MI288: Experiencing Unique Stays w/ Ben Wolff

28 Aug 2023 · 55 min

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In short

The Intrinsic Value Podcast - Episode MI288: Experiencing Unique Stays w/ Ben Wolff

Podcast Overview

  • Title: The Intrinsic Value Podcast
  • Hosted by: Patrick Donley
  • Guest: Ben Wolff
  • Focus: Building a portfolio of "unique stays" in experiential hospitality real estate.
  • Context: Ben Wolff discusses his journey in the Airbnb and short-term rental (STR) market, sharing insights on entrepreneurship, risk management, team building, and the future of unique stays in the hospitality sector.

Episode Highlights

Introduction

  • Guest Background:
  • Ben Wolff, co-founder of a fund overseeing $65 million in experiential hospitality real estate.
  • CEO of StayOasi, focusing on unique stays like treehouses and container homes.

Key Insights

  1. The Future of Unique Stays
  2. Concept of Unique Stays:
  3. Defined as "one-of-one" or experiential stays.
  4. Modern travelers prefer unique experiences over standard hotel offerings.
  5. Market Trends:
  6. Increasing demand for high-design, Instagrammable accommodations.
  7. Travelers prioritize experiences that connect them to local cultures rather than uniform hotel amenities.
  1. Entry into the STR Market
  2. Initial Steps:
  3. Ben transitioned from a software sales job to managing Airbnb properties.
  4. Grew his company Blink Hospitality from 8 to 200 units in 18 months.
  5. Pandemic Challenges:
  6. Faced significant cancellations and adapted to long-term rentals during COVID-19.
  1. Development Strategies
  2. Finding Land:
  3. Focused on areas near Austin, Texas, where high-performing unique stays were located.
  4. Emphasized the importance of due diligence and understanding property restrictions.
  5. Raising Capital:
  6. Initially raised money from friends and family before establishing a more formal real estate fund.
  1. Design and Marketing
  2. Unique Property Designs:
  3. Developed properties like treehouses and custom-designed units.
  4. Collaborated with architects and designers for innovative concepts.
  5. Direct Marketing Efforts:
  6. Leveraged social media, particularly Instagram, to drive bookings and engage with audiences.
  7. Utilized influencer partnerships to create buzz around properties.
  1. Team Building and Management
  2. Creating a Strong Team:
  3. Focus on hiring A-players to foster a productive work environment.
  4. Managed a mix of local and offshore teams for operational efficiency.
  5. Leadership Philosophy:
  6. Emphasized the importance of vision and ensuring that team members align with broader goals.

Future Directions

  • Upcoming Projects:
  • Plans for a 28-unit development in Wimberley, Texas, featuring a mix of unique accommodations with stunning views.
  • A focus on sustainable practices and minimizing environmental impact through design.

Conclusion

  • Vision for Unique Stays Market:
  • Anticipates continued growth in the higher-end unique stays sector, with a push for more experiential offerings over traditional accommodations.
  • Contact Information:
  • Follow Ben on Twitter: [@UniqueStaysGuy](https://twitter.com/UniqueStaysGuy)
  • Visit StayOasi's [website](https://stayonera.com) for more information on properties.

Key Takeaways

  • Unique stays represent a significant shift in hospitality trends, catering to a growing demographic seeking personalized experiences.
  • Successful entrepreneurship requires adaptability, a strong team, and a willingness to learn from challenges, including setbacks like the pandemic.
  • Effective marketing through social media and influencer collaborations can substantially enhance visibility and booking rates for unique properties.

Recommended Reading

  • "How to Win Friends and Influence People" by Dale Carnegie - Influential in developing interpersonal skills and building relationships.
  • "The Everything Guide to House Hacking" by Robert Leonard - Relevant for those interested in maximizing real estate investments.

Additional Resources

  • Join the exclusive [TIP Mastermind Community](https://theinvestorspodcast.com/intrinsic-value-community) for discussions on investing and entrepreneurship.
  • Sign up for the free newsletter, [We Study Markets](https://theinvestorspodcast.com/newsletter).

---

This summary encapsulates the key elements of the podcast episode featuring Ben Wolff, offering insights into his entrepreneurial journey and the evolving landscape of unique stays in the hospitality industry.

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Transcript

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0:00You're listening to TIP. We wanted to try a bunch of stuff and really blow people away with unique units and the different options they had in terms of staying with us. Tent, treehouse, container home, dome. And part of it was just seeing what does the best. What's the easiest to manage? What's the biggest pain operationally? What's the most expensive, least expensive? Just thinking about all those things. Hey, everybody. In this week's episode, I got to sit down with Ben Wolf to chat about his strategy of building a unique stays portfolio. You'll also hear about how Ben first got involved in the Airbnb short-term rental market, how he went about his first unique stay development, how he thinks about taking on risk and making entrepreneurial moves, and how he's building out his team at Oneira.

0:49Ben is currently building and managing$65 million worth in experiential hospitality real estate, which includes tree houses, safari tents, and container homes through a real estate fund that he co-founded. He's the founder and CEO of Stay Oasis, which is his experiential hospitality management and growth firm. He's also the co-founder of Onara in Texas and the Spirit of Sophia in Palm Springs. Prior to getting involved in the unique stays market, Ben grew a short-term rental management company from 8 to 200 units in just 18 months. Be sure to give this episode a listen and also make sure to check out Ben's unique properties online.

1:26Without further delay, let's get into this week's episode with Ben Wolfe. You're listening to Millennial Investing by the Investors Podcast Network, where your hosts, Robert Leonard, Patrick Donnelly, and Kyle Greve interview successful entrepreneurs, business leaders, and investors to help educate and inspire the millennial generation.

1:56Hey, everybody. Welcome to the Millennial Investing Podcast. I'm your host today, Patrick Donnelly, and joining me today is Mr. Ben Wolf. Ben, welcome to the show. Thanks, Patrick. Really appreciate you having me on. I am happy to have you on today. Thank you for your time, first of all. So I wanted to get into Twitter a little bit. You're known as the Unique Stays guy. I wanted to hear a little bit about your thesis around Unique Stays. And just if you could kind of go into it and explain it to us in a little more detail, that would be great. Sure. I think Unique Stays, and we also call them one-of-one stays, experiential stays.

