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April 2, 2024 31 mins

In this episode of the Teaching Tax Flow podcast, the hosts dive into the intricate world of short-term rental (STR) investments and the associated tax loopholes. Guest expert Arda Bircan brings his wealth of knowledge and real-world experience to the table, providing listeners with a unique perspective on how to leverage STRs for financial gain and tax efficiency. The podcast explores everything from identifying profitable markets and properties to understanding the impacts of tax regulations related to STRs.

The discussion primarily centers on the lucrative nature of STRs as an investment option, particularly when combined with a strategic approach to tax planning. Arda Bircan highlights his methodical process for selecting and managing STRs, emphasizing the importance of location, property size, and amenities in driving revenue. Additionally, the intricacies of the STR loophole are unpacked, alongside its implications for high-income earners and the potential for non-passive loss deductions. Listeners are guided through the thresholds for determining a property's qualification as an STR and the concept of material participation.

Key Takeaways:

  • Real Estate Strategy: Investing in larger short-term rental properties, such as four or five-bedroom houses, can yield higher revenues due to less competition and the ability to command higher average daily rates.
  • Market Analysis: Certain markets like Asheville, North Carolina; Montana; and Maine are identified as less saturated and potentially lucrative for STR investments.
  • Key Relationships: Establishing strong relationships with local cleaners and handymen are critical for maintaining high standards and ensuring operational success in the STR business.
  • Investment Support: Many investors lack the in-depth knowledge required for effective STR investing, highlighting the importance of consulting with real estate CPAs and investment experts like Arda Burkan.
  • Regulatory Dual Assurance: It's crucial to meticulously confirm the legal status of STR operations with both city officials and, if applicable, homeowner associations to avoid costly misunderstandings.


Notable Quotes:

  • "I strongly recommend purchasing a single-family home, a larger property, preferably at least four, preferably five bedrooms, due to the fact that you can generate more revenue from that particular property compared to two or three bedrooms."
  • "...finding the highest profitable short term rental property and then buying it the right way, using it for non-passive losses, and leveraging advanced tax strategies are not straightforward issues."
  • "Being successful in real estate investing largely comes down to the property that is chosen."
  • "The single most important relationship that you need to build as a short-term rental investor is finding top-notch cleaners."

Resources:
www.strtax.guru
Episode #25: The Value of Tax Extensions

Episode Sponsor:
The Mortgage Shop

Mark as Played
Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Intro (00:04):
Welcome to the Teaching Tax Flow podcast, where the goal
is to empower and educate you tolegally and ethically minimize
taxes paid over your lifetime.Hey everybody.

John Tripolsky (00:18):
And welcome back to the podcast today, episode
77. We are going to look atthose STR loopholes, but little
bit of information for you. Youare only a couple weeks away
from that tax deadline or somerefer to as tax day.
However, go back to episode 25we did here and on a year ago,

(00:38):
almost to the date, check itout, the value of a tax
extension. But before we jumpinto today's topic, let's take a
brief moment as always, andthank our episode sponsor.

Ad Read (00:50):
This podcast is sponsored by The Mortgage Shop.
Are you looking to qualify foran investment credit loan
without jumping through hoops?That's easy. They have loans
with LTV up to 89.99%. Exploringtheir products and discovering
how they can work for you issimple.
Just visit mortgage.shop or call865-325-2566, and tell them TTF

(01:12):
sent you.

John Tripolsky (01:16):
Hey, everybody, and welcome back to the Teaching
Tax Flow podcast. As you've seenin the title, the show notes,
etcetera, and in the intro thatyou just heard, today, we are
gonna talk about the STRloophole. So acronyms you know
we love in the teaching tax forworld. I mean, heck, the IRS has
1, internal revenue service.They go by IRS.
Naturally, we love our acronyms.STR, short term rental. So STR

(01:40):
loopholes, today, we are gonnaexplain those and what they are,
what they aren't, and we got agreat guest. But before we
introduce him, Chris Pacuro, youknow what I'm gonna say. Welcome
back to your own show.
How's it going?

