Medical and Dental Expenses Part 1 5030 Income Tax 2025 26
Watch on YouTubeVideo summary
The video provides a comprehensive overview of how medical and dental expenses function as itemized deductions on Schedule A for the 2025 tax year, emphasizing that these costs are only deductible to the extent they exceed 7.5% of the taxpayer's adjusted gross income (AGI). This specific threshold acts as a floor rather than a phase-out, meaning that higher-income individuals face a significantly higher hurdle before any medical expenses can reduce their taxable income. Consequently, while lower-income taxpayers might more easily clear this percentage threshold if they have substantial health costs, wealthy individuals often find that their high AGI renders the 7.5% limit too restrictive to provide meaningful relief unless their medical bills are exceptionally large. The discussion highlights a common dilemma where homeowners itemize primarily due to mortgage interest and property taxes, yet still struggle to deduct medical expenses because the required percentage of their income is so high that it effectively negates the benefit for many.
A critical aspect of calculating these deductions involves determining which expenses are truly "unreimbursed," as insurance payments significantly reduce the deductible amount. The transcript explains that only the out-of-pocket portion of a medical bill counts toward the deduction, not the total charged by the provider if insurance covers part of it. Furthermore, the definition of qualified medical expenses is strict; costs must be primarily for diagnosis, treatment, mitigation, or prevention of disease, which excludes general wellness items like gym memberships, vitamins, non-prescription drugs (except insulin), and cosmetic procedures such as teeth whitening or elective plastic surgery. The video notes the inherent complexity in distinguishing between necessary medical treatments and cosmetic enhancements, particularly with dental work where filling a cavity might be considered medically necessary while other restorative procedures could be viewed as cosmetic depending on specific circumstances.
The presentation also addresses various complications arising from modern healthcare financing systems, including Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), and Premium Tax Credits. It clarifies that expenses paid with pre-tax contributions to an HSA or FSA cannot be deducted again on Schedule A to avoid double-dipping tax benefits, and that insurance premiums subsidized by government credits or employer payments are generally not deductible. Additionally, the video touches upon timing strategies, suggesting that taxpayers with significant medical costs might benefit from "bunching" expenses into a single tax year to maximize deductions against the 7.5% AGI floor, although this is often impractical for routine care. Finally, the importance of meticulous record-keeping is stressed, as taxpayers must retain receipts, insurance statements, and documentation proving the medical necessity of procedures to withstand potential IRS audits that can occur years after the tax return was filed.
Read the full video transcript
United States income tax looking at
itemized deductions reported on schedule
A for the category of medical and dental
expenses. So, get ready and some coffee
because we're setting our refund to the
max with income tax preparation.
Note, you can find the Form 1040
instructions for Schedule A itemized
deductions tax year 2025 at the IRS
website irs.gov irs.gov.
Remember in the first half of that
income tax formula, basically a funny
income statement replacing the expenses
with the deductions where we have the
above the line deductions or adjustments
to income we talked about in a prior
section and the below the line
deductions, which are the greater of the
standard deduction or the itemized
deductions. We're focusing in on the
itemized deductions this time, the
specific category of the medical
expenses. Remembering that's not usually
the thing that puts us over the hurdle
of the standard deduction to be
itemizing. Usually that would be owning
a home, having the combination of the
interest income on the mortgage, as well
as the
the property taxes. So, we're on the
Form 1040. This is page two tax and
credits section looking at line 12E, the
standard deduction or itemized
deduction. We're going to take the
greater of the two. Remembering that you
have a list of the standard hurdles,
which will be primarily dependent upon
filing status. The single filer 15,750
doubled for the married filing joint and
kind of in the middle for the head of
household. This is the itemized
deductions schedule A. The main
categories on the left, we're focusing
this time on the medical and dental
expenses. All right, overview of the
medical and dental expenses. Medical and
dental expenses are reported on schedule
A as the itemized deductions. Now,
remember that you always have this
question of are we going to be itemizing
or not? If we're nowhere near our
itemizing, then the question is is it
worthwhile for me to be adding up the
medical expenses to see if we would be
able to clear the hurdle of the standard
deduction. If they're nowhere near the
itemized deductions, usually the answer
would probably be no unless they had
substantial kind of medical expenses in
that time frame. Also, we have to be
careful in terms of what's deductible
and what's covered by the premiums and
so on and so forth when we add that
stuff up.
