We Bought a Business for $1.1M and Nearly Broke
The one thing to remember
A small, local service business can look cheap until debt, key-person risk, accounting complexity, and dozens of tiny operating details consume all the margin.
What happened
Greg and his business partner bought a vacation-rental property management company near Breckenridge, Colorado in 2021 for approx. $1.25 million using SBA debt, a 10% seller note, and about 20% down. They liked the seller, the recurring management revenue, and the constrained mountain market, but the business was smaller and more labor-intensive than expected. Rising interest rates, dependence on one key employee, trust-accounting cleanup, rural operating complexity, and fee/margin mistakes made cash flow very tight. The business survived and grew from roughly 35 to about 60 properties, but the buyers describe the first years as much harder than expected.
Who's telling it: Greg, the buyer and operator of the acquired business The account is from Greg, one of the buyers; the seller, employees, lender, guests, and homeowners are not heard directly.
Timeline
- Thesis
The buyers shifted from a traditional search to a self-funded search because they wanted speed and control rather than outside-investor governance.
- Sourcing
A sell-side broker brought them the vacation-rental property management opportunity near Breckenridge, Colorado.
- LOI
They liked the seller, the location, and the idea of using the company as a platform for more acquisitions.
- Due diligence
They reviewed financials and local short-term-rental regulations, but later believed EBITDA was lower and operations more complex than they had appreciated.
- Financing
They financed the deal with SBA debt, a 10% seller note over three years, and about 20% down.
- Closing
They bought the business in 2021 for approx. $1.25 million and split an approx. $100,000 retention bonus for the key operations employee with the seller.
- Integration
During the announcement week, a second management employee said she was leaving and the key employee was upset because she believed she might have been in line to buy the business.
- Operations
Interest rates rose, margins tightened, operating complexity proved high, and the buyers later spent months fixing trust-accounting problems.
- Operations
They improved cash flow by self-insuring a damage-waiver fee, added systems and services, and grew the portfolio to about 60 properties.
stage where a mistake was made
What went wrong 7 issues
Debt service got tight
The business looked workable when the SBA loan carried about a 5.5% rate, but the rate later rose to about 10.5%. Combined with raises and the retention bonus, cash flow became very tight, and a self-insured damage-waiver change helped inject about $100,000 of cash.
Mistake made at Financing → showed up at Operations
“It was tight. It got real tight for a while”
Warning signs
- The deal used SBA debt with only a 10% seller note, and the buyers were already buying a small business with limited margin for error.
- Interest rates were low at closing in late 2021, leaving the deal exposed if the rate reset upward.
How to prevent it
- Before signing the loan, the buyers and lender should have stress-tested cash flow at materially higher interest rates, including the seller note, retention bonus, payroll raises, and seasonal low months.
- At closing, the buyers should have reserved a specific cash buffer sized to cover several months of debt service and operating losses if rates rose or margins fell.
Earnings were smaller than expected
The buyers thought they were buying a business near the bottom of their EBITDA range, but their recalculation was materially lower. That made every later problem harder because a smaller earnings base had less room for debt, staff, and mistakes.
Mistake made at Due diligence → showed up at Operations
“we recalculated their eBay was more like 360 380 something like that”
Warning signs
- The buyers intentionally went smaller than their original target range of roughly $500,000 to $1 million of EBITDA.
- The seller’s advertised EBITDA was around $440,000-$475,000, but the buyers later believed normalized EBITDA was closer to approx. $360,000-$380,000.
How to prevent it
- During due diligence, the buyers should have completed a full quality-of-earnings review and tied the purchase price to verified EBITDA, not advertised EBITDA.
- Before closing, the buyers should have reduced price, added a seller earnout, or walked away if the business no longer met their minimum EBITDA threshold.
Heavy key-person dependence
The acquired business depended heavily on one operations manager, and another senior employee announced she was leaving during the sale announcement week. The buyers kept the key employee with transparency, autonomy, and a large retention bonus, but the business remained dependent on her.
Mistake made at Due diligence → showed up at Integration
“she knew that we we had really one key employee”
Warning signs
- The local management team was very small, with only two management staff plus the owner before the sale.
- The key employee was upset because she believed she may have been in line to buy the business.
How to prevent it
- Before closing, the buyer should have privately interviewed the key employee and the second-in-command to confirm intentions, compensation expectations, and any belief they were entitled to buy the business.
- At closing, the buyer should have used a retention agreement with clear performance milestones, transition duties, and backup training requirements, rather than only paying for tenure.
- During integration, the buyer should have documented the key employee’s processes and cross-trained at least one backup within the first 90 days.
Local operations were harder
The buyers knew vacation rentals, but they underestimated the operational burden of this specific mountain market. Rural roads, snow, altitude, utilities, laundry, limited vendors, and guest expectations created more labor and owner involvement than expected.
Mistake made at Due diligence → showed up at Operations
“I think it's just a labor intensive business”
Warning signs
- The homes were rural, high-altitude, single-family properties on gravel roads, with well, septic, propane, weather, and limited vendor access.
- A competitor later dropped properties on the buyers’ side of the pass because the number of home touchpoints was too high.
How to prevent it
- During due diligence, the buyer should have shadowed guest turns, maintenance calls, snow access, laundry, propane, septic, and emergency issues for at least one busy week.
- Before closing, the buyer should have built a property-level labor model showing expected touches per home, vendor travel time, and local service constraints.
- In the first 30 days after close, the buyer should have separated homes by complexity and profitability so difficult properties could be repriced or declined quickly.
Trust accounting was wrong
About a year and a half after buying, the buyers realized their trust accounting was not being done correctly. Cleaning it up required roughly six to eight months of retrospective forensic accounting work.
Mistake made at Integration → showed up at Operations
“we hadn't been doing our trust accounting correctly”
Warning signs
- The business handled homeowner money, guest payments, fees, and owner distributions, which makes accounting more complex than a simple service business.
- The buyers were remote and were also changing systems and processes, increasing the risk that accounting mistakes would persist unnoticed.
How to prevent it
- Before closing, a property-management accountant should have reviewed trust-accounting rules, the target’s chart of accounts, and sample owner statements.
- Within the first 30 days after close, the buyer should have implemented monthly trust-account reconciliations with owner-by-owner balances reviewed by an outside bookkeeper.
- Before scaling the portfolio, the buyer should have tested accounting workflows with a small batch of reservations and owner payouts.
Small pricing change hurt margins
A staff recommendation to standardize cleaning fees looked reasonable at the property level. Once applied across the portfolio, the buyers realized they had lost a significant cleaning margin and could not quickly reverse it.
Mistake made at Operations → showed up at Operations
“we just lost to 30% margin on all of our cleaning”
Warning signs
- The business had many small fees and service lines where small changes could scale across all properties.
- Staff proposed standardizing cleaning fees, but the impact on total margin was not fully understood before implementation.
How to prevent it
- Before approving any pricing change, management should require a written analysis showing revenue, cost, and margin impact across the whole property portfolio.
- For fee changes, the operator should test the new pricing on a small subset of homes for one month before rolling it out everywhere.
- The buyer should track cleaning as its own profit center with margin targets, not just as an operational function.
Claims consumed management time
Insurance covered much of the financial exposure, but employee and guest incidents still created recurring legal and administrative work. The buyers had to spend time documenting claims and coordinating with insurers.
Mistake made at Due diligence → showed up at Operations
“we've consistently had at least one um one lawsuit or something going on with an employee”
Warning signs
- The business used cleaners and maintenance staff doing physical work in guest homes, creating injury risk.
- The buyer later described workers’ comp, discrimination, and guest injury matters that required documentation and insurance handling.
How to prevent it
- During diligence, the buyer should review workers’ compensation history, employee classifications, injury logs, and open or threatened claims.