Chris Piccurrio (01:53):
Thank you for welcoming back to the to our
show, Johnny t. I appreciate it.Very excited about our guest
today, and we have had a ton ofpeople in the Teaching Tax Law
community. And actually, I Ibelieve our our any of our
content on short term rentaltax, strategy or loophole is is

(02:14):
in our top three of consumption.So we knew we have we we've been
wanting to do this topic for 6months where we wanted to wait
till we had a guest that notonly lives and breathes in this
space, but also can give ourlisteners some practical tips at
the towards the end of thepodcast on what to do next.
And and, this is a strategy thatwe've used personally, and it's

(02:37):
really exciting. And and,ultimately, it allows taxpayers
that invest in qualified shortterm rental properties to
utilize cost segregation studiesto and potentially offset w two
wages or retirement income orany any type of other income and

(02:58):
navigate around the passiveactivity rules. But Arta's gonna
explain that to you, as well.And and, yeah, we're very
excited to have, Arda Birkin,join us. Arda, welcome to the
show, and can
you give us a little bit ofhistory about yourself and how
you found yourself operating andand running and cohosting short

(03:21):
term rental properties.

Adra Bircan (03:23):
Thanks for the kind introduction and great to be
with you guys today. I'm a realestate investor. I also build a
short term rental business fromscratch inside Florida. Back in
2020, I own a real estateconsulting firm named Short Term
Rental loophole.
The main reason I got into short term rental

(03:44):
business and launched my ownconsulting practice is because
short term rental properties area great investment for high
income earners. They deliver,strong cash on cash returns and
underlying assets often,appreciate. To give you an idea,
my first short term rental inSouth Florida, generated 210 k

(04:07):
revenue and the net income wasabout $63,000 in the 1st year of
operation. You know, obviouslythose, you know, that kind of
numbers were impressive. Thatexcite me the cash flow, you
know, like, than I wanted to,you know, like kind of get from,
you know, like, the firstproperty.
So but in addition to that,short term rentals are also

(04:29):
offered, you know, like thosewith high w two income and
massive opportunity to reducetheir tax burden.

Chris Piccurrio (04:38):
And I'm gonna touch on what it what makes a
property a short term rentalsaccording to the IRS, because
typically rental properties,like I said, are are passive
investments, and they areconsidered so you you have the
passive activity loss rules thatyou tangle with, meaning if you
have losses for rentalproperties. Now we know in
teaching tax flow the one of theone of the laws of the cash flow

(05:01):
doesn't equal tax flow. So youcould very well have a rental
property that is a positive cashflow, putting money in your
pocket, but on your tax returnshows a loss. And that loss is
due to the depreciationdeduction, And that depreciation
deduction can be fueled by usingbonus depreciation, which is

(05:21):
further fueled by using a costsegregation study. So let's say
you have a rental propertythat's putting cash in your
pocket, but you put a lot ofmoney in there to start up.
You got some furniture,fixtures, you bought it maybe
even bought a turnkey, and youhave a large depreciation
deduction. Well, in order toavoid, I should say, and legally

(05:41):
and ethically avoid the thepassive activity rules, if the
property is considered a shortterm rental property, then it's
considered a commercialoperation, if you will. So what
makes a short term rentalproperty? Well, there's a few
different components. The firstcomponent's gonna be the average
length of stay of the tenant.
So the if the average length ofstay is of the tenant is 7 days

(06:04):
or less, you're typically goingto have a short term rental
property. Or if the average dayis 30 days or less and you are
providing substantial services.That's a very, very rare think
about that situation would be asif you owned a property, or
let's say you owned a big lotand and you have 4 cabins on it

(06:24):
and you live in the 5th cabinand you're the one changing the
seat sheets, preparing themeals, extremely, extremely
hands on with the guests. Sotypically it's gonna be that 7
days or less. There are somerules as far as how many days
you could stay in there.
Personally, it's gotta be 14days or less or or less than 10%
of the use days. But typically,you're talking about a vacation