2:30There's a number of different ways we talk about it. Me and my team believe it's the way of the future. We don't think that the modern traveler today is interested in staying at a big box chain hotel that's the same room, whether you're in Thailand or Texas, right? That's not what they're looking for. They're looking for something that's more of a unique experience that inspires them, that really kind of draws them in and connects them also to the local vibe as well. So we just think this whole idea of experiential stays. And another aspect of that too, we don't think the modern traveler cares as much about, let's say, on-site staff, for example, or a check-in desk.

3:10There's things they don't care about and things they do. High design architecture, Instagrammable, creating a story and a vibe, something that's very unique and experiential. We think they care about all those things. like tech enablement is another one, but then things like having the same room no matter where they go and the exact same amenity stack and the same bed. And we don't think they care as much about those things or the turndown service or the check-in desk person or people like that. So we're really just trying to focus on what we think the modern traveler cares about and wants and sort of get rid of all the rest.

3:43I definitely want to get into the different projects that you've done because they're super fascinating. They look like they're from a cover of Dwell Magazine, but talk to me a little bit just about how the inspiration for all this came about. How did you get the passion to start to do this? So, I mean, I've always been interested in real estate. So there's always been that aspect to me. I actually found out, I forgot I had done this when I was a little kid. I did this dream home project when I was 10 or 11, basically working in an early version of CAD and creating this whole dream house. So I think it's been a bit in my blood and something I've just been interested in for a long time.

4:18Specifically, Unique Stays and Airbnb STR, I can tell you... So I had built up an Airbnb management portfolio. We had some units that we were doing lease arbitrage. I had some units that I was just doing third-party management for. I actually quit my software sales job in April of 2018 to build up that company full-time. And I built it from... We had a handful, eight to 10 units or something like that under management, most of which we controlled the lease for. And I built that up to a couple hundred units by the end of 2019. So scaled that, figured out how to build that operation, offshore call center in the Philippines, local ground teams that were third-party contractors in every market that we had really good relationships with.

5:05I was doing the revenue management myself with some help from the the Philippines offshore team as well. And then at some point in there, I got married and I realized I couldn't be on my phone dealing with guest BS at my wedding. So I hired my first GM and it's like the best, was the best thing I ever did. And, you know, recently did that at my new company, Yawasi as well. And it's always amazing to do that. So I started with short-term rental Airbnb management, grew that company through 2019. Was that the company called Blink? It was, yeah. Blink Hospitality. Yep. With my partner in that endeavor was John Cole.

5:41And then COVID hit. And ironically enough, we were actually in the Philippines having this like yay rah rah event with our offshore team. It was the first time we'd gone over there. We got this big villa. And I think while we were there, Trump closed the border from like Europe flying into the US and just halted travel. Almost all of our bookings got canceled overnight. I mean, it was like a movie. It was insane. Were you able to get back to the U S or how long did it take you? My, it's a sore subject of my wife. I don't want to, cause like when I was going over there, I was like, Oh, like there's like one case in the Philippines.

6:16It's fine. It's fine. And it wasn't fine. You know, after I got there, flew to Boracay, they like shut the border there. No, they closed the Manila airport. Like the day or two days after I flew to Boracay, which is this really nice island beach in the Philippines. So then me and my partner ended up flying to Bali and we were able to get out from there, but it was by the skin of my teeth and ill-advised. So we made it back, but all of our bookings got decimated and we just were trying to survive. We were just trying to get back to break even, fill units long-term, get out of leases. I think we were doing it the right way with landlords, which they were scared to because people weren't paying.

6:56So we were able to kind of come to some good kind of mutually beneficial situations where it's like, okay, charge us half rent for the next year, or we figured out how to make it work. But around that time, we also started thinking about what else can we do? What is actually working right now? And I had already been turned on to this whole idea of unique stays, glamping, alternative accommodations. I think that guy you were talking about earlier, Jesse, my partner and revenue manager now in Oasi, he had his compound out in Joshua Tree, had like a converted bus, an Airstream, converted garage. He had a plane that was no longer in service, but it was just kind of like an art sculpture on the property.

7:34And I had seen this and I saw the numbers he was doing and it was kind of pretty exciting. Me and my wife had done this RV trip around the Southwestern US and just reconnected with the great outdoors. And I feel like there was a lot of that going on, obviously that accelerated during COVID. So it all just pushed me in this direction of what became Oneira. So me and my partner, John, decided to raise a real estate fund. So not get out of just doing management and actually get into real estate investing. Initially, that was going to be more of a rental arbitrage fund with some kind of glamping mixed in.

8:10And then the glamping just started doing so well that we decided to do more and more of that and really just focus on unique stays with our fund. So yeah, that all kind of pushed me in the direction of building Onara. Started looking at land in the Texas Hill country and yeah, we can get into more of that, but that's kind of what pushed me in that direction. Did you wind blank down? You had what, 200 properties under management? Did you wind that down as you were starting up this new fund in Onara? We didn't wind it down and largely, I mean, thankfully I had built a team that allowed me to be much more passive at that point.

8:47So my GM was largely running that with our offshore Philippines team. I had not spoken to an irate guest since six months before my wedding, which was amazing. So yeah, that was pretty passive for me and I could focus all my energy on the fund and building up Oneira. So I wanted to hear about that first acquisition. You said it was in Texas Hill Country. Talk to us about that, how you located it, what kind of the parameters you were looking at for land acquisition. Yeah. So it sort of started with, I want to find a market within a few hours driving distance of where I live, ideally closer. It's my first big development project.

9:24I wanted to be able to be there often. I think at the time, I think my wife was pregnant or became pregnant sort of in the middle of my search. So I knew I wanted to be a little closer to home, but still be able to have eyes on the project. And I identified three markets really within like a couple hours of Austin that I was trying to find a market where these like studio or one bedroom units that were a little unique or very unique were doing these insane numbers, right? A zero or one bedroom couples unit was doing$100 ,000 a year or$150 ,000 a year or something like that. Those kind of numbers got me excited.

