How To Actually Tax The Rich
1550 segments
I'm going to give you a number which is
truly shocking. Um, when the top 1% of
Americans had $55
trillion,
which is how much they had in 2025, the
total amount raised by the estate and
gift tax, which is supposed to be a 40%
tax on all transfers during life or at
death. The total amount raised was $28
billion. Wow. That's 06%. It's nothing.
And it's not because of the exemption
amount. It's not because of the lower
rate. It's because people are able to
avoid the tax altogether. And that's
what the problem is. So when people say
it doesn't matter if we tax the rich,
that is just simply not true.
Today's number five. That's a number of
days left until Prop Markets kicks off
its live tour in a soldout show in San
Francisco. Tickets are still available
in Chicago, Los Angeles, and Miami.
Ed, no joke today.
>> No joke. Why is that?
>> Claire was giving me [ __ ] about our
guests showing up in 20 minutes, and I
just didn't have time to find a
offensive yet not too offensive joke.
So, I'm going with our constant
self-promotion of the tour.
>> Well, the promotion is very important,
especially for all of our Chicago
listeners and our Miami listeners. I
think we need to pump crypto a little
bit if we're going to get all the Miami
people to show up uh to the Fillmore. I
think that I think that's that's
something that we should maybe get into.
We've got 5 days left to pump some
altcoins.
Um maybe we could get into some rocket,
maybe some Faultcoin. Maybe just keep it
simple and stick with Bitcoin.
>> This is just making a whole lot of sense
to me.
>> It's all resonating.
>> Yeah. No, this is uh so I told you who I
I came up actually this wasn't my idea.
This is who we're going to invite.
Although we're trying to track him down,
but I think it'd be great if he said
yes. So, if he's listening, uh I think
we should have Adam Newman.
>> That's not a bad idea. I I agree. You
know, he's actually an incredible
speaker and communicator. Everything he
says, he just
>> Did I tell you my story about Adam
Newman?
>> I I don't think so. Not coming to mind.
>> So, I was invited to the JP Morgan
Alternative Investments Conference,
which is literally one of the I'd kind
of second only to Davos in terms of what
would happen to the GDP if all of a
sudden the earth opened up and swallowed
all the people there.
And they have me do my predictions
thing. I've done it twice, I think. And
then they have me interview somebody.
And the first year I'm up there, I did
my predictions thing. And I said, "And
now I want to welcome to the stage Adam
Newman." And I interviewed him and he
went into his whole rap about community
and elevating the world's consciousness
and everything else he figured out on a
wild mushroom trip that thought he could
turn into a public company. Uh, so we
did this thing and he's he was like
wearing no socks. He looks like Jesus.
He's very handsome. He's very
compelling. He has a whole rap. And then
there was a movie called We Crashed
where I played me. No, I didn't play me.
Kelly Alcoin from Billions played me
interviewing him. Somebody got a hold of
the transcript. And the next year I was
invited back and they had me interview
some influencer who's come and gone. I
don't even remember her name. And at the
end of the thing I said I said, "And by
the way, you know who the last person I
interviewed on the stage was?" And she
said, "What?" And the audience went
stone cold silent. I said, "Adam
Newman." And I guess that was not the
right thing to say according to JP
Morgan executives.
And I have not been invited back. I have
not been invited back. Yeah. I've also
been disinvited from another
unbelievable gathering that I went to
for the first time last year because
I've been saying that Elon Musk would
lose his case. And I guess the guy who
hosts the events, the event is butt
buddies with Elon.
>> That's a shame. But you were right. I
mean, that's what we learned this week.
You were right.
>> I have that, Ed. So that's that's all
that really matters. Yeah. Yeah. I
actually I I don't remember the the
story itself, but I remember watching it
wasn't a movie. It was a show. It was a
series.
>> It was Apple. We crashed.
>> Yeah. Exactly. On Apple with Jared.
>> And I remember seeing that scene.
>> Um Yeah. With Kelly O'Ne who played you
very very well. That was I believe he
was on Billions I want to say.
>> Yeah. Dollar Bill on Billions.
>> I mean he crushed that role. He nailed
you.
>> Yeah. He's been he's been on a lot of
stuff. I thought he was he played a
better me than me. We should have him
stand in for you on on this show at some
point.
>> You know, I'm all for it cuz I'd like to
go buy I'd like to go get tapas right
now. Um,
>> you got about 15 minutes. Why don't you
order some room service? Get yourself a
snack.
>> I did. It's sitting here. I'm in this
beautiful hotel that feels like some, I
don't know, prince or someone lived here
and then got beheaded. Um, but yeah,
it's beautiful. I haven't been to Lisbon
in a while.
>> Very exciting. Well, we're going to
learn all about princes in a second with
our guest. Uh, but before we do that,
I'm just going to reiterate we are
heading to LA on the 28th where we will
have Ted Sarando, co-CEO of Netflix. He
will be our special guest. We'll be in
Miami on May 30th. Then in Chicago on
June 1st, Governor JB Pritska is joining
us on stage. Tickets are still available
to that show. Also still available for
the Miami show. And then on June 2nd,
we're finishing things off in New York
City with the one and only Anthony
Scaramucci. Uh, I think there might be a
couple tickets left in New York City. It
might actually be sold out. Either way,
go check it out. Go see if they're
available. profarketsour.com
to secure your tickets. It's going to be
a lot of fun. We're going to have a Q&A
section at the end. You'll ask some
questions. We'll do our song and our
dance and we'll have some interesting
voices on stage to discuss things with
us as well. Very excited.
profarketsour.com.
>> Ed, should we get on with the show?
>> Let's do it. Hey guys, if you haven't
already, please subscribe to our ProfG
Markets YouTube channel. And if you want
to get notifications of our latest
episodes, click the bell icon as well.