(06:46):
rental, and you also have tohave something called the
material participation. And thisis this is very important. So to
obtain material participation,and we have some resources as
far as how to track these hours,there are 7 different tests. The
the easiest test and the mostlikely test you're gonna pass
when you're dealing with a shortterm rental property is the 100

(07:07):
hour rule.
What the 100 hour rule says isthat you've put in at least a
100 hours of time into operatingthat short term rental property,
and you have more time thananyone else on that property.
And you're putting the post onAirbnb, VRBO, or use software

(07:30):
like hospitable or or or any ofthese softwares that manage your
your reservations and yourclient communications, then
you're most likely meeting thatmaterial participation
threshold. So if you meet thatmaterial participation, you have
a short term rental property,thus the loophole, and then you
could potentially, you couldpotentially show a large loss

(07:53):
from that rental property withthe cost segregation. So I need
to offset, as Artis said, high wtwo wages. So let's say you have
a 1 a a couple and the onespouse says a $900,000 of w two
wages, the other one is ahomemaker but runs the Airbnb
property, even and it could beremotely run, you could
potentially have 100 of 1,000 ofdollars of losses from that

(08:14):
short term rental property andoffset the w two wages.
So, hopefully, I explained it ina in a fashion that's kinda
digestible.

John Tripolsky (08:23):
And, Chris, really quick too before before
we go too far on. So me being,you know, not the tax guy, the
voice of the average Joe. Right?So just to clarify. Right?
We're talking about some of thethe short term rental loophole.
So to some people and I know wementioned this, maybe, like, a
dozen or so episodes back andclarified there too. When we
talk about loophole, we're notsaying like, oh, this is a, hey.

(08:46):
I gotcha, uncle Sam, and doinganything unethical. This is
basically just navigating ourway through the text, quote,
unquote, system.
Is that correct, or am I totallyoff on that?

Adra Bircan (08:59):
You know, like an excellent explanation, I
believe, but, very basically,the short term rental loophole,
which refers to a section of thetax code that says if the
average customer stay at a shortterm rental for 7 day or less,
then your short term rental isnot a rental activity for the
purpose of the tax code. It'streated as any other business.

(09:20):
Ultimately, that means, likeChris explained very well, all
you need to do is materiallyparticipate in that business for
the losses to be non passive andoffset your w two income.

Chris Piccurrio (09:31):
Absolutely. So now we've defined that. Arda, I
wanna I wanna pick your brainbecause this is your wheelhouse.
For someone listening to this,what are the things and and feel
free to to mention certainmarkets, but what are the things
people should look for whenselecting? I'm gonna first start
with a market and then startwith a property because you are

(09:53):
very good at analyzing that thatwhat we call COC, cash on cash
CNC, cash on cash return.
You know, there's there'sproperties by the beach and
theme parks and mountain, andthere's condos and 2 bedrooms
and 3 bedrooms. So first, youknow, what what type of, in
there somewhere that we'reseasonal. So what type of market
are we looking for, typically,in in you might say, well, it

(10:17):
depends on the price point.Right? And then what type of
property

Adra Bircan (10:21):
are are you seeing that are getting the best
returns? It's a great question.And, you know, like, again,
investing in short term rentalscan be an incredibly effective
way to save money on your taxes.And buying a short term rental
and expanding your earningpotential by accumulating
additional properties, a gateplan used by a fine network
individuals nationwide. Right?

