? This is just, I mean, they’ll they’ll come in, maybe if your HVAC breaks, but they’ve been extremely profitable, and they’ve scaled to 60,000 homes. So, you know, we have examples in the case study of all three. You know, companies that have chosen two of the three, and sort of, who the success stories are of those of those

Alex Husner  
areas. Yeah, I think another way of saying that same thing that my former mentor used to always say was, you could have quick, cheap or good pick two, right? Because it’s like good, but it’s not going to be cheap. You can have something quick, but it’s going to be cheap. So, yeah, it’s a really good point, yeah.

Ashley Ching  
And I think about like, you know, we work with a lot of the local professional property managers, where they really excel at service and profitability, right? But they’re these local teams, like abode luxury rentals in Park City, or like Beverly Sorrell and bestness and Hilton Head, right? But that they’re not focusing on scale. They’re focusing more on service and profitability. So, you know, that’s where I think a lot of our in Haven customers are focused. You know, with property management, we found, and this is sort of another key insight, is, the more complex your business model is, the harder it is to scale. And so, you know, to scale, you have to have, really, you know, you need to be, have aligned demand drivers, and you need to be, you know, very aligned in your product and what, what guest experience you’re you’re delivering. And so the more differentiations that you have in these areas, the more complex your business model has, and complexity is, like the killer of scale. That’s a quick summary of what we what we uncovered.

Alex Husner  
Yeah, I think when you look at our industry too, I mean, there’s three categories. It’s really important for vendors in our space to understand the difference between what the motive is of the property management company, because it’s like, if you’re a product that like, really, the main benefit is that you help companies scale. But like you just mentioned, Beverly in Hilton Head, if she’s not interested in that, she’s interested in the service and profitability, what you’re talking about, scale means nothing to them. So, you know, just just understanding your ICP, I think is really important. And I feel like we see. Up really not done well at a lot of the trade shows when you’re walking around, because it’s like, you need to ask companies and managers, what is their goal before you start going down a rabbit hole, and maybe your product offers something that speaks to all three of those. But you know, it’s really understanding the pain points and the goal of the property management company 100%

Annie Holcombe  
Yeah, Discovery first. And yeah, discovery, yeah, no. I mean, it’s same from the channel side, no, as I say it’s same from the channel side, like, distribution, like, that’s one of the things that I always got frustrated about, is like, all channels are not good for everybody. All channel managers are not good for everybody. All PMS are not good for everybody. I mean, like, there’s, there’s everybody has a specific kind of niche, is the wrong way to say it, but they have a customer profile that works best for them. Can they service others Absolutely. But if you don’t understand what the customer’s core needs are, like, all you’re doing is just like throwing words like verbal vomit on them, you know, like they’re you’re not helping them. So they’re just not gonna, they’re not gonna buy from you. But so this is, I mean, like, this is the second time I would say it’s, like, so amazing that you did this. Are you gonna do like, a follow up in, again, you know, we can talk about Costa go, because that’s the one. That’s the Vacasa Costa go situation. Are you gonna do a follow up in like, 18 months to say, like, Okay, where are they at, and where is Ambridge at? You know, through their reorganization?

Ashley Ching  
Yeah. Yeah. So it’s interesting. The chairman of Ambridge, Steve Joyce, is actually on our advisory board at in Haven, so we’re watching, we’re watching Real Time the changes, and he’s come in now after and to make all these changes. So we’re matching real time. And we’ve taken him through the study, and, you know, he talks about the five key pillars, and he’s like, this is exactly, you know, we’re looking at curation, and we’re looking at our number of owners. And he’s like, we’re using these as guiding principles. He didn’t, he didn’t. Those are the things and and I’ve had a conversation now with Steve Schwab, we’re doing an event together at Verma, and he agrees. I mean, a lot of the things that he’s doing at Vacasa through casago. I mean, he’s very much bringing, you know, the operations back to the local teams, bringing the decision making back, and how he’s very pro local wins. And so it’s very what they’re doing are very aligned with what we found in terms of what makes for successful property management business. So it’ll be super interesting to follow up on this in 18 months.

Annie Holcombe  
Yeah, we’ll pencil you in for that, for sure.

Alex Husner  
Yeah, I remember during the, you know, this past spring, when everything was going back and forth on Costa go and vicasa, and, you know, it was anybody’s guess what was going to happen there. But, I mean, you put out, like, whenever you had a post, it was like everybody was living and dying by to see when the next one would come out, because you had such great information on that. But, I mean, you’re obviously, you know, you’re brilliant to put all this together, but you spent a lot of time on it, right? I mean, like, there was

Ashley Ching  
a lot of deep research. It’s, you know, there was hundreds of pages of financials to read through, but I think, you know, our customers were coming to us and asking, what is happening here, you know, what is the state of the vacation rental industry? And so it was a moment to say, Okay, here’s what’s going on. Kind of lead them through the process, but also, you know, give them the latest updates. And, you know, it was just, it deals like this don’t happen very often, right, right? We’re two competing bids, massive bids, and it was just, it was fascinating. It was so fun to follow and fascinating at the same time, and to be able to put out the information. And, you know, we were trying, we weren’t biased. We’re just literally presenting what was in these financial reports through either David Davidson keppner or through the cost of go Consortium. So it was a fascinating follow, and I’m really hopeful that the Casa go team can really turn this business around. Yeah.

Alex Husner  
And so as your customers are coming to you and asking questions about this, I mean, where, where does inhaven stand? Like, what are you telling them? Of, like, takeaways based on the information?

Ashley Ching  
Well, I think it’s just it, and that’s what really drove us to do this deep dive study. Is okay? So we’ve seen these failures sort of over and over again over the past 25 years. What does make for successful Hospitality Management? And so that’s where, that’s why we put out this case study, is through all these interviews that we did, we really feel confident that the five key pillars, the operating principles, that you choose, those are really great frameworks to deliver on successful Hospitality Management. One of the findings that we talk about briefly in this case study, that we’ll be spending a lot more time on, is that in every single hospitality management business, whether it be restaurants, hotels, airlines, rental cars, there is a quality framework or chain scale, right? So you know, and you mentally, you don’t think about, okay, am I booking an economy hotel versus laundry? But you have set your expectations on you don’t expect a Ritz Carlton experience at a Motel Six or I go in the restaurant industry. If you go and you show up at a McDonald’s, a fast food restaurant, right? You would, if you walk away in that restaurant to go to the bathroom, you’d be very surprised if the person behind the. The POS came over and folded your napkin while you were away, right? You wouldn’t, you wouldn’t be surprised. Of that type of experience at 11 Madison Park, you know, the fine dining and you don’t when you fly spirit air. You don’t expect the same sort of service that when you fly Delta. And so the these, this chain scale, does not exist. Exist in the hotel. In the vacation rental industry today, what booking on Airbnb or verbo is a complete roll of dice. You have no idea. You know, you can sort of see the pictures. You can see their super host status. But do you trust those reviews? And so it’s a complete roll of the dice. And there’s, there’s nothing that the consumer knows. Okay, this is what I’m paying for. This is what I should expect when I show up at these properties, unless you’ve been able to do research on the property management business, which most people don’t even know how to do that. And so what we’re doing is we are going to be delivering that the vacation rentals First Quality Framework, starting with our existing customers that have fully standardized within Haven, the Bed Bath and kitchen, but also are have these service level tiers as well. So we know, you know, Rachel and Rob at abode have about a one person, one staff member to every five property ratio. So their service is pretty high end, right? They’ve got very high end, I should say, you know, they’ve got concierge services. If you have an issue in your home, they’re probably there, but they’re probably there within two minutes, right? They’ve got the local team there to service you, versus, you know, a property management company that operates at more of like a one to 15 one, one staff to every 15 homes. And so we can pretty much chart what the service is going to look like. The service levels will look like in those homes, and then obviously the quality, because, you know, they’re using the inhabited standards. And so that is what we’re delivering starting this fall, is this First Quality Framework for the vacation rental industry, where guests can find these homes based on this, based on the quality framework.

Alex Husner  
Yeah, that makes sense. And I mean, since you’re so into the data and doing case studies and things, have you done any case studies on your clients, of people who have started using inhaven, what’s that done to the brand, the brand experience, to their bookings, to revenue. I mean, any anything on that side?

Ashley Ching  
Yeah, I was just talking to a large client in the mountain towns of Colorado yesterday, and she was saying, we’re going to do a case study with them. You know, three years ago, they didn’t have in Haven, and the reviews have consistently gotten better because now they’ve got their standards in place. And so, you know, people are consistently commenting that they loved at the kitchen, the dining experience. They love the beds, the pillows, etc, and so we see it in reviews. They’re able to charge more per night because of the standards and the overall look of these of these places. But at the same time, they’re seeing significant cost savings, because when you go and you standardize and you’re not you’re able to get much better bulk purchasing. So they’re saving anywhere between 20 and 75% on their purchases. So, you know, we just see it from a we see the better reviews. The staff are all lying on what they need to purchase. It’s very clear when something breaks or gets damaged, this is what we were punish it with, and then the cost savings are just huge.

Annie Holcombe  
Very cool. So this leads up to, we’re all going to be heading to vrma, and you mentioned that you’re doing a session with Steve Schwab. Are you? You’re always doing a lot of things at all these conferences. Are you presenting other things that people should look out for? And yes, beyond that, you know what’s what’s kind of on the roadmap for inhaven going into next year?

Ashley Ching  
Sure. So Verma is exciting for us. We’ve got a couple of different events happening. One is the hub session with Steve that we’ll be doing on just the vicasa turnaround, and the lessons learned. We’re going to go through the hospitality framework with him. The second is, I’ll be taking the main stage on day two with Tim Ross Leo from VRBO Steven from Marriott homes and villas, and Richie from price labs, and Jennifer mucho from arrive. Now we’ll be talking about future proofing the industry. And so we’ve got a lot of great topics to talk about, including AI and, you know, in terms of pricing and just trends that they’re seeing on their side, that’ll be an interesting conversation. And then I’m also going to be doing a session with Valerie Genghis and Julie George from movie mountains, on just the importance of brand standards and how you get started.

Alex Husner  
You got a busy schedule next week.

Ashley Ching  
So that’s so Burma is exciting. And then after that, you know, we’re really we were at Verma. We’re unveiling this, this quality framework and a distribution site where people can now find these properties, and throughout the remaining of the year, we’ll be announcing some pretty exciting partnerships with various lodging and credit card companies. So a lot to share there. Wow, as we get the distribution out, because we want you know these these property managers that we work with that, take the time and really set their standards. Now we want to help guests find these locations. And so, you know, getting, getting their locations in front of more eyeballs will be important. So, so that’s sort of the next step in the inhaven journey.

Alex Husner  
Yeah, I love it. I love it. It’s been fun to watch so far and just see, you know, I’ve been. So many of your customers were at these shows, and Valerie being one of them that they just rave about working with you guys.

Ashley Ching  
So that team is so awesome. I mean, we’re just lucky. We’re in the hospitality industry, and everyone is just so incredible that we’ve met and been able to work with. It’s just a joy. And our team loves all of all of the different property management companies that

Alex Husner  
we work with. Yeah, awesome. Well, this is going to come out on a week before vrma. So if anybody wants to get in touch with you or maybe set a meeting for the conference, what’s the best way for them to get in touch with you or your team?

Ashley Ching  
Yeah, so they can reach out directly to me at ashley@inhaven.com, or on LinkedIn, and happy to set up a meeting. Would love to meet anyone that wants to talk procurement or standards, or just this case study at Verma.

Annie Holcombe  
Well, Alex and I will be live at the RMA, so definitely love to catch up with you, kind of maybe the last led the last afternoon on Tuesday, get kind of your, you know, recap of how things were, and talk about some of these exciting new announcements that you’re going to be

Ashley Ching  
making. Great I would love

Alex Husner  
that. Yeah, yeah, yeah. I’m glad you mentioned that. Annie just wanted to also mention, for anybody, if you’re at vrma, we’re going to be in the vendor Hall. I believe it’s over when you walk in. I don’t know the booth number, but it’s over to the right hand side. But we’ll be set up with the podcast. And I know vrama is a rival podcast will be set up as well, and Amber hurdle is going to be kicking that off, so be sure to stop by. Got a quick interview. Say hi. We’d love to see everybody. But in the meantime, if you want to get in touch with Annie and I, you can go to Alex and Annie podcast.com and until next time, thanks, everybody.

6 Hot Takes on the Future and Growing Pains of Short-Term Rentals with Simon Lehmann

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The short-term rental industry is at a turning point. Regulation is tightening, OTAs are shifting power, and owners are demanding more transparency. Technology and AI promise efficiency, but they also raise new risks. Safety sits at the center of it all. This is the roadmap industry leaders will be referencing all year.

Simon Lehmann, your host, has more than 20 years of hands-on experience shaping STR worldwide. He is the founder of AJL Atelier, where he and his team have advised more than 100 companies across the sector. A board member, investor, and trusted voice at global industry events, Simon has seen every side of the market. His perspective comes from years in the field, guiding operators, tech founders, and investors through growth and disruption.

The 6 Hot Topics Shaping STR in 2025 and beyond:

  • Regulation – What new rules mean for growth and compliance.
  • OTAs – How platform dynamics will impact supply and demand.
  • Owners – Rising expectations from those who hold the keys.
  • Tech – Tools that will decide who scales and who stalls.
  • AI – Where intelligence meets disruption in STR.
  • Safety – Why trust remains the industry’s most valuable currency.

If you found this episode valuable, we encourage you to share it with colleagues or stakeholders in your network who are navigating the future of short-term rentals.

Resources

Stay connected:


1Transcript

Introduction: [00:00:00] He’s one of the world’s foremost experts on short-term rentals and vacation rentals.

Introduction: [00:00:04] He’s a man of many, many skills, and I would say a master in the industry.

Introduction: [00:00:08] Most of us know him from fireside chats. Others won’t forget his prediction that property managers could all become glorified cleaners one day.

Introduction: [00:00:16] Well, pull out a pen and paper because this gentleman is a wealth of knowledge in this industry.

Introduction: [00:00:21] We have been veterans for a long time, admire him, and we listen to what he has to say.

Introduction: [00:00:26] An absolute legend in our short-term rental space.

Introduction: [00:00:28] We got a legend in the industry. First round Hall of Famer for sure.

Introduction: [00:00:33] Unanimous, the one and only Simon Lehman.

Introduction: [00:00:37] Simon. Simon Lehman. That is a hell of a buyer. Mr. Lehman, welcome to the show. So happy to have you.

Simon Lehmann: [00:00:44] 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, things. 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. Let me start with a bold statement. Short-term rentals are older than hotels. Long before Marriott, Hilton, or any other large hotel chain, long before Expedia, Airbnb or Booking.com, people were already sharing their homes with travelers. At the very beginning, we literally shared our caves with each other after hunting. Later it was barns, chalets, cottages. Hospitality began with trust. But today, short term rental is no longer just a side hustle or a quirky idea. It’s a global battleground. Billions are being invested. Cities are cracking down, technology companies are consolidating. And in the middle of it all, our owners, managers and our staff being squeezed between platforms, regulations and rising expectations from guests and owners. And in today’s first solo episode, we’re going deep into one of the biggest challenges in short term rental. How do we move from survival to sustainable growth when regulation, OTA, dependency and AI are all reshaping the game? Let me start with a story from my own career. When I was running Interhome, one of the world’s largest vacation rental company, our industry was still invisible to the mainstream. Hotels dominated, and very few believed vacation rental would ever be taken seriously as part of hospitality.

Simon Lehmann: [00:02:55] We were seen as a fringe, messy and unprofessional. Then along came platforms like HomeAway, now Vrbo and later Airbnb, Booking.com and everything changed. Suddenly short term rental became mainstream. It was tolerated. Guests began to choose them over hotels. Investors started paying attention. Regulators couldn’t ignore us anymore. Covid was a blessing to our industry. But here’s the catch. Even with all the money, tech and scale that has poured into this industry, the one thing that never changed is trust. Short term rental still relies on it completely. Trust is the most important asset we have in this industry, and sometimes that trust is very fragile. On a family trip just recently, my son Jack was asleep in an Airbnb apartment and a heavy picture frame came crashing on his head in the middle of the night. Thankfully he was fine, but he could have been a disaster. And it reminded us guest safety and therefore guest trust is still the foundation of everything we do in this industry. So how do we get there? I see the evolution of short term rental in three acts. Act number one the origins. Short term rental is older than hotels. Families sharing barns, caves, cottages, chalets and many others. Pure. Pure. Trust at the center of it. Act number two. The community area. Platforms like Airbnb tapped into spare rooms. Reviews. Trust badges. Belonging. It felt personal. Act number three. Professionalization and corporatization PMS systems. Institutional Crucial investments. Otas, acting like global gatekeepers, scale capital and consolidation took over.

Simon Lehmann: [00:05:12] And now we’re entering act number four. The future will define by whether we rediscover trust and uniqueness, or whether short term rental becomes commoditized into something that looks and feels like just another hotel product. And I don’t think we want that. That’s why today I want to set the stage for the podcast by walking through the six hot topics. These are the pressure points I see every day when I work with operators, investors, property managers, technology providers all around the world. They are universal. Think of them as the fault lines that will shape act four of this industry. Let me begin with the first hot topic regulation. It’s not a future problem. It’s here. It’s here to stay. New York has cracked down. Barcelona has cracked down. Amsterdam, Zurich, Berlin, Sydney all have to put restrictions into place. But why? Because short term rental has become a political issue. It’s tied up with housing affordability, community wellbeing, Anti-urban policy for too long. Many in our industry have acted like rebels, scrappy outsiders. But let’s be clear we’re not outsiders anymore. Short term rental is mainstream. Hospitality makes up 14% of global hospitality, and mainstream industries must operate by a different set of rules. If we don’t create real standards on safety, on transparency, on data, on accountability, then governments will improve their own standards on us, and I promise we won’t like their version. Key point the license to operate is no longer guaranteed. Regulation is existential. Ignore it at your peril. Point number two OTA dependency margin compression.

Simon Lehmann: [00:07:26] Now let’s talk about platforms like OTAs. Airbnb gets the headlines, but don’t forget Booking.com and Expedia and many others. They’re just as important. They deliver oxygen to the property managers. Booking demand reach. But here’s the uncomfortable thing. They also set the rules and the costs at the same time. Every operator I speak to is facing rising costs labor, cleaning, technology, compliance, payments, marketing, and many others and owners still expect maximum returns. That’s margin compression managers squeezed from all sides. If you’re listening from the US, let me make this clear. If you are relying on Airbnb as your only channel, you are fragile. One policy change, one algorithm update, one new fee structure and new business model is at risk. We have just seen it recently in Europe. By contrast, most professional managers distribute across ten or more channels plus direct bookings. That diversification makes them far more resilient. That’s why many European operators remain profitable, while some in the US have struggled in the past. Baltic Ota dependency is fragility, diversification and direct bookings are no longer optional. They are survival. Point number three owners decide outcomes. Here is something most operators get wrong. They think that they control the guest experience, but actually they don’t because the owners do. Remember, we still build our business on trust properties from homeowners. If an owner won’t invest in repairs, won’t upgrade the software, won’t fix the plumbing, put a new paint of code, a coat of paint on, or upgrade the curtains. It doesn’t matter how good your PMS is or how slick your guest messaging system is.

Simon Lehmann: [00:09:36] The guest will blame your brand for a bad experience. Cliff Johnson, co-founder of Okasa, told me bluntly, our conversation managers need to courage to fire some of their owners who won’t meet the standards that you set. That’s hard, but it’s necessary. And he’s right. Guests don’t care whose fault it is. They just want a safe, clean, enjoyable stay. The key point here protect trust. Even if it means saying no to owners. We don’t like to say no to owners. Sometimes you need to walk away from inventory that drags your brand down. Point number four tech consolidation and innovation tax. In the last decade, we’ve seen an explosion of innovation more than 500 tools in our space. Dynamic pricing, guest messaging, cleaning software, smart locks, IoT integrations and many more. But alongside that creativity we’ve seen consolidation and consolidation comes at a cost. Many property management systems have turned into gatekeepers. Startups have to pay five figure fees just to integrate. Apis come with revenue shares. In effect, it’s an innovation tech and that tax is suffocating the very creativity we need. Bold take the winners of the next decade in technology won’t be the companies that wall off their ecosystem. They’ll be the ones who open them, who empower integration, who let innovation thrive. Point number five AI equals discovery. Revolution. How could we not talk about AI today? Carl Shepherd, co-founder of HomeAway, reminded me in our conversation. Homeaway is early dominance came from SEO, who everyone.

Simon Lehmann: [00:11:39] Google was in demand. Today we’re living through another discovery shift. Guests won’t scroll through hundreds of properties anymore. They’ll just simply ask, find me a safe, family friendly three bedroom home with a pool close to the beach and near the shopping area. And AI will curate, not just search. Ai is also changing operation, yield management, guest communication, even owner reporting. But here is the catch. As Steve Schwab from Coarsegold told me, AI must make us bionic and not robotic. It should free humans to focus on hospitality, not to replace them. And with with chatbots, for example, put the humans where it creates smiles. Put technology where it creates efficiencies. Key point AI is the new SEO moment. Those who adapt will own the next decade of demand. Last but not least, point number six the least sexiest in our industry operation, safety and trust. It’s not glamorous, but it’s everything. I come back from my London trip story, my son Jack, asleep in an Airbnb apartment, picture frame crashing down on his head. Thankfully he was unharmed, but that incident reminded me. Guess trust is fragile. Cleanliness. Safety checks. Maintenance. These aren’t optional anymore. They are the foundation of trust. Guests don’t care how many integrations you have, what your tech stack is. If that smoke alarm doesn’t work. Bold tech. The winners of act four won’t be those who grow faster or raise more capital. They’ll be those who deliver consistent, safe, reliable hospitality that guests can trust. So let me quickly recap.

Simon Lehmann: [00:13:46] Point number one regulation is real and here to stay. And it’s existential. Number two OTA dependency creates fragility. Diversify or die. Number three owners decide outcomes. Fire bad ones. Number four tech consolidation. Risk. Choking. Innovation. Open. Beats. Closed. Number five. Ai is the new SEO. Adapt now. Number six. Operation and safety remain the foundation of trust in short term rental industry. If you only remember one thing from today, trust is still the currency of this industry. Whoever builds trust at scale will win the future. So give me time to for a quick preview in the coming weeks, you’ll hear directly from leaders shaping these debates, such as Carl Shepherd, co-founder of HomeAway, Glenn Fogel, CEO of Booking Holdings, cliff Johnson, co-founder of Okasa. Graham Donoghue, CEO of forge Group in the UK Steve Schwab, So we of course, ago just recently acquired the Casa Quirin Schweighofer, CEO of McAfee, recently transacted to Oyo in Australia and many more voices from around the world, not just in short term rental but also hotels, hotel CEOs, proptech and real estate. Subscribe now so you don’t miss those conversations. Bottom line don’t chase growth without trust. Thanks for listening. That was STR global unblocked 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 Uptodate.com. 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.

40 Years of VRMA: A New Chapter for the Industry with Anne Gardner

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This year marks 40 years of the Vacation Rental Management Association (VRMA), a milestone that comes at a pivotal time for the industry. 

In this episode, Alex & Annie sit down with Anne Gardner, Executive Director of VRMA, to explore how the association is entering a new chapter of growth, engagement, and industry leadership.

Anne reflects on her first year as Executive Director and shares how listening to members, strengthening communication, and re-energizing volunteer leadership have reshaped VRMA’s direction. From transforming the design of its events to amplifying advocacy and expanding education for managers of every size, VRMA is building a foundation for the next 40 years.

In this conversation, we cover:

  • Why listening to members has been central to VRMA’s renewal.
  • How this year’s 40th anniversary conference in Las Vegas is setting a new standard for engagement, education, and networking.
  • The role of smaller operators in the future of professional property management.
  • How VRMA is working with local associations, DMOs, and even hotel groups to strengthen advocacy and industry collaboration.
  • What’s ahead for VRMA as it continues to evolve with the needs of its members.

Whether you’re a longtime member or new to the vacation rental space, this episode offers valuable insight into how VRMA is leading the industry into its next era.

Connect with Anne:
LinkedIn: https://www.linkedin.com/in/anne-gardner-mba-cae/

Connect with VRMA:
LinkedIn: https://www.linkedin.com/company/vrma/
Website: https://www.vrma.org/


Transcript

Alex Husner  
Welcome to Alex & ANnie, the real women of vacation rentals. I’m Alex and I’m Annie, and we are joined by Anne Gardner, the Executive Director of VRMA, the Vacation Rental Managers Association. Anne, so good to see you again.

Anne Gardner  
Absolutely Good to see you both. Thanks for having me on today.

Annie Holcombe  
Absolutely well. Before we get started, why don’t you give us a little bit about your background. Reintroduce yourself to our audience, for anybody that is not aware of who you

Anne Gardner  
are, sure glad to so I am the fairly new Executive Director for vrma. I joined the organization in spring of 2024, as your interim Executive Director, and then converted into being sort of your, your full time, permanent Executive Director of vrma in November of last year. And so this will be the second of our annual conferences that I’ve participated in, but it’s been a great opportunity to join and come from a background that I have in professional nonprofit management, specifically trade organizations, and so that’s I have an organizational leadership background, and have worked in a lot of tangential pieces of our industry, representing organized real estate and commercial real estate, being a sort of developer and an owner operator myself in the commercial sense, and just doing all those different pieces and parts managing an event center so hospitality front and focused, and weddings and corporate venues and whatnot as part of a structure. And so it’s been a nice opportunity to bring a lot of little pieces of some of what I’ve done in the past in helping other organizations grow and thrive to the work we’re doing right now with vrna.

Alex Husner  
Well, definitely from, you know, the outside slash inside, we’ve seen a lot of changes that have come, you know, to the surface since you’ve been involved since April 24 so just tell us maybe a little bit about the process that you’ve gone through. I know you’ve spent extensive time meeting with property managers and also the suppliers in the space and just trying to figure out, like, how do we improve what the Association offers, and how do we design for a better future? But just maybe tell us about how that has gone.

Anne Gardner  
Sure, it’s been a great process. First off, and I’ll say that after a year in the role, I can definitively say what I know fills a teacup and what I don’t fills the ocean, still in that regard, but the process is definitely one of listening, you know, being able to help assess an organization where you are and so what are those pain points? What are those areas where we know we have sort of an immediate need. And, you know, vrma was sort of no different. In that sense, we knew we had some challenges in 2024 as far as being able to, you know, reinforce and build the organization from what I think some external forces had considered some missteps or some you know, I heard people say that they thought that vrma had lost their way. And so what I found in interviews, connections, getting a chance to meet our industry partners all over the world, as well as our own members, and doing really deep dives on everyone’s experience with the RMA, including, I think both of you, I think that’s pretty much how I met both of you, is that I just reached out and wanted you to tell me about your experience, and not looking for good, not looking for bad, but just wanting an honest assessment so that we could understand and identify those pockets of similarity, and also, where are the gaps where we knew we didn’t have enough information in order to impanel our board of directors and our leaders who are really driving that change for vrma, what did we need to do in order to put the best data, information and opportunities for re engagement in front of them, so that they could really evaluate the whole picture and put VR may on a path that I think we all agree is new. It’s a bit of a pivot and a change, and I’m still keeping the listening tour going, because to me that’s really integral in any of these first few years of really being part of that fabric of an organization is you have to embody the culture, and you can do the work, and you know what might need to be done, but you have to make sure that you’re really that voice on behalf of a trade organization. And we’re here to move an industry forward and to unify and bring things forward, and you really have to do that in partnership, and it’s about listening in conversation and then being willing to engage everyone, to take action with you. So that’s really been that that next pivot that we’ve done is moving into action with what we’ve learned and not not really sitting on it or hesitating, because folks are looking at vrma for growth and change at this.