Thank you. Wealth inequality is reaching
a breaking point in this country. The
top 1% now command roughly a third of
the nation's wealth. Meanwhile, the
bottom half of Americans control only 3%
and 1 in 10 Americans still live below
the federal poverty line. One instrument
that might have created this divide is
the tax code. There are a number of
loopholes in the tax code that have
enabled America's wealthiest to increase
their wealth. And today, the average
American is paying a higher tax rate
than the wealthiest 400 people in the
country. Meanwhile, audit rates,
particularly of the ultra wealthy, have
collapsed to a historic low. We've spent
some time discussing these issues on the
show, but we wanted to bring in someone
who has dedicated their career to
studying how the tax code shapes
inequality and how the wealthiest
Americans use it to preserve and to grow
their wealth across generations. So,
this is our conversation with Ry Matto,
professor at Boston College Law School
and author of The Second Estate: How the
Tax Code Made an American Aristocracy.
Rey, thank you so much for joining us on
the show. I'd like to start with
a potential rebuttal to your thesis,
which in so many words is that the
wealthy are not paying enough in taxes
compared to the rest of us. Uh, and then
we'll get into the conversation. But the
rebuttal, the statistic that a lot of
people use uh is the fact that the top
1% of Americans pay 40% of the federal
tax revenue in America. So if that is
true, if the wealthiest are paying most
of the taxes, then the first question is
what's the problem?
>> First of all, thank you so much for
having me. I know that the two of you
talk a lot about taxes and it's
wonderful to have the chance to join you
in conversation on this important topic.
Uh and I am particularly grateful that
you have started with that question
because I call that the statistic that
saves the rich from taxes and we see it
being published in lots of publications.
Wall Street Journal, The Economist, the
Washington Post has now joined in and
the uh and this is a statistic that is
both true and highly misleading. And so
the way it's described as the top 1%
pay 40% of all income taxes. But what
they're not saying there is what do they
mean by top 1%. What they're actually
talking about is the top 1% of income
earners. Those with high taxable income,
high paid lawyers, bankers, surgeons,
anybody with a very high salary. And
those people are indeed paying heavy
taxes. And however, the problem is that
this says nothing about our wealthiest
Americans. And that is because our
wealthiest Americans avoid income taxes
by avoiding taxable income. And as a
result, they are just as likely to be in
the 40% of Americans who pay no income
taxes as they are in the top 1% that pay
40% of income taxes. So the the
statistic that that we find quite
fascinating here is that Americans pay
an average effective tax rate of 30% and
then among the 400 wealthiest Americans
the average effective tax rate is 24%.
And that goes back to what you have just
laid out which is the difference between
making your money via income and then
making your money via wealth via the
appreciation of your assets. Just so
that we're all on the same page about
what this difference is, could you lay
out exactly what that difference is? How
do the wealthiest, the very very
wealthiest make their money compared to,
let's say, just average wealthy
>> or even average American
>> or average American.
>> Yeah. So, let's start with the tax and
the tax lives of most Americans. The tax
lives of most Americans is that they
earn their money through work. as I
imagine the two of you do and I do and
most of our listeners do, right? And
whether they work as independent
contractors, whether they work for
somebody else, they are subject to the
heaviest taxes. They're subject to
income taxes at rates up to 37%
and payroll taxes at rates at 15.3%
rates. and payroll taxes are paid.
They're we call them the hidden taxes
because most Americans don't even
realize that they're taxes. They show up
as things like FICA and FUDA. Very hard
to understand what they are. They're
called contributions, not taxes. But
they actually impose quite heavy taxes
so that somebody who a self-employed
person who earns $60,000
will pay more than $13,000
in federal income and payroll taxes.
That is a significant burden for
somebody trying to get by on a $60,000
salary. As people go up the income tax
uh brackets, uh the taxes get even more
burdensome. So a very highinccome person
will pay typically 50% in taxes. Uh
maybe a little bit more if they're in a
high tax state. And so they are paying
significant amount of taxes. Now let's
move over to our wealthiest Americans.
uh all the names that we have all come
to know so well Buffett Bezos Musk all
of those fellows uh and uh and for that
group they live a very different tax
lifestyle and that's because they
acquire their wealth uh they do not
acquire their wealth from salaries when
we the one thing all of them have in
common is that they take very low
salaries the most highest paid salary of
all in that group is Warren Buffett And
he has never made more than $100,000 in
both salary and bonus combined.
>> Humble of him. Yeah.
>> Yes. And he even cuts it back a little
bit to pay for the fact that he
sometimes uses his office space for his
personal investments. So he charges
himself for that and further reduces his
salary. Jeff Bezos has always kept his
salary at 82,000 which has enabled him
to claim the child tax credit which he
has done in the past. and all the others
are just dollar a year guys. And so uh
so they take no salary so they don't pay
payroll taxes, they don't pay income
taxes, pay very minimum taxes on that
side. And so then well why were they not
taking taxes? As you said, are they just
being humble? No. The the what they are
doing is they are counting on the
growing value of their stocks. All of
these people own significant amounts of
their companies and their stocks have
appreciated extraordinarily in value. So
if you look just since 2023 there many
of their have have seen stock growth
between like 50 and 150 billion dollars
just in the past 3 years. It's been
extraordinary that amount of growth. So
then the question becomes, I mean, if
they're if they're making their money
because their stocks are going up, well
then how are they paying for their
lifestyle? Like you can't buy a a Louis
Vuitton handbag with Amazon shares. You
need to pay with dollars. So if they're
not getting salary, then how are they
paying for themselves?
>> Exactly. And the key here is that they
are using their stock and other assets
to uh as collateral for loans and they
are able to get very favorable rates on
their loans because they have so much
wealth. Right? So this is an extremely
wellsecured loan and uh and they borrow
lots and lots of money to support their
lifestyles and they borrow enough money
to cover the interest payments which are
usually pretty modest because of the
fact that their loans are so well
secured. So they're able to support
their lifestyles and their borrowing by
borrowing. Um, now some Americans might
think, "Yeah, but surely they've got to
pay that money back." Because the rest
of us are used to loans where we're
given maybe even 20 years for a house
loan or 30 years, but our other loans,
you know, they they want them back in a
set period of time. The difference is
for the very wealthy, um, there are all
sorts of people in the business of
lending money. And when you have these
very wellsecured loans, there's always
people ready to just lend you money and
to keep lending you money on that loan
because they get paid for that service
of lending money. And so, uh, so there's
never a problem rolling over the loans
or getting somebody else to give you a
loan. These loans don't really have to
be paid back because of the big market
of people that are in the business of
lending money. I'm glad that you laid it
all out for us there because I just want
to make sure that all of us are on the
same page here. We're not saying or
you're not saying that the lawyer or the
doctor who's making
300 $400,000 a year isn't paying enough
in taxes. Those guys are paying, as you
say, 50%
uh in taxes in many cases. What we're
saying here is that there are a handful
of billionaires who make their wealth
via the appreciation of their assets.
