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This file was generated by Descript 

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Speaker: Welcome to Real Estate is Taxing,
where we talk about all things real estate

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tax, and break down complex concepts into
understandable, entertaining tax topics.

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My name is Natalie Kalady, I'm
your host, and I am so excited

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that you've decided to join me.

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Microphone (Shure MV7): Hello.

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Hello everyone.

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Welcome to this week's episode.

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This summer has been a pretty
good summer for tax court cases.

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And what I mean is that there have just
been several that I specifically have

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enjoyed and thought were interesting.

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And that's because there have been a
handful that relate to real estate.

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Microphone (Shure MV7)-1: Now
I love anything court related.

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I love reading true crime books.

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I love listening to the podcast.

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So for me, Reading tax court
cases is extra exciting.

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But even if you do not
find that as cool as I do.

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These are still something that you should
hold at least a little bit of interest in.

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The tax code itself is very
rarely black and white.

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There's a lot of room for interpretation.

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There's a whole lot of guidance and nuance
that happens after the code is written.

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And the tax court results are really
just one of those pieces of guidance.

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Reading these court cases.

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Really does give us fantastic
insight to the way the courts

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have been leaning on some of these
topics that are in that gray area.

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And when it comes to real estate,
there's plenty of gray area that we

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love playing in with the tax code.

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So getting these more recent kind
of thoughts from the tax court.

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Getting this feedback, seeing
how they're viewing things.

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This is invaluable.

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What I have for you guys today.

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Is two court cases that are both tax
court summary opinions from this summer.

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So these are super recent
from July and August.

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And both are related to real estate.

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Microphone (Shure MV7)-2: The
first case that I want to walk you

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guys through is from last month,
this came out August 20, 24.

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This is TC summary, 2024 dash 17.

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Eason V commissioner.

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So this case was interesting because
it deals with a topic that comes up

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pretty frequently when it comes to real
estate in two different capacities.

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The first one being, if you pay for
one of those 40, 50, $60,000 real

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estate guru courses, is it deductible?

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And when is, or isn't it.

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And the other part of the question
being, if you are new in real estate.

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When does your business actually begin?

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When are you open for business
where you can start writing off?

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All of your costs that are incurred.

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So those were the two big questions
that came up in this case.

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So this summary opinion relates to a
couple who owned two rentals in 2016.

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One of them, they maintained as a rental.

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The second rental property
they had sold by June of 2016.

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So at this point, they've got a
little bit of real estate experience.

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They just actively got rid of
half of their real estate business

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that existed, so to speak.

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So they've got one rental left.

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That same year.

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The taxpayer in this case.

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Lost his job.

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Close to the beginning of the
year, the taxpayer lost his job.

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And the couple started looking into other
ways they could supplement their income

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and other opportunities to help make up.

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For that last paycheck,
they were used to getting.

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And one of the things they came
across was real estate investing.

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So they were already a little bit
familiar with it and they had some

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experience with rentals, but they
stumbled across an ad for a real estate

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course or courses that you could take.

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That would teach you how
to invest presumably.

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In some capacity.

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The court case does not
go into the details.

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Of exactly what was covered in
that course or those courses.

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But what it does say is that the taxpayer
and the spouse decided to invest in this

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And they spend $41,934 on two different
courses from this same real estate.

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Uh, quote, education provider.

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So once they bought these
courses, The couple, then went

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on to set up an S corporation.

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So they established an
S Corp in July of 2016.

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And they got some business cards.

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They got some custom branded stationary.

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But outside of that, Nothing
else really happened.

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So there was no additional
purchases of real estate.

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There were no proven efforts at marketing.

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For a real estate.

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There was no proven efforts at
advertising that they were in

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the market to buy real estate.

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Really not a whole lot else happened
after they set up this S corporation

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and bought some business cards.

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Also worth noting.

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Is that by 2018.

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So within a year and a half from when they
purchased these large expensive courses.

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The company through whom
they had bought the courses.

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Went out of business.

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So another piece to this
specific case that was taken

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into account by the tax court.

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Was the fact that this couple
did anticipate having this

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ongoing support and resources.

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And all of this training and the moon
and the sun and everything else gurus

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promise you when you give them $40,000.

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And by 2018.

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None of it was there.

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It had all disappeared.

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The company went under and
they were now on their own.

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Microphone (Shure MV7)-3:
So the year in question.

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For this couple's court case is 2016.

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So 2016 is the year when, as a
recap, they had one rental property.

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They had sold off their other rental.