- Before closing, the buyer should confirm general liability, workers’ compensation, E&O, and homeowner insurance requirements with an insurance broker who understands vacation rentals.
- In operations, management should keep incident reports, employee injury documentation, and homeowner insurance certificates current for every property.
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Thesis
LOI
Due diligence
Financing
Closing
Integration
Operations
Transcript 1771 lines · 13369 words · auto-generated captions
She ended up fainting a heart attack.
Like during our negotiations, we paid
out to this third party about
$120,000 that prior year and we had
about 20 to $30,000 worth of claims. So,
you know, we did the same thing. So, we
injected about $100,000 cash into the
business pretty easily.
[Music]
I've done a couple of different software
uh startup companies. So VC backed um
and we sold those off just you know one
of those like kind of I guess
traditional stories where it's just high
stress you know high risk high reward in
that in that environment and just wasn't
sure that I wanted to keep doing that
and and you know keep kind of being in
that space. So, I was um I was doing a
little bit of like taking a little bit
of time doing some consulting, doing
some angel investing and I ran into who
turned in my business partner and he
actually introduced me. I didn't even
know to be honest. I didn't know there
was some such thing as like searching as
like you know like ETA like I didn't
know about any of this stuff. So, he
introduced me over a beer one night into
all that and that was probably
20 2018 I'd say. Um so then you know we
took some more time and um and we
decided you know like hey he has an
investment banking background um you
know I have more of like the operations
uh on like you know startup operations
um background um so let's combine
forces. So then we started we started
looking uh we're like let's let's see if
we can find a a business that that makes
sense to us. So, we had we had some
backers at first and then I think just
going through the process and
negotiating with them, we were like,
"Nope, we're gonna self-fund." Uh, and
um, so as we as we went through our
search process, we kind of whittleled
some of that stuff down. And then we
looked all over at all different types
of industries and businesses. And you
know, really we were refining our search
criteria and wanted something that was
probably similar to what a lot of people
on here are looking for and talking
about, which is like like um somewhat
predictable revenue like so re revenue
visibility at least to kind of
understand what your what your revenue
is going to be. So let me let me put
pause there a little bit and double
click on something you mentioned
earlier. So you you were you started out
as a traditional search and then you
switched to a self-funded search. So
what made you switch from a self-funded
from a traditional search to a
self-funded search? So I mean we were
searching right in the middle like so
pandemic kicked off and that really like
kicked us off to be like full gear cuz
we we thought at the time that the
pandemic was going to cause a decline
which it did at first, right? but it was
going to cause a decline and to make a
lot of buying
opportunities. So, you know, at the time
we're like, "Okay, let's let's really
kick this off full like more full-time."
We were kind of doing it, you know,
casual, but then we got a lot more
serious about it. And we started
bringing opportunities. We started like
evaluating and bringing them and we
would discuss them um, you know, kind of
along the way. And we just kind of
realized that the people who had talked
about backing us, like they weren't, it
wasn't like a a full-on like we didn't
have agreements or anything. We were
just it was all verbal and um you know
it was like we realized it felt like
they were just looking for like a home
run like like you know that's all they
want. they were like like this is like a
guarantee home run like of course like
anybody would do this you know type
thing and you know I think you you can
do that if you're really super patient
right so so so the investors I feel like
there was the same motivation like we
wanted to do it for ourselves and and
they were just kind of waiting cuz they
didn't have to make money they were fine
you know like so they were just waiting
for like that perfect opportunity to
come along so the investors just wanted
the best deal out there
got it Yeah. Got it. Okay. Guaranteed
type stuff, right? Like more more like
private equity, you know, where where
it's, you know, like less less uh less
risk, a little bit more like, hey, this
is like this is a no-brainer. We're just
going to do this and it's going to start
to make money, which is awesome, but we
weren't finding that in the market.
Right. Got it. So, so essentially, which
makes sense from the investor
perspective because, you know, they can
say we're backing a bunch of in a bunch
of searchers and whoever comes up with
the biggest uh fish. All right. Well,
let's uh let's slice it all together.
Let's all of us have some uh some
sushimi, which makes sense. Makes sense.
Um so then we so then we started
talking. We're like, look, we can move
faster. I I had a thing with from the
startup world where you know if you've
ever worked with VCs they can make your
like in a startup environment they can
make things really really challenging.
So we kind of started talking about that
stuff too and what the governance would
be and everything and just decided you
know what like me personally I was a
little bit more like I don't want to
have to deal with reporting to a board.
I don't want to have to deal with, you
know, if we if we decide to make some
investments and and then our like in the
business and our and our margins are
down a little bit, I don't want to have
to like go and justify that um you know,
all the time when we want to make those
decisions. So, it was it became pretty
clear, my business partner and I, we
just like to be able to hop on the phone
and have a like quick discussion and
decide if we were going to do something
or decide if we needed to take a little
bit more time to like talk about, you
know, this. And so, that's how we
started. I mean then it kind of switched
to that when we were searching and we
started searching and then we made what
I what I'm now starting to learn is what
you guys talk about the cardinal mistake
is when we went smaller.
[Laughter]
Yeah. Went too small. So yeah so we were
trying to we were trying to shoot
between like 500 and a and a million in
IBIDA. Um, and we thought we were
getting I think this is very similar to
other stories that I've heard like it
was, you know, somewhere right around
500 like very on the on the low end, but
then once we got into everything with
our with the business, we bought the the
vacation rental um property management
business like once we kind of
recalculated their eBay was more like
360 380 something like that. Okay. So,
so, so, so before you got to the
property management business, what were
some of the industries that you looked
at? Where did you start thinking, okay,
I'm going to buy this type of industry?
And then how did that evolve into the
property management business?
Oh man, we looked at
um I mean everything. We looked at like
a forklift uh rehab company. We looked
at a diesel engine manufacturer. we or
not remanufacturer, remanufacturers. So,
you know, with that one in particular,
like we were excited about it, it's
like, okay, they were basically buying
and selling engines, but we were like,
oh, you can you could dismantle those
engines and part them out and and, you
know, like make a lot more money if you
did that. Um, we we uh I mean, there
there was I don't know. I'd say we were
we were last three um in in the running
for at least 20 different businesses.
Um and and you know, it got down to it
and and my business partner being an
ex-investment banker, he just he had
kind of like his he had a model that he
put together and he was pretty strict on
the criteria. I mean, that's something I
I really gleaned from him and super glad
that I had him along on that part of it
is like look, if if we can't make it
work, like this is our best offer. we
can't make it work. You know, the
brokers would come back to us and be
like, can you do can you come to here?
We're like, no, like this is the most we
can do. Um, you know, some deals, you
know, they would include real estate um
or the, you know, like or they we'd be
up against somebody who was buying the
real estate and we're like, "No, we
don't want to buy it. We want to lease
it." Um, and so we just we kind of had
our our spec in there, but we were
looking at a lot of different businesses
that had pretty consistent cash flow. I
think the the one right before this one
that we that we had um that we thought
we had but just couldn't quite get
across the finish line was a was like a
packaging company up in Minneapolis. Um
so they like custom packaging for all
kinds of different like industries.
Yeah. Um like which was which was
awesome. I thought it was really
interesting. Um I ended up a local local
guy they they decided to go with a local
guy who had a similar business rather
than us cuz we were out of Chicago. Um,
so not far, but but that's kind of what
how we got beat on that one. Um, and
then the the the last like my business
partner was actually all about there was
a furniture design and manufacturing
company. Um, they sourced from Indonesia
and um and shipped here and they they
did projects specifically for like uh
dormitories um like different
dormitories across the US. So for me the
complexity of that business like we were
we actually balancing we had we had
accepted LOIs in both and we we accepted
this one cuz with that one I felt like
the supply chain was going to be really
complex and then the where you're doing
the work is always moving to a different
location. We just wanted a a little more
stability. Got it. Cuz we wanted a
platform business to build build off. So
So how did you find this? So I
had well we had I stumbled on another
vacation rental business on kind of on
accident. Um, and I've been doing
short-term rentals for a long time. Uh,
like we have our own properties, you
know, that we've been doing. And so I
stumbled onto it and it was down in the
Keys. Um, and if anybody's familiar, um,
it's the Keys is kind of its own its own
animal down there. Uh, so we actually
went down, we flew down from Chicago,
went down to Marathon and visited um,
visited the the site and talked to the
owner and and got to know it, put
together some offers. Long story short,
she ended up figning a heart attack.