Annie Holcombe  
Point, yeah, and I think you and I had the conversation, and I told you early on that in all of my dealings with the Association, it was the first time that I felt as a supplier, just myself, that I felt heard, I felt respected, I felt like there was somebody at the organization that was absolutely listening to my perspective, and that really meant a lot. But on that note, this group of people is not shy about sharing opinions and experiences, which is great. You know, you’re going to get all you’re going to get all the things from everybody. But what did you, you know, probably, what were your biggest takeaways, in terms of, like, what the gaps are that needed to be filled? That’s a great

Anne Gardner  
question, and it’s one that I know I’ve been putting sort of those thoughts in place, but is there, if you will, the playbook of of what has taken VR may from 2024, to now, I would say the biggest thing I heard Annie is that VR may seem to have moved aside, or moved into a time Where we were really accelerating and we weren’t necessarily still engaged in conversation and community, but the VR Ma was moving very quickly, sort of post covid. We had tremendous growth the the October event grew really quickly after 2021 and so it almost sort of took off in a gallop, and seemed to sort of leave some of those critical conversations and really communicating, that was what I heard, more than anything, was that we were not necessarily accused of not doing the work. But does it count if you’re not able to connect it to your mission and vision, to connect it to your members, and really make sure that keep that alignment. And so I think that’s what I learned, first and foremost, is the need for us to make sure we’re communicating with the members, we’re engaging, we’re having conversation, and we’re really just finding out what are the challenges you have day to day, addressing those pain points of transition. That’s what we know now, is that the most value, I think I heard in those interviews and calls was vrma was foundational to my first few years in the business, and this is why, and folks got really specific about what were those areas where they really counted on their industry organization to help them grow their business. And what were those jumping off points as they were transitioning through the life cycles of their business?

Alex Husner  
Yeah, and, you know, I think we look back on the executive summit this year, there was a very big difference between that event and that’s kind of like the I didn’t go to foundations, so that was the first one that I’ve been to that I feel like really infused a lot of the research that you’ve done, and also, you know, putting together a team, you had Rachel and Tom that were kind of driving the content with with the in the program, and they did such an exceptional job. But how do you take what was accomplished at that conference that was, I think, above par for the other VMA events I’ve been to in recent years. How do you continue that momentum forward? And are you using a similar strategy of having Rachel and Tom or other people within the industry that are really working closely, besides your team, to make it

Anne Gardner  
happen? Absolutely, we have no fewer than 50 volunteers are working to organize, guide and produce the VR may 25 Las Vegas event that’ll be taking place in mid October. And so that is a real change. Previously, I think we just didn’t have enough communication, maybe we didn’t have enough input, and we really want our members to understand and own this event, because it is your event. It’s the largest gathering in the industry, and so we really need to make sure it’s representative. And so for us, it’s about engagement, and so engaging very intentionally, very different groups within the organization perspective. And so that’s where I really used a lot of these phone calls and conversations. And those were the first folks I called, because anyone who was sort of honest and candid with me about their their unvarnished experience with the organization, almost all of those calls ended with someone saying that they really wanted to see vrma succeed and grow. And so that, to me, that’s your kitchen cabinet, that’s your bench. And so just really leaning into those who are really, I think, see an opportunity for vrma to be strong, to be a vital organization and to represent their business, because we have a lot of challenges right now where we we need that strength, and we need that unity going forward to help our industry. And you know, we’re celebrating our 40th anniversary this year, and just that next 40 years, that next 50 years, and we’re really just getting started. And so it really has to be Alex, the voice of the member leading the way in.

Annie Holcombe  
Yeah, yeah, I love it. I think this is the first year that there’s actually a committee specifically for the fall event. Is that, am I correct in that I know I’m on it, but I don’t think that we’ve ever had like, a group of people just focused on kind of the look and feel and the overall experience of of the event, and the conversations that have been had have been wonderful. And I think that there’s, you know, definitely I have to laugh, because the the food always came up as as a hot button for some people, but the conversations that were had about ways to make it more engaging, and everybody’s different experiences, you know, from being a supplier or being a property manager attending, you know, the sessions. I mean, I think that we went pretty deep in a lot of those conversations about, like, what didn’t work and what would what could work. You know, it was really about dreaming what, what we could do to make it better. But was that something that you felt was, you know, with the board’s help, was going to be key to making this event sort of pivot in a new direction and really make it everything that it could be. Was putting together that committee?

Anne Gardner  
Oh, absolutely. I smile because, you know, sort of, I guess I would say back behind the green curtain, if you will, is that we actually had a food committee

Alex Husner  
this year. Oh, interesting,

Anne Gardner  
right down to that level. And so to your point, Annie, yes, I mean, we got really detailed, but we got detailed on everything. We got detailed on the things that everybody let us know we weren’t doing right and that had opportunity for improvement. And so we really just focused on what we knew we could achieve, what we believe we could achieve. You know, at the end of the event, everyone will have to tell us if we if we met the mark or not, but really knowing that we had several key areas that were important to address in this next year. The 2025 was really a year where folks were looking and seeing, okay, can VR may bounce back? Can they flex and pivot to be relevant with where the organization is needs to be and change? And so I’ll say that our chair of the board, Jody rifasko, and I, when we sat down together, she she knew, because I I share every single one of these conversations I have, especially in that first six months, I would recap it with our board, because I was, you know, and still am an agent of our leadership. And so it’s, it’s all information gathering. You can call it, you know, op research or something, that’ll inform where you’re headed. But you know, once I was doing that, the leadership knew that we needed to really get re engaged at a very deep level with the members, and that the vitality of our organization, our history, our culture, is about being volunteer led. And so when people were busy after covid, and I saw a lot of businesses do this, you say, well, I’ll come back to it, or I need to focus on and my business, or, you know, we had a lot of owner acquisition, a lot of company growth, and, you know, sometimes it was really galloping forward. And so during those times, your volunteer leadership role may be something that you say, well, maybe I’m not going to have as much time, or a few less hours here and there. And you get that multiplier effect of that and the fact that you know your management team, your admin team is doing the best they can, but nothing replaces folks having that instinct. You know your owner operators in the space your entrepreneurial we mimic your behavior. We follow your lead on that. And so to me, that’s what’s made the biggest difference. I think right now, we just went back home, if you will. Oh, I love that.

Alex Husner  
No, that’s a great explanation of it, too. And so October 2021, you were referencing. That was the show in San Antonio, and I remember that was when there’s a huge influx of solo operators, small hosts, that have joined the organization. How has that gone? I mean, have there? Have many of them stayed? I mean, have they? Have we been pushing more to get more into that audience,

Anne Gardner  
right? You know, that’s a great question. I appreciate it in that the folks who I think came in in 2021 2022 they were coming in purely, I think, as hosts, and they didn’t necessarily have a business plan or a goal or just their own career path. They were, if you will, trying us out. And I think to some extent, vrama might have been trying out the idea of working with the host community a bit. And so I’d say most of those folks kind of came in. They may have started a business, but what we know now, what we know today, in our own sort of analysis and our partners and our research partners in this, is that you know, you have roughly 43% of your I would say, qua. Qualified market is taken up with operators who are operating five or fewer properties and and that’s a US based nationwide. And so when you look at that, it’s not necessarily that we’re looking to sort of grab and only serve that group, but when you look at that outsized percentage, those are the folks who are your future property management firms of tomorrow? Not everyone will be, but these are folks that are on that path to that. And so we want to build educated, really fantastically well trained, well engaged members of their local community, who are part of CVBS, who are part of tourism bureaus who understand the needs within lodging and the role that we have in vacation rental as really just being such a stable part of not only your local tax base, but also just an ambassador for your community. And so we want to help people grow into that, because that’s a lot of detail to cover, a lot of responsibility that we have in our communities. And so we know that’s a growth place. At the same time, the majority of our members are operating 2525 to 100 units, 100 units and up and larger. And so we have a real core of our membership that has grown with us and is looking and has their own business challenges. We’ve got some really interesting things happening at the October event for this segment. And just Where are you taking your business Next, if you will. And so how do you continue to build efficiency and growth and things of that nature, and just where, where do you want to take the business next? And so making sure that we’re looking at, I think both sides Alex is super important for us, because we want to make sure that we serve the folks we have at the table. In addition to being a great example for those that are considering the career down the road,

Annie Holcombe  
why don’t you talk a little bit about, kind of, on that note, the education for this year, because I think that, you know, I was part of some of the reviews of some of the sections, and one of the things that I loved about some of the focus this year was really about forcing interaction, like making sure that people were not just standing up and presenting For the sake of presenting and doing, you know, a slide deck that everybody was just going to be sitting there staring at. And, you know, having somebody talk to them. They wanted to have something that was interaction. So why don’t we tell us a little bit about what the sessions we can expect and what we you know, we think the overall program

Anne Gardner  
is going to look like. I’m glad you mentioned that. So in addition to having workshops that will start on Sunday, the 12th of October. And we have some really interesting new topics there. We also have some deep dives, if you will, some workshop level programming that we have during the actual conference. We also have just some quick hits, if you will, some just small doses, almost micro courses, if you will, for sharing. And so we really wanted to move it away from the panel presentation going on for 45 or 60 Minutes, where you don’t have a lot of interaction, because we know that one of our biggest challenges Annie is to make sure that someone can come to this event, that you can either be new or newer in your career, you may be the only one or one of two or three who are representing your company or firm at an event like this. And so how do we bring together a year’s worth of knowledge information? How do we extend the trail on that after you’ve been at the event, and so being able to make sure that we have those deeper dives and those exposure and networking opportunities. Because one of the best things that I know I take from events when I attend them, is who are the people I met, and are they in a similar life transition point, business challenge? And so we wanted to really open up the program so that you have more opportunity to meet one another and dialog and identify people who may be facing a very similar business situation or business challenge, or maybe are exploring the growth opportunity that you’re exploring, because we know that the value is in what you take from the actual in person event, and how do you use it year round, right? And even down to the level of introducing the conference recordings, we know it’s not novel, you know, but it’s just one of those areas where we knew we wanted to personalize the event, give opportunity to meet and have connections, so that you can then take the event with you after, yeah.

Alex Husner  
And, you know, I think a big part of the success of any of the events that we go to is the venue. I mean, the food too, but the venues, it plays a big part in it. And I’m curious to hear, I know we had VMA in fall of 2022, in Vegas, but it’s at a different it’s the same property, but like a different part of it is, what I’ve heard is that true,

Anne Gardner  
it’s actually a whole new property. So when we were. When we were in 2022 we were in the Caesars Palace proper, the casino hotel there. And so our event actually has grown. It actually wouldn’t fit in a single venue property. And so we are, we are hosting this at a beautiful, relatively new facility that is built specifically for events like the RMA. And it is called Caesar’s forum, and so it is adjacent to our hotel and a couple of other properties, and it’s across the street from the Caesars Palace. But I think you will you both know that when you say you’re in Las Vegas and you’re across the street, that could be a 30 minute walk over and a few cross signals. But it’s really a space that was designed and built just specifically for this level of networking, this level of learning. You know, we have eight concurrent ballrooms. It’s really unusual to be able to say you have eight ballrooms right to be able to have your learning as well as your Expo. Yeah, it’s really an extraordinary facility and lots of indoor and outdoor space. I remember

Annie Holcombe  
talking to some of the board members when they got back from the site visit, and they were all very excited about the fact that we didn’t have a scenario where, like, suppliers were so far away from all the sessions and everything was going to be working more together. And I think that that that just, you know, that spoke to me like, Okay, this is going to be a much better event. So Anne, why don’t you tell us a little bit about the keynote speaker that we had this year. Is a pretty big name. I know that I had kind of heard everybody kind of say, Oh, wow. You know, they took notice. So it feels like it was a, it was a change to get somebody that was recognized along multiple kind of genres of speaking. But I, you know, I don’t know what the impetus was to get someone of his caliber to come speak with

Anne Gardner  
us. I think I’m glad you took notice. I’m glad other folks have because I think this was, you know, a real, I think, Hallmark moment for us, you know, as vrma has our 40th anniversary, and as we sort of are navigating, if you will, that bridge of hospitality and the fact that we are a preferred mode of travel lodging for an entire generation right now who is coming into their own and into their spending, and folks have options and flexibility in travel preferences. And so to be able to have the opportunity to welcome chip Connolly to the event, really, I think, signifies the the role that vrma has and that vacation rental management, professional management has in the overall sort of lodging and hospitality space. We were fortunate. You know, all good things come through relationships and sometimes referrals. And so we had a great opportunity. One of our planning committee members, Michelle Marquis, had an opportunity to help make an introduction for us. And so we’re super glad. We’re super excited to have him. And as a matter of fact, in addition to his keynote on disruptive hospitality and just sort of challenging that he’s also going to stay with us later in the day, and he actually has a breakout session as well. So we have eight ballrooms concurrent for sessions at this facility, and so he’ll be in one of those afterwards as well. So he’s going to specifically put that presentation to vacation rental industry. And it’s about, how do you cultivate and develop your innovation within our industry? And so we’re, we’re just real, super glad to have him part of it. Yeah, it’s

Annie Holcombe  
exciting. It’s exciting that the fervor behind him is, I mean, I think it’s, it’s good and people are interested. And that’s exactly what we wanted, is to have people be excited about coming to keynote. I mean, we know Alex isn’t going to get up that early, but I’m going to try

Alex Husner  
that early,

Anne Gardner  
but to that point, you know, it’s through the work of our members and our leaders, you know that are really, I think, making the difference. And so you can take that, that opportunity, that introduction, that resulted in our great keynote, get, I think, for this year, and just it’s the spirit of what that looks like, and what does engagement really mean, and it’s making such a difference for us. And we heard that as far as, I think you’d asked about what’s different and what’s how are we coming forward and bringing this event, which is our sort of our hallmark event forward. And you know, this year we have 12 tracks, you know, 12 distinct tracks that are pivoting everyone through various business stages that we know based on our research now are the areas that they look to vrma for guidance, and they look to their peer network for guidance. And so a lot of those areas where we knew people had needs and wants as far as training, and how do we make that stick throughout the whole year? So we curated a lot of this content, and we have sort of gone to the well of our industry in that sense. And so we’ve also learned from our partners in they’re also producing events and sort of where they were. Where that litmus is. And so we know it’s a fast moving things are changing. And so we’ve really moved away from what I think people used to think of as a pretty stodgy and historic sort of abstract presentation. Write up a session months before and then wait to find out with a letter, an actual letter, if you were going to be part of the program, and then you were really locked in. And we know that our industry and everything is just so much more dynamic than that, and for us to be responsive, we really have to bring together our folks and just listen and go serve it up.

Annie Holcombe  
Yeah, I think the one thing that I’ve seen being part of the committee and then some other committees, is that there’s a lot more interaction between the committees than there has been. The committees had been operating in kind of silos. I still think there’s a lot of opportunity to have more engagement between them, but I think that there is definitely more sharing of ideas that you know, the fact that the committee for the conference did look at sessions, and there are some people on that committee that are helping with the curation portion of it. It’s just it’s keeping things exciting and fresh. And I think there’s just having a different perspective of how the conference can and should be and could be, and really kind of dreaming about these, these wonderful changes to move us forward. And I’m like, for the first time in a really long time, I’m actually, like, super excited about it, one because I won’t be standing at a booth so good from that perspective, but I am really excited. And I think the people that I’ve talked to after people went to foundations in the spring, and then obviously the exact conference, people are feeling that momentum of the association moving forward in a good direction, and that change is coming, and change is good, and we all agree on it. And so I’m really hopeful that everybody that does attend this year will will feel the energy that has been put in it by not only your team, but like you said, the 50 plus volunteers that have been working on it

Anne Gardner  
absolutely and I know you will have a little bit of a different role at the event this year you’ve got, I know, an extra day added into your own conference schedule, because we were really pleased to learn that you were just elected to the VR ma Board of Directors starting in October at the event this year. So congratulations on that.

Annie Holcombe  
Yeah, thank you very excited. I you know I was, I have to admit, I was a little little hesitant to do it, but then I figured if I didn’t do it, I’d always regret not like going for it. So I appreciate everybody’s support and confidence to vote me in, so hopeful that the next two years I can make some impact. And, yeah, help change. Things are exciting.

Anne Gardner  
Alex, can we pivot a question to Annie? I’d love to know, sort of, what you absolutely what do you see Annie as opportunities for us? And you know what, what you see sort of on the near the near term horizon, if you will.

Annie Holcombe  
So it’s interesting. So like, specific to the conference, I think that the vendor Hall needs to be completely blown up and redone. I have lots of ideas on that, so, yeah, so I think that that’s one that could make a really big change for perception, but also engagement. But I do think, and it’s been a lot of conversations that we’ve had on the membership committee, is that you know, kind of what you were alluding to is, is tapping into the DMO, CVB chambers of commerce, and we, we’ve known for a long time that that’s kind of an opportunity to have kind of boots on the ground evangelists in these markets for us. But one of the things that I know you and I have been working on is to do a survey out to these people to understand, like, what do they know about brma, but what? How does the vacation rental industry impact their market? You know? Because I think we’re making a lot of assumptions based on the membership that we have, and certainly they’re probably right in some areas, but I think we just there’s a lot of markets out there that we don’t have any touch points in, and we don’t have anybody in the market that can talk about the association and the value that we bring. So I would like to see, you know, us get data from that survey and really be able to make some great changes there to grow membership. And then, you know, to your your other point about, you know, where, kind of the largest bucket of opportunity sits in growth, it’s one of the things that I’m now focusing on with my new business, Annie and CO, is that I want to really tap into education for these people that are new to the business since covid, because they don’t know what the real world is like outside of, you know, the last couple of years. And so now they’re really hitting kind of, we’ve joked, but, you know, we’re going to go back to 2019 and it’s not that you want to go back, but that’s the last year that anybody has that was sort of would be deemed normal. So there’s all these people that entered the space that don’t know what normal, can, should, could be. And so I think tapping into those people and getting them, as you know, someone said previously, like the tents big enough for all of them, let’s, let’s invite them into the tent. And we just haven’t been inviting them. And I’ve been talking to some managers that are smaller. And the amount of information that they don’t know and that they have had kind of poor guidance on it has been a detriment to the association, I think, in, you know, from an advocacy standpoint, from a messaging standpoint, so that tapping into the small, the smaller operators, where I really, really see our ability to grow and prosper in the in the industry, that’s great.

Anne Gardner  
That’s great. All good points, right? Yeah,

Alex Husner  
work to do, yeah? I mean, I think, you know, in associations that I’ve been a part of, and I served on VMA board for about a year and a half last year and beyond, but, you know, one of the things that we’ve talked about was similar what Annie mentioned, of like, how do we partner more with these different associations, whether, you know, at a local level, some of the other trade associations, both us and and abroad. And I think so far this year, I’ve seen and I’ve seen you at several conferences. You were at VR nation, you were at the vacation rental Women’s Summit. I’m sure you’ve been to some others too. But I think it’s really, it’s big. It’s important for us, us as vrama, to show our support for these other associations too. Because at the end of the day, you know, we serve different audiences. There is, of course, some crossover, but there’s always going to be some people that can’t make every show, and if they can’t make the RMA, but they can make VR nation, maybe next year. It’s the it’s the opposite, or maybe they go to both. But I mean, there’s values, and, you know, differences between the organizations. And I think when we work together, we’re stronger. And it’s less about seeing, you know, each different entity as competition, but it’s about, how do we grow the awareness of the professional industry? How do we get there’s how many 1000 vacation rental companies, like 18,000 US somewhere around there. I mean, there’s only, you know, our membership is much lower than that. So it’s like there’s so many more people to reach, and that’s, that’s how you reach, you know, to Annie’s point, it’s the local connections, you know, beyond just those trade associations, but the chambers and realtor associations. And, you know, I think that’s going to be where the growth comes, and how you figure out how to, how to work that together so that it’s a great partnership for both sides.

Anne Gardner  
Absolutely, I will, I will take all those suggestions to the bank on that, absolutely, absolutely, because it is true. There’s and I do have some interesting things too, that I can, that I can share with you is that we do know that affiliating with vrma increases your bottom line. You know, we know, we have an annual study that we do with our data, one of our data partners, key data, and so they work with us, sort of behind, behind the scenes, and we look at the last year, and we this year, we looked at the last four years, and, you know, just where we’re able to demonstrate and see that those who are part of vrma, you know you are learning, you are creating a community, you are growing. And so you know the results in your business are are 100% there as well. And so we have that evidence, those proof points. And so you have longer booking windows, and you also have larger and you have your paid stays are higher, as well as you have the length of stay is longer. So you have really three really strong points where, by virtue of being part of your community, part of your industry. We know your business is improving, if you will, and you have that opportunity. How are we as an industry protecting the industry, you know, fostering its ability to grow unfettered and to be able to, you know, work within markets and so to your points, Annie, about the smaller operators and that outreach, that’s something that we’re really putting a lot of focus on right now, and we’re being more proactive as an organization. And where are those areas where we know that there’s vulnerabilities, or where there’s, you know, challenges that could happen, or where it’s going to be an area that could be a good case study, if you will. And so we’re we’re starting to sort of differentiate ourselves in that we’re in a position to be able to do this work, and so it’s right and appropriate and needed to do these studies in this work. And so that’s a key part of what we’re doing with our newly relaunched Advocacy Fund. And so we know that our partners in the industry have funds. They’re doing fundraising, and they’re really specific in their channels, as far as whether it be capacity building and helping to grow the small and regional and statewide organizations. And so we know vrma has a role there. It’s a companion role we’re all there to lift, because the industry is is still in its early stages, if you will. And so we’re evolving just so quickly to where we need many hands and we need many voices in order to represent

Annie Holcombe  
us. Yeah, and I love, I love the the approach of that we can work together side by side in partnership, instead of having this, again, this kind of siloed mentality of like, each, you know, each, these entities have their own discipline. In there, not to, not to come together, to, you know, to partner. And I think that if we, we partner with all of these things, we’re just like you said, it’s like the rising tide lifts all boats. I mean, we’re going to be better as a as an industry, and we know we’re, we’ve got a lot of headwinds related to, to, you know, regulations, right? You know, some markets, it’s the hotel lobby, you know, and I think that we need to befriend them. I mean, that’s, let’s face it, the hotel brands are stepping into this space, so we need to, you know, I don’t, someone said to me once, it’s like inviting, you know, the wolf in the den. And I was like, you know, they need to be in. They’re they’re stepping in, whether we want them or

Alex Husner  
not, nothing can be improved by not working with them, right? Get any wars, so, yeah, I think, and we need to have a seat at the table, you know. I mean, if you’re not on the table, you’re on the menu. And as an industry, we’ve learned that, you know, in so many cases across the country. So I think the more that we can, you know, try and again, find that mutually beneficial way that it benefits both sides to work together, then that’s where the win is well, and we are super excited for vrma 25 and there’s no better place to have a conference than Las Vegas. So I think a lot of people are really excited, and just feeling the momentum of the past events that have gone really well this year, and just the opportunity to connect and network and learn. So if anybody wants to get in touch with you or learn more about brma, or potentially attend the show if they haven’t already booked, what’s the best way for them to get in touch with you?

Anne Gardner  
I’m pretty easy to find. I’m on LinkedIn, and so if you’re if you’re in channels or whatnot, you you usually can find me here and there. I’m also really accessible to get to. And I encourage everybody to reach out. Tell me your experience story with vrma at a Gardner, a G, A r, d, N, E R at V rma.org, so those are probably the two easiest ways to to hear from me.

Alex Husner  
Awesome. Okay, well, and if anybody wants to get in touch with Annie and I, you can go to Alex and Annie podcast.com and until next time and until Vegas, we’ll see you there.

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

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When Airbnb changes its policies, the ripple effect can shake operators everywhere. For many, the problem is deeper than one policy update. Relying too heavily on a single platform leaves businesses vulnerable, and the cracks are starting to show.

In this episode, Mark Simpson, CEO and founder of Boostly, shares why now is the time for vacation rental operators to double down on direct bookings. Drawing from more than a decade of helping hosts grow beyond OTAs, Mark brings practical steps that any operator can put into action.

We cover:

  • Why overreliance on OTAs creates long-term risk for property managers
  • How to turn guest data into a foundation for repeat bookings
  • Simple strategies that work even without a large marketing budget
  • Ways to use referrals, user-generated content, and email campaigns to build stronger relationships with guests
  • What Boostly is creating to make direct bookings more accessible and effective

Mark also opens up about the importance of creativity in marketing, sharing real stories of campaigns that cut through the noise at conferences and online. His approach proves that building direct channels is not only possible but powerful.

Connect with Mark:
LinkedIn: https://www.linkedin.com/in/mrmarksimpson/
Website: https://boostly.co.uk/


Transcript

Alex Husner  0:00  
Welcome to Alex & Annie, the real women of vacation rentals. I’m Alex, and I’m Annie, and we are joined today with Mark Simpson, who is the CEO of Boostly, Mark, it’s so good to see you back again for the third time.

Annie Holcombe  0:12  
Yeah, thanks for having me back. Can’t believe you actually came back for a third time that yeah, punishment,

Mark Simpson  0:18  
and it’s the punishment,

Annie Holcombe  0:22  
and it’s late there, so it was nine o’clock,

Mark Simpson  0:25  
nine o’clock, 10 past nine. Just got the kids to bed, so it’s the perfect time just to have a little chat and catch

Annie Holcombe  0:30  
up. Awesome for our listeners that don’t know who you are, why don’t you tell us a little bit about you?

Mark Simpson  0:36  
Yeah, sure. So I created this little company called Bruce Lee, nearly 10 years ago. Now, after being born into the world of hospitality, I grew up in a 200 acre farm stay Bed and Breakfast, you know, worked full time in it from 2011 to about 2016 17. We eventually sold that business, and, yeah, for like, the last 10 years with Bruce Lee, I’ve just been helping host when it comes to, you know, direct bookings, whether you’ve got one property or, you know, we’ve got some clients now we’ve got a couple of 100 properties. We just give you, I say, like, my liver pitches, the tools, the tactics, the training and the confidence to increase your diet bookings without relying on these online travel agents. And, yeah, that’s what we’ve been doing, and it’s just sort of grown crazy over the last, I’d say, the last five years. It’s really sort of like ramped up, and I get to now travel the world, speak at events and all this cool stuff. So that’s my little me. The interesting

Alex Husner  1:27  
thing is, too, I bet, when you went into this business, that you, I mean, you knew what the situation was at the time that, like, there was a need for this, and there were, there were issues, but you probably had no idea how your business model would continuously be fed by the engine. Is Airbnb and the, you know, just problems and issues that people are having and how they’re looking for other options. But it’s been a wild ride. I mean, that last time we had you on was three years ago. I mean, that’s, it feels like an eternity compared to all the things that have happened in the world of OTAs since then.