10:04And then also how cool was the unit? If the unit was just amazing, whatever, then it felt like they had optimized. But if the unit was kind of cool, but I thought I could do something even better and they were already doing$100 ,000 a year, I figured that there was additional revenue that I could create there. So that led me to Dripping Springs, Fredericksburg, and Wimberley. Fredericksburg was the highest performing one at the time. Actually, Fredericksburg and Wimberley were both neck and neck for the highest performing. I think we got one property actually under contract in Dripping Springs initially.

10:39We did due diligence on that. Probably spent 10 grand. Come to find out the deed restrictions wouldn't allow for it. So that was a good learning experience, right? I mean, I was new and very green to development. So I didn't and haven't made that mistake again. That's the first thing that we check and make sure of because owners will tell you whatever you want. Whatever they think will sell the place, they'll tell you. So you really got to do your own research. And then it just became, I saw this property in Fredericksburg I really liked, but the guy was asking at the time, probably two times what it was worth.

11:12You had it listed for in the mid sixes and it was probably worth$3.50 at most, maybe$4 on the super high end. And then two months later, I found a property two parcels down that was basically the same property, but it was 375. And it had this big kind of ditch through the middle of it, which made it kind of undesirable for a single family home or something like that, but allowed us to build units along the ditch. and long-term we might actually create like a little stream or something in there. But even as it is now, it's kind of a cool land feature. So we were kind of able to turn a negative into a positive there.

11:49Was it almost like in a floodplain? Oh, there was a considerable amount of it that was in a floodplain as well. And those units were, we planned as treehouse units. So we elevated them. They were going to be treehouse units anyway. So it really worked. And then the one thing I do want to say in terms of locking the place down, it's all about speed when it comes to that, right? I mean, Zillow, Realtor, off-market, on-market, whatever it is, maybe off-market, you have a little more time, but for something that's on the market, both my Fredericksburg property and Wimberley property, I got under contract the day after it hit the market.

12:25So when you get it under contract, are you putting any contingencies on it or are you, I mean, you've got to get some due diligence done. You can't just go into it. Yeah, usually, of course. Yeah, usually we'll get like a 10-day option period or something like that. With Wimberley, I actually was able to negotiate more. I mean, I'll ask for whatever I think I can get, right? If I think I can get a month, two months, and now I push more. We're more established. I can say everything we've gotten under contract, we've closed on that didn't have like deed restrictions or something that was unworkable.

12:56So that helps our case. So yeah, now I try to get 60, 90, something like that for a due diligence period. But usually you land somewhere in the 30 to 60 range. But my first property, I mean, I think it was 10 days, two weeks, something like that. So that first property, I'm fascinated by this. What was the acreage? Did you have a plan kind of drawn out or you're kind of limited to what the land offers, right? So it's not like you can have a plan ready to roll. So talk to us about that, just how you planned the project. We had some idea of unit types. We had that, and we actually, we had that Dripping Springs property that fell through.

13:32Part of that 10 grand was developing a site plan and thinking about unit types and all this kind of stuff, which a lot of that stuff doesn't transfer, but some of it does. Like unit types, for example, we could think about where they would fit on this new site. And just the process of working with the architect and designer I was working with was a lot quicker and more streamlined. He knew what I liked. I knew kind of how he was going to design things in the process. So that went quicker. But yeah, there's definitely an element of what is the land calling for? I could definitely speak to that more at Wimberley as well.

14:03I mean, Fredericksburg is very much this bespoke. We were trying a whole bunch of different stuff. We didn't really know what we were doing, right, in all honesty. But we wanted to try a bunch of stuff and really blow people away with unique units and the different options they had in terms of staying with us. Tent, treehouse, container home, dome. And part of it was just seeing what does the best, what's the easiest to manage, what's the biggest pain operationally, what's the most expensive, least expensive, just thinking about all those things. So you had raised money to do all this, right? You had started a fund at that point.

14:42And I just am interested in how you did the capital stack, how you found investors, things like that. Can Yeah. So it's a little more complicated than we just raised a fund. So this O 'Neill of Fredericksburg project and the whole landscape hotel glamping resort that I was going to do in the Texas Hill country, I actually just raised initially from friends and family. And then we decided we were going to raise a bigger, more legitimate real estate fund. And later on, we actually rolled that project into the fund. And that was great for the fund because we had a project that was six, eight months down the line, but we were only a few months away from completion and cash flow.

15:18So it was good for the fund. We were able to give those original investors a stake in the fund and also some interest, basically high interest for the time lost from when they put money into when we closed the fund. So that's how that piece worked. That was the equity. And then when it comes to the bank and lending, I called 20 local banks, maybe more, and I got 18 no's and one maybe and one yes. I mean, that's just like, it's just, I really feel like banking, I had some track record to show for that definitely helped, right? I had built up Blink. They loved that cashflow. Blink was a guarantor.

15:55So that was big. I mean, I didn't really have much in the way of assets to speak of. So me being a guarantor didn't mean that much. My partner, John had a little bit, still not a ton. I think Blink and the cashflow there was probably our biggest asset besides for just finding a commercial loan officer that really loved the product, believed in it, was like, I want to take my wife here. I mean, that's what it was, finding an advocate that was willing to go to bat for us and believe in the product at one of these local banks. So you hadn't had any development experience at that point. Did you have a model that when you approach this commercial loan officer, this is what we're modeling it after, this is what we're going to do, this is our vision?

16:34Because I can imagine it'd be hard to explain to a guy that's like not done glamping or not done a unique stay? We did. We definitely did. We had a nice package, a lot of pretty pictures, renderings, you know, from our suppliers that had these kind of out of the box units. We were able to show those. And then we were working with this custom tree house builder, Artistry. I love that name. It's Artist Tree, right? Yeah. So, and they have this very, you know, high-end, beautiful custom tree house, micro resort in Spicewood. They've actually had them for years now. And we were able to use some of those units as comps.

17:12And also it lent credibility to us as well. Like, hey, the guys that are designing and building for us have already done this. These are their units. They helped put together the package for us, designed Monarch from scratch with my collaboration. Monarch was kind of a collaborative effort. Spygloss, they already actually had out of the box that's like an artistry unit. Let's take a quick break and hear from today's sponsors. Even Einstein had blind spots. That's why modern science is built on the idea of peer review. Investing may be more art than science, but that doesn't make peer feedback any less valuable.