And because of the way that the system
is set up where you can essentially just
borrow against those assets and
especially at a at a very low interest
rate, the more money you have, what it
basically means is that you can get by
as a billionaire paying almost nothing
in taxes. And that's the point. The only
tweak I'd like to make to that otherwise
perfect description is that we're not
just talking about a handful of
billionaires. Somebody who has $100
million could still do this, right? And
so it's a much larger group. I think it
makes it we make a mistake when we
describe this as a billionaire problem
because the problem really is for
anybody who has enough assets that they
don't need to work they can depend on
the growing value of their assets they
too can avoid taxes and that's where why
our problem that's why our system is so
problematic is because it loses so many
people and that's the real problem
>> so professor and that'll bridge us
nicely into I possible solves. I want to
propose two possible solves and get your
response.
Um, I think what we want are taxes that
are the least taxing. And one of my
intellectual role models is a guy named
Daniel Conorman and the Israeli American
psychologist who writes a lot about
money and basically came to the
conclusion that money does buy
happiness, but it flattens out at a
certain point. which says to me if we're
in fact going to need uh to fund our
navy and our parks that the least taxing
tax would be an alternative minimum tax.
I think trying to redo the tax code
which has been weaponized by wealthy
people and corporations would be a full
xarant. But an alternative minimum tax
of say 40 or 50% on any income
investment gain or if you borrow against
that that's a trigger for capital um as
an event and alternative minimum tax of
say 40% on corporations. And then the
second thing would be to lower the
estate exemption from 30 million to 1
million. And I believe no one gets hurt,
no decline in the quality of life, and
you can fund the programs that
substantially increase the quality of
life and general well-being and
happiness, universal child care, food
stamps, tax credits for young people
trying to buy homes. I would put forward
to you and I want you to nullify or
validate my thesis that the illusion of
complexity has been weaponized by the
incumbents.
Get rid of the estate tax exemption,
alternative minimum tax on any income
above a million dollars or corporations
making above a certain amount.
>> I agree uh conceptually that we need to
bring in investments and inheritances. I
think that description is a little bit I
I want to push back a little bit on the
on the because
>> the alternative minimum tax is a what
that is is it's something that disallows
deductions.
>> Okay? So you can't take a charitable
deduction. You can't take a home
interest deduction. It doesn't do
anything about the problem that we have
in our system of the failure to tax
appreciation
which is a problem of realization.
that's separate from alternate from
deductions and about the failure to tax
inheritances which again are subject to
broad exclusion. So the problem that we
have as I see it as a tax person it's I
I share the I share the uh desire for
the solution which is we need to bring
investments and inheritances into the
tax system but I disagree with the
alternative minimum tax and estate tax
framing the alternative minimum tax for
that reason that I say the alternative
minimum tax is really about deductions
and so it's not really about all these
things that are written out of the
system. You say well then we should
write them into the system. So that's
how I would focus on it. I agree we
should bring in appreciation. The
problem is if you tax appreciation as it
occurs currently each year, right?
That's which is I I don't know if you're
proposing that that was one of the
right. So how are we going to handle
this appreciation? Right? We have all
these guys they're walking around with
hundreds of billions of dollars. When
are we going to tax those gains? And
different proposals have been made.
Right? Some say we should tax them each
year as they occur. I think that's going
to be too burdensome and too complex for
people to understand. So what I think we
should do is say that whenever the
person transfers the property, whether
they transfer it by gift, whether they
transfer it at death, whatever they do
with it, once they no longer own it,
then they should tally the gains and pay
taxes on it then so that the person who
earns that income earns those profits
pays taxes on them. Our failure is to
not tax the appreciation to the person
who earns it by letting them pass it
taxfree. In Canada, they have this rule
which says that whenever you transfer
the property, we're going to tally the
gains. And I think we should have that
rule here for purposes of investment
gains.
>> I 100% agree with that. What you're
basically saying is what is the trigger
for when something becomes a capital
event where it's subject to taxation.
>> Yes.
>> And the basic strategy now is buy by by
investing in your own company or buy a
stock, borrow against it, and then die
and get a step up in basis. So, I think
we're brothers from another mother here.
I think the wealth tax is class welfare.
I think it makes for a speech. All
you're going to do is fill the pockets
of every accounting firm and trying to
assess value. I can't imagine what a
boon it would be for uh appraisers
trying to convince you that one property
is worth negative value and then try try
and figure and we've talked about this.
16 countries have proposed a wealth tax.
13 have repealed it. They don't they
typically just don't work very well. But
the the only thing I would add to you in
terms of it triggering a capital event
that's taxable is when they borrow
against it. And that's fine. I'd be
perfectly happy to do it. I think there
are some problems because uh first of
all, you can borrow against any number
of assets, right? You might have loss
assets that you can borrow against. So
it's not really clear. And also people's
borrowing is very small in relation to
their total wealth. So the only thing
I'd be concerned about when we talk
about taxing borrowing is I wouldn't
want that to be seen as the solution to
the problem because when somebody has
$200 billion, you know, you can live a
pretty good lifestyle with just a
billion dollars. Hard to believe. And uh
and so then we we don't want people to
think they're solving the problem by
taxing borrowing. So, that would be my
only hesitation as you and I are
fine-tuning our tax systems.
>> We'll be right back after the break. And
by the way, we're heading out on tour
next week. So, for more info and to get
tickets to a show near you, head to
profgmarketour.com.
Support for the show comes from Monarch.