So, the deduction applies to qualified
unreimbursed medical expenses. So, this
is going to be the key point, the
unreimbursed
uh medical expenses. So, we have to this
insurance kind of
uh in in there kind of messing things up
in terms of our being able to properly
group this information. Expenses must
generally be paid during the tax year.
In other words, we're basically on a
cash base system, which is typically the
case for most items uh for the
individual taxes unless there's an
exception to the rule for some general
reason. So, that makes it easy for us to
kind of verify the paper trail because
we'll be able to see the transaction
come out of our bank account possibly
with the help and use of electronic
transfers these days. Medical expenses
are deductible only to the extent they
exceed 7.5%
of the adjusted gross income. Now, this
is interesting because uh a lot of times
we start to get an idea on taxes that as
our income goes up, then the
deductibility of things go down, meaning
there's phase outs because people with
higher incomes, the justification goes,
should have don't need to have these
kind of deductions. They're basically
there for lower to middle income people.
So, therefore, the benefits of things
like deductions and credits typically
phase out. But, in this case, we could
have the opposite. We could have a floor
situation. So, 7.5%
of the adjusted gross income. So, that
means that we take adjusted gross income
that we've taken a look at in prior
presentations, which is your gross
revenue minus the adjustments to income,
and that's usually the number we compare
to, whether it be a phase out or a
floor, in this case, a floor. You've got
a clear 7.5%
of that before we start, you know,
adding it as something that would be
impacting, basically, the then
accumulation of the itemized deductions
on uh the schedule A.
So, that also, of course, is uh means
that if you have a really high income,
then 7.5% of a higher income is going to
be a lot higher floor, so you that you
that you have to go over before it even
starts impacting than if you had lower
income, in which case, 7.5% is going to
be a lower floor. Now, you would think
part of the system here, part of the
reason this is taking place is because
the medical expenses,
if you had to add them all up, can be
quite confusing. So, we'd like to
simplify things, just basically taking
the standard deduction, typically. And
that's generally the case these days
because if you're low to moderate
income, you're probably not itemizing in
the first place.
And if you are itemizing and your income
is still relatively low to mid, then you
you'd have to you'd have to clear this
hurdle of 7.5 before it has an impact.
And then, if you're a wealthy
individual, even if you're itemizing,
you might not have this burden of kind
of trying to figure out everything
that's going on with the medical
expenses because again
your your AGI being high means you would
have to clear this floor before it would
be useful to be picking it up. That
means as a tax preparer we need to be
able to gauge a general idea of when it
would be best to really dig into and
pick up all the medical expenses and
when it might not be worth our time
given the fact that adding up all the
medical expenses can be a tedious task.
Uh uh so that's that's kind of the the
the given play that we have from a
practical matter. So the deduction is
intended to provide relief for
extraordinary health costs. So basically
they're saying extraordinary health
costs
is kind of indicating it's there for
catastrophes or health emergencies that
are basically happening outside the
norm. So this floor as well as it being
part of the itemized deductions means
it's not going to be there you know on
on the norm.
Uh but if you have substantial health
costs then you can imagine one year the
health costs just jump up and in that
case then you're probably going to clear
this floor and if you're low income
individual you will probably be able to
be able to clear the threshold to be
able to itemize rather than standardize
possibly just with the health expenses,
right?