(10:42):
But when we talk about, youknow, like the, cash on cash
returns, ROIs, you know, likethe number that I really focus
on, at least I would like to seea 15, you know, like or 20% cash
on cash return and I stronglyrecommend, like purchasing a
single family home, a largerproperty, preferably, you know,

(11:02):
like at least 4, preferably, youknow, like in a 5 bedroom due to
the fact that you can generatemore revenue, from that
particular, you know, like in aproperty compared to a 2 or 3
bedroom. Because when I look atthe, you know, like the short
term rental markets, usuallyevery single market nowadays is
saturated, right? But when youtalk about, you know, like on a

(11:24):
larger properties, 5 bedroom,you know, like or 6 bedroom, the
competition is much less. So itwould give you the, you know,
like, the opportunity to charge,you know, like, more, average
data rates, which would,increase your gross revenue if
you look at it from an, youknow, like an annual prospect.

(11:44):
It's a

Chris Piccurrio (11:45):
great point, and I and I've heard that quite
a bit where you're buying buyinga studio, buying a 1 bedroom,
buying a 2 bedroom unit, youknow, is a good entry point
potentially cost wise. Butyou're also then competing
against hotel rooms. You'recompeting against even a a a
room at a, you know, ResidenceInn that's a 2 bedroom. So 4 or

(12:08):
5 bedrooms are gonna be betterfor a bigger party. So what
market so I I do like that, andI guess it depends.
You know, there's certainmarkets that don't have a lot of
big chain hotels. So whatmarkets are you seeing? What
should someone look for in amarket? Should someone, that's
gonna self manage your propertybe concerned about being able to
drive to the property, or or isis distance an an issue, or or

(12:31):
is it some more picking theright market?

Adra Bircan (12:33):
It it really boils down to, you know, like,
determining the budget. You'llneed to know how much money, you
know, you can work with and whatprice range you'll be looking
in, and that will impact thetype of property you can search
for and the area you will belooking in. You know, I always
tell, you know, like an investorestablishing a budget upfront
will save many headaches in thelong run and get you aligned

(12:55):
with your goals. But to answeryour question, I do like, you
know, like, in a certainmarkets. One of them is North
Carolina, especially Ashevillearea because, like, I've been
seeing, you know, like, reallygood, you know, like, kind of
cash on cash returns, ROIs, youknow, like, in that particular
market.
Have you been, you know, like,kind of chasing deals typically,
you know, like in the Ashevillearea? But obviously, location,

(13:17):
location, location. Again, youknow, like kind of when I look
at, you know, like the Ashevillemarket, you know, like the
proximity or the vistas betweenthe downtown Asheville and your
property, you know, that wouldbe the determining factors
because it's gonna affect your,the rates, you know, like, you
can charge on a daily basisbesides, you know, like, on a
North Carolina and Asheville,you know, Montana, it's and

(13:40):
Maine, you know, those marketsare not very saturated and, you
know, like you were able to findactually very nice, you know,
like properties, large, youknow, kind of single family
homes, you know, like in thosemarkets.

Chris Piccurrio (13:52):
So you've got different markets. Right? So
some markets, like, I'm going togive you, like, the middle the
Orlando market seems to be theoccupancy rates are super high,
but, you know, revenue per pernight's low. So, obviously,
something to consider and weconsidered as well is that, you
know, don't be so focused onoccupancy percentage because
that just means there's a lotmore foot traffic. Right?

(14:14):
Focus on your your revenue andyour average nightly, you know,
revenue, which the next questionis gonna kinda tie into that is,
what amenities are you seeingare most in demand in in this in
are most properties that performwell? Is is theming, in your
opinion, the property of valueto a potential buyer? Great

(14:36):
question. So, you

Adra Bircan (14:37):
know, like, obviously if you are talking
about Orlando, I would say, youdefinitely need a pool. In
addition to that, I would sayyou would need, you know, like a
pool heater because during the,you know, like the winter
months, that's what we call, youknow, the high season in
Florida. If you are catering to,you know, like on the high end
customers, the, you know, likethe temperatures drop during,
you know, like January,February, March. You need to be