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20:10To begin getting smarter about investing, just visit theinvestorspodcast.com slash get started with stocks. That's theinvestorspodcast.com slash get started with stocks. And for a limited time, you can use code stocks15 for a 15 % discount at checkout. All right, back to the show. Can I just want to stop you there? Let's take a step back because I really want to go into Spyglass and Monarch. Those are two really unique properties. I love them. I want to stay in Spyglass. But talk to us a little bit about Spyglass first. It's a super unique design. It's not just a box on stilts. No. So Monarch actually came first.

20:51And initially, Artistry wasn't really even offering up Spyglass. This was a product that they were going to basically try to do this rev share deal with developers. And I don't think that really panned out. And we ended up being the first Spyglass. And we were searching for another unit at some point along the line. I can't remember why, but we were searching for another unit and we all kind of agreed we wanted to do like a higher end, more luxury unit like Monarch. And they were like, hey, we have Spyglass. I think it would fit really well in this part of the site, you know, where it is in the canopy kind of perched up and kind of focusing into a group of trees.

21:28It just feels super private. And I was like, I mean, it fits, it works. I loved the curved nature. I feel like that's very unique. I think that's very attractive. It's got this kind of minimalistic elegance to it, right? It's like a very elegant shape, especially the interior shot. One thing that I found later with Spyglass, actually, you know, differing from Monarch, it's really photogenic from the interior. You're able to get this shot straight through the unit with the hot tub out on the back. And it really just photographs really well from the interior. The exterior is actually more of a challenge with Spyglass.

22:03And Monarch's the reverse. So Monarch is harder to get that straight through shot. The layout is a little more awkward for that. But the exterior just sings and sells it. So future sites are actually trying to find a unit that's got the best of both. But with Monarch, less so with Spyglass because they already had it out of the box. It's very much a collaborative approach, right? Like, you know, I'll have an idea with architects and designers in general. Artistry before, and we work with this guy, Adam Gates now, and he's got a team in Barcelona as well. And, you know, they, I have an idea, they have an idea, we riff on it, you know, it evolves, right?

22:40And we try to create the situation where the best idea wins, right? It's this collaborative approach as opposed to like, you know, I'm the architect and all this ego wrapped into my design. So I really try to find architects and designers that are interested in collaboration and sort of ego-less in the sense of let's look the best design win, the most attractive, interesting design. So for our listeners that want to take a look at Spyglass or Monarch, how can they take a look? So you can go to our website, stayonera.com, S-T-A-Y-O-N-E-R-A.com. And then same spelling, stayonera, at stayonera is our Instagram.

23:18So you can check us out on Instagram as well. We're really, as I'm sure you've seen, focusing a lot on our content machine on Instagram. So originally when Onera opened, I was just listed on Airbnb. That was kind of my bread and butter. That's what I knew how to do. And we were having amazing results on Airbnb. And we actually had our first influencer found me on Airbnb, found us, stay on Aira, and was just incessantly messaging us, right? Like, let me stay, let me do this post. And I wanted to do direct bookings and set an Instagram up, but it was kind of on the back burner. What is the cut that Airbnb takes?

23:57So they take 3 % from the host, but then they're charging the guest like 12%. So net effective, it's like 15. So it's pretty considerable, similar to a lot of the other ones. Vrbo is even a little less, I think, all in. Booking.com is the same or more. So it's considerable. And I just didn't realize the power and to some extent, the ease of building this direct booking engine through social if you have a highly Instagrammable unique products, right? So you need the product that fits the platform in that marketing strategy. like if we just had run-of-the-mill townhomes or you know basic apartments then I mean there's almost nothing you can do right you need a unique product that's going to sell that way so this influencer kept hitting me up and it was kind of this thing I was like yeah whatever yeah whatever and I think it made her like want it more right like I want to be the first person to showcase this product this new project in central Texas that's super unique so finally I said yes and she was super helpful and super valuable she didn't charge me anything because I was not willing to do that at that time.

Read the full transcript

24:57Now I'm open to that and we've had her back and are happy to pay her because we know the value that's generated. But first time around, was not willing to do that. We just did a comp stay, right? She got to stay. She got loads of content. We did a giveaway with her via Instagram. And that's like right when I got the initial Instagram engine going. So got our Instagram page up. I was doing it myself. Didn't really know what I was doing, was just posting photos that we had. And we had good photos. We've since moved to really focusing on video because that has a way better chance of going viral. But at the time, just posting photos, she did a giveaway.

25:35We probably picked up, I don't know, 5 ,000 to 8 ,000 followers just from her giveaway. And in that first month, we did 10 ,000 indirect bookings with one of her posts. And then the following month, we did like, I think it was like 30 ,000 in direct bookings, also largely tied to another post that she did. So, I mean, the returns were just unbelievable, right? For giving up one comp night, which maybe the expected value on that night is, you know, 200 bucks or 250 bucks, some random weeknight in February, right? So at that point, it sounded like Instagram came first. You're now on Twitter. That's where you and I connected.

26:13Talk to us a little bit about just your social media strategy. We had mentioned Isaac French and he does a fantastic job in marketing. What's his place called? Live Oaks? Live Oak Lake. Live Oak Lake. Yeah. So talk to us a little bit more about just your strategy in general and how you're going about creating the content, creating the videos, creating Instagrammable moments that you can put out there. So we tried to outsource this stuff. Okay. We tried a number of agencies, both for my Twitter, for LinkedIn, for Onara's Instagram, Spirit of Sophia's Instagram. And we've just found that no one's going to do it like us, right?

26:50I mean, there's an element of that, which I wish there was an agency that I knew of that we could hire that would take it off our plate, but it has forced us to build this amazing internal team. So we have producers, editors, people that help with storyboarding, we have obviously copywriters and shooters. We have this whole team, some of which contract, some of which full-time. And how we're able to perform relative to when I was just goofing around myself and then even when we had the agency, it's remarkable the difference when we really focus on creating this highly engaging, well-thought-out, with strong hooks videos that you know, have subtlety and nuance to them and really like evoke emotion from our audience and inspire our audience to book.

27:39And you're getting these guests that are inspired. So they're willing to pay more, right? They're less price sensitive. And they're also, you know, we're cutting out the OTA fees. There's no booking platform fees. Say, explain what OTA fees are. Online travel agency. So that's Airbnb, booking.com, any of these, you know, we just call those OTA fees. So what Airbnb is charging 12 % to the guests and 3 % to the host. We're able to capture, let's say 80, 90 % of that margin. We try to create price parity on our website and Airbnb. We'll shave a percentage or two off on the website, but generally website bookings are getting driven from Instagram.

