Tax Expert: HUGE Loopholes In Trump's Big Beautiful Bill - What NO ONE Is Telling You!
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The podcast features a tax expert who argues that the current U.S. tax code, often referred to in relation to Trump's "Big Beautiful Bill," is inherently rigged for the wealthy and inaccessible to lower-income individuals. The speaker asserts that while everyone pays taxes, only those with significant wealth have access to complex strategies involving deductions, exemptions, and credits—such as investments in oil and gas or rental real estate—that effectively offset their tax bills. He explains that the government incentivizes business owners to invest in sectors like renewable energy and affordable housing because it cannot provide these services directly; consequently, high earners benefit from massive paper losses and credits while lower-income workers are limited to standard deductions and basic credits like the Child Tax Credit. The expert notes a shift under recent legislation where tax brackets were lowered slightly (e.g., moving from 39% down to 37%), but this was accompanied by significant increases in the standard deduction, which disproportionately benefits those with higher incomes who can utilize itemized or business-related deductions rather than relying on welfare programs that are facing cuts and stricter work requirements. A major portion of the discussion focuses on specific loopholes available primarily to self-employed individuals and high earners, such as deducting up to $25,000 in tips (if AGI is under $150,000) or overtime pay against federal income taxes. The expert clarifies that these are not tax-free incomes but rather deductions allowed for reported revenue, meaning the taxpayer still pays payroll taxes on the earnings. He also details how business owners can leverage vehicles with a gross vehicle weight rating over 6,000 lbs to write off entire depreciation costs and mentions the "Augusta Rule," which allows homeowners to rent their property back to themselves at fair market value for up to 14 days tax-free. These strategies are contrasted with common pitfalls like claiming personal expenses as business deductions; he recounts a case where a real estate agent successfully defended her yacht usage against an IRS audit by providing logs and photos proving it was used exclusively for showing properties, illustrating that legitimacy is key but requires rigorous documentation to survive scrutiny from hostile revenue officers. The conversation delves into the mechanics of avoiding audits and managing tax risk, noting that while overall audit rates have dropped significantly due to funding cuts under Trump's administration, filing early on April 15th can actually increase one's likelihood of being selected for an examination compared to those who file extensions or paper returns. The expert emphasizes that auditors look for red flags such as round numbers in expense categories (e.g., exactly $25,000) and discrepancies between reported income and industry averages processed by computer algorithms before human review occurs. He advises separating personal assets from business entities, using private family foundations to hold luxury cars or other display items without triggering taxes upon sale, and maintaining meticulous records like photos of receipts with descriptions of who was present during meals. For those earning $60,000 to $200,000, he recommends maximizing qualified retirement plans like Roth 401(k)s for wealth building while switching from an LLC to an S corporation once income exceeds the threshold where self-employment taxes become burdensome, allowing owners to take a reasonable salary subject to payroll tax and distribute remaining profits as non-taxable distributions. Finally, the expert outlines his vision for rewriting the entire tax system into a concise 100-page document featuring a flat 15% federal rate across all income levels and abolishing property taxes entirely, arguing that paying taxes on owned land is illogical. He suggests eliminating most government subsidies and credits to create an even playing field while retaining incentives specifically for business owners and investors who drive economic growth. While acknowledging the appeal of moving to tax-free jurisdictions like Puerto Rico or Florida as a practical solution for wealth preservation, he stresses that building generational equity through real estate investments remains superior to simply avoiding taxes. The overarching conclusion is that financial freedom depends on understanding how to operate within the government's rules rather than trying to evade them; without this knowledge, individuals will inevitably "tip Uncle Sam" more heavily or lose out when tax laws change, whereas educated entrepreneurs can utilize every available loophole to build substantial wealth and leave a legacy for their children.
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the one big beautiful bill.
>> He's signing the bill.
>> Who's going to lose the most from the
big beautiful bill?
>> The uneducated are always the losers
because if you don't know that the tax
code is a game, you will get left behind
and you will always end up tipping Uncle
Sam.
The most common mistake people make is
they make money, pay their taxes, they
never try to figure out ways to save,
reinvest, or utilize the government
system to their advantage. But this is
an opportunity for everyone to get
educated right now and to gain control
of their financial future.
For anybody that wants to build their
wealth, you can take advantage of the
tax code by following the government's
rules. So what if so few people know
about these strategies? Because the
wealthy do not want to share the
secrets.
If everybody knew about this tax
strategy, I don't think anybody would be
paying taxes. And I'm serious.
So, this is a podcast that I've really
been looking forward to because I'm a
nerd when it comes to taxes. For years,
I have made tax videos on YouTube. I
talk about taxes non-stop. It's all I
think about.
>> Yeah.
>> Is the tax system rigged for the rich?
>> It is rigged for the rich. Yes, it is.
Absolutely. If you're wealthy, you have
more options. And I think if you're
lower income, you have less options. And
most people that are lower to middle
class typically are working for
somebody. So they're limited on the
amount of deductions they can take. As
you approach business income, you
increase your your wealth. You start to
qualify for deductions, exemptions, and
tax credits that can offset your tax
bill.
>> Is this ever meant to be something
that's fair or is this just the way it
is? Because I look at this in one sense
like rich people get these huge
advantages that everyone else doesn't
get access to. So, if you're
self-employed and you make a million
dollars a year, the options to reduce
your income are limitless essentially.
That's correct.
>> But on the other side, you have I think
it's like the top 50% of taxpayers pay
97% of all the taxes. So, they're the
ones paying the most into it. So, it
makes sense that they get the most out
of it dollar for dollar.
>> Yeah. The middle class pay the highest
tax rates, bro. And the top earners pay
the least amount of taxes possible. But
you have to realize that the top earners
are spending the most amount of money
and they're doing what the government
wants them to do. They're investing in
oil and gas. They're investing in
renewable energy and they're investing
into rental real estate providing
affordable housing. So they get the
massive amounts of tax credits and paper
losses that offsets their active forms
of income.
>> So how much of the incentives, credits,
deductions, etc. that the government
offers these wealthy entrepreneurs and
business people is because of like a
utilitarian perspective that they want
to like boost the economy versus being
like a buddy buddy thing because like
money and politics are usually
intertwined. I think what it is is that
the government understands that they
can't provide everything for the
everyday taxpayer. They can't provide
affordable housing for everybody. They
can't provide gas for everybody and
cover everyone's stove and uh car
gasoline. So, they're going to partner
with business owners who are going to go
and drill holes in Texas and business
owners who are going to buy commercial
properties and provide affordable
housing and create tax incentives
because they understand that they can't
do it all. And so, if you're somebody
that has more access to money, you're
going to be able to play in this arena
of investing into oil and gas, investing
into real estate, investing into EV and
solar energy, and you get to benefit the
most. But if you're lower lower income,
these opportunities you don't even hear
about. All you hear about is 401k and
possibly buying a home and writing off
property taxes and having a child tax
credit.
>> So, how do you learn about all of this?
Like, what certifications do you
personally have to get to keep up to
date on all of this?
>> So, I have an enrolled agent's license,
which is different than a CPA license. A
CPA typically goes to school to study
accounting. They normally get a
bachelor's degree in accounting and then
they go directly into filing tax
returns. That's what 99% of all CPAs do.
Enrolled agents pass three different
tests, an individual test, a business
test, and an ethics test, which means we
primarily study just tax code and
consulting around how to leverage the
tax code. So, when it comes to
write-offs and how many deductions you
can take or which deductions to take, an
enrolled agent is pretty optimized to be
able to help you, whereas a CPA may not
be able to play in that arena. But when
it comes to filing your tax returns or
doing bookkeeping and accounting, CPA
all day got your back. And that's the
person you want signing on the tax
return. So, what if so few people know
about these strategies?
>> Very few people know about tax strategy
because the wealthy do not want to share
the secrets. It's not until you get into
these rooms to where they're starting to
tell you what's possible. And this is
just from experience of what I've known.
I knew that when I was building my
wealth, I didn't have access to all the
information that I have right now. And
it's because people weren't sharing this
information at my at my dollar amount.
If you're talking to people that are
making $1500 to $200,000, you might be
talking to people that are just taking a
home office deduction. You might be
talking to people that are just riding
off a car or a cell phone. But you start
jumping up to people that are making a
million to $5 million a year. You're
seeing different things on their tax
returns. You're seeing oil and gas.
You're seeing investments. And these
things create deductions. And they're
also incentives inside of the tax code
that the government wants you to do. So
the conversations start to change the
higher your income increases. So, we've
all heard of the trope about the
billionaire that pays 0 in taxes. Is
there any way that the average person
can pay $0 in taxes? You can pay $0 in
taxes if you want to give money away.
But most people aren't going to decide
on that table. They're going to say,
"Hey, how do I keep money inside of my
pocket?" So, the only way that you're
going to be able to pay 0% in income
taxes is if you have enough deductions
or losses that are working against that
active forms of income. And for me, I'd
rather have a business or rental
property that creates those deductions
or losses. Do you ever think it's
possible to get rid of the tax code
entirely? Just like no taxes. Trump has
been talking all the time about like,
hey, we just do tariffs, come back to
tariffs,
>> abolish the IRS
>> or just even a flat tax. I would love
just a flat tax across the board.
Everyone pays
>> 15% no matter how much it's 15.
>> Here in Vegas, it works out beautifully.
We just have these casinos and then the
people that come and they visit, they
stay, they pay a resort fee, they they
fund the city of Las Vegas, basically
the entire state of Nevada, because they
like to go and they like to spin the
slot machine, they like to go put some
money on the roulette table. It's so
nice. As a resident here, is anything
like that possible on a bigger scale in
the United States?
>> I don't believe so at this current
juncture. America's in a lot of debt. We
believe we collect some of that from tax
revenue from our taxpayers. Um, but most
importantly, we only have a few states
that don't tax us. Most states rely on
tax revenue to run. If you're asking me,
can we completely abolish federal taxes?
That's a conversation I would like to
entertain because originally, United
States was not ran off of taxes. We were
ran off of tariffs and excise taxes. We
collected things off of goods, tobacco,
things like that, alcohol. I would love
it if we could have a flat tax, maybe a
15 or 12% just flat tax across the
board, but that's a big stretch. What
Trump has done is he is reaching for the
stars by saying, "Let's completely
abolish the IRS." But what did we land
on? The big beautiful bill. We landed on
him being able to keep his tax cuts and
jobs act that he incorporated in 2017.
And now he he extended that and made
that permanent. Hey, I want to make sure
that those tax rates don't jump back up
to 39%. We have a 37% federal tax rate.
But if we go back to 2017, bro, we're
paying 39% in federal taxes. Pretty
insane. to a lay man though going from
39 to 37. It's kind of just like I mean
it's not like for all of the talk that
people have been doing about cutting
taxes, the Republicans are going to
slash taxes and then we go down 2%. But
it's not just that though. It's it's
every little tax bracket in between.
>> It's every tax bracket in between. You
had 39% go to 37%. You had 35% go to
32%. You had 30% go to 28%. Now we have
a 22% tax bracket instead of a 25% tax
bracket. We have a 12% instead of a 15%.
we have a 10% instead of a 12% and they
extended the tax brackets. So instead of
you jumping from the 12% up to the 22%
after you made 150,000 and maybe at
200,000. So he extended your ability to
get taxed at a higher rate and lowered
the tax rates at the exact same time.
But what he also did is he increased
deductions across the board. Primarily
the standard deduction. The standard
deduction is a deduction that you're
given just if you breathe and make over
$12,000. you get to take the standard
deduction. In 2017, he increased the
standard deduction from $6,000 to
$12,000 for single individuals and from
12,000 to $24,000 for married couples.
So, if you're a married couple, you get
a $24,000 deduction back in 2017 as a
part of his Tax Cousin Jobs Act. He also
incorporated adjustments for inflation.
So, now that we're here in 20125, that
standard deduction is $31,500.
Think about where it was back in 2017.
That's for married filing joint. And if
you're single, it's uh $15,750.
>> So, what does the average person stand
to gain or lose from the big beautiful
bill?
>> The average person, and when I say
average, I want to make sure that I say
that correctly, the medium income in the
United States is right around $70,000.
So, the average person is going to see
an increase in the amount of wages that
they take home every single year because
of the be beautiful bill, the extension
of the tax cuts and jobs act, the
increase in the standard deduction, and
the increase in the child tax credit. If
you have a child, you went from claiming
$2,000 to getting a $2,200 credit. And
that's a refundable credit at least up
to $1,700. Does that incentivize people
to have a whole bunch of kids? Like,
what's to stop someone, hypothetically
speaking, from having 10 kids? And now
just claiming is there a limit to how
many kids you can have?