(14:58):
able to, you know, like offerthat, you know, like on a nice
amenity, a private pool as wellas a, you know, like a pool
heater. But in addition to that,I've been seeing, especially
Asheville, North Carolinamarket, you know, a TV room.
And when I say a TV room, aluxury, you know, like on a TV
room with big chairs, big youknow, like, on a screen, nice,
you know, like, outdoor patiowith a firepads because it

(15:21):
creates, you know, like, thethat amazing, you know, like, an
ambiance. Due to the, you know,like, the global warming, I was
saying, it doesn't get that coldright now, you know, like, we
are in March. Right? I'm inNashville, but I was in North
Carolina about 2 weeks ago, andit was a lovely day. And after
5, 6 PM, if you have them, youknow, like the heaters, you
know, like an outdoor heaters,then you can definitely, you

(15:42):
know, like, hang out hang outoutside and, you know, like, you
can watch, you know, like, thebeautiful views.
But so so those are, you know,like, the amenities, you know,
like, that come to my mind. But,if you are looking at a property
in, you know, Maine or Montana,definitely a hot tub, you know,
that kinda would be a great, youknow, like amenity.

Chris Piccurrio (16:04):
No. I agree that that it really just depends
on I mean, some type of pool orhot tub is is going to be nice
because if someone's renting a ahome, they want their privacy to
have their own pool, instead ofusing a a hotel pool, if you
will. So, and that's, you know,that's really important. Let's

(16:26):
talk about the owner side. Inyour opinion, what are some of
the relationships locally thatare important to establish?
Obviously, people are concernedabout cleaners and handymen and
in their, you know, theoperation. Let's say you're
managing the property remotely.What are some of those key
relationship that you would need

Adra Bircan (16:45):
to build as an, you know, like a short term rental
investor, you know, like arelationship that you would need
to build as an, you know, like ashort term rental investor is
finding, you know, like the topnotch cleaners. Because, just
imagine, if it's like, you know,like a luxury property, you
checked into the property and ifit's not, you know, like
extremely clean or if it doesn'tfeel clean then it's gonna

(17:08):
create, you know, like atremendous amount of discomfort
for, you know, like your guests.That's not something that you
wanna run into. So, I strongly,you know, like I'm going to
comment, I'm not a big fan ofactually leveraging, you know,
like, cleaning companies. Whatwe did inside Fyodor that we
really focused on, you know,like the local neighborhood
cleaners and, you know, like wenegotiated, you know, like kind

(17:30):
of different deals with them.
Obviously, whatever, you know,like they, delivered, you know,
like the services that we werelooking for, we tipped down well
and we leveraged their servicesmore. But from my point of view,
definitely you need to havemultiple different, you know,
like kind of cleaning crews dueto the fact that anything could
happen. You know, like, they mayget sick. They may, you know,

(17:52):
like, kinda need to rot. Youknow, like, they they are, you
know, like, their situation kindof different.
Right? They would they they may,you know, like, kind of over
commit or whatever the reasonis. So you need to have a backup
plan. Right? That's the onething.
The second, you know, like, kindof most important relationship
that you need to have as a, youknow, like a short term rental
investor in the local marketthat you're operating is the

(18:12):
handyman And what I would, whatI did, you know, like in
Sadfrid, I literally knock on,you know, like my neighbor's
doors and ask them, you know,like handyman your commendations
Because, like, you could useGoogle, you could use Yelp, but
nowadays, you know, like,everybody talks straight about,
you know, like, on everybody'sservice. Then, you know, like
the neighbor tells me he's been,you know, like kind of

(18:32):
leveraging a certain handymanand, you know, like he's on
time, he does a good job, he'sreliable, that's, you know, like
the handyman that I want to workwith. So that's how, you know,
like I was able to build, youknow, like kind of strong
relationships and, you know,like that's how I built, you
know, that kind of team andobviously we replicate, you
know, like the same thing inother markets and that's how,

(18:54):
you know, like kind of wedelivering like a certain
customer experience. That's whatit really boils down to on
Airbnb or VRBO.
That's how you need todifferentiate yourself from
them, other, you know, like kindof operators.