Spending a night out is a great way to
end the week, but worrying about how
much money you're spending can easily
take away from all the fun you're
having. Thankfully, there's Monarch.
Monarch is the personal finance app that
tracks everything: accounts,
investments, savings goals, and
spending. Get your first year of Monarch
for half off, just $50 with promo code
markets. Most apps only tell you what
you've already spent, but with Monarch,
you can set goals, map out big
purchases, and see if you're actually on
track before it's too late to adjust.
You can ask Monarch's AI system anything
about your finances, like, "How much did
I spend on travel last summer?" Or, "Can
I afford this vacation without touching
my savings?" Plus, you can get a heads
up on what's happening with your money
with the AI weekly recap. It flags
spending spikes, net worth shifts, and
upcoming expenses. Just use code markets
at monarch.com to get your first year
half off at just $50. That's 50% off
your first year at monarch.com with code
markets.
Support for the show comes from Navon.
Business trips are great. The baggage
that comes with them is not. The shuffle
of paper receipts, the dreaded post-trip
paperwork. Navon deletes all that grunt
work so employees can actually focus on
the business part of business trips.
More than 12,500 companies including Box
Anthropic and Kraton Barrel refuse to
work the old way. They choose Non to
make the manual expense report extinct.
So, if you want to save 15% on your T&
budget, yes, 15%, check out non.com.
We're back with Profy Markets. So, Ry,
one of the things you propose here is
that we don't see enough realization
events for the appreciation of assets.
uh and you know you keep on borrowing
you borrowing you borrow you borrow
against your assets continually
continually you never have that moment
where you sell those assets and then
realize uh the tax. Um and so you're
saying anytime there's any transfer of
any kind if you donate it if you
transfer it into a new account that is a
moment to say okay let's figure out how
much the the assets have appreciated and
let's tax them. One thing that I that is
confusing to me though is we do have a
moment where rich people do transfer
assets and that is when they die and
they hand it over to usually their
children. Um and so the question for me
is and that that is this is the estate
tax that's we tax those assets. Why
isn't that working? Why is that a
problem still? And that's a really
important part of this conversation of
understanding this issue because we have
all these seeming failures in our income
tax system, right? We don't tax
appreciation. We also don't tax money
received by inheritance. So if if you
find $100 on the street, you leave your
office, you found a hundred bucks, you
are supposed to report that to the IRS
and pay taxes on it. However, if
somebody hands you a million dollar or
$10 million or even $10 billion, you
don't even have to report it. You don't
have to tell anybody. You don't have to
pay any taxes on it. And that also
applies to money you receive by life
insurance and money you receive by
gifts. All of that is entirely tax-free.
Well, why do we have this enormous
giveaway in the income tax system? The
answer is because we count on a robust
estate tax system sweeping up and making
sure that these untaxed forms of income
are eventually subject to tax with what
had previously been a pretty ownorous
tax. The estate tax was enacted just a
couple of years after the income tax
1916. We've had it a long time and for a
long time it did its work. uh basically
we had a tax and we had a Congress that
kept up with reforming the tax. So in
1976 and 1986 we had a problem of these
long-term trusts and Congress enacted
this whole additional tax as a backup
called the generation skipping transfer
tax. Then we had a problem with
valuation gaming techniques. So four
years later, Congress enacted special
valuation rules and a whole other, you
know, group of a whole other section to
the code and these were both enacted
under Republican president. So this was
broad bipartisan supported
keeping this tax up to date. However,
what you know, you and your listeners
might might remember or uh well, I guess
maybe uh Ed, you might not remember it,
but maybe you've heard about it. Pretend
I did.
>> Pretend you did. Uh, before you were
born, there was in the early 1990s a
campaign funded by 18 of the country's
richest families. And that campaign was
designed to turn the public against the
estate tax. They they sought estate tax
repeal. And George W. Bush was a big
carrier of the banner. And they their
most effective thing that they did was
they hired this guy by the name of Frank
Luntz who was a communications expert.
and he said, "Never call it the estate
tax because that sounds like something
that's for rich people. Instead, call it
the death tax and we'll bring this
campaign and we'll say it's unfair and
it's a double tax and it hurts family
farms and businesses and and we're going
to run this campaign." And this campaign
was extraordinarily effective, not for
their goal that they sought to achieve,
which was actual get rid of the estate
tax from the from the books, but it was
successful in a way that was ultimately
even, I'll argue, more successful, which
is what they did is they were so
successful in their campaign to make
people feel uncomfortable with this idea
of the estate tax
that Congress stopped doing its job in
terms of closing loopholes. Indeed, the
last time that Congress has closed a
single loophole was in 1990, 36 years
ago. And so, as a result, over the past
36 years, there has been a proliferation
of tax avoidance techniques that have
been allowed to occur. They all have
this sort of Dr. Seuss sounding names,
Kratz and cruts, clats and cluts, grats
and gruts, qerts, Q-tips, Q dots, the
whole paniply of them. And and as uh all
of these exclusions have developed, the
estate tax has been completely corroded.
So it no longer does anything. Not
because the exemption is too big, which
it is big. it's 15 million and it used
to be 1 million. But because of all of
these things that take these transfers
out altogether and so to raise or lower
the exemption or raise or lower the tax
rate will not be effective because this
tax has been effectively killed. And so
we're not going to start seeing all
types of robust action with respect to
this estate tax. And I think it's
because the estate tax, it wasn't just
well, we're always vulnerable to rich
people. I think the problem was that the
estate tax had an Achilles heel and that
is that it was theoretically designed to
be imposed on the donor. And so what
that on the dead person and so what it
meant was for those individuals who
indeed paid high income taxes their
whole lives, right? They paid lots of
income taxes. Now we're imposing a
second tax on them. And it seemed kind
of just punitive in some weird way to
the public. This was made easier because
the public doesn't know very much about
what happens on the income tax side.
Most people don't know that money
receives by gifts and inheritances and
all of those things are tax-free. And I
know this is true because in this area a
lot of people ask me, well, if I give
more than $19,000 to my kids, don't they
have to pay income taxes on it? This is
because of some gift tax exclusion
amount. But people are confused about
this. And so the estate tax is a kind of
an awkward tax and it made it it made it
easy for Congress to stop acting.