Um, like during our negotiations and she
just thought the business was worth a
lot more than it was and she was going
to get an allcash offer. Um, we're like,
"No, we're using financing for this."
Um, and so it just, you know, given
given all that stuff, you know, just
kind of the deal just just fell apart.
Um and so then you know short because of
that because we learned a lot about that
went went pretty far in the process with
them that was other vacation rental
businesses had had kind of come up on
our radar and we got involved with some
brokers who specialized in the in the
industry. And so this one that we ended
up buying was uh brought to us by a
broker um that he was the sell side and
then he represented us from the buy side
um and um and made it really simple. was
kind of it wasn't quite like like full
public sale. It was it was kind of like
a limited release to some other vacation
rental, you know, people that he knew.
Um and so I think, you know, a little
bit we got lucky with it. We really like
the we we really like the location. It's
just outside of of Wreck and Ridge in
Colorado. So, I think, you know, the the
location, the um you know, the the size
of the business, we we thought we'd be
able to, you know, grab another business
or two. Um you know, do some um
inorganic growth on it pretty quick. Uh
and the seller, like what we realized is
the seller makes all the difference cuz
we'd just been we had we had another
one. I can't even remember what that one
Oh, it was it was um fasteners. um uh
like like screws and bolts and stuff and
they were a distributor like a distri
dist distribution company um on the east
coast and they we were like all the way
through LOI and I think the the week
that we submitted our LOI for that one
the owner died. Oh wow. And and then
there was a there was kind of like a I
won't call it a struggle, but there was
a little bit of it was it was a lot of
confusion and delays like who has the
rights to sell the business and who's
making the decisions. And it just kind
of the broker wasn't very like wasn't
very good. We were a little bit, you
know, like because of everything that
happened, you know, so it was just a
little bit like what are we buying now?
Um, so you know, we we ended up backing
out of that one. Is we we had realized I
think by that point that the the seller
is is probably the most important
factor. Like we were thinking about
brokers and all this other, but we
realized that the the seller is probably
the most important thing to getting a
deal done. And as long as the business
looked good, um, you know, like it
didn't really matter so much what the
business was. It was like if the seller
was good and and the the valuation
seemed um fair, then, you know, that was
kind of like our trigger. Um and that's
why we went with this one. Um it the
seller was great, very helpful. Um still
stay in touch with them. Um and why did
they want to sell?
She was retiring. So that's the other
reason why why we like this business.
She had started the business locally in
Breck or near Bre and then moved to
Arizona and she was a little bit older
and wanted to retire and so she was
running it and had an ops team that was
local. Um and then that was our plan was
to run it you know same thing um like
remotely. How old was the business?
She started in like 07. Um so at the
time we bought it in 2021 so it was like
14 years old. 14 years. Um yeah. So it
was it was a pretty good business. We
got to look at the financials and see
how it went through the I mean it wasn't
fully through the it might have been
even before 2007 but like you know we
looked at the financials and everything
back through the the
the great uh recession and everything
and you know it seems like a lot of
stuff out in that area especially when
it comes to vacation rentals are a
little more recession proof like people
kind of fly in from all over the I mean,
obviously, you're going to take a hit,
but um it wasn't it wasn't that that
much. So, we weren't we weren't that
also helped kind of calm us, you know,
from like a risk perspective. Um that,
you know, and it is it has it has shown
to be that way. So, even though I think
I mentioned at the beginning of the
call, even though we did buy in 2021,
which is you could argue is somewhat the
height, um I think it was kind of in the
middle of of everything um in the
vacation rental business. Um you know,
really haven't seen, you know, like from
a demand um from a demand perspective
and from like a you know, like is this
is this market going to going to
continue to be stable like definitely um
into the future? I mean, that's just
that's Yeah. So there is definitely a
shortage. The the supply of short-term
rentals is not very uh large and it's
not like a a market where you can build
very easily. So so that area is pretty
you know the demand is pretty strong and
uh so so how what how much was the
business uh listed for or you know um
offered at and how much was the revenue
and then the earnings? I don't think
that they actually listed it, but um
they just asked for offers. Um so we I
think the I can't remember the exact
number for revenue. It was somewhere
around um two two and a half million uh
in total revenue. Um we did it off of
IBIDA multiples. So we did three and a
half times off IBIDA. Okay. What we
ended up buying for you
know 500k. Go ahead. Sorry. No, no, go
ahead. Go ahead. Sorry. You thought it
was 500K?
Uh, yeah. Yeah. So, we we thought it was
about 44 475 was what they were kind of
advertising it at. And then, you know,
as we went through all the financials,
we're like, no, that like that no, that
doesn't count and then, you know, stuff
like that. So, we ended up whittling it
down, but she was she was really uh she
was really open to it. She wanted uh
somebody who wasn't she didn't really
want to sell to a strategic. Um, so
again, you know, buyer preferences
helped us out. Um, so I think that's
really important to just read read the
buyer or I'm sorry, the seller seller.
Um, and and she she had from what
everybody told us at the time, she had
competing offers that were higher than
than ours, but they were what she felt
they were coming from like a strategic
in the area that was going to just, you
know, basically clean house. um you know
like cut out all all the stuff and like
take and she she felt more of a
connection to all the owners like the
all the property owners and stuff. So
she wanted um you know like some people
who were going to treat it more like
like a quote unquote familyowned
business. That's a great point. Yeah,
that's a great point. A lot of sellers
do not like to sell to competitors, do
not like to sell to strategics. They or
or even larger operation. They want to
sell to someone who's going to treat the
business the way they treated it, treat
the clients the way they treated them
and the employees the same way. So it
makes a lot you have an advantage in
that case. Yeah. So so we tried to play
that up and and our and we started as we
were looking at businesses we started we
realized that through the process. So we
started kind of pushing that up uh as
part of our like marketing to to sellers
like marketing ourselves. And then when
we like when we were negotiating the
deal again, you know, looking back, I
think the seller was really great. She
knew that we we had really one key
employee um at the business. Um that was
kind of like she had that she kind of
had the title of operations manager. Um
hey, look, I got bloom. Um what she what
we didn't realize at the time was that
um the this ops manager so she was she
was key at the time very very key. So
the seller said, "Hey, I want to make it
I want to make sure she stays around. I
want to take care of her. She did a lot
of work for me." So we actually
negotiated and split um a retention
bonus with the seller. So the seller
paid half of it. We paid half of it. Um
it was about I think it was about 100k
total for the Yeah. Without one
employee. So what were the terms? Did he
give out the money all at one time or is
it over five years or how did he No, we
did it over We did it over two. We We
should have done something
performance-based, I think. Uh I think
it was a mistake to just make it kind of
a guaranteed bonus. Um Okay. So, as long
as she stays for two years, she gets 100
grand. Got it. Yeah. And she did. So,
Okay. And No, no, no, she stayed. Still,
she's still working there. And you know,
when the retention bonus um kind of ran
out, we we made her aware of it and we
just told her, you know, based on kind
of, you know, a lot of different things,
we weren't we could negotiate a
performance-based bonus after that.
