Confronting ‘Wannabe Dave Ramsey’ For Exploiting Poor People! | Caleb Hammer
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In this episode of *Iced Coffee Hour*, Caleb Hammer from his show *Financial Audit* recounts a particularly bizarre and emotional story involving two young couples who appeared on his program despite having no sexual relationship, which he discovered through an accidental comment during filming. While investigating their finances for the audience, Hammer found hundreds of dollars in OnlyFans subscriptions purchased by one partner against her explicit wishes, leading to a confrontation that aired live with millions of viewers watching. Although the couple agreed beforehand not to discuss these purchases and she had set strict boundaries regarding them, he continued buying content from other women anyway. The situation was so distressing for Hammer that he felt compelled to intervene directly on air by taking his phone away. Despite the infidelity being exposed publicly, the couple remains together as they work through their issues in an update released later via his *Hammer Elite* membership program. The conversation shifts to broader financial controversies and public perception surrounding responsible spending habits. Hammer addresses common criticisms that he is too harsh or "fascist" for telling guests not to buy cars with high interest rates, avoid expensive sushi, or live outside their hometowns if they cannot afford it. He argues that many people mistakenly believe these luxuries are entitlements rather than choices within a budget, and that blaming corporate landlords like Blackstone is often an oversimplification of complex housing market dynamics driven by low inventory and zoning laws. Furthermore, he challenges the notion that being born in an expensive area grants one an inherent right to live there later in life, asserting instead that individuals must earn their place through financial discipline regardless of where they were raised or what degree they hold. Hammer also delves into his show's rigorous vetting process and safety measures, explaining how he filters out guests with dangerous red flags before filming begins. He reveals that while some guests have faced real-world consequences such as losing jobs due to their OnlyFans spending habits admitted on air, most participants are fans who signed up specifically for the humiliation and "roasting" aspect of the show. To mitigate risks, his team conducts background checks, reviews financial documents thoroughly, and even employs security guards at locations where tensions run high online or when guests exhibit unstable behavior. He emphasizes that while he sometimes pushes boundaries to create engaging content similar to *Jerry Springer*, every effort is made behind the scenes—such as offering therapy sessions or CPA consultations—to ensure positive outcomes for those seeking genuine help with debt repayment and financial education. On a personal level, Hammer discusses his recent achievements, including reaching $5 million in net worth through strategic investing during market dips rather than relying solely on income growth. He shares details about his upcoming move to a private home in Las Vegas featuring views of the Strip surrounded by nature-like landscaping, reflecting his desire for privacy and tranquility away from dense urban environments. His relationship with his girlfriend has been instrumental in improving his mental health, holding him accountable for fitness goals, and providing emotional support amidst public scrutiny. He recounts buying her a $10,000 Chanel bag as a gesture of love after an exceptionally profitable year, highlighting how their partnership helps ground him against the pressures of fame and financial success while maintaining humility about future plans like potentially purchasing land in Texas or building bunkers for potential economic collapse scenarios.
Read the full video transcript
OF, OF, OF,
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>> Which is your craziest story?
>> Yes!
What hits your account on a monthly
basis?
>> My paycheck.
>> Yes!
>> When you tell people just to be
responsible, they take that as like a
threat.
>> Hey, don't get mad at me cuz I'm just
standing up for myself.
>> What do you think of the criticism that
sometimes you're too harsh on the
guests?
>> Stop being a damn take some actual
responsibility for the first time in
your damn life.
>> Why the [ __ ] are you guys here?
>> How often do you tell [music] the guest
you should break up?
>> There's a couple people that they'd be
better off separate, for sure.
>> Yeah, she didn't have debt before me,
but she didn't have a degree either.
>> Leave this person. Leave this person.
>> I also didn't have collections before
you.
>> And you didn't have a job, either.
>> What would you say are the financial
death sentences that people do?
>> Cars are always a horrendous thing.
>> Seriously, the car's not the best.
>> I doubt you're maintaining it cuz you
probably don't even know where the oil
goes.
>> And if someone were to look through your
personal finances as an audit, what
would they criticize?
>> [music]
>> Caleb Hammer, welcome to the Iced Coffee
Hour. So, I've seen that you've filmed
over 500 episodes of Financial Audit.
Which is your craziest story?
>> Craziest story? It's a recent one,
honestly.
Couples episodes are my favorite. We
were just talking before, you love the
couples episodes. Everyone loves the
couples episodes.
There's a guy and a girl.
Tale as old as time.
Together, in love.
Finances a little bit of a mess. Kind of
using each other here and there.
But then I randomly find out that their
sex life is zero.
Why does that come up in Financial
Audit? I have no idea.
>> Honestly, did you ask them?
>> I don't remember the context. No, it was
like a sly comment cuz, you know, people
bicker on the show. And he was like they
were talking to us like, "If you gave me
some." or something like that. It was
something like that, which is like
triggered me to go deeper.
>> And then you have to investigate that.
>> Yeah, cuz my producers didn't know. You
know, one of them always sits there.
Uh I didn't know. I go in blind. So,
every once in a while we hear these
crazy things that whenever we hear
something that my producers didn't know
about beforehand, that's when we know
it's going to be like the craziest
episode. So, we find out they weren't
banging.
And it's like once a month or so.
And we went further in the purchases on
his checking account, and then it was
OnlyFans, OnlyFans, OnlyFans, OnlyFans.
And they agreed that they were not going
to do any OnlyFans purchasing, any
because she wanted to but he wasn't
performing.
And she was like, "It is a rule. You
cannot watch You can't do all this." And
he's like, "Okay. Okay."
So, I saw those OnlyFans purchases. I
was like, "Oh."
And it got really somber really quick,
and I felt so bad for her. And I was
like, "Dude, just give me your phone."
Took his phone, went into his OnlyFans,
and the dude is subscribing like once a
week to a new woman. Okay, so why do you
have to see his OnlyFans? Isn't it
enough to see the charges? Only like
what do you have to see the individual
people? Because
it was I only had a month statement,
right? So, I needed to see how
consistent was this going back. And this
was non-stop. While they're having this
struggle, and she put that as a red
line, as a no-go.
That he could not do that. And that all
being exposed on the show, I feel so
horrible for her, cuz it hit her.
>> I don't understand It was real. how
she's unaware of the only like it hit
her directly on the show, but if they're
submitting their financial statements,
don't you think that she would have gone
through it? And also, if they're at the
point of exposing this to millions of
people online, then this guy would have
been like, "Uh I don't know if I want to
do this financial audit thing." It's not
like he forgot that this is going to be
in his statements. He knows going into
>> know what's in their statements, cuz the
people that come on the show, I love
you. You guys are great, but they're
usually financially stupid. That's the
point of the show, right? So, they don't
know what is in their
>> That doesn't sound like financial
stupidity. That just sounds like general
>> Yeah, stupid.
>> Obviously, that's going to be there.
>> Yeah. Well, the thing is
I mean, we've talked about this so many
times, the guest is able to determine
what we do not talk about.
Usually, there has been many guys that
have been on the show that are like,
"I'm good with anything. Just don't
mention the OnlyFans purchases." So, we
redact them and they're never even
mentioned. You wouldn't even know what a
>> So, they are hiding that from their
significant other if they
>> Or just from the audience or from their
workplace or their friends.
>> How common is it that they have OnlyFans
charges?
>> Very, and we censor.
Via their request. So, that guy had that
opportunity.
I don't think he even like just thought
about it. I don't even think he thought
about it.
>> Did he seem like the type of guy that
just wouldn't think about that? Or did
it seem like he like wanted the drama,
he wanted the episode to go viral?
>> Oh, no, he did not want that to happen.
So, he shut down. And it wasn't
intentional. Again, that came up just
organically. That wasn't planned, that
wasn't known about. So, no one knew,
including him. It was crazy. The news is
they are still together. We've recently
done an audit update apart of our Hammer
Elite membership with them and they are
still together. They're working on it,
but
it was kind of infidelity.
Because they agreed. They agreed. She
put the red line out there, the
ultimatum. He's like, "Okay, fine." And
then for months, for months, hundreds of
dollars of OnlyFans purchases
off to other women. When they're not
being
>> have a joint account or were they
separate accounts?
>> Separate. They weren't married yet.
And they're very young. It was like 20
and 21. So,
>> How often do you tell the guest, "You
should break up"?
>> Um
For couples, maybe like 25% of the time.
I I I
>> That's honest then, I
>> I don't want them to break up usually.
But, in the heat of the episode, when
I'm like kind of hating someone, and I
see that someone's the villain and I'm
like, "I want Leave this person. Leave
this person." But in the end, you know,
once I actually have a second to cool
down before filming our post show, it's
like, "Okay.
Okay.
I hated you in this moment, but I don't
hate you as a person. I don't want you
guys to actually break up, but who am I?
I kind of wanted you to.
There's a couple of people that they'd
be better off separate, for sure. Like
we had a potential We've had a couple of
abusive situations and we've talked to
the women off camera afterwards.
And I think they should leave.
So
>> to them off camera, just be like, "Hey,
I'm just letting you know."
>> you know, giving them the resources just
in case they're in danger, telling them
they can text us anytime, that kind of
stuff. And I want them to leave, but you
know, usually people in abusive
situations, they don't. And the the one
that we had that we uploaded like 2
weeks before we're filming this right
now,
um none of us had knew that it was a
potentially sketchy situation. It just
kind of came up in the episode when he
was outside of the room,
she offloaded what was happening.
>> What was What was happening?
>> Um very confrontational, her being put
in the corner with him like yelling, him
grabbing her collar, and pulling her
back in.
But I didn't get his alternative. I
didn't get his side until the post show
cuz I would just I I wanted to back away
from that topic. In the post show, it
was a completely different experience
from his angle, saying that she had a
knife, she was threatening to hurt
herself, that she was going to kill him.
It was like all these different So it
was like, who's right, who's wrong? But
they probably shouldn't be together.
>> And how were their finances?
>> Always bad.
>> [laughter]
>> Always bad.
>> That's crazy. You're really getting like
kind of over
like you're getting into some
treacherous territory here.
>> Yeah, it's crazy.
>> Have you ever been threatened with a
lawsuit from a financial audit that's
done?
>> Okay, so one of our favorite recurring
guests, Brent and Davey,
he he threw out the threat of a lawsuit.
I don't think anyone took it too
seriously. I don't I don't even think we
ran it past our lawyer.
I don't remember. Uh just that
everyone's so on boarded so detailed
that no one's surprised. Nothing's too
crazy. But I mean, I think in the early
days, I mean, we had a couple people
that are upset. Maybe they like thought
about it, you know, in the back of their
head.
>> But the thing is is it sometimes these
people's grievances or charges get
thrown out to the world. Millions of
people see it.
Has anybody been worried about the
repercussions of like getting employed
afterwards when they've been caught
lying to their significant other about
OnlyFans charges? And maybe an employer
sees this and says, "Hey, wait a second.
Maybe this is not the guy who we should
hire to like be in charge of the
elementary school."
>> The elementary school. Only one person
in the four we film a week, three
uploads a week, has actually faced
real-world consequences from his job.
But it was fair. The dude worked in
being like an airline mechanic. So he
was doing maintenance, which people's
lives depend on. And the job that he had
at filming, which he fully admitted, and
again, he did not need to talk about it
in the show. He could have told us, and
we would have not done it. Cuz I don't
even think I knew about it. And he said,
"Yeah, I was fired from my last job
because I almost got someone
And he just admitted that, and they were
like, "Oh, we didn't know that. Sorry.
Bye." So that's the one person that's
faced actual real-world consequences.
Most get their bosses permission to come
on the show. They're like, "Ah, I'm
going to come on the show. It's going to
be a little embarrassing. Are you chill
with that?" And they're like, "Yeah,
it's chill." Cuz most people don't
actually care. It's, you know, a fun
like it goes crazy online for like 2
days, and then it's gone, right? So
>> Have you ever made the decision to
remove something from an episode in
order to protect the guest?
>> Oh, yeah. Well, all the time when it
comes to locations or people's names,
that happens constantly.
>> But what about their own just negligence
or something that they don't understand
the consequences of putting that airing
that out.
>> reveal something where you say, "You
know, you really shouldn't be saying
this and even though you think it's
okay, I'm going to take the executive
decision to cut that."
>> Yeah, a couple mental health things. Not
in like a position where they weren't
mentally well enough to be on the show
or something like that, but more like
uh
you know, they're talking about maybe a
situation where like, you know,
it's not the best. It's It's like
it reflects badly out into the world and
you know, maybe
in that moment they were very sad and
worked up, but we're like, "Okay, they
probably didn't want to say that." So,
there's just a few instances here and
there and I give my editors a lot of
power where I I don't need to overlook
everything, but if they see that
something's like, "Okay, this could kind
of [ __ ] with that person's life." You
know, and it's like obviously in the
moment it didn't really make sense for
them to be saying it. It has no
contextual part of the episode, then
they'll they'll get rid of it.
>> Now, what about recently? You had a
guest come in with a
>> Yeah. [laughter]
Well, actually yeah, it's happened a
couple times, but yeah.
>> A couple times?
>> Yeah. Yeah, I dude, I don't know, man.
People are crazy. We got a guy up front,
you probably saw him. We love him. He
keeps us safe. Um I'm waiting for the
day when he gets to, you know, tackle
someone, but uh cuz we got some crazies
out there, but Yeah, she came with a I
have no idea why.
It was stupid and she bought it right
before coming on the show with that.
Like a dumbass. I don't know what the
she was thinking.
>> Why did she buy it before the show?
>> Uh safety because she was coming from
the airport to our studio.
So, she she did that at the airport.
>> So, she went landed the plane.
>> Yeah.
>> Went straight to a
>> store, I think. So, or she got it right
before going on the plane. I don't
remember, but she was like, "It's a new
city. I'm scared.
>> Does it not seem like a a red flag that
a guest buys a before coming on the
show?
>> A little bit, but we have them here.
>> Even still, I I don't think normal
people
land somewhere to go on a show and like
in between the airport and the show
buys a
regardless of the intention of that.
This It doesn't seem like a
If it looks like a duck, smells like a
duck, sounds like a duck,
might be.
>> The show wouldn't be half as interesting
without a couple psychos here and there
though.
So
>> How do you find
>> some to take.
>> you find some of these people? Because I
see your ads everywhere. When I'm on
Facebook or Instagram, I'm scrolling and
I'm like, you know, come on Financial
Audit. And it seems like you're casting
worldwide almost or throughout the
United States.
>> targeted places and you guys are in
Vegas. Yeah. So Vegas, you know, there's
some fun people in Vegas. So it's a
couple targeted spots. The thing is
every It's an awareness play. You We
target people who already watch
Financial Audit, already fans of
Financial Audit. So we just get them to
think, here's the show that you like,
want to come on the show. Cuz we
Everyone we have is from the audience.
