The Ryan Hanley Show - How to Buy Profitable Short-term Rentals
Episode Date: October 31, 2024Became a Master of the Close: https://masteroftheclose.com Short-term rental real estate mogul Avery Carl joins us to share her expertise on short-term rental investments and the pivotal role of ch...oosing the right location. Connect with Avery Carl Instagram: https://www.instagram.com/theshorttermshop/ Website: https://theshorttermshop.com/ Sponsors: Get a FREE trial of unlimited access and an additional 20% discount on Shortform through my special link: https://shortform.com/ryanhanley Take your podcasting journey to new heights. Get booked on high-influence podcasts with That 1 Agency: https://bit.ly/that1podcasttour Episodes You Might Enjoy: From $2 Million Loss to World-Class Entrepreneur: https://lnk.to/delk From One Man Shop to $200M in Revenue: https://lnk.to/tommymello Is Psilocybin the Gateway to Self-Mastery? https://lnk.to/80upZ9 Get in Touch: https://linktr.ee/ryan_hanley With a portfolio boasting 250 rental properties, Avery emphasizes the significance of understanding tourist desires and selecting appreciating markets, such as East Nashville, to achieve success. Her transition from the music industry to real estate is a testament to resilience and innovation, offering listeners an inspiring narrative of pursuing passion-driven careers. We explore Avery's personal journey from a struggling career during the 2009 economic downturn to building a fulfilling life through entrepreneurship. Her story highlights the challenges of traditional employment and the value of designing a lifestyle that aligns with personal and family goals. By focusing on strengths and finding like-minded partners, Avery demonstrates how unconventional paths can lead to both personal and professional fulfillment. The episode also delves into strategic approaches for navigating today's real estate market. Despite high interest rates and a housing shortage, Avery provides valuable insights into investing in short-term rentals in established vacation hotspots, managing properties remotely, and understanding market trends. This episode is packed with practical advice and inspiring stories for anyone looking to thrive in the lucrative world of real estate.
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was planning to hold it forever. Guy across the street let his property completely fall apart.
It's condemned by the city, full of people in there doing drugs, squatting, all these things.
Now people don't feel safe in my property. And I ended up having to sell it for a loss because
that real estate is not desirable. It's not growing. So there's not a lot of appreciation.
So when you're looking at short term, you want to make sure that you're buying desirable real
estate in terms of there's a lot of tourism that comes there, beach markets, mountain markets, national park markets, places like that. But make sure more
than anything that you understand as a tourist who goes there, what it is that tourists want
when they go there, where they want to be, what they're trying to do so that you make sure you
buy in the right location. The location is almost more important than the property itself.
Let's go. Yeah, make it look, make it look, make it look easy.
The Ryan Hanley Show shares the original ideas, habits, and mindsets of world-class original thinkers you can use to produce extraordinary results in your life and business.
This is the way. Hello, everyone, and welcome back to the show. We have a tremendous conversation for you today
with Avery Carl. Avery is the founder with her husband of The Short Term Shop where she
teaches her clients how to buy short-term rentals. She also has 250 rentals herself, as well as being the top brokerage in EXP.
We talk about her mindset, how she was driven out of the music industry to start this short-term rental business,
what that mindset was that allowed her to give away or stop pursuing her passion, which was music,
and find her career, which was short-term rentals,
as well as how you actually buy short-term rentals successfully. Avery is a wealth of
knowledge. This conversation goes from mindset to tactics very quickly. And when you get to the
tactics section, I promise you guys, if you're into short-term rentals, if you're looking to
invest in real estate or property, this is a conversation you do not want to miss.
Before we get to Avery, I just want to mention again, Master of the Clothes.
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bulletproof. Go to masteroftheclothes.com today. Avery, it's awesome to have you on the show.
Thanks for making the time for us. Yeah, thank you so much for having me on.
Yeah. So I tried having a rental property very early in my life. I didn't know anything about business, anything about rentals or property,
and made like a million mistakes and ultimately got so frustrated with the experience that I sold it.
Now, 15 years later, at least in a small part, I regret that decision.
But what attracted you to real estate to begin
with? So I know short-term rentals is where you're at, but you also sell a lot of real estate. What
is it about property real estate that just attracted you to it? Well, I've got 250 rentals,
so I'm happy to answer any of your questions on any of that.
But the reason that I started it, my husband and I started investing in real estate was because when we first got married, I had what I thought was my dream job.
It was not. We had a little bit of money, maybe like eight or nine thousand dollars saved up.
And we're like, OK, we've you know, we've gotten ahead a little bit,
we've got some money saved. So what do we do with this? Like, what do we invest in? We don't know
how to pick stocks, like apparently, you're not supposed to pick like individual stocks,
we need somebody to tell us what to do here. So we went to there was an Edward Jones financial
planning office in the same building as my corporate job. And so we went in there, met with
a financial planner, we were all excited, because we felt like we'd finally, you know, gotten ahead a little bit. And she basically
told us we didn't have enough money for her to bother with. And so, you know, we walked out like
wind totally let out of our sails. I don't remember, but I would guess we went to the bar.
And we're like, well, now what do we do? We want to figure out how to be smart about this and not
just have this sitting in the bank or maybe we need to save up some more like but we wanted to
do something now and so we had recently moved from New York City to Nashville and that was back
before Nashville like jumped the shark entirely it was back when Nashville was still cool.
Sorry, people who are moving to Nashville.
When it was still really cheap, this was back in 2012.
Yeah, 2012.
And our real estate agent at the time was trying to get us to buy something in East Nashville,
which was like the hipster part of town that was appreciating really quickly.