Chris Piccurrio (19:06):
Yeah. I mean, having the handyman and having
the, cleaners is huge. And, youknow, some of that even though
I'm in this world somewhat on myown, having a redundancy is
really important. Just thinklike you said. I mean, we're all
human, so we are unreliable evenif we wanna be reliable.
We're just unreliable. Like,anything could happen.

Adra Bircan (19:29):
Yeah. Exactly. And over the weekends, you know,
like, I mean, you would needsome help. Right, like, it could
be Sunday, it could be, youknow, like, on a Saturday, and
the same thing, you know, like,something could break down. You
need to have that, you know,like, kind of support system,
you know, like, in place.
And the best way to, you know,like, kind of develop those
relationships is basicallyleveraging other people's
relationships in theneighborhood. And as long as
you're not you're a goodneighbor, you know, like, you're

(19:50):
not gonna have any problemsgetting those, you know, like,
under referrals from the otherfolks based on my experience.

John Tripolsky (19:56):
And, Art, I actually have a question for you
too. So we you talked a littlebit about or actually, Chris, I
think you had mentioned it too.Right? Like, obviously, it takes
it takes cash to invest. Well,not necessarily, but you
obviously need resources toinvest.
In your experience, kind ofaligning or or finding those
investors in a sense who arewilling and knowledgeable enough

(20:19):
to invest in short term rentals.Have a lot of the people and and
individuals that you've talkedto, families, etcetera, are they
even aware that short termrentals really are a great
investment on their side? Andthen to follow that up too. So,
So obviously, are are a lot ofthem aware of it. But then also,
in conversations with them, whatare some of the concerns they

(20:40):
might have?
Is it a, oh, I completely wannabe hands off. This sounds like
it's too much work for me. Somaybe walk us through that a
little bit for our listenersthat, you know, maybe you've
been looking for something likethis, but never truly looked at
it as an opportunity that theycould take advantage of.

Adra Bircan (20:58):
Based on my experience, most of the
investors, do not have theexpertise to analyze markets and
deals properly. And I'm nottrying to be harsh but, you
know, like, I have to not kindof point that out. They also
don't know how to buy a shortterm rental property the right
way. And also what I've beenseeing, most of them lack an

(21:19):
understanding of the tax code. Imean, from my point of view,
finding the highest profitableshort term rental property and
then buying it right way, usingit for non passive losses and
leveraging, you know, likeadvanced hack strategies are not
straightforward issues.
And these are often, you know,like, these are often huge

(21:40):
amounts of money at stake. So itmakes people, you know, kind of
very nervous, right, includingmyself. So what I can tell, it
really requires the help of ateam. I would say it's
specifically a real estate CPAand a short term rental, you
know, like, investment ex

John Tripolsky (21:56):
it's funny, you know, here here I am in the
middle. So we got a great CPAand a STR expert right

Chris Piccurrio (22:00):
here on the show. So no. This is this is
great. Yeah. It's interestingbecause I mean, I'm just I've
loved real estate since I was 5years old playing monopoly.
And so wherever I go, I'm alwaysinterested in the market. Even
if I'm not really gonna purchasea property there, I just it
fascinates me and then I'malways straight thinking like,
okay. Well, you know, and Ithink a lot of times what

(22:22):
happens with people that aren't,you know, working with a
professional, and realize thatthere are people like Arda out
there, that that I that can helpthem analyze the property.
Because a lot of times what Isee from the from from my
perspective is I like going tothe Smoky Mountains. I like
going to Orlando or the beach,you know, in a family.