In the In the rare like
one or two times a year that someone has
not seen the show, we force them to
watch an episode and some clips before
they come on the show. But everyone's
just from the audience. We just target
them. We're like, hey, you want to come
on the show? Want to come on the show?
We just kind of make them think about it
when they're
when they're scrolling online. So
Everyone's from the audience. There's
just some crazy people out there and I
love them for it. I love them for it. Be
crazy. I We like a little crazy. I'm a
little crazy.
>> What I don't understand is why do you
have the name of your company on the
door
to the building?
>> Uh
>> I have never understood that. It seems
like there is so little to gain and so
much to lose.
>> That was the first thing Jack and I said
even even when we first started the
show.
>> it and I'm just like, like, what do you
have to gain? If you can maybe list out
three things, like three benefits of
having the name on the door.
>> Um I mean, it's I like my logo.
It's like a little bit
>> Ego. Okay, there's one. Ego.
>> Ego, sure, a little to a certain point.
I mean, it's it's it's it's really cool
to have accomplished having, you know,
like a big space. That is cool. But, it
does make it easier for people to find,
but we could use we could pretend it's a
different company and just tell them to
find that. So, that's not a good reason.
I don't know. This is one of the first
things we did was market
>> we've seen some studios.
>> Yeah.
>> And they've purposely gone out of their
way to be as anonymous as possible, and
that works to their favor. And you have
no idea who they are, what's going on
behind the doors. It's all tinted.
>> Yeah.
We probably should.
Yeah, we probably should. We have some
crazies. Again, I'm happy the guy up
front is there. I love him. He takes me
to and from my car every day.
>> That's good. That is very wise. Yeah.
>> Or if I go downstairs for any of the
restaurants and whatnot, but
>> Do you Do you worry about your personal
safety?
>> I did. You know, after the Charlie Kirk
thing, I was like
I mean, we're not even in comparable
spaces, but I've had people, even though
I literally just joke and make roasts to
people that are consenting to it, I have
people calling me fascists day in and
day out. So, I had security sitting out
front of my house for weeks until we got
to install a good system. I got to get
install a blaster inside off if needed,
but, you know,
it was
it was scary there for a second. I think
everyone was I mean, I was texting you,
you were a little nervous, too. Like, I
think everyone was a little scared that
is even
per- personal finances can get
controversial. When you tell people just
to be responsible, they take that as
like a threat. It's like the the way
people twist things, it's crazy.
Um
I mean, yeah. I mean, I have a pretty
intense snark community, and um I have
and then those those people are pretty
crazy, and they've put other creators'
lives in threat. So, every once in a
while, you know, I'll get a security
guard to sit outside when like
something's kind of
bubbling a little, when people are going
a little ravenous online. But, in
general, we have a good security system
at my house to protect me, my
girlfriend, and dogs. And we have a
ready fingerprint, you know,
if needed. Hopefully not though. This is
It's just crazy that a show that should
be
just fun. It was crazy titles and
thumbnails. I get it. I know.
It gets people so heated in a way where
like I mean we get we I do get threats.
>> The thing is I've watched a lot of your
episodes and some of the people, I think
who are on your show, are not
mentally stable.
And those are the people who I worry
about or maybe you go a little too hard
on them or maybe
something happens down the line that
they were on the show and then they're
not in the right head space to fully
think through their decisions.
>> Yeah, it's always possible. There's been
a couple of people we've been nervous
about. Brent,
a guy a long time ago named Zeke. We do
a lot better in our vetting process now.
We don't allow people with like these,
you know, if they have like dangerous
Actually, we do background checks and
our security guard did find one person
who almost came on and I was almost
invited to the studio. Had a couple just
weird red flags in their internet
history and we're just like, nah, it's
not even worth the risk.
>> Smart. The logic agrees with you. Like
you're not doing anything objectively
wrong, but you're potentially working
with people that aren't playing by the
same rules. They're not following the
logic.
>> Yeah.
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enjoy. Going on something a little more
positive here. You've seen at this point
thousands of people
between couples, individuals, you've
seen all the personal finances. What is
the strongest predictor of success?
>> Strongest predictor of success
it's when they have a really good story
about
weight loss or grinding through a degree
or working through a family struggle and
helping someone else. When they've
buckled down and actually accomplished
something even outside of personal
finances. Like I know ooh, you have
the capacity to lock down, go through
some uncomfortable months or even
potentially years if it's really bad
and get the done. Especially those that
have gone through like We've come on and
they've lost hundreds of pounds and I'm
like, man, okay, if you went through how
hard that is, I know you can take a
budget, take some tools, take some
resources, and actually improve your
life. Or when they've saved family
members or friends or gone through
really hard degrees with no support.
That it's I mean it's past behavior is
indicative of future results or
something, right? So, it's when people
have really accomplished some hard
things in the past, I know they can
buckle down. Now, on the other side,
when I have a guest coming on and they
play the deflection game, this happens a
lot. They're like, "Oh, yeah, I'm going
to change that." Or, "Oh, yeah, I'm
changing that." Or, "I want to change
that." That's the response to any
pushback I give. And I'm like,
"No, you have no example, no history of
you ever changing anything, and I have
your statements right in front of me,
and it's all right there, and that's
just last month. You can't just Your
response to everything can't be, 'I'm
changing that. I'm going to change
that.' Cuz that isn't it." I can take
that word from someone that lost weight,
went through a really hard time in life,
and went from homelessness to back.
That I can believe in that person. But
when someone hasn't actually had the
struggle or done the turnaround at any
point in their life, and they're just
like, "Yeah, I'm going to do it." I
don't believe it.
I don't believe it. There's nothing for
me to believe. What's there to believe?
I don't see the believe. Do you think
it's possible for someone who has not
been through these struggles to make a
change? Oh, I absolutely. It's just
harder to
be like objectively confident.
Cuz it's it's the first time. I mean,
when I went through my personal
financials, the financial issues in my
early 20s, and grinding my way out, it
was the first real struggle that I had
to do myself, cuz yes, my family had
personal financial struggles and
foreclosure notices, but that was on my
family, right? As a kid, you might have
some like side consequences, but it
wasn't like I didn't have to go get a
job at 5
or 10.
>> Yeah.
>> So, I mean, I did it. I know people can
do it. I just I cannot play the game of
the deflection of, "Oh, I'm going to
change it." It's like, there is nothing
to show me. You can't just say that.
That's not an answer to, "Hey, why'd you
spend all this?" "Oh, I'm going to
change it." No, it's You haven't showed
me that you are. You know, you haven't
proven that. So, yeah, of course, of
course, but it is harder to get in to
that motion of really changing your life
for the very first time ever,
for the first time ever, when you
haven't done it before.
>> What's the most insane purchase that
you've seen from someone who was broke?
>> Only fans is a pretty bad purchase.
Paying for titties?
Paying for titties in 2026.
>> I will say, ethically speaking, it could
be more ethical than free.
>> Jack, the hub does ads. The AdSense on
the hub
The AdSense on the hub is crazy.
>> I hear actually the hub pays really well
and that some creators are uploading
their non-explicit
videos to the hub and actually making
like decent money from it.
>> It's like making members content versus
posting it on main. Main does really
well.
Like it's it's, you know, so you know, I
get it. But I mean that's stupid. I'm
sorry. Titties are everywhere. They're
free. Why are we paying for them?
That was a dumb purchase.
Um
You always got the car, the hundred
thousand
dollar Ford Texas Ranch Ranger
F-1000 and it's just Oh my
Or when someone thinks they got a nice
car like they got like a Dodge Charger
and they souped it up for like fifty
thousand dollars. I'm like, "What are we
doing? Why Dodge Charger? Why? Why?" So
cars Cars are always a horrendous thing.
What's the biggest car payment you've
seen?
>> Two thousand, I think. Two thousand and
it was a truck.
It was a truck, yeah.
>> How much were they making?
>> that was around two thousand.
>> How much were they making?
>> Well I don't
It definitely wasn't in their budget,
I'll tell you that. I mean, usually
around the show people are bringing in
like five to six.
>> So they're spending like 35% of their
income on a car.
>> Yeah, but they could have been a three
thousand dollar income. I I you know,
that was like a year ago, so I'm not
exactly sure on their number, but it was
about a two thousand dollar truck
payment. And we've had that, I think,
twice now.
>> What's a classic broke person car?
>> Dodge Charger is definitely [laughter]
Highest level of repos, I think, one of
them, right? Um
or Challenger.
Uh
I don't know. They do gravitate to like
those like weird muscle cars.
It's classic. That and a big big ass
truck. Americans and their big ass
truck.
>> I don't know why, man. What would you
say are the financial death sentences
that people do?
>> It's the micro purchases.
The micro purchases and it's how you do
your micro purchases. So, even in
people's checking account, they'll do
the micro purchase of the McDonald's
McDonald's McDonald's McDonald's over
and over and over again. And but they
don't think it's much cuz it's $10, it's
$12. Then it's every day every other day
or the energy drink. The energy drink
thing is huge, man. People going in and
buying $5 energy drinks every day on the
way to work.
Every day. And that [ __ ] stacks. But
then you can do it wrong. You can do it
on a credit card that is building
interest. So, it's even worse than on
the checking account. Or you can do it
even worse, do it at a 35% interest rate
on Klarna and then only
This is what we have now on our show.
People buy their energy drinks on Klarna
and then they'll pay their Klarna
minimum monthly payment with their
credit card and then they'll pay their
credit card with like a personal loan.
It's like It's just like debt for debt
for debt for debt. And the longer you
push that out, the further you push it
down that debt train, the longer it
takes to pay off the debt. But it's
those micro purchases are what's killing
everyone. It is a high car payment or is
the micro purchases that you're like,
"It's not that much, but I'm going to do
it over and over and over again and it
stacks up way higher than you'd ever
think."
>> Where do you think the balance is though
between scaling back on micro purchases
and putting that effort towards making
more money?
>> Well, more money doesn't change bad
behavior, right? So, it really doesn't.
I mean, when people lifestyle and play
you get an extra 25% income, you
probably spend an extra 35%.
So,
before people ever
aggressively go make a lot more money or
go through bankruptcy, credit card
transfer, personal loan, whatever it is,
those can all be really good tools. But
if you don't change the inherent
behavior that got you there in the first
place, you're just going to [ __ ] it up.
We've had people that are coming out of
the show going through their third
bankruptcy cuz that doesn't actually
change anything. Debt consolidation
doesn't change anything.
>> You're calling it behavior. Would you
say it's
more a lack of knowledge or would you
say it's mostly laziness that keeps
people poor?
>> Uh these days more laziness. I could see
I could see lack of knowledge a bit more
10-20 years ago, but now more than half
the states in the country have a
required personal finance course
to graduate high school. Like that's
huge. That's a big change in this
country. Uh that's a big positive.
Um
and now where we live in the world of
Grog GPT, um Claude, Google, you name
it. Anything you want to know, you find
out. And personal finance is honestly
basic. Like I'm kind of good at comes to
math.
Uh it's basic. It's very basic stuff.
Like
no, we're not talking like with the best
insurance is by We're talking about
paying off debt, building a fully funded
emergency fund. So this point, it's
laziness to not
find the answer
or it's just
it goes beyond the ignorance to like you
know there's something going on
and you're just actively choosing not to
do it cuz it's more comfortable to put
your head in the sand. It's more
comfortable to live that fast food every
day, Starbies every day lifestyle.
Uh which is fine. I mean, I get it.
For what it's worth, I mean, I will put
myself
back there
with all these guests that are doing it.
When I was in college, carefree, going
to McDonald's every day or going out
with friends and putting that all on
credit cards every single day. Chase
Freedom card.
It was
it was fun. And I had no stresses. Even
though the stress was building
I didn't acknowledge it. It wasn't real.
It was something for later, not to think
about. And that was fun.
It's more stressful
to think about money even when you're
successful because you're thinking about
money. And it's just It's always there.
It's always something to figure out.
When you're not thinking about it,
you're just swiping.
That's a great life. Not in the end, but
it's a great life in the moment. It
really is.
Uh so
I think it's a little bit of of It's
certainly laziness, lack of information,
less and less so.
And cuz everyone uses the excuse, "Well,
my parent never taught me." No one's
does. Did yours Did yours I don't know.
>> A little bit, yeah.
>> That's what kind of got me into it. Like
he was I remember when I was young,
actually it was Graham, honestly. Like
my dad was telling me, "Hey, you should
like be buying stocks and stuff like
that." So, like I kind of like dabbled
very lightly, but then it was Graham's
videos of like high interest banks. And
I was like, "How can I make my money
that I've saved kind of like grow over
time?" So, it was really just
>> high yield savings accounts was the
first thing to everything.
>> But I do agree with you. I think it's
mostly laziness and not necessarily
knowledge, because the knowledge is
everywhere. It's not hard to find it.
>> you have to know to look for it in the
in the first place.
>> What do you mean to look for it?
>> It's pretty obvious. If you're not
satisfied is people spending money on a
credit card, and that's your entire
world, how do you know there's anything
more?
>> Okay, so like what IQ do you think you
have to have higher than to be able to
say, "Okay, I am dissatisfied with where
I'm at financially, let me do a quick
Google search to see how can I improve?"
>> I just think when it's all you see, it's
your entire world. You have no idea
what's beyond that world. Let's just say
you live in a in a very poor
neighborhood, you've never been out of
that district, you don't have a car. All
you see is just poverty. How do you know
there's anything beyond that?
>> The same could be
>> Well,
>> I mean, know beyond that.
>> For what it's worth, we live in the
world where everyone's watching content
from all around the world. You know
there's a life beyond it. I'll say that
I mean, where you were going for a
second I was totally aligned with. When
you grow up in bad schools, you grow up
in poverty, yes, it is harder to escape
that. The United States isn't perfect
for going up to the next class, you
know? We're we're kind of middle of the
road when it comes to that. You can get
lots of success here, but it is it's
it's not perfect moving up the ranks.
Um
But now with everyone being so
connected, you you see beyond
>> All you need is one of your shorts or
one of your shorts to appear on your
shorts feed, and then it's like, "Okay."
But if you only get one once you start
down that path, do you get recommended
the content? Like I remember when I was
making the video about the Roth IRA
explaining it, I knew that people
wouldn't know to search for it unless
they already were looking for it. And so
I made a video on like
>> to make something.
>> how to be a tax-free millionaire on $5 a
day or whatever the title was.
>> is the thing. Back in the day it didn't.
That's why I think now is different than
it was a decade ago.
>> Well, I mean my thing is like if you're
going to get your first credit card,
we didn't have GPT and all that stuff
when I was getting my first credit card.
Instead I asked my parents. If I was 18
today, I would literally YouTube,
Google, like maybe I wouldn't say what's
dangerous about a credit card, but I
would like tell me about this credit
card. And it would at least tell you
about the interest and all and then I'm
like, oh [ __ ] wait, tell me about that
interest rate cuz it takes you down all
those rabbit holes to keep you using the
service. So
>> Would you agree that if you're motivated
[clears throat]
to become financially literate, then it
exists?