So uh both medical and dental expenses
may qualify if the primary relate to
diagnosis, treatment,
uh mitigation, or prevention. So now we
have dental in there. So this is another
thing that gets confusing. What about
dental? Is dental going to be included
because we often think of it as kind of
a separate thing than the standard
medical expenses typically has a
different insurance and so on and so
forth. So it's saying both medical and
dental may qualify and so on and so
forth. So taxpayers must maintain
records supporting the amounts claimed.
So, clearly, if you report a large
amount of medical expenses, which is
going to be fairly large cuz it's got to
have to clear the floor of the AGI,
uh and and or it's going to have to be
something that clears the hurdle of the
itemized deductions or helps you to do
that if you if you uh uh didn't have
I had if you're low income and therefore
likely not to be itemizing in the first
place,
uh that could raise a red flag or
something, right? Because that's going
to be somewhat unusual and it might be
unusual from one year compared to the to
the last year.
That means that you want to make sure
that you're that you're calculating all
the records on it because the IRS could
come back 3 years later or something
like that
and ask for verification, in which case
you would want to the records and of
course the the documentation of the uh
payments, which is a lot easier if we
have electronic transfers these days.
Although again, medical expenses are
often most confusing because it's hard
to know what's covered by insurance or
not uh when we make the payments and so
on.
So, the 7.5 AGI limitation.
So, only medical expenses exceeding 7.5
of AGI are deductible. So, you have to
clear the hurdle of the standard
deductions to be itemizing at all, which
probably happens with a home ownership
as we discussed. And then, if you are
itemizing, you still have to clear the
hurdle of 7.5% of the AGI, which
remember, if you're high-income
individual, then you might not be might
not be doing that because 7.5% is going
to be a higher number. If you're
low-income individual, it's likely that
you're not itemizing in the first place,
uh but but if you have a high medical
expenses, the medical expenses
themselves might take you over the
hurdle
and this this floor, 7.5 floor, is not
going to be as much of a of a
a thing that's going to stop you from
going over the hurdle because your AGI
is lower than a high income individual.
So, it's a little bit messy of a
calculation, but it kind of works. It's
kind of it's So, AGI is calculated
before itemized
uh deductions.
So, the limitation applies regardless of
age. So, taxpayers with lower AGI may
more easily benefit from the deduction.
So, if you have a
AGI, then it's more likely that you're
you can clear the floor. However, if you
have a lower AGI, it's likely that
you're not itemizing in the first place.
So, higher income taxpayers may need
very large medical costs before
receiving any benefit. So, on the high
income tax side, they're pro- they might
be more likely itemizing because they
have a home and possibly a mortgage on
it and property taxes, but because they
have a high income, that 7.5 limit is
going to stop them from taking uh the
medical expenses. And see, the problem
here with with the itemized deductions
that used to kind of happen if they're
trying to hedge with it is this idea or
the problem of once you start itemizing,
it it kind of opens the door to allow
you to take all these other deductions
possibly. And it used to be like kind of
worse, right? That's why if you owned a
home, it was kind of a bigger deal if
after owning the home, it opens the door
to be able to deduct things like
work-related expenses even if you're a
W-2 employee or if you're able to deduct
medical expenses or charitable
contributions. All these things are now
available to you, whereas they're not
available to you if you're not
itemizing. The thing that made people
itemize was the home purchase. That
seems a little distorted cuz it's that
shouldn't the home purchase shouldn't be
dependent upon the government allowing
you to make deductions. So, it seems
like that's been trimmed down over time.
Uh uh and and you could see this
balancing act that's happening with the
medical expenses. Uh
that's that's I think that's
basically
part of the rationale. We shouldn't have
a system where people that are that that
that that are more wealthy are more
likely to be able to take medical
expense deductions. They're more likely
to be able to pay the medical expense
and and you know, deductions. So, that's
that was the problem of having all these
deductions that don't really tie into
uh like normal deductions you would
expect for an income tax system being on
this itemized threshold. Uh and then
once you clear the threshold, all of a
sudden you've you're now able to to
possibly take advantage of other
categories, right? So, the limitation is
calculated annually. So, general
definition of qualified medical
expenses. We've got expenses uh must
primarily be for medical care. So, the
expenses have to be for medical care.