People's houses were worth $100,000 more
two years after they bought them.
And our agent was like, you need to buy here
because you'll get so much equity so quickly.
And we were like, man,
we're moving from Brooklyn to Tennessee.
We're done with neighbors.
We wanna buy something out in the country.
So we did, we bought something out in the country.
And so we kind of thought back to that and thought,
well, maybe that's not a bad idea
to buy one of those houses. We've almost got enough for a down payment, we could save up a
little more and make one, put a renter in it, they'll pay the expenses, and then, you know, by the time
our future kids need to go to college or something, we'll have all this appreciation, and there were,
back then, there was like, no, there was bigger pockets, and that was it, and we didn't even,
hadn't even found that podcast yet.
So we just bought this house.
We got really lucky, found a house, bought it right off the MLS, cash flowed almost $1,000 a month.
So the mortgage was $647 a month, and we were able to rent it out for $1,550, so not bad for a long-term rental.
And we got that first rent check. We were like,
wait a minute, this is pretty bad-ass because my dream job that pays nothing, which was in the
music business in Nashville, which pays nothing, uh, after all my deductions and stuff, that was
about what I was making on my W2 job. So this house was making the same amount of money as me
while I slept. And we thought, well, this is interesting.
And so then we like went and sought out education on it and read all the books
and listened to every podcast we could get our hands on.
And we came upon short-term rentals really just because we had a little bit of a down payment
left again for one single family home.
And we'd just been on vacation to the Smoky Mountains and stayed in a
cabin, and we were looking for our second property, and we thought, man, you know, those short-term
rental cabins, this was about 2014, so Airbnb had not hit very hard yet, but it was starting to.
We were like, man, well, what can we buy that's going to make us the most amount of money the
fastest? We just stayed in this cabin in the Smokies and paid, you know, $200 a night.
That's going to make more money for the same price as one of these houses in East Nashville.
So let's try that.
And back then, there was no self-management.
There was no, like, you had to use a property manager.
And we decided to self-manage from Nashville.
It's about three and a half hours away
because when we started looking around at property managers, we found that the average split back
then was 40% of your gross income. And we were like, wait a minute. No, we need that 40% to go
buy more properties. Like how hard can this be? We found a cleaner, we found a handyman and we just
posted it on Airbnb and Verbo and figured out how to manage it from Nashville.
And I'll stop there because that's a lot.
That was in 2014 that we bought that first one.
Now I've got 250 doors.
Eight of them are vacation rentals.
So there's a lot of entrepreneurial drive in there.
Yeah. So I think the mistake that I see friends make,
because I have a good buddy who's a realtor,
and he obviously pushes all of us to buy property,
and he doesn't get into the short terms as much,
but he's always peppering us when he finds a decent two-family or three-family,
and, hey, guys, get involved.
And some of my friends have gone down that path and been very successful and others have gone
and kind of backed out we'll call it you know what i mean maybe they get one and they just
this is enough to me and the difference in those personalities is the the the people who go in
thinking this is kind of like this is a business business, right? I'm going to look at this like a business, an entrepreneurial endeavor.
My business is owning properties, is renting properties, and that.
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They tend to push deeper, to think of, to, to think like you did,
right? Not the easy part for you would have been a property manager, 40%. Okay. We don't
make nearly enough or whatever, but I don't have to do the work. And I, that feels like the miss
to me. It was probably the miss in my own scenario. I didn't realize the work that would be involved
that you can systematize
and automate to a certain extent, but, but that there is a lot of work involved. Did you guys
understand what you were getting into from the rip? Did you see it as an entrepreneurial endeavor
or just, you just kind of like, were these decisions kind of cascaded as you went? Or
did you pick up really quick? this is a business like we can actually
make a a full income this can be what we do we we picked it up pretty quick and a lot of that I
think is personality types and there was a lot like kind of a perfect storm of why this was a
good idea to go all in on at the time. Number one, so I come from a background
of collegiate athletics. So I played soccer at University of Texas and I have a Big 12
championship ring. And so I learned very, I'm from an extremely small town in Mississippi.
Mississippi notoriously does not produce good soccer players. We produce great football players,
but not good soccer players. And so it was just really crazy. I had the team that I was on my
club team happened to be really good. Every single girl went and played D1. And what I learned from
that was I kind of realized in junior high, Hey, I just wanted to get out of Mississippi so bad,
big city dreams girl. And I realized the harder that I worked at
soccer, the better chance I had to get out. That was like my ticket out. So from an early age,
I started equating hard work with, you know, moving forward and climbing the ladder and getting
things. And I thought, you know, after all that was over and then I graduated undergrad at like
the worst time to ever graduate in the spring of 2009 when there were no jobs.
So I was a musician.
I was a touring guitar player in a few bands.
So I bartended and did the musician thing until the market swung back around.
And I thought, well, I'm going to work in the music business because there will probably be a lot of people similar to me, musical background, who want to have big kid jobs now.
And so I got what I thought was my dream job and worked really hard at it.
And what I found was that the amount of work that I did was not proportional to the amount of moving forward that I was able to get.
Like I'd get to work and I'm great in the mornings.
I'm not that great in the afternoons in terms of productivity.
So I'd finish everything I had to do by like 11 a.m.,
and then I'd just sit there and wait for my boss to give me something else to do.
Eventually, we found I'm a terrible employee because of that.
I'm motivated by whether it's making more money or building something.