Yeah. Um and to be honest, just kind of
has fallen off the plate and we never
did. So, she's just working on her
salary now. Nice. We also had it was it
was small employee base, so there was I
mean, we have a lot of cleaning staff
and maintenance staff. Um some of which
was W2, some of which was 1099. Um, and
uh, most of the cleaning staff was W2
based on some local laws and and stuff
that they got into with the Department
of Labor. Um, but you know, we really
only had two management staff. There was
this one ops lady and then um and then
one other person who kind of was in the
office and then uh and then the owner.
Um, so when we came in uh we were like,
"Oh, this is going to be And in the the
week that we announced the sale to the
whole staff, um we found out that the
the the second in line of the company
was leaving and moving across the
country. Totally unrelated to us. Oh
wow. Did the seller kn Did the seller
know or No, she didn't know. No, no. It
was it was an announcement before we
announced it to everybody. It was the
same week that she announced that she
was leaving. So we're like, "Okay, that
that kind of sucks." Um and then um the
what we realized then when we announced
it is this key employee who we ended up
bonusing and everything um she we found
out that she was under the impression
whether rightfully or not that she was
in line to buy the business u but it was
never offered to her. So we had a bunch
of kind of that interpersonal stuff to
work through. She's pretty upset you
know like um didn't know us blah blah
blah blah. Um, so we So, how did you
handle that one? That's actually a very
uh common thing and I'm dealing with it
with two different companies. So, how
did you handle it?
Um, I think first, so we sat down in
person with her, which I think was
important to do stuff in person. Um, and
got out of the office like we were in
like neutral territory, you know, and
like took her out to eat a few times
and, you know, just talk to her, let her
know, let her get to know us. And then
also for us, for me, I think it's always
important like on the transparency side
just to be like honest like here's like
here's the transaction like you know I
mean we're happy at this point we're
happy to kind of step back if uh cuz we
weren't like too far into it at that
point. We're like we're happy to step
back but like this is this is I mean it
was like one point it was around like
1.2 1.3 somewhere like that. Um and she
thought she could get the business for
like you know5
$600,000. Um, so there was just really I
think she realized when we started
talking to her about everything that
like she just one she couldn't afford it
on her own and and I think you know
later I think she might have done a
self-evaluation and realized she didn't
have the skills to do all all of those
things with the business like all the
stuff that that we handle that she was
kind of blind to that the old owner was
handling and that we're handling. Um but
I think just you know one letting
letting her get to know us. Um and um
you know building that interpersonal
relationship on that side two I think
explaining here's the deal here's how
the structure happens here is blah blah
blah blah and she realized that she just
couldn't really compete with that. And
then I think three you know offering her
that that really generous retention
bonus. I mean her salary was um was
about 75. she just gotten a raise to to
almost 100. So for us to to give her a
100k bonus was basically a year's
salary. Um and so we thought that was
really generous. Um I mean over the
course of two years, right? So she was
getting like a 50% raise off of that off
of that bonus. So um I think those
things combined together. Um plus the
fact that she knew we were going to be
remote as well and not come in and try
to dictate everything like you know we
were going to give her a lot of autonomy
to continue doing um doing what she
wanted to do. Um, and so I think I think
all those things it took us a little
while. I think she she agreed to it and
then it took us a little while to to
build some trust, but you know, looking
back on it as well, just given, you
know, different industries, different
stuff going on, right? Like we're in a
vacation rental area. So, there's not a
ton of industry or things to do outside
of this, right? So, for her to have the
autonomy and the pay and everything else
that we're able to offer just wasn't
going to happen anywhere else. And she
knew that, too. like and we didn't
really know that going into but like we
realized that like over time we're like
there's no other opportunity around here
that's going to you know compare. So
that makes that makes a lot of sense.
That makes a lot of sense. But she's
still here. We're we're still very good
friends. She does a great job. She runs
it. She's kind of like having we talk
about a lot. It's kind of like having an
an owner another owner without any
equity. That's awesome. So she she
generally tends to work too much. Um
which is you know a good problem to
have. Um, that's a that's awesome.
That's a good team. So, so it's it's
definitely it's definitely worked out.
So, I think whatever we did up front, I
think we handled it decently well. Well,
it's it's great. Like you said, it's
honesty. It's transparency. It's giving
them the option giving her the option
agency essentially to to buy the
business if she wants to. You you told
her, "Here's the price. You know, if you
if you see that you sell buying it,
absolutely would love you to have it."
And then and then the the ability to
give her the chance to see behind the
curtain, you know, what other things,
you know, an owner does in a business
and then all the things that you have to
take responsibility for and be
accountable for that she may not have
seen before. Yeah. And I'm I'm not sure
if something I mean I know I heard them
comment about this later on and it's
something that her and her husband were
also very good friends with her husband
and and you know I've talked about and
that at the time I think you know there
was a lot of talk and there's a lot of
like increased attention on short-term
rentals across the country. I think
alongside this like parallel to to the
industry growing you had a lot of these
efforts to try to curb short-term
rentals through regulation and
everything else. Right. So, at the same
time, we were just seeing the first like
short-term rental ordinances and
regulations go into place in the county,
and I think it had a lot of people
scared and skittish. And so, I think,
you know, besides everything else, I
think that was something else that kind
of played in our favor like, hey, we're
assuming that risk um you know, and I
think she got a little a little timid um
about that as well. So, so how did you
how did you deal with yourself? How did
you deal with that regulatory risk that
may be coming? Because there it was
real. It wasn't uh it wasn't unreal.
This has been this has been ongoing. Um
local governments are something that I'
I've had a lot of experience dealing
with in the past. Like the prior prior
startup that I worked with right before
this one that we started um was in
telearm pharmacy. So pharmacy is a very
highly regulated space and is very
fragmented by state. Um and so that was
a huge part of my job was doing all the
regulatory on stuff on that side. So
basically the short-term rental
regulation stuff I wasn't too worried
about and still am not. Um it's just a
even a lot more localized because you
know you're dealing with with these
small cities and counties, right? Rather
than like the you know the state level
or something like that.
Um, you know, so they had just passed
ordinances and when we reviewed them as
part of our due diligence, we thought
that they were pretty clear and fair.
Um, and and I still think that to this
day, like the ordinances are fine. Um, I
think I think it's I think the challenge
that we have and continue to have is
with uh with the county is county's
interpretation like so the officials
interpretation of of what that means and
what we as short-term rental you know
managers and owners have to like like
what we need to do and what we you know
like to me it's kind of like well that's
not that's not like what we what the
essence of what they trying to do when
they wrote this was. But anyway, we
worked through a lot of that stuff and
we decided that it's it's so confusing
and and I mean there is a path but it's
kind of a maze to get to get through all
this stuff that um that was a value ad
that we could we could have with our
with our with our owners. We're we're
the only right now we would still
consider ourselves the only like white
glove full turnkey property management
company in the area. So, we decided that
that would be a value ad for our
homeowners if we navigated like the the
short-term rental ordinance um arena for
them. Um and I think that's largely been
accurate. I think you know some people
come to us like we've had people come to
us just because they're like I heard you
can help us get our license. Oh, okay.
So essentially you're using you're using
the regulatory burden as a moat to in a
value ad to the clients. Okay, that
makes sense. Yeah, regulation can be an
advantage. Yeah. And so we've kind of
turned it around. So now the the county
has like a you know you can um apply for
your your like your license and
everything online. And so we actually do
all that on behalf of our homeowners. So
we have all the application materials.
We have all of the like you know all of
the the licenses. We we have everything
that we manage. And so it's it's like
for us it's definitely sticky like if
you leave us and all the local property
owners have to have a responsible agent.