>> No, there's not. You can claim the child
tax credit based off of how many
children you have. And it's $2,200 per
child. And the reason why I like this is
because we have seen less people having
children here in the United States. And
I think Trump has made that um very
known as his uh presidential campaign in
uh insinuated that he wanted to change
tax tax rates for the child tax credit.
when he increased the child tax credit
to 2200, he also came out and said, "We
need to have more children." He said
that. What that means to me is is that
people that are in the lower to middle
income will be receiving more refundable
money, which in return makes them want
to have more children.
>> So, who benefits the most from this bill
on a high level?
>> The wealthy. Absolutely. There's there's
no way around it. The wealthy will
benefit the most from the big, beautiful
bill. Well, let's talk about one of the
most popular ones, which is the no tax
on tips. Could you explain this?
>> Yeah, so we were going back and forth
around are we going to have no taxes on
tips? Are we going to have no taxes on
over overtime? And what we settled on is
we get to deduct up to $25,000
of tips. So, if you're receiving tipped
income, like a lot of people do here in
uh Las Vegas, you get to deduct up to
$25,000 on your federal tax return, not
on your state tax return, and it doesn't
include payroll taxes, but that's a
$25,000 deduction. The only issue is
it's only if your adjusted gross income
is $150,000 or less. It phases out after
that $150,000 if you're single, 300,000
if you're married filing joint. But when
you look around the United States, I
don't know if you guys have seen this,
we have entered into a tip culture. I
mean, every time I go to the gas
station, every time I go grab a
smoothie, somebody's asking me to tip
10, 15, 20%. America and its taxpayers
live off of tipped income. This is a
huge benefit to them. Being able to
deduct the money that you're earning in
tips is very, very awesome. And that
includes credit card transactions,
right?
>> It does include credit card transactions
as well.
>> And is there any way for let's say Jack
to structure his income as a tip? I'm
just
>> I like how do I structure
>> Yeah. Netswuite and Oracle the sponsors
of this podcast. If you could just send
it to me as a tip, you know, like I
could invoice you and then have like a
10, 15, 20%, you know, at the bottom,
that would actually
>> Yeah, I know it has to be voluntary, but
who's to say it's not a voluntary? Can I
tip myself? Can Jack tip me?
>> Can I tip Jack? How does this work?
>> I believe a tip comes directly from a
consumer that's buying your product or
service. And it would be very difficult
to tip yourself. And I don't think
that's the intention of how the code was
written. However, the ability for you to
be able to deduct that $25,000,
it's based off of you earning revenue,
reporting the revenue, and then getting
a deduction based off of what you
reported. So, it's not that you're not
reporting the tipped income. It's just
that they're giving you a deduction for
the tipped income. It's not that it's
not taxed. You're still going to pay
taxes on it. You just get to take a
deduction for the tipped income that you
receive. And this also includes overtime
pay.
>> So if you're receiving overtime pay, you
get to deduct $12,500
of overtime pay if you're single, 25,000
if you're a married filing joint.
>> So I saw a study on this recently that
8% of hourly workers get overtime and it
was only 4% of salaried workers get
overtime. So the vast majority of
people, more than 90%, this doesn't
apply to them.
>> That's correct. Yes. Salary. It seems
like a big promise or a big headline to
be like, "Yeah, no taxes on overtime."
But when you really get down to it, it's
like so few people uh will apply for
that. And then of that, it's capped
pretty low based on the overtime. And
then it also expires in 2028 is my
understanding. Incentivize more people
to work longer hours though.
>> Do you think it's actually going to? I
think for a small percentage of people
really intuitively intuitively I don't
think like a large swath of people will
be like I I'll work overtime now because
I'm not you know I had the deduction but
I do think it will make a small thing
what's the benefit for the employer
because my understanding is a lot of
employers will will really like want you
to stop working once you once you get to
that overtime pay like they'd rather
just bring someone else on at that point
to take over the hours.
>> This is the part that I I was really
looking for. It doesn't really position
it well for the employer. It really
positions it well for the employee. The
employer is still going to have to pay
the payroll taxes and still report it.
So, you're still going to pay the wages
and the payroll taxes on the overtime
pay. The benefit though is that you're
retaining key employees because your key
employees that are working overtime are
also benefiting from the fact that they
get to deduct a percentage of their
overtime pay, 12,500 if they're single.
>> Yeah. Yeah, but they could do that
anywhere, like wherever they work. If
they're going to work overtime, they
might make more just getting a higher
paying job, working for their
competitor, and getting another offer.
>> But it's another way to build wealth if
I'm able to deduct the overtime pay
against my federal income because now
I'm increasing the amount of amount of
money that I get back in the form of a
refund.
>> So, is there any way that Jack could pay
could pay himself overtime?
>> There you there's an income limit,
correct?
>> Yes. If you um have over $150,000
adjusted gross income, it starts to
phase out. That's correct. you don't you
no longer get to deduct um overtime pay.
But what you could do is position
yourself to have a salary and then uh
give yourself a percentage as a Yeah,
>> there's always some giving yourself a
salary and then work overtime and then
you're clocking in and clocking out.
Yeah, absolutely.
>> But let's say you're doing that, but
then you're getting a distribution from
an then it then it phases out anyway,
right? You couldn't do that.
>> That's correct. Because that counts as
income. Who stands to lose the most from
the big beautiful bill?
>> The the low to middle income class. And
when I say low to middle income class,
I'm talking extremely low income. I'm
talking $45,000
and less. They may actually see an
increase in how much they pay in taxes.
But you have to realize a lot of these
people that are are extremely low income
are relying on various different tax
credits like the um earned income credit
or the American opportunity tax credit.
tax credits that were essentially set up
for people that are extremely low
income. Trump is trying to get the lower
income people off of any type of
government subsidies or any type of
government um credits. And so the people
that are going to benefit the most are
people in the middle class that are
right over that 50,000 all the way up to
millions. And then the people that are
going to benefit the less are people
that are making right under 48,000. So
my understanding is a lot of those like
social welfare programs were getting cut
like Medicare, there's a lot of money
that's being cut out of that and that's
why it's affecting although everyone's
brackets are going down and the
percentages are going down. Uh the
people that do rely on those those
welfare programs, they're going to lose
a lot of that funding. So technically
speaking, like they're getting helped in
this way, but hurt disproportionately in
this way. So the net is that they're
being
>> But you know what? But that's assuming
they don't comply with work requirements
and check-ins. That's my understanding
is that with a lot of these cuts, there
are requirements of now having to work a
certain amount of hours or a certain
amount of check-ins
>> that is being applied to receive those
benefits. So, if they comply with that,
their benefits aren't going down. I
could be mistaken. I don't know if you
know more on this than I do. That's my
understanding on it.
>> It's not a whole lot of details yet
coming out to light in the big beautiful
bill that I've read on that on that
case. But I would I would determine that
if I'm an employer, I would want to
track absolutely everything. Why
wouldn't I? I wouldn't want to overpay.
So, I would I would want to see more
information around that. So, we've
talked to countless entrepreneurs on
this show, but one thing we haven't
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so much to Bizzy for sponsoring this
episode. The other big one I'm really
excited about is the $40,000 salt cap
deduction.
>> Oh man,
>> that's a huge one for a lot of people in
high income tax states. California, New
Jersey, New York.
>> Yes.
>> Saving a lot of money.
>> Yeah, it is. Because most people that
live in high tax states, we pay a bunch
in property taxes, but we also pay a
bunch in state taxes. Salt allows for
you to deduct state and local tax. So if
you live in a city like New York, you
pay a local tax to live in Manhattan and
then you pay a state tax to live in the
state of New York. You could pay upwards
to 13 almost 14% if you're living in the
city of Manhattan and in the state of
New York, right? What if you could
deduct your property taxes and your
state taxes? Well, before this big
beautiful bill, you only used to be able
to deduct $10,000.
Think about how many people were paying
so much in property taxes that weren't
able to write that off. Just with this
small little increase to 40,000, you
have now California taxpayers and New
York taxpayers and all alike being able
to deduct their property taxes and their
state taxes, reducing their overall
taxable income,
>> phasing out at $500,000 a year.
>> Phasing out at $500,000 a year.
>> So you're saying you're you're taxed
state and locally first and then that
amount is deducted from your federal
tax.
>> That's correct. So if you're living in
the state of California, you're going to
pay into state taxes and file a state
tax return.
>> But it doesn't really help out people
living in Nevada. It does not state
property taxes because it allow for you
to deduct your property taxes. Instead
of 10,000, you now get to deduct up to
$40,000 in property taxes. So, it does
help out homeowners.
>> What are the arguments for and against
this? I see some people, and I've
mentioned this in my video, really
against it that they say that they
shouldn't be subsidizing states like
California because it it's taking
federal income tax away. When California
wants to mismanage or spend a lot of
money, they get the deductions that
doesn't go to the federal level. What
What are your thoughts on that?
>> I like it. And the reason I like it is
because
we saw what it was like as tax
professionals prior to Trump coming into
office in 2017. I looked at tax returns
where I saw California homeowners
writing off $100,000 in property taxes
and state taxes, $200,000 in property
tax and state taxes. In 2017, when the
Tax Cuts and Jobs Act got passed, I saw
people write in checks for the very
first time. I saw people stop taking
vacations. I saw people stop investing
so much money because their homes were
viewed as less of an asset now because
it didn't provide as much tax savings
anymore. So, if you're asking me how can
we really help the nation, I love the
idea of being able to increase it a
small amount to $40,000. Still allows
for people to live in those high income
states and benefit some. Um, and in
return for those of us that, you know,
still have to pay property taxes because
I know that property taxes suck. Even
though you pay off your home, you still
have to pay property taxes. I want to be
able to deduct more of that then.
>> Now, on the salt cap though, why aren't
more people doing the salt cap workound?
>> What do you mean?
>> Explain that.
>> When you say the salt workound,
>> what do you mean by that?
>> It's where you're able to deduct 100% of
the state and local taxes uh through an
LLC or an escorp.
>> Oh, it's a business property. You're
talking about if it's a business
property.
>> No. What do you mean?
>> Not if it's a business property. If
>> if you are self-employed in a state like
California and you're paid through an S
corporation, S corporation can pay your
estate taxes for you and that credit.
>> Yeah. Yeah. You're talking that that
applies in certain states. That applies
in certain states. Not all states apply
that. Is that what you're talking about?
The AB150 law where I can pay my state
taxes upfront and get a credit on the
state side when I go to file my tax
return.
>> I thought over 30 states have issued
guidance on that and the IRS has
approved those strategies.
>> I love that. Well,
>> prior to this year, there's only 11
states that were offering that. Um, so
if they increase
>> I thought it was I thought it was 30.
No, it was only 11 states that were
offering that. I mean, New Jersey was
one of them. California was the biggest,
obviously. And it's called the AB150
law. So, just to explain this to
everybody, if I'm an LLC or an S
corporation owner, I have a flow through
entity, I can choose to pay my state
taxes upfront this year in 2025 and get
a federal tax deduction based off the
amount of state taxes that I estimated
that I needed to pay. And then when I go
to file my state tax returns come 2026,
I'll get a tax credit relative to the
amount that I paid in 2025, which I
deducted on my federal tax returns. What
this does is allows for taxpayers that
live in high income tax states to be
able to reduce their amount of taxable
income because they're paying such high
taxes in high tax states, but
simultaneously get a credit so they
don't have to write a check in when they
file their tax return. So, if someone's
making a few million dollars a year
through a pass through entity like that,
they could essentially deduct 100% of
their California state taxes by doing
that.
>> Yes, they can. Yes, they can. And you
need to make sure that if you want to
deduct it, that you pay the state taxes
in the year in which you claim the AB150
deduction. The election to claim the one
AB150 deduction in the state of
California, I believe, is June 15th. If
you did not make that election, you
missed it.
>> Why do so few people know about that?
Cuz most CPAs spend a lot of their time
traditionally filing tax returns and
then when they get past tax season they
go on vacations and they come back and
then they file extensions and then they
enter into tax season again. Most CPAs
don't have the time to educate taxpayers
on how to leverage the tax code because
they're focused on filing tax returns.
That's how a traditional firm is set up.