I can't just sit in a desk all day and work for somebody
else. And, you know, when I thought about it, I'm like, well, my dad owns his own business. Both my
grandfathers on either side owned their own businesses. So I didn't really have a role model
of working for someone else and even realize that. At the same time, we were thinking, you know,
we just got married, thinking about having kids in the future. And'm like well I don't want to have to put them in daycare from 7 a.m to 7 p.m because you know our commute's an hour with
with traffic so there was a sense of work not being fulfilling and also knowing that it wasn't
going to be a good situation for our future kids and kind of putting those two things together
my husband is the same same way on the thing. Like he was feeling kind of fat and
sloppy one time after a night out, went for a one mile run, first one ever. And now he's run 30
marathons. So we both kind of do everything extra. So it was definitely personality type and wanting
to get out of that, having to answer to somebody else, because I just knew that that boss at the
time was not going to be somebody who was ever
going to understand like, oh, my child has strep throat. I need to stay home. And I just,
we wanted something different. We wanted our lifestyle to be designed a little differently.
So all of that together kind of pushed us forward on, oh, hey, we can, we can build an actual
business out of this instead of just kind of letting it take a backseat and build up
appreciation in the background. I want to stay on your entrepreneurial perspective for a second. So,
and you can obviously fast forward and rewind as it makes sense in this answer, but
I have a lot of people that are very successful on the show, yourself included. And I like to,
I like to get their perspective on this particular question because when I'm interacting – so my industry is the insurance industry.
Every little boy's dream is to grow up and be an insurance agent, right?
So I'm living the dream.
No, I'm actually – I firmly believe and firmly fall into the school of thought that you find what you're good at and that becomes your passion, not this whole idea of following your passion.
As you found with your music career, right?
Like I thought I wanted to be a professional baseball player. I saw my
only way out as being a baseball player. I came from a town of 900 where we said you could leave
your doors open because the criminals lived in our town. They didn't steal in our town. So like,
it was not, you know, my whole goal, same as you was get the hell out of here, like whatever I got
to do. And I saw, you know, academics to a to a certain extent, but being athletic is my way out.
And I ended up playing baseball in college and played a little after.
But at a certain point, I hit reality where it's like there's no career here in this sport.
And so I see a lot of people who have these early dreams and
they hit that wall and then some in somewhere in there, a switch flips, they go from being
passionate, driven, intense, intentional to, well, I'm making a paycheck. You know, this is about as
good as it gets, you know, I'm going to get the dad bod or,
you know, mom bod or whatever, whatever, you know, to be, I guess, you know, whatever happens there.
I'm going to stop following, stop, you know, maybe doing my hobbies. Maybe I'll play golf
once a month. Like you in somewhere in your journey and that calculation between, you know,
soccer success, you know, have, you know, wanting to be a musician, et cetera, you gave yourself permission to keep pushing.
Is that just intrinsic to you?
Was it, did you have mentors?
Was it your family?
Was it just the fact that you had this partner
and your husband who also shared
some of that intensity and energy?
I think a lot of people get stuck in the
transition from early life passions to a fulfilling career, which you've obviously found and you've
made that transition. Where do you think you got that permission to do that? And permission,
I mean, giving yourself permission, like how did you get through that phase to keep growing what you're doing today? That's a really good
question. And I mean, definitely my husband and I are on the same page about the hard work and like
being a little too much about everything. We're both very intense people, him more than me. He's
like really loud and in your face. And it's like, you know, it can be a little exhausting to have a conversation with him. But so, I mean, maybe it was growing up in the millennial generation of like hard work fixes everything.
And, you know, my dad was a professional athlete and my mom is kind of a perfectionist.
So just having that instilled in all three of us kids, my sister, my brother as well, about, you know, always working hard.
What's the most important thing in anything is that you worked hard, even if you didn't win,
even if you, you know, insert thing here, as long as you could say you tried your hardest and you
did your best, then that's what's most important. And then I'm just kind of somebody, maybe I'm a
very high anxiety person. So maybe it's something to do with that, but like, there is no good enough. There is no best. So we just keep pushing and pushing.
And I guess, you know, it's, it's just, I think kind of a perfect, perfect combination of the
way I was raised and then the partner that I chose and just enjoying the building of things. Like I, I like the building
more than once it's built. I like the building phase. It makes me feel, uh, fulfilled. And like
I did something like I paid for the day. I can go to sleep at night feeling like I did something.
I had terrible, terrible anxiety in college because I felt like I wasn't doing anything.
Like I wasn't moving forward. And I think that continuing to
build kind of keeps that anxiety level a little bit lower. And then, you know, for my kids, now
that we've, what I'm going to tell them is they're still very small, four and six, you know, you can
pursue those passions, those things that you're probably never going to make a million dollars at. But you can start building income while you're doing that.
So I think for our generation, it was kind of like you have to choose.
You can be poor and be a musician and do the thing you want to do,
or you can go get a big girl job and be successful.
So I think for this generation, for our kids, are they Gen Alpha?
Are they something younger?
I don't know.
Who knows.
But you can do both.
There's a way to do both. You don't have to choose, oh, I'm going to go sit in a desk all day or I'm going to pursue my dreams. There's a way to make money while you're pursuing the thing
that's probably not going to make money. Yeah. One more question on mindset because I'm just
very interested. I found a lot of high achievers are high anxiety people as well. A lot of them.
And you may have answered some of this question already in the idea of building, but I, I myself am also a high
anxiety. I feel the same way. I was a terrible employee for the most part, because, and you know,
I'm not going to get into my backstory because this show is about you, but like the, the, uh,
I have also had a very tumultuous past with large companies because for that exact reason, right?
You're sitting at your desk, stamping TPS reports, sliding them across.