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Husband lost his job and they paid
40,000 plus dollars to accompany

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for real estate education.

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They then set up an S corporation, got
some business cards and stationary.

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And that was the extent of
the business operations.

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in this case, there were
a few key considerations.

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That were looked at.

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The first consideration.

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Is.

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Under code section 1 62.

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When is the taxpayer entitled to deduct?

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An expense as a business expense
that is ordinary and necessary.

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Like when is it rightfully
able to be deducted?

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And a part of the wording
to that code section.

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Is that it relates to ordinary or
necessary expenses paid or incurred?

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During a tax year in quote,
carrying on any trader business.

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Now a lot of businesses do not make
money for their first few years.

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That's not uncommon.

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A lot of businesses lose lots of
money for multiple years that does

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not make or break whether or not
someone is operating a business.

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However, in this case.

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There was all of the expense with
none of the income, but also none of

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the proven effort to generate income.

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And none of the provable attempts.

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To actually continue to operate a
business after buying the course, setting

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up the company, buying some business
cards that was the end of their effort.

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So for 2016, This couple reported
over $40,000 of expenses as

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deductible business expenses.

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But when the court went back and
looked, they really had no proof.

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That a good faith attempt was made.

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To actually run or operate or
carry on a trader business.

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Part of the reason why.

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Is that it was never clearly defined
what this couple's business was.

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So this makes things
a lot trickier, right?

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If someone is opening a bakery, it's
pretty clear that as of the time

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their doors are open and they've
got a case filled with macaroons.

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They are open as a bakery.

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That is what they're
offering to the public.

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We had no defining information on what
this couple's business was, except

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for something related to real estate.

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the only.

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Defining information, the couple gave
about their S-corp and why it was set

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up and what they were going to use it
for is that they said that they quote,

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formed it to provide advice and guidance
to real estate owners and investors.

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The court went on to note that
although the specific services that

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they intended to offer were unclear.

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That, whatever it was,
they were going to offer.

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did not require, or they had not
applied for, or received any kind of

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state or local or federal licenses,
business license, et cetera.

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So just a quick recap.

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We've got a couple who've
owned, two rental properties.

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They've currently got one.

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They just paid $40,000 for
a course on real estate.

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They set up an S-corp literally the same
month that they paid for that course.

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And then told the court, the
purpose of that S corporation was

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to provide guidance and advice to
real estate owners and investors.

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So, this is just a side
note, little sidebar here.

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That there are more people doing this.

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Then I think a lot of people realize.

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This is a couple who paid for a
real estate course, and then we're

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turning around and what their stated.

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Plan was for their corporation, was
to teach other real estate investors.

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And guide them on their real estate.

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The only experience they had
was two rentals and having just

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paid $40,000 to someone else.

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So an interesting overlap that just adds
a little bit of warning to be careful

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and actually look into the background.

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Of people offering these courses and
what they are benefiting from it.

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And if them.

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Offering this course and selling
you this course is making them more

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money than their actual real estate
dealings, or if they don't actually have

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experience in these areas of real estate.

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And just be, just be careful.

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So at the end of the day, The court
looked at all of these pieces of

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information and they determined that
this couple did not ever open a business.

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They had never put forth a valid attempt.

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Two.

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Really operate any kind of business.

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There was no continuing
ongoing operations.

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It never even really started.

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There was never any defined factor
of what it was except for providing

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general advice and guidance to others.

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But they hadn't marketed that or
tried to sell that or anything else.

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So on this TC summary, 20, 24 17, the
court disallowed, all of that expense.

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Because it wasn't considered
a valid business expense.

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So the moral of this case and this story.

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Is that just paying for something to
learn how to do something or to learn

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about something does not automatically
mean it will be tax deductible.

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Especially if you either have not.

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Started a business in that industry.

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And this is related to it.

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Or if you never do, if you never get
to that point, it's even less likely

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that it's going to be deductible.

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So just be cautious before
spending large amounts.

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On potential businesses, right?

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On something that you are hoping
to open a business doing, because

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it might not be deductible.

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And the secondary caution takeaway
is be careful of who you are paying

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for education and advising and look
into their background because these

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guys were going to sell education.

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The same month they had just
paid to learn the information.

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So just be careful.

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The next case from this summer.

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I really liked reading.

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And this was from July of 2024.

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This is TC opinion, 2024 dash 13.

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And this is for this
and more V commissioner.

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This case related to.

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Short-term rental.

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So here.

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Is the interesting dynamic of this case.

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Is that it was argued.