>> Yes.
>> Okay, then the opposite of being
financially literate
>> There we go. The exact opposite of being
motivated is to be lazy. And so you're
saying then that if you're lazy, that
will be a massive obstacle.
>> it's harder when you don't know what to
look for or what you need to even search
for.
>> That is true.
>> That yeah, that's absolutely true, but
if you're on the sliding scale of like
laziness versus knowledge,
then like if you're motivated,
eventually you'll find out. If it
requires a few failures along the way.
>> I think right now there's like another
100x opportunity that we're all going to
look back on today and be like, oh my
gosh, if only I knew to search for that.
But you don't know to search for that
because it's not in our sphere. But 10
years from now it might be and we look
back at today and we say, oh, I should
have done that. I mean a lot of people
do that with finance. I should have done
this had I known that I needed to do
that.
>> It's also harder cuz again we just have
so many more resources.
>> just take a snapshot of time right now,
you know, that's I think that there's an
abundance of knowledge, information
online
that can take you.
>> Less so about the lack of education. A
dangerous thing we see time and time
again is like the bad education cuz
it's not
uh perfect isn't like trying over and
over again, right? It's that or
perfection isn't trying over and over
again. Cuz if you keep trying the same
bad thing over and over again, you're
going to be perfect to be bad as well.
So, it doesn't lead to endlessly good
results. If your parents are giving you
bad information like, uh you know,
we're
Let's say we're in a place that is lower
income and everyone is getting their
nice cars what they're prioritizing over
getting a nice place or a nice education
and and your parents are pushing you to
do that like, "Hey, you got a good you
got to get this car. You got to get this
clothes. You got to do this." Like,
that's bad education. That could hurt
someone cuz the kid's very
impressionable. Um
or get getting pressured to go get a bad
degree, a worthless degree at any
school, going into any amount of student
loan debt. Like, I don't blame an
18-year-old for that if their parents or
student counselors are heavily pushing
them, "Go to any school you want to get
any degree you want and borrow whatever
it takes to get it." So, you know,
that's I I don't think that's laziness.
I think you can have a bad influence.
I had a slight bad influence. I turned
18. I wanted a piano. My set My parents
said, "Well, the first thing you should
do at 18 is open a credit card and max
it out to get the piano you wanted."
So, I did. That wasn't laziness. That
was the people that I looked to for the
advice giving me bad advice.
Uh so, it's not just laziness. There's
There's There's other components to it
as well. But there's lots of laziness. I
100% agree. There's many components to
it.
We just happen to maybe disagree on the
sliding scale. Sure. Sure. Why do you
think so many people don't know how much
money they spend?
They don't look, man.
I got people coming out of shows that
have never seen their checking accounts.
They won't do something as simple as
just like literally just all the all the
apps do the automatic connections and it
just tells you within like 2 minutes.
>> your favorite one that you'd recommend?
>> Well, DollarWise, of course, but
>> [laughter]
>> If If we're If we're putting that to the
side, besides DollarWise budgeting app,
what would you recommend?
>> Hmm. I like ones for a reason. If you
want to go hardcore advance, YNAB is
fun.
We would just learn that a lot of people
click off in the onboarding because this
is there's too much.
>> much. I agree with you on that. I tried
doing it and it just was taking too much
time. I was like
>> That's why we did simple. Uh Rocket
Money is pretty good. But I learned in
the end they just kind of want to sell
you a mortgage, so
wasn't the biggest fan of
>> I got a mortgage with Rocket Mortgage.
>> See.
>> In fairness, but but but it was the best
rate that I could have found. They're
very competitive. I got to say.
>> I'm not saying that's inherently bad,
but I want to use it for my own reasons,
not to be sold. Uh I did do Every
Dollar. Every Dollar was good. One thing
I didn't like and why I don't always
advise it is cuz it forces you to use
the Ramsey method.
So you know that's not like personal.
So Monarch is pretty good. Monarch's the
new guy on the block. I just always get
a little nervous when companies raise
like a hundred million dollars in
private equity cuz
>> What do they use that money for for a
budgeting app? A hundred million
dollars?
>> It's crazy cuz we didn't need that, but
also private equity always ends up like
collecting private data in the end. Not
saying they're going to, that's always
what private equity wants. So I get a
little nervous. So I like all those apps
for their own reasons, but I'm hesitant
for all those specifics as well.
>> Yeah. Personally, I tend to like Rocket
Money a lot. I find it's the best
beginner friendly.
>> It's pretty easy.
>> everything you need and it's pretty
affordable if you pay for it and I pay
for it. I actually like it.
>> I'd say they're all affordable for what
you get. If you tweak your budget cuz
all of them are on like ten to fifteen
bucks a month, if you tweak your budget
and save a hundred bucks just because of
a budgeting app, it's like it's so
easily worth it.
>> This episode is in partnership with
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So, at what income level do you feel
like someone should stop feeling broke?
Does that ever happen? Did that happen
to you?
>> I don't feel broke anymore, but I don't
I don't feel rich either.
So, I feel like somewhere in the
somewhere in the middle.
>> memed on for saying that, of course, but
Um yeah, stop feeling broke? Obviously,
it's going to depend on where you live.
Man, it's going to be less of an income
thing. It's going to be your
liabilities, isn't it? It always is. You
can be making a hundred million dollars
a year, but if you got billions in
liabilities, I mean, and those
payments are [ __ ] you're going to
feel broke.
A hundred thousand dollars a year is
what I always aimed for.
But if I had a high car payment, high
rent, high mortgage, whatever it is,
going to feel broke.
>> Even studies today now say that middle
class starts at a hundred and forty
thousand dollars a year for a family
with two kids.
>> Yeah, and Gen Z said they needed to make
like three hundred thousand a year to
feel comfortable or something.
>> Yes.
>> Which is why
>> your thoughts on that?
>> Well, my thoughts is they haven't been
through a recession yet. So, a little
bit of a lack of life experience, which
is fine. It's not a bad thing. That's
not on Gen Z. I'm right in that middle.
You're Gen Z. I'm like on that cusp.
Um so, it's not pooing on them, but it's
like
I get it. I get it. The lifestyle that
we want in our consumerism culture, the
more the merrier when it comes to money,
but once you actually go through a
recession or you enter a bad job market,
now they actually are entering a bad job
market right now, and that might change
the numbers cuz [clears throat]
where Gen Z was entering the job market
for the majority of their work life so
far was like the best job market in the
history of the United States. You know,
that COVID boom. Tech hiring anyone for
anything.
And now, it's a bad time. Now, it's a
hard time. The layoffs last month,
highest since the Great Recession.
Job number revisions that hit the day
before we're filming this episode,
millions less last year. So, I think
that is what a generation usually takes
to realize, "Okay, like I I
can be happy with
living a certain lifestyle, and it
doesn't need to be this over-the-top
crazy." So, not saying they need to, but
it is hard. Reality hits in.
>> How bad is Gen Z going to get by AI?
>> Dude, that's the question. That's the
question.
>> All the people right now who are
studying to be lawyers,
>> Yeah.
>> engineers, I feel like so many people
are going to get wiped out, and they're
going to spend hundreds of thousands of
dollars going to school,
years of their life just to graduate and
realize like, "Wait a second. This AI is
now able to do what I've studied years
to do, and it does it in 1/100 of the
time for free."
>> That's crazy.
My head of tech
who has uh about a five-person team, he
said
if he was doing this six years ago, he
would need three times the people.
That's a ton of jobs, not out of like
greed or anything. It was just like, you
don't pay people when you you don't need
to hire someone. It's not a greed thing.
So, everything's just so efficient right
now, especially in the world of
programming, even slightly design, and
engineering. It is difficult.
The arguments are interesting on both
sides.
And it's impossible I I refuse to take
like who I agree with cuz I don't know.
I don't want to just just like be like,
"Yeah, I agree with this person that's
guessing and doesn't know what they're
talking about." There's the two camps,
right? It's "Okay, this has happened
throughout human history.
You got the farm equipment. You got the
automation in factories. Okay,
industries got wiped out. It was all
replaced with something more productive.
This is another example of that." And
then there's the other ones like, "Well,
no, this is this is new. This is
completely game-changing. We're not
going to need to do anything. We need to
get something like UBI going. We need to
do You know, this is we've never seen
anything like this."
I don't know what the other side of the
hill looks like.
I don't know what the other side of the
hill looks like. I don't know if I want
to fully advise to panic, go into a
trade that is less AI-replaceable
cuz I don't
I don't want to scare people off from
anything else.
But, I also don't want to say there's
nothing to worry about. We We don't know
what the other side of the hill looks
like, man. We really don't. And we're
already seeing some impacts right now.
Customer service will probably be
automated.
If If you ever talk to one of these
programs right now,
>> They're getting better.
>> They're getting good. They're getting
good. Um I talk to the Grok in my car
sometimes. Like when If we're stuck in
traffic, me and my girlfriend will play
trivia on it. It's a little weird with
her intonation sometimes, but it's good.
And it listens really well. So, customer
service is probably gone. A lot of
engineering's probably gone.
>> I think therapists are also going to be
wiped out. Yeah. Once people feel
>> afflicate
safe with that.
I have to call about it. You don't think
so?
>> Yes, absolutely. If I have any sort of
personal problem,
I will put it in ChatGPT or Gemini and I
get its unbiased opinion.
>> Unbiased?
>> Yeah.
>> I I I say poke holes. You You have You
have to word it in such a way that it
doesn't just agree with you.
>> you.
>> And I And I I want it to poke holes,
show the other side, tell me what I'm
not seeing. You have to prompt it.
>> You do have to prompt
>> to
>> You do have to prompt it, but still
there is kind of like an end-all with
like there is bias on social
>> Yeah, but so would be a therapist. A
therapist would have their own biases
that they weave into. I I would probably
feel more confident
>> Okay, so then how do you justify when we
ask ChatGPT, "Hey, estimate with the
highest level of accuracy our IQ." And
it gives you and I both, when we
literally say We literally say, "Be as
objective as possible, like no
nonsense." And it says the exact same IQ
for both.
>> You and me and our other friend with the
car.
>> I'm just saying
>> I'm not saying it's perfect and I'm not
saying that I follow it as gospel, but I
will say it does give me
what I think is a valuable perspective
that maybe I am not seeing.
>> 100% it does do a generally really good
job, but also for the average person
that's going to be using ChatGPT,
they're looking for validation. And so
when they say, "And then look at what
this person said. It wasn't that messed
up." And ChatGPT being its very biased
self will be like, "Yeah, you know what?
And then you did what's right and they
did what's wrong." Like it just
generally It wants to make you stand up
for yourself.
>> There was a TikTok that was trying to
cancel her psychiatrist.
Were you guys watching the whole saga?
>> No.
>> Oh, that [ __ ] was crazy, but I loved it.
Oh my goodness, but she was doing new
therapy with GPT
and or actually another one of those
programs, but either way she was trying
to cancel her psychiatrist for not
wanting to her, but the AI was fully
enabling her and she started to make all
these TikTok videos that racked up tens
of millions of views trying to cancel
this guy and destroy his life.
I don't know.
>> Okay, now
>> It does reinforce your worldview.
>> It can as long as you don't have the
mental fortitude to push back against it
and the objective thinking to think cri-
like critically about these things. If
you were in the mental headspace where
where you're subject to outside
perspective that much, I don't think
you're at the point where that's going
to benefit you. It reminds us like the
guy who recently was a really
unfortunate situation where he uh offed
himself and someone else because he felt
like that person was spying on him and
he was schizophrenic and he thought the
printer that
his mom wanted plugged in was spying on
him and would talk to chat GPT which
would reinforce his belief. And he would
say, "I think my printer is spying on
me." And chat GPT would say, "Yes, you
are very vigilant. You are extremely
correct in this thinking. Most likely uh
this is a uh
it's like a hidden camera and it's
recording you and when this was
unplugged, you're very smart to think
like it reinforces his beliefs.
>> Yeah. I mean, we're close to that
consciousness that they're trying to get
to most likely. I mean, a lot of people
think it's like 5 years out. Once it
does that, it should be able to think on
its own.
Which hopefully would get rid of less
biases, only bias on the information
it's given or the parameters that it's
set by the creator.
>> But how do you feel like this is going
to impact Gen Z? And everyone else in
the future. The job market is going to
is going to be at minimum changed. Uh we
can at least say changed. Whether or not
we become more productive in a certain
way or in a fuels different industries
or they're going to be jobless and we're
going to need to tax the [ __ ] out of
everyone to do UBI.
That we don't know. But
if I was going into college right now, I
would
I don't want to panic everyone into it,
but I would try to find something that's
less less likely to be replaced by AI.
I think
the government probably won't want to
use AI cuz they don't want to be
productive in anything. They just
They're they're still using like
printers and all this good fax machines.
So, I'm not terribly afraid of that
being replaced.
>> I I they're using AI at the IRS, though.
They're starting They're starting to use
it to process audits and flags.
>> Claude in the Venezuela operation. That
just came out.
>> Really?
>> Yeah.
>> I didn't know that.
>> Anthropic was kind of
They came out with a
They came out with it and now the
Department of Defense or Department of
War, whatever you want to call it, is
like kind of feuding with them. It's
like active news as we're filming this.
So, who knows where that's going to
go out, but yeah. Uh
trades. I don't know if but AI is going
to do plumber, but they got the
humanoids coming. You know, we'll see
what Tesla does. There's always new
robots here and there. You got the
cleaning toilet the toilet cleaning
robots happening right now. Uh banking
and finance. I have a feeling though AI
probably could do really good. I have a
feeling it's going to be so heavily
regulated in finance that it might be
one of the safer places to be cuz who
knows what the government's going to
allow AI to do in finance.
So, might be a safer place to get into.
Getting into being a programmer or
whatnot, I feel like that's just the
most interest right now.
>> Mhm.
>> You just have to be top level. You have
to be top level now.
>> Do you feel like it's easier than ever
to be financially free?
Given that we have all of these
resources available.
>> More resources to learn. Yeah, more
resources to learn. Housing costs, not
rent, but buying a house is I mean, it's
harder now than since like before
uh everyone came back from World War II.
So, I mean, that's more and more out of
reach.
Financially free, I mean, yeah, the
stock market gives you incredible
opportunities for investment and
compound growth throughout your life.
Incredible opportunities are getting
better and better every year. Unless we
have a major correction that brings that
average of 12% from the S&P 500 down.
Um so, that is on your side. Housing's
against. But rental is better on markets
that are actually encouraging building
for what it's worth, worth, like
Nashville, Florida, Austin,
Dallas.
>> It just seems like with all these
opportunities with AI, it's easier than
ever to create a business.
>> a business, for sure. You got five
dollars
>> Easier than ever. The options to make
money out there are endless with all the
resources that are available.
>> Yeah, but you got to have that
entrepreneurial mindset behind that.
Like, for the average person though, is
it easier than ever? I don't know. It's
going to be It's going to be a a change
in trajectory.