If you think about how a CPA makes their
money, they want as many clients as they
possibly can to file returns for with as
little communications as possible so
they can get that work product
delivered. So, if they're taking time
away from filing returns to educate
taxpayers and to do consulting and to
formulate strategies, it shifts their
business model entirely.
>> So, tell us also about this Trump
account that people have been talking
about.
>> This is pretty cool. Trump decided that
he is going to come out with a Trump
account giving children a 1,000 um from
the moment they're born um funded by the
government. And if you just don't touch
this account, by the time you're 59 and
a half, you should have somewhere close
to a million, if not more, in the
account just off of $1,000. At least
that's what analysts are saying. Now,
can your parents contribute to that
account? Absolutely. You could put
$5,000 in every single year for your
child. That's $6,000 growing taxfree for
your children. But now here's the
counter to that. My understanding is
that you had to cash out of it by like
30 something.
>> There's a threshold on that.
>> I believe there was a threshold
>> when I was doing research on it. I
believe there was a threshold where if
you didn't spend it on qualifying
expenses, which could be starting a
business, first-time home purchase, uh
or education, it cashed out at a certain
level.
>> Okay?
>> Uh and that would cashed out as ordinary
income instead of long-term capital
gains. And so my argument, and I could
be mistaken because there were there
were so many changes that went from the
House to the Senate.
>> Yeah.
>> Uh my understanding is that it's better
for parents just to make a taxable
account for their kids
>> and
contribute to that on their behalf
because they're going to be in a 0% tax
bracket anyway for long-term capital
gains. So instead of the Trump account's
worse because then they're going to be
paying taxes on that. Correct. versus if
they are 16 years old and they cash out
like 50,000 bucks in long-term, they're
going to pay nothing anyway.
>> They should open a Roth IRA for their
children and just put money into a Roth
IRA. Put $6,000 away for your children
every single year.
>> That's what put them on payroll in some
way. Pay them something. Pay them for
doing chores.
>> If you put them if you put your child on
payroll, you can pay your child up to
$15,750
without your child needing to file a tax
return. That's a $15,750 deduction. Then
from the 15,750 you could take 6,000 of
it and stuff it into the Roth IRA money
that neither you or the parent paid
taxes on and that money is growing
taxree. That should absolutely be the
mission for for families.
>> Here's another one that a lot of people
are looking forward to. The $10,000
write off for automobiles.
>> Yeah. Yeah. You get to deduct the
interest on um the loan for an
automobile. I think this is pretty
awesome because taxpayers in the United
States have, you know, been kind of
screwed out of some of the auto
deductions. And so now if we have a loan
on a car, we get to deduct it as long as
it's a personal vehicle. If it's a
business vehicle, you're already being
able to deduct your interest and uh
payments,
>> which makes sense because if you could
deduct uh mortgage interest up to the
first 750, it would make sense that you
could deduct auto interest to the first
whatever.
>> Absolutely. I'm super glad that they
brought this. This was Trump wanting to,
you know, incentivize taxpayers to get
into more automobiles. What he also did
was he repealed the EV mandate as well.
That's something that I know is a big
topic that Elon is probably a little bit
upset about. Um, but we no longer get
tax credits for investing money into
green energy automobiles. If I buy a
Tesla, I used to be able to get almost a
$7,500 credit. If I applied for it on
time, that credit's disappearing. And if
I used to if I put solar on my home, I
used to be able to get a tax credit up
to 30% of my expense. I no longer get
that tax credit after 2026 or after
2025. So EV and renewable energy tax
credits are absolutely going away.
>> Yeah, that one I'm I'm mixed about in
terms of my feelings because on the one
hand, I think why on earth should they
subsidize all of these EV products and
basically just give you free money. I
mean, they're they're artificially
driving up prices and demand for these
products just by throwing money at it by
saying like, "Hey, if you buy this,
we're going to pay you to go and buy
that." I think that's healthy. But on
the other side, I I do see it as a good
thing to to sometimes you have to push
people towards something that might be
better in the long run. Yeah. Like
driving a Tesla and, you know, less
reliance on fossil fuels and gasoline.
And
>> I feel like Trump is on the side of the
fence of he doesn't know whether or not
EV and renewable energy is if going
green is actually helping the United
States. I don't think he feels like
buying a Tesla or, you know, us leaving
those used batteries in a junkyard is
actually helping the United States. He
doesn't have the data yet to determine
is this helping us or not. So instead of
making everybody by 2030 to have an
electric vehicle, I want you to be able
to have a choice. If you want to drive
electric, drive electric. If you want to
drive a regular gas car, drive a regular
gas car. And so him and Musk having this
feud is actually kind of weird because
it's always been his initiative from the
onset to do this.
>> One of the biggest things out of this
this bill is bonus depreciation. Who
stands to gain the most and who stands
to lose the most for this being
extended?
>> Explain that for people who have no idea
what bonus depreciation is.
>> Yeah, so bonus depreciation allows for
you to take a year 1 deduction or write
off on a qualified piece of equipment or
a vehicle. We see a lot of business
owners utilizing bonus depreciation when
they buy vehicles that weigh over 6,000
lb or the gross vehicle weight ratio
weighs over 6,000 lb. So self-employed
business owners stand to gain the most
out of bonus depreciation being back at
100%. And it's permanent this time. We
don't have to worry about it going to
80, 60, 40, 20. That's that game is
completely over. You go into Mercedes
and you want to buy a G Wagon, you can
put your $10,000 down payment down and
that vehicle is 100% business use and
it's being used 100% business. you're
writing off that car whether it's
$100,000 or $200,000 even though you
financed it. That's very awesome for
business owners. They get to leverage
debt to take tax deductions. But in the
real estate space, we also get to
utilize this in the form of cost
segregation studies. So, if you're a
real estate professional or if you're
running a short-term rental, you can
perform a cost segregation study, create
this massive paper loss, and hopefully
you'll be able to use that paper loss to
offset W2 or 1099 income. I was just
thinking about your house, Jack. you
could bonus depreciate that uh
warehouse.
>> Yes, we did say that if you're buying a
house, Jack, you could look at what's
called the self- rental strategy. So,
you're self-employed. I'm assuming you
have an LLC or an S corporation. If you
buy this new facility and you use it for
content, as long as you own the new
facility 100% yourself and you own your
LLC or S corporation 100% yourself, you
can make a grouping election to group in
this activity of you running a studio.
So, it's an active business that you'd
be running a studio uh out of with your
active LLC or S corporation that you're
doing content media with. Now, you can
use the losses from a cost segregation
study of a house that you purchase for
content studio, warehouse, etc., etc. to
offset the active forms of income that
you're earning from your S corporation.
This does not require you to spend 750
hours. Does not require you to manage
the property for 100 hours. Why? Because
you're already active and materially
participated inside of your S
corporation. So I can accelerated
depreciation something that I like a
warehouse that is on my that is that's
what I was trying to say. I didn't know
if that was possible because I didn't
know if I had to like qualify as a real
estate professional to that because it's
a piece of real estate,
>> right? I'll be honest with you. I don't
think I've ever talked about that tax
strategy on Instagram or Facebook or
YouTube before.
>> It's the biggest one for real estate
investors.
>> I normally keep the self- rental
strategy like with my clients for sure.
>> Okay. So all right. So I maybe we have a
little I want to show you the property.
We could have a little conversation.
>> Well, now that you're talking about it,
>> break that down a little bit further.
>> How could I utilize this?
>> Mhm. Yeah.
>> Let's just say I'm making YouTube videos
all day.
>> Yeah.
>> What do I do?
>> Okay. So, if I'm making YouTube videos
all day, I could take a home office
deduction or I can choose to go have a
studio space, right? I could rent a
studio space or I could buy a studio
space. If I'm buying a studio space, I'm
going to be running an active business
inside of that studio space. It's not
like I'm I'm renting out to another
tenant. I'm renting out to my active
business. So what I do is I create a
grouping election called a -4 grouping
election for under code section 469-4.
You can make a grouping election with an
active property that you own and an
active business. The deduction comes
when you decide to perform the cost
segregation study. All that a cost
segregation study is saying is that I'm
just going to separate the cost of the
structural and non-structural and write
off the non-structural in a quicker
amount of time. When that loss shows up
on the tax return, it's considered a
non-passive loss. Same thing with your
S-corporation income. That's non-p
passive income. So, it flows through to
offset your K1 income on your individual
tax return.
>> But I could do that anyway regardless of
who I rent the property to. So, if I'm
buying a warehouse and I move in and I
pay myself 10,000 a month, Yes.
>> I'm getting the same write off as though
I just rented it to a tenant at 10,000 a
month. So, either way, I'm getting the
same write off,
>> but this one I'm just moving in and
paying myself rent.
>> Correct.
Do we like that one?
>> Sure.
>> I love that strategy, too.
>> My My only thing is that it doesn't
matter who you rent it to, which could
be a plus or a minus.
>> Well, if I'm renting it to another
party, the IRS says that, "Okay, so now
that this property is passive in nature,
show me that it's active. The only way
you can show me it's active is if you're
running a short-term rental strategy
where the tenant is staying in the
property for 7 days or less and you're
managing it 100 hours and no one manages
the property more than you, or you
qualify as a real estate professional.
So, if you don't qualify as a real
estate professional, you're not running
the shortterm rental strategy, then your
only other option is a self- rental,
which means you have to rent it back to
yourself. And in order for you to make
that election, you have to group that
LLC in with your S corporation on the
tax return.
>> Okay. But then what you're saying is
that let's just say I get bonus
depreciation and that's $500,000
upfront.
>> Yes.
>> If I rented to a tenant,
>> Yes.
>> they would pay $120,000 a year.
>> Okay. And so that means I'd get four
years basically of a tax write off with
a tenant. Or if I moved in and I pay
myself, I could get that whole $500,000
write up
because I'm renting it myself.
>> It's an active part of the business. So
that's the benefit is I claim 100% year
one versus spreading it across my rental
income from the property over a few
years. Well, if you if you're doing a
cost irrigation study, you're not going
to take all of the depreciation year 1.
You're only just going to take that
structural part as year 1 deduction or
sorry, non-structural part as year one
deduction. All the structural part still
remains in that 27 1/2 or 39 year. I
would say 60% of all real estate is
typically structural. So, you're not
going to be able to accelerate to that.
But about 40% is nonstructural of which
you can claim as a year 1 write off with
bonus depreciation. And so if I have a
million dollar building, I could be
looking almost at $400,000 in a year 1
deduction.
>> Hypothetically.
>> Hypothetically,
>> what happens if Jack is it gets married,
he's an owner user, he takes it back,
the iced coffee hour, moves somewhere
else, and now him and his wife get that
$500,000 capital gain exclusion.
>> Does Does any of that apply to offset
his depreciation?
>> No. The capital gain exclusion does not
count towards depreciation. It only
counts towards the gain. Depreciation is
not considered capital gain. It's
considered ordinary income. When you
sell a property, the depreciation will
come back as ordinary income taxes.
You'll pay your ordinary income tax
rates on it. So, this is why I love
doing the 1031 exchange. If we can find
a property within um you know 180 days
that you can roll your capital gains
into. You essentially won't pay any
taxes, but it has to be equal or greater
in value than the property that you
sold.
>> But you can turn it into a long-term
rental and then still Yeah.
>> Absolutely. Then you can turn it into a
long-term rental. What I like to tell a
lot of people is why not leverage the
short-term rental strategy just for this
year and then convert the property into
a long-term rental.
>> That's what I would Yeah.
>> Yeah. Cuz you only have to manage the
property for 100 hours and just make
sure that you're managing it more than
your cleaning lady or your handyman. And
if your tenants are saying 7 days or
less, you can just run a short-term
rental for the last two to three months
of the year and then just convert it to
a long-term rental come January. IRS has
no issue with that. Just put a long-term
tenant in there. That's what my wife and
I have no issues with that. That's what
my wife and I did on our first
short-term rental back in 2022.
>> Yeah. We got $167,000
in year one depreciation on a $680,000
property in uh Deerville Beach, Florida.
After that first year, she converted
into a long-term rental and then she
qualified herself as a real estate
professional.
>> So, she basically just paid 15% less for
a long-term rental property.
>> Yeah.
>> It seems weird though to go from bonus
depreciation to then seniors get a
$6,000 standard deduction increase. It
it it seems minuscule compared to like
all the other things that like wealthy
people can get from this.