28:19And ironically enough, that audience is willing to pay more than Airbnb. Airbnb a lot of times is price shopping. Some of those guests are aspirational and just want the most unique, exciting stay, but they're comparing them against a bunch of other stays. Somebody goes to our Instagram page and then goes directly to our website. They're only comparing us to us. So talk to me about the staff at Onara. How are you guys managing all this? You mentioned a little bit about the online media, social media stuff, but talk to us more broadly in terms of the staff that you have there. Yeah, of course. So we have an onsite manager at Onara who's amazing.

28:56He actually, he worked at under canvas at one point. So he's got quite a bit of experience in this space. And yeah, he handles any like on the ground issues that we need. Then I have an offshore team in the Philippines. And I now have a dedicated team just for Onara. So there's a, I mean, that's not true. Onara, Spira, Sophia, and a few of our other like higher end homes. So more of the sort of higher end product line that we have. I have a dedicated team of five folks that are really just kind of cream of the crop. In the Philippines? In the Philippines. And we have a very robust hiring process to make sure that we're really getting the cream of the crop.

29:32And it's proven out. Are you using an agency to find overseas talent? Or how do you go about doing that? So I used to do it all myself through Upwork. And then I had my GM and other members of my team recruiting via Upwork as well. Upwork's gotten very crowded and competitive. It's harder and harder to attract talent and identify talent at decent rates. so went on a limb and saw I think Nick Huber posted about Support Shepherd his company that helps source folks from over there and we ended up working with them so our last hire we did through Support Shepherd the other members of the team were all through Upwork or referrals I've had a lot of luck with referrals so if I find one good person on Upwork they'll you know refer other people that they've worked with in other jobs or you know folks that they know are good but yeah our latest hire is from Support Shepherd and she's awesome she's she's really great.

30:24I will say, so they have a great policy where if you're not happy with your hire, they'll go out and find another one. And we had this scenario where we have this robust interviewing process, four interviews or something, did a bunch of tests. And this girl interviewed great. And we thought she was going to be fantastic. I was super excited about her. And on day one, it was just very clear that she wasn't a team player from the manager of that team was like, I'm sorry, she's not flexible with her schedule. She's basically just telling me how it's going to go. And I've learned over the years, hire slow, fire, fast.

31:01If we made a mistake and she interviewed well and it wasn't going to work out, just cut her loose right away. So that's what we did. We told Support Shepard, they got us another number of candidates. And within a month, we had another rock star who has proven out to be great. I think Nick is, I think he hired his first three people from Support Shepard and they were all fantastic. And I've got an episode with Nick coming out next week, actually. And he goes into all the different companies that he's up to lately. So he's got a lot going on. So I wanted to backtrack a little bit and talk about some of your career steps.

31:34You've had a really interesting career progression. And it seems like you're not afraid to make a 90-degree return, do something completely outside of the box. For somebody like that's early in their career, I just wanted to hear how you go about kind of pursuing a dream or pursuing what maybe could be called a calling. There's a lot of people that are probably just stuck in. I think I heard a stat yesterday that 80 % of people just don't like their careers, don't like their jobs. So can you talk a little bit about how you've gone about finding work that's right for you, pursuing and having the confidence to pursue the things that you've done?

32:09Yeah, happy to. I talk to my wife about this sometimes. It's like, I think I have this view, I'm willing to take risks clearly. And part of my philosophy is worst case scenario, I'll go get a job. I feel like I'm employable. I've been able to get jobs before. And I believe that if I fall flat on my face, I can go get a job. I think about worst case scenario and the worst case what'll happen is I'll get a job, I'll do well in it for a few years, and then I'll get the itch, and I'll try and start something else, right? That's just part of my makeup, right? I'm going to be restless if I'm working for somebody else for too long.

32:47And I think that having that perspective, and look, I've gotten my butt handed to me a few times. So I know what that's like. I know what it's like to fall flat on my face. And I've developed a bit of resilience, which I think helps to alleviate some of that fear that might be associated with getting stuck a job. And look, when it comes to a calling, if you would have asked me that three years ago, I would have said, I don't, I mean, I might not have been honest about it, but I didn't feel like what I was doing was my calling. I didn't think Airbnb management and building up this, you know, lease arbitrage company, like it wasn't my calling, but it made good money and I was scaling the operation and it was kind of interesting, interesting enough.

33:27And I thought that over the course, maybe I would find something that was more of my calling and that ended up happening, with Onara. I do certainly believe that unique stays, providing a one-of-a-kind experience, I have found something that I truly love. And I am so grateful for that because there was a long time I was like, I don't know if I'm ever going to find that, which I think most people feel. I definitely was there. And I also, there was a lot of time I knew I wanted to be an entrepreneur and start my own thing, but I didn't think I was creative enough. I mean, this limiting belief, I'm a good executor.

33:59I'm really good at having a sense of urgency and pushing things forward. and kind of being responsible for a wide set of functions and whatnot and developing people and all that. But I didn't think I was creative enough. But I did think that I could stop talent and I could stop what is interesting and help refine it and make it even better. And that's kind of what I've done with Onara and future developments, right? I work with creatives. So I have architects and designers and all these folks that I collaborate with in order to create these amazing spaces. And then again, it's about not being afraid to ask a bank for millions of dollars to build tree houses or it's just, you really have to get past that idea and really that fear.

34:43Did you have any books or podcasts or mentors early on that have influenced you during this course of your entrepreneurial life? So my dad gave me and I read super early how to win friends and influence people. I don't remember like specific chapters or anything like that, but I do remember, and I was like a teenager, I think. I do think it started me on this quest of learning how to work well with others, right? And to persuade people and, you know, be likable, I think is important. And I think kind of parlayed into charisma and being also being genuine. I I think that's an element, like a genuineness and being able to establish trust is something that is a big part of who I am.