They're just going to have to figure out
how to navigate it.
It again, it's harder to buy a house. It
is harder to buy a house. But, it's
better to invest now, easier to invest
now than ever. Fractional shares. I
mean, there's tools and resources that
are better than ever.
But, there's a couple things that are
more
out of reach. But, you don't need to buy
a house to be financially successful
anyway, so. But, a lot of people, you
know, tie that into the American dream
and whatnot.
>> It is interesting. It's like the culture
hasn't necessarily caught up with the
reality of the situation, because back
in the day the culture would suggest you
need to buy a house. And housing was
accessible to get into. But, now housing
is not so accessible, and the culture
hasn't necessarily switched to like,
"Hey, with your ex- extra income, go buy
a house." It's It should be, "Hey, with
your extra income, go buy some stocks.
Like, get involved in the stock market."
But, the the culture to the same degree
has not switched to investing in stocks
as it once was in housing. Or, it still
kind of is in housing. It's like, the
American dream sort of Most people want
to be home owners.
>> But, it's also different. The house
they're buying is different. When people
were buying their first house, when
houses were accept- accessible, it's
like 1,000 square feet.
>> Mhm.
>> Starter homes. Yeah, a bedroom, two bed.
Now, that's a small condo. Those are the
starter houses, and you can buy a condo
in many places still.
But, people want the starter home today,
which is three bed, two bath, 2,000
square feet. It's like, it's not the
same. Our culture has evolved on that
part as well, where we have a a new
level of expectations. You remember
the also crazy home loans that they're
getting? What was it? 0% down on
everything? When everyone came back from
World War II, when everyone was able to
get a house, well, it was more
>> They also didn't have a lot of
regulation back then in terms of
building.
>> Yes.
>> Zoning was way easier and land was not
as scarce.
>> What places like Austin, Texas, baby?
Housing costs going down cuz we build
[ __ ] We build
The amount of permits that are taking
place in places like San Francisco, you
can count on two hands.
It's crazy. That's why they should be
building [ __ ] in San Francisco. People
want to live there, but they won't cuz
permitting's horrendous, rent control's
horrendous, sounds great, doesn't
actually work.
>> It's incredibly cheap right now to live
with roommates. If you go on Facebook,
there's a whole section there where you
could live with roommates and people are
just looking for a roommate to take a
bedroom.
>> Yeah.
>> And the rent proportion that you would
pay is significantly less than even if
you were to split that rent with other
people equally.
>> Yeah, but the argument would be
>> significantly less.
>> The argument's going to be, when they
clip this, it's like
Well, yeah, but if we live in a good
first world country, developed country,
I shouldn't have to have roommates to
survive.
So.
>> Jack has roommates.
>> Well, should he have to have roommates
to survive?
He wouldn't need them now.
But again, that's why
>> have to look at what the alternative is.
Is the alternative that you spend 80% of
your income on rent? I would argue that
that's that's worse.
>> Yes, absolutely. Don't get me wrong.
>> And I think there are benefits of living
with roommates. You constantly have
companions, you constantly have buddies
to be around.
>> Yeah, I mean, I'm not complaining, but I
mean, that's what a lot of people would
argue. And again, the expectation of
housing is a lot more crazy. Their
starter homes now are it's
much more expensive, much larger than
they were. That's why
there's this project happening here in
Austin with like it's like the American
Housing Company. It's a new startup and
they're building these like prefab small
starter homes. That's what's going to be
accessible to people. That's the OG
classic starter home. That's not what a
lot of people want. You see your HGTV
show when you grow up. You want the big
house. I did. I thought my starter home
My starter home was crazy. $350,000,
that shouldn't have been my starter
home. It didn't need to be.
before I started YouTube. So,
what I would love to see happen in San
Jose for a while, two things. One is
micro apartments. And I'm talking 300
square foot apartments that's just a
studio, a kitchen, a bathroom, space for
a bed that pulls down like a Murphy bed,
and a really, really, really good
walkable location.
>> Walkable space.
>> People would love that. Just to have
their own space to go home and sleep at
night. That's all I wanted cuz I was
working all day, go to the gym, I get
back, I just want a place to sleep. That
was it.
>> And the data shows that people want to
live in those walkable areas, too.
>> Micro apartments would do so well. The
other thing I think would do great is a
big lot that just has small, tiny houses
on it. I'm talking one, two bedrooms,
one bathroom, the starter house, 900
square feet each, lined up along the end
with a courtyard in the middle. Like you
used to have these 1950s apartment
buildings like this, but each one is
detached. And people just pay an HOA of,
let's just say, $100 a month for common
area maintenance. That way, everyone
owns their own own home, kind of like a
common in law ownership, uh but they
share the expenses of of maintenance.
And that's a home.
>> Yeah.
>> People could buy their own home.
>> I honestly think politics is, for once,
actually helping the American people on
this one. Usually, politics
most things you see kind of works
against the average guy.
But, what we're going to see in the 2030
census is red states, Florida,
uh Arizona,
Texas,
taking electoral college votes away from
New York and California because we've
built housing. We've done zoning reform.
We've gotten rid of parking minimums.
And this is actually starting to light a
fire under those places' butts.
California just did one of their biggest
reforms in housing in decades, allowing
more upzoning near transit centers.
>> With the abundance of opportunity around
these days, which I think we all agree
that there is, why do you you it is that
people continue to feel like financial
freedom is only getting further and
further away?
>> Consumer culture for sure. The you want
the nicer car, you want the nicer this,
you want the nicer that.
There's [sighs]
the house housing situation that we
talked about. Now a starter house is
twice as big as the one previous.
We want more and more and more.
And we feel entitled to more and more
and more. When you're in a prosperous
society, you feel like you should have
that more. That's not necessarily an
inherently bad thought, but it's hard to
have all of that. And now where we're
entering a tough job market for the
first time since the Great Recession,
you know, a truly tough job market.
Uh a lot of things are going to feel
inaccessible for a lot of people as
well.
Especially with the inflation we saw
around grocery prices, that's scary. Now
wages are starting to outpace inflation,
but it's going to take a lot to catch
up.
>> What financial takes do you have that
would anger most viewers even though
they're true?
>> Rent control sucks.
Doesn't work.
It's performative though. I don't know
if this is going down the spiral, so I
don't want to go too deep in
>> I mean I mean I agree with you.
>> It just well, it hasn't worked. It's
This is one of those policies that
sounds really good. It sounds really
moral. I want to support it.
Landlords, you. Make less money.
Peop- people pay less in rent. But
everywhere it's been act- enacted,
permitting has gone down substantially,
rent's gone up even faster for the
average person except for the lucky few
that are in subsidized housing or rent
controlled housing.
Uh units go un-
untouched, not being taken care of at
all. I think it's like It's like 10 or
20% of rent controlled units in New York
have no one in it because they can't be
brought up to standard because it's not
worth investing in.
>> That's vacancy control.
>> Yeah, and in uh
Massachusetts, they enacted rent
control. It was a complete disaster, so
they had to get rid of it. And then
housing costs went down. Austin, Texas
tried to do rent control decades ago.
Texas said, "You.
Housing costs are going down cuz we
instead focused on Oh, you know, if you
built housing, it's actually more
affordable." Um San Francisco, housing
costs went the the moment they enacted
rent control, got worse, worse, and
worse. Permitting went down. It just has
never worked. Even in certain cities in
Minnesota, they enacted rent control and
took it back a few years later.
>> I think all they need to do to solve the
rent control problem is just two things.
It's really easy. One is perhaps tie it
to income so that you can't have someone
making $500,000 a year in a rent
controlled apartment paying $2,000 a
month on the beach. That makes no sense.
The other thing is rent control should
not be indefinite.
>> Yeah, generational.
>> I think it should be enacted only for,
let's say, three to six years. Enough
where someone could live there, have a
base there,
but it can't be indefinite to the point
where the landlord passes away because
they've lived there for such a long
time, their kids inherit it, and then
all of a sudden this rent control is
gone for like 50 years, and the building
is falling apart. It needs to be brought
up to current market rate for the area
to simply improve over time, and for the
landlord to have money to fix these
things.
>> Yeah. I mean, that's Honestly, I don't
talk about politics too much, but one
reason I'm willing to talk about that is
cuz I always rage against performative
politics. It's a performative position.
It sounds good. It feels good. It feels
good to advocate for, fighting for the
little guy. It has just never been
enacted once in the history of literally
any city that has been beneficial to the
majority. Never.
Not to keep about Austin, but one thing
we do well here, no rent control, but we
say, "Okay, if you're building an
apartment complex, a small percentage
have to be a part of this local
government program that's affordable
housing units." And if you don't,
there's just a little extra tax. So,
most do it, then you apply through the
local government, and you get in. And
it's been working. It's been helping
people. That works instead of a blanket
thing across the board that just
[ __ ] up the entire permitting process,
and or just bad zoning laws in general.
So, that one pisses people off cuz you
sound evil. You sound like you're pro
landlord when you're like, "Oh, rent
control actually doesn't work." But it
just literally never
>> it's just pro common sense.
>> You think so, but primitive people, man.
>> What other opinions do you have
that would make people angry? Yeah,
yeah, that that are true about personal
finance.
>> That are true about personal finance. Um
You're not en- You don't
need a credit card. That one would make
people angry.
Um
You're not entitled to go out to eat.
That might piss some people off, right?
It's like you're not entitled to that. I
would love you to. I hope you can fit it
in the budget. Let's work together.
Let's get you more money. Let's get your
budget under control. But you're not
entitled to go enjoy nice sushi
or a McDonald's. Like So, that might
piss some people off. We have a lot of
entitlement.
Um you don't need to get the fancy fancy
nice perfect Whole Foods. I mean, get
the off-brand for a little bit. I
off-branded in college on the cheap.
It's not great.
It was not the best for health, either,
but it worked.
It kind of pisses people off when you
say, "I got a $10,000 car right now
instead of going and getting a $30,000
car." Cuz they're like, "Well, I just
started a family and it's so much
safer." It's like, "Okay. Were cars just
insanely dangerous 3 years ago?" I don't
I don't think so. I don't think everyone
was dying that got in a car. So, that
sometimes pisses people off. But it is
difficult cuz you need to take that car
and actually get it checked out by a
couple independent mechanics. Like I
don't want you just walking out with a
30% interest rate loan on a $10,000 car
that's worth two and will break down in
2 days. Cuz when you say that, that's
what people think you're trying to say.
It's like, "Go get a piece of
It's like, "No, you got to do your
research." Which means you might save
more money by Ubering temporarily while
you do your research.
But people just have to go get the car
immediately. And they want this safer
car.
>> What about you? It's probably also with
the housing. I don't believe that
corporate landlords are necessarily bad.
I don't think they're driving up housing
prices and every piece of research has
shown that they buy so little of the
housing stock that it makes no
difference whatsoever to the average
person buying a house, but they are the
biggest scapegoat out there that people
like to point to Blackstone
>> Mhm.
>> who's always confused with BlackRock.
Blackstone going out there buying up
single-family homes.
Really what they're buying is
rent-to-own communities that were built
specifically for the purpose of renting
and if you remove that from the market,
you actually hurt the market because you
have less inventory out there.
But they're the easiest to go after
because it's like this faceless
corporation who's buying up the houses
when in reality it has nothing to do
with that. It was zero interest rates
that froze a lot of people in the
housing market. They're not building
enough and everyone's vying for a house
because it's sold as the American dream
and that's what's actually driving up
housing costs. But Blackstone or
corporate institutional landlords are
the easiest to blame because
everyone just says, "Well, yeah, they
shouldn't own a house." So, it's just
easy.
>> If I'm not mistaken, private equity that
owns over 100 units owns less than 1% of
single-family homes.
>> It's about 0.5% of single-family
rentals.
>> Now, to play devil's advocate, there
were a couple markets specifically in
like the COVID boom, like Austin or what
was it? Tampa where they or even even
Atlanta where they came in and they
bought like 25% of the available stock
at one time.
>> A lot of those were syndications.
Which were funded by a lot of everyday
investors who thought that housing was a
good thing to buy.
I wouldn't say it's necessarily
institutional money, but a lot of these
syndicators, they just went out there
and bought whatever they could on the
market because raising money was so
easy.
>> Yeah, that makes sense. It is the
easiest scapegoat though. It really is
cuz that's what Trump's executive order
was. Instead of the most effective thing
would be
changing zoning laws around the country.
Also, the minimum parking.
>> My understanding is that supply can be
increased because of the amount of
institutional money going into
development. Because a developer will
not develop land unless if he knows for
a fact that he'll have a buyer if he
develops a neighborhood. And then a lot
of the times they'll have a contract
with the institutional money to then
100% I know I have a buyer so then they
go and they actually develop the land
and increase the supply by building
homes.
Otherwise, the developments wouldn't get
made.
>> This should be the most bipartisan thing
honestly. Rs and Ds should get together.
Everyone should be a YIMBY. Yes in my
backyard. Let developers build where
demand is.
>> Here's another one. This is going to
make people upset. I don't think that
you are entitled to live anywhere just
because you were raised there or your
family has existed there for
generations. It's a I think I think it's
That's a good one. I think it's really
really controversial. People hate this
idea. I grew up in Southern California.
It was extremely expensive. I could
hardly live there and then we moved to
Las Vegas because it was much more
affordable. So we actually left a more
expensive place for a cheaper place. Um
people argue yes it was tax savings.
Like at the time for me it was
financially difficult to live in
California. For grandma it was more
opportunistic of like moving to Las
Vegas and the opportunity there and the
savings there. For me it was like okay
this is nice because I can kind of
afford things better. Um but yeah I
think if you're born and raised in
Manhattan it's like Manhattan is just
objectively expensive. You were blessed
and lucky to be born and raised there in
the first place. It's like you kind of
have to earn the right to like live in
an expensive place in the same way that
in a city there's an expensive
neighborhood and a cheaper neighborhood.
It's like you can go to the cheaper
neighborhood if you cannot afford the
most expensive
>> In fairness, I grew up in Santa Monica
and I ended up for a while living in
like a really I don't want to call it
like a
>> It was an up-and-coming area. We'll call
it.
>> very up-and-coming. But that's where I
bought because it made financial sense.
I thought hey here's a here's a space
where I could rent out the other side.
This works for me.
I didn't need to live in Santa Monica at
the time, but I did that. I paid my
dues. I saved up. And then eventually I
bought in Santa Monica.
>> Also, like what makes you more entitled
to live in Manhattan than someone who
was born and raised in like a rural
Montana? Like they're both
No, you know, like it doesn't It makes
it harder for the person in Montana to
move to Manhattan with that presumption.
>> Yeah, I think a lot of people are going
to clip that, take it out of context,
and get really angry, but there's a
there's a absolute
>> truth to it cuz there's a lot of choices
in life that lead you to your first
rental, your first purchase. And I'm
sorry, but if you grew up in a nice
middle-class family in a nice area that
you could afford, if you got a good
degree and good job, but you went and
chose to get an arts degree,
that was your choice to get an arts
degree that might not result in that
high income that's required to live
there.