Now, this becomes an issue because we
have this idea of insurance and
insurance is supposed to traditionally
be for insuring against something that
may or may not happen in the future.
You're insuring against risk. But, the
medical field being all messy the way it
is, uh a lot of times the insurance is
there to pay for part of your premium
care depending on the time of insurance.
So, in other words, if you go to normal
care from a doctor, you would think that
wouldn't really be covered under
insurance normally because that's just
normal maintenance. That would be like
getting car insurance that covers your
oil changes. That's kind of weird. You
know, you would think the car insurance
is there to cover the event of you
getting in an accident or something.
But, medical insurance because they're
trying to play all these games with the
medical insurance, which actually just
seems to make it more complicated
uh to understand and I don't think it
and then it subsidizes the industry.
That's where we run into these problems.
So, medical care includes diagnosis,
cure, mitigation, treatments, or
prevention of diseases.
Expenses affecting a structure or
function of a body may qualify. So, and
then cosmetic expenses generally do not
qualify.
Now, this is where we run into a bunch
of problems because the this category of
what is cosmetic or not is pretty,
uh, hard to define sometimes. So,
obviously, you know, you have like
plastic surgery and stuff that that some
of it could be cosmetic, some of it
might not be cosmetic. Things like teeth
can be kind of problematic. I mean, if
you have a hole in your teeth, but they
don't count it as a cavity, then, you
know, is then they might say it's
cosmetic and they won't, you know, seal
up the hole in your tooth, right? Which
[laughter]
which I've had
I don't got a problem with that. So,
it's kind of like it's kind of a weird
category, so that's another thing that
gets gets a little wonky, uh, with the
insurance categorization.
Personal health or general wellness
expenses, uh, usually do not qualify.
So, personal health things,
you can imagine once we open the door to
being able to deduct medical expenses,
that people are going to argue that
preventative care is where the where the
care, you know, you should be spending
your time, which is fair from a personal
standpoint. But, then you get people
wanting to deduct all kinds of crazy
stuff. So, they're going to deduct
deduct their their shakes that they have
in the morning or their exercise routine
or their their their spa, their, you
know, their swimming pool that just it's
an electric lap swimming pool, right?
And so, obviously, that, uh, becomes
kind of a problem because it looks like
personal stuff, a lot of that stuff. So,
that's why you probably shouldn't open
the door to medical expenses in general
in the first place unless it's very but
anyways here we
So the taxpayer spouse and dependents
may generally qualify expenses.
So now we have the question of who
can you can what if you paid for
somebody's medical expenses? Well, if
they're on your return meaning you and
your spouse obviously but also you would
think dependents those would be the
people that you would think would
qualify for the payments made for their
expenses to possibly qualify for a
deduction as an itemized deduction under
medical expenses. So certain former
spouses and dependents may qualify under
special rules.
Okay, common deductible medical
expenses. So what's included what's not
included? You can imagine if you look
into case law and whatnot for income
taxes
medical expenses are one of those areas
that are that are going to have a lot of
people claiming a lot of weird stuff,
you know? So so if someone comes in and
like I want to deduct my spa, I want to
deduct you know that my doctor says I
need to take a trip to Hawaii or
something then if it sounds fishy I mean
somebody has probably tried it and so
you can you can look it up and and try
to try to do your research on it but
people get quite creative
or you can imagine people getting
creative on what might be deductible for
medical expenses but
usually it's they have a lot of it
pretty straightforward. So common
deductible obviously like medical visits
like standard
medical visits you have to take into
consideration insurance though who's
paying for the medical visits? Is it out
of pocket or not? If you have a high
deductible plan then it's likely that
more of the payment is going to be out
of pocket you know and so hospital
services
so dental dental treatment
prescription medications we've got
insulin surgery
chiropractic that's usually surgery
that's for a a medical reason, of
course. Chiropractic care, that was a
questionable thing for some time, but
now it's becoming more of a a legitimate
you know,
recognized area, which seems fair. So,
psychiatric care. Now, so notice that
some of the problems with these things
is, of course, once you start giving
benefits from the government to them,
you kind of subsidize them. So,
psychiatric Anyway, psychiatric care is
a harder one to deal with because it's
mental care.