Mark Simpson  1:57  
Yeah. I mean, truthfully, like, the way that I started the business was just for my little hometown in Scarborough, because there I just, there was no help from the from the local tourism board when it comes to, like, marketing and sales, yeah. And, you know, it’s a funny thing as soon as you start putting stuff on the internet, like people all over the world can see it and and want to be part of it. And I just started a little Facebook group, and, you know, I saw people requesting to join and and they’re off just from all over the world. And you know, when we got to 1000 members in that group, I was like that, there’s got to be something here. There’s got to be like a business here. And again, it’s just evolved over time. And I’ve sort of been on this sort of one, one man mission to piss off the OTAs as much as possible in any given chance that I get, and, yeah, it’s been a fun ride.

Annie Holcombe  2:43  
Well, that’s where we I actually wanted to get started was pissing off the OTA. So I’m sure you’ve been called a lot of names in some private rooms, but you like to poke at Airbnb specifically. And there has been a lot of changes the last, I would say, the last three months, specifically with Airbnb, specifically in the US, but I think globally. And so I think people lean on those that have always been poking at them to say, like, what am I supposed to do now? And so I know that’s the conversations that I’ve been having with people. Is they’re just their head is about to explode. It just feels like every time they open an email from them, there’s a new policy or a new change in it. And once again, just feels like another layer, or another statement of we’re not friendly to the property managers. We’re only friendly to the guest. So wanted to get your take on it, and kind of all the things that have happened, address them, and maybe get your thoughts on where we’re at with that channel.

Mark Simpson  3:34  
Yeah, it’s mad. I was trying to take the summer off.

Annie Holcombe  3:39  
They had other ideas. Yeah, every

Mark Simpson  3:41  
single week there was just something and yeah, obviously I like to react, and I do feel like it’s I try and keep it fair. I poke the bear with booking.com as much as VRBO as well as Airbnb. But yeah, this summer, Airbnb have seemed to be pivoting to more of a traditional OTA model. I feel obviously, Brian Chesky has mentioned it time and time again, that as good as their business is for every one night booked on Airbnb, he said somewhere like nine bookings are made on hotels. So obviously hotels is the play. Where do hotels most majority live is booking.com and Expedia. So that’s obviously where their whole sort of focus is going. And the changes that have been made, if you look at it from like a 60,000 foot view, it’s obvious that they’re trying to change their model their back end, so it mirrors what a traditional Ota booking.com X BD would look like. But when you do that, and you change the rate that they are doing, they are going to annoy a lot of people, and the people that they are upsetting the most are these, their sort of Avatar. Their hobbyist hosts, as we call them, all the smaller operators who have maybe been, you know, we talk about fees like 3% they’ve been paying 3% happily paying, paying 3% all of a sudden, they’ve been told it’s gone up to 15.5% which things like that, and then cancelation policies and things like services coming in, where. She’s like, you know, you give up all of the, all of the, all of the juice without the squeeze. You know what? I mean? It’s like, you get nothing back, and you take all the risk on board. And, you know, it’s, I’ve heard so many people talk about it, so many people give their opinions. But what’s really interesting to me is some of the Airbnb gurus, the Airbnb like number one fans, they’re actually now going, well, hang on a second. What is this? And that’s been fascinating to me, and I say Bruce Lee on the back end is just, I was saying offering our call calendar has never been this full. You know, it’s insane how busy our call calendar has

Alex Husner  5:32  
been. Yeah, it’s like you’ve been pushed and bullied so long that finally, eventually, like, you might take it for a little bit, but then you then that last one is just kind of throws you, know, really, really over the deep end. And I was just on a call with a pretty large operator in South Florida today, and they were asking about if I thought that Airbnb was going to make it mandatory for hosts to do a 24 hour cancelation policy, and if that would be different for large companies versus small companies. And I said, I don’t know. I don’t have a crystal ball, but I do have somebody coming on the podcast later today that might know a little bit more or have maybe some insights. But have you heard anything on that side?

Mark Simpson  6:09  
No, I feel, I mean, Airbnb will always try. And as you’ve said on a number of podcasts, I was, I was listening today, one with Dennis Shaw earlier, earlier today. And you know, he’s, he’s probably more connected than than all of us industry, and I feel it’s 100% that podcast was, was amazing, and it’s basically confined to everything that we’ve been thinking about is that Airbnb is their priority, is the guest and their shareholders, and it’s, unfortunately, the host have to sort of put up with it. But it all boils down to is that, you know, if, if you are so reliant on this one platform for your whole revenue coming in, then it’s, it’s your own fault. You know, I’ve said this a lot like, my issue isn’t so much with Airbnb. It’s not so much with Expedia, with booking.com, my issue with is with the host, the host who is so reliant, who refuses to do anything about it. And you know, luckily, now there’s so many resources. There’s fantastic podcasts and YouTube channels and books and everywhere wherever, is so much education that you can get for free. But it really is not an excuse not to learn how to do these, these things. So when these do these policy changes, do change, you can just go, Oh, that’s cool. But, you know, you’ve got this whole direct booking funnel and whatnot. But bringing it back to the 24 hour thing, I’ve not heard, I’m not privy to it, it wouldn’t surprise me to be honest with with all of the changes that are going on behind the scenes. But like I say, Nothing is surprising me at the moment with the things that are coming out from Airbnb, HQ,

Annie Holcombe  7:39  
at the moment, kind of touching on, you know, some of these hosts, and you and I go back and forth on Instagram a lot about some of these, the influencers that are the get rich quick guys as Alex and I always call them, you know, that they’ve started to take notice. And I think it’s like, I also fault them to some degree of like, giving people this false sense of what reality actually is. I’ve been meeting with a manager, and, you know, she said to me very, very pointedly right off the bat, like I am too reliant on them, that’s all I have. But then I looked into like her PMS, and her PMS only has connectivity to a few channels, so she doesn’t have a lot of opportunity to kind of diversify. They don’t offer a channel manager, so she’s very limited in what she can do. So some of it, you know, some of it, is a technology problem, but some of it is the messaging that gets in front of these people, and that’s all they’re seeing, is that, like, it’s an Airbnb empire. It’s you’re building it only on Airbnb. So they think it’s okay, like, almost like, this business is going to be their friend forever. And now they’re all seeing that maybe that’s not exactly the case. So I’m wondering, like, in your mind, what do you think some of these influencers who have staked their reputation and their business on this Airbnb Empire theme? You know, what do you think they’re going to do with

Mark Simpson  8:53  
this for every influencer that is out there on Instagram for the last sort of five years, they’ve had me in the comment section and then the message is trying to sort of educate them. And you know, to be fair, a lot of have listened. And, you know, I’ve ended up working with a lot of them, but it has been very, very funny and interesting. Like, there’s different things that become very popular topics. And you know, whether it is the shiny NFT coins or cryptocurrency or whatever that is, the flavor of the topic of the month, or if it’s this sub two thing that goes around the states, obvious, all these different strategies and whatnot. This year seems to be the year where everybody wants to talk about direct bookings. And it’s been fascinating to see people that maybe a year ago, they didn’t know what a direct booking meant, but now they’re talking about it like they’re the experts in it, which is really fascinating. I totally understand where there’ll be people talking about and just because they’re good at Instagram or YouTube, that they will get the attention. But I feel like what is really, really important for any host that is watching this or listening listening to this, is there are some fantastic resources out there, and I would never try and stand here and talk about the sub two movement or talk. Talk about arbitrage or talk about whatever, because that is not my skill set. I can talk about marketing because I’ve been doing it for Well, since 2011 and when it comes to Derek bookings, that is all I really love to talk about. When it comes to these other influences, and what they’re sort of been talking about, and they’ve literally put their nail to the mast on on Airbnb, and Airbnb being in the only channel, it is fascinating to me now to seeing how quickly they start talking about these, these, uh, things called direct bookings.

Alex Husner  10:29  
Yeah. I mean, it’s definitely something that has been built with awareness of why people are now finally understanding this is something they didn’t be cognizant of, and building a plan. But, you know, I, I get this question all the time from smaller hosts that, you know, they know, my background is mostly working with larger property management companies that have hundreds of units, and we can very, you know, not more easily, but, I mean, there’s, there’s a huge expense to it, but a company has a lot more resources than individual host does to drive marketing dollars and demand to a property. But a lot of people ask, you know, how do I how do I do direct bookings if I don’t have a big marketing budget? And my my response is, and I’m very curious here, what you also recommend mark, but it’s get as much of the lowest hanging fruit as you can. So if you’re whether you are you’re not, but if you’re in a market where you get a lot of direct like repeat business, for sure, make sure that your information is all over that property, that they know the brand, that there’s QR codes, that it’s super easy for them to stay in touch with you, and, you know, create an experience that people are going to actually remember and that makes them want to seek out, coming back to you. But you know, the not being able to get guest emails Now, if you’re just relying on Airbnb, also creates a lot of friction there. So it’s like, it’s now kind of the onus is on you to make sure that the guests go out of their way to follow you if you want to stay in touch with them. But curious, your thoughts on how smaller hosts really can move the

Mark Simpson  11:53  
needle? Yeah, so it’s a great question. And in 2021 I remember clubhouse being really popular, like the audio app that everybody was on, especially if you had an iPhone. And I used to sit in those rooms and I would join in. And these questions were coming up so much, even back then, like, you know, I want to do, you know, Dow bookings. Where do I start? Yada yada yada, which is why I put that book together, the book that I play, book, the one that I spoke about three years ago when I came on the podcast, which, which changed everything like for me, and there’s 101 tips in there. And the cool thing is about that is that majority of the tips in here don’t cost a penny, but what it really boils down to is data like you’ve got to get the data of your guest as soon as possible, whether that is through Google Forms or stay fi or QR codes, like you mentioned, as soon as you can start getting that data, it changes a lot. And we’ve got people within the boothly world, our booths community, our boothly customers. And whenever they join boothly, they get a CRM. So the CRM that we use is basically built on go high level, and you can import your contacts, from your PMS, from stay five, from wherever you get them into there. And we’ve got the agency level so I can see everything from like the agency level view. And it is fascinating to me, the customers of ours who do amazing work with direct bookings, as in going from zero direct bookings to maybe 50% direct bookings within a year or 18 months is the ones that are building the database but then do something with it, as in sending campaigns, sending SMS is sending emails, whether it’s individual or broadcast, they’re the ones that are truly doing doing work with it and making that Data go to work, the people that struggle, the people who don’t improve their direct bookings, even when they’ve got like a real snazzy direct booking website that’s integrated into their PMS of choice are the ones that don’t collect the data. But maybe there was one client who had 7000 emails, but they never sent an email.

Annie Holcombe  14:00  
They’ve got them, though,

Alex Husner  14:03  
I’m taking emails to the bank Absolutely.

Mark Simpson  14:06  
And I said, so we crafted this email that was built together with an AI bot that we had, and they sent out to the 7000 people. And it was a very friendly email. It was like the question was, do you know anyone? So basically, all of these guests that we sent it to had stayed with them in the past six months, and it was all emails that they had gathered through collection of Google Forms, stay, fire, etc. And this email was so easily put together. It took two minutes to put together, and it was just asking the question to the guest, hey, we loved having you as a guest. Thank you very much for staying with us. Do you know anybody that is coming to this area. It was such a simple question that to ask, and it wasn’t a massive tourist destination. This was like a, like a city in the United Kingdom. It was Chester. So it wasn’t like, you know, when you think of the UK, you don’t think of Chester, but it’s a kind of cool little light city. And that email generated so much rest. Revenue just off the back of it from people recommending people to it. There was a couple of business guests that they got in contact with. They put them in touch with their head office, because the head office was sending lots of people to Chester, but this guest in this client didn’t know about and it was just at the back of an email. So it was a case of a getting the data, B, doing something with it, and that’s what it literally, it all boils down to the people that I see that do data and email and communication, the best wins, basically.

Alex Husner  15:27  
And quite honestly, I would say that same issue applies to large managers just as much as small managers. That if you have a huge email list, if you’ve been in business for a long time, and it’s just sitting there and you’re not utilizing it, it’s, it’s also doing, you know, good, right? But that’s a really interesting idea, to see who they’re you know, who they would recommend you to. Was there an offer or, like, a referral bonus, or anything attached to it?

Mark Simpson  15:50  
Yeah, I’m a big fan of dangling the carrot. So if you’re going to ask the question, you got to have the incentive. And if you do it on a smaller scale, and I talk about a smaller scale, is that I always say that your phone book, your contact list, when you’re starting out as a host, is so powerful because you’ve got people in there that know, know you, love you and would want you to succeed. And a lot of people don’t even realize what you do for a business or a job or that you’re starting this new venture. So I always say just, just blast it out, text 10 people and just say, Hey, if you know anybody that’s coming to the area, and if they book and they reference you, I’ll send you x and if you know the person to dangle that carrot, even better. I’m a big Liverpool football fan, you know. And if someone wants to entice me, just offer me Liverpool football tickets. But even if you don’t know the person, you can just say, you know, I’ll send you $100 in amazon vouchers or cash or whatever, you know, you incentivize them to do it, and when you incentivize people, they’re more likely to to act. And that’s what we’re doing in a thread in that email Fred that we sent

Annie Holcombe  16:50  
out. Yeah, so you, I know one thing we talked about previously, and I’ve talked to you about it before. You’ve you’ve customers literally all over the world. You’re working in on every continent. Are you seeing anything that works better in one region than another? Or is does it work generally the same everywhere? I feel like Asia is one of those. It’s always kind of an enigma to work in. But what are you seeing?

Mark Simpson  17:15  
Sales and Marketing I feel just works all over the world, because at the end of the day, simple sales and marketing tactics work whether you’re a bigger company or a smaller company. You do have different things to contend with. Depends on where you are in the world, 100% and obviously, as well, Northern and hemisphere and southern hemisphere, you’ve got different times of the year where things work differently and others. And you know, this is before we even get into like regulations and tourism and licenses and etc. But when it when it really does boil down to sales and marketing, which is what this is, I think the same practices run parallel with hospitality, if they run parallel with around the niches, but it’s exactly the same. You can pick it up and put it into things like personal trainers, or you can put it into like barber shops or brick and mortar businesses. It’s the simple sales and marketing tactics that have just stood the test of time. We just repackage it and do it a little bit different, because it is the world of hospitality, and I always say that we’re in such a really favorable position in hospitality, because we’re in the industry of making memories. When, when we sell our product to the people, the guests, they are literally making memories. They will talk about that vacation that stay for forever, for the test of time, like and because of that, we are in such a favorable position. But also, as well, bringing it back to the OTAs, we are in very lucky position that we can literally just list our property on these free channels, booking.com, Expedia, verbo, Airbnb, and be pretty much guaranteed to get some revenue coming in. You know, Annie, you’re about to go into the world of, you know, solopreneurship, and there’s, like, there’s nowhere that you can go and list your services on that you’ll be guaranteed to get revenue in you know what I mean? You’ve got to like, you know, you build the brand. You’ve got to, like, do the market and do the sales, etc. So we’re very fortunate with hospitality, but at the same time, like, the curse is, is that, because it is so easy, so many hosts, especially smaller hosts, they just get so reliant on that one platform that will just drive them revenue and don’t do anything else, and that’s like, where the problems occur.

Alex Husner  19:23  
Yeah, you hit the nail on the head with the friends and family thing. And I know that ties into the email campaign idea that you did, but in my history, I mean, there’s been nothing that can more easily set you apart from your competition in the market. Is pretty cost effective to do as a program, but is to generate or to get your guests to submit user generated content. And I think where companies and hosts get stuck around that is just literally in the process, and the technology to be able to make it happen, facilitate it, get usage and rights to the pictures. But when you think about it, like you said in your phone, there’s probably in your. All of our phones, there’s a bunch of people that demographically are very similar to us, so you have to think about them the same way that it’s like if you incentivize your guests to share a memory or a picture from their stay and share that to their friends and family. And you’ve got some contests and, you know, gamifying that process, it’s just amazing what I’ve seen for success in that side. But it’s, you know, it’s one of those things that I think a lot of companies look at it as a nice to have, but the companies that really utilize it, it’s actually a key differentiator between them and the competition in the market. Yeah.

Mark Simpson  20:32  
Can you think about, when do you mostly post on social media? Is when you’re on vacation, because you want to show off to your friends and families at home that you’re on vacation. And the way that operators fall down is that there isn’t some form of signage or somewhere in digitality where it says, when you take pictures and you post it online, tag in our handle, or tag in that you are here. And for everybody that does, we’ll send you x like we used to do at our farm stay business is we used to do a monthly competition on social media. And this is back in 2011 2012 when this was all very new. But we would put on the on the in the property would have this, this cool little laminate that’s saying, when you take a picture, you upload it to social media, tagging the granary. Every month we pick our favorite one, and you will win a bottle of wine. It was so simple, so easy, but we gamified it. And everybody would go on Instagram and Facebook, and they would tag us in and then we would use those pictures for our social media posts. Yeah, exactly, yeah. People buy from people. People want to experience. They can see themselves staying at the place through other people on social media. And if they post it on Facebook and they tag you in and we all dream of working with these influences that have got hundreds of 1000s or millions of followers, but the best influences the friends and families of the people,

Alex Husner  21:54  
100% Yeah, yeah, 100% and this happens to me all the time, that even if it’s not somebody that I’m like, close friends with, but if I saw somebody that went to Grand Cayman, and I saw pictures, and I was like, God, that looks so beautiful there. And a month later, now I’m thinking about going somewhere, and I’m like, I remember that person went to Grand Cayman, I will definitely reach out to them and say, you know, where did you stay? What did you like to do? Even if it’s not somebody that I’m like, a close, close friend with, but you’d rather get advice from somebody that’s close to you, but even just people within your network that your network that like you, you know, a little bit more than just looking on a website. I mean, there’s a certain level of trust if you can, you know, see a little bit more about a person. But, yeah, I love that you do that. That’s great kind

Annie Holcombe  22:34  
of on the on the influencer note, one of the things that I think that you have done is influence people to think outside the box. You do a lot of kind of guerilla marketing around things and some unique, unique things. And one of the things that caught my eye that you did this year was you weren’t able to attend a conference. It was the SDR wealth conference in Nashville, and that’s always known, depending on what side of the industry you sit on, it has a flavor, and some people like that flavor and some people don’t like that flavor. And I’ll say it that way, but you weren’t able to attend, so you did these wanted posters, and so I really never got a chance to talk to you, and so we were talking about it off camera. I’d really like to understand what the impetus was behind that. And like, you know, what other other types of guerrilla marketing you’ve done for events and kind of, what you you know, it feels like it’s encouraging people to really, really do different things to get noticed. But you’ve done the stickers on the bathroom walls, yeah, done a couple of different things, so maybe talk us through that process.

Mark Simpson  23:30  
Yeah, I like to mess around with marketing. I like to be a guinea pig at marketing and and, you know, I’ve, I’ve always loved Richard Branson, and I love reading all of his books and how he would go and launch one of his virgin products, he would do something like crazy, like guerrilla marketing to get the get the attention. And I haven’t got the budget of a Richard Branson, but I I kind of look at what other people are doing outside of the world of short term rentals, and I try and bring it into this, this world. So toilet stickers, prime example when you’re at an event, and I used to do this, and I would get help in the women’s bathrooms, but basically, I would get these stickers done, and these stickers would have a QR code on it, and I’m always thinking, well, when do you have your phone out? Is when you’re sitting down on the toilet. And I would go into the men’s cubicles of any event I was speaking at. And I’ve done this at Verma in Orlando. I’ve done this SEO wealth. When it was in, like, the saloons at any event, I would just, I’ve got stickers, like, literally behind me. Now it was like a bag full of stickers. And I would go into the men’s toilets, and at the start of the day, and I was going stick them all on. And basically, the copy would change. I would AB test. The copy would vary from, would you like to flush Airbnb down the toilet. The copy was like, the guy that Airbnb don’t want you to know about, or the guy that the OTAs don’t want you to know about, with a QR code that they would scan. That QR code will go to my link tree. And the cool thing about link tree is it’s absolutely free, and then you can change the links on. Where people go on the link tree of a specific event, I would say, if you’re attending Verma or if you’re attending SDI wealth, click watch this video, and it’s a pre recorded video where I just explain about Bruce Lee, what we do, where you can book a call. I tried at an event. It cost maybe $100 say, to get all the stickers done, we would have calls booked on the back of it, because I could track it for a UTM code. When I had the success, I thought, well, what more can I do? And so I’ve done billboards. For example, when I was launching the second book, which was the book direct play blueprint, I discovered that there was a company that you could rent billboards in New York on Times Square. It was a bit of a cost, but I thought, this is, this is great to launch the book. And so I was able to get a billboard spot in Times Square, and I was able to get two of the co authors that I did the second book with who lived in New York to come down. We got pictures, and it flashed up for like a second, but we got the picture,

Alex Husner  25:56  
yeah, just a second, just for the picture. Looked at the OTAs

Mark Simpson  25:59  
don’t want you to know about which, yeah, didn’t generate sales for Bruce Lee, but the attention and the awareness of that post when we put it online just went through to her, yeah. And so

Alex Husner  26:12  
we’ve done some of the things that you just mentioned, but with a little bit when we went to Italy last year, we had a bunch of our stickers that we bring everywhere also. But actually, it’s funny that you mentioned it, because I just reordered these, and I put a QR code on them, because we’re out of the ones we have. But when we were in Italy, we put them on street poles, on buildings everywhere, and we’ve, we got, actually, an increase in people from Italy now listen to the

Annie Holcombe  26:40  
shows on a pole in Mexico City last year.

Alex Husner  26:42  
Yeah, all the straight balls, all the good places. I had never thought about the bathroom stalls, but I think that is super

Mark Simpson  26:49  
interesting to remember about the bathroom stalls for legal reasons. I do go and take those stickers down at the end of the day. I tell you what, though, when we were at Verma Orlando, I can’t remember the venue where it was, but their bathrooms people there were on it, and they, like, as soon, really,

Alex Husner  27:04  
straight down, keeps going in here,

Mark Simpson  27:07  
that’s this year. Like, like you saying, honey, I couldn’t make the STR wealth this, this year. And like you say, the the event is, is Marmite. So people love it, people hate it. But for me, from where my target audience is there’s like 2000 people in that room. That’s my target audience, everybody, yeah. And so I had two ideas this year, and I couldn’t be there because I was speaking event in in South Africa. So I organized for a mobile billboard. So I had the billboard in Nashville, which is great, but it’s right out on the interstate. Nobody sees it. So I thought, well, how can I get closer to the event? So I organized, I did a little search on Google, and I found this mobile billboard company that you could hire it for three days, cost about $1,000 and they were basically all day, just drive around the venue with the British National Anthem blaring out, and

Annie Holcombe  28:00  
the billboard

Mark Simpson  28:04  
was the old saying, like, the guy that the OTAs don’t want you know about with a QR code, with my face, and it’s like moving. And the amount of messages I got over those three days, I had Steve Schwab in a taxi sending me a picture, going, why are you on a billboard outside Nashville? Why not? I had Mike from happy guest with a video that you posted online and tag me in, and that was really cool. But at the same time I thought, Well, what else can I do? How can I actually get in the venue? This is why I had the idea of this wanted poster. And again, I quickly put it together on Canva. It looks shocking, but the best way to describe how I got the inspiration from this that there was a guy on YouTube called ampho, and he did this Timothy shall away look alike competition in New York round about February time it blew up and got a ton of exposure. And all that was, was a very simple look alike post a QR code, and it went everywhere. Well, I can do that. So I did it, sent it to FedEx. They print it, and it’s just waiting there to get picked up. I found somebody on TaskRabbit and basically paid for them for two days to take these. I think it was like 1000 posters, and would just hand them out. Obviously, you’ve got to be very careful with this, you know, if you you can’t do like soliciting, etc, within in the venue, but you can do it in public places around the venue. So I basically spoke to her, arranged for a few people that will remain nameless, to meet my task, grabber. Grab a load of posters that who were attending the venue, and they took the posters and walked into the venue, and again, they took pictures, and they left them lying around, etc. Again, this QR code on that had UTM tags on it, so I could tell how effective it was. And from a 200 I would say $400 that I spent on those posters we had, I think it’s just been clocked in about 12 to 60. $18,000 worth of revenue come back. So in terms of return of investment,

Annie Holcombe  30:04  
yeah, great. Roi

Mark Simpson  30:07  
social, social awareness was great. Again, it was a lot of exposure, shares, likes LinkedIn, DM saying, What are you doing now? And it’s just a ton of fun. Again, it’s just, it’s a bit of fun, little bit of, you know, being there, but not being there, and it’s got me thinking about what I can what I can do next. But what is really cool to see now is I’ve seen the likes of optimizer and auto rank. They are doing their own version of events and how they can sort of break the mold and get attention. And it’s really funny to see what they do at events with the Viagra rank. I don’t know if you’ve seen that.

Annie Holcombe  30:39  
And last year, the condoms,

Speaker 1  30:41  
the last year that was, I mean,

Alex Husner  30:42  
that’s right, yeah, what conference was that? I remember that earlier this year? That was

Mark Simpson  30:46  
Burma last year. Okay, yeah, again, yeah. It’s interesting, and it’s fun to see, because at the end of the day, when you go to a conference like before you even left, you can easily forget what’s being said on stage, right? People will always remember how you make them feel. And I like to do things with a little bit of fun, a little bit of joke, a little bit of just not gonna take myself too seriously. Well, that’s how I’ve run Bruce Lee. And, you know, the it’s worked, and I love doing it. I never take it too far. I don’t try and step over the line too much. I just try and have a bit of fun with it. And, you know, and Your vibe attracts your tribe, and the people that we work with are super cool, and the people that come to us are awesome, but at the end of the day, we just want to help them get get more bookings, get dark bookings, and we’re kind of a bit of fun while

Annie Holcombe  31:31  
we’re doing it. I can’t wait to see what you do for Verma this year. Talked about some ideas walking down the strip and get handed a picture of Mark.

Mark Simpson  31:43  
So I got in trouble last year at Verma, because remember Jeff and host GPO organized that pickleball. So I sent a boostly rep down. These were two of the top two pickleball players in the world.

Annie Holcombe  31:59  
Oh, my God.

Mark Simpson  32:02  
And they’re playing up against, you know, you know, the likes of

Alex Husner  32:05  
Robin Craig,

Mark Simpson  32:10  
oh my gosh. They won the competition, obviously. And they’ve got Bruce Lee shirts on, and they win it. And they social media was everywhere and spreading around.

Alex Husner  32:19  
They were just pickleball players. They weren’t related to the injury. Oh, my God, that is so kudos to you. I mean, like, this was super smart marketing.

Mark Simpson  32:29  
I’m not banned from taking part in any host GPO organized events.

Alex Husner  32:35  
We know Jeff, then we get you.

Annie Holcombe  32:38  
Oh, my goodness, I do. Like,

Mark Simpson  32:40  
it’s a lot of fun. So, yeah, I’m thinking about what the next one we can what we can do,

Alex Husner  32:44  
yeah, well, I think everybody you know from the vendor perspective is thinking about that at any of these events. Of like, how do we get, you know, more more opportunities to talk to people? There’s only so many opportunities to be on stage, and the vendor Hall is either super busy, which I definitely prefer that, or there it’s a ghost town. There’s no one in there. And it’s like, you pay all this money for booths and everything else, but you’ve gotta, you gotta get creative and think of different ways to just cut through the noise. And we talk about this on the show all the time. There’s a lot of noise. I mean, since last time we had you on the show, fascinating to know how many new suppliers have popped up since 2022 I mean, like it’s, it’s got to be hundreds, I would say at least, but yeah,

Mark Simpson  33:25  
especially the ones that have got aI at the end of the name. Oh gosh,

Alex Husner  33:31  
name, but it is AI.