I I can't remember the exact language or
something like they have to be be able
to get to the house within like 30 or 60
minutes or something like that. And so
the vast majority of property owners
can't do that. Um so they have to have
somebody anyway. And um so there's just
a lot of a lot of ways and reasons why
that's actually made it a little bit
stickier for us. And by including that
service, I think we're the only ones
like when you look at some of the other
big vacation rental companies um Vicasa
and um
u you know some of the some of these
other large ones that you hear I can't
remember why I can't think of the other
one that's that's really it's really
big. Um but anyway, they don't they
don't do any of that. Uh they won't they
ask their owners for their license, but
they don't actually submit and help them
with it. So I think that's just
something that So that makes sense.
So now going back. So so the deal was
three and a half times about 300k
something. So you bought it for what
like a million a million2 a million one
like 1 1.25 I think was like somewhere
around there was the final like 1.25 and
then what was the structure? Was it all
cash to her or you gave her some seller
financing or what was the structure?
She had a 10% seller note over three
years. Um and uh let's see. And then the
rest was SBA. We did we did I think 20%
down. We didn't have to but but just to
make the numbers work. Okay. Um and
everything everything looked really
good. Um I'll tell you everything looked
really good when we closed. We had a
five five and a half% interest rate and
then that was
later in 2021. And by middle of 2022, I
think it was 10 and a half%. Oh man. So
that that threeyear that seller
financing three year was that uh paid
every quarter or was it standby uh
it was uh it was it was paid every year.
Um, and so we didn't technically have to
like u, so there wasn't any standby, but
we didn't have to make like monthly
payments on it, but we just opened a
separate account like an escro account
and just put a monthly like you know
like carved off monthly in there so that
we had what we needed to every year to
pay it off. Do you remember what would
your what was your debt service ratio
when you closed
at five?
So at 10, when the rate went up at 10,
did the was your were you still cash
flowing okay or you were like breaking
even? It was tight. It got real tight
for a while cuz of course we we burdened
um so a couple people got raises, you
know, just to keep them around. Um and
then with the retention bonus, uh
everything it got really tight. So
really our our kind of the kicker that
I'll say looking back like really I
think really saved us. Um, I don't know
if we talked about this already to Jay,
but we we decided to um to self-insure
with a like a damage waiver on each
rental. So, we looked at it after, you
know, the first few months of owning the
business and they had a company um that
they charged us somewhere around like 60
bucks per um per rental, but we realized
like the just the administrative cost of
having to submit and provide all this
documentation and everything else. It
was just a it was just a huge pain. um
my business partner had a um had some
background in insurance and everything
else. We started talking around and and
we decided to to flip over to a
self-insured where we we collect it. So
we raised it a bit. I think we collect
between 75 and 100 bucks per per rental.
Um and that all goes into uh what we
call kind of like our escro account and
then we try to run about a 20% loss
ratio on that.
So, um you know, quick math was we
before we made the change, we paid we
paid out to this third party about
$120,000 um that prior year. Um and we
had about 20 to $30,000 worth of claims.
Um so, you know, we did the same thing.
So, we so we injected about $100,000
cash into the business um you know,
pretty easily. And so that was that was
a big one for us to just cover all the
cash needs as as you know like through
kind of the debt service through you
know some some growth that we did. Um I
think we kind of lucked out with that
was that was like a big big one for us.
Well that's huge. And what what kind of
insurance is this?
So it's just for incidental damages. So,
we have a policy. It covers up to like
well, it's not technically a policy
because we can't call it insurance,
right? But like um it's it's like up to
$3,000 of incidental damages that a that
a guest causes at a property. So, it's
almost like a tenant tenant insurance.
Okay. Got it. Guest insurance. So,
somebody breaks probably one of the most
common is they break the glass coffee
maker, right? And we have to get a new
carff, you know? So, people break chairs
a lot like they'll sit down on a chair
and break it and we'll replace the
chair. So, you know, stuff like that. I
mean, we've had we've had a couple of of
more major things. I think there's been
over the three years, we've had like I
think two countertops get get like
melted. They were like laminate
countertops if you put hot stuff on and
it just like totally melted it. Um and
we we we just did replacement cost and
the owners ended up um so that's kind of
the deal we have with our owners. Like
we'll pay up to replacement cost. So for
something like that, we replace a whole
kitchen countertop for like 1,500 bucks
with the you know with laminate. Um, and
then they'll usually just get like
they'll they'll just use that as a
credit towards, you know, they'll pay
for like a a stone upgrade, you know, or
same thing with appliances. Like we'll
we'll replace it with a we'll give you
the value of like that fridge or
whatever else and then, you know, you
can choose to replace it with whatever
you want to choose. Interesting. Okay.
So, when you bought the business was
doing two two and a half million and how
many employees?
Well, there was probably 15 total with
like all of our cleaning staff and
everything. Okay. And then how many how
many doors or properties?
We had I think 35 somewhere right around
in that range like when we bought Well,
so these are high-end properties. So
they're like No, no, our margins. So
I'll be honest, like our margins over
the past couple years have gone down
some. Um but I think there was just uh
there was looking at the trends in the
industry there was the years the years
leading up to uh when we bought there
was just higher um higher demand. So
they you know like our I can't remember
our exact numbers that we use. I mean
there's a lot of different ways that
people value um if you talk to brokers
that value these businesses but one is
like how how much are you earning per
per um per unit? And I think we were
somewhere in like the 30 $35,000 range,
like per door. Per door. I can't I can't
remember the exact Okay. exact number,
but in in we we've gone down. I think I
think we average like 25,000 per per
unit now. Um but um you know, we've uh
we're scaled up. We're clo we're about
60 uh properties now. Okay. So
yeah, but we we also had to had to
invest a lot. There was a lot of stuff
that we didn't realize because we
weren't familiar with we were familiar
with vacation rentals which is what got
got us interested right but like like
most people we just didn't know we
didn't know um and we realized like
laundry like they were doing like you
have to imagine they were doing all of
their laundry inhouse like so they had
just
residential washers and dryers in their
office and they were just like they had
we had a staff member there was just
like you know processing laundry every
day. So we've actually totally changed
that. We have a linen rental service.
Um, and and surprisingly enough, from
where we are, we couldn't we couldn't
get it. We worked on that for a long
time. We couldn't get it. But so now we
actually ship um ship all of our stuff.
We have it delivered from Colorado
Springs, so it's about an hour and 45
minutes. Wow. Um, um, but that eased our
like that side of stuff a lot. Um but
every time you know we were we we bought
the business we're building it as a
platform. So every time we found some
savings we usually deployed that in you
know something else that we wanted to.
So what else what else what are some of
the other things that you didn't know um
you didn't know that you didn't know?
Um I think
um I think some of the unique things
about uh about up there in the
mountains. So to give you guys a little
context, our county where where all of
our stuff is, so we're about 20 25
minutes from Breen Ridge, so it's really
close. A lot of people like that's
probably the biggest draw in the winter
months. Um but it's all it's all gravel
county roads. Um it's uh they're all
single family homes, so generally
they're on larger like larger acreages.
Um like we have one we have one that has
like 70 acres, but a lot of them have at
a minimum of an acre, but usually at
least a couple of acres around them. So
you know, you're not right on top of on
top of each other. Um and you know,
because of that and the county in
general is um is pretty uh conservative.