And I think one of the problems we deal
with these days is people are over
they're overly getting things like
mental care and possibly,
you know, surgery and even drugs because
they're being subsidized
and therefore, you know, they're they're
likely to you know, I got to take
advantage of my subsidy, you know, so.
Eyeglasses and contact lenses,
uh hearing aids,
medical testing and laboratory fees, uh
nursing services, qualified long-term
care services. That one also becomes
kind of a an issue in and of itself
because under insurance, it often
qualifies in a different area. So, but
medical equipment. So, notice that if
someone has medical equipment, that's
one of the things that could have a have
a signi- significant impact. Like if
someone even if they put something in
their home to help them get up the
stairs or, you know, things like that,
rails and and and whatnot, then
uh then you could try to check out and
see if that substantial medical expenses
is a is is is
is uh deductible. And then cuz it could
be costly. Transportation primarily for
the medical care.
So, when you do the transportation, you
might be able to use like a mileage
method, although the rate is not always
the same, often lower because they don't
update it as often as the business
miles. Certain medical uh necessary home
care improvements. So, that's the one
where like I said, they put a rail in
your home or a ramp or something like
that, then uh you think that could be
costly and and so make sure that if
someone's doing something like that, you
say, "Hey, wait a sec." The as a tax
preparer, that there might be, you know,
that might be something that we need to
add up all the medical expenses all of a
sudden in the year that you have done
that.
So, cosmetics uh cosmetic surgery. So,
what So, common non-deductible expenses.
So, now we've got the cosmetic surgery.
So, there's all these problems in what
is cosmetic and what is not cosmetic, uh
and that becomes an issue. So, general
health club dues. So, if you say, "Hey,
look, I'm going to my club, man. I need
to go to my health club." It's like,
"All you do at the health club is hang
out and talk crap about people." I know,
but I it's but we also have like a work
bike. We've got a bike machine workout
there. You know,
so they don't So, they're not in with
the health club thing. Vitamins and
general and general health.
My vitamin C, I should need a
deductible. It's not It's not a
prescription drug, so they don't want to
they don't want to subsidize just normal
vitamins, I guess. Although, the vitamin
company would probably be happy if they
were to do that. Non-prescription drugs
other than uh uh insulin. So, non your
your aspirin. So, so they're not
subsidizing the aspirin. Uh funeral uh
expenses. Okay,
you're dead. Okay, so that's not that's
not a medical expense once I don't need
I don't need I don't mean to be rude
here, but uh the medical expenses are
supposed to prevent or or stop or deter
death. Once you're dead,
then it's no longer medical expenses.
All right, I get So, toothpaste and and
toiletries. Okay, no toothpaste uh
uh uh
maternity clothes. no. I need to buy a
bigger shirt. Okay, I get it, but no,
no. Diet food for general for general
health. So, diet food So, this would the
diet industry would love this, right?
Are you guys You know, we qualified for
diet food. It would be like kosher for
diet food, you know, for people on a
diet. Is that diet food kosher? You
know, it's like and they're subsidizing
it. No, no, no, you don't get food. You
can't deduct food. Child care expenses,
uh,
elective elective cosmetic uh,
procedures, cosmetic procedures, uh,
illegal operations or treatments. So,
obviously
some of these are probably going to come
up. So, most of the time when people get
creative and they're like, okay, what
about this, that, or the other thing?