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Based on the premise of real
estate professional status.

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And it probably shouldn't have been.

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So in this case for a dozen more
married, couple decide in 2020 that

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they are building a carriage house.

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In the back of their property.

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They had actually obtained permits
for this a couple of years earlier,

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but 2020 is the year that they finally
get to move forward with this project.

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And start constructing
this carriage house.

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Now, both the taxpayer and
the spouse work, full-time

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at least 40 hour a week jobs.

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The taxpayer makes just
under 80,000 a year.

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The spouse makes just over 80,000 a year.

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So this puts their overall income.

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Well above the amount where you can
deduct some level of passive losses.

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Unless you're a real estate professional.

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Or unless you meet the
short-term rental loophole.

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So during 2020.

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They start building this carriage
house and the taxpayer spent a lot of

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time doing a lot of the work himself.

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Microphone (Shure MV7)-4: So he
would work full time and then

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per his testimony, he would spend
all of his evenings and weekends.

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Working on this carriage house.

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He did also say that he hired
out any of the work that he

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wasn't able to do himself.

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But he said he spent well
over 2,500 hours that year.

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Working on and to building
this carriage house.

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So here's where things go sideways.

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So this couple completes this carriage
house in 2020, they put it in service

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in October as a short-term rental.

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And for the 2020 tax year, they deduct
a schedule II loss of just over $22,000.

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So.

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Their return gets looked at.

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It goes under audit and ends up in court.

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And here were the key
things that were considered.

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The first being, if this loss
was valid to be deducted.

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But the only consideration was,
if this loss was able to be

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deductible as a non-passive loss.

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Based on the premise of the taxpayer being
a qualified real estate professional.

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Meaning they spend more
than half of their time.

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On this real property trader business.

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The court felt that was not super likely.

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Even though the taxpayer
testified, he spent more than

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2,500 hours on this carriage house.

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He had no proof other than this testimony.

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And they just didn't find it super likely.

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That he was working even more on this one
carriage house and building this property.

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Then he was at his full-time job.

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In addition to this.

00:16:32.448 --> 00:16:36.768
In October when they put this
property in service as a short-term

00:16:36.768 --> 00:16:40.758
rental, they immediately listed
it with a management company.

00:16:41.178 --> 00:16:43.788
And that management
company handled everything.

00:16:44.128 --> 00:16:46.978
the cleaning, the tenant
screening, all of it.

00:16:47.368 --> 00:16:52.918
So not only was their question to the
amount of hours spent during the build.

00:16:53.428 --> 00:16:57.418
But then once it was operational,
they immediately handed off all

00:16:57.418 --> 00:17:00.628
of the day-to-day management
and time to someone else.

00:17:01.208 --> 00:17:06.158
So in this case, this loss
was determined to be passive.

00:17:06.218 --> 00:17:09.848
And the deductability of
that loss was disallowed.

00:17:10.268 --> 00:17:11.978
Due to their income level.

00:17:12.368 --> 00:17:12.488
Okay.

00:17:12.848 --> 00:17:15.398
Here's what's really
interesting to me with this.

00:17:15.938 --> 00:17:18.008
We don't have all of the details.

00:17:18.308 --> 00:17:20.108
But based on what we know.

00:17:20.648 --> 00:17:25.688
This was a short-term rental
and this taxpayer did spend a

00:17:25.688 --> 00:17:27.788
lot of time on this property.

00:17:27.788 --> 00:17:30.668
Now, once it wasn't service,
they were no longer managing it.

00:17:31.418 --> 00:17:34.298
But I think it's incredibly interesting.

00:17:34.958 --> 00:17:40.268
That the other options for it being
non passive, weren't brought up.

00:17:40.818 --> 00:17:44.028
I want everyone to bookmark this case.

00:17:44.688 --> 00:17:49.428
And the next time you have
a CPA or tax professional.

00:17:49.728 --> 00:17:51.258
When you talk to them.

00:17:51.588 --> 00:17:56.388
And they tell you that rental losses
are going to be passive, unless

00:17:56.388 --> 00:17:58.098
someone's a real estate professional.

00:17:58.398 --> 00:18:01.578
Or unless the rental goes on, schedule C.

00:18:02.328 --> 00:18:04.308
I want you to send them this case.

00:18:04.908 --> 00:18:06.738
Because this is what happens.

00:18:07.428 --> 00:18:11.388
When you try to take advantage of
something in real estate when it

00:18:11.388 --> 00:18:15.558
comes to the tax code, but either
you or who you're working with.