So they don't like to they they don't
like government and they don't really
like a lot of the development. They they
have all these local sayings like don't
breenidge my fair play which is like the
local town. Yeah. Um so so I think what
we learned is some of those dynamics. Um
you know and and just how things work
like we we fight with our owners and we
try to educate our our homeowners and
even our guests sometimes on on some of
the stuff. you know, we can't just we
don't have like five different vendors
that we can call and get somebody to the
house right away to help us with like
electric or something or, you know,
people complain about that the cost of
of getting somebody there to do stuff
and it's like, well, you know, that's
just kind of the way it is. Um even you
know like there's power outages you know
like in the area or you know plowing
when it snows like like the county like
gets out and does it when they want to
you know it's not it's not the same
service level that you get a lot of like
more developed areas. So it's a little
bit it's a little bit I mean it's it's
more fun. I like it. It's it's it's a
lot quieter. It's a lot a lot more space
um a lot more privacy um than you than
you get like if you're like in Breen
Ridge or somewhere close in Summit
County. Um so you get a lot but you know
like you you give up a lot um for it and
so you know cell phone coverage I think
has like has proven to be a ch ob
obviously it's getting better especially
with Starlink now we have internet um
almost everywhere but that was a
challenge. um you know, light bulbs
burning out. Like I've never seen so
many light bulbs burn out in my entire
life. It's just but I think there's
electrical storms up there and it just
happens, right? And um I think um
altitude is another big one. Like so our
office is above like our office about
10,500 ft and um and all of our homes
are above 10,000. We have some up almost
at 12,000 ft. And for those of you just
put it in context, 12,000 just over
12,000 feet is the tree line. So they
don't really build above the tree line.
Um but we have places that are really
high. So when you have people flying in
from Florida or Texas, which is where a
lot of our um guests come from, they a
lot of them have altitude sickness,
especially if they don't especially if
they don't prepare or if they go out
there and drink alcohol and get in the
hot tub and you know, all this other
stuff get super dehydrated. So you know,
dealing with I think a lot of that
stuff. Um and guest expectations, you
know, on that side of things. I mean,
like gravel gravel roads means they're
not going to be like clean asphalt when
you're driving, right? It's it's going
to be snow like they they take the bulk
of the snow off, but there's still going
to be snow and ice on the road. Um, so I
think all those things are just um
unexpected, but I mean, from the that's
from the area. I think from the business
is um I I think it's just a labor
intensive business. Um, and actually we
we just got um a few properties. There
was there was another guy, this is a
good example, was another guy who was
managing u a a rental business over in
Breck and he also had some properties uh
on our side like where we are. And when
I say our side, this is there's a pass
between us. Um and he decided to drop
all the houses on our side. Um and so
they he basically referred everybody
over to us as a management company. I
mean, he did he did the math and he said
his touch points like the number of
times he has to go like touch a home uh
were much much higher on our side. Um
just given you know we're we're all on
well and septic um you know all the
systems are well and septic. The
electricity you know may not be quite
quite as reliable. It's all um propane
like there's no gas lines that are run
to the houses. So like all of these
little things um and every house being
independent um all add up to like a just
a just a more difficult equation. So um
I
think I think I probably would have like
you know looking back I probably would
have pushed um one to understand the
finances a little bit better when we
when we got going. I think being a
smaller business what we realized is
very small changes scale up very
quickly. Yeah. Um, and we didn't realize
like, oh, if we just make this small
adjustment and our staff is making this
this recommendation that all of a sudden
like, oh well, like our staff came to us
one day, we're like, well, we want to we
want to standardize our cleaning fees
across the portfolio cuz some were
paying a lot and some were not paying
very much. And we're like, okay. And so,
they went and did all the math and they
came back to us with recommendation.
We're like, great. And then we realized
that we just lost to 30% margin on all
of our cleaning, you know, like. So, um
I mean I think just you know little
things like that along the way and then
and then it takes a long time to recover
from that, right? Because you can't
because you can't just make those
adjustments back quick. Stone, you had a
question. Yeah. Yeah. I had a bunch and
and thanks so much. I know I was walking
into the office. Um so really appreciate
this whole story and sort of all the
sharing um that you've done. This is all
truly like very relevant to what I'm
hoping to do, which is buy, you know,
sort of an Airbnb short-term rental,
medium-term rental business probably in
South Florida, and then basically use
that opco to then go aggregate a
portfolio of um of properties that are
going to generate a higher yield by
virtue of sort of renting them, you
know, medium short term. And so, but I
have all this um guttage about sort of
what uh like how difficult that business
is. And it sounds to me a little bit
like is that am I understanding the
numbers right? It's kind of 12%
um eBay margin. Is that right? It's like
two two and a half million bucks of
revenue and then kind of when you buy
we're some somewhere Yeah, we fluctuate
you know depending on the month. Uh we
fluctuate I'd say between 10 and 14 to
15% ebida margin. Got it. 10 and 14 to
15. And and I guess my qu one one big
question that was I'll tell you if
you're doing sorry if you're doing that
math I'll tell you we average 30% is our
management fee. Yeah. Um and 30 30% of
their rental proceeds. So we keep So if
you look at if you look at the breakdown
of reservation obviously taxes comes out
off the top. Um, and then we have our
cleaning fee. We keep 100% of our
cleaning fees. So, we take that off of
the top. Yeah. Uh, we have a couple
other like fees like everybody else that
go in there that we take off the top and
then we split the 30% uh of the rental
process. So, the rental proceeds what's
left after those other fees come out
like our credit card processing fee, all
that other stuff. Right. And Got it.
So, so when you look at any reservation,
you're probably like the total
reservation amount. Like we're we're
probably down to about 50% of it is
actual rental proceeds. Um, and then we
split that with the with the owner. 50%
of the like if someone's paying $1,000
for three days, it's like 500 of that
rental proceeds and then you're taking
30% of that 500. That's And I And I've
seen stuff like up and I don't know what
if you're looking at the business down
here, but I've seen stuff up in like the
the Outer Banks area, they're doing like
16%. Um on the management fees. So
obviously you have to you have to you
have to weigh that. Like we we charge
more like if we're taking care of a hot
tub at the property because that's a lot
more work. Um but you know so you got to
weigh like how much are you putting into
it and then like so yeah I mean I think
that's a big thing that you have to be
thinking about is what is your what is
your management you know commission and
how competitive do you have to get on on
that because you know it's going to make
a big difference if you can push that up
to 30% or 35% um you know that that
helps you a lot or if you can if you can
load it down with fees and your owners
aren't going to get too mad about that
on the top side that helps you too
because you're keeping 100% of that. Um,
yeah. Interesting. And are you guys
using Airbnb or VBO or one of those? I I
might have missed that piece, but yeah,
all of So, all of them, we're a
traditional like multi- channel listing
company. So, we any property any
individual property you'll get listed
like minimally on um Airbnb, Verbbo, our
own website, so our own direct bookings,
and then Booking.com, and then kind of a
conglomerate of others that, you know,
kind of come along with stuff. But those
are the main ones I'd say. you know, the
three like our own website, Airbnb and
Verbbo, we probably split about, you
know, about a third, a third, a third,
um, in total rentals. Got it. And and
how much time when you were looking at
buying these businesses, you and your
partner, how much time did you sort of
think you were going to end up spending
on the property management piece, like
actually parachuting in and solving
problems versus how much time you're
actually spending? I think this is
always interesting for, you know, this
is a question I always ask when we're
sort of in our our weekly meetup with
Jay and the Yeah. team. So coming from
So I don't know if you heard my back. So
coming from I was managing like we have
a we have a single family property up in
Wisconsin that that I've been managing
with my brother. Like we own and and
manage ourselves. We've done that for 10
plus years. I have a couple in Chicago
that I'm involved with. Um coming from
that perspective to what I would
consider more like quote unquote scale.
Um I've realized there's just a lot more
stuff that happens at at scale. Um it's
just the frequency of stuff happens a
lot more. So um I don't know. At first
we it was a lot like I spent we spent
the first three months when we bought
the business we we were out on site
working every day um just to learn the
business and and kind of get involved.
Since then, I mean, you know, I think it
varies depending on the time of year.