It's probably been tried before and you
can kind of find the general list and
say whether that's going to be good or
not. But, people can be quite creative
and again, they can probably come up
with things that are outside the box and
then you can look at the court cases and
whatnot and see if it would qualify. You
can actually get quite into the weeds in
this particular area. So, insurance
premiums, what about the insurance and
the reimbursements? Insurance
reimbursements reduce deductible medical
expenses. So, if you're trying to say
that my doctor visit uh, cost $100, but
your insurance paid for, you know, $50
of it, well, then you only get to deduct
the amount that you paid, the $50 for
that visit. That's separate from the
question of do I get to deduct the
insurance, right? You're paying for the
insurance and the question is, do I get
to deduct deduct the insurance premiums?
That's different than the question of,
well, what if I go to the doctor and
they have charged $80, but my but my my
my insurance covers 50 of it. And and
so, that would would the So, so, when
you go to the doctor visit, you don't
get to deduct the full amount of
whatever they charged. And of course,
what is the doctor charge? They charge
the max of whatever the insurance
company will allow them to charge. And
this is another problem with this this
whole system is it's not market-based
because the insurance companies it's all
based on on whatever the insurance
company has set the price to be, right?
And that's what the So, the doctors are
going to charge that because that's the
So, so you get this weird thing going
on. Anyway,
only unreimbursed expenses may be
deducted. So, premiums for medical
insurance may qualify. So, that's the
premiums. So, you may be able to qualify
for the premiums as deductible, but then
you don't get to then say
I went to a medical visit and then and
then and and the and the insurance paid
for it and then deduct the visit, right?
Now, if you have a high deductible plan,
then it's likely that your premiums are
lower and then when you go to the actual
medical visit, you're going to have to
pay more because the because the
insurance is likely not covering your
your normal kind of visits. That's the
that's the general
what you would think would generally be
happening.
Uh Medicare premiums may qualify for
Medicare premiums.
Uh long-term care insurance premiums may
qualify subject to limitations. So, that
we have this weird thing with the
long-term care
uh uh situation for the insurance.
Employer-paid insurance generally cannot
also be deducted. So, we don't have the
employer-paid uh insurance meaning if it
was paid by the employer, you're
basically getting a benefit uh from the
employer and that would typically be
reflected in the W-2 as to whether it
would be a a tax benefit or not by
reflecting it in box one of uh the W-2
if it if it needs to be included or not
for for income taxes
uh there. So, pre-tax payroll deductions
cannot generally be be deducted again,
meaning
if it's obviously if it's something that
qualified for a deduction for federal
income taxes, then the employer takes
care of it, meaning they reduce your
your box one income on the W-2, then
it's already been taken care of. You
can't deduct it, you know, again
somewhere else. That would be double
dipping. Marketplace insurance and
premiums tax credit complications.
Marketplace insurance may involve
advanced premium tax credits. So, now we
have this whole situation that happened
with the Obamacare uh era where they
were trying to basically governmentize
the the health care system kind of
piecemeal and they wanted to do that by
uh
eliminating the free rider effect,
forcing everybody onto the market, so
you can't not have insurance, and and
then and then kind of kind of centralize
that.
And it didn't quite, you know, there's
back and forth on that whole thing, and
we left off we ended up with this kind
of categorization
of of insurance plans as high deductible
plans and non-high deductible plans, and
then we have this concept of the
marketplace, uh which which still has
kind of subsidies, which might differ
from state to state. But, the idea is
now there's a there's a an insurance a
premium premium tax credit uh
that you that you might be able to
deduct if you have this high market high
deductible plan that you purchased
through the marketplace. So, now you've
got this credit. Well, the problem with
the credit, there's multiple problems in
terms of complications with it because
now if if you got a credit for it, then
then that's going to be confusing as to
whether or not you actually paid for
something and therefore should get a
deduction for the medical expenses. It's
also confusing because you pre-pay,
meaning the credit that you get is going
to happen in in in a in a pre-payment.
So, that it basically lowers the amount
of premiums that you pay.