(22:46):
Well, we're we're going twice ayear. We're paying all this
money to stay there, and andthen they start looking around.
I mean, we should buy something,and they the they're kinda
influenced by their heart morethan their head a little bit
when they're buying theproperty. So, before John wraps
us up here, Artie, can you kindatalk about, you know, what are
some of the things that you doas and we're gonna leave that

(23:09):
information, you know, in ourshow notes. But what are the
thing some of the things you do?
Because you work specificallywith investors on market
selection and propertyselection. So what are some of
the things that you help themunderstand and maybe go on that
go beyond the emotional part ofof the property and location.
This is the,

Adra Bircan (23:30):
you know, like the $1,000,000 question, right?
Like, and, you know, very, youknow, like kind of briefly,
being successful in real estateinvesting largely comes down to
the property that is chosen. Anda successful investment property
is the one that provides thehighest ROI for the longest
period of time and proceeds init well. We basically, me and my

(23:50):
team, we handle all aspects offinding the most profitable
short term rental investmentproperty. From deep market
research, lending you thehighest profit, profitable,
property, teaching you,furnishing and managing your
property.
So that's what, you know, likekind of we do and that's what,
we are really good at.

John Tripolsky (24:09):
So, Artur, this is one that's pretty time or I
shouldn't say time sensitive,but time relevant. You know,
obviously, we'll we'll useAirbnb for example. So anybody
that follows the short termrental market obviously has
heard about significant changes,through Airbnb. So, again,
Airbnb is just one piece of it.Right?
So looking at New York and wedon't have to get into the

(24:29):
political and and too much ofthe regulations of it, but in
turn, maybe talking about howyou help navigate through some
of those. So looking at New YorkCity, for example, there was a
giant blow to the short termrental market when they
basically came in and, you know,theoretically swung a, you know,
swung a hammer and and wiped itout. So do you find yourself

(24:49):
actually, you know what? I'mgonna answer my own question,
but then I'm gonna ask youanother one. So I know for a
fact that you help them navigatethose markets.
So for example, if you havesomebody say I'm say I live in
Michigan. I really love going toNew York City. I looked at it as
a dream of owning a short termrental there. You say, hey,
John. You know what?
It's probably not a good idearight now, you know, based on

(25:12):
etcetera, etcetera. So that's ahuge part of what you do,
correct, is really helping guidethem through, you know,
navigating those because moreand more markets are getting
regulations. Some help, somehinder, right, on on investing.

Adra Bircan (25:26):
Yeah. Absolutely. And let's talk about, you know,
like, kinda just to give you,you know, like, a specific
example. Let's talk aboutAsheville really quick. Right?
Like, you cannot run a shortterm rental within the city
limits of Asheville and, youknow, like I run into investors,
you know, like they are lookingat like an assortment properties
in Asheville and when I tellthem, if you're not going to buy
this property, you know, likethere's going to be a 30 day

(25:46):
minimum on this particular homethat you are looking at. Oh, we
didn't know that. So you reallyneed to, you know, like, kind of
pick up the phone and call, youknow, like this city and ask
them and get in touch with theright department, the short term
rental department, you know,like, and, you know, like have a
conversation with them on thephone and get their email
address and send them email likea follow-up emails and, you

(26:07):
know, like, you know, like givethem the address and get their
get approvals because email islike a written approval nowadays
like and that's what we do forinstance for our clients because
honestly I run into, you know,like, so many, you know, like,
investors they, you know, aregonna told me that they talked
to the real estate agent andthey were told that they can
operate legally operate a shortterm rental in a particular

(26:28):
market and turned out that thatwasn't the case.
So, I mean, what I tell them,obviously, if you leverage our
services, that's something, youknow, like kind of we look into,
you know, like for every single,you know, like an investor and
it's a, you know, like a hugedeal, but if you are doing it,
you know, like on your own, youmust, you know, like gonna pick
up the phone, call, you know,like the city and verify the

(26:49):
information and give them, youknow, like the physical address
and ask them, you know, likebasically can it be a, you know,
like kind of short term rental?I'm looking to, you know, like
rent this property on Airbnb orVRV or less than 7 days. Would
that be okay? And I mean, basedon my experience, because we've
been looking at, you know, like,kinda so many different micas
talking to, you know, that kindacity officials. I never run into

(27:09):
a situation where it took morethan 24 hours to get a straight
answer from them, you know, likethe city.
That would be, you know, like mysuggestion or recommendation
for, you know, like the realestate investors.