Yeah. You're making an income yet stable, but there's, you're like,
I have no idea how I'm contributing to this big thing.
Like I also would get all my work done. And there was,
I remember a time in my career, I was 24 years old.
I was working for an accounting firm as a consultant and i had every uh every player in the
major in major league baseball their batting average and like most of their stat memorized
because i was into baseball because i played baseball i was working for this company i could
get all my work done in like the first two hours and i had nothing else to do so i just like look
at baseball you know what i mean like i wish i had been more entrepreneurial at that time but
but getting back to my question i think a lot of high achievers deal with anxiety for various reasons.
But it is very, very common, very, very common quality.
Some harness it as you have, right?
Now I'm not saying every moment of your life has been perfectly dealt with anxiety.
I completely get that, right?
I'm there with you.
But you have found a way to, in general, harness that energy and turn it into positivity. Um, besides this idea of building,
are there any other mindsets, hacks, tricks, mantras, books, something that's helped you
continue to focus that energy that you feel inside you in a positive direction to, to, to reach,
you know, 250 rentals is a freaking incredible number. And I'm sure you have more and you do a lot more
beyond just manage those. So like you found a way to harness that energy. Do you have any other,
uh, uh, tactics or, or, or thoughts for people who do deal with anxiety and maybe haven't found a great way of channeling that?
Obviously, exercise is a good one.
So for me, one of the biggest ones is the brokerage side of our business.
So our company is called The Short-Term Shop,
and we help other investors buy and learn to self-manage their own short-term vacation rentals, just like we did.
And sales jobs like that are very
very buildy and very you're always you know trying different marketing to see
if you can bring in more income and you know the more clients you get the more
income so sales jobs I think I found really helped with that so for me I'm
constantly trying to figure out okay we've got offices in 20 markets we were
the top team at exp out of 85,000 agents the past three years in a row.
The best year we ever had, we sold a billion dollars in real estate.
So I think that sales, for me at least, contributes to that building factor and helps with the, okay, the harder I work, I do help more people or I do make more money or whatever your thing is.
If you're somebody sitting in that desk thinking, man, this sucks, maybe try a sales job if you're
not ready to go out and be an entrepreneur yourself yet. It really does help when you're
working towards that bonus or that commission, your compensation is now a little more proportional
with the amount of work that you put in. So for me, that helps with switching from just a straight
marketing job to a sales job and then going fully entrepreneurial. I don't know if that's really
answering your question. That's great advice that you actually, that's actually my path.
Entrepreneurship was through sales. I was working as a, like I said, working as a consultant for
this large accounting firm, by all accounts, a very good job. I hated every single day of it, but by all
accounts, like on paper, it was a good job. I was making good money. I worked for a big company,
lots of stability, all the kind of stuff, but I was miserable. And it wasn't until, um, uh,
my father-in-law or ex-father-in-law now, but father-in-law at the time basically came to me.
I think he just didn't want his little girl to be married to like a bum right you know and he didn't necessarily understand what I did for a living
so he said you know I want you to come sell insurance at my insurance agency and I'd always
had this thing of like I wanted to own my own business I but I but I didn't have I came from
a family where my mom's been a receptionist at the same company for 40 years and my dad
uh was a was a union member on the right? Their whole message to me growing up was go work for the big company,
get the safe job. You know, that way you don't have to worry about stuff. Like that was what I
had to break all that stuff. And it wasn't until I became a salesman that I was like,
Oh wait, like if I work harder, if I work smarter, if I make more connections, I can make more money. And then
that was that. I think that's wonderful advice. That's exactly how I launched my own entrepreneurial
career. So that's great. So, okay. I want to get out of mindset and that kind of stuff and move
into a short-term rentals because, um, I'm, I'm very fascinated by this space. I'm petrified of
owning property because of my mistakes that I made earlier. So some of this is going to be like free consulting for me that you
didn't realize that you were have to do. But so my early mistakes were I owned a
very old building. It was built in 1905. I'm not handy at all. I can fix basic
stuff like basic like dad stuff but I'm not a handy guy necessarily so I'm not handy at all. I can fix basic stuff, like basic dad stuff,
but I'm not a handy guy necessarily.
So I'm not doing mechanicals or the number of times that I've taken 110 right into my body
and dropped the screwdriver or whatever I was doing because I'm a moron and don't know how to do electrical.
All those mistakes.
And then we were only cash flowing $100 a month on the property, which was tough.
And then what broke my back was I got a call on Christmas Eve that we had an oil furnace, because again, old as hell, middle of an old-ass city, that went poof on Christmas Eve. So now I'm trying to find a, uh, a furnace guy who also can handle an oil
unit on Christmas Eve. And we had to pay five X rate in order to get someone there because we
live in upstate New York and it's cold as hell and you can't have your tenants not have heat
on Christmas day in the middle of the winter in upstate New York. So there's a lot of mistakes
in there that I believe I made building age,
whatever. So if someone is, you know, tune in the podcast and like, okay, I've been thinking
about real estate for a while. Short-term rentals seem like something I might be interested in.
Like what's the first step to get into this game? Like where do you start? What are the,
what's the pre-work you need to do before you step in and take on
something like this? Well, you can read my first book. And so you guys know every resource that
Avery discusses and feel free to share all the resources you have, your books, courses, anything
like that. We'll have links in the show notes for you guys. So wherever you're listening or watching,
just scroll down and you can find all the stuff that Avery talks about. I just want to make that clear. Yep. So I would
start there. You could start your search with my company, The Short-Term Shop. So we have offices
in 20 markets across the country that are all very vacation rental friendly and mature vacation
rental markets. So you don't have to worry about regulations, things like that. We'll help you find
the right one. We'll teach you how to manage it for free and make sure, and we do that while
you're under contract. So we make sure you know what you're doing before you even close. We'll
teach you how to use all the property management software, how to set up your listings, et cetera.