>> Yeah, the $31,500
standard deduction is pretty high in my
opinion just because I've been in tax so
long. When I got into tax,
>> the standard deduction was literally
$6,000 for single filers and 12,000 for
married filing joint. I'm 32 years old
and the standard deduction is now
$31,500
for married filing joint and $15,750
for single powers. Literally, if you
just make a $100,000 a year, you're
getting a $15,750
deduction if you're single just by being
a taxpayer. That's pretty awesome. And
then you put money into your 401k,
you're dropping your tax bill possibly
down to like $60,000.
So, I think that it helps the everyday
taxpayer for sure. But what we're really
looking at is what are the big changes
in this tax bill? And the big changes
are the ones that are really helping the
wealthy people, business owners and real
estate investors. They're going to
benefit the most. Now, at this point,
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get back to the podcast. So, when there
are winners, who are the losers of this
one?
>> The uneducated. The uneducated are
always the losers because if you don't
know that the tax code is a game, you
will get left behind and you will always
end up tipping Uncle Sam. But most
importantly, it's those that are in the
low to middle class. As the low to
middle class just do the same things
over and over again. They make money,
pay their taxes, and just go on
vacations. They never try to figure out
ways to save, reinvest, or utilize the
government system to their advantage.
People like you and I are going to
figure out ways inside of the tax code
to build our wealth. But what the issue
is is low to middle class tend to focus
on how they consume consume their their
wealth. If we can figure out ways to
preserve our wealth by utilizing the tax
code, we can help more individuals that
are in that low to middle class get into
that higher wealth and into the wealthy
class.
>> So if you're making $150,000 a year, W2,
what resources do you have at your
disposal to lower your income? Oh,
absolutely. So, if you're W2, the
obvious one is going to be to max out
your 401k, but then we need to start
looking at whether or not you actually
feel that you have it in your wheelhouse
to have a business on the tax return so
you can convert some of those everyday
expenses that you're spending your money
on, cell phone, car, gas, etc. into
write-offs because at the end of the
day, we are all spending money on the
same things. We all need a roof over our
head. We all need a car to drive. We all
need a cell phone to communicate with
people. The issue is that W2 taxpayers
can't write any of that off. But as soon
as you have a business on the tax
returns, those everyday expenses become
business write-offs for you every single
year. As long as your business is a
legitimate business and you're in the
pursuit of income with your expenses. So
if you're asking me what is the average
W2 employee, what can they write off?
Absolutely nothing. You're putting money
into a 401k. You're hoping that you have
a home so you can write off your
property taxes or mortgage interest or
you're giving money away to charity or
you have a child that you can claim a
child tax credit for. The government has
not set up the system for you. The
government has set up the system for
business owners and investors. They
understand that you take no risk when
you're a W2 employee. The business owner
took all the risk when they decided to
hire you. If you decide to show up to
work and you don't want to put in uh
100% effort, you're still going to get
paid 100% of your paycheck. That's part
of being a W2. So, yes, the government
understands that, which is why the
government creates more incentives for
those that take more risk. What's the
bare minimum that you have to get from a
business in order to qualify? Like you
obviously can't just create an LLC and
then just like deduct things and show
zero income. Like how long?
>> Technically technically you can
two years. And then this is the
threshold. If if you're not showing an
economic gain by year three, they can go
back in over those last couple of years
and treat those last couple years as
hobby businesses. Make you refile the
tax returns without that business income
and then you pay the taxes on what you
would have paid. So that's an issue. So
if you're not showing any income, that's
a big red flag to the IRS. We have a lot
of um you know random you know taxpayers
that come over to us that had these
returns from previous years with these
schedule C's that had 40 $50,000 in
losses but no income on the tax returns.
They stick out like a sore thumb to the
IRS because you're essentially saying
I'm just writing stuff off and haven't
figured out what I'm doing yet. IRS only
allow you to do that for 2 years. You
need to show the IRS that you're trying
to make an economic gain or they're
going to come in and say you started a
hobby that's not a legitimate business
which means those expenses aren't
legitimate. take them off of your return
and refile.
>> Who's to say you can't pay yourself
through the business? Like, let's say
I'm W2, but then I take $10,000 of my
own money and buy my own product through
my LLC to show income. I mean, it seems
like there's there's always like a like
a workaround, you Well, if you're buying
your own product, how do you how do you
turn around and then benefit from that
if you're spending money already then
write it off and show the expense that
like, hey, I got a $10,000 sale.
>> Yeah, but it's with income that's
already taxable cuz you're W2. So, you
already pay taxes on that income.
>> Yeah, but you're deducting it anyway
because your expenses are going to equal
what you just brought in.
>> But if you're going to go put money into
a business to go grow a business, that
is how most business businesses start.
If you're going to put money in to then
buy your own products and then just be
able to deduct your your car and your
home office, how long are you going to
be able to keep this up before the IRS
says you're not still showing an
economic gain? Because the only way you
benefit is that if you're at a loss, the
loss is what offsets your other forms of
income. If I'm making $150,000 W2 and I
go start a business, that business
performing at a loss offsets my W2
income, which increases the amount of
money I receive back in a refund. If I
start a business and that business is
profitable, all I just did was just
increase the amount of taxes I pay.
>> But now, who's to say you're not just a
bad business guy? Like, you're just
starting a business, two years, it
fails. You tried something else, two
years, it fails. Two years it fails.
There's someone out there who's just
tried thing after thing after thing, and
it's just they've all failed for 10
years. How do you separate that person
from the other one who's just trying to
get write offs?
>> Yeah. I mean, IRS are human beings,
right? So they they understand what
intent looks like and what someone
showing intent looks like. Having a
website, having legitimate expenses,
having legitimate receipts to show uh a
social media account, products and
services that they're trying to market,
you could just be bad at business. But
what most people do is they just try to
get over on the IRS. They claim these
expenses. When the IRS asks questions
about them, they don't have anything to
provide. Uh I don't have a receipt. I
can't actually formally tell you the
intent of why I decided to spend money
on this and then they end up going down
this route of wanting to repeal some of
those deductions they put on their tax
returns because they don't want to be on
the hook with the IRS and have the IRS
scrutinizing them.
>> What's it like to get audited? Like, do
they just send you an email and then
they send an agent to go to your house
and the guy shows up your house knocks
and he's like, "Hey, what's up with this
transaction right here?" It's never an
email, man.
>> No one No one will show up to your house
and it's never an email. It's always
letters, which sucks because the IRS
will send you a letter and by the time
you actually open the letter, the date
might have been passed.
>> That's happened to me so many times. I
just don't check the mail for a week and
then it's like by this date and it was
yesterday.
>> Yes. And it'll tell you you should have
responded by like November 21st and it's
like December 16th. You're like, "Okay,
what the heck?" So, the issue with
audits happen when you don't respond to
notices in a timely manner. Then you
come off of the computer conveyor belt
and then a human now is being assigned
to you. You get a revenue officer and
the revenue officer is just going to ask
questions first before the audit
actually gets conducted. Before an audit
happens, typically it's normally just
notices requesting additional
information. Hey, we need additional
information. What is this? What is that?
If you don't provide that additional
information in time, that's when we
typically see audits happen. I want to
open up a formal investigation against
you because I believe you wrongfully
filed a tax return and I'm going to get
to the bottom of it. And with IRS
audits, they typically take 9 to 12
months to resolve because it's a lot of
back and forth with revenue officers.
You're waiting for the IRS to respond
and work through things. As tax pros,
you're providing things and then there's
a whole communication battle with the
IRS calling, waiting on the phone for
them to answer, waiting for them to call
you back, finally getting connected,
finally having a conversation and
establishing follow-up meetings until
everything gets resolved.
>> What are the red flags that establish an
audit that get you caught?
>> Yes. Um, under reporting income. When
you are a 1099 individual, you are
receiving typically 1099s, which means
someone has reported how much they have
paid you. If you forget to submit a
1099, you are under reportporting
income. That is one of the number one
ways people get audited. Mistakes and
omissions is the second way people get
audited. If you make a mistake on the
return, you filed a return and you
labeled someone's social security wrong.
Uh forgot um someone's birthday. These
are things that can actually trigger an
IRS audit, even though it sounds so
simple. Or you leave something off a
return or they see a category on a
return that looks suspicious. You have
exactly $25,000 in vehicle expenses,
exactly $7,000 in marketing expenses,
not $7,01, not $25,452.
Things are all round numbers that
typically justifies an IRS.
>> Is it a computer that does this or is
there ever a person who's like manually
going through? It seems like everything
is just like a computer algorithm that's
like spitting out things.
>> When you're an LLC or an S corporation,
you have an NICS code attached to your
entity. The IRS processes tax returns by
state relative to the code associated to
your entity. So, if I decide to be a
real estate agent, I can set up an LLC
underneath the real estate agent code.
If I decide to be a consultant, I can
set up an LLC underneath the consulting
code. They're getting thousands, if not
millions of tax returns reporting the
same type of code as you. So, they have
a rule of thumb based off of all the
other returns that they're receiving. On
average, consultants in California make
$2 million a year. Let's just say this
as a as a flat example. And of that 2
million, they have this much net profit
that they normally receive that we see
on tax returns. But in these categories,
1 2 3 4 5 6 on the return. Here's the
average amount of expenses that we see.
If they fall out of that, boom, the
system flags it, pushes it over. Now, a
human possibly could be reviewing that
return. The human has questions, a
notice might go out. You don't respond
to the notice, you get an audit. And
that's typically how I see audits
happening. And in terms of just strict
numbers and risk in in audit likelihood,
if you're making like $150,000 a year
and you're writing off $80,000, $100,000
even like so your net profit's $50,000,
your likelihood, I'm guessing, is a
whole lot lower than someone writing off
75% of their income if they're making $3
million a year.
>> You if you are making less than
$100,000, less than $500,000, your audit
risk is less than 1%. If you're making a
million to 3 million, your audit risk
jumps up to 1.2%. And if you're making
over 10 million, your audit risk jumps
up to 2.6%. IRS releases this every
single year.
>> Seems pretty low. I've seen the audit
rates from like you see in the '9s when
it's like a 10 plus% audit rate on
incomes over 10 million and that's gone
down to like like you said two
something%.
>> Yes, it is. It has gone down. Audits
have gone down significantly and Trump
has repealed um the funding for the IRS.
I know you guys remember when Biden came
into the office, there was going to be
um you know, a whole initiative to hire
83 86,000 new IRS agents. Those agents
did not get hired. I'll let you guys
know that. I talked to the IRS every
single week. They let me know we're
seeing people leave 24/7. And on top of
that, Trump has paused funding for the
IRS as a part of the Big Beautiful Bill.
So, we're going to see less audits
happen over the next four years and less
IRS agents.
>> I heard a a a theory. This was like 10
years ago that someone told me when I
was doing real estate that if you filed
an extension and then you submitted a
paper return
>> Mhm.
>> the likelihood of an audit goes down
significantly because there's a delay on
top of it and then the paper audit takes
them longer to process. And because they
have three years to complete an audit
from when you turn it in and because it
takes them often a year to go through
that audit, the clock starts ticking way
faster. They're behind and they don't
think they could complete it by that
date and they're less likely to go after
it.
>> That's correct. If you
>> How do people find this stuff out?
>> If you would like to reduce your audit
risk, especially if you're a
self-employed individual, I'd highly
recommend that you go on extension
because I want to go in with the masses
of other business owners. Business
owners and real estate investors almost
can never file their tax returns by
April 15th because they're typically
always waiting on K1s and they're
waiting for their booking keeping in
accounting to get adjusted and they're
calculating estimated tax payments. So
90% of the self-employed business owners
and investors that I work with are on
extension. They're filing typically in
the months of August or September going
in with the massive amounts of other
business owners. Paper filed returns do
get audited less than digital returns
obviously because digital it's easier
for the system to to spot things, right?
But if you're asking me who are the more
likely people to get audited, those that
file their tax returns by April 15th. As
a matter of fact, people who file their
tax returns by April 15 typically
receive letters in the mail by May 15th.
That it it happens that fast.
>> So, you're almost penalized by being
more diligent and like doing it sooner.
>> It's funny, huh? It's crazy.
>> Part of me wanted to like get that done
by the April 15th, right?
>> Just because it was like, oh man, now I
don't have to think about it. I got like
the rest of the year.
>> Out of sight, out of mind.