So, you're actually getting an advance
of the credit, and then you've got to
reconcile the credit to the advanced
credit, which we'll talk more about in
future presentations, which muddies up
the whole calculation of who paid what
within within that whole thing. So,
we'll talk about that premium tax credit
later. That's usually something that
happens to with more lower income
individuals who are getting possibly
their insurance not through an employer
is is is is often the situation.
All right, premium sub-subsidized by the
PTC, the the premium tax credit cannot
also be deducted. So, if you if you got
subsidized,
then then you can't double dip in
essence. Reconciliation of form 8962
may may affect deductible amounts.
So, and tax software obviously is quite
helpful with some of these things as
well calculating this particular credit.
Repayment of excess PTC may affect
overall tax calculations. In other
words, it's possible that you had an
advanced premium tax credit lowering
your premiums, but you took too much
because you didn't know how much income
you were going to make. And then when we
reconcile it at the end of the year,
you're going to have to re- repay some
of the premium tax credit. And then
again,
how is that going to affect some of
these other payments or possible
deductions you could have for expenses?
So, self-employed taxpayers may face
circular calculations involving the
self-employed health insurance deduction
and the PTC. Okay. So, health savings
account HSA are complications. So, this
is the other thing that happened with
the health care that they said, "Okay,
well, if we have these high deductible
plans, that's usually for lower income
individuals. Therefore, we might want to
set up these health savings accounts,
which are kind of set up similar to an
IRA in that you get a tax benefit when
you put the money under the umbrella of
a health savings account. And again,
they they market this politically as
something beneficial for low-income
individuals. So, you can see the back
and forth, the political back and forth,
which is actually really just completely
confusing things for the very people
that they're trying to help, which is
really the love. So, now we have a
situation where you could have a premium
tax credit, advanced premium tax credit,
and the health savings accounts, which
which are which are which we could which
you could possibly set up, which again
confuses the whole question of who's
paying what and whether or not it could
be deductible on the schedule A. Now, a
lot
individuals that might qualify for the
health savings accounts and have a high
deductible plan, be on the marketplace,
have the premium tax credit, probably
aren't adding up their medical expenses
cuz they're not itemizing
in the first place, unless they have a
substantial amount. But But, you could
see where this could possibly get highly
confusing.
Health savings account contributions,
which we talked about in prior
presentation, may already provide a tax
deduction. So, medical expenses paid
with tax-free HSA funds cannot also be
deducted. So, now you already got a tax
benefit because you put the money into a
health savings account. So, you can't,
you know, then get a get a form of
double dipping, right? Cuz you got
already got a tax benefit, and you So,
you're paying for the medical expenses
with tax-free
income, basically. And so So, you can't
deduct it. Then, okay. So, the So,
distributions from HSAs used for
qualified expenses are generally
tax-free. So, double deductions are
prohibited. So, high deductible health
plans often interact with HSA rules. So,
flexible spending accounts FSA and
health reimbursement arrangements uh HRA
expenses reimbursed through FSAs
generally cannot be
deducted again cuz we have the
reimbursement. This is uh possibly not
as common that you will see these days
as a health savings accounts. But,
anyway, the employer-funded HRAs also
reduce deductible expenses. Uh pre-tax
salary deductions usually already
generated tax savings. Only unreimbursed
expenses remain deductible. All right,
dental expenses. Uh preventive uh dental
care may qualify. So, you're going to
get your normal checkup, uh that may
qualify even though it's a preventive
No, it's like getting an oil change,
right? Uh and then you you've got braces
and ortho orthodontia
may qualify. So, now they're going to
straighten your teeth, and you could
argue well, hey, that's cosmetic. I
mean, if my if the guy's teeth is
crooked, you know, that does he he could
still chew. So, then you see where this
cosmetic thing comes in. So, that So,
they're going to say that generally will
qualify. Uh dentures may qualify. Does
he need the dentures? Does he really
need it? He could just blend his
oatmeal up in a blender and it'd be
fine. It's a cosmetic thing, right? You
know, you could see it's cosmetic versus
a lot of dental stuff could be in
cosmetic. Extractions and fillings may
qualify. So, extractions uh I think that
means pulling your teeth.