35:30And I'm able to leverage that. I mean, not even consciously, but just subconsciously. I'm able to leverage that into building relationships really quickly, getting a bank to trust me that I'm going to build this$5 million micro treehouse resort and it's going to do super well. So yeah, I think that book really helped get me on the path. In terms of people, I mean, certainly Jesse, my partner and co-founder now, I mean, I used to work for him. So he got me into the whole Airbnb game, right? He had an Airbnb short-term rental management company called Sense Day back in like, I think they started around maybe 2012, 2013, something like that.

36:05And I worked for him in 2014, helped do some business development, helped to launch a boutique hotel that they had purchased in San Francisco. he saw potential in me early. I mean, I was in my mid twenties, right? He was, you know, late thirties CEO, founder of, of this company. And we always stayed in touch and, and, you know, remained friends and did some trips together and stuff like that. And I always, first of all, he kind of got me into this Airbnb space in general. And then I think I mentioned he had this compound in Joshua tree that got my, my wheels kind of turning around unique stays and glamping and all the rest.

36:40But, you know, it's funny you talk to him, he'll tell you that like, I kind of took what he was doing and took it to the nth degree, right? He had a converted bus and a garage and all this stuff. And then I went and created Monarch, right? It was like 10 steps removed from what he was doing. But then he came to Onara and saw what I was doing and was just like, man, your biggest mistake was you didn't do more, right? You didn't build more. I was kind of joking, right? I mean, I was limited from a resource standpoint, but yeah. And then, I mean, he's the best that I know and the best that a lot of really credible folks in our space know for revenue management, pricing optimization.

37:15He's a math and expected value whiz. And I knew how much value that was going to bring to our business. So I paid a lot in equity and salary to get him on board. And he's one of the best I know at getting up to speed on something really quickly. So going zero to 85, 90, and then becoming the best at something. He's really good and process oriented when it comes to that. And he's actually the one driving and sort of leading a lot of the engine of our social team right now. And I know he's already gone from our best performing video reel without collaborators was probably like 10 ,000 views or something.

37:52And now we have multiple videos with 250 ,000 views and we've only been doing it for a couple months. So he's just, if I can let him kind of go off and figure stuff out and I handle everything else and help build the team and lead the vision, have this big vision that we're driving towards and allow him to innovate. It's a really good balanced setup we have. Let's take a quick break and hear from today's sponsors. Hey, it's Sean O'Malley, just popping in with a quick message. If you like this podcast, well, I've got great news for you. We've got a handful of other shows for you to explore, from learning about Bitcoin to embracing a richer, wiser, happier lifestyle.

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41:36That's theinvestorspodcast.com slash TIP-finance. All right, back to the show. I wanted to hear what part of all this you enjoy the most, like the visioning strategy part of it, the architectural part of creating the actual properties themselves, managing the staff, building the company. What part of it are you enjoying the most? So there is something about development that's really special to me. Seeing a piece of raw dirt, you know, land and being able to envision what that can become and then turning it into that thing is very exciting to me and empowering. And it's just super cool. And the various stages along the way, right?

42:19So like finding that perfect piece of land that I go and I'm like, this is it. I've seen 20 other places. I'm depressed that I'm not going to find the one and then I find the one. And I just know that's super exciting. And then the initial concepting, right? Like walking the site with architects and designers and figuring out what we're going to do, letting the land speak to us a little bit, like what makes sense where, and then iterating on the concept. So then it's like concept deck. Oh, wow. This is the site plan. These are the kind of units that we're actually going to do. They're going to blow people away.

42:53And then it's the like clearing, okay, this is where the units are going to go. This was just like a forest. Now I can start to see where they're going to go. And then it's, you know, ground up. The utilities and infrastructure isn't all that exciting to me, right? But once we're ground up and, you know, can actually see the unit where it's going and then the finished products, I mean, it's, there's not much like it. And then, so the development side, on the other side of things, I mean, look, I love building the organization that we have and really trying to only attract top tier talent. Because one thing that I've found is that the best way to piss off an A player is surround them with C players, right?

43:30So really trying to make sure we only have A players around us, which is really hard. It's super easy to get discouraged and be like, I'm not going to find the right person. Let's just fill the gap with whoever we need to. And it's just, you're doing yourself and your team a disservice. So trying to craft the organization, our mission values and really development of people internally. That's exciting to me too and continuing to improve that. You've got a project underway now. Can you talk about that? I think it's 28 units. It's kind of a mix. I wanted to hear more about your next project that you guys are up to.

44:04I can. Yeah. And this was really the property I was talking about when I said, this is it. When I saw the land, I mean, O 'Neara Fredericksburg, I loved. It's half a mile from Main Street. It's in this little forest that looks off the beaten path. It's on a creek that's really beautiful and nice and serene. But the Onero-Wimberley property is breathtaking. I mean, it's perched on top of a hill a couple miles from Wimberley Square, which is a really cool, vibey, kind of hippy-dippy nature-focused town in Central Texas. Really cool views. They have a lot of water features like Blue Hole, Jacob's Well.

44:40There's a number of these kind of water feature, natural water feature attractions. And Cypress Creek runs through the main town of Wimberley. You have all these restaurants and stuff on this creek with cypress trees that are massive and hundreds of years old. It's super cool and not something you would think would be in Texas, but it is and it's super cool. So found this piece of land that just has these views that go on for, I mean, I have to find out the exact number because I just throw stuff out there, but it's got to be 100 miles, right? They go on for a long time and there's a lot of topography change.

45:12So it just creates a lot of drama with the view as well. And they're west facing. So you get these incredible sunsets on top of it. So I mean, I saw this land. I was actually with my wife who was pregnant, my mother-in-law. Like I said, I got under contract the next day, got close with the owners, found out they were selling this five acre parcel up top and they own 14 acres down below and found out they were kind of interested in maybe selling that. and figured out a way to pull that away as well and get a better price per acre actually on the whole thing by buying the whole kit and caboodle and doing a much bigger project than I thought I was going to do.

45:50I thought we were going to do 10 units on that little five-acre parcel. And it turns out we're doing 28 units on a 20-acre parcel within a vent barn and this beautiful infinity edge pool and all facing these killer views. And the five-acre top parcel, with some of the best views. We're doing very similar units to Spyglass. They're a little bigger, bigger decks on the end, but still hot tip on the end, that kind of tubular shape and kind of poking out from the side of the hill with all these trees interspersed. So it's a really good unit for the land there because there's not a ton of land. So we needed narrow units and we also had to figure out how to create privacy with those kind of narrow shooted units.