Obviously, you know, we're just coming
out of busy season, um, like spring
break and everything. Um, so really
depends on the time of year, but we've
also been able to like supplement
ourselves with, uh, with like some
overseas, like some Filipino um, virtual
assistant type um, type support. Um, so
it's it's started to limit us, but I'd
say it definitely at first it was a lot
more than I thought. And then I think
like anybody going new to business, you
know, it's like, well, I could just let
all this stuff go. Um, and I'm sure it
would probably operate just fine. Um,
but you know, let's let's kind of like I
wanted to get I personally wanted to get
involved with each one like each each
different and kind of almost take it
over so I could understand it. So then
we could like standardize it like
everybody else, right? you want to
standardize it and then once we
standardize we either hand it off to a
to like a virtual assistant if it could
be done virtually or if it needed to be
done in person then we can you know
start to have have kind of standard
processes and expectations for
everybody. So, you know, going through
that process was was pretty long. And
then I think the I think the biggest
time suck for me was probably when we
realized about a year and a half into
the business that um that we hadn't been
doing our trust accounting correctly. Um
and so then I had about a 6 8mon
um kind of forensic accounting
uh you know fun hey we have to clean
everything up retrospectively which is
like not fun. Um but you know once we
got through that um so that's probably
the first two years like once we got
through that stuff we really my partner
and I made it our goal like after two
years we were going to try to step out
of a lot of the day-to-day and just do
like you know as much as we like so we
probably spent anywhere from like 20 I'd
say 20 to 30 hours a week just doing
some of that stuff and then we were we
were planning on on uh on scaling that
back a little bit more and buying
another one but just you know haven't
found like we've been searching some but
just haven't found the right
opportunity. Um, and is that 20 to 30
hours sort of 20 to 30 each of you or is
that like collectively that you're I
think probably 20 to 30 for each of us.
I don't know honestly my my business
partner might do a little bit less um
than me. I I I stay a little more
involved with the operations and so I
get involved with the stuff like a
credit card dispute and it just takes
time to you know like go through and
document like what happened or like a
you know if it's like a major major
guest issue you know like I'll I'll get
involved with that stuff. Um and then he
he deals a lot more with like insurance.
So, if there's, you know, if we have,
which which has happened every once in a
while, like um you know, we had a guy
fall off a fall off a balcony that was
like 14 ft in the air onto like a gravel
driveway and broke his neck and had to
be airlifted to Denver and um you know,
so like when stuff like that happens and
I think he works a lot more um or as
most probably as most small business, it
might just be our our line of business,
but I would say you know, we always have
or you know, I can't say that it's been
three years, right? But we've
consistently had at least one um one
lawsuit or something going on with an
employee. Uh kind of like once you wrap
up with one, there's another one that's
floating out there. Um and so I know I
know we've lost we've lost two of those
that went to like went into the
insurance companies duking it out,
right? Um, and there's been like two
different payouts that haven't affected
us at all, but um, you know, like two
different payouts to those individuals
and but it just, you know, it's a lot of
documentation and a lot of just like,
you know, just time suck type stuff. And
for those ones, you did have insurance
because you said you had the self
insurance piece, which and then that the
insurance that's a different kind, I
guess, right? Like the casualty or or
Yeah. Is it workman's comp? Sorry. Is it
workman's comp? So, we had one that was
uh we had one that was workers comp. Um,
and that was a lady fell and hurt her
hip. There was another one that turned
into this just mess with the with the
state because we had another cleaner
that fell and hurt her rib. Like she was
changing the sheets on a bunk bed and
she hurt her rib and then we tried to
like like be nice and negotiate and so
it technically wasn't workers comp
because she ended up filing workers comp
and everything was fine. But then she
sued us for discrimination and
um like I think discrimination based on
her sex and her disability which we
didn't know she had a disability. So you
know um but you know there's that one
and we had another
one. Um I can't I can't remember the
other one now. But it just uh you know
with the with the injuries that's like
general liability. Um so and the and the
homeowners um like the insurance of the
property covers that primary. Um and
then ours is like a secondary to that.
Um and then we have workers comp. Um,
and then I think ENO type stuff too,
which you know I don't it doesn't really
apply too much, but those are those are
major. But that's one thing I would say
we've been really strict on from a
liability perspective is um insurance
limits um on the policies that each one
of our homeowners carries. And um you
know, even if they don't carry it, we we
have it in the contract that they have
to have that so that like you know,
they're basically in breach of contract
if they don't. Um so that will that'll
protect us. um in the event that
something does happen. But I think
that's really important because we I
mean there are some houses that would be
highly profitable houses for us, but
they want us to basically assume all the
liability at their at their place and
we're just like no, our our margins and
what we're making off of this are not
going to cover, you know, your the risk
that you're you're putting up,
especially when you're getting like the
you know, like the bulk of the money
that comes out of the out of the the
property like you're getting it. So that
makes sense. No, I've got tons of
questions. I know I was sort of joining
late and missing part of it, but but you
had a question. I'm actually down here
in um in South Florida. If you want to
meet up and grab a beer and talk about
Oh, dude, that would be great. Yeah, we
just got back uh from Yeah, I would love
to that. Feel free to follow up and we
can set some Are you Are you based out
of South Florida now? Uh I I winter down
here. I'm a I'm a I'm a weak Chicago
guy, so Okay. Yeah, that's I was I was I
heard you say Chicago earlier. What I
like I wonder how has the remote been
for you? I know you were there you were
there 100% for a while, but like you are
you back there in person once a month,
once a quarter, you know, more often? We
we I mean we do we do it based on when
there's a need.
Um I think that I think it's worked out.
Um I think we really the the one
employee I was telling you about her
name is Angela. The one employee I was
telling you about she because she's kind
of like an owner. I mean, she works like
like I have to tell her to take days
off, right? Like, hey, go take a day
off, right? So, I think because like
having somebody like that, um, she
doesn't always do it the most efficient
way or she may not always do it the way
you want it done, but she gets it all
done, which is, you know, like I think
key having somebody like like that
that's just going to pick up the slack
any time has been that's that's really
the biggest enabler. I mean, outside of
that, um, I mean, with her too, I mean,
I would I would trust her. Like again,
she doesn't always make the decision I
would as an owner, but she she wants to
do things in the best interest of the
business and the best interest of the of
the homeowners. Um, and so I would tr
like I trust her with the bank account.
I trust her with all that stuff, right?
So So I think that that trust level of
of of her in particular and and her work
ethic makes it possible. We tried to for
a while we tried to go out uh we went to
like a once a quarter, but it was kind
of like an ad hoc. We weren't like,
"Okay, here's our schedule." be like,
"Okay, we need to be here like these
months cuz there's a like we're
switching over laundry from doing it
ourselves to having it delivered to us."
You know, it's so like we're going to be
there to help with that. And um you
know, like so those are those are like
important moments. I will say there's
been a lot of frustration from my side
as an owner cuz I'm more of a hands-on
guy that like something's going on, I
just want to hop in a car and go solve
it. And that's been that's been very
frustrating for me when like you know
guest calls at midnight and you know
something's going on and like I know I I
know that if I was there I could solve
this like really really quickly but I
can't um cuz I'm you know somewhere
else. Um so that are you getting those
midnight calls like you're it's not
going to At first I was. Yeah. Um not
anymore. Uh but at first yeah at first I
was and that was that was that was
frustrating for I mean, it wouldn't it
wouldn't have mattered to me. And when
I'm out there, like when when I'm in
person, like on site, I always tell them
like, "Put me on call. Like, I'm happy
to take this, give you guys a break, you
know, and okay, it's 9:00 at night and
somebody's out of propane. Okay, like,
you know, we'll we'll go take care of
that." Right. But um but it that was
kind of a long road to get all that
stuff. Um the kind of the 24/7 coverage
uh figured out and you said you had to
pay how much for you had to pay her how
much to be sort of the person that's in
charge. Angela, I know you mentioned it
before, but um it I mean it depends
there there's companies out there to
help you in the space, but I'd say
somewhere between 80 and 80 and 95 is
probably going great for somebody like
that. Um you know, she I will tell you
that, you know, we we actually
implemented EOS at our business as well,
or we didn't get it fully implemented,
but we went through the majority of it.