Mark Simpson  33:34  
I was just with the boys at boom in South Africa for a lot of fun, so it’s great to see what boom I’ve done in the space and disrupt it. And, yeah, I’ve been, we have a lot of customers moving to boom at the moment. So it’s, we’ve had a lot of communications behind the scenes and figuring out API connections and integrations. But yeah, it’s, it’s good work. I was with the team when they signed up Rebecca cribben over in Oh God.

Alex Husner  34:00  
We were getting live pictures as that was happening.

Mark Simpson  34:04  
It’s awesome to see, and it’s great to see. And, yeah, there’s a lot of new people in the space, and it’s really interesting to I’ve been doing this now for, what, nearly 10 years, and I’ve been doing event space for maybe four or five of those years, and it’s cool to see. You know, I love going to events, catching up with people and saying hi to people, meeting people. And I’m doing the scale UK event in November, and they’ve given me permission to organize the icebreaker party the night before the event. Be prepared for the videos that are going to come out of that. I’ve got something. Oh boy,

Alex Husner  34:42  
we see you at the video camera. We’re probably gonna

Mark Simpson  34:45  
hide special lined up for that. It’s gonna be fun to see.

Annie Holcombe  34:49  
We won’t see you at scale Italia. Then,

Speaker 1  34:52  
No, I’m afraid. I’m afraid not. Because when is that again? Sorry, that is in

Alex Husner  34:56  
it’s a couple weeks early September right now.

Mark Simpson  35:00  
September is like, I am just not available in September. I have an idea.

Alex Husner  35:04  
Why don’t you come? It’s skill Italia, and then it’s the Women’s Conference, vacation rental Italian Women’s Conference. That could be your thing. You just show up at the Women’s Conference. Well, I mean, guys did it in Charleston. So that could be the big surprise. I’m here.

Speaker 1  35:17  
Hello, everybody.

Alex Husner  35:21  
I’m here to help. Oh, man. Well, I have actually have a serious question for you. So if somebody is looking at, you know, either building a website or redoing their website, I mean, there’s, I wouldn’t say, say quite a lot. I mean, I think there’s, like, a handful of vendors that are specific to vacation rentals that you can go to because they’ve got the API connections to the softwares, but, and I’ve worked with most of them at this point, some better experiences than others. But what’s the difference between Bruce Lee, would you say, compared to some of the more legacy website providers and like, what? What is the experience like for somebody when they come in to work with

Mark Simpson  35:58  
you? Yeah, I mean, I know all, all the guys that are doing website design that have got the connections and the connectivity, I think the connectivity is the key. Because anybody can put together a front end of a website. And, I mean, you can go on Fiverr, and you can find 100 people in India and Pakistan will do it for, like, less than, less than $100 now, but the connectivity is, really is the key, because the booking process from the point of where your future potential guest, that prospect, hits that map, hits that listing, and then wants to make the booking. That is so key. If you if you mess that up, the guest will just basically get fed up, get confused, and they’ll leave and they’ll just go straight back to Airbnb. So having that connectivity is is key. And I know that like Bruce Lee, we’ve got 27 connections and other guys at icnd, they do fantastic work, Gil at crafted stays, and you’ve got Eli Hudson and Conrad over at builder bookings. And we’ve all sort of, we’ve got this joint slack group between us, and we’re all we call ourselves the dark book and Avengers, and we’re just talking about the pain points and the pros and cons of what we’re doing and everything we share advice, I feel like what Bruce Lee separates from ourselves, from from others, and how we are a little bit different from others, is that we don’t just give you a website. We actually give you all of the tools as well behind the scenes that that you need to be able to succeed. So I talked about go high level. I talked about this. That’s a massive part, and I feel like we’re only scratching the surface of what we can do with that. So for email and social media, that’s bare basics of go high level. There’s so many other things that we can do, but we’re discovering with like AI and assistance and, you know, marketing flows and funnels, etc, so that gets plugged in, and that’s part of boostly. You don’t get charged anything extra for that. But we also do twice a week group coaching calls. So I do the Monday one. I’ve got Liam Caroline, who’s co hosted a podcast, who is a host himself, property manager himself. He’s got 20 to 30 properties in Norwich. He does the Thursday call. And we’ve got the community. So the community’s got about 10,000 years worth experiencing. You know, you come in and ask a question, you get answers from, like, really cool people who have been there, done that, bought, bought the t shirt. So it’s like the old package I always that’s why I say tools, tactics, training, confidence, to be able to go and practice being called short term rentals and growing your business. And everybody in there is from that, that two to 100 properties. That’s like, where our sort of world sort of sits. Yes, we get people with maybe one property or a couple of 100 of that. Two to 100 is sort of like where we sort of sit, and everybody in there is on that sort of path together, which is, which is really cool. And the thing that we’re doing next, which is the next thing that we’re going to launch, which is called Connect. I’m really fascinated at this, because it was sort of taking these API connections that I talk about that are really important, that I feel like as AI is going to grow. You can go onto any, probably, website builder, and get it to do a front end website for free very soon. But the thing that it can’t replicate is the thing behind the scenes, these API integrations that go into the pm are out there, and we’ve got 27 of them, and that’s growing every day, and that we’re going to take, we’re going to pull out, and we’re going to offer to people, and we’re going to call it connect. And what we can do with that, that’s really fascinating. So that’s, like the next sort of thing, I think

Alex Husner  39:11  
you, you told me about this, maybe even, like, a year or two ago. It was a while, but, I mean, basically it’s, like a universal API,

Mark Simpson  39:17  
yeah, that’s, that’s pretty much it. I’ve been talking about it for a year. It’s been taken a year to get to this stage. Oh, I’m sure. And what’s really cool is that I know Boris at flat away in Bulgaria, he’s creating his version of it. I know that Eli Hudson, he’s creating his version of it. So to see two industry peers creating something, knows that this is this is something that has legs. This is something for sure we can definitely, we can definitely achieve. And so yeah, that the goal from it would be that you can create a mini online travel agent, your own little mini listing site, within within minutes with this, and you’ll be able to do it all connected to this, to this dashboard. So that’s, that’s what we’re building now. And yeah, and the training will always be there. And I feel like, what. Truly like separates us is you get, you get a guy with a crazy British accent who does weird market instance, behind the scenes, access to my brain as well.

Annie Holcombe  40:10  
I think you keep people you keep people sharp, and you keep people thinking. And I think that that’s what’s really exciting. And I love watching what you do and how you interact with people because it’s, it’s, again, it’s, it’s constantly creative. It’s constantly retooling. It’s thinking outside the box, you know, the proverbial box all the time. And I think we need, we need more of that. There’s so many people that will say, a lot of people in this industry are sort of reticent to change, and I think they have upended that, and you’re making people see that, like you have to constantly be changing in order to adapt the industry is wanting you to be I just try and

Mark Simpson  40:44  
document it. I’ve tried to document it like a scrapbook since day one. And I talked about the good and the bad, you know, the good things and like, the like, the bad things that happened, the good things happen, and thankfully, now it’s all good. Last year was a little bit crazy, but, but, yeah, I try and sort of, like, I see what other people are doing in other industries, and package it up, and I sort of bring it into our industry. How can we do this in in here? And yeah, there’s some cool things that are going on, so I’m excited to see what the next sort of chapter looks like.

Alex Husner  41:11  
Yeah, I’ve got one question on that API, and then we’ll, we’ll wrap up. But is that going to be available for suppliers to access to, or is it for the purpose of if a vacation rental company wants to build their own OTA,

Mark Simpson  41:24  
yeah, no, I’m going to white label it. This is why I’m calling it connect and not boostly Connect, because then, with this we can. I would love to give it to like revenue managers or people who do Google ads, or we talk about Maddie mount. She’s got the content creator on me. I’d love to give dashboards to their content creators so they can then go and create their own little mini sites. So I’m looking to white label it for everybody, even website designers, even if you haven’t got property and you want to create like a listing site and go and market it, this is what this will be able to do, because you can, you can sync in more than one PMS into this dashboard at a time. So you could have free boom, customers sync their data, and you could have free whatever, customers sync their data and all into this one dashboard. So yeah, it’s really exciting. What we can do

Alex Husner  42:10  
that’s cool. That’s super exciting. I think that that’s probably one of the more interesting things I’ve heard about recently. So definitely keep us in the loop on that. But Mark, it’s always a pleasure having you. I can’t wait till the fourth time that you come back. If you come back four times, you will have hit a record. So we gotta make sure we get

Annie Holcombe  42:29  
that. But if

Alex Husner  42:31  
anybody wants to connect with you, obviously you’re going to be at scale UK, but any other conferences you’re you’ll be at

Mark Simpson  42:38  
fingers crossed, VR, nation, 2026 conversation, conversations have been had behind the scenes, so hopefully,

Alex Husner  42:47  
feeling I know where that’s going.

Mark Simpson  42:49  
So hopefully that one and I’m going to be back in Dubai next month for scale Dubai, which is a really cool conference, that what the guys are doing there is amazing. And I’m really excited to go back, because when we go to Dubai, the whole family comes with which I love. So have a bit of family time. Awesome.

Alex Husner  43:06  
Well, if anybody wants to get in touch with you, probably mark at Bruce lee.co.uk,

Annie Holcombe  43:11  
yeah, booster.co.uk.

Mark Simpson  43:13  
Is me, but Instagram, Instagram is my favorite channel. So Bruce Lee, UK or LinkedIn. Mark Simpson on LinkedIn.

Alex Husner  43:20  
Okay, great. Well, we will include links in the show notes for that, and 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 everybody for tuning in.

Preserving People, Culture, and Legacy: Inside Nocturne’s Acquisition Strategy with CEO, Scott Wiseman

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In this episode, Alex & Annie welcome back Scott Wiseman, CEO of Nocturne Luxury Villas, for an inside look at how Nocturne approaches acquisitions in the luxury vacation rental space. 

Instead of treating acquisitions as one-size-fits-all deals, Scott explains how his team works with founders to create personalized exit plans that honor their legacy, protect employees, and keep guests at the heart of the business.

  • We discuss:
  • How Nocturne has grown to nearly 1,200 homes across six markets
  • Why culture and relationships are as important as financial outcomes
  • How Nocturne’s concierge services give vacation rentals an edge over resorts
  • What he sees ahead for the luxury travel sector
  • Honest advice for owners considering selling their business

Scott brings a grounded, people-first perspective to what’s often seen as a purely financial process. His approach reminds us that growth can happen without losing the heart of a company — its people, its culture, and the relationships that built it.

Connect with Scott Wiseman:
LinkedIn: https://www.linkedin.com/in/scottfwiseman/ 

Connect with Nocturne:
Website:https://www.nocturneluxuryvillas.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 Scott Wiseman, who is the CEO of Nocturne villas, and a second time repeat guest on the show. So good to see you, Scott.

Scott Wiseman  
Yeah, it’s great to be back. I miss I miss both of you.

Annie Holcombe  
No, we love talking with you. You’re always, you’re always, just like a breath of fresh air to talk to. And we were talking off camera. So there’s a definite difference in kind of the climates that we’re sitting in right now. You’ve got that you’re channeling your inner fall guy. And I’m still in the summer down in Florida, and Alex is right in between in Myrtle Beach. So we’re rolling into fall here.

Scott Wiseman  
Sounds about right? And it could change at any time for any one of us.

Alex Husner  
It could Exactly. Yeah,

Annie Holcombe  
absolutely. Well, why don’t you bring us up to speed on the world of Scott and what’s been going on for you?

Scott Wiseman  
Yeah, I’d love to, thankfully, it’s been really busy. Which is, which is great. We’ve seen the, you know, the slowdown, I think, in bookings that happened at the beginning of the year, with a little bit of uncertainty. And all of that was happening in the world has really started to heat up. And so particularly the last couple of months, booking pace has really taken off and getting back well into strong double digit year over year bookings for the back half of the year, which we’re really excited about. And kudos to our team that worked really hard to, you know, pull all the right levers, if you will, to kind of get us moving in that direction. And also, on the you know, acquisition front, we’ve had a lot of activity in the last couple of months, which we’re excited about. Met some amazing founders of great businesses over the last year for sure, and continued pretty heavily through this past summer as well. So there’s a lot of activity out there too, for people looking for that, that perfect next step for their for their businesses?

Alex Husner  
Yeah, definitely, a lot of people evaluating options right now. And you know, I mean, that’s really been going on for several years, really, but I think there’s just a lot of different ways that people can exit their companies now, and it’s becoming more of a reality for people that might have been thinking about it a few years ago, and they’re now they’re now seeing okay, this, this could make sense, but just to get our audience up to speed a little bit, in case they don’t know you, or if they didn’t listen to our last episode about a year ago, remind us how many markets Nocturne is in and how many properties that represents.

Scott Wiseman  
Yeah, we’ve since 2021 we’ve acquired seven different great local brands in six markets, and today we’re just about 1200 total

Alex Husner  
homes. Okay, yeah, and most of the portfolio is on the like luxury end. Is that correct?

Scott Wiseman  
Yeah, we do stay focused on the luxury side of the inventory, for sure, probably I can say that we’re somewhere between 25 and 50% of the luxury market in each of the markets where we’re operating. So we’ve got a strong presence in those in that space, in each of the local areas.

Annie Holcombe  
That’s impressive. I wanted to ask you, kind of you were, you know, talking about like people are assessing, and Alex alluded is assessing, like what they want to do with their business. And there seems to be a number of players in the market that are doing it in different ways to kind of help people either completely get out of it, or cash out some equity, or kind of buy into these various conglomerates of business. But there was one that came up as recently that I think, was the VR stakeholders, and I don’t, I still don’t understand a lot about it. We did have them on the show, and it’s a very interesting concept. But can you share a little bit of you know, what you know about the kind of that area and what maybe not turn offers differently for somebody that maybe does have a luxury portfolio and is thinking, Okay, what’s my next step?

Scott Wiseman  
Yeah, absolutely. I think, well, first, I think it’s good that, you know, high tide rises all boats. So we’re always very positive people’s success and experiences in the in the space, but they are very different. I mean, everyone kind of has a little bit different strategy. I know there’s is to kind of bring a big chunk of groups together and then kind of go to market all at once to bring some synergies. What we do is a little bit different in that we’re kind of staying really focused and committed towards the experience of going with companies that are looking for kind of that personalized exit strategy that really means a lot for them. It’s we don’t want to bunch anyone in to a larger group. We want them to feel that, you know what, their whether it’s their heritage being preserved, taking care of their employees, a transition. Many of them are so concerned, right, that they want to stick around for a year maybe or two, and help with the transition so that the homeowners are comfortable. But for us, it’s about a personalized exit strategy. So that means each person that we’re, you know, we’re working with to acquire we can cater to their needs, as opposed to kind of putting everybody into one bucket. Is really the big difference with us, and I think that’s. Been a great experience the last couple of months, specifically, of people feeling relieved and knowing that that’s even a possibility, and wait that can happen. And I can, you know, share, you know, the windfall with the team, but I can also do what I love to do, but not work 80 hours a week and still help the business be successful, or get involved in a little bit of earn out so they continue to get paid for the work that they put in. So that’s really been the secret to us, is that we’ve done it seven times. They’ve not all looked the same each seven times, but the success has always come out at the end, and everyone’s felt really happy with with where they’ve ended up.

Alex Husner  
Yeah, no, that’s great. And we all know some of the unsuccessful stories right of the industry over the past decade or so. And I think it’s just it’s more Top of Mind with companies as they’re assessing this because, you know, the people are the business in this industry for sure. And a lot of these people have been employees with these companies for some of them decades. You know, it’s a lifelong commitment that they’ve they’ve made to them, and they want to make sure that they’re taken care of, whether that’s staying in or, you know, being part of the exit. You know, some thoughtfully would fall thoughtfully done way. But I’m curious, when you’re looking at potential deals now, what’s the main thing that you’re looking at? I mean, I know you guys, you have mostly luxury properties, but is it the company size? Is it the brand? Is it just, you know, a good feeling from the owners that they be a good culture fit of what they’ve built like. How does that process work? Yes,

Scott Wiseman  
it is. It is really all of the above. I think first and foremost, it’s, you know, the quality of the homes, the reputation of the local brand, the ability to continue to grow within those those markets, the quality of the team that they have in place, and what they’ve been able to do over the years that all kind of plays into it. It’s not, it’s not a super complicated equation. You know, we don’t want to break anything we are looking for. You know, companies that have the bulk of the luxury share in that particular market. But we also don’t want to do anything that’s going to upset the apple car. We, I like to put it this way, we kind of take care of that nasty bits that they, you know, have looked for, not to be able to do going forward, like anything finance related or with it, helping with HR, driving more leads without worrying about, Do I need to know about SEO and PPC and anything that we can do to take away so that they’ve got more time with the homeowners and the employees and the guests, is really what we’re what we’re out to do. And so a lot of times we can really help that we’ve, you know, shown sustained growth with the local brands that we’ve bought, and there’s always a seamless transition during that same process and being able to kind of add the global scale that we have. So I’ve always learned something, even if it’s something that’s not in our wheelhouse, like maybe it isn’t enough luxury product to be able to, you know, sustain or what’s there. But I’m so appreciative anytime I get an opportunity to speak to someone, because I learn from them too. I mean, they’ve been so successful. And then often we’ll refer them to someone else who might be interested as well, for the type of business that they have too. So it’s always a good interaction, whether we move forward with them or not.

Annie Holcombe  
I wanted to ask you, from your day to day, when you’re assessing a business, how hands on are you? I know you’ve got a really strong team. We’ve met a fair amount of them, and all completely strong in all of their disciplines. And obviously you kind of the buck stops with you, so to speak. But how hands on do you get with these acquisitions and these conversations?

Scott Wiseman  
Yeah, very hands on. I think it’s important, not just from my side. I think they need to know, you know me as well, like, I don’t want to be like, you know, nameless, faceless CEO that they’re not quite sure. I think that the more they get to me, me and the team, the better, the better it is. And even when they are open to kind of sharing with their small group of leaders, if they have them, the sooner they let them know they’re interested, and we get to meet them as well. That’s a huge win, because it is still a cultural fit that does matter. I mean, it’s it doesn’t always have to be about money. It helps, but I think that a lot of them are looking for a connection to someone see what I’ve built, does someone respect it? And also, I find it’s helpful because they’ve probably never sold a business before, and it is scary if you don’t have an advisor or an investment bank, or even just the fact that you just don’t want to be taken advantage of, right? That’s what I hear a lot. Is someone said to me recently, actually, very recently, it was a great, a great question of, how do I know that you see something in my business that you’re not telling me so that you can take advantage of that benefit, and I’m not going to get it my sale price? Yeah. And I was like, well, quite honestly, we wouldn’t keep doing what we’re doing if anyone had a transaction with us and felt that they. Didn’t get what they wanted. We want raving fans, from people that have sold their business to us and got everything out of it that they wanted, from the, you know, their employees all the way through their financial satisfaction. And ironically enough, two weeks later, we went back and found something that was worth maybe a half a million in the business, and put it in front of in front of her, and said, We’re going to pay you on this because you missed it, but we found it, and we just just to prove what you said earlier, we’re not out to we’re not making money by cheating or paying you less for the business. We want to grow the business and keep the success going. And so it’s just a great opportunity to, coincidentally, the one person who asked it like that, we actually had something that we were able to come back and say, we’re going to give

Alex Husner  
you credit on this? Yeah, definitely. I’m sure it’s a lot of education from your side to these people too, if they haven’t, you know, gone to conferences and sat in on Jacoby and Jason sprinkles presentations on this. I mean, there’s just, and even if you have, there’s still so much to learn when it’s actually you behind the wheel going through it. But I’m curious. I mean, what is the main goal with Nocturne, or the opportunity that you see when you come into a company? Is it? And you’re probably gonna say both. But is it consolidation of resources so that they can operate more cost effectively? Is it growth or, like, where’s the opportunity that you guys see that you’re going to be able to make this a good investment, because, I mean, the companies are trading on pretty high multiples right now, so you’ve got to have some level of knowing where you’re trying to move the levers.

Scott Wiseman  
Yeah, I would say I put last on the list actually the savings or some type of cost structure changes, because you know, the businesses are usually not huge, and there’s very little redundancy, unless in one location, like, for example, we acquired two businesses in st BARTs years and years ago. And even that wasn’t an exercise in, you know, combining positions, because, again, no one’s retiring off of those savings. It is about growth. So I put two at the top of the list. It’s growth for the business. A lot of it has to do with using the marketing resources and tools that we have to drive the top line to get more leads. We have seen changes of 38 to 45% once moved on to our website platform and optimized in new leads and also conversions, just having better data to be able to make better decisions, to kind of grow the business. So that’s that that’s been good. But equally with that, though, is the talent within the company. So it kind of goes against the first point, which is, we’re not looking to cut we’re actually add a lot of staff, you know, usually to a lot of the businesses, to give them the resources that they maybe haven’t invested in. But more importantly, we have a huge percentage of current Nocturne employees today that came up from the local brands that we’ve acquired over the time. And that, to me, is great. I’d love to find talent when we can, you know, when we’re going to bring on a business where they can contribute. So we’ve got marketing, we’ve got finance, we have sales people that are all doing, you know, multiple brands, or at the nocturne level, that maybe would have even had a chance to do that, you know, staying with an individual, you know, local brands. So that, to me, those two things are the growth and then kind of taking advantage of great team members who wouldn’t have had an opportunity to do more is is probably the most exciting and the thing that we look for, yeah,

Annie Holcombe  
have you had any owners that have because, like you said, Some want to stay for a transition, but have you had any owners that have transitioned over to being an employee that because they were like, I love the business, I want to stay in it, but I just don’t want to own it anymore.

Scott Wiseman  
Yeah, we’ve got a great example, the first one with Christina cassis, who sold Telluride sold exceptional stays to us, is still part of the organization, being the first. And so she’s got the best of both worlds. She is unbelievably helpful to us. She was so connected. She built the business from scratch and just gave us a beautiful business that continues to flourish. And I, you know, find her to be an unbelievable resource to me and to the to the team. But again, it doesn’t necessarily mean that she’s working full time at this point, because she’s helped transition the business, but is available and at a beckons, call, beck and call. Sometimes she’ll travel with me to destinations to because she’s known people longer than I have in meetings when we’re looking at other places to acquire. So she’s been a great resource. So that’s the example on one end where, in a good way, she just won’t go away, and we love it, which is really good. And then we’ve had, you know, others that have exited shorter. But I’d say the average is that between, you know, one and two years somewhere in there is usually the average people will will stay on with the transition, which is usually fulfilling for them as well. Because. Not doing the day to day, you know, the rest that stuff’s all being handled, and they’re really focusing on what they loved in the business and why they got started in it in the beginning, which was taking care of the homeowners and those relationships, and have the freedom of just selling a business and be able to do that but still stick around enough to contribute and to continue to earn on that as well, with an earn out which so we’re not asking them to do that for free either. It gives them an opportunity if they believe in the upside still ahead then, and they stick around to help with that, it’s even better because they can make more over the initial price that they received.

Alex Husner  
Yeah, absolutely. And they’re there to answer your questions when many questions come up once you actually get, you know, totally behind the under the hood of understanding the business. So that’s a big part of it, too. But so, I mean, as far as some of the things that you guys have brought under one roof, I think when we spoke the last time, you talked about homeowner marketing, regular marketing, revenue management, is the tech stack all still whatever they’re on, or are you moving people onto the platforms that you prefer?

Scott Wiseman  
Yeah, we do move them to one tech stack. We think it’s vital in in in so many ways. One, it gives us a best practices, which is, you know, fantastic, because there’s always someone that’s figured out a better trigger and automation for customer contact. Oh, yeah, yeah. So, and all the bolt ons, right, the things that would concierge and for finances to be able to pull everything together, it makes life a lot easier. And we do all that heavy lifting. They do not have to worry about migrating anything from the old system into the to our system. We do it all behind the scenes. All they have to do is train on it, and we make sure they’re they’re ready, and sometimes it takes a while, we try not to disrupt like peak season and start from scratch. But the benefit far outweighs just leaving everyone on their own, individual PMS and other systems. It’s just too hard to help. It’s tough because people are used to one system, but we’re honest with them up front and said, Trust me, there will be benefits. I guarantee being able to do that. And it’s usually the general managers all talking to each other to solve a problem. You know. Now, if you’re a GM, you’ve got, you know, six, six different people you can ask doing the same job you’re doing in different markets, and say, how do you account for this? And how are you accounting for this? And when can you do that? And so it sets up a natural kind of communication between peers too, which is great.

Annie Holcombe  
So last time we talked, also, we talked about, kind of your expansion plans, and one of the things that you had mentioned that you had your site set on down the road was going into the European market. You have the some in the Caribbean, with the WIM CO and then you have Julie bird’s group in Cabo. And then you’ve got, I think you have, do you have do you have one in Canada? Or no, I can’t remember, not in Canada. Not yet, not yet. Yeah, so, I mean, is that still something that you’re thinking and I asked that just kind of like looking at where the market has been though, kind of the last year, I mean, Europe finally hit the peak that we did a year, you know, two years ago, and it started to slow down. So it’s like, you know, I imagine that there’s going to be some operators that are going to look towards next year and think, like, you know, maybe it’s time for me to start thinking, you know, in those terms. And actually, it’s funny, we’re going to be in Italy in a couple of weeks for some conferences. And I was thinking about, we were looking at places to stay, and just the amount of the variations from country to country, and what’s considered luxury, and what isn’t is pretty. It’s very stark, I think, in the terms of what we think as Americans, of what luxury is. But, you know, just maybe give us some, I don’t know, some bread crumbs, or maybe some, you know, magic eight ball of what’s going to happen for you guys down the road in that, in that realm?

Scott Wiseman  
Yeah. I mean, the good news is still within North America and the island, there’s still plenty for us to keep busy. So that’s good, but yes, down the down the road, and maybe sooner than later, probably since last time we talked, only because we’ve been able to realize that there are some that have a similar model to us, that are operating maybe a little bit smaller. Because to me, the biggest thing is the exclusivity part of it, and Europe, for the most part, is not necessarily an exclusive market when it comes to to villas. And in a past life, we used to do a high end Villa program, and you could have VIP checking in and in one day. And the you know, the owner of the villa decided his niece said she wanted to stay for the week, and so go do something else. Like it’s a very difficult thing to not have control those so doing it in the right way, which I think is there are some that have done that in Europe and have stayed committed to where they control the experience, and it doesn’t become too spread out, where it’s difficult to have consistency, and then you end up with a lot of potentially independent contractors that are taking care of disparate group of homes. We would do it in the same way that we’ve done with doctrine, which at concentration, where we control the experience and be able to do that. But I will say that there’s been, in a good way, in a positive way, some players. Out there that have been focusing in that way of building their business that could be really interesting for us.

Alex Husner  
Yeah, interesting as far as leveraging the brand to drive traffic or bookings to different locations, has that been a focus for Nocturne?