00:18:15.558 --> 00:18:19.068
I don't know what they're doing.

00:18:19.568 --> 00:18:21.398
This is really nuanced.

00:18:21.698 --> 00:18:25.088
There are more than one ways
for a rental to be non passive.

00:18:25.568 --> 00:18:29.648
And in this case, we don't know
the average length of stay.

00:18:29.648 --> 00:18:33.788
We know it was a short-term rental and we
know it was only rented for a few months.

00:18:34.358 --> 00:18:40.238
So if it turned out that the average guest
stay was seven days or less, And if it

00:18:40.238 --> 00:18:45.158
could be proved that even with management,
this taxpayer still met material

00:18:45.158 --> 00:18:47.288
participation through one of the rules.

00:18:48.008 --> 00:18:51.878
I feel like they would have
had a much better chance.

00:18:52.418 --> 00:18:56.918
Of making that argument to be
able to deduct this loss in tax

00:18:56.918 --> 00:19:01.208
court, then making the argument for
real estate professional status.

00:19:01.958 --> 00:19:05.348
But that's not the argument
that the taxpayer made.

00:19:06.008 --> 00:19:08.528
They argued that they qualified for reps.

00:19:09.008 --> 00:19:13.298
They were not aware of this short-term
rental loophole or if they were, they

00:19:13.298 --> 00:19:15.578
didn't think it would be the better route.

00:19:16.028 --> 00:19:16.958
I don't know.

00:19:17.288 --> 00:19:22.598
But for me looking at this as an outsider,
it was incredibly frustrating because

00:19:22.598 --> 00:19:27.308
the first thought I had was there was
likely a much stronger argument for

00:19:27.308 --> 00:19:29.618
them to be able to deduct that loss.

00:19:30.098 --> 00:19:35.948
So, again, this was TC
summary opinion, 2024 dash 13.

00:19:36.338 --> 00:19:37.838
And this is from July.

00:19:37.868 --> 00:19:39.338
This was just put out.

00:19:39.618 --> 00:19:42.978
And this is related to
a 2020 tax year return.

00:19:43.308 --> 00:19:45.168
So this is all very recent.

00:19:45.588 --> 00:19:50.538
And wasn't presented in a way that
was most likely going to be in the

00:19:50.538 --> 00:19:55.728
best interest of getting to maintain
that non-passive rental loss.

00:19:56.428 --> 00:20:00.328
Microphone (Shure MV7)-5: Like I
said, Lots of interesting tax court

00:20:00.328 --> 00:20:03.328
cases this summer, or at least to me.

00:20:03.838 --> 00:20:07.228
So I hope you guys found this
somewhat interesting or maybe learn

00:20:07.228 --> 00:20:08.938
something new from these cases.

00:20:09.478 --> 00:20:13.018
I will link to both of
these in the show notes.

00:20:13.018 --> 00:20:15.028
If you want to read over them yourself.

00:20:15.748 --> 00:20:18.358
And again, I can't reiterate this enough.

00:20:18.358 --> 00:20:22.138
Reading through these court cases
is such a good way to learn.

00:20:22.528 --> 00:20:25.858
More of the, between the lines guidance.

00:20:26.158 --> 00:20:28.168
That relates to tax.

00:20:28.558 --> 00:20:30.238
It is not all black and white.

00:20:30.658 --> 00:20:33.988
And what is on the IRS website is only.

00:20:34.618 --> 00:20:37.708
An interpretation of the actual tax law.

00:20:38.128 --> 00:20:42.928
And it's not even substantial authority
that you could bring into a court case

00:20:42.928 --> 00:20:45.178
like this and use to defend yourself.

00:20:45.478 --> 00:20:50.008
You need to know the law, you need
to know the related other court cases

00:20:50.008 --> 00:20:51.778
that you can lean on for precedent.

00:20:52.138 --> 00:20:57.268
So super interesting area to familiarize
yourself with, again, I'll link below.

00:20:57.928 --> 00:21:01.018
If you guys have questions,
pop into the Facebook groups,

00:21:01.228 --> 00:21:03.028
those are linked below as well.

00:21:03.428 --> 00:21:07.208
So as always, if you've enjoyed
this episode or if you know

00:21:07.208 --> 00:21:10.058
someone who you think would enjoy
this, please share it with them.

00:21:10.568 --> 00:21:11.108
And.

00:21:12.038 --> 00:21:13.538
I will talk to you guys next week.

00:21:14.149 --> 00:21:16.488
Mhm.