But if you want to take the hard road, then I would say, think of a place that you went
growing up with your parents or maybe now with your own kids or your spouse or whoever,
where you went on vacation and you didn't stay in a hotel.
You stayed in a beach house, condo, cabin, something like that, where you've been a tourist and start there.
I think a lot of people, the biggest mistake they make is they go Google best place to invest in short-term rentals,
and they get all these lists from the big property management companies, from the data companies that say, these are the best places to invest in short-term rentals. And they get all these lists from the big property management companies, from the data companies that say these are the best places to stay
to invest in short-term rentals.
But a lot of them don't, like, either they're looking at just strictly numbers,
and so they'll tell you to buy somewhere that's weird and cheap,
like, I don't know, Indianapolis.
Super cheap.
You can make some decent money there.
But it's not, there's a reason that it's just not
desirable real estate. You know, it's not growing and I'm just, Indianapolis is a very arbitrary
pick, but you know, like somewhere in the Midwest, uh, where those cities aren't really growing,
which is why the real estate is really cheap, which is why it looks better on paper. I got my
ass handed to me in the Midwest buying apartment buildings because I'm like, oh great The cash flow looks great across the board here
And then you know one thing happened outside my control three years after I owned my property
I wasn't planning to flip it wasn't planning to sell it
Was planning to hold it forever guy across the street let his property completely fall apart
It's condemned by the city full of people in there doing drugs squatting all, all these things. Now people don't feel safe in my property. And I ended up having to sell it for a loss because that real estate is not desirable.
It's not growing. So there's not a lot of appreciation. So when you're looking at short
term, you want to make sure that you're buying desirable real estate in terms of there's a lot
of tourism that comes there, beach markets, mountain markets, national park markets, places
like that. But make sure more than anything that you understand as a tourist who goes there, what it is that tourists want when they go there,
where they want to be, what they're trying to do so that you make sure you buy in the right
location. The location is almost more important than the property itself. I saw a lot of people
get in trouble in 2020 when it was 100 offers on every single property,
buying properties in good markets, but a little too far away from the attractions, like 45 minutes
out thinking, oh, well, you know, people will pay less to have to drive into the attractions.
Those people were the first ones who had to sell when the market settled down because when the
tourism settled down after COVID, people only really want
to be really close to the attraction. So understand the market that you're choosing, understand where
and what the tourists want to do there, who's coming there and when and why, and then start
looking at the data from like AirDNA, Price Labs that tells you the income history of these types
of markets. Start with those two things. Also, most importantly,
when you pick a market, make sure you check the regulations by calling the local county or city
and asking what their regulations are. I've seen very experienced investors buy a bunch of
properties in a market and not check the process for that before they bought them and then be
incredibly shocked when they
run into roadblocks with actually getting the permit. So make sure you check all that before
you get under contract. So, and I apologize for my naivety in some of these questions.
No. So I live in Albany, New York area.
Does where I buy matter?
Like, let's say I – so my girlfriend's from Colorado, right?
She's from Durango, right?
Great ski town.
Yeah, there's tons of skiing, tons of hiking, mountain stuff, right?
Like, let's say we wanted to buy a short-term rental in Colorado, right?
So many, many states between us and Colorado, multiple time zones.
Is that an issue, non-issue?
Like should I be looking like within a couple hours of my home?
Like I guess the first thing that I would be nervous about is am I, what are my exposures if I can't drive there in a reasonable amount of time? About zero. So it does not matter.
There's really no reason other than to just do like an annual checkup on your property. Like
people are like, well, what do I do in an emergency? Like, what are you going to do if it
catches on fire? What are you going to do? Go insert yourself into the situation.
No, you're going to, hopefully they've called the police already, but like, you're going to call the
police. If something breaks like a toilet, are you going to drive over there and fix it? No,
you're going to call somebody to fix it. Like if a toilet breaks in my office back here,
I'm not fixing it. I'm calling somebody to fix it. If a toilet breaks in my place in Tennessee, I live in Florida, I'm calling somebody. So it's just, it's the same process.
It's just further away. So you do want to go visit your properties at least once a year,
just to make sure. But in terms of where you want to invest, I think, for example, you like Durango
is a great place to invest. Uh, it's since there are a lot of short-term rentals there. What is it? Purgatory mountain. That's that's up there by Durango. Uh, you're
going to have, there's going to be a lot of infrastructure already in terms of cleaners
and handyman. It's going to be easy to plug in. Uh, but if you're somebody that just, it's,
it's going to keep you up at night to not be within driving distance of your property.
That's okay. It's not wrong to invest closer to you. Like maybe the finger lakes,
uh, that's not wrong either. So, but don't let driving distance limit you. If you do want to
invest across the country, I would say 99% of our clients at the short-term shop. So there's
5,000 of them don't live within three or four hours of their properties that they own.
Oh, that's wild.
Yeah, you can do it all remote.
What about international?
So we just went to Turks and Caicos, stayed in a Vrbo,
texted with a woman, have no idea who she is.
She was very kind, but then whoever her onboarding person is
met us at the gate, handed us the keys.
Have a nice week. I'll be back at the end. Boom. Right. I mean, that was pretty straightforward.
I mean, is there are there I'm sure there are additional risks. What would they be?
And I'm assuming you don't want to start international, but like, is that an option? Have you done that?