Scott Wiseman  
Yeah, absolutely. I think we’re still probably got room to go there, but to give credit to, you know, Erin, our CMO, and the work that she’s done on really assessing the customer profiles and database and really understanding who they are so we market to them better and more personalized has been really helpful. And there is a crossover between the brands, for sure, even though some are drive markets, some are fly markets, there’s a lot of room to improve. But yes, we have had a much stronger work done around the customer database to be able to customize communications, get them to stay more often, get them to experience others within the knock torn collection, too has been really helpful.

Annie Holcombe  
One thing that I it comes up in conversation a lot is that people will say that kind of the the luxury tier of travel, is kind of the last one that sort of gets impacted whenever there’s economic challenges and kind of when people get dicey about traveling. Have you guys seen any, any big impacts? I mean, I feel like I’ve talked to some people on 30 a that it’s kind of hit or miss. Some of them are just like they weren’t expecting it, so priced too high, waited too long. I mean, just kind of the the standard, if you’re not really watching, you know, watching things, but you know, have you guys seen anything? And like, what are you looking forward towards the future in terms of being able to isolate your groups, from maybe things that are happening, because I think that what people are saying is some of this stuff is going to, might take a lot, take longer, to kind of calm down, um, in terms of, like, international business and back and forth. I mean, what do you guys, I guess, what are you doing? Because that, you know, there’s, there’s so many schools of thought on it, but, I mean, you have a very specific model of business.

Scott Wiseman  
Yeah, we don’t take it for granted. I mean, everything you read says that, you know, the high net worth luxury traveler puts a higher priority on travel than they do other expenses and have more discretionary income to be able to do so. So we do see that as kind of a natural trend. But, you know, there’s all types of affluent, right? We have aspirational, affluent. We have high net worth, ultra high net worth. So well, you know, well over 50% is high net worth or above. That means we have 50% that are sitting, you know, probably in a fluent and they are going to be a little bit more impacted on on how that works. So we don’t ignore that at all. I think what we’ve been doing is leaning in on the things that we do really well, particularly when it comes to concierge services and the extra things that we can really build to make a perfect experience and competing much stronger against the resorts, because at this point, I feel really confident we could do everything you could do at a resort, and more except have strangers staring at you while you’re doing it. So yeah, I think that’s a that’s a good thing. So yes, we are working hard. It goes back to what I talked about on the database and understanding the needs and the booking patterns, reminding people of the experiences and where they stayed. You know, in in past years, maybe they skipped a year and going back and reminding them that now’s a good opportunity. But even in other industries, I’ve worked on the luxury side, what’s happening now? And I kind of brought it up in in the beginning, I do find that luxury, when it does slow, even with everything else it doesn’t slow, is bad, but it comes back faster, which is why the last couple of months, we’ve seen such a great ramp up, pretty much erasing that gap in the first, you know, part of the year that happened, when everyone was pausing, and so that that is definitely a strength of the luxury market, is when it comes back, it doesn’t trickle. It comes in full force. It’s like, switch goes off, and everyone’s like, Okay, I’m comfortable now, boom, we’re going to go ahead and spend so that’s that’s been nice. So we haven’t really, really had a plan to discount, you know, if anything, it’s a value add. And just reminding people why, why we’re here, we kind of take the philosophy that, you know, we still have owners that we have to take care of, and they have expectations, and they would prefer that we get them more money, even for less nights, so it’s less wear and tear than just keep it full for the sake of keeping it full. And they don’t panic, because we have a really good relationship with them, and they’re constantly getting information from us about how they’re doing. We tell them how the market’s doing. We’re honest if we’re under or above and what we can do to help them. So they look at us as good counsel and trust us, and so we take that pretty seriously, but it’s been a partnership with the owners, and also a shorter pattern of when things slowed up, which is great. I mean, the fact that it’s kind of roaring back before next year is a great sign, because it could have been all year. We could have waited at least a year to see when things might change from, you know, when things got a little glum there in February. Yeah. Yeah, people

Annie Holcombe  
will be glad to hear that. That’s

Alex Husner  
yeah, exactly. You’ve mentioned your concierge program a couple times now, maybe tell us a little bit about how that works and like, what’s similar or the same within Market to Market.

Scott Wiseman  
Yeah, it’s there different levels of concierge services or different amount of offerings, I think, just depending upon the destination and what people are into, I think it’s fair to say that we talked about Cabo a little bit earlier, that they kind of lead our company with the most amount of concierge services. Really creative team. I mean, they can do anything when it comes to providing services. And so, you know, they’re two out of three bookings. Are taking multiple concierge services with them, and then in other locations, we’re trying to be appropriate, right? Like using 38 as an example, beach bonfires, right? Become really important. Finally, pictures, celebration, events, milestone, you know, private chef experiences, so it’s a little bit different everywhere, but it’s something we’re doubling down on, and it’s not anything that we super mark up either, right? Our philosophy is it’s about the business, and that what we are as a brand. So I don’t really look to make a huge profit on the concierge services, because we want to be the company that people just know that we’re going to provide that. Because it’s about the home and the experiences. I don’t want to sit there and, you know, arbitrarily, you know, accelerate a profit on a private chef when I would rather them just know they can come to us, it’s going to be taken care of. Also, our partners that are working with us to do those things feel that they’re getting a fair shake as well. So that’s how we’re building it out. Is kind of coming from a real partnership level and making sure that it’s unique and special. And, you know, a lot of times just exclusive for us,

Annie Holcombe  
on the on the concierge. And actually, Julie had come into, Julie come from Cabo. She had come in with her, with George, her her partner, and they stayed here, I think, was last, last in the last summer, and she tried out some concierge services in the market. And we were talking about the differences and like, so her expectations, like you said, she’s kind of like the cream of the crop. She her team knows everything they do the best of the best. Her expectations are pretty high. And so how do you level, set that for your team? And then, like, maybe go in and provide feedback within a market to say how people can provide a better level of concierge service. Because I know just the Panhandle is very difficult to provide very high end services on a consistent level, from staffing and those type of things. And so I think that that’s where, from a brand perspective, it is very hard to be consistent. But do you find that you can go in and work with people within a market to help them level up that service?

Scott Wiseman  
Well, usually the best thing to do is that we bring people in on our own team to be able to do that. So we added on 30 a I guess you know services director that fully takes on and is familiar with the market and fully take on that relationship. So this is where I was saying before we like to invest and after we even, you know, buy a company, to be able to do the things they know. Every founder that I’ve met and sold the business they go. I just wish I had time to do all that in the past, haven’t really done it, so they know that the need is there for the most part. And we just try and make sure that we don’t overdo it, right? We don’t want to launch like 50 things when only like eight are really what mostly in demand and can be executed really well. So to your point, if we can’t do it well, we won’t do it. And we also try to be really careful. I’m not creating something that sounds really cool but isn’t really practical for what people you know want. So I think that’s a big, a big part of it is just understanding what the market is. Again, we don’t rush into that either, because it’s not anything that we want to disrupt. We want it to be accretive to the experience. So we take our time, we find the right people, and we build around a core group of services, and then expand from there again based on need. And if we’re listening to the guests and even the homeowners, know sometimes they’re like, I’d love for my home to be used with private chef experiences. What do I need to do? Should I up my pots and pans game and all fun stuff? But yeah, I think it’s just being aware what’s there and investing in your own people to help build it out and not just make it an independent contractor relationship, and hope that it works out for the best.

Alex Husner  
Yeah, yeah, we see a lot of companies that, as Annie mentioned, it’s like they either they want to do more on concierge or tours and activities, but they don’t really have time for it, and so there might be a little bit of effort that goes towards it at some point in the journey, but then the company isn’t set up to be, you know, handling that as as a as a big part of the business, I think that’s definitely a huge value add that you guys come in with, because that’s, it’s part of your brand promise, right? And I mean, you’re staffing your own people to make sure that the quality control is there. And, you know, even beyond just the revenue opportunity, even if it’s minimal. Mean, it’s guest retention that you’re you know, the experience could be vastly different if somebody booked at a home that did not have your team that’s setting all those things up, and they’re having to figure it out, or not figure it out, or have a bad experience because they didn’t, you know that the vendor properly. So it’s a big value add for you guys.

Scott Wiseman  
Yeah, and I think the guests also, if there are multiple destinations over a period of time, understand what’s happening within the local markets, that just because they had something you know, in one destination, it might not track or really be necessary in another, but all they care about is that there’s going to be a pre arrival concierge that’s talking to them about all the things that they can do and help you teach what’s important for them is really all they’re looking for is just that level of care and generosity when it comes to what they want to do while they’re there, I think matters more than the actual thing itself. So I mean, back to when you were saying, Annie, it’s really about how we deliver it that keeps it consistent and making it luxury and attentive, versus the specific service itself.

Annie Holcombe  
I wanted to ask you on that so I’m not sure. Do you guys use Airbnb at all for any of your properties? We do first for some of them. Yes, okay, so on that, the their their experiences, you know, obviously that kind of conflicts with the concierge services that you offer. How I’m assuming you probably opted out of having those at the properties, or maybe you didn’t, I don’t know. But how do you see that? Because that’s been a big talking point, a big bone of contention with a lot of people, and sort of the dynamics of it going into somebody’s property without the property manager and the property owner knowing that this is going on. Obviously, if they’re working with you, they know that this is a possibility, and you’ve already vetted the people, and there’s, you know, all the insurances in place and all the things that have been taken care of. But how do you see it with Airbnb trying to do that and be able and inserting experiences within properties?

Scott Wiseman  
I worked for a great British boss once who used the term, it’s chalk and cheese.

Annie Holcombe  
It’s chalk and cheese. What? Does that mean?

Scott Wiseman  
Yeah, I loved it. I didn’t have the accent. But to me, it for what we do. It’s, it’s not the same, yeah, and it’s not, you know, the experience and what we bring to it, I understand what they’re trying to do, which is what we’ve known all along, right? It’s about really being able to provide beyond just a house and beyond, you know, a villa or condo. It’s about the experience in wrapping people in as much or as little, you know, care and service that they want. So we think it’s, it’s very different than what we would bring to the table. I’m sure there’s clientele that would find that easy to do. But I think again, in the area that we play in, I think they feel a lot more comfortable speaking to us, the people that are actually putting it together, than dealing with an aggregator that’s putting together different experiences. So I mean, look, the there’s no reason they can’t be successful at it, I just don’t see it at the same level of attention to detail that we can provide.

Alex Husner  
Well, I mean, just, just the execution of it, but leading up to whenever the experience happens, and even when the vendor gets there to supply, if it’s a chef or, you know, photography, or whatever it is like. I mean, you guys know the properties. You know exactly when somebody should be there, what’s going to need to need to happen in order to get the home prepared for the service? And I mean, that doesn’t really happen necessarily when you’re using these outside vendors that they’ve never actually even been to the property or understand much about the stay. So definitely a different take on it. But I like how you guys are doing it better.

Scott Wiseman  
Well, the even the photographer, like our team, knows exactly when the perfect witching hour is, yeah, pictures, they’re like, they literally like, No, it has to be between this hour and this hour. Hurry up and get it done. And that’s when they need to do it. So just the fact that that that does make a difference in just even though it sounds like a little detail, but it literally is a picture, and so natural lighting kind of matters a bit.

Alex Husner  
Yeah, I’m interested, too. For the companies that you have acquired, were any of them doing their own concierge program before Nocturne came on?

Scott Wiseman  
Yeah, for for sure, some of them have had been doing it and that we’ve helped build out. Some have been doing it at a small level, some very basic but it’s all different, all different sizes and shapes.

Annie Holcombe  
I think, I think I know we, when we talked to Julie, we first met her, she was telling us, like, the elaborate things that they have done, I mean, talking about, like, you know, booking camel rides out in the desert and ATVs and fire walkers and all kinds of, all kinds of crazy things that I wouldn’t even think about going to Mexico. It just wasn’t stuff that entered my mind. But she had all these really great little kind of escapes from the, you know, the town to go see to go see things. I think that’s what she’s done there, is if they could replicate that everywhere. I mean, I think that would be, that would be impressive. But I did want to ask you kind of, you know, opening up. A crystal ball. What are you seeing in travel and hospitality, maybe specific to luxury that is going on right now? Or, like, what, what’s going to coming in the future? Like, do you see any big changes? Do you see any any things that are going to upend the industry, or maybe make people take notice, and specifically take notice of, like, vacation rentals? I think we’re in a spotlight. People have been noticing us for a couple us for a couple of years now. But do you think there’s any wholesale changes that are that are coming that maybe people need to be aware of?

Scott Wiseman  
It’s a great question. My crystal ball is really a magic eight ball, and it’s usually not very common to

Speaker 1  
me. I get a lot of Charles

Scott Wiseman  
it’s a good question. I do think what strengthened, though, the industry in itself, is that it really isn’t alternative accommodations anymore with what’s happened, right? I think that we’re kind of clearing that moniker in the space, and it’s it’s a real competitor to resort experiences, even those with Villa components within the resorts to be able to do that and put it forward. I see studies all the time that show that the demand for short term rental, particularly in the luxury side, actually can outstrip and is in some markets, the demand for resort and hotel, which I think is really exciting. So I think the big shift is, I think it’s going to be a more mainstream product. People are gonna have to pay more attention to it. It’s gonna be in the same conversations when you talk about what’s happening with demand, and you know, it’s usually what’s happening with the air lift into a place, or what’s happening then with on top of that, with the demand for hotels, short term rentals, are gonna be right there alongside kind of as a as its own industry, and standing tall. So I think that’s going to be good for us as as we go forward. I still think that people say that they realize it, but they really haven’t encountered fully what the short term rentals can do. At first, it was safety, security, you know, through the covid times. And to your point, what you mentioned about the concierge services, we’re finding more and more people. When they have a concierge service that takes them off the property and they’re into day four of their stay, that’s when they start to say, well, we want to change. We want to do something back at the house. We’re enjoying the house too much. We don’t want to leave. So we’re seeing that start to happen. So I think you’re going to see more of these services in home, in experience again, see real private because they realize they can do anything that they want in the homes. I think that’s going to continue to grow. So that’s why, you know the experiential side of it is it matters just as much as the home, for sure, going going forward and building, building all that, and having the flexibility and and doing all that. So I think that’s going to continue to strengthen in the next couple of years.

Alex Husner  
Yeah, that makes perfect sense, Scott, maybe to just kind of come back to where we started in the beginning as our wrap up. For anybody who’s listening and they are thinking about selling their business, like, what does that process look like when you start that conversation? And what should people kind of know going into that process?

Scott Wiseman  
Yeah, that’s it’s a great question. The first thing I always say is, what’s your dream like? What is your dream with this business? What did you hope for where where it is now? What would be the best possible scenario for you, and just listening and hearing whether it’s like, well, I originally thought maybe I’d leave it to my kids, but now I don’t want to do that. Or, you know, it is important for me that the, you know, employees I’ve had so long, or, you know, we would like to see them continue. We want to see the business prosper. It would, you know, break my heart if my name wasn’t, if the name of the business wasn’t still on there. I also would like to make sure I get X amount of money out of this, because I don’t want to work anymore, or I would like to invest in what Nocturne is doing. So I think it’s really understanding what they want first helps us understand what their motivation is. And kind of in the beginning, when I said, we’re been super flexible, because everyone has a different way they want to do it. I mean, it’s not like there’s 50 different ways, but everyone definitely has a different focus, a different way that they want to do it. What it looks like, what the transaction looks like, how much they want to take out of it, what happens with the team members? So that’s the first thing, is there. And then, of course, if they’ve got an advisor, an investment bank, it’ll help them with the valuation of what they think that they’re worth. Although I will say, I think the last two years, most people have spent the time trying to answer that question and preparing for a sale better so they’re more educated today than they have been in the past, because they made the time to figure out all the Add backs that they won’t run through the business that could count towards a stronger EBITDA and building the future bookings reports. So I do find that today, many of them are a lot more educated than were even a year ago or two years ago, because they put the time to try and figure it out and and see what’s what’s happening. It doesn’t have to be pain. Painful. There’s never any terrible conversations. Everything’s upfront. It’s, you know, again, it’s a good sharing experience, even if it’s someone that they’re not ready to sell. But we spend time together. I feel good that they at least understand more of the process and how things will be looked at and what recent valuations look like all of that stuff, very transparent, very open. You know, we want them to feel really comfortable in when they make the decision that they’re getting out of it what

Annie Holcombe  
they expected. That’s great. So if anybody wants to start a conversation with your team about potentially selling their business, or maybe looking down the road to sell their business, how can they get in touch with your

Scott Wiseman  
team? Yeah, they can. They can reach out to me, me directly, which is absolutely fine. I welcome it. And also, Anthony Barrera, on our team, is super helpful to reach out as well. He can provide initial information and some materials about Nocturne as well about what we’re doing. So either one of us, you can find us on the website, but we’d love to have a conversation. And again, I don’t mind if you even say I’m thinking about it, but haven’t done anything officially happy to you know, just have that conversation and set the table and give people something to think about.

Annie Holcombe  
Great. And we’ll see you at brma in Vegas, I assume. So if anybody’s wanting to tee up that conversation, they can grab you there. We’ll put the information on your con your contact information in the show notes, for sure.

Alex Husner  
Perfect. Thank you. Awesome. Yeah. Well, thank you for coming back again. Scott. There’s not too many people that we’ve had up back on as a repeat guest, but we were super excited to have you back on today with us. But 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.

Koryn Okey Receives Crusader Award at 2025 Vacation Rental Women’s Summit

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Koryn Okey was honored with the Crusader Award during the 2025 Vacation Rental Women’s Summit, held August 21 at the Francis Marion Hotel in Charleston, South Carolina.

The Crusader Award is presented to individuals who challenge norms, lead with intention, and serve as catalysts for change within the vacation rental and hospitality sectors. Okey, Vice President of Client Experience at Breezeway, was selected for her dedication to elevating people and ideas across every level of the industry.

Over the past decade, Okey has become a widely respected leader in operations, service design, and customer success. Her work at Breezeway—a platform for property operations and guest experience—has not only helped shape how companies scale and support their teams, but has also centered on empowering professionals to reach their full potential. She has consistently used her platform to advocate for women in technology and leadership, helping create spaces where voices are heard and people are seen.

Okey is known for her integrity, approachability, and tireless commitment to improvement. Whether mentoring colleagues, leading workshops, or amplifying new voices on stage, she remains focused on impact—not credit. Her contributions reflect a quiet but powerful form of leadership that brings people together and moves the industry forward.

The Vacation Rental Women’s Summit, produced by VRM Intel, celebrates the contributions of women and allies in the short-term rental community and recognizes those who push boundaries, support others, and make space for progress.

Rachele Hobbs Receives Pioneer Award at 2025 Vacation Rental Women’s Summit

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Rachele Hobbs was recognized with the Pioneer Award during the 2025 Vacation Rental Women’s Summit, held August 21 at the Francis Marion Hotel in Charleston, South Carolina.

The Pioneer Award is presented to women whose leadership and innovation have created a lasting impact on the vacation rental industry. Hobbs, co-owner of Hobbs Realty in Holden Beach, North Carolina, was honored for her decades of service, her creative and operational leadership, and her enduring influence on the people and places she serves.

Hobbs formally joined the family-owned company in 1997, where she immediately began shaping both the guest and team experience. She launched Hobbs Realty’s first website in 1999, created the company’s iconic umbrella logo, and developed a series of memorable brand campaigns that became hallmarks in the industry. Her slogans—including “Once you’re booked, you’re hooked” and “Go the extra smile”—reflected a deep commitment to connection, service, and what she called “Hobbspitality.”

Though she had no formal training in marketing or operations, Hobbs took on nearly every role in the company over the years, from reservations to HR, housekeeping to accounting. She led the development of internal systems, including the company’s first employee handbook and HR department, oversaw the design of countless rental homes, and introduced hospitality features well ahead of industry standards—including stocked kitchens, keyless entry systems, and the area’s first guest loyalty program.

Her impact extended beyond the business itself. In 2023, Hobbs co-founded Hospitality Heroes, a nonprofit dedicated to supporting hospitality workers facing personal hardship. Her team describes her leadership style as one of “gracious professionalism,” a term reflective of her quiet strength and constant care for others.

Today, Hobbs Realty includes four generations of her family, with her grandson recently completing his first internship. Under her guidance, the company has grown into a widely respected name in the coastal vacation rental space.

Hobbs was honored at VRWS 2025 for her legacy of leadership, innovation, and compassion—a legacy that continues to shape the vacation rental industry from the inside out.

Michelle Marquis Receives Pioneer Award at 2025 Vacation Rental Women’s Summit

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Michelle Marquis was recognized with the Pioneer Award during the 2025 Vacation Rental Women’s Summit, held August 21 at the Francis Marion Hotel in Charleston, South Carolina.

The Pioneer Award is presented to women who have made foundational and lasting contributions to the vacation rental industry. Marquis was selected for her influence in advancing technology, building teams, supporting property managers, and mentoring professionals across the short-term rental sector.

Originally from Lahaina, Hawaii, Marquis entered the hospitality industry without a college degree, relying instead on persistence and a strong work ethic. After relocating to Oregon, she began her career in travel and hospitality at Mt. Bachelor Village and later spent nearly a decade with Navis, where she played a key role in the company’s growth and influence in the industry. Over time, she carved her own path, launching a personal brand and collaborating with a variety of technology and service companies.

In 2025, she joined Guesty as a strategic partner—marking the first time she would work directly alongside her daughter. During the awards presentation, a heartfelt letter written by her daughter was shared as a voiceover, describing her as inspiring, loyal, generous, intelligent, passionate, ambitious, and trustworthy. In the letter, she reflected on Marquis not only as a leader in the professional space, but as a mother who consistently encouraged others to believe in what’s possible. From pioneering sales operations before the discipline had a name to mentoring rising voices in the industry, Marquis was honored for her legacy of courage, innovation, and dedication to the people and companies she has served.

The Vacation Rental Women’s Summit, produced by VRM Intel, brings together leaders, founders, and professionals from across the vacation rental and hospitality landscape to share insights, celebrate contributions, and foster community.

Jodi Refosco Named 2025 Pioneer Award Recipient

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At the 2025 Vacation Rental Women’s Summit, held at the historic Francis Marion Hotel in Charleston, South Carolina, one of the Vacation Rental Pioneer Awards was presented to Jodi Refosco of Taylor-Made Deep Creek Vacations & Sales in McHenry, Maryland, for her invaluable contributions to the evolution and professionalization of the vacation rental industry.

As one of the earliest voices advocating for the legitimacy and long-term sustainability of vacation rentals, Jodi’s leadership and integrity have played a key role in shaping how property managers operate today. Through her work on national boards, state-level advocacy, and local tourism engagement, she has consistently championed both excellence in operations and unity in representation.

A West Virginia native with deep Appalachian roots, Jodi helped cofound Taylor-Made Vacations with her family in 2008. What started as a local property management company quickly grew into one of the region’s most trusted full-service vacation rental and real estate firms. Jodi’s commitment to quality, innovation, and staff development has earned her company recognition not only in the Deep Creek area but throughout the national industry.

Over the years, Jodi has served as president of the Vacation Rental Management Association (VRMA), contributed to advocacy initiatives at both the state and federal levels, and mentored countless professionals entering the field.

Wheelhouse’s Guide to “Active Revenue Management”

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Introduction

Whether you’re a seasoned Revenue Manager of 10 years or someone recently taking on the role for your team, everyone can benefit from implementing what we describe as “Active Revenue Management.”

Active Revenue Management is the practical application of Revenue Management (RM) principles and techniques. It’s a hands-on approach to optimizing revenue through continuous monitoring, analysis, and strategy adjustment based on real-time data and market conditions.

The passive “set it and forget it” mentality has limits – regardless of portfolio size or technology stack. For example, automated pricing engines are not yet at the point where they can understand each unique owner you serve. Or, how you might want to adjust your strategy based on something that has happened in your business. Or, how much risk you might want to take for the next two weeks, based on a big booking you just got.

Therefore, we believe that every property manager or accommodations business can benefit from having team members implement revenue practices in their daily, weekly, or monthly routines.

As with learning any new concept, the topics explored in this guide shouldn’t simply be read, but are instead designed to be actively applied to your specific situation.

Therefore, if you have currently leverage any pricing or Revenue Management Software (RMS) we’d encourage you to leverage it as you read this guide.

And, while many of the images we include in this guide are from Wheelhouse, the concepts we teach here are going to be applicable to almost any RMS.

Further, if you don’t yet have an RMS, our team has decided to make many of the tools detailed in this guide free, so you can improve the foundations of your portfolio immediately.

So, take your time, have fun, and if a particular section resonates with you, take time to apply those concepts to your portfolio for a few weeks as you navigate through the guide.

Content:

To provide you with a focused and actionable outline for your Revenue Management responsibilities, we’ve organized this course into four chapters that build progressively on each concept.


Chapter 1: Foundation

Chapter 1 of Active Revenue Management

Key terms, concepts, and tips for portfolio organization that will help you help you maximize the value of your revenue management practice


Chapter 2: Identify

Chapter 2 of Active Revenue Management

How to focus your attention and find dates where pricing or availability adjustments will lead to higher revenue:

  • Leveraging a booking table
  • Managing expiring inventory.
  • Analyzing bookings and the pacing of bookings within the portfolio.
  • Reviewing the calendar for posted rates, blocks, or gap nights.
  • Benchmarking performance for your own portfolio, competitors, or the market/region.

Chapter 3: Intervene

Chapter 3 of Active Revenue Management

How to make adjustments on identified opportunities using the Wheelhouse method:

  • Creating frameworks for making interventions
  • Making micro-adjustments to rates on calendars for specific date ranges.
  • Adjusting length-of-stay (LoS) restrictions.
  • Modifying overall rate strategies, including base rates, and rate plans.

Chapter 4: Communicate (Coming Soon!)

Chapter 4 of Active Revenue Management

How to communicate your decisions, reasoning, and actions to members of your team.

  • Conducting regular team meetings to discuss strategies and results.
  • Producing weekly reports on aggregate data, individual listings, and market trends.
  • Documenting strategies and maintaining historical notes.
  • Ensuring key stakeholders understand the foundations of your portfolio, including seasonality, segments, frameworks, and strategies.

Chapter 5: Processes (Coming Soon!)

Chapter 5 of Active Revenue Management

An outline for a consistent and repeatable Revenue Management processes, including:

  • Daily processes: Reviewing bookings, identifying pick-up spikes, examining the calendar.
  • Weekly processes: Conducting team meetings, analyzing reports, managing expiring. inventory.
  • Monthly processes: Performing in-depth performance reviews, adjusting long-term strategies.

Rent Responsibly Launches A La Carte Support Services for Vacation Rental Alliances

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Rent Responsibly STR Association Management Services Feature Image

New menu of services empowers local and state organizations to thrive at every stage and scale

FORT WORTH, Texas, July 25, 2023

Today, Rent Responsibly announced the release of its new a la carte menu of support services for vacation rental alliances across the U.S. The company now offers individual service lines, including website development and email management, in a mix-and-match array.

“Previously, we were able to offer an all-in-one suite of services to alliances, which is still available to any alliance who wants our most robust support,” said Rent Responsibly Co-Founder and CEO David Krauss. “Now, alliances of any stage or scale can take advantage of our individual service lines in a way that flexes and grows with them. We are excited about the opportunities this opens for us to help more alliances than ever before.”