What's particularly interesting is that
the estate tax has become so ineffective
that and I'm going to give you a number
which is truly shocking. um when the top
1% of Americans had $55
trillion,
which is how much they had in 2025,
the total amount raised by the estate
and gift tax, which is supposed to be a
40% tax on all transfers during life or
at death. The total amount raised was 28
billion. Wow. That's 06%. It's nothing.
And it's not because of the exemption
amount. It's not because of the lower
rate. It's because people are able to
avoid the tax altogether. And that's
what the problem is.
>> I was just about to ask you if there is
a rough number that we can estimate on
how much we are losing uh to this issue
to this estate tax loophole and you've
given us our answer there north of 20
trillion close to $30 trillion it sounds
like.
>> Right. If you think about that, we're
designed, we're supposed to have a tax
on the top 1% and that that percent has
$55 trillion. By the way, this is a time
where the total revenue raised by the
federal government is like $5 trillion.
So, they have massive amounts of wealth.
So, when people say it doesn't matter if
we tax the rich, that is just simply not
true.
>> It almost sounds as if this fixing this
problem would do a lot would do would
solve a lot of our problems. And this
gets to something else that I'd like to
get your views on.
>> Yeah. Can I add one more piece here
before we go? Yeah. I think the thing
that makes it most telling that the
estate tax is actually something that
now works as a cover for the rich rather
than as a burden is the fact that in
2025, a time when the Republicans fully
controlled that new tax bill and they
easily could have repealed the estate
tax, they chose not to do it. No mention
of it. It had been their number one
issue, but now all of a sudden they
didn't care. And that's because they
wanted to preserve all of the income tax
benefits they got when there was an
estate tax that provided cover. So Ry,
this gets to one of my concerns uh about
our future in America. I am becoming
increasingly concerned about the
possibility of what we're calling an
inheritocracy
where we have been in so many ways ruled
by the Elon Musks and the Bezos's of the
world. And that was especially true
after Citizens United and the
billionaire spending on political
campaigns exploded and they started to
buy our elections. And that's not
hyperbole. That is literally what
happened. And we're seeing a lot of
blowback and push back to that. But I
think that we're about to see something
even worse if we start to see that the
world isn't run by the guys who created
these incredible tech companies, but by
the children of the guys who created
these incredible tech companies, which
by the way, we're already starting to
see in the media world where Paramount
is and Warner Brothers Discovery soon
enough is about to be owned not by Larry
Ellison, but by the guy who inherited
the Larry Ellison fortune, by David
Ellison. And we see this in the world of
the Murdoch. We see this with Cander
Fitzgerald where the commerce secretar's
sons are now running one of the most
important banks on Wall Street, etc. To
the point where it seems that we're
going to see a real loss of faith in the
system itself. If we wake up one day and
suddenly we're ruled by all of these
rich kids. I had always thought that
maybe the estate tax exemption is the
way to fix that. and the fact that we
increased it with the big beautiful bill
to me was like well that's obviously not
the right direction. You're saying that
no that's not the problem it's these
loopholes. My question is what do we do
about this then? So I think the first
thing that we need to do is we need to
recognize that the estate tax has been
really effectively killed. And as I
mentioned, I think it is because uh it
was easier to kill because of this
vulnerability that it was imposed as a
sort of a second tax on the person who
dies. And and so for a lot of reasons, I
think that we have to understand that
this is not a tax that's going to be
resurrected, but it will actually help
us more to get rid of the tax than to
keep it. Because when we get rid of the
estate tax, we see about how our income
tax system preferences inherited wealth.
And we have a tax system as I mentioned
that has the income tax system is
designed to be very very broad. It
starts this idea that gross income
includes all income from whatever source
derived and so many so much so that even
if uh two people do a barter exchange
right somebody says I paint your house
in exchange for you filing my taxes.
Each of those people are supposed to pay
taxes on the value of what they received
for that exchange. really broad
comprehensive tax. And then you look at
this tax and you look at gifts,
inheritances, life insurance, and
they're all excluded. Well, there's no
justification for having a broad
exclusion of all of those sources of
income when lottery winnings and every
other type of acquisitions of money is
subject to tax. So, by getting rid of
the estate tax, it frees us up to bring
inheritances, gifts, and life insurance
back into the income tax system where
they belong. And there's a number of
advantages to that. First of all, the
tax will be imposed on each person who
receives the money based on their
appropriate income tax bracket. Um, and
so, and it will also give us a chance to
get rid of all of those problematic
aspects of the estate tax that allowed
for so much tax evasion, right? we could
do a uh tax on inheritances 2.0 that is
more appropriately levied on the
recipients of inherited wealth. When we
do so, we're going to need to think
directly about how much, if at all, do
we want to subsidize inheritances. I do
think inheritances have become
increasingly important for a lot of
Americans, particularly as uh as our
young Americans are having a hard time
uh getting jobs that are sufficient to
support the lifestyle, what we used to
consider a basic middle class lifestyle.
Things like owning a home, being able to
send your kids to school. A lot of
people are depending on inheritances to
help them acquire those basics in life.
And so I think that we need to
understand that we need to provide some
exemption for for inheritances. But when
we recognize that it is an actual
exemption for inheritances, then we can
come up with a reasonable amount. Maybe
each person should inherit be able to
inherit 1 to2 million tax-free and after
that they'll pay ordinary income rates.
Right? We can have a more coherent
system by bringing it into the income
tax system. Beyond loopholes, one thing
that's also interesting, we were
discussing the difference between
capital and labor. And outside of these
loopholes and outside of borrowing
against the assets, the reality is the
tax rate on capital gains is just
significantly lower than the tax rate on
income. Um, and I'm I we have this chart
here from this this 2022 study which
shows that the percent that the tax rate
on capital actually used to be higher in
America compared to the tax rate on
labor and then recently it flipped. But
also I would point out that this has
been the subject of debate on like how
exactly are you calculating what that
tax rate is on labor versus capital.
also uh Gabriel Zuckman who's written a
lot about this. He did a study and he
said that it flipped as recently as
2018. So there's all this debate on like
what actually is the true tax rate on
capital versus labor. But the larger
point being, should we really be taxing
people's work, people's income uh at a
higher rate than the income that they
receive or the appreciation that that is
realized on the appreciation of assets?