John Tripolsky (27:21):
And, really, the value of working with somebody
like yourself. Right? Like, I'mthinking of of here, even, you
know, the the smaller town thatI live in here. There's
regulations in place that if youwere to call the city office
well, not here specifically, butif you call a city office, you
may get a response from the cityand the thumbs up. However, you
might be in a neighborhood,HOAs, POAs, etcetera, that say

(27:42):
absolutely not.
Right? So that's where, youknow, your knowledge not only
and I'm I'm speaking for you alittle bit, but I'm gonna make
the assumption. You know, yourknowledge as far as for not just
knowing the answer, but knowinghow to get the answer and who to
talk to and and really how tonavigate it is huge. So, on that
note, I don't wanna cut anybodyoff. However, I know we can talk

(28:03):
on this forever.
So, Chris, do you have anythingelse you you wanted to ask Artie
here before we before we skipalong? Because I know we're
gonna have to do another show onthis one for sure because I have
all kinds of questions.

Chris Piccurrio (28:12):
Right. Absolutely. I wanna thank them
for coming on the show. And, youknow, if you're listening to
this, we either own a short termrental property or you're deeply
considering it, please reach outto us and and we can we can help
guide you in the rightdirection, and and you'll pay a
lot less tuition. Tuition ismoney you pay to learn something
that is very expensive.
And exactly. There's there areseveral as you as you heard on

(28:34):
this podcast, there are severalconsiderations when when
deploying the strategy in thisthe special sauce of teaching
tax quo is that we help peoplein our community implement a
strategy. We tell them about it,and we help them implement it.
So thanks thanks, Arta and John,and and I hope everyone, jumps

(28:55):
in with questions.

John Tripolsky (28:56):
Even my dog's excited if you can't hear him in
the background. But, Arda Arda,definitely thank you for joining
us here on on this show andreally, you know, sharing your
knowledge on this. Obviously,STRs, so short term rentals, get
a little bit more popular insome areas and and retracting a
little bit from the others. Sowe look forward to to having you
back soon.

Adra Bircan (29:14):
Yeah. Great to be with you guys. Thank you again.

John Tripolsky (29:16):
Absolutely. And as I always like to close it up
here on the Teaching Tax Flowpodcast, same time, technically,
but a different week. Same dayof the week, different topic
back here on the teaching taxflow podcast. Hey, everybody.
John here from the Teaching TaxFlow team.

(29:38):
Thank you for joining us here onthis episode as we looked at
those STRs and STR loopholeswith Chris and Arda. And, of
course, we make things as easyas we possibly can here. If you
are interested in any moreinformation on the STR loophole
or really just wanna pick theseguys' brain, you can actually go

(30:01):
directly to STR tax. Guru. We'vemade it that simple for you.
Strtax.guru g u r u. You canliterally fill out the form in
there. It goes directly to theseguys. They'll get back to you,
and they love discussing thistopic amongst many others. So,

(30:22):
take advantage of that.
Take advantage of the privateFacebook group, defeating
taxes.com. We'll send youdirectly there, and, as always,
keep sending us the show topicinformation, guest info,
anything that you guys wannahear on the podcast, that's what
we're here for. So until nexttime, we'll see you very soon.

Disclaimer (30:43):
The content provided is for educational purposes
only. We encourage you to seekpersonalized investment advice
from your financialprofessional. For all tax and
legal advice, please consultyour CPA or attorney. Investment
advisory services are offeredthrough Cabin Advisors, a
registered investment adviser.Securities are offered through
Cabin Securities, a registeredbroker dealer.
The content of this podcast doesnot constitute an offer of

(31:04):
securities. Offerings can onlybe made through an offering
memorandum, and you shouldcarefully examine the risk
factors and other informationcontained in the memorandum.
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