So, that's That's not unfair. It's not
unfair. It's brutal, but
>> So, what is your number one financial
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>> Save on housing instead of getting a
mortgage these days, get a rental and
invest. Please start investing even if
it's 50 bucks here and there.
>> Hypothetical, let's say someone has 20%
interest on a credit card. At what point
should they invest?
>> Once that's paid off.
I also wouldn't be throwing a ton of
money to invest in until I had a minimum
of had a three-month emergency fund,
preferably six.
So,
>> If you were to distill down
the best piece of financial advice,
let's say the top 10 pieces of financial
advice you've ever received, and you
were going to provide the viewer with
one singular piece of advice where if
they listen to what you say, it will
have the highest return in their life.
We can all think about it, and we're all
going to give our answer. So, I guess it
would be three pieces of advice. What
would you say yours is?
>> Stop being a Take some actual
responsibility for the first time in
your damn life. Some people come from
situations, and that sucks.
But the vast majority of us in the high-
highest disposable income major nation
in the world have a lot of choices. Stop
being a
Grow up, take some accountability, and
budget.
Budget.
>> I would say just dollar cost average
low-fee index funds consistently for 30
years. That's it.
>> I would say spend less than you make.
>> Controversial. You'll get called a
fascist for that one.
>> What?
>> You'd be surprised.
>> So, for to say spend less than you make?
>> You'd be surprised.
>> So, okay. So, let's just let's just the
strongest counter argument. Uh spend
more than you make. It What would be
What would the argument for that be?
Well, you don't need that to survive.
>> Survive. You should be able to go out
and have a good time with your friends.
You should be able to have the place you
want to live, live in the city that you
were born in.
>> the desired result is financial freedom,
then how will that get you there? It's
like one or the other, right?
>> this capitalist society, that's evil.
I forgot. So,
Should I use your thinking brain?
>> What do you think of the criticism that
sometimes you're too harsh on the
guests?
>> Yes, absolutely. Of course we are. One,
it's a show. Two, they come on and they
literally ask for it and beg for it. I
just filmed with the guest before this
and I was like, "Do I have permission to
make the title and thumbnail that you
went through?" And she was like,
"Please, be crazy." It's like, so it's
just like, I don't know. Too harsh on
the guest? Don't come on the show if you
don't want it.
Don't come on the show if you don't want
it. Don't get offended on the behalf of
someone who's not offended in the first
place. And if this show's not for you,
that's okay.
>> Now, we predicted that a while ago.
You're going in the direction of Jerry
Springer.
>> Caleb Springer, thank you.
>> Caleb Springer.
Isn't there a limit to just how far you
could push things?
>> Yeah, and we're probably there. Like, we
don't get [laughter] anything crazy We
haven't gotten anything crazier than
we've done in the last year. We've
honestly the show's been where it is
today in the last year and a half. So,
it's very interesting cuz you'll get
some of these in your comments right
now. Some of the Oh, I used to be a fan
until he was too mean. I'll I'll get
It goes on a cycle. For 3 weeks I'll get
Caleb's being more mean than normal and
Caleb's being nicer than normal. He
should be meaner to that guy. Caleb's
being meaner than normal. Nicer It's
just It's an endless repeat. The show's
been about the same for a year and a
half to 2 years.
Um even with the titles. Our titles
actually used to be more mean and
whatnot, but
Um yeah,
since I embraced the Springer now
they're trying to throw a new insult at
me calling me Dr. Phil. So, I guess I'm
Caleb Phil.
Um it's not as catchy.
>> between like genuine helping them and
just like bullying them?
>> Yeah, I mean, if we weren't seeing
positive results in the end because at
least we track it analytically.
We track it analytically. Over 20,000
hours of bad debt paid off in 12 months
is the average on the show. 10,000 in 10
months is the mean. So, we get an annual
report that we do surveying all our last
guests. And if we were actually seeing
negative impacts in people's lives, like
we would readjust behind the scenes.
>> What do you attribute that to? Do you
think that's them coming on the show and
in a sense just being a little
humiliated or do you feel like the
people that come on the show to begin
with show a genuine interest in turning
their life around?
>> Uh they have a genuine interest. They
come on the show that intent and a lot
of times it's their first time they
actually get a wake-up call and a fire
under the butt. Especially when their
episode goes live and they're they're
seeing like, "Oh, this person's kind of
fi- financially"
It's like, they have that incentive.
They want to do better.
And there's many people that it doesn't
work for. But don't come on the show.
>> So, is it
>> fine. Is it just accountability where
they go on the show and people call them
out and now they feel like, "I have to
make a change"?
>> Yes, that's a part of it, but there is
the other part as well where we've
created a lot of educational resources.
They get the Dollar Wise app for free.
They get all of our classes in our
Master Your Money program for free,
which is five different in-depth,
professionally curated personal finance
courses. They get our course career
certifications. They get access to a
debit card that builds credit called
Fizz. They get access to a lot of
resources. Even on the extra special
cases, I have them sit down with a CPA
financial advisor. Or, I've paid for
people's therapy as well if that's what
they need. So, we do go above and
beyond. We answer their questions behind
the scenes. So, it's a lot of that. But
when it comes back to the bullying
versus actually helping, I think it's
bullying
if it was like a random person I'm
pulling off the side of the street that
knows nothing about the show and I'm
just like, "Ha, you
shorty." [laughter]
Like, I'm not saying that, you know.
It's like
It's people that signed up and people
come in with a wish list of like my
catch phrases. I I don't know them, but
they usually tell the producer like,
"Oh, I hope he calls me, you know, a
little or something." And I'm like, I
don't know. It's just It's a part of the
fun of the show. They sign up for the
fun. We have fun.
>> Walk us through the vetting process in
terms of like finding the people,
scanning through them, making sure they
pass the checks.
>> Yeah.
>> Who talks to them beforehand? How does
this even work?
>> Yeah, it's very in-depth. One, they
apply either through the ad, but it's
targeting people on the show,
or they apply through the link in the
description, or through the website,
kevinoleary.com/apply.
And we get hundreds a day. Hundreds upon
hundreds a day. When you guys first
filmed with me, I think it was like 40 a
day. Now it's hundreds.
They immediately go into a spreadsheet
with all the information they give.
Our casting team of three people look
over them, start putting people into a
column of oh, we're interested in this,
we're interested in this, whether it's
their story or whether it's their
finances, but both have to be good in
the end. Then it goes to our initial
touchstone. She's in one of our call
pods all day just making those initial
touchstones and saying, hey, you
applied, are you actually interested in
coming on the show? You know, the show's
kind of crazy, are you sure you want to
deal with all that? You know, okay, give
me some information about your finances.
Can you send me your documents? Here's a
couple questions I had about your
application. It's a quick 10-minute
phone call. Just seeing if they're
actually valid. Then they get off the
call with that, and then we actually
capture their financial documents if
that call went well. So, we review those
to see if their finances are interesting
enough to come on the show. Then whoever
whatever casting producer is assigned to
that episode, we have two, Colton and
Lindsey, they will have in-depth
conversations with them talking about
their entire lives, their entire
finances, things they don't want to talk
about, and honestly putting the fear
the fear of God into them that they are
going to be roasted upon roasted, that
they are going to be meaned upon meaned,
and be seen by millions, and be
commented and all these different
things, titles and thumbnails.
Um, so they have
usually a four to five hour or six hour
depending on the conversation, uh, talk
with the guests. Then we send them our
first onboarding video,
where it goes with, hey,
I'm glad we accepted you to come on the
show, but you need to know a couple
things. You're going to get meaned on,
you're going to be seen by millions,
you're going to get roasted, your
personal finances are on display. You
need to tell us right you or actually
start thinking right now about things
you do not want to be on the show, cuz
we're going to need you we're going to
need you to tell us once you come here.
And also, don't come on if you're not
going to comfortable if you're not
comfortable with this, just let us know.
Let us know now. It's okay. You don't
have to come here. It's fine. Could you
give us examples of things that people
have asked not to talk about?
>> Only Fans for men all the time. Uh lots
of direct family things. People will say
loans from family instead of like it's
from mom, it's from this. Certain past
traumas that they don't want to talk
about, which is fair. And that's And
because people bring those up when you
asked earlier what we cut for people,
sometimes it's some of those things that
might be a little embarrassing like I
don't know if I'd want my situation to
be out. So we cut that for them later.
Um
So usually things like that. We also
check in the process, I forgot to
mention, like egregious mental health
things. If people obviously can't make
good decisions for themselves or people
have horrible traumas that might be
triggered from this, we're like, "Hey,
you cannot come on." Or like, "Hey, this
is like
this might trigger some you probably
shouldn't come on." We give them that
advice as well, the producers.
>> What percent of people drop out through
the vetting process?
>> I actually don't know at this point
because luckily I've delegated I have
such an incredible team at this point of
30-plus people at Hammer Media that
luckily I don't have to be a part of
that process as much. So I don't know.
>> And what percent of the episodes that
you filmed do you choose to not post?
>> Almost none these days. Almost none. Or
everything
We have so many people applying that we
pretty much know we have a good
uploadable episode these days. So much
so that we've become so confident that
we only film three a week now even
though we post three a week.
It used to be four but now we do three.
We have a month's backlog, a full month
of uploads. So four weeks, three
episodes.
>> How much are you working?
>> A lot and a lot off hours as well.
Everyone's here 9:00 to 5:00 Monday
through Friday. And we'll do some
Saturdays here and there for some random
things like members audits or a long
live stream. Um
And then I work
off hours. I have a little passion
project right now on a documentary
channel I'm doing. But I'm doing that on
my own time.
The Dollar Wise stuff is pretty crazy.
It's been hectic, you know,
>> How many hours would you say per week?
>> Yeah, that's a
Okay.
Fair enough.
50 for me.
>> 50 for me.
>> That's not that bad.
>> No, it's not that bad. I brought it
down. And I really tried to
uh give more time for girlfriend.
Cuz that's important. You don't keep
girlfriend around if you don't give time
to girlfriend.
>> We're going to talk about the girlfriend
a little later cuz I got some questions
about this. But do you ever worry in
terms of the show that sometimes the
entertainment overshadows the help or
the financial aspect of it?
>> Uh
no, personally
because
there's a thousands of shows out there.
Money Guy has a great show that is
education first. Ramsey is a good
mixture.
>> Mhm.
>> I'm a slop consumer.
So I love slop. Me and my girlfriend, we
watch all the 90 90 Day Fiancé shows. We
love that [ __ ] I love it. So I love
having some of the drama, some of the
tea. But it's also a great way, as silly
as it is, in the first part of the
episode, maybe even first half now, it's
like more of that kind of stuff until it
gets into the documents.
>> But it's actually benefited me a lot,
not only cuz it's fun, but because I
really get to know them and I'm able to
challenge them on a lot of the [ __ ] they
talk about because of everything I got
to know first. And it gives a really big
baseline understanding of their life,
their history, their relationships, and
things that got them in that financial
situation. But don't get me wrong. I
mean, we totally could And again, this
is some of the complaints you'll have in
the comments right now. Like, "Ah, I
used to be a day one fan." I think
that's what they're called. Uh and I
don't like how the show's become like
Yeah, that's fine. And we have the
analytics behind it. Luckily, the vast
majority of original subscribers are
still happy and watching, but
uh either way, yeah, I mean, it's moved
to more fun. One, I do not think I could
do a show this frequently
if I wasn't having a good time. I really
don't. I I don't think there's a I don't
I wouldn't be incentivized to do it. So
I'm going to have fun doing this. My
team's going to have fun doing this.
Um guests are going to have fun doing
this. But then on the help part, again,
if the analytics weren't there about
guests getting help, then I would
actually reassess what we're doing.
Luckily, they get better and better
every single year and we are getting
nothing but positive experiences from
guests these days. Like, you know, a
couple years ago when it was less crazy
or even when I got my first producer and
he was
a really bad hire. There was like a
couple guest experiences where they
weren't as happy afterwards, but so if
things weren't looking good, I'd be
concerned there. Okay. But I have fun.
We like to have fun.
I support the Caleb Springer and the
Slop. And Money Guy is a great resource.
I am friends with Brian and Bo.
If you want strictly finances. What's
your favorite and least favorite part of
your job?
Favorite.
Love working on anything on the business
end. That's what I really like working
on. I like scaling this thing the
dollar-wise, the educational programs
we're doing. Uh Caleb Hammer Live was
fun for a second. We're revamping that
after, you know, I got a little naughty.
And
working on It's my fun. It is the most
fun to me building something from
nothing.
Financial Audit is still fun to do,
especially on
once I'm deep in the episode
or we're making titles and thumbnails
and it's going live and I get to manage
that. Uh but financial audit itself
isn't as fun as everything else because
it's already successful.
So I can't get in there just like make
it you know, crazy out. I don't get the
you know, really lock in and go hard.
There's a whole team. It's a
well-running machine. Um
My least favorite job, and this is more
just being an introvert, is actually
coming in to film the financial audit.
Cuz I don't know that person. I've never
met that person. I hope the episode's
going well, but I got to get to know
this person. I don't really like getting
to know people. This is not a part of my
personality. Uh we're going to dinner
with someone later. I don't know this
dude. Like it's going to take me a
second to kind of come out of my shell,
you know. I'm just that introvert kind
of person. So the first 15-20 minutes of
filming is actually my least favorite
part. But then I love the second half of
filming once I know them.
>> And what about the drama? Like how are
you always in the epicenter of some
drama? I feel like there's always
something going on.
>> On the internet?
>> Yes.
>> Yes. I see you on Twitter. I'm
controversial.
>> Yeah, but I see Twitter. and
is Caleb doing on Twitter because people
are here accusing you. Look at this
right-wing grifter. Look at this
left-wing grifter. This guy has no idea
what he's talking about. You're just
always wrapped up in some sort of drama.
>> Well, it's interesting on Caleb Hammer
Live where we talked about more relevant
topics. I took left-wing positions and
right-wing positions, which means
right-wingers thought I was left-wing,
left-wingers thought I was right-wing.
I'm not the the classic centrist I'll
never take an opinion. No, but I'll go
either way depending on where the facts
are, you know, for me. So, that makes
everyone angry. And also, I'm
controversial. We say, you know,
That upsets some people. That's upset
some of the like slop commentary
community that kind of copy and paste
the same
arguments even though they're not really
good over and over
>> But why say those things? Because I feel
like you could get 99.99%
of the results without calling someone a
>> It's not the result. It's honestly
>> you.
>> Kind of it is a part of the humor I
like. I love the outrage humor. When I
go to I love going to stand-up shows in
Austin. And the stand-up community in
Austin is a bit more edgy and I love
that edgy I love edgy I this most
I get from this daily basis is still a
edgy being edgy as [ __ ] getting people's
outrage in a group chat from 10 years
ago. Like, "Oh, crazy." It's like
That's just me. I love being edgy and
that is not for everyone. But one thing
I learned in reflecting from
uh
uh you know, kind of reacting and being
upset at those people being offended um
through
friend of the show Nicholas DeOrio,
great commentary
uh creator. He was like
"Why be worried about these people being
upset at what you're saying? You're
never going to win them over. They're
never going to be the fans of your show
and they're never going to like the
jokes you do.