>> Yeah. Oh my gosh. Yeah,
>> we had a client that got got audited for
trying to write off a yacht and it was
very very very difficult dealing with
her because she was one of these real
estate agents that um was on
million-dollar listings and she had a
huge following, a huge personal brand.
And when she came into our office, she
had already visited 10 other CPA firms.
All 10 other CPA firms said they weren't
going to represent her. They said they
shouldn't that she shouldn't have
claimed the vehicle on her tax return.
When she came into our office, we didn't
know what she came into the office for
other than a consultation. She brought
in her tax returns, slid them across the
desk. I open up the returns and I see on
the returns that she's making seven
figures, and the very next page, I see a
notice. On the notice, it said 1,100,000
uh due. IRS will let you know how much
you owe them when you're getting an
audit because they're going to assess
you.
>> I asked her, "What is the IRS assessing
you?" And she said, "Well, I tried to
write off a vehicle on my tax returns
and they're disallowing it." And I said,
"What's the vehicle?" And she said,
"It's a yacht." I said,
you say a yacht? She's like, "No, it's a
yacht." And I said, "Okay, well, why are
we claiming a yacht on your tax returns
as a business vehicle?" She's like,
"Well, I show my clients how to purchase
real estate from the views of the
ocean." Of course, any other real estate
agent can pull up to a house in Laguna
Beach or Dana Point and get out the car
and walk the property. But I don't do
that. I bring Kobe, I bring Shaq, I
bring my clients onto the boat and I
show them houses from the views of the
ocean. and I also run broker previews on
my boat where I bring other real estate
agents and we conduct these broker
previews. I said, "Okay, that sounds
legitimate, but what's the proof that
you're actually making money from this
and this is an actual business vehicle?"
She's like, "Well, one, here are my
clients on the boat." And she pulls over
her phone and shows me that. Very
impressed. It's pretty cool to see those
photos of Kobe and Shaq. But what was
more impressive was that she showed me a
log booklet that her captain has. Her
captain keeps a log booklet of every
single person that comes on and off of
the boat in chronological order. With
the log booklet that her captain had,
photos, receipts of her purchasing the
vehicle, and the transactions that
occurred from her being a realtor that
year, we went into the audit. I used one
tax code in that audit, code section
162A, that states a business owner can
take a business deduction if the
deduction is ordinary in nature to the
business owner, necessary in nature to
the business owner, and reasonable in
nature to the business owner in the
pursuit of income. Slid this over to the
IRS auditor. It was in our office, by
the way. The audit happened in our
office. The auditor said, "She knows
Kovi. Wow, this is so cool."
The audit was over in 5 minutes and we
were talking about the Lakers. That day
changed everything for me. You can't
tell me what's not possible with the tax
code because there's people showing me
what's possible every single day.
>> How much of that though is you're just
you went in there, you're just a
charming guy.
>> I am a me and my mom went in there. She
Yeah,
>> she did a little bit of the heavy
lifting. The cool thing about this audit
was that the IRS auditor wasn't trying
to, you know, win against her. He was
just trying to figure out is what she
doing actually legitimate or not. And
that's how really the IRS works. They
they don't want you to to lose. They
want you to win, but they want to make
sure you're not a criminal. That's what
they care about. Are you doing something
legitimate or you not doing something
legitimate? Show me that you're doing
something legitimate. Show me that
you're making business income from this.
And show me that everything ties to the
business income that you made.
>> That's what we have to do.
>> Where do you draw the line between that
boat and let's just say a nice watch.
Yeah.
>> And you say, "Hey, I'm with clients. I
have this watch. It's a talking piece.
It sets me apart. I'm doing business
from that watch. It helps me get into
these social circles.
>> Where do you draw the line on this?" or
or a really nice car that you know maybe
you drive on Sundays but when you pull
up to an open house that car gets
attention sets you apart.
>> Yeah. It's different with it's different
with buying a Rolex than it is with
buying a car. When it comes to cars the
government wants to know exactly the
percentage of business use that that car
is being utilized inside your business
which makes it pretty hard for business
owners to kind of know, okay, am I going
to the grocery store today or am I just
going straight to the office today? But
what I encourage business owners to do
is look at this calendar, right? You
have seven days in the week. How many of
those days are you actually doing
business? And how many of those days are
personal? And we can typically tell that
most business owners are working Monday
through Friday, utilizing their vehicle
for business. And then on weekends, that
vehicle is probably going to be
personal. So most business owners are
using their vehicle about 80% of the
time for business and about 20% of the
time for personal. It's not to say that
certain business owners can't utilize it
more or utilize it less, but that's just
what the average we see. So, when it
comes to writing off a vehicle, the IRS
wants to know your your percent of
business usage. When it comes to writing
off a Rolex, it is very hard to write
off watches. Unless you're in the watch
industry and that is your business,
you're essentially trying to label a
watch as marketing or tools or
equipment. It's very hard to justify
that your watch is a tool or equipment
that's actually helping you make money
when you're not in the watch business.
You might be a consultant. You might be
a realtor. Sure, does it help your
appearance? Sure does it help you from a
credibility standpoint, but it's
considered a extravagant expense and an
expense that might not not be directly
related to what your business is.
>> How granular do they get with their
questions? Like if I go out to dinner
with Graham and maybe during this dinner
we're just talking about dating or
something.
>> Yeah.
>> Will they just ask like, "Well, what'
you talk about?"
>> Like will they ask if I So they just be
like, "Oh, who'd you go to dinner with?"
I'm like, "Graham, they're like
reasonable."
>> Yes.
>> Oh. And what's the average like
personality profile of an auditor? I'm
curious if they're like really straight
and narrow like that type of person or
if they're cutthroat or if they're kind
of just like a normal charismatic, you
know, guy. Most IRS auditors are not
CPAs or tax professionals. So they're
essentially people who have studied a
way in which to win against people. So
most auditors are a little hostile
sometimes,
>> similar to cops, maybe.
>> Yeah, they're a little bit hostile.
They'll they'll hit you. They'll they'll
try to get you to make a mistake in what
you say. So, they'll let you talk and
talk yourself right into incriminating
yourself because when it comes to the
IRS, you're guilty until proven
innocent. You're not innocent until
proven guilty. If they send you a
notice, they're saying you owe us. It's
not, oh, send us back some information.
We're unsure about this. No, no, no. We
don't think you should have taken this.
Prove to us that you should that you're
able to take it. And when you're in an
audit, they kind of press you on these
things. Why did you take this deduction?
Explain to us why this is considered an
ordinary expense for your business.
Explain to us why this would be
necessary for you to go and spend
$15,000 at Poppy Steakhouse at the
Fontinlau um on popping bottles because
you have business clients. Why is that
considered a necessary expense for you?
>> But isn't this why
>> that's like I'm curious. So is it
similar to like getting arrest and
you're like I'm not going to talk
without the presence of a lawyer?
Exactly. It is because you get the thing
in the the mail the audit.
>> Why should you have to answer that
question?
>> So you immediately got to bring in a tax
>> bring in a tax professional.
>> Yeah. Why why are we having to justify
this when my business owner is making
$10 million a year or $15,000 a $15,000
a million if Font 10 blue is not even 1%
of his total net profits? Why are we
even justifying that? He's spending
money all over the place and has paid
taxes x amount of years in a row. I
believe that with this business owner,
we have taken the expenses legitimately
and here is all of our proof of expenses
by receipt, not just our profit and loss
statement and our balance sheet. And
this is what I want business owners to
remember. When you get into an IRS
audit, the auditor does not care about
just your P&L and your balance sheet.
They care about the receipts because the
receipt tells me what you spent your
money on. If you went to Home Home Home
Depot today and you spent $1,000, I do
not know if that $1,000 was spent for
Graham Stefins's personal house or
Graham Stefen's investment property.
Unless I see that receipt. Sure. Do I
see the expense on the P&L? Absolutely.
I can see you have tools, equipment,
etc. If I open it up in QuickBooks, I
can see it was to Home Depot. But it
doesn't tell me what the expenses were.
>> But then if it says like totoilet $400,
then is the the officer like, "Okay,
let's go to the investment property."
See this Toto toilet?
>> They're they're not going to go to the
investment property. They're not going
to do that.
>> Okay. So they're they're like, "I trust
you that this Toto toilet is in the
investment property as opposed to your
primary."
>> Well, you can show proof of it by
providing substantiation. Absolutely.
Photos, all of that. But the
substantiation that the IRS requires is
the receipt and documentation. If you
provide receipt and documentation, you
have done exactly what the IRS is
actually.
>> That's why it's so important to get a
lawyer. So, I have a story from someone
who got a uh California state audit and
they wanted 3 years of tax returns, all
these documents like every in and out
from every bank account. The guy got a
attorney on it.
>> Y
>> narrowed the scope down to one year, but
a 1099 received in that year. So it went
from 3 years down to one document in one
year.
>> Mhm.
>> It turned out there was a 1099 that got
missed
>> and that was just a few,000.
That was it. But they took it from 3
years of like pulling through everything
to see what they could find to oh, it
was just a $1099 that was not reported
by mistake. You owe us a few,000 and
that was it. That's all it came down to.
>> What if he had never hired that lawyer?
>> Yeah. Three years. send them over 3
years worth of information. And guess
what? Here we go. We got three years
worth of information. Let's just look at
everything. Hey, let's pop some popcorn,
sit here, and see how much stuff we can
find in 2022 and then we'll jump to
2023, then we'll finally get to 2024.
>> But but here's my thing. Don't they have
that anyway? Like, if they really wanted
to go through every year of your tax
return, couldn't they already do that?
>> Yeah, but they're you going through my
tax returns doesn't tell you exactly
what I spent my money on,
>> doesn't it, though? like cuz I I write
down my my
you can see my expenses in categories
right you can see how much I spent on
consulting legal and professional fees
uh meals but outside of that you can't
actually dig into the categories
>> unless I provide you my P&L you can't
dig into how much money I I I'm actually
spending in particular locations you
don't know whether or not I spent
$100,000 in Hawaii you just see travel
expenses $200,000 for the year you don't
know if I blew a hundred of that in
Hawaii right so on on a family trip that
I decided to take my f my family on. You
don't know that information until you
audit me.
>> Why doesn't the IRS just tell you this
is how much money you made?
The
>> IRS loves to play this game where they
want you to guess it yourself. Um and
then if you guess it wrong um then
you're in trouble and
>> because they know
>> and Yeah. Oh, they know exactly how much
you should be reporting because they're
getting um wage transcripts provided to
them by your employer or they're getting
1099s provided by um the contractor that
you decided to partner with from a
business transaction. So, if you're
self-employed, absolutely your audit
risk is way higher than if you're a W2
because you have the ability to control
the discretion of what you report, which
is why they created systems like 1099.
So, you're required to fill this out
before you pay somebody. So, I'm curious
though when it comes to S corporations,
it's not required if you pay an S corp
to submit a 1099.
>> Why is that?
>> Cuz we're corp to corpor. We're we're
both we're both corporations. We're
business owners. If I'm paying a
contractor though, I need to provide a
contractor a 1099 that makes over $600.
Yes.
>> It always worries me though that when
when we pay out people on the ice coffee
hour, we pay to an escort.
>> Yeah. You don't have the99.
>> But there's no reporting on that. And
and it worries me that it's like, yes,
we have proof of all of this, but it
would make more sense if like if we get
a 1099 and they get a 1099 and then it's
just clearcut this is what was paid.
>> Yes.
>> Wouldn't that make more sense or
>> 100% provide 1099s to every person that
I do business with, whether they're a
corporation or not, because of
documentation purposes for me. I don't
want to get into a situation where I
didn't make sure that I knew somebody
was reporting the income that I pay
them, but most importantly that I didn't
document all of the contractors that I
was working with. I want that to be
documented correctly and filed.
>> Has anyone ever walked through your door
with your client work, they show you
their expenses and you're just like, I'm
just not going to work with you.
>> Yes, that has happened. Um, we have had
clients that have lied and claimed
expenses that they weren't supposed to
claim on the tax returns. And then they
come to us thinking that we're the cool
tax pros because we love to help people
pay the least amount of taxes possible.
That's our whole mantra. And then they
get on the phone with us and they're
like, "Yeah, man. I just wrote off this.
I wrote off this and I wrote off my
kids' education. You know, screw the
IRS." And we're like, "Well, you know,
it was great knowing you. Um, the IRS is
definitely a real organization. They
have real jail cells. Um, so we are not
going to do business with you cuz I have
a fiduciary responsibility to um, work
on the behalf of the client and
represent the IRS too. Under Circular
230, I have a fiduciary obligation to
make sure my clients are reporting their
income correctly um, and not taking um,
or sorry, not um, trying to get around
the IRS or screw the IRS over.