And I just like to get your views on
that. Should we essentially be just
increasing the capital gains tax?
>> We absolutely should be increasing the
capital gains tax and equalizing it with
the ordinary income rate. there's a lot
of uh you know you you'll get 50 reasons
about why people who want to keep that
reduced rate uh you know all sorts of
reasons that they have but none of those
50 reasons actually stand up on their
own and so uh I believe absolutely we
should be equalizing the rate the one
thing that I think that we could do is
we could provide inflation adjustment
for uh for recognizing gain so let's say
that uh somebody buys a house a long
time ago they buy it for $100,000 and
now it's worth a million dollars. But
inflation has gone up so much that their
actual gain, they're not really better
off by $900,000 because
that money isn't going to buy as much
anymore, right? They can only just buy
that same house or buy a less good
house. I'm not explaining this well. Um,
but a lot of that gain will be due to
inflation. And so I think that we could
equalize rates but allow for adjustment
for inflation of basis so that people
are paying are not paying taxes on the
inflation gains and that would be a way
of softening uh uh of softening that as
it applies to uh long-held assets.
>> That seems like a great solution to me.
Just make them equal capital gains and
make and and income tax. Just make them
the same. The thing that has confused me
though is that I'm not aware of any
societies or maybe western societies,
maybe I'm just not looking hard enough
where that is the case. And I guess my
question is why? Why is it standard that
capital gains are taxed at a
significantly lower rate than standard
income?
>> Well, first of all, right here in the
United States, they were taxed at the
same rate in 1986. This was a tax bill.
The 1986 tax act was put forth by
President Ronald Reagan. And I think
that what he did was he brought down top
rates but equalized capital gains and
ordinary income. So it's definitely
something that can be done. And one of
the things I talk about in my book is
how Andrew Melon, who was one of the
early Treasury Secretaries and was very
conservative, a staunch anti- tax the
rich kind of guy, wrote himself that he
saw no reason for taxing capital less
than labor. And indeed, he thought
capital should be taxed much higher than
labor because capital is something that
grows without anyone's effort, whereas
labor is something that requires a lot
of work. And so uh and so I think that
this is uh it's definitely doable and
we've had it in our notsodistant past.
>> Is there an argument that maybe it
reduces investment or that it could you
know just have an overall downward
effect on I guess the stock market. One
argument that you'll often hear,
somebody will get very wonky and they'll
say, "The statistics show that if you
raise capital gains rates above a
certain amount, then you stop raising
money because people stop selling their
property." Something like that, right?
But the reason that that is the case is
because we allow people to avoid capital
gains by avoiding sales. The problem was
that loophole. If you close that
loophole, then people will not be able
to avoid capital gains. And that is one
of these arguments that looks and sounds
really persuasive, but really isn't when
you look at it. We'll be right back. And
for even more markets content, sign up
for our newsletter at profgmarkets.com.
This episode is brought to you by SoFi
Small Business Loan Marketplace. You
know SoFi, the one that helps you get
your money right with student loans and
high yield savings. Now they're helping
small businesses find fast funding. If
you run a small business, you're
probably dealing with cash flow, trying
to find capital for new opportunities,
or thinking about other ways to expand.
With SoFi's small business loan
marketplace, you can get fast digital
solutions. That's SoFi Small Business
Loan Marketplace. In one single simple
search, SoFi matches you with vetted
providers for your business in just
minutes. You'll get matched with loan
options that meet your goals. And if you
find a loan that works for you, you can
receive funds as soon as the same day
you're approved. You can also explore
business bank accounts and business
credit cards. Visit sofi.com/provg
and see your loan options in minutes,
all with no impact to your credit score.
The SoFi marketplace website is owned by
SoFi Lending Corp. Terms, conditions,
and state restrictions apply.
CFL6054-612
NMLS1121636.
>> We're back with Profy Markets.
>> So, professor, let's assume the
administration comes to you and says,
"Okay, we we're going to cut some
expenses. We need fiscal sanity here and
we're going to cut some spending, but we
need to raise revenues." What would be
your two or three ideas for what I would
refer to as the least taxing or most
equitable tax increases?
>> So the first thing as we talked about is
to make sure that unrealized gains are
have a time of realization. So that
should be whenever the property is
transferred. That's that's the first
step. Brings coherence to the system.
>> So just let me press pause there. So
what about 1031 exchanges or putting
things into an LLC? Doesn't matter. As
soon as it changes title, it's taxed.
Absolutely. When you change title,
you're subject to tax.
>> And within hedge funds, when you buy and
sell stocks, they're also sometimes able
to defer taxes in any transaction. Would
that go for equities and other property
as well?
>> Whenever somebody no longer owns that
property, that's when the gains should
be tallied for that person. The second
thing that I would do is repeal the
estate tax because it is providing cover
for the rich and not imposing any taxes
or raising any revenue. and uh and we
should decide how much we want to
subsidize inheritances. Let's look
that's the question that we're asking,
right? To what extent should somebody
who would otherwise be subject to tax on
all income that they acquire be able to
inquire an inheritance tax-free? Maybe
it's a million dollars. Who knows what
that amount would be? But bring that
into the income tax system. Bring
inheritances into the income tax system.
And when we do so, we'll have the chance
to fix those uh all of those various
avoidance techniques that we have that
have become so entrenched in the estate
tax world because it'll be a clean slate
and we'll be able to uh have a smarter a
smarter tax that avoids those problems.
Uh and then the third uh would be to
equalize the tax rates between capital
gains and ordinary income.