Why care?"
>> But why do you Why do you respond to
some of these
>> Well, I did and then he said that and I
listened to that and I was like, "Oh,
he's right." Like
>> When was this?
>> A few weeks ago, couple weeks ago.
>> So, it was until a few weeks ago that
you just
>> Yeah.
>> Okay. Cuz it seems like sometimes you
have this visceral reaction where if
someone comes at you with something, you
you respond to it, and you kind of pour
gasoline in. Yeah.
>> over the top person. I mean, I am. And
people said I crashed out, too, which is
interesting because they ever watched
the show, that's just the energy from
that show. But, of course, because it
was so long, the 4-hour thing I did, no
one actually watched that to hear my
points. They only saw what who I was
responding to, selectively clipped.
So, it was fine. Whatever. I accept it.
I'm taking it on the chin. But, it's
just like I do have a little There is
sportsmanship in it. I do have some fun
with it, for what it's worth. I like a
good battle.
But, Jorell was right. It's like
they're never going to be fans of the
humor and jokes. Why cater to them? Why
try to win them over?
It's fine.
>> So, to
throw you into some more drama, who is
it worse to have more hate coming from,
the right or the left?
>> Right now, the left. I would have been
more afraid of the right during like the
Obama days, cuz they like they're scary.
The right was scary during the Obama
like extremists. I hate extremists. But,
right now,
um those communities like the South
commentary that copy and paste the same
videos over and over again, their
audiences are vicious. The DMs I've
gotten, the comments I've gotten,
>> What do they say?
>> Telling me to kill myself and all that.
It's it's crazy. I've never seen it.
They're vicious. And that doesn't mean I
think like the left wing is vicious, but
I think the far left can be pretty
vicious online. It's like if you
disagree with
5% of the things, like they'll throw you
from the community. So, those creators
eat each other alive all the time. You
see it in all the big dramas between
Hasan, Destiny, Ethan. Like they'll eat
each other alive for
not even the craziest disagreements.
>> Yeah. Um so, I mean, it's it's going to
go back and forth. I mean, if I pissed
off like the far right, I might be
afraid cuz they're probably the ones
with the
But the most vicious attacks I've gotten
have been from the far left. But I'm not
a scared I'm not scared or nervous of
the normal left or normal right cuz
those people are fine. I meet them every
day
on the show and out in Austin. When they
come up and say hi, it's like, "You
know, oh, we might not agree on
everything, but I'm a big fan of the
show." And I'm like, "You don't even
know what I believe cuz I don't say it."
Um but it's fine. Like everyone's cool
with
>> The extremists are scary. Do you think
the people that come on your show are
more left-leaning or right-leaning? And
does that have any indication of how
good they are with personal finances?
>> And I'll say this to the uh people that
come on the show that are left-leaning,
they embrace it on the show. Everyone
that's come on the right, they say, "I
don't want to talk talk about politics
on the show. That's my no-go."
So you'll never know they're on the
right.
>> Huh.
>> They're kind of [ __ ] about it. People
on the left are willing to come on the
show and they're willing to just put it
on full display. So it's easier to meme
on cuz they actually talk about it.
People that have come on the right,
they're like, "I don't want to talk
about politics."
>> Why do you think that is?
>> Well, there was definitely like back in
like the 2020 times if like you had a
right-wing position, you know, there's,
you know, potential like nervous at
workplace about it. Uh but that's not
where we are anymore. So I don't know
why they're [ __ ]
Um
>> Do you think it's completely swapped
from that?
>> Or if you have a left-wing opinion,
consequences at work?
>> No, we're like, you know, either way or
or let's say just say you're sharing a
conservative opinion in the workplace,
do you think that it's completely
acceptable now?
>> I mean, honestly, I
I don't know. We we have people
We have like far leftists and people
pretty right on that work here and we
don't give a [ __ ] but I I don't know. I
can't speak for everyone. I know our
culture is at least
corrected from that era of like the
hyper analyzing everyone. And Twitter
Twitter and TikTok still tries to. Yeah.
They think they're powerful, but
sponsors don't care about them anymore.
Jobs don't care about them anymore. They
have no impact.
>> Who do you think is worse with money,
the left or the right?
>> Uh usually when it comes to people that
have come on the show, the left.
>> Right.
>> People on the left on the show.
Tend to be worse.
>> What would you say as a percentage? Like
70% left, 30% right, or is it like
60/40?
>> Yeah,
[ __ ]
Maybe like 70 70 to the left. I don't
know if that applies out in the real
world, but I mean ideolo- ideology and I
hate ideologies, but I'm not going to go
down that rabbit hole. But ideology, the
right does tend to be more personal
responsibility.
So that
you know, kind of come personal finances
fits easier in that than the left.
>> Yeah.
>> So.
>> Have you ever filmed an episode and then
watched it back and thought that you
went too far?
>> Yeah, cuz we filmed this
alive for us, right? And if I'm having a
bad day, it comes across.
It legitimately does. I also have I
watched episodes where I'm like, why was
I so soft on that person? What the [ __ ]
is wrong with you? I was being a [ __ ]
So yeah, absolutely. For sure where I've
gone too in
too in on someone for no reason. We used
to have more of those um when I was
doing double days, filming in the
morning and afternoon. So glad we don't
do this anymore cuz my afternoon
episodes I was much more on the edge.
>> Yeah. What do you think people should
call you out about? Because you call
them out about stuff.
>> So I'm telling people to get their
personal finances under control, but
I'm a fat.
Um
I don't need to be trying to scale the
business in the way I can. I could just
be happy collecting a YouTube check.
Don't need to get a big building with a
big lease and all these employees and
whatnot.
Whenever I post a company picture,
people are like, why does a YouTube
channel need this many
people? And it's relatively fair, but I
like to pay well. I like to scale this
thing.
Um and it's okay. It's a when people say
I'm too mean or the titles and
thumbnails are bad, they're not wrong.
This is not for them, and that's okay.
Like it
It's okay. Don't come on the show. Don't
watch the show. When I don't like
something, I don't watch it. I don't go
on the shows I don't like. If I didn't
like you guys' show, I wouldn't be on
the show.
Um so, it's like that's not inherently a
wrong opinion to have. I don't agree
with it cuz I come from not being
offended by everything, but
you know, it's fine. They can criticize
me on that.
>> What's your overhead?
>> Ooh, chunky. She's chunky.
She's chunky. Hundreds of thousands.
>> Hundreds of thousands of dollars a
month?
>> Yeah. Yeah, yeah, yeah, yeah.
>> And what do you do
>> I think about three.
>> Three hundred thousand dollars a month?
>> I think.
>> What do you do to make sure that your
employees are investing? Or do you just
have to learn to not care about that?
>> That my employees are investing in their
job?
>> No, no, no. Investing like personal
finance, like buying stocks.
>> on them, man.
>> So, you but So, I've always noticed
>> a 401k match to encourage it.
>> Does everyone in your organization agree
to it?
>> Do they take it? I don't know. I don't
ask. I don't want to get that personal.
>> And to their
>> Yeah, it might not be a case.
>> place to tell people
>> I mean, I guess it's different it's
different
>> for us because we kind of like work with
a lot of our friends. And so, like I
feel somewhat like I feel passionate
about making sure that like hey, you
know, like with one of our contractors,
person we you know, take jobs with is
not investing something I'm like hey,
you know, like I'm annoying with it. I'm
like you should maybe consider doing a
dollar cost averaging to a low cost
index fund. And so, I feel passionate
about it, but I'm just curious as
someone who employs a lot of people. Is
this not really something that that you
think about?
>> For the majority, no. I mean, I've
become friendly and close with some.
>> Mhm.
>> And you know, we have individual
conversations for fun. Um
or we roast each other's financial
decisions.
Uh but not for the best majority. But we
encourage it. We encourage it with a
401k match. I don't remember if it's
three or four percent, but it's I I hope
they're doing well. Good luck. We
certainly pay them enough to do well.
>> This is a near impossible question, but
what percentage of someone's financial
status is a result of their behavior or
the environment that they're in?
>> Behavior will pull harder in the end.
Behavior will pull harder, but you could
come from a situation that
you have to give 10 times the behavior
than any of us have been through to
actually pull yourself out. If you're in
the projects of
Flint, Michigan or something,
that's hard. If you had lead in your
water and you have some, you know,
deficiencies because of that, that's
hard. Not as much behavior comes from
that. But I think for the vast majority
of Americans,
where people are not going hungry, our
poorest people are fat.
Um
behavior's going to be the bigger
determining factor for the majority. But
there are situations
in full poverty poverty-ville, West
Virginia, Appalachia, that is going to
be difficult and that is going to be
harder
than any situation that anyone else is
going through going through being in a
town where 80% of the jobs 80% of the
people went away, heroin came through
and stopped a lot of the town. That's
going to be hard.
>> Which situations are excusable then?
Like you said the Appalachia.
>> Yeah, I mean it's more excusable. It's
more understandable, I should say than
excusable cuz once again, I think once
someone gets over the ignorance and
knows what they have to do,
if they know what they have to do and
they laid out the path of how to get
there and they're choosing not to, then
that's is them choosing to a certain
extent. But it's understandable
than excusable more than excusable.
>> What would you I had a debate with a
friend.
What would you do if you were a person
in like rural Appalachia that has no
opportunities, an opportunity desert?
And let's say you're in Flint, Michigan.
Let's say you're just in a place, not a
big city, rural environment, not many
job opportunities, not great education.
What do you do?
>> Join a gang.
>> Okay, and then?
>> Honestly, probably. That's where you get
in
>> scale up to be the kingpin?
>> I mean, that's a genuine real answer in
a lot of not maybe not Appalachia, but
in the more urban poor places, that's
where community is. That's where money
is. That's where resources is.
>> no. No, no, no, no.
>> I'm not advocating for it, but I could
>> No, no, but like okay, but what should
you do? Let's not I'm I'm not saying
like what's the What what should you do?
>> Yeah, yeah, yeah, yeah, yeah.
>> Okay, what should you do?
>> I I would I meant like what should you
do? I don't know if it came off that
way, but that's what I that's what I
thought.
>> Oh, okay. A couple of a couple different
avenues. Certainly the buckle down. If
your school system sucks, you know, it's
it's hard, but usually states
do allow those poorer school districts
if you're in like a top percentage, you
might get automatic enrollment and
whatnot into some universities. So,
really buckling down the best you can
do, get good grades in school, and try
to get the [ __ ] out of there. Military
is a decent option. Kind of sucks, you
know, people equate it to like the
Hunger Games just to get college
education. I don't necessarily see it as
that, but it is an option for anyone and
everyone who grows up in these
communities as long as, you know, you're
keeping healthy, keeping straight, so.
Those are those are two
decent, not perfect, easier said than
done answers.
And not as fun as joining a gang.
>> In terms of having couples on the show,
who should pay on the first date?
>> I'll pay on the first date
if I think there's a future there.
>> You know what I always think is a is a
good thing to do is that you kind of pay
on the first date, but then what you
could do is throw out like actually,
let's do dinner and you get the dinner
and then you could throw out there's
actually a really good dessert spot like
down the street. How about this? I'll
get dinner, you get the dessert. And the
dessert's not going to be like a big
thing. It's just going to be like, you
know, 10 bucks. And it just shows that
like hey, it's you know, it doesn't have
to be a 50/50, but like you you get the
dessert. Or like how about this? I get
the first two rounds of drinks, you get
the third. And it's just like a little
something.
>> So, you say that. You will you will
verbally say that.
>> Yeah.
To give you the honest answer, I mean, I
was trying to give a fun answer, but to
give the honest answer, usually I just
take care of the bill because okay, I
have money, it's fine. But what I like
to have done historically is to split
the bill on the first date until we know
what kind of where we're going.
>> And you say it?
>> Yeah, I'm just like, "Hey, I like to
split the bill on the first date cuz,
you know, it's just like, "Yeah, we're
both here. Who knows what's you know,
whatever." It's just like, "Let's split
it."
>> And do you think that that is a pretty
good rule that most should apply?
>> for a first date because you don't know
if like the other person's just trying
to
>> I don't think people just go on dates
for free anymore. Do they? Do they?
>> No.
>> I'm sure I'm sure it exists, but my
thought is for a woman to spend time
with a stranger,
>> Yeah. It's not worth it. And then
>> Unless if it's a like a like a three
Michelin star. Like I could see
that.
>> but even then, for someone to like put
the time and effort into like getting
ready, vet someone, make sure they're
not a stalker or a creeper. Like all the
time that they put into that is not
worth a free meal.
>> I'll be honest, this is the most I've
ever thought about this because it
really doesn't matter, but I guess who
who gives a
And that be the real answer? I don't
>> To some people, this could be a very
important question.
When should you bring up finances if
you're dating?
>> Before moving in at the latest.
Before you move in with each other.
>> Earliest? Depends how depends how fun
you are. Um people I've gone on dates
with in the past few years, they've
because they know who I am or they look
me up, they'll like bring it up in a
cheeky way in the beginning like, "Oh,
by the way, I don't I don't have any
credit card debt." And that kind of
stuff. So, but for like the normal
person, I think
past the official stage.
One month official?
Seems easy.
>> Past the official stage. So, you've
already committed to the person and then
you bring up finances.
>> not to [ __ ] others really in the end,
right? If you're kind of going official
>> third date.
>> Yeah.
>> Third date.
>> Oh, wait, to bring up any finances at
all? What extent? What level?
>> Just like how good they are with money.
And you could bring it up gently like,
"Oh yeah, where did you Where did you go
to college?" Oh man, that's a great
school. How did you finance that? Did
you Did you pay for it? They're like
Or you could say, "Hey, by the way,
what's in your wallet?"
And you could say there's you know,
here's how you could bring it up. You
could say, "Listen, someone's wallet
actually tells a lot about them. What's
in their wallet? Can I see?"
>> Well, yeah. And that's
how they manipulate them.
>> What are you talking about?
>> If they're more on they'll believe
that's what you're asking about.
>> No. If they're dumb and then all of the
sudden you take out the credit card.
You're like, "Oh wait, oh you have the
Amex Platinum. Oh, that's interesting.
What was your first Amex card?"
>> It's been way too long since Graham's
been like out of the dating pool.
Clearly.
>> Does that not work?
>> What even is that, dude? Like I feel
like if a girl's like if you're trying
to like show off that you have an Amex
Platinum, that that is the maximum
cringey thing.
>> not showing mine. I'm just saying for
for the other person.
I say this to them.
What's in your wallet says a lot about
you.