Services include:

  • Website development and management
  • Email marketing and communications management
  • Virtual events management (along with some remote support of in-person events)
  • Campaign design
  • Brand identity design
  • Board and leadership development
  • Membership dues processing and digital member portal

Along with these services, Rent Responsibly provides complimentary access to its network of alliance leaders called STR Community Builders, a built-in suite of benefits for alliance members, and a library of resources. Rent Responsibly also continues to provide free consultation to alliances in an advocacy effort, a service supported by the company’s deep roster of partners: Expedia Group, Key Data Dashboard, Breezeway, NoiseAware, Proper Insurance, DTravel, Wheelhouse, and GovOS.

Rent Responsibly will be hosting a virtual open house for current and prospective alliance leaders August 16, 2023 at 2 p.m. EDT. The event will provide details and case studies on these services, as well as a Q&A session. Those interested can register here to attend.

Rent Responsibly developed its new offering with feedback from alliance leaders. “We meet with leaders from around the country every day, and all of them need some level of help,” said Dana Lubner, Rent Responsibly’s Director of Community Development. “The fun challenge for us is that each group is a little different. Our new service mix allows us to meet these volunteer leaders where they are and fill their unique needs.”

When asked how Rent Responsibly’s services differ from general marketing agencies or association management companies, Krauss said, “Our biggest and most important differentiator is that our tools and services were built by short-term rental alliance leaders for short-term rental alliance leaders.” Krauss; Rent Responsibly’s other Co-Founder and COO, Alexa Nota; and the company’s first employee, Lubner, are all long-time advocates and alliance founders. The rest of the company’s nine-person team are also experts in the industry and related fields, Krauss added. “We know the needs and challenges of our community better than any outside agency ever could.”

One of Rent Responsibly’s newest a la carte clients is the Oahu Short-Term Rental Alliance (OSTRA). “As OSTRA was considering how we would go about building a professional and functional website, working with Rent Responsibly was top on our list of options for two key reasons,” said John An, OSTRA board member. “First, Rent Responsibly has the broad experience working with alliances across the country, so we didn’t want to reinvent the wheel. Also, as alliance leaders, our goal is not to spend our limited advocacy energy on back-end administrative tasks like managing an RFP and build process for a website. Working with Rent Responsibly was the most time and cost-effective way to move forward.”

“Working with Rent Responsibly has been a godsend for us,” said Jeff MacGurn, President of long-time client San Diego Short-Term Rental Alliance, in a recent interview. “They have provided organization, structure, tools, technology, and resources we otherwise would not have. We are one of the country’s largest dues-paying short-term rental alliances because Rent Responsibly has provided the base for that to happen.”

Alliances interested in learning more can visit the services page and schedule an introductory call with Lubner here.

About Rent Responsibly

Founded in 2019, Rent Responsibly is the community-building and education platform for short-term rental owners, hosts and managers. Rent Responsibly’s mission is to empower short-term rental communities to collaborate and further responsible renting for the benefit of people, places, and planet. Learn more at RentResponsibly.org.

Arizonans for Responsible Tourism Hosts Super Bowl Preparedness Campaign for Vacation Rental Operators

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Arizonans for Responsible Tourism Pregame Prep Campaign

Pregame Prep initiative aids compliance with new local vacation rental ordinances and promotes responsible renting practices

Glendale, AZ – Last week, Arizonans for Responsible Tourism (AZRT) kicked off its Pregame Prep campaign to help vacation rental operators in the Glendale-Phoenix metro area get ready to host around Super Bowl LVII and the Waste Management Phoenix Open happening the same weekend. The five-week series covers two key areas:

  • Compliance education around the blitz of new local short-term rental ordinances passed in the wake of Arizona’s Senate Bill 1168 passed last year, which gave some regulatory powers back to cities and towns
  • Responsible renting and good neighbor practices to help hosts and managers ensure they are proactively educating guests and preventing nuisances

“During a major event like the Super Bowl, short-term rentals become essential to accommodate many of the tens of thousands of visitors coming to Arizona,” said Linda Curry, president of AZRT. “AZRT is taking proactive steps, including education and awareness, to ensure compliance with state laws and local regulations, as well as outlining best practices for nuisance prevention in our communities.”

AZRT has teamed up with Vrbo, a leading travel platform and sponsor of 2022’s Fiesta Bowl in Glendale; GovOS, a short-term rental compliance software; and Rent Responsibly, a community building and education platform for short-term rental operators.

Together, the group has published a resource center with free guides, checklists, and other tools on good neighbor and nuisance prevention practices.

They have also developed a regulatory resource center with compliance and permit guides to many of the new local ordinances and AZ’s transaction privilege tax, along with self-check assessments and other support tools.

AZRT and its partners will additionally be hosting a series of free events, including virtual webinars and in-person meetups in select cities.

Vacation rental managers can access the campaign and sign up for its weekly emails at AZRTR.org/Join.

“Arizona has become an epicenter for innovation and leadership in the vacation rental industry,” said Philip Minardi, global director of public affairs for Vrbo. “Continued collaboration between vacation rental stakeholders, government officials, and community members is critical during this dynamic regulatory and big event season. Vrbo is thrilled to be a partner in this multifaceted education campaign to ensure that Arizona short-term rental hosts and travelers have the tools and resources needed to succeed.”

“Rent Responsibly is honored to partner with AZRT in this effort and help Arizona be an exemplary host state of the Super Bowl and other major events,” said David Krauss, CEO and co-founder of Rent Responsibly. “The short-term rental community here is pioneering collaborative solutions that are sure to have a positive domino effect to other communities.”

“We applaud the State of Arizona for giving local governments more autonomy to work with the communities and businesses they serve,” said Anna Vaughn, senior vice president of strategic partnerships at GovOS. “As governments now work to build holistic systems for short-term rentals, partnerships like this will improve communication between owners, government agencies and the community. We’re confident that by partnering with AZRT, Rent Responsibly, and Vrbo we can develop long-term solutions for short-term renting.”

•••

About Arizonans for Responsible Tourism

AZRT is a statewide organization of more than 2,600 short-term rental operators and members of the AZ tourism economy that support fair, common-sense regulation to manage short-term rentals throughout our communities. To join or learn more, visit AZRTR.org.

About Vrbo

In 1995, Vrbo introduced a new way for people to travel together, pairing homeowners with families and friends looking for places to stay. We were grounded in one purpose: To give people the space they need to drop the distractions of everyday life and simply be together.

Since then, we’ve grown into a global community of homeowners and travelers, with unique properties around the world. We believe travel is a force for good, and we take our role seriously. Good policy ensures the industry is growing and operating in a responsible, sustainable way.Vrbo is committed to educating hosts and travelers on being a good neighbor and working with communities in support of fair and effective vacation rental regulations.

Vrbo is part of Expedia Group and offers homeowners and property managers exposure to over 750 million visits to Expedia Group sites each month. To learn more, visit www.vrbo.com.

About Rent Responsibly

Founded in 2019, Rent Responsibly is the community-building and education platform for short-term rental owners, hosts and managers. Rent Responsibly’s mission is to empower short-term rental communities to collaborate and further responsible renting for the benefit of people, places, and planet. Learn more at RentResponsibly.org.

About GovOS

GovOS is the leading digital transformation platform for local governments. Headquartered in Austin, TX, GovOS serves government agencies of all sizes across the United States. Through its secure and integrated suite of cloud-based solutions, governments can automate and streamline operations, provide seamless access to resources and information, and deliver cutting-edge digital services to businesses, residents and agencies. For more information, visit GovOS.com.

Carrots and sticks: Vacation rentals and the creation of affordable, workforce housing

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vacation-rentals-housing-vrm-intel

By Paris Achen

More communities across the nation are coming up with creative solutions that leverage vacation rentals to boost affordable and workforce housing stocks.

“As rent and mortgage prices continue to skyrocket, policymakers are really looking for anything they can do to alleviate the housing crisis,” said Noah Stewart, head of advocacy at Expedia Group. “While short-term rentals have been repeatedly shown to have a very minimal effect on rents, mortgages, and the overall availability of housing stock, local officials continue to target them as broader housing issues continue to grow.”

The shortage of affordable workforce housing “has been especially acute in popular ski towns and beach destinations, where the demand for affordable workforce housing has really greatly outpaced the introduction of new housing supply,” Stewart said.

As a result, it is common to see businesses with limited hours and even closures on regular operating days.

Drawbacks of STR bans and caps

Bans and caps on STRs have been one way that communities have tried to force vacation rentals to convert to long-term rentals. But such restrictions don’t always achieve their intended aim of producing more long-term housing, let alone affordable long-term housing. Plus, bans and caps come with an economic toll in terms of lost jobs and unrealized tax revenue.

In South Lake Tahoe, for example, voters in 2018 approved a phase-out of vacation rental permits outside of the city’s touristic core. By 2021, an estimated 1,400 STR permits had been revoked in the city.

“It doesn’t mean those 1,400 homes become what you want them to become,” said Colin Frolich, CEO of Landing Locals, a housing platform that connects owners of second homes with local workers who need housing. “What happened was a lot of them were sold to another owner who was OK with just leaving the house empty or just renting it monthly instead of nightly. But they didn’t necessarily rent the homes to locals.”

STRs, an affordable housing solution?

Now, more jurisdictions are trying different solutions to develop more affordable housing. Among them are STR-specific taxes that yield revenue for housing projects and programs that incentivize property owners to long-term rent their vacation rentals or second homes to local workers.

STR tax revenue streams in Colorado

In November, voters approved lodging and STR-specific tax referendums in a dozen cities and counties around Colorado. The flurry of tax levies, which all take effect Jan. 1, stemmed from approval of HB 22-1117. The new state law allows lodging tax revenue to be used for affordable housing, child care, and other workforce development.

Specifically, in Summit County, Colorado, voters approved Measure 1A in November to levy a countywide STR lodging excise tax of 2% to generate $5.4 million for workforce housing development, child care, hiking trails, and tourism promotion.

Additionally, the town of Dillon, in Summit County, passed an STR-specific tax of 5% – on top of the 2% countywide excise tax – to support workforce housing. Dillon voters also agreed to increase the town’s debt to fund workforce housing.

“Workforce housing has always been a challenge in our destination, exacerbated by the spike in real estate price post-pandemic, which resulted in higher purchase prices, higher rents, and fewer affordable and viable housing options for our community members,” said Toby Babich, president of the Summit Alliance of Vacation Rental Managers (SAVRM). “Like every tourism servicing industry, the vacation rental community has been impacted and has been consistently driving discussions and solutions to mitigate this community issue.”

SAVRM supported the 2% increase in lodging tax to fund housing development.

“We are eager to see more units being built very soon,” Babich said.

Other states like California have also found ways to use transient occupancy taxes to fund affordable housing projects.

Lease-to-locals incentives for homeowners

Summit County’s 2% lodging excise tax for workforce housing and child care is only one part of their approach to addressing the shortage of affordable housing.

The mountain county and the town of Breckenridge within it are also an incubator for the relatively new trend of Lease to Locals programs. The Lease to Locals program, administered by Landing Locals, provides monetary incentives for homeowners to long-term rent their vacation rentals or second homes to local workers.

Since the program started in October 2021, 74 vacation rental units in Breckenridge and unincorporated Summit County have been converted to long-term housing units. Those units have housed 144 workers and 18 children, according to statistics from Landing Locals.

Property owners can choose a six-month or 12-month conversion, and financial incentives paid to the owner can be up to $22,000, depending on the length of the lease and the size of the unit.

In exchange for the financial incentive, property owners rent out their unit for a six- or 12-month lease and agree to cap rent based on the unit’s size. The monthly rent for a one-bedroom unit is capped at $1,500, while the rent for a four-bedroom home would be limited to $4,000 per month.

The only criterion for tenants is they are required to work locally for an employer serving customers in Summit County for at least 30 hours per week.

The first Lease to Locals program started in the tourist mountain town of Truckee, California, in October 2020. The program has since expanded to include South Lake Tahoe and North Lake Tahoe in California, Summit County in Colorado, and the Wood River Valley in Idaho.

In South Lake Tahoe where STRs are largely banned, the Lease to Locals program attempts to recruit homeowners with second homes that are standing empty for the majority of the year, whereas in Summit County, the program targets underperforming short-term rentals.

Property managers have been surprisingly supportive of the program and have even recommended properties that have been struggling in the STR market, Frolich said.

“If you have a $1,000-a-night house on the lake and it’s full 60% of the time, there’s no way you’re going to convert to long-term renting,” he said. “We’re better served to convert people with empty second homes, extra rooms, underperforming short-term rentals that might be better served as long-term rentals because they’re poorly decorated or in a tough location for tourists.”

Landing Locals, a small startup, hasn’t been able to keep up with the demand for the program. So far, 60 jurisdictions with funding ready have applied to start programs, but Landing Locals doesn’t have the staff capacity to administer all of them, Frolich said. The company plans to expand to just five new markets in 2023.

In addition to those 60 jurisdictions, there are cities that don’t have enough funding to hire Landing Locals but want to start their own smaller iteration of the program.

“In Sedona, Arizona, that’s exactly what happened,” Colin Frolich said. “They said, ‘We don’t have enough money to pay you guys to run it, but we do have our own internal capacity. And we gave them the playbook, and they’ve gone forth and started their own program.”

Sedona’s program, called Rent to Locals, started in August 2022.

According to the city’s housing department, housing affordability and availability are limited because the city is surrounded by national forests, limiting the possibility for expansion, and there is a lack of diverse housing options. The average house price in Sedona is just under $1 million, and about 15% of the housing stock is short-term rentals.

At press time, the city’s housing manager, Shannon Boone, had not responded to questions about how many homeowners have joined the program so far.

Sara First, owner of Sarazona property management in Sedona and board member of Arizonans for Responsible Tourism, said she doesn’t know of any property owners who have participated in the program.

“Property owners can earn three times as much as a short-term rental than a long-term rental,” First said. “Only people who are already considering taking their property off the market would consider it.”

First said the Rent to Locals program was one of the few workforce housing measures that have gained support in the elite community. Constituents repeatedly oppose the city’s attempt to construct apartment complexes, and Sedona’s housing code outlaws the construction of accessory dwelling units despite large house lots around the city, she said.

“There is space for creative low-income housing options, but there is so much red tape,” she said. “Every time the city proposes a creative solution, the locals vote it down.”

Data from Truckee, where Lease to Locals has been operating for two years, shows that such programs can create long-lasting win-win solutions for property owners and local workers when applied strategically.

Since October 2020, 100 units in Truckee have joined the program, providing housing for 181 workers and 41 children. The city of Truckee stopped providing financial incentives to renew long-term leases, yet despite that, more than half of the homeowners have decided to continue to long-term rent without the additional subsidy, according to Landing Locals.

Babich, who is a vacation rental property manager, supports the program “as a singular strategy among many to introduce more viable and affordable housing options for local community members.”

“This approach, which offers incentives versus punitive measures, is a positive community-minded approach to solve community issues,” he said. “Taxes, fees, and restrictions are not resulting in more housing options for locals, but this program has had an immediate positive impact.”

“Thoughtful regulations to restrict certain types of housing stock makes sense, but that stick-only approach is one that’s not going to serve you well,” Frolich said. “You need to use the carrot and the stick. You need to provide owners the opportunity to opt in to something that you want their behavior to change. If you dangle a carrot, $18,000, in front of them, that can be really meaningful and actually has proven to be a really meaningful way to get back inventory for exactly what we want.”

 

Feature photo courtesy Daniel Abadia on Unsplash

2022 Election Results of Vacation Rental Ballot Measures

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Woman dropping off a ballot

Voters on Nov. 8 soundly defeated two ballot initiatives that would have capped the number of short-term rentals and days of operation in Big Bear Lake, California, and banned all but host-occupied STRs in Portland, Maine. Meanwhile, almost all STR and lodging tax measures won voter approval on Election Night. New STR and lodging taxes, or increases in those tax rates, were concentrated in the states of California and Colorado.

Vacation rental ban defeated in Portland, Maine

Voters in Portland, Maine, voted down two ballot initiatives that would have restricted who could operate short-term rentals in the city.

Question A, drafted by a group of STR owners, would have banned corporations and non-local owners from operating short-term rentals in the city. The initiative also would have prohibited eviction of tenants for the purpose of converting a long-term rental into a short-term rental for a 12-month period and prevented the conversion of affordable and workforce housing into STRs. The ballot measure was defeated with 55.8% of votes.

Question B, proposed by the Democratic Socialists of America, would have limited STRs in Portland to owner- or tenant-occupied homes and two-unit buildings occupied by the owner. It was defeated with 55.4% of votes.

STR owners focused on campaigning against Question B because it would have effectively shut down vacation rentals on the city’s islands, many of which are second homes owned by mainland Portland residents who rent out the properties only when they’re not using them.

“I am grateful that Portland and island voters took the time to learn about Question B and to realize how devastating it would have been for Portland’s islands, and I am very grateful that mainland voters cast their votes in support of their island neighbors,” said Meghan Casey, a mainland Portland resident who owns a second home on Peaks Island.

Question A, on the other hand, allowed mainland residents to continue operating STRs on the city’s islands. Many of those island homes are not suitable for long-term rentals because the city shuts off water on some of the islands during the cold weather months of October to April, Casey said.

Casey was one of about 50 islanders from Peaks, Great Diamonds, and Little Diamonds who campaigned against Question B through face-to-face conversations with Portlanders, social media posts, letters to the editor, speaking to the press, and door hangers.

“Probably our most effective effort was talking to people. We spoke to islanders and mainlanders, explaining that Question B would devastate island economies and fundamentally change island communities that have existed for over a century,” she said.

Question B illustrated why STR ordinances crafted by citizen petitions are largely uninformed and ineffective, she said.

The Democratic Socialists of America drafted Question B with the intention of increasing the supply of long-term rentals to Portland residents.

However, DSA in its petition didn’t consider the fact that some of the Portland islands do not receive water from the city between October to April, therefore none of those homes can be converted into long-term rentals, Casey said.

She said she hopes that the City Council will work with STR operators, housing advocates, affected businesses, and neighbors to come up with STR regulation that is fair, fact-based, and effective.

“In any zoning law (which STR regulation is), there are dozens or hundreds of those details,” she said. “The City Council has a process for writing legislation that factors in all of those details. Let’s work with them.”

Big Bear Lake, California, voters reject VR cap

In Big Bear Lake, California, voters defeated a ballot measure that would have capped STR licenses to a total of 1,500, more than half of the town’s current stock of vacation rentals. Short-term rentals provide about two-thirds of lodging in the tourism-dependent town.

Measure O, voted down 57.57% to 42.43% as of Nov. 11, would have also limited the number of vacation rental contracts to 30 per year, excluding home-sharing arrangements.

The Vote No on Measure O campaign funded by Residents for a Better Big Bear focused on how the proposal would affect the small town’s economy. The measure would have reduced tourism spending by an estimated 40% and eliminated more than 2,000 jobs, according to the campaign.

Initially, opponents speaking out against Measure O were primarily STR owners and other businesses centered on tourism.

However, as word got out about how Measure O would affect employment, more and more workers joined the no campaign, prompting a change in campaign messaging to Save Our Jobs.

Christina Douglas, a property inspector at a more than 100-year-old cabin rental company called Big Bear Vacations, said she initially supported Measure O because she thought it would create more affordable housing in the area.

After learning more about the initiative, she said she realized that vacation rentals were too expensive to convert into affordable, workforce housing, and that Measure O would jeopardize her job, and she joined the opposition campaign.

During the campaign, she canvassed and participated in Save Our Jobs rallies with other tourism-dependent workers. Like many Big Bear Lake tourism workers, Douglas lives in the nearby town of Big Bear City due to more affordable housing options. As a result, she could not vote on Measure O but still would be affected by it.

“Even though I didn’t have a vote, I had to let p know how it was going to affect me and others,” she said.

Douglas’s message resonated with voters, said Tara Antongiorgi, an STR owner in Big Bear Lake.

“Our secret to success was focusing on how the measure would impact community members directly and not just property owners,” Antongiorgi said. “That’s what I believe, and that’s what the message was.”

Voters in Big Bear Lake did pass Measure P to increase the transient occupancy tax on hotel and vacation rental guests from 8% to 9% in January 2024 and then from 9% to 10% in January 2025.

That revenue will help support tourism in the community.

La Quinta, California vacation rental ban still undecided

Election officials on Nov. 11 were still counting the votes on a citizens’ petition in La Quinta in Southern California to ban all STRs not occupied by a homeowner in areas of the city that have been zoned as exempt for STRs. The restrictions would be phased in gradually through Dec. 31, 2024.

The Vote No on Measure A campaign was still hopeful about defeating the measure.

The city put a moratorium on STR permits in “non-exempt” residential areas in August 2020, reducing the number of STR units in non-exempt areas from 1,037 to 792, or 23.63%. Measure A would reduce the number of STRs in exempt areas from about 1,200 to 400. As a result, the city would lose an estimated $100 million in business sales, 445 jobs, $13 million in personal income, and between $6.1 million and $8 million in local tax revenue, according to City Attorney William Ihrk.

STR and lodging tax wave in Colorado

Voters approved STR tax referendums in several cities and counties around Colorado, stemming from a new state law, HB 22-1117, that allows lodging tax revenue to be used for affordable housing, child care, and other workforce development.

The exception was Centennial, Colorado, a small town in the Denver metropolitan area, and Grand Junction, Colorado, where voters rejected proposed taxes and tax increases.

Centennial, CO

Voters in Centennial defeated a 3.5% tax on short-term lodging, both STRs and hotels.

Centennial City Council Member Don Sheehan, who opposed putting the tax on the ballot, said concerns about an upcoming recession, the impact on business, and the lack of specificity on how the revenue would be used may have all played a role in voters’ rejection of the initiative. Some voters might also have experienced “ballot fatigue” by the time they reached the tax measure, as it was located at the very bottom of the ballot, Sheehan said.

Grand Junction, CO

Voters in Grand Junction overwhelmingly defeated Resolution 71-22, increasing the lodging tax by 1%, and Resolution 72-22 levying an 8% excise tax on STRs.

Summit County, CO

Voters in Summit County overwhelmingly approved Measure 1A levying a countywide STR lodging excise tax of 2%, effective Jan. 1.

In the town of Dillion in Summit County, voters passed additional layers of STR taxation, including a 2% increase in the lodging tax, a new STR-specific tax of 5%, and a measure to allow the town to increase its debt to fund workforce housing. All three measures take effect Jan. 1.

STR owners did not campaign against the increase in the lodging tax or the debt increase. However, they opposed the 5% tax in Dillion because it seemed excessive in light of the lodging tax increase and targets only STRs.

“I certainly support equitable and reasonable taxation to fund workforce housing projects across the county, so we can keep more of our local workforce in the community. I believe this is a goal our community shares and is aligned with,” said Toby Babich, president of the Summit Alliance of Vacation Rental Managers. “I do have a growing concern that the vacation rental industry, as part of the larger tourism servicing economy, is bearing a much larger burden of funding solutions than other industries.

“I have always had the philosophy that community problems require community solutions, and increasingly this financial burden is falling on one industry among many that benefit from tourism and vacation rentals. Equity is not something to implement only when it is convenient  for everyone.”

The increased costs will fall to guests and are unlikely to harm demand for vacation rentals in the short-term.

“I am more concerned with the harm to other industries that will likely see reduced tourism spend as the cost of vacationing in Summit [County] continues to be inflated by government taxes and fees.”

Steamboat Springs, Colorado

Steamboat Springs voters said yes to Question 2A, a 9% tax on vacation rentals to generate funds for the construction of an affordable housing project in that city. The City Council recently created zoning maps to restrict where STRs are allowed in the city, and the STR tax is the final stage of that plan. The total taxes on STRs in Steamboat Springs is now 20.4%, one of the highest total taxes on STRs in Colorado.

The 9% tax is effective Jan. 1, does not apply to hotels, and will sunset in 20 years.

The Steamboat Springs Community Preservation Alliance (SSCPA) campaigned against Question 2A and proposed a more reasonable tax rate of 2%. STR operators said 9% was too high and would weaken Steamboat Springs’ competitiveness in attracting visitors and vital tourism revenue.

For example, taxes in Steamboat Springs will now be double that of Vail, one of Steamboat Springs’s competitors, Robin Creagen, vice president of SSCPA has said.

Aspen, Colorado

Aspen voters approved a sliding scale STR tax that penalizes the guests of STRs owned by investors or second homeowners. Guests at owner-occupied STR properties will be required to pay a 5% tax while guests at units owned by others will pay 10%. The tax takes effect May 1, 2023, and is estimated to generate about $9.14 million in the first year. At least 70% of the revenue will go toward the city’s housing program, while the other 30% can be used for other purposes, according to the Aspen Times.

There was no official campaign against the tax initiative.

Around the state

STR taxes were approved in the following cities in Colorado and take effect Jan. 1:

  • Carbondale, CO – 6% excise tax on STR stays to support affordable housing projects.
  • Dolores County, CO – 2% lodging tax on hotels, STRs, and other transient lodging providers to help fund tourism marketing, child care, and affordable housing.
  • Eagle County, CO – 2% lodging tax in towns and unincorporated areas where a lodging tax didn’t already exist. The tax would apply to the town of Gypsum and unincorporated areas of Eagle County, including Beaver Creek and Bachelor Gulch. Vail and other cities in Eagle County already have lodging taxes in place and are not subject to the county tax.
  • Estes Park, Larimer County, CO – 3.5% lodging tax on STRs and other transient lodging providers to go toward solving workforce shortage issues such as child care and housing.
  • Georgetown, COMeasure 2A proposes changing the 2% county lodging tax with a 2% town sales tax on lodging to go toward “Tourism, Marketing and Events in addition to providing funding to workforce housing programs, and childcare for residents employed in tourism supported businesses.”
  • Gilpin County, CO2% lodging tax on STRs, hotels, and other short-term lodging
  • Littleton, CO5% lodging tax on guests who stay at STRs, hotels, and other transient lodging providers
  • Salida City, CO – flat rate STR tax, including a $1,000 annual fee on STR license holders and an occupational lodging tax of up to a maximum of $15 per bedroom per night. Both revenue streams would go toward affordable housing.

Lodging Taxes in California

In California, voters approved increases in transient occupancy taxes specifically for STR guests in Santa Monica and Santa Cruz. Hotel, motel, and inn guests will pay a lower fee.

  • Santa Monica – The TOT rate increased from 14% to 15% on hotels and from 14% to 17% on short-term rentals.
  • Santa Cruz – The TOT increased from 11% to 12% for hotels, motels, and inns and increased to 14% for STRs.
  • Inyo County  – Voters rejected Measure Q to expand the county hotel tax to include STRs at a rate of 12% of the rate charged.

Recession-Proofing Your Vacation Rental Business

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The short-term rental (STR) industry has shown incredible resilience over the past couple of years. Even since the beginning of this year, we have been hit with record-breaking demand levels and new supply has been added en masse throughout the country. So despite a global pandemic and travel restrictions threatening the industry, the STR space has made the most of this situation.

Because the market is getting increasingly competitive, property managers must now up their games to study and outperform the competition, which is getting tougher and tougher. If you’re not leveraging data insights from your listings as a vacation rental manager, you’re falling behind.

Here are steps to learn how to identify the success drivers of the industry’s top performers and translate them into actionable tips that will leave you wondering, “Why didn’t I think of that?”

 

1. Don’t Panic: Understand Broad Economic Cycles

Just as we thought we were out of the woods after the pandemic, the economy decided to take center stage and become the next biggest threat to short-term rentals, leaving us with questions like, “Will we enter an economic recession in the next year?” and “How will this affect my bookings?” burning in our minds.