>> [laughter]
>> And fillings, right? I would think the
fillings would be there, but if you have
a hole in your teeth and they don't call
it a cavity, apparently, that's
cosmetic, I guess.
Cosmetic dental procedures may not
qualify.
Got people drilling in my teeth for no
dang reason. Why do you have a hole in
your teeth? Cuz the last dentist was
crazy. Just fill it in. I get
teeth whitening generally does not
qualify.
Okay, long-term care expenses. Qualified
long-term care services may qualify.
Uh long-term care insurance premiums may
qualify subject to age-based
limitations. Medical portions of nursing
home costs, which could be highly
expensive, may qualify. Personal living
expenses generally do not qualify unless
prim- primarily for medical care. All
right, medical expenses for dependents.
So now you've got the kids on there. So
the teddy bear doesn't qualify, okay?
Okay.
Expenses paid for dependents may
qualify. So a dependent may qualify even
if they do not file jointly with uh the
taxpayer. So cert- uh certain support
tests apply. So you could have
unusual situations, but typically you
would think the dependent would be on
the tax return, and in which case it
would qualify. If there were if if
they're still kind of dependents, but
they're not on the tax return, you might
have some weird situation that you can
dig into. Medical expenses may sometimes
qualify even if the dependent exemption
rules are not fully met. Timing issues
and tax planning. Expenses are generally
deducted when paid, cash basis.
Taxpayers may bunch expenses uh into one
year. So you might try paying more
expenses in one particular year. Why?
Because it's more likely to push you
over the hurdle of itemized deductions
if you're on the low-income side to be
able to itemize, or the floor of the 7.5
if you're a more wealthy individual, but
you have substantial medical expenses.
Therefore, adjusting the timing to bunch
up the expenses using a cash base method
could be a strategy to take uh in the
event In other words, for example, like
if you're putting in like a ramp into
your uh in into your your home, and if
that qualifies for medical expenses, do
you want to take it uh
have the have the have the have the
construction go over 2 years, or would
you like to pay for it all in 1 year?
Well, it'd probably be better to pay for
it all in 1 year because it's more
likely to put you over that 7.5 hurdle.
If you do it in 2 years, then if then
then the 7.5 is going to eat it up in
both of those years, and you're going to
get a less of a deduction. So, so if
there's substantial medical expenses and
you're able to plan for it, then the
bunching strategy, do it in 1 year, uh
you might is something to look into. So,
elective procedures may be timed uh
strategically.
So, paying expenses before year end may
increase deductions. Deferring income
may help reduce the AGI threshold.
Record-keeping requirements. Taxpayers
should maintain receipts and invoices.
So, if you get an audit like 3 years
later, you got to pull these things out.
Insurance reimbursement records should
be retained. Mileage logs may support
transportation deductions. Prescription
documentation may be necessary.
Statements from healthcare providers may
support medical necessity. HSA and FSA
records should be retained. Common audit
and compliance issues. Double-counting
reimbursed expenses. So, don't do the
double-dipping thing. So, deducting
cosmetic procedures. It's cosmetic, man.
The dentist drilled a hole in my teeth.
I need to fix it. No, that's just
cosmetic Whatever, dude. Why?
There's a hole. It's right there. It's
got coffee stains all Okay, anyway.
Im- improper inclusion of general
wellness costs, failure to reduce
expenses for insurance reimbursements,
incorrect HSA
coordination, claiming non-deductible
over-the-counter items, and poor
substantiation.
Primary IRS resources, you can find more
information on this if you have
question. IRS website, irs.gov, irs.gov.
You can look at the Schedule A, Form
1040 instructions for tax year 2025,
Form 1040 instructions tax year 2025,
the IRS Publication 502, IRS Publication
969,
IRS Publication 17, Form 8889
instructions, and Form 8962
instructions, as well as the Internal
Revenue Code Section 213 and 223 as a
jumping-off point in your research.