And she'll be like it should No, but I'm
just saying
>> there we go. What are we even talking
about then? If you're If you're saying
something you've never said
>> I'm just saying it would work. It would
work.
>> Okay, let's just say to have a
conversation of like how much are you
earning? What kind of debt do you have?
You know, what is your financial goal?
>> kind of debt? Financial goals? Month in.
Let's call it a month or two in.
>> A month into being official.
>> Yeah, that's fine. In terms of like
what's her job, I think you know, that's
easy first date. And do you think it's a
necessity to have that conversation
early on? Cuz you talk with a lot of
people that are in relationships in
financial distress.
>> Mhm.
I would try to get like little nibblets
along the way to just see if they're
responsible. Cuz they could be
financially
but you know, but a relatively
responsible person that wants to get out
of it and I'm okay with that.
>> Mhm.
>> I'm okay with that. Uh someone doesn't
need to be wealthy or doing well, but if
they're just endlessly irresponsible
which you pick up clues along the way.
That's a easy red flag to be like,
"Okay, let's not commit any further to
this."
>> And so you have a girlfriend now. How
long until you guys have that
conversation?
>> I don't remember. Again, I think with my
situation it cheekily came up a lot
quicker.
So, honestly probably in the first few
days.
>> And how long have you been talking to
her?
>> Uh we've been official
uh for a year and 6 days.
>> And does she pay for anything?
>> No. No.
>> So, it is beyond that.
>> Yeah, it's because I mean I don't see
the purpose. I mean she tries to, she
offers to, but I'm like What the There's
no point.
>> When's the last time you let her pay for
something?
>> She bought me a Valentine's Day gift.
>> What about on like Christmas or like a
birthday?
>> Yeah, those are those are a little bit
>> No, no, just like a date. Like you guys
are going out on a date.
>> Man, I don't remember.
>> I just What about you, Graham?
>> Uh oh gosh, Macy's all the time.
>> Really?
>> But yeah, but she sneaks it. So, we'll
go out to dinner
and then she'll be like, I I hold on, I
got to go to the bathroom and come back
and the bill is paid.
And this is this is not a one-off.
>> Graham's like the best day ever.
>> It's [laughter] awesome. But it it I
always offer for everything, but
sometimes it's just she is quicker or
very sneaky or when I even anticipate
and all try to do it, even the server's
like, "Hey, sorry, it's already been
taken care of."
>> Mhm.
>> And there's even been
a few times where
this has happened and the server's like,
"No, no, someone else has paid." I'm
like, "Neither one of us?" "Yeah,
someone else paid for your bill."
A subscriber.
>> So.
>> Interesting.
>> So, there have been times out there
where we've gone out to eat and I feel
bad because then I'm like, I don't even
know who it was.
>> Yeah.
It's a bummer.
>> So, then it's neither one of us.
>> See, Graham does not see that as a
bummer.
>> [laughter]
>> Caleb's like, "That's a bummer."
Graham's like,
>> I don't know about that, actually.
I don't know. I like to cover it.
I'm not very like trad or traditional in
a lot of things like that, but no, no,
it's nice.
>> So, what are the red flags that you see
in couples when it comes to money?
>> When each other don't know each other's
financial situation cuz there's no one
who comes on this show that isn't at
least in the position where they should
have that talk. Where they have a
completely different world view on
goals, spending, desires, where they
want to be as a couple. He It's like if
you are not even aligned on that, like
what are we doing? Get aligned or get
the [ __ ] out. Um
And then the next one would be just like
not knowing where the other one's
spending is going and immediately
throwing accusations to the other
person's way. Like, you're spending on
this. Well, you're spending on this.
It's like, why are we looking at it like
this? Why aren't we just trying to come
together and get better together and
hold each other accountable instead of
just trying to throw each other under
the bus?
>> What about success in relationships in
situations where there's a big income
gap? If the guy makes a lot more than
the girl or the girl makes a lot more
than the guy, what have you noticed
there?
>> Hm.
Well, we
On the big gaps, we've had a couple
times where the lower income person,
which I think both times is actually the
woman, which is kind of unfair,
jealousy. Some weird jealousy there.
Don't really like that. One person, she
chose to get a degree, she gets paid
less, and her boyfriend chose to become
an engineer. He's a piece of [ __ ] by
the way, but either way, regardless of
that part, chose to become an engineer
makes a lot more money, and she's like,
well, I went to school for more, he just
got a certification, he makes more. And
I'm like, okay, but you chose to do
this. You can look at it in the data.
That was really weird.
Definitely some jealousy. Then we've
also had some like stay-at-home
Um mostly women, but we I think we've
had a couple stay-at-home guys as well.
And they're They like to be the spenders
while the other one's the earner.
Big fans of that.
>> And what about combining finances? Would
you recommend that for most
relationships, and will you do that?
>> For most, I don't know. I mean, I'll
Yeah, I'll do it. I'll I'll do it if she
if she wants to, I guess.
Um
I mean, it's personal finances. It works
for some, it works for others. It sounds
like it doesn't work for you guys from
what you just said, cuz if she's paying
for it, I mean, she has her own money,
and you guys are married. So, and that's
fine. I I think it just really depends
on the relationship. As long as I think
we're aligned on goals, we know where
we're trying to get, we're being
responsible, and that's okay. I think a
good healthy middle ground is maybe a
couple separate accounts, but everything
goes into one joint where things aren't
really spent, but then it's divided from
there. Bills and then personal spending.
What about prenuptials? Do you
>> They get income divide, yeah.
>> Do you plan on getting a prenuptial?
>> Yeah, she knows that.
>> Yeah.
>> And how early do you have that
discussion?
>> I told her pretty damn quick. I mean I
mean it's just big income divide. It's
just going to happen.
>> Mhm.
>> It's just going to happen. Things just
get messier, things get weird.
It is just This is cleaner that way.
>> So, when it comes to that, what's a
financial mistake that you make?
>> Um my rental properties. I mean it's not
that I lost
>> still have them?
>> I'm exiting them. My
I made money.
I made decent money. I would have made
so much more money being in the market
instead of focusing on that. I really
want to sell those things.
>> as soon as possible. The last time that
I think we talked, I was telling you to
sell those rentals, right?
>> Yeah, my I don't remember.
>> There was a condo, there was something
worth like 500 grand. I said sell it.
>> Yeah. Yeah. I should
>> Cuz you said you were going to be either
break even or barely cash flow negative
on it, and you didn't want to give up
the mortgage, I believe.
>> Mhm. Yeah, that was on the condo
specifically. I did exit that
>> pretty quickly. Um but my rental
properties, back to my home state, yeah,
I'm fully exiting them, and I'm just
putting the money in the market. So,
that was
a financial mistake. Um
I mean I definitely move a lot.
You know.
>> Did you
>> Buy, sell, buy, sell, but
>> Are you losing money on your house?
>> The current house that I'm in right now
while my new house is under renovation,
I will probably
break even.
>> So, you bought a house while your house
is being renovated?
>> no, no, no, no, no, the house that I
live in now is the house you guys have
been to that I've had for a few years.
>> Okay, yeah.
>> But I've had a house for a little bit in
like my dream neighborhood essentially.
And but it's been a renovation kind of
mess. So it's been taking a while.
>> But on your other house that we've been
to,
>> Yeah.
>> are you losing money on that?
When you sell it, will you break even?
>> break even.
At best. Maybe a little loss, but not
much.
>> And if someone were to look through your
personal finances as an audit, what
would they criticize?
>> Oh, this is interesting cuz we talk
about low-cost index funds. I mean, I
use The Money Guys as their financial
services.
Um they're my wealth managers.
I decided to go with them in the end.
>> Why do you need a wealth manager? I feel
like you are smart enough and in it with
finances that you could just buy an
index fund, one fund, and be done with
it?
>> Which I could and I'm down for. Luckily,
it's like they are very their fees are
very very tiny. So I'm really not losing
much. Um taking advantage of some tax
loss harvesting is nice.
Um
it's good to have someone in your corner
when you get to that next level. And for
me, it kind of it came down to our
conversation It's not as extreme as
whether or not starting that burger
restaurant or taking out
>> [clears throat]
>> starting that franchise.
But I want to put all my energy into
this business. I want to put all of my
energy into growing Dollar Wise. I don't
want to think about my investments. I
don't need to think about
diversification and international to
what is Bitcoin doing? What's happening
here? What's happening there? I don't
want to think about that. They're the
experts. I'm letting them work on
letting Brian and Bo and my boy
>> What are they investing in?
>> I mean, it's mostly just replicating the
market if we're being honest.
>> Okay.
>> Not so much yet right now though. Right
now. We have an ultimate goal we're
trying to get to within a couple of
years, but
>> So with all of the success that you've
had, do you still finance your
furniture?
>> No.
>> You paid it off.
>> Well, I'm going to get new furniture in
the new house. I might finance that.
>> And what is the logic?
>> What is the logic? No, I'm not going to
finance it.
At [laughter] this point I'm not I I
doubt I'm going to finance it, but
I don't
>> Has your relationship with money
changed?
>> Um my fear's gone down substantially cuz
I hit that minimum goal that we talked
about I think our first time. Once I hit
that you know, a lot of the conversation
is does the goal just change? Well, the
goal changed but my safety net goal did
not. Once I hit that I was like oh
I'm good.
>> Can you say what that goal was?
>> Um
what was it? 5 million? I think.
>> And why did you pick 5 million?
>> You know, I was actually talking to the
money guys.
>> Mhm.
>> I was talking to the money guys. Yeah.
That's just what they said is like my
safe line. When they did the audit on me
and I was like I just kind of went with
it. I just went with them.
>> I'll I'll tell you what you have to do
next because at your goal level, your
risk does not decrease. And what you
have to protect against at this point
are lawsuits,
>> Yeah.
>> health,
and any sort of personal accident that
could derail that. And so now you have
to protect against that.
>> Yeah, lawsuits are really the only thing
we're doing pretty well with great
contracts, tying up the best lawyers,
and um insurances up up the butt. Uh so
that's good.
Health.
I am skinnier since last time you guys
met me, but it's not as significant as
it should be.
>> For what it's worth. So how did you
arrive to the 5 million number?
>> Uh the money guys suggested once you get
5, you're chilling and they laid out a
full plan. It's like yeah,
>> What was the justification?
>> the justification? It's like
[ __ ] I don't remember. It was a couple
years ago.
I just always move on to the next thing
more than
[ __ ] you're trying to get an answer,
isn't it?
Um
I don't know. Once they once they set a
goal for me,
these people that are my friends that I
respect,
I'm a very goal-oriented person. Since I
put that on my radar, that was just it.
That was it. It might not be as
perfectly logical as we want it to be.
>> And how is the relief that you've
experienced expressed itself?
>> Got a million to take more risk, willing
to hire more people, willing to do more
things, willing to like if this is as
far as I get, that's fine. Now I'm going
to throw it on the table.
>> And so you've just increased your
expenses to make life more comfortable.
>> Yeah, this studio well, less about that,
but this studio is expensive. We spent a
lot of money on this studio. We pay
really good wages. Our overhead is
crazy. I think it's probably higher than
300 a month. Um
it must be.
Uh
really just doubling down, doubling down
on the business.
>> And it's just been an easier decision
since you feel like you have this
guaranteed safety.
>> could have just siphoned all the money,
you know? I could have just siphoned.
But I decided to double down.
>> made more because you've invested so
much more into the business?
>> Luckily, yes. Now that Dollar wise is
very successful because it has like made
waves through the budgeting market. Um
yeah, no, it paid.
Paid great.
>> What happened to the Dollar wise app?
>> Yeah, when it first launched, that was a
Woo! So, one thing I learned, for all
you people growing a business right
there, third-party contractors, when
building something from scratch, not
always the best thing to do. It is
cheaper, it is easier, it is less scary,
they probably know what they're doing,
but build in-house, do the investment.
If you're actually confident in what
you're doing, build it in-house. Cuz
that's what we've had to do this these
last like 7-8 months is rebuild
everything from out. So, we launched
with the contractors, a complete
disaster, they wouldn't fix things on
time. It was [ __ ] They launched with
Simplifi Budget, we got a copyright
issue, it was it was almost a lawsuit,
had to switch it to Simplifi Budget or
uh Dollar wise before we made any app
fixes. Luckily, my team came in, we
hired them, spent hundreds of thousands
of dollars, put all my money back
towards them. They fixed the app to
where the past in the past like 3
months, 4 months, the app's been good.
It's all the you know, the issues are
fixed. But now but it hasn't been that
app that's like
uberly competitive against all the other
budgeting apps. So, what they've been
working on the last 6-7 months,
especially with all the new technology
that exists today, is building this big
6.0 launch that is happening right after
we filmed this and
it's going to be incredible. I'm so
excited to see how it competes against
the Monarch again well yeah Monarch's
like the big one right now but against
all the other top dogs are now with the
great level of insights people are
getting into their money that's
automated
more than any other budgeting app
actually giving you those tools and
insights in your insights tab. I'm just
so excited to see what happens.
>> Do you worry that potentially the app is
at risk if like a chat GPT or a Gemini
came out with a like a financial
AI that could basically integrate
already and then give you like real-time
insights and suggestions immediately for
free?
>> Yeah potentially. I mean I I know even
Grok itself and what is it Perplexity? I
think they have like a a finance mode.
So there are things like that and that's
a conversation but I think people like
having an app they trust with their data
cuz I don't know if people trust their
data with AI. So a company that doesn't
sell data actually protects that and
that's what we've
promised to do
and that actually connects with these
great third parties
uh like Plaid and whatnot to
sync their accounts automatically
instead of having you like okay what's
the update Jeff GPT? Okay what's going
on now? What's going on now? Here's a
question you know. So we already give
you the insights everything's automatic
it's all done for you and it's built in
a way for a human to use not like
what a chatbot thinks you want to hear
in the moment. But someday honestly
probably and we have a pivot in mind.
>> Okay.
>> In about a year.
>> What's the end goal for Dollar Wise?
>> Uh I mean I want to build it into not
only the best budgeting app potentially
go into the world of uh some banking
potentially go into um I I want to scale
it into a multi-hundred-million-dollar
business. I want to employ a lot of
people and I want to create an app that
actually changes people's lives. More
than the show does.
>> What's the primary motivator at this
point because you have more than enough
money right now, I would assume, if you
wanted to step away from YouTube, would
you be fine to do so?
>> Yeah, oh, for sure.
>> So, you can live a perfectly quality
life with all the money that you have
saved up and invested.
>> I think so.
>> So, if it's not then to get to like a
different level of wealth, to access
different things in life, then what is
the motivator?
>> You know, it's interesting, I just saw a
clip from your episode that was just
released with a streamer I've never
heard of, no offense to him, but you
asked him if he would step away with $20
million or something. He said, "No, he'd
be bored." I'd be bored. I love building
[ __ ] I love working with people. I love
having an impact positively on the
world. Some people don't agree with it,
and that's okay, we don't care about
their opinion. They're, you know,
whatever. That's their choice.