>> And how often do you see people going to
jail?
>> I've never had a client go to jail. I
mean, saw Wesley Snipes go to jail
because of uh, um, tax fraud and tax
evasion. Have you ever been audited
personally?
>> No, I haven't been audited personally,
but I speak with the IRS pretty often.
I'm I may ask the IRS just to audit me
just so I can use it for content. Um,
>> dude, that would be a banger video.
>> Banger video. Hey guys, I'm getting
audited. Let me show you guys exactly
how we're going to handle this. I would
love that. I mean, I would, but I
wouldn't because it's a lot of work, but
I would love that cuz I have so many I
have so many corporations now.
>> I'm curious, how do some people just get
away with never paying their taxes?
Because I I've seen these threads on
Reddit where it's like, "Hey, my dad
never has filed taxes in 30 years. He's
self-employed. He's just never filed a
tax return. They've never reached out. I
don't know what to do."
>> Yeah.
>> How do people do this? How How do they
slip under the radar? It makes no sense
to me.
>> I I have no idea, brother. There's
certain people who I've heard these
stories from, but then there's people
who I've heard from that haven't filed
tax returns in two or three years, and
they're just getting letters of the
wazoo. So, how does that work? Do you
just never file a tax return from the
very onset, or do you just decide one
day, okay, I'm done filing taxes. I
don't need to file tax returns anymore.
That is weird to me. I know that when it
when the push comes to the shove, I
don't want to ever have to face 10 12
years worth of payments and penalties
that I would have stacked up because I
chose not to file my tax returns. That's
really what it is. You may not owe on
your taxes, but you still have to file
your taxes. And um failure to file your
taxes results in penalties and interest
fees.
>> What's the sketchiest thing you've ever
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What's the sketchiest thing you've ever
seen anyone do with taxes? They use
these like charitable LLC structures to
where they set up a charitable LLC for
charitable intent and transfer a uh 99%
of their interest ownership to the
charitable LLC and they retain 1%
interest ownership of that LLC and then
the funds go into the LLC but then they
set up an investment LLC where you can
loan money from the charitable LLC to
the investment LLC and then you could
take distribution bions from the
investment LLC to use on HIMS, health,
education, maintenance, etc. But you're
essentially using that investment LLC to
make additional investments. That whole
charitable LLC structure to me is very
fishy. I've seen so many people get
audited from it and I've seen so many
people abuse it. Is it a legitimate
structure you can set up right now
underneath the IRS tax code?
Technically, it is. But is it something
that I would encourage people to do?
Absolutely not. because of the
discretion around it and most
importantly the way in which it it is
structured in the eyes of the IRS. You
are intentionally doing something for
charitable purposes but then you're not
actually being charitable from the onset
and you're moving money around to make
investments from a non-t taxable place.
>> What's the biggest fine you've ever
seen?
>> $875,000
for 10 years of unfiled tax returns on
an athlete that was a professional
boxer.
How much were How much were they making
during the time?
>> Lots and lots of money. They're a very
famous boxer. Fought a lot of famous
people.
>> That doesn't seem like that much though
when you think of they're probably
making tens of millions. They're not
making tens of millions of dollars
anymore because they're not fighting
professionally anymore and they're
living off of their savings. And they
abused their savings while they were
living and chose to give a lot of their
savings to friends and family who they
thought were actually friends and family
and wound up in a situation to where
they're not holding on to as many assets
anymore and now have a big bill with the
IRS and are trying to do anything they
possibly can just to get right by the
IRS and to live a natural normal life. I
have had some celebrities and clients
that have found themselves in that
situation. What happens if you owe a ton
of money and you just don't have it?
Let's just say you owe 5 million bucks,
but you know what? You lived lavishly,
you spent it all and you got zilch. What
happens?
>> All right, so if you owe the IRS and you
don't have the money to pay them, you
legitimately don't have the money to pay
them. You have two options here. You can
either get on a payment plan or you can
do an offer and compromise. Now, the
payment plan only works as if your tax
bill is 50K or less. So, if you're
making millions and you owe millions,
you're in a situation here. What if you
are no longer making millions, but you
owe millions? This is where the offer
and compromise comes in. IRS knows you
probably aren't going to be able to pay
them back with the income that you
currently have sitting inside your
savings account or the income that they
can see coming in. So, if you could show
that you've had a negative economic
gain, you're making less money. You
you're not being able to, you know,
really grow your revenue. They will
start to focus on creating a compromise
with you. We call these OIC's, offer and
compromise, where you offer the IRS a
reduced amount and you compromise on
that amount and hopefully you can pay
that in a lump sum and be able to write
away with your IRS debt. Or what they'll
also allow for you to do is pay a
percentage of it in a lump sum and then
get the rest on a payment plan. Those
are called OIC's. What's the biggest tax
bill that you've helped someone
completely erase? Um, we helped someone
reduce a $1.9 million tax bill that they
had. How advanced depreciation and
income shifting strategies. I took so
much depreciation on the tax return that
I was able to drop their taxable income
pretty low. And then I shifted income
into a private family foundation, which
is a philanthropic entity that allows
for you to roll over 30% of your
adjusted gross income for a year one tax
deduction. only 5% of the assets that
are sitting inside of your foundation
actually have to be donated out to
another third-party 501c3 that's not
your own. So, we were able to utilize
depreciation strategies and income
shifting strategies to reduce their
taxable income significantly to the
point where we were able to offset close
to $12 million in tax.
>> Were they a real estate professional?
>> Their spouse was a real estate
professional. We did advanced
depreciation on their rental properties.
And what we also did was we parked money
into movie films like we talked about
IRC 181. We're able to take movie film
deductions in tax credits there and then
we utilized the private family
foundation. But the main strategy that
we utilized is the same strategy that we
see Donald Trump utilizing that I'm
utilizing on my tax returns, which is
real estate losses. If we can convert a
passive business into an active
business, we can take active losses
against your active forms of income. Is
it ever just a good idea just to to pay
what you owe
>> and and that's it and not get fancy and
just say, you know what, I'm just going
to be simple here. I'm not going to take
on anymore. Just going to pay it and I'm
done.
>> I think when you're 200,000, $250,000
>> and less in income. Should pay your
taxes. You're not at a point yet to
where it makes sense to go and try to be
creative and fancy with the tax code
because truthfully, you'll probably end
up spending more money trying to figure
it out than actually, you know, saving
money. But right when you get over 300K,
you're paying about 50 $55,000, $60,000
in taxes. That's about a salary for
someone coming out of college. That's
when it starts to make sense. And this
is when I start to encourage people to
start looking at tax planning. But most
people will run to their CPA that only
files their tax return and look for tax
advice when that's not the person that
really provides that tax consulting or
advice. So that's when I recommend a tax
strategist, someone who primarily
focuses on coming up with advanced
strategies to help you mitigate your tax
bill. So then when you go to your CPA to
file your returns, all you're doing is
turning over documents.
>> Do you think there are certain tax
loopholes that should not exist? You
know, like the carried interest loophole
I saw that they kept talking about.
We're going to get rid of it this year.
This is the year that the billionaires,
they're not going to have it. And then
it's quietly still in there.
>> So explain what that you get to take
loans against your own stock, which is
non-t taxable, and you never pay taxes
if you're a corporation owner.
>> To me, that makes sense.
>> I love that ability, right? But for some
people they see that as cheating, right?
They they view it as cheating. What do
you mean you can start a corporation and
then issue yourself stock and then loan
against your own stock and then now you
have taxree money. Well, loans are tax
are taxree. That's taxfree money. And if
you pay interest on it and you invest
money into something that's an
investment, the interest is deductible
too on the loan that you took from
yourself. I love that strategy. But
let's talk about the carried interest
loophole that basically that if
someone's a hedge fund manager that
they're able to pay long-term capital
gains tax on their client's money and
report that as their income instead of
paying ordinary income tax.
>> Wait, explain that one to me. I don't
think I've heard that one before.
>> It's called the carried interest
loophole. Okay.
>> And it's really for hedge fund managers.
So, let's just say you're managing $100
million and that grows to $150 million
and you get paid $20 million as a as a
performance bonus.
>> That bonus is taxed as long-term capital
gains because you're making it from
investment income.
>> It's not taxed as ordinary income.
>> Correct. And so, you have these fund
managers that are essentially able to
pay 20% long-term capital gains tax
instead of the 37% tax. And it's called
it's the billionaire tax cuz hedge fund
managers take advantage of it. And it's
just hedge fund managers. Yeah.
>> And and
>> Trump and a lot of these people and by
the way, it's both sides. It was Biden
was saying he's going to get rid of it.
Trump was saying he's gonna Everyone has
said they're going to get Obama even I'm
going to get rid of it.
>> No one's been able to get rid of it.
>> Wow. I like that. I mean,
>> to me it makes sense. Again, it's it's
investment income. Investment income is
taxed capital gains rates. It's all
depending on the type of income you
have. You have ordinary income, you're
going to pay the highest tax rates. You
have investment income, you're going to
get the favorable tax rates. the tax
code is set up for investors, right? So,
that's a you know, I Graham, I'm on the
side of the table. Let's leave that one
there. Let's leave that one in the code.
>> Is there any tax policy that increases
tax bills that you like that you think
is fair, just
>> Yeah, I do I do think um depreciation
recapture is 100% fair. If you're going
to claim your depreciation upfront by
doing a cost irrigation study or if
you're an investor and you're taking
depreciation and you decide to sell that
property, you should pay taxes on the
depreciation you took because the
government gave you a an incentive. When
you buy an investment property, you're
going to take leverage 95% of the time.
You're going to go to a bank and get a
80% loan or however much you need in a
loan payment, but the government lets
you write off the entire building on
your tax returns. That's depreciation.
If you turn around and say, "I want to
sell this property and not utilize it as
an investment property anymore." Well,
that depreciation deduction that they
gave you every single year, they're
going to come and collect that back. We
gave you that as a deduction for you
being um a real estate investor and a
business owner in the eyes of the IRS.
You're saying you don't want to do
business anymore. Uh-oh. All that
depreciation we gave you, that's going
to come back in the form of ordinary
income, and you're going to pay ordinary
income taxes on that. I think that's
100% fair. But they gave us a way out,
too. They said, "Hey, you stay in the
game with us. You take on a little more
debt, we'll give you this 1031 exchange
strategy over here that you can utilize
in order to keep you in the game. Avoid
taxes, roll over some of those profits
into a bigger property, go get more cash
flow, and go get more depreciation."
>> Is there any tax strategy that you think
is unethical that's legal?
>> I mean, I don't think the Augusta rule
is unethical, but it's pretty cool how
that one got created. I don't know if
you guys are aware of that. Um, in
Augusta, Georgia, they had this golf
tournament called the Masters. It still
goes on there, but the Masters
tournament has been going on since the '
60s, '7s, and there's just not enough
hotels to house people. So, in the state
of Augusta, or sorry, in the city of
Augusta, Georgia, they allow homeowners
to rent out their houses for up to 14
days without having to pay um taxes on
the rental income on the state side.
Well, on the federal side, you would
still have to pay taxes on that. A year
later, after that got incorporated in
Louisiana and Augusta, Georgia, a year
later, it became a federal law. Now, any
homeowner can rent out their property
for 14 days or less and not pay rental
income. Business owners took advantage
of that. I'll rent my home to my
business for 14 days and charge fair
market value rent and be able to claim a
deduction on that. Man, that's a freebie
every single year if you're a homeowner
if you ask me. And I love that strategy.
But for some people, they view it as, I
don't know, I don't know, getting over
on the IRS or a fishy strategy. What's
the most clever thing you've seen a
client do or suggest to try to decrease
their tax bill? What I see clients do
now is I see clients take their spouses
off of payroll inside of their
businesses. Before it used to be a
really great strategy to have your wife
or your spouse be on payroll cuz then
you can max out their 401k if you gave
them a salary and their salary is a tax
deduction. But what I'm seeing a lot of
savvy taxpayers do is they're not even
giving their spouses a salary anymore.
They're setting up real estate
management companies for them and
they're making them the manager of the
real estate portfolio. They're still
business owners. They still have an LLC.