>> Love that. And then my fear, the only
thing, and again, it's the only thing
you've said that I'm I'm not 100% in
line with, but I find that the tax
code's gone from something like 400
pages to 4,000. And those 3,600, I
think, are mostly there to screw the
middle class by creating all sorts of
loopholes. When I sold my company, the
first 10 million was exempt. And I just
don't see any reason for that. I I still
think alternative minimum tax is the way
to go because there's too many lobbyists
who will figure out a way to keep
inserting different loopholes.
>> But we we have an alternative minimum
tax right now and it's not doing its
job.
>> So it doesn't have any teeth.
>> Exactly. The AMT doesn't have teeth.
>> Well, isn't that because the AMT quite
frankly isn't an AMT? It's an AMT that
you can still stop. The exemptions can
still get around.
>> Right. But if we can I mean I think that
what you're saying is we need to clean
up the system and make it better. I
totally agree. But I just think the use
of the word AMT makes it sound like that
is a single response to the problem
rather than the problem is to actually
do a more granular approach to things
like for example like that exemption
those exemptions for startup businesses
that you got you know I think those all
need to be cleaned up but I think a lot
of work can be done by invest by making
sure that we're taxing investment gains
and making sure that we're taxing
inheritances. I was going to say not on
that list is a wealth tax which is the
most popular proposal uh in in the
political sphere right now making ground
in California. AOC has been talking
about it. Why no wealth tax?
>> I think that we all understand now that
the problem is that wealth owners have
enormous acquisitions of wealth and
they're not paying tax. And so the
answer, the obvious answer seems to be
let's tax their wealth. and uh
particularly for people who have
publicly traded stock where we can so
easily see how much wealth they have.
The problem is that uh these sometimes
these easy answers don't actually work
and I feel that's the case with the
wealth tax on a federal level. There's a
very serious problem about whether the
Supreme Court would find it
unconstitutional. We have every reason
to think that the Supreme Court would
based on a recent case. uh and uh and
you know they didn't have to go that way
but there was a recent case more where
they basically said oh yeah we might
very quite well find this
unconstitutional. So uh so on a federal
level there's a real problem and then on
state level there's a problem because
states people can easily move from one
state to another and we see this
happening.
>> They can move countries.
>> Well I disagree about that. You cannot
in Europe you can move countries very
easily because in Europe you have the EU
you have free transport and you don't
have a unified tax system. I do not
think we're going to have a serious
problem in the United States of people
leaving the United States and becoming
citizens of Qatar or other countries.
>> Well, you have to turn in your passport
and there's an exit tax. What I'm
talking more about is corporations.
>> Well, that's a separate corporations is
a whole separate issue, but I think that
right now we're talking about individual
taxes.
>> To your point, a wealth tax is what I
think my party does a lot, and that is
they want to be right as opposed to
effective. I think a wealth tax makes a
lot of sense, but they don't work
because wealthy people are incredibly
mobile, capital's incredibly mobile. And
also, I think on the corporate side, and
I'm curious, even going broader, don't
you think we're going to need some sort
of, and to her credit, uh, uh, Secretary
Yellen was able to get this through,
which I think that's right. Unless we
get other nations to cooperate and
unilaterally enforce some sort of
corporate minimum tax, you're you're
going to continue to see uh taxation not
realized where it's or revenues not
recognized where they're realized.
There's still going to be all sorts of
arbitrage internationally taking place.
No,
>> I want to add one thing about the estate
tax that makes the I mean about the
wealth tax that makes the wealth tax
particularly problematic, which is the
problem of valuation. As you mentioned
earlier, we tend to think of it as like
publicly traded companies, but lots of
people own these highly complex
partnership interests that are like 50
levels deep of partners. And people
might own levels at all different at all
different places. And the idea that
we're going to have a strong enough IRS
to be able to do annual taxation on
these very complex interests, I think,
is really problematic. And there's going
to be a great incentive for people to
move their assets out of the easy to
value stock market to the difficult to
value partnership interest. And that
could impose a cost on all of us who
have retirement and other savings that
really depends on a robust stock market
uh for our own savings. And so I think
there's a lot of problems with the
wealth tax. If we could get it done,
let's say that our IRS was highly
effective and our appraisal systems
worked, do you think that it would be
the right move if it were possible? I
think if it were possible that it was
constitutional, that people weren't
going to move, that it could be
effective, and that we could get the
value, and we could get the public to
not recoil at the idea that you have to
report every single thing you own to the
government, which I think is another
potential problem with the with the
wealth tax. Sure, I think it would be
great. I think it does the most direct
addressing of the problem, but those are
a lot of ifs. And so I think we have to
live in the world that we live in and
not in a fantasy world where we're able
to in one step curb the enormous power
of the wealthiest Americans. I think
it's a real problem that we have which
is we have people who have astronomical
amounts of wealth and we want to get it
and we want to get it today and we want
to address it but we don't live in a
political system where that is going to
happen. And I think that we and and my
concern is when we focus on that type of
thing, we create a false narrative about
what's going on and it makes it seem
like, well, we have to punish the rich
when really the problem is that we have
to bring the wealthy, their investments,
and their inheritances into our income
tax system. They should join us as
fiscal citizens like everybody who earns
money is already doing. So we we
mentioned the deficit earlier and this
unbelievable
national debt that is piling up and up
>> huge problem
>> and it seems as though there's sort of
this divide between the left and the
right where the right says that the
problem is how much money we spend. I
would also add that the right is
actually the one that is more
responsible for the irresponsible fiscal
spending, but that's maybe another
conversation. But that's the argument on
the right, the government, that's their
area of focus. The government's spending
too much. Let's get Doge and let's make
sure that there's we see less wasteful
spending. And then on the left, it's
that we're not bringing in, we're not
taxing rich people enough. We're not
generating enough tax revenue. And so
that's the thing that we got to focus
on. My question for you is what is a
bigger problem? Is it the spending or is
it the tax revenue?
>> It's the tax revenue. Without a doubt,
it's the t it is. And I think that if
you look at the numbers as I say from
let's say 2024 those are the numbers I
have in my book right uh the country
took in $5 trillion from all sources
just under $5 trillion that's income tax
payroll tax
uh corporate tax estate and gift taxes
tariffs everything right fees at the uh
fees at the national park total revenue
just under 5 trillion we spent 6.8 8
trillion. So, we had a shortfall. We had
to add to our national debt. We had to
borrow to make that $1.8 trillion
deficit to cover it, causing huge
problems uh to have this growing debt.