I have not done that. I know several people who have. Really, you just want to make sure that you as an American are allowed to buy property in that country, that you're allowed to finance property in that country.
Some countries require you have a citizen of that country buy it with you.
So it really I might not start with international just because there's that extra layer of crap to deal with when you're already learning a new business, but it's doable. People do it. It's just not something that I've
done. What about these like obscure or, uh, that's not the right word. Um, we'll call them
eclectic properties, uh, tree houses, uh, ergs, like some of the, I don't really get down with
some of the, like the, the mountain hippie-ish culture, so I don't always know what all these buildings are.
But I see them sometimes, and they look interesting but crazy at the same time.
Like where do those fall?
And I got a buddy who has – who bought this – I thought it was a ridiculous piece of property.
It was just outside of the Anoradix State Park, and he put like four like pop-up a-frame homes on them and they're
like almost like little tiny homes and they're separated just enough that they can't really see
each other and he does like phenomenally well but they're kind of like odd structures like
does that entice people is that like a niche market do those come in and out of style and
there's a risk there or is that the kind of thing that you may want to over index on because they do draw more people in? Uh, especially if you're doing like tents or structures that are not truly real estate,
like not with a foundation, a permanent foundation, you kind of miss out on a lot of the tax benefits
that you'd be able to get.
If it were real estate, you know, tents are going to be depreciating or domes or, you
know, any, any of the above.
Uh, and you're going to have to replace those eventually, whereas a piece of real estate,
you know, you can redo it and remodel and things like that, but it doesn't just completely lose its value. It appreciates. So those can be, there are
a lot of people who are really successful with that. For me, I like to go with tried and true.
So a lot of the markets that I'm in, I'm not going to be able to convert anything that I own to a
long-term rental. Like I'm not going to be able to convert a $1.8 million,
4,500 square foot beach house into a long-term rental. That's just not in a, in a vacation
market. So for me, instead of an exit strategy, I look at the past. Well, Destin, Florida,
where that property is, has gotten 10 million tourists every year for the past. I don't know
how many years they've had that many, but I know my grandmother came here and rented vacation rentals in the 30s. So I just like to see a lot, a lot of tourism. And I like
to stick with the thing that we know works, which is buying a beach house. People are always going
to do beach houses. I do feel like you have a little bit more of a pool of tourism to draw from with a standard, not standard, but like more traditional piece of
real estate than like the teepees and the huts and the domes and the yurts. I think with those,
you're looking at probably single people, younger couples traveling together, whereas, you know, we
get a lot of families in our bigger ones. So I prefer the traditional vacation rental route to
the unique stays thing, but there's a lot of people who are super successful with the unique stays.
That's the cool thing about real estate investing is there's not really a wrong way. You can screw
it up really easily, but there's not a wrong way to do it. Yeah. We, uh, we stayed in a, uh,
Verbo in, and I don't know why I always use Verbo. Just that's the way it's been the last
couple of times, but, but um in Woodstock New York
which is only about an hour from where I'm sitting but it's a cool little cheeky town and it was the
winter time we were just looking to get away from the kids for a couple days and what was funny is
I was looking at the properties and they were all like literally just outside of town it's cool
and and I got a standard standard house kind of what you described but the three houses that were
like on the other side of
the road or whatever they were all owned by the same person and they were pitching like
bathe in the creek uh we have an outdoor shower and i was like looking at it i'm going
i i feel like that just limits your like i'm i have no desire unless i'm at a beach and i'm
just rinsing off if your only shower is an outdoor shower, that is not – like you got to be a pretty specific type of person that looks at that and goes, that's where I want to stay.
Yeah, I'm not that person.
Yeah, it feels like it limits your market a lot.
And as you said, you just have to be – I guess it all depends on how you market it and who you're trying to attract and what type of people come to that community.
But that's very interesting. So, um, obviously you've done this a tremendous amount and you now, like you said, you've helped 5,000 people, um, with, with your business.
What is the most common, and I hate this question, but I just want to start here as we build,
what's like the most common thing that you see them trip over, um, before they come to you, obviously once they're working with you, you have a template and
all that kind of stuff. But like, I'm assuming for a lot of them, they try to do it themselves.
They hit some roadblock and like, ah, I need help with this. Let me go. I need Avery's help. Like I,
you know, let's, let's come see what these guys are doing. What is usually that thing that they
run into that just kind of pushes them towards? I need someone to really walk me through this process. Yeah, that's a great
question. So I think right now, and they've been different main problems over the years, but right
now people get really hung up like when they're Googling or looking at different influencers that
talk about this stuff, they get real hung up on, oh, I have to go, I have to buy in a market where nobody's talking about, I have to do this thing that nobody's
talking about. I have to be in this place that nobody is. I don't want to be, I don't want to
have competition when really, you know, a big, I call them mega markets like the Panama city
beaches or Myrtle beach or smoky mountains in Tennessee, where there's a lot of rentals.
There always have been a lot of rentals. And the reason for that, you know, some people will say, oh, it's saturated. Well, places get, quote, saturated because there's a reason. There's enough tourism to support a lot
of investors being really successful to where other investors are trying to do it too. So I
actually prefer investing in those mega type markets because it's very, very easy to get up
and running, especially as a new person. There's plenty of designers, there's plenty of cleaners,
plenty of handymen. People are used to giving you the door code and the vendor goes in and
sets up the furniture or whatever. Whereas if you're trying to like trailblaze and do
what has not been done before, you're going to have to go find a regular housekeeper who
cleans primary homes and teach them how to turn a vacation rental.
As a new investor, do you know how to turn a vacation rental?