They can still pay themselves a wage,
but they're getting a wage for managing
their own investment property. Well,
that's a deduction, isn't it? You get a
deduction every time you pay the rental
management company. But if you take that
rental income and put it into a 401k,
didn't we just get a second tax
deduction right then and there? So,
we're seeing real estate investors
utilize their spouses as real estate
professionals, opening up these
management companies and utilizing the
ability to um claim losses against
active forms of income by qualifying as
real estate professionals. So, what's
something that most people should be
doing with their taxes, but they are
not?
>> Most people should be looking at
depreciation. I'm just going to be
honest because it's the best way for you
to invest money and get a return while
also offsetting your taxes. If you're
asking me ways to reduce your tax bill,
you're going to want a return if you
have to spend money. And the government
rewards those that spend money. If I'm a
business owner, I have to spend money in
order to get my products or service to
the marketplace. So, me building a
website, hiring employees is all going
to be expense to me. If I'm a real
estate investor, I have to lease out my
property, have affordable housing, and
that's how I'm going to be able to get
rental income and be able to offset my
tax bill. So, if you're somebody that
wants to really take advantage of the
tax code, I would highly recommend that
you start looking at depreciation. Real
estate can create that depreciation for
you. And if you utilize the short-term
rental strategy, if you're W2, this is
the way you can offset your taxes. If
you're self-employed, you can look at
the short-term rental or the real estate
professional status if you have the time
to qualify as a real estate
professional. I love depreciation. So,
I'm curious. At what income should
people stop using Turboax?
>> If you're a six-figure earner and you're
on Turboax, what are you doing? Come on
now.
>> Even W2.
>> Even Wra. Because at the end of the day,
man, Turboax is set up for, you know,
lower to middle class that really just
want a simplified way to fill out their
returns. If you have W2 and no other
investment income, no other investment.
Okay, go ahead. simply input your
information into Turboax, pay your $100,
get your refund, get in, get out. But if
you have any investments at all, you're
investing into syndications or um you're
investing into rental real estate or you
started a hobby business, you most
certainly probably will miss out on
deductions by just not having a
qualified CPA to prepare that tax
return.
>> I see you're wearing a very expensive
watch. Is that a is that a nice write
off?
>> Uh I did not write this watch off. You
know, it's funny because I get asked
that all the time. Carlton, you you seem
like a watch collector. I'm sure you're
writing these off because you always
wear them on your podcast and YouTube
videos. I don't need to write these off
in order to pay 0% in taxes. I pay 0% in
federal income taxes since 2019 on an 8
figureure income. I'll continue to do
that because of my savviness with the
tax code. I don't need to spend money on
a watch to pay 0% income taxes. I would
love to make these write-offs, but I
don't have time to start a watch
business and talk about watch trading,
nor do I want to play around with the
IRS by claiming this as a marketing
expense.
>> So, how much do you make and how much do
you pay in taxes? Um, I made eight
figures. Um, hopefully we'll approach 20
million this year if if all things go
well for our firm. We did just over um
just over 11.8 million last year. We're
we're on pace to do close to 20 million
this year. Um, and with a 40% profit
margin. So, yeah, I would have a very
significant tax bill if I did nothing.
I'd be looking at at least $3.5 million
in taxes if I absolutely did nothing.
I'll probably pay 0% in federal income
taxes again this year because I'm
already actively doing things to offset
my taxable income. My private family
foundation's already set up. I'm making
investments into real estate actively
right now. I have movie film projects
coming up that give me a 4x deduction on
every time I put money into a movie
film, which we'll talk more about. So,
these are the types of things that I'm
going to proactively do to offset my tax
bill in real time while most taxpayers
are just going to wait till the months
of January, February, and April to get
told what their tax bill is.
>> What about art? What about donating art?
Isn't this a a bit of a sketchy area?
Maybe you could you could you buy a
piece that's undervalued. It's appraised
at 10 times what you paid for it because
it's unique and then you donate it.
>> How does this work?
>> Yeah. I mean, so how it works in the art
industry is like you just said, you can
buy a piece of art. Art is so
speculative, right? It could be worth
$1,000. It be worth $100,000. What most
people do is they'll buy a piece of art
inside of their business, deduct it as a
business expense initially. Sometimes
they'll do this or what they'll do is
they'll buy a piece of art, then get it
appraised and donate that piece of art
to their foundations. So, if I have a
piece of art that I purchased for a
million and it gets appraised for $1.1
million, I can may write that off and
push it over to my foundation. My
foundation allows for me to roll over
30% of my adjusted gross income for a
year one tax deduction. So, we see a lot
of people making donations with artwork
as a charitable donation that reduces
their taxable income.
>> I saw one piece of art that's really
unique. So, I've been getting really
into like old Disneyland artifacts,
and the Haunted Mansion has the highest
resale value. So, if you can get
anything from Disneyland's Haunted
Mansion that was used in the ride,
they're really rare. They don't sell
these things.
>> So, it's usually Me, too.
>> I love the Haunted Mansion,
>> dude. I'm thinking this is a gold mine
one day. So, the most valuable thing in
the Haunted Mansion is when you're going
down in the elevator and those pieces of
art
>> that just glide upwards. Love them.
>> Now, I got really into this. I I I got
chills right now. It's so good. So, from
the late 1960s to the early 1970s and in
the Disneyland Haunted Mansion rides,
those posters were hand painted. And
they only did that for a few years in
the very beginning cuz they wore out
over time. And so, after 4 years, they
just switched to prints. But those
original handpainted
uh pieces of artwork are still out
there. And there's one that went up for
sale recently, $250,000.
Okay.
>> And the guy has an offer on it for
$125,000.
I'm thinking, man, this this this has
got to be a million bucks one day to
have the original handdrawn Disneyland
Haunted Mansion elevator ride piece of
art.
>> Yeah.
>> So, that's one of Oh, and there's
there's also different values between
the pieces of art. The most valuable one
Yeah. is the uh lady on the tightroppe
with the alligator. I
>> love that.
>> And that one's never come up for sale.
>> Yeah.
>> So, let's just say you buy this piece of
artwork and you hold on to it for 5 10
years and you get it appraised.
>> You bought it for 250k. Let's just say
it appraises for 1 million. Then you you
donate it to your private family
foundation. Did you ever lose the piece
of art? No. It's controlled by your
private family foundation. But did you
get to leverage the art? Yes. You got a
tax deduction for it. So now the arts
inside of your foundation of which
you're a board member and a shareholder
of the foundation. So you can control
the asset and then your beneficiaries
will determine what to do with it if
something were to happen to you and it
stays inside of your foundation.
>> So if it's in the foundation, where does
it have to be displayed? What if it's in
the foundation in the living room? Does
it matter?
>> In the living room. Absolutely. Your
foundation can own that asset whether
it's in the living room or it's sitt
inside of a museum.
>> That's interesting.
>> Yes, it is. And you're the person that
sets up the foundation. It's a private
family foundation. That's what makes
foundations so beautiful. It's typically
just you and your family members that
are going to be on the board of
advisors. Why isn't everyone doing this?
Like, why can't I put my car in the
foundation as like a historical vehicle?
>> Well, if you try to take the car out and
sell the car as a taxable event and
>> Well, what if I don't sell the car? What
if I want to keep the car for a long
time?
>> Oh, absolutely. Then you can use it as a
charitable asset. Absolutely you can.
>> Mhm.
>> You can.
>> Again, where do you draw the line
between now and
>> foundations are expensive to set up and
you have to maintain them. I would say
you're probably going to pay anywhere
between $10 to $20,000 to set up a
foundation. And the compliance fees for
a foundation is about $5,000 a year. So
unless you have a net worth of about a
million dollars, I would say it probably
doesn't make sense for you to maintain a
foundation because a contribution to a
foundation should be relatively about
100 to 150k a year is what we see
clients putting in. Here's about 10 to
15% of your net income if you are making
a million dollar.
>> That's mind-blowing. Look at the haunted
mansion artifacts.
>> I I need to
>> seriously
>> don't you collect cars, too?
>> Ye. Yes.
>> Okay. Yeah. So, we had a client start a
foundation and his foundation runs a
cars and coffee. He donated 10 supercars
to his foundation.
At least 6 million in cars. That's just
the foundation. The foundation owns the
cars. Can he drive them to the cars and
coffee? Yes, he can. He's displaying
them at the cars and coffee. Is he is
his foundation paying for that event?
Absolutely. Does he happen to meet other
people that he networks with that he
ends up doing business with from the
Cars & Coffee? Absolutely. But is he
making money from that specific event?
No. It's a charitable event. It's Cars
and Coffee. Anyone can pull their car
up. Anyone can just sit and have coffee.
His foundation is running a Cars and
Coffee. And he's been able to scale his
business by doing so. By putting all of
his luxury cars into a private family
foundation.
>> And what are the limitations of doing
that? Cuz I take it you can't drive your
kids to school. You can't go to the
grocery store. It's like purely display
only.
>> Display asset, charitable asset. I mean,
I'm sure you can get in the car and and
and and roll around in the car and do
what you need to do, but it's not a
daily for you because it's a foundation
asset.
>> And then what happens if you sell the
car?
>> Um, if you sell the car, the foundation
sells the car. There's no taxes inside
of the foundation.
>> Jack, your Tesla could go in a in a
foundation.
>> That is a pretty historic car.
Most expensive Tesla Model Y. I bought
that at the worst timing imaginable.
>> Was it right before Elon slashed the
prices?
I I'm ashamed to say this, but all in
for this used inventory. Not used, but
like pre-existing inventory Tesla. The
only upgrades it has is the long range
and has the white interior. All in
$58,000.
>> Shoot.
>> And he was over the income limit and
couldn't even get that $7,500 EV credit.
Got screwed both ways. And he had to pay
sales tax on it
>> cuz in Nevada if it's a private
>> 58 all in. Okay.
>> Yeah. I think the car was like 53 or
something. Okay. Yeah.
>> And you still owe on it, I'm assuming.
>> Uh, no, I bought it in cash. But but and
and I also did some math and like I was
spending probably $5,000 per year in gas
alone prior to that
>> and I wrote off a good amount of it as
well cuz I also have a personal car that
I use.
>> Oh, good deal.
>> Yeah.
>> Oh, I love that you separate personal
from business vehicle.
>> Yeah. Yeah. That's what I kind of
thought. You know, it's easier to
justify if I have like my fun car, my
personal car, as well as my business
car.
>> I definitely do the exact same thing.
One Lamborghini is my business car and
my other Lamborghini is my personal car.
Which Lamborghini is which?
>> Uh, Lamborghini Urus is business because
that one gross vehicle weight ratio is
over 6,000 lb. My Lamborghini Aventador
is personal because that's a Lamborghini
Aventador and I don't want to write it
off.
>> What other luxurious things do you buy?
>> Um, I spend a lot of money traveling and
I know most people probably would rather
spend money on like jewelry and stuff
like that. Outside of watches, I like to
travel. I want to go see new
destinations and places I've never been
and I want to write those things off.
It's always fun for me to go to places
that most people would deem a vacation
spot and I turn around and make it a
ride-off. For example, me and my wife
went to Hawaii. I went to Hawaii to shop
real estate. I did not go to Hawaii for
a vacation. Was I sitting at the beach?
Absolutely. Did I have my ties?
Absolutely. I was there to go look at
real estate. A vacation that was
traditionally set up for us to go
explore the island to have fun was
really a business trip where we were
still able to explore the island.
>> How does your wife feel about that? is
your wife is she, you know, she's fine
with that. She's like, "Okay."
>> 100%. 100%. Me and my wife are 100%
aligned on what we're doing, which is we
are building a life for our children and
we're going to have fun while we do it.
And a part of that is making sure that
we operate within the compounds of the
tax code. She understands she's a real
estate professional. She documents
everything. When we get ready to leave a
restaurant, she says, "Hold on, hold on.
Get the receipt. Flip it over. I'm here.
What did we discuss today?" My wife is
so in tune to what we need to do.
>> And how do you document everything?
Because because that's one of the things
for for me it's it's hard because there
are so many little random things.
>> But you do it perfectly and you have
plenty of logs and receipts and
everything.
>> But but my gosh, it's like when you
order a little item for the camera on
Amazon and it's like a $9 little
trinket, it's just
>> it's it's it's time consuming.