Whether you’re an optimist or a pessimist, there is some good news: The lodging cycle is predictable (with the exception of COVID).

The balance of supply and demand performance from summer 2022 and summer 2019 suggests that we have not yet entered a recession. So what is the current recession risk?

At the moment, the US is at a 50% risk of falling into a recession and Europe is nearer to 60% or 70%. However, the actual risk will become clear in the next couple of months after the impact of the European Central Bank (ECB) interest rate hikes is determined.  (Make sure to watch closely because if Europe does enter a recession, the US could be pulled down too.)

The best way to keep a cool head during this time is to understand the hospitality lodging cycle and where you are in it. This may seem complicated at first, but it’s really quite simple once broken down.

Pre-COVID, the STR industry was last in the stability phase in 2010. It’s important to remember that lodging lags other economic cycles and travel is one of the last segments to recover, but this makes it even easier to predict since we can follow other industries’ timelines to mark the way. During this phase of recovery, growing occupancy rates push up average daily rates and profit margins. Then, there is usually a trigger of some sort that will announce the lodging decline and the cycle begins all over again—For all of you pessimists out there, it’s also important to note that being at the peak of the growth stage doesn’t necessarily mean an immediate decline. In fact, 2015 to early 2020 were all peak times.

Remember that regardless of where you are in the cycle, as long as you know what’s coming, you can prepare and act accordingly.

 

2. Choose Your Inventory Wisely

If the possibility to expand your business arises, the first factor to look at is the listing’s location—the number one determining factor in why travelers select one accommodation over another.

If your properties are lagging behind and you don’t have listings in the right area and right location, it’s time to take action. Be humble and responsible enough to switch your inventory and pivot business to where the demand is going. You’re the local expert, so if you know that a specific neighborhood is performing well, what are you waiting for?

Don’t put all your eggs in one basket. If your portfolio includes 20 units in the same market with the same specifications, you’re just giving away a stick to be beaten with. Have the foresight to predict (using data) where your future guests are going to be coming from and optimize for that prediction.

Make strategic decisions long before it’s crunch time. Growing your business efficiently without data is like trying to read a map without a compass. We always talk about how data can help you grow, but even more importantly, it helps you avoid only growing in quantity while forgetting quality. Don’t waste your time and effort onboarding properties that will cause you headaches and not generate enough revenue.

 

3.  The Bigger Your Portfolio, the Harder You Need to Work for Reviews

Here’s the bad news: Professional hosts are consistently underperforming in the eyes of guests. The larger the portfolio, the lower the ratings. Could this be because guests prefer the personalized experience of an individual operator even though there is no guarantee of quality?

Booking with a larger vacation rental manager (especially one operating in multiple cities or countries) gives a more standardized service, but it’s likely that more communications and services are automated which can be disappointing for those who prefer a more human touch.

Communication and accuracy is an easy area of improvement for hosts. There is absolutely no excuse for professional managers to rank poorly in this area with all the technology available to help hosts improve communication, . Aim for not only meeting your guests’ expectations but exceeding them by thinking of unexpected ways to show your guests the full value of your service, enhancing their experience from before check-in to after they leave.

Action Items for Communication: Is your property located 10 minutes walk from the city’s top attraction? Highlight this fact not only in your description but also in your photos and any other communication you have with your guests.

Action Items for Accuracy: Are you doing spot-checks of all listings on a regular basis? Are you ensuring that all amenities listed are working & property descriptions are up to date?

 

4. Go the extra mile for first-time reviewers without leaving money on the table

Never stop asking for reviews (particularly from new users/guests): in 2021, 40.8% of Airbnb reviews were left by first-time users of the platform, up from 24% in 2019. More guests have discovered short-term rentals for the first time thanks to the pandemic-driven search for more space, and new users may have expectations that don’t line up with the service offered, so be clear from the start about what guests can expect.

Put yourself in your guests’ shoes, and think of the small details that make for an exceptional hospitality experience. Is it a chilled bottle of wine and local delicacies ready for their check-in? An insider guide to the best places in the neighborhood? Is the heating switched on using smart home appliances so it’s cozy when they arrive?

When is a 5/5 a bad rating? Value. At first glance, a 5/5 rating seems great, right? Wrong! Think of it this way: this excellent rating means that guests thought your property was extremely good value for the money they’ve spent. Translation = you are underpriced. If you want to boost your profitability, look closely at how your properties are performing for this rating, and adjust your pricing accordingly by paying close attention to what your competitors are charging.

 

Conclusion

There will always be some external circumstances that are out of your control, like an economic recession, a global pandemic, or a natural disaster. For all the rest, you hold the keys to future-proofing your vacation rental business by leveraging data to eliminate the guesswork of pricing and benchmarking, establish trust and credibility with your clients on one side, and have more time to focus on quality service for your owners on the other.

About the Author

Sarah DuPre is the Senior Sales Director at leading short-term rental data and analytics provider AirDNA. Sarah’s passion for international travel led her to the sales team at the Barcelona office, where she helps property managers, hoteliers, and local governments comprehend the impact of Airbnb and the sharing economy on their local area, and works with real estate investors to help them find the best opportunities for short-term rental investment.

Link: airdna.co/vacation-rental-managers

Dozens of Vacation Rental Ballot Measures Heading to Voters this November

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voters at a polling center voting

Dozens of ballot initiatives on short-term rental regulations ranging from partial bans to tax increases will head to local voters this November. 

This year, California and Colorado are hot spots for ballot referendums on STRs with most initiatives seeking to increase incoming revenues from STRs. Colorado’s explosion in STR-related referendums stems from a new state law that allows this kind of tax revenue to go toward affordable housing, child care, and other workforce development.

Meanwhile, in California, some cities are targeting STRs for higher taxes than what hotels, motels, and inns have to pay for their right to do business in their local area.

 

STR Bans and Caps

La Quinta, California

Measure A, a citizens’ petition in La Quinta in Southern California near Palm Springs, would ban all STRs that are not occupied by the homeowner. A “Yes” vote would phase-out and ban all non-owner-occupied STRs in areas of the city that have been zoned as exempt for STRs by Dec. 31, 2024.

Don Shoftstall, a resident of La Quinta, wrote in an argument in support of Measure A that STRs are disruptive to neighborhoods and remove homes from an already limited supply.

La Quinta, population 37,500, first enacted STR regulations in 2012, and the City Council has amended the regulations multiple times since then, according to City Attorney William Ihrk.

In August 2020, the city passed a moratorium on new STR permits in “non-exempt” residential areas and formalized into code the ban on new permits in non-exempt areas in May 2021.

That ordinance reduced permits in non-exempt areas from 1,037 to 792, or 23.63%, wrote Mayor Pro-Tem Kathleen Fitzpatrick and Councilmember Robert Radi in an argument against Measure A.

Measure A would simply punish rule-abiding permitted STR operators in exempt zones while failing to solve the problem of neighbor complaints against STRs, Fitzpatrick and Radi wrote.

About 66% of all complaints against STRs during La Quinta’s festival season were against unpermitted operators, they noted.

“The city will have insufficient financial resources to enforce the (Measure A) ban,” they added.

In his impartial analysis of Measure A, Ihrk wrote that STRs are a “significant share of the city’s economy.”

In 2021, STR guest spending generated $170 million in business sales, $21.1 million in personal income, 779 jobs, and $9.7 million in local tax revenues, mostly transient occupancy taxes and sales taxes.

If Measure A passes, the inventory of STRs in La Quinta would be reduced from about 1,200 currently to 400 units, Ihrk wrote. Consequently, the city would lose an estimated $100 million in business sales, 445 jobs, $13 million in personal income, and between $6.1 million and $8 million less in local tax revenues, he wrote.

vron-la-quinta-vote-no-measure-a-campaign

Vacation Rental Owners and Neighbors of La Quinta (VRON-LQ) have launched a “Vote No” campaign against the measure. They have raised about $74,180 for the campaign but continue to seek more donations until they reach the $250,000 mark.

In a letter to the editor in the Desert Sun, Olivier Chaine, board president of VRON-LQ, wrote that the group “believes that tourism and residents can coexist through smart policies and best practices. Through research, open data, community involvement, collaboration, transparency, and ethics, effective policies can be developed that create a win-win for neighbors, renters, businesses, property owners, and the community at large.”

 

Big Bear Lake, California

In Big Bear Lake, California, voters are considering two ballot referendums aimed at STRs. 

Measure P would increase the transient occupancy tax on hotel and vacation rental guests from 8% to 9% in January 2024 and then from 9% to 10% in January 2025.

Meanwhile, Measure O places a cap on the number of STRs in the small tourist town of 5,000 people in San Bernardino County. The cap would limit the number of STRs to a total of 1,500 and limit the number of vacation rental contracts to 30 per year per unit, excluding home-sharing arrangements.

According to AirDNA, Big Bear Lake currently has over 3,300 vacation rental properties, so the cap would cut the number of units by more than 50%.

The Vote No on Measure O campaign funded by Residents for a Better Big Bear has focused on the economic hardship that the cap would bring to local businesses and the small town’s economy. Their website states that the measure would reduce tourism spending by 40%.

better-big-bear-lake-vote-no-measure-o-campaign

An argument against the measure was signed by prominent Big Bear Lake residents, including former Mayor Liz Harris, Debby Sevick who owns the Bear Skins gift shop, a 30-year-old business; and Maria Rojas, owner of Sonora Cantina. They said the measure would leave vacation rentals empty for 10 months out of the year and would have a devastating blow on small businesses such as restaurants, retail stores, and bicycle and ski rentals.

The Vote No on Measure O campaign has a sign-up sheet for volunteers to take yard signs, canvass neighborhoods, host community coffees, make phone calls, and write letters to the editor.

 

Portland, Maine

The most draconian of these ballot initiatives comes from a petition by the Democratic Socialists of America (DSA) in Portland, Maine. The initiative, titled Question B on the ballot, would restrict STRs to owner- or tenant-occupied properties, including duplexes in which the owner lives in one of the two units.

Maine has a long history of vacation homes and has the highest concentration of them in the country. About one in five houses in Maine are registered as vacation homes – though not necessarily STRs, according to IPX 1031.

The DSA estimates that Question B would convert about 350 STRs to Portland’s long-term rental market. That is nearly 40% of the 900-plus short-term rentals in the City of Portland.

However, many of the owners of these vacation homes would not necessarily long-term rent the properties under an STR ban. The properties would simply stand empty when their owners aren’t using them, said vacation home owner Chuck Radis in an interview with Fox 23 in Maine. 

Given the concentration of vacation rental properties in Maine, should the measure pass and other municipalities follow Portland’s lead, STR bans could have an outsized impact on the state.

 

Taxes Galore

Colorado

Voters will consider general and STR-specific lodging taxes in several cities and counties around Colorado, from Aspen to Steamboat Springs, many of which are designed to generate income for affordable housing projects.

The explosion of STR tax referendums in Colorado this year stems from a new state law, HB 22-1117, that allows lodging tax revenue to be used for affordable housing, child care, and other workforce development.

Steamboat Springs, Colorado

Voters in Steamboat Springs, for example, will consider 2A, a 9% tax on STRs to generate funds for the construction of an affordable housing project in that city. The City Council recently created zoning maps to restrict where STRs are allowed in the city, and the STR tax is the final part of that plan.

If approved by voters, the total taxes on STRs in Steamboat Springs would be 20.4%, one of the highest taxes on STRs in the state, according to Sotheby’s International Realty.

The tax would not apply to hotels and would sunset in 20 years, according to the Steamboat Pilot.

The Steamboat Springs Community Preservation Alliance (SSCPA) is running a campaign, No Way on 2A, against the tax, which they say is too high.  

Steamboat-Springs-Community-Preservation-Alliance-No-Way-2a-Campaign

Robin Craigen, vice president of the SSCPA, said the tax would make Steamboat Springs less competitive against resort towns like Vail, which have lower taxes on STRs.

“The tax will be more than double that of Vail who’s our competitor,” Craigen said.

Steamboat Springs is heavily dependent on tourism: About 50% of its economy is tourism, and it yields about $250 million per year in visitor spending, he said. The lodging community has proposed a more moderate tax of 2%.

Aspen, Colorado

Aspen voters will consider an STR tax that ranges from 5% to 10% depending on ownership. Guests at owner-occupied STR properties would be taxed 5% while guests at units owned by investors or second homeowners would face a tax of 10%.

If approved, the tax would go into effect on May 1, 2023, and would generate an estimated $9.14 million in the first year, according to the Aspen Times. The City Council has said that a minimum of 70% of the tax revenue would go to the city’s housing program, and the other 30% could be used for other purposes like city infrastructural improvements, the newspaper reported.

Gordon Ledingham of the Aspen Pitkin County Short-Term Rental Alliance said there is no official opposition campaign against the tax. However, there have been letters to the editor opposing any new taxes.

Summit County, Colorado

Summit County is considering a 2% STR excise tax on all guest stays effective Jan. 1, 2023.

The Summit Alliance of Vacation Rental Managers (SAVRM) is supporting the tax. “We think 2% is a reasonable amount, and if the county is benefitting from us financially we feel they will be more willing to work with us,” said Ashley Kubiszyn, a founding board member of SAVRM.

One of the existing restrictions in Summit County is a limit on the number of nights that vacation rentals can host guests. SAVRM is hopeful that passage of the excise tax will lead to removing that limit on nights, Kubiszyn said.

Around the State

STR taxes are also proposed for the following cities in Colorado:

  • Carbondale, CO6% excise tax on STR stays to support affordable housing projects, effective 
  • Centennial, CO3.5% tax on short-term lodging, including hotels and STRs 
  • Dillon, CO5% excise tax on STR stays and tripling lodging tax from 2% to 6%
  • Dolores County, CO2% lodging tax on hotels, STRs, and other transient lodging providers to help fund tourism marketing, child care, and affordable housing
  • Eagle County, CO2% lodging tax in towns and unincorporated areas where a lodging tax doesn’t already exist. The tax would apply to the town of Gypsum and unincorporated areas of Eagle County, including Beaver Creek and Bachelor Gulch. Vail and other cities in Eagle County already have lodging taxes in place and would not be subject to the county tax, according to Vail Daily.
  • Estes Park, Larimer County, CO3.5% lodging tax on STRs and other transient lodging providers to go toward solving workforce shortage issues such as child care and housing
  • Georgetown, CO Measure 2A proposes changing the 2% county lodging tax with a 2% town sales tax on lodging to go toward “Tourism, Marketing and Events in addition to providing funding to workforce housing programs, and childcare for residents employed in tourism supported businesses.”
  • Gilpin County, CO2% lodging tax on STRs, hotels, and other short-term lodging
  • Littleton, CO5% lodging tax on guests who stay at STRs, hotels, and other transient lodging providers
  • Salida City, CO – flat rate STR tax, including a $1,000 annual fee on STR license holders and an occupational lodging tax of up to a maximum of $15 per bedroom per night. Both revenue streams would go toward affordable housing. 

 

California

In California, transient occupancy taxes will be increased in the cities of Santa Monica, Santa Cruz, Yucca Valley, Needles, Millbrae, Alameda, Clovis, and Downey. Santa Monica and Santa Cruz both have proposed higher TOT taxes specifically for STR guests. Hotel, motel and inn guests would pay a lower rate.

  • In Santa Monica, the TOT rate would increase from 14% to 15% on hotels and from 14% to 17% on short-term rentals.
  • In Santa Cruz, the TOT would increase from 11% to 12% for hotels, motels, and inns and increase to 14% for STRs.
  • Measure Q in Inyo County would expand its hotel tax to include STRs at a rate of 12% of the rate charged.

How to Increase Your Occupancy in a Competitive Market through Monthly Rentals

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This Fastest-Growing Trip Length Category Can Increase Your Occupancy 

Longer stays are on the rise. In fact, bookings that meet or exceed 28 days is actually the fastest-growing trip length category today. In Q2 2022, more than 22% of nights booked in suburban areas were for 28 days or more compared to 18%.” – AirDNA, June 2022 

We are all aware that occupancy is down this year compared to 2020 and 2021. Let’s take a trip down memory lane—times were good. Despite the haunting shroud of COVID-19, global wealth hit a record high of $530 trillion in 2021. In the face of adversity, the vacation rental world was at the top of the mountain, enjoying a beautiful, and profitable, view.  

And of course, we want to continue looking at that view, but 2022 has exposed some tough challenges.  

According to AirDNA, despite inflation and rising gas prices, demand for travel has grown substantially over the last two years. In May and June 2022, occupancy fell by 8.6% and 9.9% year-over-year, respectively, as demand failed to keep up with surging supply. We all know that 2021 was an anomaly for the short-term rental industry, with demand hitting record highs.

Identifying the Challenges 

According to the Washington Post, “recession risks are high—uncomfortably high—and rising.” Although major swaths of the economy, including the job market and consumer spending, remain robust, there are mounting worries that rising borrowing costs for consumers and businesses after years of near-zero interest rates, could cause a sudden retrenchment. In this year, occupancy reports, stretching from the southwest to the northeast, reflect this decline.

Despite decline in occupancy for short-term rentals, guests who commonly stay one month or more are not deterred by current economic hardships, according to our recent 2022 Monthly Rentals by Owner Guest Survey. We found that 90% of monthly guests will continue to book their monthly stays this year and into the future. 

The Importance of Monthly Rentals 

Stays that meet or exceed 28 days is the fastest-growing trip length category, according to a new study. Monthly renters can make you money, and that makes them incredibly valuable to you as a property manager.  

According to AirDNA in 2021, demand for 28+ nights stays grew by more than 22.4% compared to 2020. Demand is expected to grow another 14.1% in 2022 over 2021. Monthly rentals are consistent and cover months of low occupancy. Based on a Snowbird Fest survey data, 51% of monthly renters stay for 3-4 months per visit and 81% stay for 2+ months. But why would they choose to stay in your rental for months versus a weekend? The infamous pandemic has created a new wave of monthly vacationers. The new rules” of the post-pandemic steer guests toward monthly vacationing because of: 

  • the increases in the quality of technology for work. 
  • interest in more remote, scenic, and safer areas. 
  • growing trend of traveling nurses, military, and other professions. 
  • remote schooling becoming more mainstream. 
  • remote jobs growing and becoming more accepted. 
  • great strides in technology for cell phone internet. 

The typical monthly vacationers include empty nesters with the ability to work remotely, remote schooling, disaster victims, retirees with the desire to get away and see new areas, and more.  

According to our 2022 Monthly Rentals by Owner Guest Survey, 47% of monthly guests stayed in their vacation rental for three months or more and 34% stayed for at least 2 months. 

Save Your Occupancy with Monthly Rentals 

Remote work has undoubtedly given workers added flexibility, and this has helped spread peak demand over more months. This provides owners with consistent rental income year-over-year in the shoulder and off-seasons when occupancy tends to be low. Additionally, technology has arguably made travel an easier prospect for everyone from the ease of booking travel to the ease of researching and comparing trips, to staying connected on the go—baby boomers included.  

Stats have shown that there are super high open and click-through rates online for monthly rental companies, and the phrase monthly rentals” has increasingly successful search engine results. Listing sites can provide monthly rental leads, but they aren’t dedicated to a very segmented audience. Using a listing site like MonthlyRentalsByOwner.com can help you reach a wider audience with its additional features and integrations dedicated to monthly renters. 

Monthly Rentals By Owner, a website that has been catering to the growing contingent of monthly vacationers since 2012, has an interface with tailored ads for property managers and owners, such as long-term stays pricing and descriptions, and clientele, such as their website’s unique features and marketing.  

As of 2020, Monthly Rentals by Owner integrated with Nextpax Channel Manager and TRACK Property Management System (PMS) in order to more effectively partner with property management companies. They are progressively working toward additional software integrations to create an easier process for listing your properties with Monthly Rentals by Owner, providing access to thousands of additional monthly rental inquires for your properties.  

While snowbirds are the monthly guests we’ve all known about for decades, Monthly Rentals By Owner is tied directly into the world-leader of snowbird rentals, the American Snowbird Network of Websites. For an additional fee, property managers can opt-in to also be featured, with no extra effort, to their website. Those websites include AmericanSnowbird.com, FloridaSnowbird.com, and ArizonaSnowbird.com. These websites have been around since 2003 and regularly produce thousands of monthly and seasonal rental stays. It is a must to add to your arsenal of lead-generation tools for monthly rentals.  

Tourism is one of the fastest growing industries in the world, and the vacation rental business is one of the most important sectors driving the growth as people are deciding to live and work from scenic locales. Not only the nightly and weekly mainstream vacation rental market, but also the monthly vacation rental market has hit its stride. This increasingly popular way of living somewhere for months at a time has opened up a whole new way of traveling that appeals to multiple generations and people from all walks of life. Take advantage of this trend and increase your occupancy through monthly rentals.  

Tourism Boards and DMOs Offer Seat at the Table for Vacation Rentals

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board meeting in presentation room

While election season is upon many local communities across the country, polls are not the only place where vacation rental operators are changing policies and perceptions of our industry. A more recent movement gaining momentum is vacation rental community leaders acquiring seats on their local tourism boards.

While some tourism boards and destination marketing organizations (DMOs) are private entities, many are public or semi-public entities tied to their local governments. Charged with promoting the destination and managing sustainable tourism in the community, public tourism boards are often funded by local tourism taxes, such as hotel or lodging taxes. 

For public boards, seats are allotted by local elected officials. Outside of vacation-rental dominant destinations, seats reserved for lodging representation have been awarded almost exclusively to traditional hoteliers and B&Bs, but board makeup has slowly started to adopt more vacation rental voices.

“Historically, the only lodging representation has been from hotels,” said Dana Lubner, head of leadership development at Rent Responsibly and founding board member of the Mile High Hosts for Community Advocacy in Denver, Colorado. “The fact that more seats are going to the STR community not only acknowledges the economic value that home sharing (or STRs) brings to the destination but provides an opportunity for the STR community to have a voice in tourism policies and spending.”

Reasons to join a tourism board

Tourism boards and DMOs may or may not be vocal in vacation rental regulatory discussions, but even if they do not take a public stance on legislation, their reports and programming can influence regulatory outcomes. With the rapid pace of new regulations across the country, it is a crucial time for property managers to be part of the discussion on how communities will promote and manage tourism in their markets.

“Suppose a local tourism board is only populated with [hotel operators], local politicians, and administrative leaders,” said Larry Mallard, CEO of Alpine Lodging, a vacation rental property management business in Telluride, Colorado. “In that case, vacation rentals can get lost in the discussion and not be managed in a way that benefits everyone.”

Mallard serves on two tourism-related boards in addition to a hospital board. He was chairman of the Telluride Tourism Board and the Colorado Flights Alliance for several years and continues to serve on both boards.

“My partners and I serve on local boards for a couple of reasons,” Mallard said. “First, our company has always felt it was important to give back and be visible leaders in the community.”

“In Telluride, we’re one of the largest employers in the area and want to ensure we are as involved in the direction of the community as possible,” he said. “Tourism is the largest driver of the economy in a destination resort town like Telluride. Lodging and vacation rentals are some of the most important pieces within that space. Our concerns and goals must be part of the discussion as they often align with the business community.”

Ryan Tigner, owner and manager at iTrip Vacations, a nationwide vacation rental property management company, joined Oregon’s Travel Portland Board of Directors in May 2022.

“I wanted to join so I could educate and bring a different perspective of short-term rentals to the board and community,” Tigner said.

About 80% of Travel Portland’s board members are hotel operators.

“Often it is the hotels that are lobbying against short-term rentals,” Tigner said. “If I can educate them and change their perception on STRs and they learn that most short-term rentals are not competing with hotels – they are a completely different experience – maybe it would help our industry be more welcomed.”

Changing perceptions of short-term and vacation rentals

Shannon Hiller-Webb, the first host to sit on Oregon’s Travel Portland Board of Directors, said “having STR representatives on the Travel Portland board has legitimized us in the tourism travel space.”

“It took a couple years being on the board [to correct] the old patterns and behaviors of vilifying the STR rental industry, being reductive of our legitimacy, or just negligent that we were a significant audience for consideration,” Hiller-Webb said, “but as I departed the board I had recognized a shift in acceptance, support, and dare I say, advocacy, which took time, relationship building, and education.”

Sharon Harley, CEO of Jeeves Florida Rentals, has been on central Florida’s Experience Kissimmee Board of Directors for six years and is currently chair-elect.

Over time, Harley said she has been able to demonstrate that vacation rentals offer accommodation and services that compete with the best hotels and have a stake in tourism promotion and spending.

“At challenging times such as when vacation rentals were banned during Covid, I was able to use [tourism] resources to bring awareness of the true professionalism vacation homes offer,” Harley said.

“Too many people … don’t understand the compliance we have to follow and the licensing that is required,” she said. She tries to enhance awareness of how many STR homes pay extra taxes in the exchange for the privilege of operating, how they contribute to the local tax base and economy, and how they create and sustain jobs.

How vacation rental seats have made a difference in tourism

It’s important to remember that when serving on a tourism board, you represent all vacation rentals in your community and not just yourself. 

“My advice would be to never go into any decision with a personal agenda,” Mallard said. “Instead, be there to represent the vacation rental space as a whole and don’t make decisions that benefit only you or a select few.”

Thanks to their representation on their local tourism board, hosts in Portland had some say in choosing which neighborhoods would be featured in promotional materials. The new focus on STRs also resulted in a partnership between Airbnb and Travel Portland to promote the city through an email campaign.

“The fact there was a representative from the STR industry on the board and given the impact we had shown the Travel Portland board on how resilient STRs were during Covid in providing tax funding to Travel Portland helped usher in the Travel Portland investment in the Airbnb campaign,” Hiller-Webb said.

In Telluride, where vacation rentals have long played a recognized role in the tourism economy, STR representation helps the tourism board stay in tune with high, moderate, and low peak seasons and better target marketing on the right demographic and over the right dates, Mallard said.

The Visit Telluride website has an entire page dedicated to aggregating and promoting vacation rentals in the community.

Tigner, who joined the Travel Portland board in May, said “it has been great to bring some insight to the group at Travel Portland about what short-term rentals are, the way we operate, our target market, and measures we use to be good actors in the community,” Tigner said. “Obviously, everyone has heard of the extremely rare instances on the news when something goes wrong at a short-term rental, but they don’t hear about the other million stays where families had a wonderful vacation.”

How to join your local tourism board

Adding an STR seat to your local tourism board may require a concerted effort by your STR community.

In Portland, Oregon, hosts had almost no say in regulations and taxation that the city was imposing on them. In mid-2018, members of Host2Host, a trade association for STR hosts, organized to speak out on new STR fees proposed by the Portland City Council. During their advocacy push, they made a case for adding an STR host to the Travel Portland board. They were able to demonstrate their industry’s economic contribution – especially STRs’ role in fueling Portland’s love affair with eating and buying local, as Portland hosts commonly direct guests to their favorite local establishments.

The STR industry now has two of the 28 seats on that tourism board.

Other strategies include getting involved with your local tourism board, attending events, getting to know board members, and showing your interest in serving. Serve on other boards and organizations that could help you make connections on the tourism board or recommend you for a position.

“Once people know who you are and what you stand for, you get recommended to certain positions through somebody who knows somebody,” Tigner said “That is how it happened for me.” 