No, you don't.
And it's just harder to find the right types of vendors to learn how to do the vacation rental model and not the primary home model.
So I think, I mean, you can be successful in going where no one's gone before, but, like, why?
Why not just plug into something that's easy so and you're never really competing with an entire market you're competing
with your bedroom count and then further still if you look up like dustin for example there's
thousands of rentals but a good 45 i mean maybe even 60 of them when you look at them they've got
terrible pictures and they're painted like pink from the 90s.
It looks like the Golden Girls lived in there with wicker furniture and stuff.
So if you're doing it right and managing well and you have good decor, you're really only competing with a very small fraction of the market.
So I think people being afraid of competition of those good, heavy tourism markets makes them make bad decisions sometimes.
I love that take because I think the most important point for those listening in there is the support industries have good infrastructure in those places. That's a really good point that
I think a lot of people probably wouldn't think about is, and guys, if you didn't pick up on this,
essentially what Avery said is that the handyman knows how to use the punch pad, knows that you're a short-term rental host, knows that they need to come in and punch out or whatever the structure is.
They're used to it.
You're not explaining it to them the first time.
They probably have 100 other short-term rental customers that call them as well.
So they probably have good references and they're known in the community.
And these are all things that are really important.
Like you said, if you're,
if you're States away from that person and you need to call them because a
pipe burst or something happened,
you want to know that they understand the process. You're not,
I can't figure out how to punch this code in and, or, or whatever the,
whatever the process is. I think that's a, that's a wonderful point.
So do you like, obviously, especially since COVID, it seems like short-term rentals have really skyrocketed.
They've become ubiquitous.
Like, oftentimes, if I'm not going somewhere for a work event, I go to either Airbnb or VRBO.
Like, if we're vacationing most often, we'll look at those places first.
So it's, and I think there's a lot of people, um, from a cultural
perspective at that, that's what they do as well. Do you see that turning? Do you see, where do you
see us? I guess in the curve, are we, are we at peak short-term rentals? Are we still on the
upswing? Is there, do you ever wake up and go, Oh shit, what if no one ever wants to stay in a
short-term rental again?
I guess, where are you from a growth or maturation of the market?
I think that we're in a stabilization. I think we've got, I mean, the vacation rental industry
is a $10 billion industry. So I don't think we're ever in danger of nobody's ever going to stay in
a short-term rental again. But I do think you have to choose your markets wisely. That's why I only invest in vacation markets. So I don't buy in
metro or suburban markets, areas that aren't dependent on tourism, because those areas tend
to end up with anti-short-term rental regulations that are pushed either by the hotel lobby or by
primary homeowners. And like, dude, I get that. I live,
I chose to live in a vacation market and I make my money on vacation rentals and I still don't
really want one next to me. So I totally get that. So we try to stay in vacation markets for that
reason. And I think that a lot of people try to make short-term rentals versus hotels. So again, I make 100% of my money
on short-term rental income, but there are certain trips I'm going to stay in a hotel and certain
trips that I'm going to stay in vacation rentals. It's not either or. So if I've got to go speak at
a conference, I'm staying at a hotel. If I don't have my kids with me, I'm staying at a hotel. I
want to be waited on. I'm staying at a hotel that has room service for sure. And, but you know, if we're going somewhere with
the kids or, you know, my parents are coming, anything like that, it's going to be a vacation
rental because we all want to be together. We don't want to be in separate hotel rooms.
And so it's just, it's a different choice for different purposes. Not, uh, oh, you're only
going to, people only are going to rent hotels hotels are only gonna rent short-term rentals yeah that makes a lot
of sense I guess you know where like when you're when you're looking out at
and I know you said vacation areas but is there anywhere else besides vacation spots? Are there like, is it you know, so take
what about like, like small micro towns or like sprawling cities? Like, I have a buddy that that
only he refuses to stay in hotels. He's kind of a nut job, but he refuses to stay in hotels. So
he only has short term rentals when he travels even to conferences. And, you know, he, he actually
prefers like some Texas cities and stuff for conferences. Cause they have like, they're kind
of sprawling and the houses tend to be, uh, very accessible to downtowns, et cetera. Like New York
city feels like it might be tough. I don't know, because one, I do know that there, there is some
regulation there against short-terms in certain buildings, et cetera.
And there's so many options in New York. So like, let's say maybe for whatever reason,
vacations spots made me nervous or I didn't understand them
or I don't do vacations, so I don't know what they are, et cetera.
Is there a secondary spot?
Can you look into some communities if you know a community very well?
Like, do you see that market starting to build? Is that like, is that a a trend that's coming
moving into communities? Or you think it's just never going to work?
Well, no, it just depends. So there are markets that I have very eloquently named them vacation
ish market. So they are metro markets. but they're areas that there's either like a ton
of conferences, like Scottsdale, for an example. We have an office there and there's like 300
conference spaces. There's more conference spaces in Scottsdale than anywhere else in the country.
That's an area that vacation rentals do awesome. And if you decide you don't like it or, you know,
what have you, you can convert it to a long-term rental and it'll be just fine.
Same thing with, like, the Sarasota Clearwater area or, like, Austin.
Those can totally work.
It's just you're going to have to navigate some regulations in those markets.
Not Scottsdale, but the other ones.
Yeah.
So, you know, I kind of want to wrap up with your projecting out into the future with property in general.
It doesn't have to stay just on short terms.
I think I recently bought the house that I live in.
Do you see interest rates coming down?