And through that process, I think we
realized that there were things that
were like on her plate that she's just
not really capable of doing. So, I think
if we were to like kind of clean the
house, I would say I would probably
lower her salary a little bit and and
and free up some extra cash to give to
somebody else who um you know could
fulfill more like the full duties of
that role. But um you know like that's
that's part of I I guess staff
management in any business, right? You
kind of have to learn those things about
people over time and then figure out
like how do you want to reallocate. Um
Oh, sorry. I know you uh No, no, no,
you're good. No, you're good. Now, I was
just those are great questions. Now, I
was just going to ask like in terms of
like you grew from 30 to 60 units. Did
you do that organically uh running ads
or you inorganically or was it the guy
that just left and opened up the market
for you? Yeah, so we had a couple of
different property management companies
in our area that shut down. It's it's
not easy to make money. Uh the margins
are tighter in our in our area because
of labor costs gone up, you know, like
kind of just everything is a little more
expensive. Um plus our interest rates
and it's just hard. Um but so we had a
couple of people that left um left the
area and then um it was just a lot of
word of mouth. Like I said, I think
we're we like the area and part of
that's part of why we bought it is um
we've kind of cornered the market for in
in the area for somebody who's full
service and um you know it'd be really
hard for somebody else to come in and
compete cuz to get from you know your
your sub 10 properties that you're
managing, you don't get you don't get
any of those like economies of scale,
right? So, like for us, shipping all the
laundry off to a rental service like
saved us, you know, quite a bit of money
and and labor and, you know, everything
else. But, you know, we couldn't really
get there until we got to like 40 to 50
properties. Uh, cuz you got to be
ordering like minimum amounts. Um, so I
think there's I think there's definitely
like in the property at least in our
area like be because services are a
little more limited because of the
distance between stuff. Um, you know,
there's definitely like a you got to get
over this threshold and then you get a
So once we that's why we kind of were
like, "Okay, let's take almost any
property we can get when we first bought
it." And that got us over like we got to
like 45 pretty quickly, 4550. And we got
up to 70 and we've kind of trimmed some
of those off now that just aren't as
profitable. Um, and but no, we didn't we
didn't do any of that like actively. It
was just other people leaving and and
just word of mouth in the area. Um, you
know, people building houses or people
buying houses. we know all the realtors
that are in the area um and they all you
know like they'll recommend us and um so
that's and did in your responsibility
did it grow at the same level or you're
like you know you're kind of we grow we
what we call it we grew we didn't scale
um so um yeah so our our margins went
down I think you we added some staff we
we added a lot of a lot of products to
our portfolio um to help us manage
things at scale. Um like a revenue
management system that was not in place
before before us. We have a whole like
operating system in Breezeway. If you
guys aren't familiar, it's it's awesome.
But you know, then you're paying for
that. And um so there's a lot of these
like services um you know that that we
that we added in um to to take ourselves
out of the day. To answer your question,
like take ourselves out of the
day-to-day um and having to manage a lot
of this stuff. But, you know, having
like the 24-hour on call service, you
know, like having all this stuff, it
just, you know, all those things eat
into your eat into your margins and and
um and so yeah, we we knew we were
growing with the with
the the idea in mind that this is going
to be the platform and we're going to go
buy another one to plug into this. So,
we'll have the infrastructure in place
to to go to go get that. So, our next
step is to to get a to buy another
another one and plug it in. Okay. So,
final question. What was that? What
would the next one be look like? What
would what would it look like?
It's under debate right now. Um knowing
what you know real specialty is like is
our specialty cuz you know talking like
about you know South Florida it's like
well would it make sense for us to come
down here cuz there's no snow. there's
you know like a lot of the challenges
that we've figured out how to overcome
don't really exist here right and I'm
sure there's different challenges to
just you know so is so should we come to
should we look in a place like this as
like a warmer climate or should we stay
focused on hey we really have expertise
in like like winter mountain um you know
environments um you know we've also
talked about size we we looked at one
that was um almost almost 4 million in
IBIDA um and that was I think a 5x on
that one. Nice. Um so it would have been
something where we'd probably I mean we
wouldn't selfund that one. Um we
probably have to go do a raise, but we
just weren't from a from an investor
like raise perspective uh from um from a
like a governance perspective, all that
stuff. We just weren't ready for it and
the deal went went pretty quick. Um but
that was a it was a good company. Um you
know, we've we've looked at a few
others. I think I think we want to go a
little like to what everybody said like
we'd like to go a little bit bigger. Um
we'd like it to solve um solve a little
bit of our labor issue. Like we still do
rely a lot on this one employee, Angela.
And although we have a lot of redundancy
and a lot of documentation now, like
it's just hard like we we can't in our
current size and in that market, there's
no way to put somebody else in there. Um
yeah. So if we if we did move to another
geographic region, maybe we have
somebody who could take over some of
those, you know, roles and
responsibilities as well. So, but my
argument would probably be like a a
mountain uh like probably a mountain
destination um you know, somewhere in
the in the west probably. Um uh so cold
cold weather climate uh with snow. Um,
you know, likely more single family
homes, although I wouldn't be opposed to
doing like a condo building or things
like that that are like seem they seem
to be at least from my perspective, a
lot easier because everything's in one
place. Yeah.
So, yeah, I mean that that's kind of
like our I guess our thesis right now
would be go do that because I think
that's a lot more of our expertise lies
and how do you how do you do that stuff
rather than you know like how do you
take care of a place in Florida is a
little bit different. You guys got
permission. I would say I would say the
only thing that I would add is a higher
nightly rate.
I think like your nightly rate is a like
on a on a mid to lower. So if I could go
double that or even like triple that,
that will make your life much easier.
Yeah. And and we've we've started to do
that too with our like as as we're
looking at stuff like I've started to do
some like our very first bisdev stuff
where we're finding properties in the
area and actively seeking those specific
properties. Um and and and of course I
mean if somebody comes to us honestly
with like a two-bedroom like one bath or
two bedroom two bath we're just like no
thank you. like we just can't, you know,
you can't about it unless it's like
super unique. Like we had this really
cool, it was like a dome treehouse thing
and it's like, okay, we, you know, I
think we can try this one out, right? Uh
cuz you can you can um charge a little
bit more for that. But um yeah,
definitely in the industry, I think
we're on the on the lower end except,
you know, during that's on average
throughout the year. I will say one
thing that is unique about us and you
want to look at when you're looking at
these properties is the cyclicality and
the seasonality of it. So I think we're
in a we're in a unique space where we
actually have a dual season market. So
we have summer um which is probably
actually a little bit stronger for us
and then winter. So um you know we're
when we were looking at a lot of other
properties including down in the Keys
and up in the up in the east coast and
stuff like a lot of those are single
season markets uh where you know you
really have like 12 weeks or so that's
like really good earnings. Yeah. Um, and
so I think it gives us an advantage
because it kind of flattens things out a
little bit. Uh, lets us, you know, so
April, April, May, and then probably
October, November, we generally operate
a loss. Uh, but the rest of the time
we're we're operating, you know, at a
profit. So, makes sense. A little bit
easier like then like nine months of
losses and then, you know, three months
of profit. But, makes sense. Well, I
appreciate it, Greg. Thank you for doing
this. Uh, it was very informative. Yeah.
Yeah. We have to bring you again.
There's a lot lot lot more. Stony has
more questions to ask. I do. I was just
gonna be just How do we get in touch
with you, Greg? I I'll send you his
info. I'll send you his info right now.
Thank you so much, mate. And definitely
you got a beer. Thanks, guys. Yeah,
guys. Thank you. Have a good one. Bye.
Bye.
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