 

Photo courtesy Campaign Creators

Geotargeting & SEM: A How-To Guide on Spending Less & Getting More

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As a Digital Marketing and SEM specialist, I work with location-based marketing daily, but I know that is not the case for everyone. In this article, I will break down the fundamentals regarding geotargeting and search engine marketing and answer the age-old question of “How does it impact my vacation rental company?” I hope that the information I provide you with will give you the tools & terms to discuss using geotargeting within your pay-per-click (PPC) strategy with ease and confidence.

 

First things first, what is the difference between SEO and SEM?

SEM stands for search engine marketing, which is the process of using paid advertisements in Microsoft Ads and Google Ads to market your website and show up higher in the search engine results pages (SERPs) by paying money for ads and bidding on keywords related to your brand. However, SEM is also often used to describe “anything” in regard to getting seen on search engines, including SEO.

SEO stands for search engine optimization, which focuses on optimizing a website’s landing pages with keywords and other ranking factors to increase its chances of showing up higher in the SERPs. If a website is new or in an extremely competitive market, SEM coupled with SEO is a smart strategy to get your brand in front of the right audience.

Here is an example of what a SERP looks like with Paid Ads and Organic Results.

 

Now, what is geotargeting?

Geotargeting, not to be confused with its cooler sister geofencing, is not as complicated as it sounds. Geotargeting is used to strengthen your campaigns by targeting people that have been in a specific location in conjunction with other targetable variables, such as demographics, behaviors, and interests. Geofencing is merely targeting everyone in a certain area. For example, you would use geotargeting to be more granular with your vacation rental ads, but you might use geofencing to push property management advertisements at a local competitor’s homeowners’ weekend event. (None of you would do that, right?) Geofencing is also synonymous with using a Bluetooth beacon; when someone shows up in a certain area, such as your business, they get a notification of sorts on their phone.

Whether you call it a potato or potatoe, the bottom line is that location-based targeting should always be used in any PPC campaign in the vacation rental industry, especially if you are in a popular area. Put your money on cities and states that have high conversion rates and are known to come to your market. This is the best way to maximize your budget, especially if you have a limited one! If you’re running ads in Google and you aren’t utilizing geotargeting, you’re likely wasting money. Be sure to look at which cities and states convert the best, rather than just those who are looking. Lookers are curious. Bookers are committed.

 

Regional Dialects & Why Geographical Data Matters

A geotargeted pay-per-click campaign is a powerful weapon in your digital marketing arsenal. Not only are you utilizing your PPC budget more effectively by geotargeting areas that have a history of converting lookers into bookers, but depending on your product, you can adjust your ad copy to match the terminology of the geographical location you are targeting.

Throughout our years of PPC work in the VR industry, we’ve noticed that different regions of the United States use different words to describe what they are after (and Google knows that too). For example, when looking for a mountain destination, the most popular search term is “lodging.” For a beach destination, it’s “vacation rentals.” To utilize geotargeting effectively, you need to make sure you create ads for all variations of what people search for so you can cover all bases.

Whether it’s “beachfront” vs “oceanfront,” “cabin” vs “cottage,” or the international conundrum of “holiday” vs “vacation,” when you update your ad copy to match the terminology of the region you are targeting, you increase your chances of conversion.

By understanding which geographical areas bring you the highest revenue, curating your ad copy to match their dialect, and investing more in those locations, you’ll add enormous value to your SEM strategy.

 

With All These Privacy Updates, Can We Still Trust the Data?

In June 2022, we noticed an increasing amount of site visits for almost all of our clients coming from New York City. Not a little but a whole slew of people.

As our team began discussing theories of a giant lizard uprising forcing all New Yorkers to seek shelter in a 5-star luxury vacation rental, we realized something fishier than Godzilla was going on within the data and began to comb the web searching for answers about what was so special about New York all of the sudden?

Nothing came up.

It wasn’t just New York though. It was Chicago, Los Angeles, Seattle, Denver – all major cities in all major time zones – dependent on what time zone the client’s feeder markets were located. It was like a mass exodus! Doing what we do best, making movie references, while analyzing and cross-referencing the data – the plot then thickened.

The only people fleeing these cities were iPhone users. More specifically, it was those users who recently upgraded to the new 15.5 iOS update. So unless we’re living in an early 2000’s movie about cell phones attacking, the data wasn’t adding up!

 

 

A bit of tracking history

Through our research, an interesting and relevant article from February 22, 2006, labeled All Google’s Roads Lead to Kansas surfaced. Although this article was not the answer to our current problem, it did provide very valuable information that is relevant to our discussion today.

All Google’s Roads Lead to Kansas, or Coffeyville to be exact, goes over the geographical phenomenon that when Google Analytics can’t pinpoint your IP address, they place you in the center of the country, which is Coffeyville, Kansas.

 

Why does this segway matter?

Well, this article outlines how Google tracks your information by using third-party location providers. The mystery of Coffeyville is likely due to inaccurate source data that isn’t necessarily a blocked IP address that would show up as (not set) but actually a miscommunication between Google and its third-party location provider.

After confirming that Godzilla was not terrorizing the citizens of New York City, we confirmed that by turning your location services off completely and turning on your iCloud public relay (which is a requirement for iCloud+) before visiting a website, you too will have your geographical location and IP address pinging from New York or Chicago in Google Analytics, no matter where you’re located!

 

What does it all mean?

Well, as most digital marketers know, the answer I give today will likely be old news by tomorrow. The latest news regarding geotargeting and search engine marketing is bittersweet. Apple rolled out a brand new update for iPhone users which has had an undeniable impact on geolocation in Google Analytics. With roughly 53% of all website visitors using mobile devices according to a study conducted by Oberlo, this new privacy update will have a huge impact on how we review geographical data in Google Analytics.

In June 2020, Apple introduced iOS 14 which required apps to request permission to track user activity. Fast forward to May 2022, we have the New York mass exodus. Apple released a new privacy update 15.5 which impacts all iOS users that engage with Safari. In one corner, the newest update from Apple regarding privacy tracking on apps is wonderful because it gives the consumer more control over their tracked online activity, but as a digital marketer, it presents huge problems within the data. The new privacy update from Apple makes geotargeting much more difficult due to a lack of accuracy within the data.

 

Why is this important?

The average vacation rental website gets 65% of all its traffic from a mobile device. The most popular mobile device used is the Apple iPhone. After we ran the numbers across our clients, this equates to about 20-25% of website traffic being “geomasked” which is going to skew your data.

A possible solution to the location inaccuracy in Analytics could be as simple as creating a filter to remove major cities from certain views. However, those cities account for multiple travelers each year, which is why you shouldn’t remove targeting this area from your Google Ads strategy altogether.

The solution? Although you shouldn’t jump to increase your bid strategy for these locations, you should use past data to reinforce your geotargeting strategy. Focus on locations that have shown a large conversion-focused audience in the past.

The consequences of this inaccurate geolocation data are unfortunate for business owners and their digital marketing teams as the data they are receiving through Google Analytics may not be accurate.

If you’ve recently noticed an odd spike in traffic, it’s important to do a little extra digging! Add some parameters, isolate the variables and run an experiment. Always remember that no matter how accurate you feel the source of your data is, it should never be taken at face value and requires proper analysis with a trained eye to spot anomalies.

 

Final Thoughts

I could discuss the politics behind Apple’s latest update in regards to its relationship with Google and Facebook, but I’ll leave that for another day.

Launching an online store is easy, but gaining authority in Google is hard. It requires trust, loyalty, and transparency of your brand. Although, I believe that Apple’s latest update is a positive thing for iOS users and allows them the ability to take more control over the use of their data.

I also think that many brands that spend money on SEM to market their products likely have a stake in the game and are providing a product that they value enough to invest in, and I want to see those ads. So, with the exception of Godzilla tracking my location, I plan to share my data with certain apps to enhance my shopping experience.

However, as a true crimes podcast lover, I am glad to know that I have more control over the data that is being shared from my phone. As a Digital Marketer, though, I implore Google to work with their third-party location providers to find a solution for these peculiarities. Even displaying these untrackable locations as (not set) would help SEM specialists and business owners properly utilize a geotargeting strategy and accurately target viable locations as opposed to a popular metropolitan region or a sweet farm in Kansas.

All About the Data: Predictive Indicators with Jason Sprenkle

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With all eyes on the economy and pockets of the U.S. seeing dips in rental bookings, Tuesday morning’s session at this year’s Vacation Rental Data and Revenue Management Conference with Jason Sprenkle had a packed ballroom at the Loews Vanderbilt Hotel in Nashville, Tennessee. As the founder and CEO of vacation rental data and benchmarking platform Key Data Dashboard, Sprenkle had the collective insights anxious revenue managers were looking for.

 

Stay Alert

Now is not the time to take your hands off the wheel. This was the message Sprenkle wanted to drive home, and he used the photo of a driver behind the wheel of a Tesla to draw a parallel to his point.

“You can take your hands off the wheel,” said Sprenkle. “But I don’t recommend it. When we hit COVID, the adaptable ones crushed it. We kept saying to increase rates. It’s time to sit up and take the wheel again.”

With the economy teetering on the edge of recession and real estate in an almost anemic state of supply, homeowners have been asking their property managers for any insights about their investments. The same questions are on everyone’s minds, and the data Sprenkle brought to his presentation addressed many of them.

Sprenkle spoke confidently about this being a good time to be in the vacation rental industry. Supply is growing. There are more units in the marketplace. Everything is slightly up and to the right, Sprenkle pointed to a chart showing an upward trend line of properties available year over year.

“We’re doing a lot better than the rest of the economy. I don’t think it’s critical that we know if we are in a recession. We need to know what’s going on so we can speak to it,” Sprenkle explained. “The fed left the money machine on for too long. The market overheated, and supply couldn’t keep up. The reserve jumped in and tried to control liquidity.”

When things get messy, vacation rentals have a huge opportunity to learn from each other. If the economy continues to do what it’s doing, Sprenkle encouraged managers to step up and distinguish themselves.

 

Carry On

The data shows that there has been a steady growth in supply. In fact, in AirDNA’s presentation, they shared that about 50% of our short-term rental inventory came online within the last two and half years. There is a slowdown in housing, both on the market and new construction, he confirmed. Properties are making less return on their investment than several months ago. However, property managers are advised to not obsess too much over what is happening externally.

For example, Key Data tracked a massive pullback in demand recently. RevPAR is coming down for the first time since the company launched. Summer occupancy for 2022 is coming out lower than summer 2019. The slide showing ADR on giant screens flanking the DARM stage looked like the track of a roller coaster ride.

Some data points are starting to return to pre-pandemic patterns. Length of stay is back to normal, and the booking window is returning to normal seasonal fluctuations. Knowing these types of data points can guide revenue managers to better decision-making if they are paying attention.

“Don’t care what supply is doing,” said Sprenkle. “Get your team together, and figure out what you’re going to do about it. If you pull back on rates and your supply drops, you might have to make a change.”

Revenue managers were encouraged to use Key Data to communicate with property owners. Their data can be used to explain what happened with bookings this year, not just locally but across the country.

Trust is a big word when it comes to data, Sprenkle stated. He attributed everyone coming together to make this type of data insight possible. Key Data Dashboard aggregates historical and forward-looking data in real-time to show performance analytics and comparative data.

The theme of coming together as an industry surfaced not only in this presentation but was a common thread throughout this year’s conference overall.

Guesty Raises Additional $170 Million in Series E to Expand Internationally and to New Verticals

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Guesty announced today that it has raised $170 million in a Series E funding round led by Apax Digital Funds, MSD Partners, and Sixth Street Growth. According to the company’s press release, the round will accelerate Guesty’s international business growth for its property management software platform, fuel continued expansion into new verticals, and “enhance its industry-leading property management technology and platform to meet the evolving needs of every type of hospitality operator.”

This round brings Guesty’s total funding to over $285 million. Existing investors, Viola Growth and Flashpoint, also participated in the round. The announcement states, “The Series E capital will be used to scale the company’s global operations to meet increasing demand, pioneer new solutions that support the growing needs of hospitality operators, secure key acquisitions, and expand into new business verticals to solidify Guesty’s position as the industry’s gold-standard property management platform.”

“Despite an exceptionally challenging fundraising climate, the funding Guesty has raised is a vote of confidence in the travel and short-term rental ecosystem, and an endorsement of our pioneering technology and position as the market leaders of the hospitality and property management software sector,” said Guesty’s cofounder & CEO, Amiad Soto. “As alternative accommodations surge in popularity, Guesty has come out a clear winner thanks to our commitment to prioritizing innovation and ability to help our customers become more successful. We thank our existing partners Apax – who are increasing their commitment to Guesty – and are excited to welcome aboard MSD Partners and Sixth Street, whose strong track records in our ecosystem make them ideal long-term partners. As we continue to expand globally and grow our market leadership, we look forward to providing hospitality managers with even more value in the coming months and years.”

Since the onset of the pandemic in early 2020, the short-term rental (STR) industry has grown exponentially, with travelers spending more than $200 billion on STR accommodations in 2021 alone. As the ways consumers choose to live, work, socialize and travel continue to shift, the lines between traditional hotels and rental accommodations have blurred. This trend has accelerated the need for versatile hospitality management technology as operators across the board adapt to new and elevated guest expectations.

Guesty’s platform equips hospitality providers of all sizes and accommodation types with an all-in-one platform to optimize and scale operations, manage and distribute inventory – along with the tools, data-driven insights and enhanced services to effectively respond to these market trends and empower them to succeed.

Customers use Guesty to centralize their reservations across all major booking channels, including Airbnb, Vrbo, Expedia and Booking.com. The platform automates and expedites guest communications, reviews, cleaning and other operational tasks, while also facilitating direct bookings, resource and revenue management, smooth payments systems, accounting and damage protection. With its large marketplace of third-party integration partners and its open API capabilities, the platform adapts to specific business and operational requirements, providing comprehensive and bespoke solutions that serve as a one-stop-shop covering all property management needs.

“As alternative property management operations become more complex, Guesty is paving the way for the next generation of digital hospitality services,” said Dave Evans, Partner at Apax Digital. “Their track record of success and innovation, along with their platform’s growing suite of tools and intuitive user experience has Guesty positioned to define and consolidate its category, working with hosting businesses of all sizes. We are excited to continue partnering with the company as it continues to transform the industry.”

“In a largely specialized and localized industry, there is a huge opportunity to bring a global standard of service and excellence to hospitality operators of all shapes and sizes,” said Dan Bitar, Managing Director and co-Head of MSD Growth. “Guesty’s robust product offerings, strong R&D team, and proven ability to scale the business across geographies make it the ideal platform to consolidate the currently fragmented market.”

“The tech-enabled real estate ecosystem continues to grow and mature, and we look forward to joining Guesty on its journey to democratize and further professionalize the property management space,” said Michael McGinn, Partner and Co-Head of Sixth Street Growth. “With Guesty’s strong management team, long-term vision, product innovation, and marquee customers and partners, we have full confidence in the company’s ability to further cement its leadership in the world of hospitality and property management.”

The latest funding round tripled its valuation as Guesty doubled its revenues since its last raise.

In 2021 and 2022, Guesty launched numerous new products, services and technology partnerships as part of its core platform – including advanced accounting tools, damage protection offerings and payment solutions tailored for property management of short-term rentals. The company’s sustained growth has it positioned to reach $100 million in revenues within the next year.

Guesty previously acquired property management platform companies MyVR and YourPorter and plans further acquisitions in the near future. J.P. Morgan Securities LLC acted as sole placement agent on the transaction.

PriceLabs Announces $30 Million Investment from Summit Partners

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Funding to support continued team expansion and product development to support growing demand for innovative, easy-to-use dynamic pricing solutions for the short-term rental industry.

 

PriceLabs recently announced a $30 million minority growth investment from Summit Partners, a global alternative investment firm that is currently managing more than $37 billion in capital dedicated to growth equity, fixed income, and public equity opportunities—supporting PriceLabs continued commitment to building leading revenue management solutions and fuel global team growth.

PriceLabs, a leading provider of dynamic pricing and revenue management solutions for the short-term rental industry, was founded in 2014 to bring sophisticated AI and analytical tools to owners and managers of vacation homes and short-term rentals. The idea was born from co-founder Richie Khandelwal’s frustrations while managing personal rental property and the inability to efficiently adjust prices based on changes in demand. 

Teaming up with friends Anurag Verma and Sana Hassan, the group built a solution designed to address the similar challenges faced by the thousands of small business owners operating in the short-term rental market.

Colin Mistele, Managing Director at Summit Partners and new member of the PriceLabs Board of Directors, offered the following statement about their investment: “Consumer preference has continued to shift in favor of alternative accommodations across every demographic, which has led to rapid growth in the short-term rental industry and over 8 million unique listings on Airbnb and Vrbo alone. We see PriceLabs as ideally positioned to serve this growing market with an intuitive, easily customizable and comprehensive solution designed to deliver ROI to owners and managers almost immediately.”

According to Mistele, Summit Partners believes the experienced team at PriceLabs has a significant opportunity to capitalize on a substantial unpenetrated market as they continue to develop and launch innovative products.

Today, PriceLabs powers over 150,000 listings in more than 100 countries. The company has been growing steadily since its founding, with an offering that has resonated with vacation rental businesses of all sizes, from single-property owners to large property managers. Recently, PriceLabs won SaaSBoomi’s 2021 Bootstrapped Startup of the Year award after having grown nearly 3x in 2021.

“Pricing can be the single biggest growth lever when running any business, particularly in the hospitality space, where most businesses still use archaic methods and static pricing that can leave anywhere from 10 – 40% of revenue on the table,” said Khandelwal. “We purpose-built PriceLabs from the ground up to serve the needs of short-term rental operators, offering an easy-to-use and highly configurable solution that allows operators to combine our AI and algorithms with their own unique knowledge of the local market and property.”

PriceLabs’ automated dynamic pricing solution is designed to continuously analyze historical and forward-looking hyper-local data to sense changes in demand and recommend optimal daily pricing tailored to each property’s unique characteristics. The company’s comprehensive software provides users with data and tools to monitor and research local market conditions and adjust prices to suit the needs of the property and operations. Prices update automatically through direct integrations with over 70 property management software solutions, helping property owners efficiently manage their operations and maximize the profitability of their listings. 

“Our product democratizes powerful tools that, historically, have only been available to large hospitality businesses,” said Sana Hassan, co-founder of PriceLabs. “From an individual host seasonally renting their apartment in Paris to a multi-thousand unit vacation rental manager in Florida, we’ve built a solution that is easy to use, affordable, and integrates seamlessly with the software they’ve already adopted.”

“At PriceLabs, we believe every business in the accommodation space should have access to data-driven pricing and associated capabilities. We’ve been at the forefront of innovation – from building a pricing solution that can be used worldwide to building an industry-first minimum stay recommendation engine,” said Anurag Verma, co-founder of PriceLabs. “With the support and growth-oriented resources that Summit offers, we are excited to continue our mission of delivering innovation to the short-term rental market and accelerate our global hiring.” 

Ximplifi Adds Owner Portal to Automation Suite for Short Term Rental Accounting

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Ximplifi recently announced the launch of the Owner Portal to property managers using their VRPlatform software—allowing them to overcome challenges around monthly owner statements. 

The new functionality addresses one of the biggest pain points of vacation rental management: preparing, sending, and reviewing monthly owner statements. Existing owner statement modules lack flexibility and the level of detail that owners want in addition to accounting challenges of reconciling owner revenues, recording owner expenses, and management commissions. 

With the Owner Portal now a part of VRPlatform, managers can combine the automation of recording guest invoices, payments, and management commissions with customized monthly owner statements and owner payouts to show exactly what their owners want, all from one central and secure hub. 

Jesse Ehret, Ximplifi’s Founder and CXO, offered the following statement about the new software functionality: “We work hard to give our clients real-time insight into how their business is performing and give their owners accurate, timely owner statements. Providing a flexible owner statement in a secure portal that’s easy for owners to access and streamlines the owner payout process was a no-brainer. And ultimately it’s just the start. We are already working hard on developing an owner dashboard that will show future month’s revenue, home statistics, and KPIs in interactive charts and graphs.”

According to Ehret, Ximplifi is constantly looking toward the future and discovering new ways they can adapt for their clients.

“Our team at Ximplifi is continuously looking for and developing new integrations with industry partners. Since our clients’ financial challenges are always evolving, that means we are too,” Ehret said.

Initially established in 2018, Ximplifi is a new-age accounting firm offering a suite of accounting and software solutions for the hospitality and short-term rental management industry. In addition to offering a full suite of outsourced accounting services, CFO advisory, and consulting on various accounting platforms, Ximplifi is also the creator of a proprietary software VRPlatform which integrates various property management systems with professional accounting software for more accurate and efficient short-term rental accounting.

VRPlatform is an integration software that allows data to automatically sync from the property management system and other business tools into a company’s accounting software, providing greater efficiency and visibility in financial reporting for vacation rental management. The Owner Portal builds on this existing automation to give property managers a new way to deliver monthly owner statements. Cloud-based and interactive, it brings reporting into the 21st century with custom groupings and item descriptions, so property managers have more control over both the content and the design of owner statements.

Property managers who use VRPlatform with a supported PMS and accounting platform will receive support from Ximplifi to configure the owner portal for their business. During the setup process, Ximplifi’s onboarding team works with each client to map data from their accounting system through VRPlatform and into the portal, so the automation can grab the correct data to populate the report. The onboarding team will also help customize the content and appearance of the portal, so that brand touch points remain cohesive for owners.

The addition of the portal to VRPlatform means owners can be notified as soon as their monthly statements are ready and access user-friendly reports anytime, anywhere. For property managers, a key benefit of having their accounting system integrated with the Owner Portal is the ability to track when owner funds are transferred and verify that amounts are accurate down to the penny.

Today, VRPlatform has a subscriber base of more than 90 property management firms, and Ximplifi hopes to see that number go into the triple digits. VRPlatform has enabled property managers to integrate data across their business using industry-leading applications including Hostfully, Track, Guesty, Hostaway, Hospitable, Booking.com, Airbnb, VRBO, Stripe, Breezeway, QuickBooks Online, Sage Intacct, and more to come.

Arizona Legislature Passes Measure to Restore Some Power to Cities

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Arizona state flag outside the legislature buildings at the state capitol

By Paris Achen

After years of fighting an Arizona state law that prevented cities from regulating short-term rentals differently than long-term rentals, cities have received the authority to set up STR licensing or permitting programs and to suspend or revoke the licenses of STRs with chronic violations.

The new regulating powers were approved in Senate Bill 1168 in a last-minute flurry one day before the statutory end of Arizona’s legislative session on June 25. Gov. Doug Ducey signed the bill on July 6, and the new law will take effect on Sept. 24.

SB 1168 is the fruit of several years of negotiations between STR advocates, city government administrators, and state lawmakers.

“SB 1168 was a compromise on both sides that essentially will give the cities the ability to penalize and eliminate the bad actors, or the one percent, as we call them,” said Linda Curry, president of Arizonans for Responsible Tourism, an advocacy group that fights for fair STR regulations.

“Nuisance issues in neighborhoods are not helpful to neighbors or the STR industry. Fair regulation to curb those issues is something we can all agree on.”

Arizona’s preemption law

At the same time, SB 1168 protects STR owners’ property rights by leaving intact Arizona’s preemption law, which prohibits cities from banning or limiting the number of short-term rentals in their jurisdictions.

Arizona’s preemption law came out of Senate Bill 1350 in 2016. The law prohibited cities from banning or capping the number of short-term rentals in the community. It also essentially prevented cities from regulating short-term rentals differently from long-term rentals.

The Arizona League of Cities strongly objected to the law because cities believed that without licensing and permitting programs, they had little recourse options to correct problems at short-term rentals in their community like nuisance and party houses.

During subsequent legislative sessions, the cities’ allies in the Legislature filed dozens of bills seeking to either repeal or weaken the law, but none reached the governor’s desk for a signature.

Local STR ordinances test the preemption law

In the meantime, some towns, eager to regulate short-term rentals on their own terms, have tested the state law. Paradise Valley in early 2022 passed an ordinance that town officials said was intended to curtail short-term rentals that repeatedly host loud parties.

However, some of the requirements reached beyond what was allowed by Arizona law. The ordinance, for example, required operators to conduct a background check on every guest and submit reservation information to the city within 24 hours of booking.

On March 30, Arizona Attorney General Mark Brnovich’s office issued an opinion stating that parts of Paradise Valley’s ordinance violated the state preemption law. Specifically, a ban on “social gatherings” at short-term rentals violated the law. Additionally, certain registration requirements and fines were in violation. The attorney general’s office also found that Paradise Valley could not require an STR owner to meet in person with guests and verbally describe all rules and regulations before occupancy. The town also did not have the authority to levy fines on online lodging marketplaces.

The attorney general’s office investigated the ordinance under a 2016 law that allows state lawmakers to initiate a review when they believe a local government has violated state law. If the attorney general finds a violation, the local government risks losing its share of state income tax revenue if the violation is not corrected. For Paradise Valley, that would equate to approximately $1.6 million, according to the Arizona Mirror.

Increasing penalties for repeat offenders

In 2019, the Legislature passed House Bill 2672 which gave cities some authority to fine STR operators for verified violations of local or state laws.

The bill was designed to target STR party houses and increased the penalty for each repeat offense within a 12-month period with a maximum penalty set at 50% of a vacation rental’s gross monthly revenue.

Senate Bill 1168 adds to that authority.

“There already were laws in place to get rid of bad actors (in the STR space), but Senate Bill 1168 really helps cities go after the bad actors,” said John Hildebrand, an AZRT board member, president of the Scottsdale Short-Term Rental Alliance, and owner of vacation rental property management firm Hilde Homes. “It also helps to protect neighbors who have had issues with bad hosts.”

The law allows cities to require a regulatory permit or license with a fee not to exceed the cost to issue the permit or license, or $250, whichever is less, but the permit or license must be issued or denied within seven business days.

Penalties for violations are capped at $500, or up to an amount equal to one night’s rent, for the first verified violation; $1,000 or up to two nights’ rent for the second violation, and $3,500 or three nights’ rent for the third and subsequent violation within a 12-month period.

A three-strike rule within the bill allows cities to suspend or revoke a license or permit for up to a year if an STR operator has three verified health and safety violations within a 12-month period. Cities can suspend or revoke a license of an STR operator after only one violation if the violation involves a felony, death, or housing a sex offender.

STRs also can be required to maintain liability insurance of at least $500,000 or offer each rental through an online lodging marketplace that provides equal or greater coverage.

Operators also can be required to provide contact information and permit/license numbers to all single-family residential properties adjacent to and diagonally opposite a short-term rental.

Operators also could be required to provide an emergency contact who is responsible for responding to complaints or emergencies in person if required by public safety personnel. 

What’s next?

Several cities with lively STR markets like Scottsdale, Phoenix, and Sedona are likely to act quickly to pass new ordinances under their new powers in SB 1168. However, their ordinances are expected to be relatively uniform with each other, thanks to the level of detail on the limits in the law.

“Ideally, this doesn’t have an impact on the good actors in the marketplace,” said Ashley Hodgini, a regional government affairs manager at Expedia Group. “It is designed to arm local jurisdictions with the ability to address bad behavior, and regulate the industry in such a way that protects property rights and preserves preemption, but also give cities a little bit more comfort that they can have recourse if issues develop, or concerns arise from neighbors.”

Photo courtesy Levi Meir Clancy