Do you see – like where do you see – property feels very tough for me,
and a lot of the conversation with guests, both guests I've had
and some of the people that I follow has been around the idea that right now young people
are struggling to get into homes, right? The rates have gone way up. I know where I'm at in upstate
New York when COVID happened, all these New York City people just flooded our area and literally
the price of homes doubled. Homes that were going for $250,000 300,000. We're selling for $600,000 in the same exact community in,
in under two years.
And we really haven't seen those prices recede too much.
They very much have stabilized.
We haven't,
we certainly haven't seen them come back down.
And I know a lot of my younger friends who are in their mid twenties,
early thirties,
who are now looking to buy their first home.
They're like just frustrated as all hell because they're, at, say, what their friends who bought earlier or that are a little
older and the mortgages they're in and the prices they paid and they're struggling to
make it work.
Do you see the market turning back a little bit?
Where do you see opportunity for those individuals to own property?
Is it worth renting and having a
vacation property like a short-term rental? Is that a way to go for people? Should we always
focus on getting a primary home first and then looking to get into the rental game? Just maybe
do some prognostication over the property market in general and where you see things going? Yes. So a lot of people don't
realize this, but 2023 and 24 are statistically the worst real estate market that we have seen
in the history of recording the real estate market. Worse than 2008, worse than all of that.
Fewer homes were sold in 23 and 24 than the whole 2008 debacle because those rates jumped.
It's not that they jumped so high.
They've been much higher years ago, but because they jumped so much so fast that it really
kind of stopped everything.
Everything has ground to a halt.
So what, and everybody was calling for this big crash and thinking that all these prices
were going to go down. And the crash
happened, guys. I think we're at the end of the crash, but the prices didn't do what everybody
was hoping. They kept increasing. The reason for that is because we have a big housing shortage.
So in terms of interest rates, I don't see how they can not have to come down in the next couple of years because there's so many industries that depend on
that housing market, whether it's finance, whether it's not just the real estate agent industry.
And people can't afford to get into homes. It's crossed my mind a number of times in the past
two years, like, are my kids going to be able to afford to buy houses when they're old enough. And I don't have an answer
to that. But I don't follow your short term rental buying strategy, then they certainly will. But
yes, yes. So we're hoping to, you know, kind of bring them into the family business at some point.
But here's my thing. And I'm by no means an economist, I believe I had a C in economics,
macroeconomics in college.
C is good enough for this show. C's get degrees, right? So
it's going to have to, something's going to have to move because they can't just have the entire
general public unable to buy houses. And I don't know what that's going to look like. Maybe it's
interest rates. I don't think that giving a down payment assistance,
which has been talked about, I don't think that's going to help.
I think that that's just going to make things more unaffordable
because more people are going to use that to buy houses.
I don't know what the future holds,
but I do know that rates are going to have to come down.
They're going to have to get things moving again.
Past that, it's hard to say.
If you're able to buy a house right now with rates the way they are,
I would go ahead and use this window before all the buyers come flooding back in
when rates inevitably do go down.
I think a bunch of people that are sitting on the sidelines are all going to bum rush the market
and we're going to be back to multiple offers on everything.
I don't think it'll be as bad as it was in 2021, but I think
that if you can get into something now, you've got a better chance of getting a discount off of the
asking price and you can refinance later. Don't buy, don't say I told you to buy something that
doesn't work and bank on, on refinancing later. Buy something that you can swing now. Hopefully, when rates do go down, you can refinance later.
But in terms of being able to start real estate investing,
there's always going to be less competition on buying duplexes, triplexes, and fourplexes, quadplexes.
So you can use a primary home loan to buy one of those.
Live in one unit, rent out the other units, sell it in a year. You
do have to live there a year and go buy another one. And you can keep doing that and you can put
down as little as 5%, it might be 3%, 3 to 5%. You don't have to save up a 25% down payment
to buy these things. And you can have, you know, 12 units in three years by doing that. So that,
that's a really great strategy that I would probably use if I was
getting started today. You could short-term the other units or long-term the other units,
or you can be renting your primary house and still get a 10% down payment vacation home loan
on an Airbnb that has to be over 50 miles from your primary. So that's another way too. If you only have one
down payment and you don't want to do the multiplex thing, you could just keep renting,
buy that short-term rental, let that income start accruing, and then do it again somewhere else.
I absolutely love that advice. And I think you're 100% right about if you can swing it now,
now is the time. Because what's in between the lines there
is that when people start bum-rushing,
being that the fact that prices have not receded
as much as we thought, they're only going to go up.
When there's multiple offers on these properties,
when rates come down, the prices are only going to go up.
So maybe they've pulled back 10%, 5%, whatever,
depending on your market, they're only going up.
So waiting too long and waiting for the right interest rate is kind of like trying to time the stock market. It just
simply doesn't work. So I love that advice. Obviously, Avery, you are an incredible wealth
of knowledge. Tell people where they can go to get more from you, where they can get involved with
your organization, your company. I know you've got a great podcast. So tell everyone where to go.
All right. So our everyone where to go.
All right.
So our website, if you want to work with us in any capacity,
is theshorttermshop.com.
You can follow us on YouTube at The Short Term Shop,
Instagram at The Short Term Shop. We've got a low-ticket course.
We feel like information should be available to everyone.
STS, Short Term Shop, STS plus.com. Um, we have a new book coming out
in February called smarter short-term rentals, and you can get that, uh, the bigger pockets
bookstore. I'll get the exact link for you. I think it's bigger pockets slash smarter STR,
but I'll get that for sure. I love it. I appreciate your time. I appreciate you. Thank you so much.
Thank you.
Let's go.
Yeah, make it look, make it look, make it look easy.
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