Meanwhile, at the same time, the richest
1% of Americans owned $55 trillion.
I say that and we know that there are
all sorts of ways that that wealthiest
1% not just the billionaires are able to
avoid taxes because they don't pay taxes
on their most common sources of income
which is their investment gains and
their inheritances. So the failure to
bring them into the tax system I find it
hard to believe that we wouldn't have
been able to easily cover that $1.8 8
trillion shortfall by taxing people that
owned $55 trillion.
>> I've looked at some of the numbers on in
terms of tax revenue as a percentage of
GDP
and what I found in the US over the last
I don't know a few decades is that it's
actually relatively stable. Like we
we've had some dips for sure. Um but
sort of at a very very broad level it
hasn't really gone down or up in a
significant way. Um, and so I guess what
you would be asking of our nation is to
make a significant change if if the
problem is the tax revenue would be to
be making a significant change in terms
of how much we are taxed overall.
>> I don't think that's the case at all. I
mean, if we're talking about you can't
when you start using a number like the
GDP, the GDP is enormous. So you can't
really see the differences, right? I
don't think the differences of raising
4.9 trillion and 7 trillion when you're
talking about in relation to GDP is
going to be a significant difference. So
I don't think that that's uh what we're
doing.
>> I think one thing we haven't talked
about is what I would describe as the
biggest tax cut in history in the US and
also the most elegant and that is
neutering the IRS.
>> It's a travesty and it's a giveaway and
it is I I couldn't agree with you more.
>> What is it? $750 billion a year that
goes the tax gap that goes uncollected.
>> I'm sure it's greater than that. So, I
mean, we need to fix the tax code and we
need to fix the IRS.
>> The next big change in our economy is
supposed to be likely to be AI. We're
seeing these data centers go up all over
the place. Um, we've discussed sort of
in general terms about figuring out a
way to tax this. Maybe you tax the data
centers. What do you think is the right
taxation approach to the next uh big
technology?
>> AI is really going to cause a problem
for our tax system if you think about
it. And it's interesting. I was on a I I
was at a program uh the other day,
actually one where Scott got an award uh
and uh leadership now. Somebody was
speaking an AI expert was speaking about
well how how AI might very well be
disruptive, right? we're going to we're
going to replace a lot of uh a lot of
workers with AI agents. And he said,
well, the answer is going to have to be
UBI, universal basic income. And I'm
thinking, and who's paying for this
universal basic income? Because in fact,
when you look at our income tax system,
right, 85% of the revenue comes from
individuals and labor and payroll taxes.
And so if we remove workers ne and we
we're gonna have massive capital growth,
we're going to have a lot fewer workers.
We're gonna really suffer in the amount
of revenue that we're raising under our
existing system. So I think it's a
serious problem. Uh so one thing is that
we need to address is by making sure
that we are in fact taxing capital
because uh under our current system we
don't tax capital and that's of course
where all the gains are occurring as
opposed to taxing companies. I think
that we're going to have to figure out
how to do it. I don't I'm I don't have
the the particular answer to it, but it
you know, we're going to we're going to
have to find a way of bringing um this
massive uh growing concentrations of
wealth into our tax system as well,
either under corporate taxes, business
taxes, or special AI taxes.
>> The big problem in the political world
is getting everyone to agree on this
stuff. we can have the right answer but
if we can't get people to agree and get
behind it then doesn't matter doesn't
work. So uh I'd love to get your
thoughts on how we do that. What is the
message? What is the argument that we
can get everyone behind such that we do
come up with the right solution and fix
the problem?
>> I love your question. Thank you for
that. Uh the answer starts with
educating the public as you started your
very first question right people are
being told that the rich people are
already paying taxes and because our tax
system is complicated they think all
right I guess I guess we're wrong right
and because individuals are paying such
burdensome taxes it never occurs to them
that the rich aren't paying taxes so the
first step has to be educating the
public which is one of the reasons I'm
so happy that you guys had me on your
show right you're you're already doing
that work. You're already spreading the
good word, but I'm it's a pleasure for
me to be able to join in that. The
problem with our system is that we are
heavily burdening work income and people
who have investments and inheritances.
We are giving them a free pass. And the
public can understand that. The public
is clamoring to understand that. And
once they understand that, then they
understand that the solution involves
making sure that we're taxing
investments and inheritances. just as we
tax labor income.
>> Ray Matto is a professor at Boston
College Law School where she teaches tax
law and policy, wills and trusts law,
and estate planning. She is co-founder
and director of the Boston College Law
School Forum on Philanthropy and the
public good, a nonpartisan think tank
that explores how the rules governing
the charitable sector could best serve
the public good. She was named one of
Time's 100 most influential people in
philanthropy in 2026 for her work
critiquing the tax code. And her most
recent book, The Second Estate: How the
Tax Code Made an American Aristocracy,
is available now. Professor Matto, thank
you so much for your time.
>> Thank you so much for having me. I
really enjoyed our conversation.
>> We love your work, Professor. Keep it
up.
>> Oh, thank you. Have me back on another
show, Scott. I've been clamoring.
>> Love that. I love that.
>> Okay. Thanks. Bye-bye.
>> Thank you for listening to Profy Markets
from Profy Media. If you liked what you
heard, give us a follow and join us for
a fresh take on markets on Monday.
Ask follow-up questions or revisit key timestamps.
The video discusses the systemic issues within the U.S. tax code that contribute to wealth inequality, focusing on how the wealthiest individuals avoid taxes by leveraging asset appreciation rather than salary-based income. Professor Ray Madoff explains how current tax laws, including the erosion of the estate tax, enable an 'American aristocracy.' The conversation covers potential reforms, such as taxing capital gains on asset transfers and equalizing rates between labor and capital, while cautioning against ineffective solutions like wealth taxes or poorly structured minimum taxes.
Videos recently processed by our community