46:33So the spyglass or similar unit made a lot of sense. And then down below, we have a new unit type that we're calling the greenhouse, which is kind of similar to Walnut. If you've seen that on the Onera site, it's kind of similar to a container home, but it's not a container home, a box. And it just has these floor to ceiling, massive windows in the front, tons of glass facing this amazing view, generous deck out that window and sliding doors with a hot tub, all facing this view. And then there's a vegetated rooftop deck on the top of the unit. So it kind of blends into the hillside is the goal, right?

47:08We're going to have this natural kind of prairie grass and various native Texas grasses that are going to grow on the roof. I think, who's the treehouse guy, Pete? Do you know the treehouse master? Do you know that show? I do know the show. I don't know the guy's name. I'm blanking on his name, but he had a project, a treehouse that he did with a live living roof that look pretty fun to do with the watering system up there and everything. We're going to, so water is a big issue in Central Texas. So we're really trying to be very conscious, doing native as much as possible and trying to minimize the irrigation requirements that we're going to need.

47:44Is artistry involved in this one? They are involved in this one. They helped a lot of the concepting and initial. And we have some other local architects. They're really more so in California these days. So we're working with some more local architects on the stage that we're at now, which is really like construction administration and more of the brass tacks of getting the thing built. And it's cool. I mean, foundations are poured. We're getting framed up. I mean, you can see what this thing's going to be. Are you posting this stuff on Twitter? Not yet, but we will be. We will be posting it on Twitter.

48:17I actually have our new lead producer, who's also a videographer, is coming to Central Texas next week. And we're going to do a few hours out there and we're going to shoot. Yeah, absolutely. I mean, I think there's so many people on real estate Twitter that would be fascinated by this and love to follow the progress. I had Antonia Botero on. Botero, she's out in Park City, Utah. I don't know if you follow her on Twitter. She's great. But she's building her dream house out in Park City and just documenting the whole thing on Twitter and it's just fun to follow her, like the stages of it. And I think something similar with this in Wimberley would be awesome too.

48:54Yeah, totally agree. I mean, we've been talking about it and it's just a matter of like getting out there, shooting and putting it out. So talk to me a little bit more. You've also got a place in Palm Springs called the Spirit of Sophia. Talk to us about that project, what that was like to do. Sure. So Spirit of Sophia is another asset in the real estate fund that I raised with John. And the whole idea around Spirit of Sophia is boutique hotel renovation. So we bought an existing boutique hotel that was kind of vanilla, right? I mean, everything was white. It was kind of Spanish revival, Mediterranean style.

49:33It had pretty good bones, but there wasn't a whole lot of pizzazz, right? And we basically just tried to go as vibey, Instagrammable, and fun as we possibly could with that property. And I will say too, I hired a great designer who actually works on our social team now as well. And Jesse was living out in Southern California. So he was helping a lot with that project as well. And thankfully, Onara, I was involved in every little step along the way. Thankfully with Spirit of Sophia, I was able to have my team really bring that to life and just be kind of a checkpoint along the way, which was really awesome thinking about how we scale this, like how we do more of these projects and really churn them out.

50:16So yeah, the idea with Spirit of Sophia was how do we bring it to life? And also it's a 23 bedroom, but there's two sides. So there's an 11 bedroom side and a 12 bedroom side. So you can rent it as like a big group. And then we also thought we could rent individual rooms as well. Came to find out that renting to the big groups was the more profitable and a higher margin and less operational headache than doing 11 individual check-ins and check-outs, different guests. So we leaned into that and we really targeted the amenity stack around that. We turned the lobby into more of a dining room kitchen.

50:53We turned what was the spa into a three-bedroom villa with a living room. we created these beautiful outdoor dining spaces and this big green turf area, which is super Instagrammable with like this cozy nook with a bunch of mirrors in the back and just tried to make it as attractive from a design standpoint and really like fun and as we could. We call it the Palm Springiest experience in all of Palm Springs, right? Then that's kind of like our running joke, right? We just tried to lean into the rainbows and the, you know, the turf and the twinkle lights and, you know, all this kind of stuff. And it has this beautiful backdrop of the mountains.

51:31So you get these amazing photos, but you're right in the heart of Palm Springs, which is part of the beauty of Palm Springs, right? It's that you have this beautiful mid-century architecture. You have these amazing mountains behind you. And you also have these like cool hip shops and restaurants and all this fun things to do right downtown. And golf courses all around. And golf courses. Right. Yes. So like an average day, is your most of your focus on Wimberley right now? Or are you thinking bigger picture? Like what's the next project? Where are we headed with this? Talk to us just about an average day for you.

52:03Yeah. So I'm definitely managing a lot of things, but I have really, really good people around me. I feel as well supported as I ever have in my career. And some of that comes down to, I'm not willing to skimp right on the people that I hire. I will pay more for better people. My GC today, I know he's a little more expensive. I mean, he's more expensive than the first GC that I hired, but the first GC that I hired came in 50 % over budget. And I know my guy now is going to give me a number that he's going to hit or come under. And I trust him to the nth degree. We have a weekly meeting out there.

52:36He brings stuff to me that he needs to, but I don't have to micromanage him at all. I know he's going to figure it out. So as much as I can trying to put people like that around me, my partner, Jesse, that I mentioned, he's sort of leading and helping build this social machine and checking in with me along the way. I mean, right now we're building this new department. So we're talking more than usual, hour, hour and a half a day, in a lot of cases, trying to figure out the best path forward and how we're going to roll this out. But sorry, when we're not building up a new department, we may only talk 20, 30 minutes a day.

53:10That new department is social media related? Exactly. Yeah. Social media. So content creation, working with influencers and collaborators. So continuing to build that network and recruit them and manage them and all that. And then just the social media management, right? Posting and captions and community engagement, all that kind of stuff. So yeah, we're doing that for ourselves, honing it for ourselves. We do have third-party clients already. And we are at the stage where we can really bring on additional third party clients and we think blow it out of the water for them, really perform. And that kind of gets into this full service revenue management approach that we're taking.