>> Yeah. My assistant my assistant meets
with my bookkeeper every month and gives
her a description of all the expenses
that would be something that needs to be
explained. Carlton spent $375 at Amazon,
but what was the $375? Oh, Carlton
bought a new attachment to his camera
this month. Okay, I'm going to document
this. Carlton bought new camera
equipment this month. So that way, God
forbid, Carlton gets in an audit in 2027
over his 2025 tax returns. I don't have
to go back and try to remember, okay,
what were we buying off of Amazon in the
month of March? Oh, I'll look at all of
my March statements that she documented
for me. Here's everything I spent on
Amazon. Here's all of my travel expenses
that month categorized of what I did
that month. Not the fact that I just
left the country. Why was I leaving the
country? What was the intention of where
I was going? Was it a podcast? Was I
going to go travel to actually film
something that was going to help my
business? Am I meeting a client? I want
to be able to remember every single
month and what I was doing to create
that expense in that month.
>> And what if someone doesn't have an
assistant and a bookkeeper that meets
every month?
>> Yeah. Then you're going to be your own
accountant. You're going to be the one
that categorizes your own expenses.
You're going to be the one that does the
documentation. You're going to be the
one that sets up the QuickBooks. But
here's what I'd recommend to help
yourself. Start off by taking pictures
of every single receipt. And when you go
to a restaurant, when you go to Home
Depot or Staples or wherever you go,
take a picture of the front of the
receipt. It says where you are, what you
spent your money on, and the time that
you spent your money. The two things
that are missing are who it's for or
what it's for and who you are with.
Those are two things that typically the
IRS needs to know when you're taking a a
business meal expense that isn't going
to be reflected on a receipt. It's hard
for me to say, "Okay, just because I see
two orders of enchiladas here on this
receipt that somebody else was with
you."
>> That's funny. We were with someone who
was taking photos of the receipt with
everyone in the background. Yeah,
>> that I was just thinking about that. And
then you could go with the new photos
thing and just click the search button
and then just type receipt and then it
probably throws up every single receipt
you need.
>> Done. Done. And then you could you could
send a text message of that receipt to
your your notes in your iCloud and then
now it's saved forever and you could
write a brief description. Now it's
saved in your notes section inside of
your iCloud. That's what I did early on
before I had an assistant. I would take
pictures of every single receipt and
then I would just text it over to my
notes section, the receipt. And then
when you text it to your notes section,
it pops open. What's the description? So
I just write the description of who I
was with or what I was doing.
>> So to wrap this up, if someone is making
$60 to $200,000 a year, what are the
three things that they should do today?
>> Are they self-employed or W2, though?
>> Let's do both. Let's start with W2.
>> All right. So if you're making $60 to
$200,000 W2, here's what I'm going to
need you to do. The first thing I'm
going to need you to do is look at
maxing out your qualified retirement
plans. If you're somebody that is W2, it
makes sense to put money into your 401k.
If you're at the 60 to7 or $80,000
realm, you don't need to offset your
taxes. You need to build wealth. I want
you putting money into the Roth 401k. If
you're approaching 200, $250,000 in
income, this is when you can start
deciding whether or not you want to
continue to build up the Roth dollars
and just pay the tax or if you want to
turn around and start mitigating your
tax bill and start contributing to a
traditional 401k. But qualified
retirement plans is going to be your
arena. Then we go to traditional IAS.
You could park $6 to $7,000 into a
traditional IRA that's going to drop you
down your taxable income a bit further,
but you're just limited on what you can
do with an IRA. Now that we gotten all
the boring retirement accounts out of
the way, what are you going to do to
create an active loss on your tax
returns that offsets your active income
while still earning a profit from
whatever you invest that money into? We
have real estate, which has a huge, huge
upfront capital intensive amount of
money that you're going to need in order
to jump into real estate. And then we
got oil and gas. I believe oil and gas
is probably the option for the person
that's a little bit newer to investment.
Even though it's an alternative
investment, the reason why is because it
doesn't require so much upfront capital.
It just doesn't. It gives you that
active loss on your tax returns and
you're owning a well that's depleting
over time. What the IRS created was a
15% depletion allowance, which means the
first 15% of revenue you receive from
the oil and gas well is non-t taxable.
That's taxfree wealth. So, if you're
telling me, hey, how can I save more
money and build my wealth? We have to
look for ways where the government's
incentivizing you. Oil and gas sector is
definitely a way. And if you're in that
space where you're just at 60 to 200K,
highly recommend that you look at
strategies like that. Now, if you're
self-employed, this is when we look at
switching you from an LLC to an S
corporation. If your income is over
$60,000 and you're in an LLC, you're
getting killed by self-employment tax.
That's Social Security and Medicare.
That's 15.3% on all of your business's
profits. We need to separate your
business profits down into two
categories. Salary and distributions.
Why? Because distributions, the money
that you just take out of your business,
that's not subject to self-employment
taxes. That 15.3% that the government
put there. The payroll that you give
yourself out of the business, the W2 you
cut yourself from your business, that's
the amount of money that's actually
subject to the 15.3% self-employment
taxes. So, if I'm somebody that's making
60 or more, I better make sure I've
switched my LLC over to an S corporation
and I'm giving myself a very good
reasonable salary. Not too much, but a
reasonable salary. Um, so that way I'm
eliminating my self-employment taxes.
Now, enters the game with the SC
corporation. Now that you're an S
corporation, you have what's called the
QBI deduction. The QBI deduction, all it
is is a 20% deduction on whatever you
didn't pay yourself. So remember we
broke down your income to salary and
distributions. Well, over here on the
distribution side, you get a QBI
deduction. So whatever that distribution
amount is that's coming to you, imagine
taking 20% off. You get a 20% deduction
on that QBI. That's amazing. What about
us starting to take advantage of the
fact that you're a business owner, such
as claiming a home office deduction or
writing off your vehicle? If we decide
that it makes sense for you to have a
vehicle that weighs over 6,000 lb, now
we're leveraging the tax code. If you
want, you can purchase a vehicle that
has a gross vehicle weight rating over
6,000 lbs. You might be able to write
off or wipe out your entire tax bill
with one strategy alone, just buying a
car. But that's a depreciating asset.
What if we want to do something that
doesn't require us to spend so much
money? What if I just want to put money
back in your pocket? This is when I look
at the Augusta rule, the ability to rent
your house to your business for 14 days.
That's taxfree money coming back to you.
That money that you receive from renting
your house back to yourself, you're
writing yourself tax-free checks. So,
this is absolutely a must if you're an S
corporation owner to leverage the
Augusta rule if you're a homeowner and
make sure you're documenting it and
getting the fair market value to do it
legitimately.
>> And when does QBI phase out?
>> Uh QBI will based off of 2024 law, I
need to look at the new 2025 tax code.
It was right around 400,000. So, if you
made over 400,000 is when you no longer
start to receive that QBID deduction.
>> Can you get the QBI from 0 to 400
though?
>> Yes, you can. Yeah, it starts to phase
out though. it slowly starts to phase
out. Once you're over that, then you get
zero of it. Sucks.
>> What are your thoughts on an insurance
captive?
>> I'm not the biggest fan of insurance
captives. I understand the ent the
entire purpose of insurance captives.
The IRS has put them on their naughty
list. um IRS comes out with a list of
things that they are classified as more
auditable than other things and they put
um captive insurance uh businesses as
one of the more auditable entity
structures to establish. Which
essentially you're doing is saying I'm
going to have a business that is going
to reinsure my business. So you can have
a captive insurance company or a
reinsurance company. The money that you
put into this captive is a tax deduction
against your entity. So, if I have an S
corporation and I have a captive
insurance company that I set up myself,
the money that I'm rolling over into the
captive insurance company is a tax
deduction for me, the money that's
sitting inside of the captive can grow,
but it's also being utilized in the
event that I ever have an issue with my
company from an insurance perspective.
So, now I can use my own insurance
company to cover liabilities associated
with my operational entity. That's the
captive or the reinsurance uh of
>> when is that legitimate? Because it
seems like as a YouTube business,
>> I need to be insured for things that you
would never even think about. Like let's
just say we talk negatively about a
company here and they sue for
defamation.
>> Mhm.
>> Things like this seem like reasonable
things to insure for. And going through
a traditional insurance policy might
have severe limitations on that. Of
course, the issue is people abuse the
reinsurance company because when you put
money into that reinsurance company,
you're like, "Okay, I park that money
there and it's just sitting there now. I
want to go use that money. I don't want
to just let it sit there." So, what they
do is they start taxpayers will start
taking loans against that captive
insurance money and then they take loans
to go spend it on things that they
shouldn't have spent it on and they
abuse the intention of the structure.
And when that happens, the entire
structure can come crumbling apart.
We've seen um taxpayers get into audits
with these captive insurance plans and
similar to the charitable LLC and
because of the way in which they utilize
these structures, the whole thing comes
tumbling down. The IRS audits not only
their operational entity, they audit the
captive entity and they start assessing
clients going back year over year to
start figuring out, okay, well, if
you're doing this unlawfully right here
in 2024, what's to say you weren't doing
something inside your operational entity
unlawfully in 2023?
So now they have probable cause to go
and dig deeper and deeper and deeper.
And this is what we've seen happen with
a few taxpayers.
>> If you were to rewrite the entire tax
system from scratch,
>> what would be on it?
>> It would probably be only a 100 pages
instead of 82,452
pages. I would have the similar tax
incentives that are already existing for
business owners and investors. I would
probably have a flat 15% tax rate
because it doesn't make sense for
anybody to pay 37% in taxes. I would
absolutely abolish property taxes. I
think it's insane that if you pay off
your property that you actually don't
still own it. You still have to pay
property taxes. Um and then I would look
to rid away with all the government
subsidies and assistance. I would just
make a flat tax. We're all operating on
the same playing ground here. I would
get rid of any credits, um any
exemptions. Um I would only focus on tax
deductions for investments and business
owners. And I would make sure that
there's a flat tax. That's what I would
do. Here's what we're going to do for
the members because this is something
that we're not going to put in the
normal episode. I'm going to talk to you
about my tax situation and I'll put it
here. So, uh, you know, I'll be a bit
vulnerable. So, if you want to see that,
join the members section. What would be
your advice to me?
>> Yeah. What would What would you Are you
comfortable sharing like what a net
profit range would be?
>> I'll say that I'm I'm paying
15 minutes later. Who is building your
equity right now for you other than you?
>> Other than you.
>> Honestly, it seems like the easiest way
is just Puerto Rico it, right?
>> Realistically, and just not do anything
and just move to Puerto Rico. Like,
that's the one thing and save a ton of
money.
>> 60 this whole thing.
>> Why don't you move to Puerto Rico?
>> You know, I love it here, bro. I don't
pay any federal taxes. Why should I move
to Puerto Rico? I don't pay any federal
taxes.
>> Just not to have to do this song.
>> I moved to Florida. I moved to Florida.
So, I I got out of California. I got a
place in Florida. I'm not doing the
whole California thing no more. Put that
on camera. I'm not doing the whole
California thing no more.
>> So, I'm getting rid of the state problem
now. Now, I'm going to be in a place
where if I wanted to, I could pay taxes,
but I'm not I'm still not going to,
right? But I know that I want my wealth
to be in real estate outside of my
business. That's something I'm
passionate about. I really want to be
able to say when this is all and done,
I'm not just turning over a tax advisor,
a tax accounting business to my heirs.
I'm turning over masses amounts of real
estate with masses amounts of equity
built up inside of it. And from majority
of the wealth teachers that I learned
from, this is how their wealth has
stayed in their family for generations,
not just for one.
>> Yeah. Well, thank you so much for coming
on.
>> Thank you for coming on the show, guys.
You wouldn't believe it. It's 12:47 a.m.
>> We're filming this last minute.
>> We're filming this last minute to get
this out for you guys. We're exhausted.
You guys flew over here just for this,
right?
>> Yeah. I came straight from Europe up
from Europe to Idaho. From Idaho,
straight here to get this this
>> deserve a subscribe for both us and you.
We're going to link your information
down below in the description. Seriously
means so much. And like we said, we're
filming this at almost 1:00 in the
morning just so we have more time to
edit and get it out as fast as possible.
So, all we ask in return is just a
subscribe. If you're watching this, you
have it. It's free. It costs you
nothing. And and I probably with what
you've talked about, you're going to end
up saving thousands of dollars. And by
the way, this isn't like tax advice.
It's just, you know, go and look into it
for yourself, but you're probably going
to save money. So, that's it. Just like
and subscribe, share this with your
friends. All right, guys. Thank you so
much for watching. Till next time. See
you.