53:48So it's this like holistic revenue management approach and revenue growth approach. So it's pricing optimization, guest experience and customer service. And then you layer social on top of that. And the content creation, engaging videos that have the chance to go viral, and then social media influencers to help grow the audience. It's this perfect storm of, I mean, we can bump you from where you're at 10, 15, 20, 25%, sometimes more. And we try to only work with third-party clients that are willing to invest in their products, right? Like they want to be one of one in their market. They're willing to invest in that.

54:28We don't want to work with clients that are like skimping and trying to cut corners and offer like a value product because it doesn't serve us. It doesn't serve them. It's not best suited for social and it's not best suited for our model. So are you doing active outreach then for these third-party people or are they approaching you? Right now they're approaching us. It's all inbound. And we started it talks about, I have my hands full with Onera Wimberly, Onera Fredericksburg, kind of continuing to build out this team, work with my various departments and make sure the machine is sort of running the way it should be, building out systems and processes so we can scale.

55:03We've done a lot of that. So we're definitely able to bring on a number of quality targeted clients, but we're not quite at the point of like, I want to do a bunch of outbound. And I just believe in this strategy of pull a little more than push, right? If what I say resonates with people and the type of products we have resonates with people, I'm hoping that will attract, and so far it has, attract like-minded folks that want to deliver a higher-end, unique one-of-one experience. I'm not getting a lot of people that are like, oh, I'm throwing up tents in the backyard. Will you help me price them?

55:36It's not really the audience. I mean, I talk a lot about spend more to make more, not how to cost cut. So where do you see the unique stays market going in the next three to five, 10 years? So I definitely believe that there's still room in this kind of higher end piece of the market. I think there's some more inventory coming out there, but the space is kind of glutted with this mid-tier products, right? Most of the big brands are, in my opinion, mid-tier, AutoCamp, UnderCanvas, Getaway is even more of a value product. So I still think there's a lot of room on that top tier. And I think people are willing to pay.

56:14I mean, we've seen that, Our top performing units cost us more, but it's paying for itself in less than a year, the additional cost. So it just makes sense to spend more and do it higher end and better. I also think that, as I said earlier, if you're a traveler and you have the option to stay at a four-star, maybe even a five-star chain hotel or stay at this one-of-a-kind tree house at Oneira. Yeah, you have to go off property to eat dinner, but maybe you like that anyway. I just think that people are going to choose that option that's more experiential. You feel like you're getting so much more for your money in a different way than a traditional hotel.

56:56I love hearing about these stories. This is really great stuff that you're up to. And I really admire all that you've created so far and looking forward to seeing what's on your future horizon. Thank you, Patrick. Appreciate it. Loved chopping it up. Hopefully you got some good stuff. Yeah, this is great, Ben. So for our listeners that just wanted to learn more about you, learn more about Onera, get in contact with you, what's the best way for them to do that? Yeah. So you follow me on Twitter at UniqueStaysGuy. Feel free to follow me. You'll hear me talk on about a lot of the stuff that we started to touch on in this podcast.

57:28Welcome to DM me as well. You can find me on LinkedIn, just search Ben Wolf Onera. I should pop right up and you can reach out to me that way as well. And certainly follow us at StayOnera, at Spirit of Sophia on Instagram. I think we're pumping out some really cool stuff. And if you want to come stay with us here in the area, I think we offer a pretty one-of-a-kind experience. Absolutely. I'll put show notes to all the websites and everything so people can find that easily. Ben, thanks a lot for your time. I really appreciate it. Thank you. Appreciate it. Okay, folks, that's all I had for today's episode.

58:00I hope you enjoyed the show and I'll see you back here real soon. Thank you for listening to TIP. Make sure to subscribe to We Study Billionaires by the Investors Podcast Network. Every Wednesday, we teach you about Bitcoin. And every Saturday, we study billionaires and the financial markets. To access our show notes, transcripts or courses, go to theinvestorspodcast.com. This show is for entertainment purposes only. Before making any decision, consult a professional. This show is copyrighted by the Investors Podcast Network. Written permission must be granted before syndication or rebroadcasting.

From the publisher

Patrick Donley (@JPatrickDonley) sits down with Ben Wolff to discuss his strategy of building a “unique stays” portfolio. You’ll also hear about how Ben first got involved in the Airbnb/STR market, how he went about his first unique stay development, how he thinks about taking on risk and making entrepreneurial moves, and how he is building his team at Onera.
Ben co-founded a fund overseeing $65 million in experiential hospitality real estate, featuring treehouses, safari tents, and container homes. He's the CEO of StayOasi, an experiential hospitality management firm, and played a key role in developing StayOasi properties like Onera and Spirit of Sophia.

IN THIS EPISODE, YOU’LL LEARN:
00:00 - Intro
02:10 - Why Ben feels “unique stays” are the way of the future.
03:43 - How Ben first got involved in the Airbnb STR market.
06:02 - How he handled the fallout from the pandemic.
08:59 - How he went about finding land for his first development.
14:34 - Ben’s strategy has been for raising money for his projects.
16:20 - How they went about finding great designs for the treehouses.
27:00 - How Ben went about building a direct booking engine through social media.
32:43 - How Ben thinks about making career decisions.
35:35 - What the books and people that have influenced his entrepreneurial career have been.
39:09 - How he has gone about building the team at Onera.
45:19 - What his new project in Texas is going to look like.
53:14 - What an average day looks like for Ben.
54:36 - Why Ben and his team are increasingly focused on content creation.
57:07 - Why he feels the higher-end unique stays market has much more room to grow.

*Disclaimer: Slight timestamp discrepancies may occur due to podcast platform differences.

BOOKS AND RESOURCES

Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Kyle and the other community members.

Sign up for TIP’s free newsletter, We Study Markets.

The Everything Guide to House Hacking by Robert Leonard.

Related episode: Listen to REI135: Unique Multi-Unit Airbnb/STR w/ Isaac French, or watch the video.

Related episode: Listen to REI192: Building an Empire w/ Nick Huber, or watch the video.

Related episode: Listen to REI170: Transforming Spaces w/ Antonia Botero, or watch the video.

How to Win Friends and Influence People by Dale Carnegie.

Stayonera.com to book.

Onera’s Instagram.

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Airbnb

Connect with Patrick: Twitter 
Connect with Ben: Instagram | Website
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