But, I want to leave an actual resource
and legacy that helps people. I really
do.
>> But, would you walk away for $100
million post-tax?
>> No. Billion, maybe.
A billion dollars, maybe. Yeah, sure,
why not?
>> So, where does most of your revenue come
from today? How is it broken down?
Dollarwise would say the the pie chart.
>> Dollarwise has played a big catch-up.
For the vast majority of last year, it
was financial audit, driven by AdSense
and sponsorships. Memberships really
took off last year. That's been huge.
That pulls some pretty heavy weight, but
now Dollarwise is so substantial, I'd
say it's about still 40%
YouTube,
20% sponsors, and then the rest comes
from the mixture of our educational
programs, and
Dollarwise.
>> One thing that we had discussed on this
podcast, every time we've had you on so
far, you have said that you were still
deathly afraid of dying poor on the
Walmart floor.
>> Yeah, not anymore because I hit that
goal. I mean, that was a big part of it.
That was a huge part of it.
>> So, it was as simple as setting a goal,
achieving the goal, and then that's it?
>> Yeah, cuz five five million dollars, I
mean, it's more money than most people
can imagine, but it doesn't give you
like a huge crazy life for the rest of
your life, not not by any means. But, I
can feel comfortable that I can get my
[ __ ] together for long enough for a long
time. I can get my [ __ ] together cuz I
can always work. I can always figure out
things to do. I have always accepted
that I might have to go get another
normal regular job post YouTube once I
got into this thing. So transparently,
I've had this goal for a very long time
and it's the exact same as what you
said. It's like $5 million and I feel
right now like I need to race as fast as
I can to hit that and then once I hit
that so funny you mentioned this cuz it
is so directly applicable to my life.
Once I hit that, then at that moment I
can then start spending to make my life
a little bit more comfortable and
similar to what you did, I would love to
hire on more editors and hire on more
producers so we can actually obviously
our profit would go down
but then it would we would take exactly
the maybe is the it's the unknown.
Hopefully, you know, our profit would go
up but the risk of doing that I don't
know if it's worth it when right now
like we can still remain profitable and
I can still continue to like save as
much as I can until I hit that network.
So it's interesting to see that you
actually as soon as you hit it, the
mentality did change. If you could go
back in time, would you have started to
elevate your lifestyle and spend more
back into the business before you hit
that 5 million or do you think it was
necessary to have that confidence once
you hit it?
>> Yeah, I definitely don't regret anything
but since I know it all worked out, I
would have put more into the business,
not lifestyle.
>> Do you think it was important to get
crazy life to get the confidence like
that the through and through confidence
once you hit that number?
>> Yeah, it was nice. It just allowed me to
step the foot on the gas on everything
else, you know, instead of being so
afraid of everything. So, aren't you at
five?
>> Yeah, that's hard.
>> It is hard. People don't realize like
you can It's difficult but
Is it cuz Graham didn't pay you anything
when you started?
>> That was it.
>> No. No, cuz I mean I
was trying
>> I'm trying to start some [ __ ] No,
because I made Jack work for free.
>> Yeah.
>> For such a long time that the early
years of compounding have just caught up
to him.
>> have done one extra year. I only I think
I I didn't work for free I mean I for a
little bit like months but it wasn't
anything. It was like
but I mean I'm not at five because
people don't real- People don't know
>> hard. It's
>> Saving up money post-tax is incredibly
difficult. So, like you can be earning a
lot of money, and you could be earning a
lot of money for a pretty long time.
Like, I feel like I've I've been earning
good money, not like a lot, but like
good money for 5 years now, probably.
But, saving up post-tax is like so like
so hard. Like, even to to save up the
first like million, like it takes years
and years of like high earning and
saving post-tax.
>> You have expenses, and then what you
don't spend then is now taxed, or you
spend money after taxes. It's just
>> And when you're as bullish on Robinhood
stock as I am,
>> Oh, gosh.
>> then obviously, it's going to hinder
your economical growth.
>> Honestly, I'd say about a third of my
net worth has been through just pumping
in during big dips the past couple
years.
Just had great rebounds.
>> That's incredible.
>> Like, the beginning of last year when
tariffs first started, woah. I love that
little dip. I
made incredible money on that.
>> Do you purposely set money aside for
events like that?
>> No, I got really I got really lucky.
>> perfect timing. It just happened to be
>> timing. Now, with the wealth advisors,
with ThankYouMoneyGuy,
um
we are setting aside like a large pile
of money for
uh a few different things, but in case a
big opportunity comes, whether that's,
you know, commercial real estate or
>> Yeah.
>> buying a big dip.
>> Do you feel like you still need more
money?
>> No, not at all. Not at all.
It doesn't come
It doesn't come from anything that I
want additional in lifestyle. I'm
getting my dream house in my dream
neighborhood.
>> How much is that going to be?
>> Uh house 1.6, renovation five.
>> $5 million on a 1.6 house?
>> no, no, no, no, no. 500,000.
>> What? My god.
>> 500,000.
>> Well, when I hear five, I think 5
million. When I hear 500,000,
>> That would be insane, though.
>> He's just
>> And I got my Model X, I'm very happy. Um
So, part of that might be you haven't
moved into the house yet.
>> Yeah, maybe.
>> you move into the house.
>> It's not the house, it's the community.
[clears throat]
It's walkable. Like that's what I
craved. I crave a place with parks and
shops that's safe and actually laws are
enforced. Um
that's, you know, where I'm excited to
be. So, it's it's more of that than the
house.
>> Do you feel financially secure? Do you
feel like you need more money?
>> financially secure, but I feel like I
need more money. Uh
it's so funny. I had these long
discussions with Gemini and ChatGPT and
Grok. They know everything about me.
They know every single one of my
investments.
>> Stop.
>> Seriously, they And I update it on a
regular basis, so they know exactly
where I stand.
And I've gone through every single tax
strategy to be able to buy a house that
I want that I think would be a dream
house.
>> What's that?
>> What do you mean what's that?
>> you say? Like what that would be?
>> Oh, price range-wise?
Or what?
>> Oh, yeah, yeah, yeah.
>> Oh, no, no. I mean, I want a house in
Las Vegas with a view of the strip
>> Yeah.
>> that's completely private where all you
see from the front, my vision, is just
all you see is a gate.
>> So, you're going more
>> see the house. And then with a yard,
yeah, yeah. With a with a big yard, with
a view of the strip. Uh and those tend
to be about 7 to 10.
And me doing
>> chunky.
>> It is. And so, then it is, well, 7 to
10, you know, let's just say because
realistically I use some of the house
for business, but the mortgage cap is
750, which leaves a lot of money that's
not deductible. And then I'm like, well,
I could do a box spread and I could
borrow against my portfolio, create
capital losses, and then buy the house
with it. And I do all the calculations,
but I've determined that right now to
comfortably afford that, I need another
3 to 5 years of income cuz I never want
to buy something and then be reliant on
income to to it. I I assume if I buy
something,
I want to be okay where if my income
goes to zero the next day and I just
have my investments to live off of,
that'll fund everything I need with a
30% buffer in the event the market goes
down or something unexpected comes up.
>> Why do you want that? I understand the
view part, but why do you want to be
further away from society? Why do you
want
>> No, no, no, that's not further away
>> you want more space? Like what are you
doing with it?
>> Oh, I love when you go out and it just
feels peaceful where you just feel like
you're in the middle of nature. I don't
like going outside and I see like house,
house, house, house, house, house,
house, house, house, house. I love you
you open it into a space that just feels
like you're in a bit of a forest that
feels tropical and I want like, you
know, koi ponds and like trickling water
through the place. It it I don't want a
mansion, but I just want that land and
space and privacy with the view that
just feels like you're in your own
little sliver of like heaven, if that
makes sense.
>> know, actually when you ask like if I
need more money, no. But now that you
did say that, I do have in the back of
my head a
really cool thing someday would be like
a really cool hill country Texas ranch.
I love a Texas ranch. Just for just I
love animals. I do like land. That'd be
cool. But so I guess that would be it.
That'd be it.
>> Yeah.
>> But neither of you still fear going
broke.
>> I don't fear that.
>> Oh, I would say for me there's a certain
small percentage that you just don't you
don't know what you don't know. That's
always what it is for me.
>> My philosophy is like
Uh if the US economy goes to zero and
we're all each other, I'm ready to
put a
in my mouth, I don't know.
>> If the US economy goes to zero?
>> Yeah, if we're in like the
you know, World War Z end of the world.
>> You wouldn't fight?
>> No.
No, no, no, no. I'm too My my my
anxiety, my panic attacks, I would just
end it. No.
>> I feel like people would say, "Yo, isn't
that the guy from the financial audit
show?" And they're like, "Oh my gosh,
yeah, it is." And they're like, "Yo,
come with us. Like, we'll save you."
>> I I don't I don't want the the No, no,
no, no. I think me and my girlfriend
we've decided we'd uh you know, bunker
up.
So.
It's expensive.
Well,
>> part.
>> Oh.
>> Oh, okay.
>> Where did you meet your girlfriend?
>> Instagram DMs.
>> You slid into her DM?
>> Other way.
>> She slid into your DM?
>> Yeah, I never slide in. Wait, do I?
I'm I probably have before. Yeah.
I love it for his DM.
>> What did she say?
>> It was something funny. I don't remember
exactly. It was It was It was something
cheeky though. That's That's usually how
you get me to respond.
>> And then what? You clicked on her
profile, you're like, "Okay, I like the
way she looks."
>> Yeah. Yeah, and then we just started
talking and
>> And how long until you knew that you
wanted to take some things seriously
with her?
>> About a month.
About a month.
>> days?
>> Seriously enough.
Uh a week of very intense dates. I was
like, "Okay, you know what? I'm
interested
>> And then you guys live together now?
>> We do now, yeah.
>> Okay, and how long until you guys
started living together?
>> We went a little quicker than normal.
Uh 4 months.
Definitely quicker than I would advise
and stuff, but just some things like
lease situations and whatnot kind of
lined up and we're like, "Nah, if we're
going to try it, let's try it."
>> What if it doesn't work? It doesn't
work.
>> What are the main ways that having a
relationship has improved your life?
Like, if you were to list out all of the
stats of life, business, work,
confidence, anxiety, what ways have
improved the most?
>> Well, definitely getting good sup-
That's I have a good support system, and
she also calls me on my [ __ ] let me
tell you. Woo, she calls me on my [ __ ]
So, and I'm not getting babied. Like,
whatever if I have an opinion or I'm
even like upset at someone at work,
she'll call me on my [ __ ] And she'll
like
>> What does she say?
>> advocate. I was angry about how an
employee was acting at one point. I I
don't want to give details cuz they're
listening. And she was like, "No, Caleb,
you're being a dick. You're being I was
like,
No, no, I got listen. Um, you know,
decent good debates. We also have very
similar interests in terms of like
uh
I mean, we have
interests aligned enough to have a
really good time with each other, and
that's really nice. Good support system,
and I mean, I I don't want this to be my
life, but studies suggest for
men, their closest dynamic in the vast
majority of their life outside of
childhood is their wife. It's not always
the fact the same for
women to their husbands, but
for men to their wives, that is like
their closest and most the person they
put everything towards. And I'm glad I
found um you know, I don't know if
she'll be a wife or not, but
you know, we're thinking about that, and
I'm glad I think I found the one for
that, so.
>> When do you think you're going to come
to a decision on that?
>> I mean, I think I already kind of have.
>> Okay.
>> Yeah.
>> What's the most expensive gift you've
gotten her?
>> Chanel bag.
>> How much was it?
>> 10.
>> $10,000?
>> Yeah. Never have Never done anything
like that in my life, but I was like,
you know what? I make good money. I love
this woman. It's been her dream since
literally childhood. It is her birthday.
>> Yeah.
>> That was your dream?
>> Uh well, yeah, she's very into fashion.
Collectibles, uh
collector vintage type [ __ ] So, it was
like classic flap, you know, historic
bag.
>> What was her reaction to a $10,000 bag?
>> She cried like crazy.
>> not Why not buy her the replica version
of that? And just say it's the real
>> What, Jack?
>> Did she know it was real?
>> the nicest thing she's going to get for
a very, very, very long time. But, it
was like her one thing. I was like, I
had a really good year. I love this
woman. I've never bought someone
something so expensive before.
It was what when I asked her sister, it
was like, this is what she's always
talked about. I was like, okay. [ __ ] it.
Let's swallow that. That's That's a hard
one.
>> With all of that said, with how
incredible of a year that you had where
it was wildly profitable, and the
amazing smile that you put on this
woman's face that you love and she was
so happy. She cried. It's been a dream.
Why would you still not buy a replica?
>> [laughter]
>> Seagram. Do you see what I'm saying?
Like do you see how ludicrous it is?
>> It's the same thing.
>> the most profitable year you've ever
had. You could never even dream of
making so much money.
>> $9,500.
But it holds value.
>> What was the
>> What was the process like of buying a
$10,000 Chanel bag?
>> I went in and I was very lucky that they
actually had one. I was very lucky they
actually had one.
>> How do you know and how do you
scan that someone isn't interested in
you for either the money or for the
social media popularity?
>> Yeah, that's hard. That's where
Well, I mean, you see you see the flaws
in someone pretty quick and if they
can't put up with my flaws of which um
there are many, you know,
that would be hard to stick around and
just for like I'm not that kind of rich,
you know. It's we're not on that level.
This is still just like YouTube at the
end of the day.
And um pre-nup out of the gate. You say
yeah, I'm getting a pre-nup. I'm getting
a pre-nup. It's going to happen. That's
a good way to weed them out.
>> Why don't you lose weight?
>> I do and have. I think I'm 20 lbs down
from the last time you guys saw me.
Uh but you're right. I mean, yeah, it's
not as much.
>> Is it a priority for you?
>> Um
Uh it continues in cycles of priority.
Um I'll be honest, the last 2 weeks have
been bad. I've been really good last few
months. The last 2 weeks have been bad
after a big freeze where we're all stuck
inside and I used that as a slide. That
was bad. I just need to get right back
on it. Um
Girlfriend's great for that. Huge
fitness person, huge dieting person.
She's very smart, great cooking like and
the gym is her life. So she's actually
been really good on that. She holds me
accountable and she calls me out on my
[ __ ]
>> What's your weakness in food?
>> Fries, burgers, and shakes.
That shit's good.
>> And where?
>> Damn America.
>> [sighs]
>> Oh.
Um Shake Shack is incredible. Five Guys
is incredible. P. Terry's is incredible.
McDonald's is incredible. Chick-fil-A is
incredible.
>> What's the most underrated fast food
restaurant?
>> Underrated? I don't know why the people
think
uh
Shake Shack and In-N-Out are even
comparable. It's not even close. Shake
Shack
kills In-N-Out. It's not even close. I'd
say that's underrated just because they
compare them. It's not even fair that
they're compared. Culver's.
Culver's is
Culver's is great.
>> Yeah.
>> Overrated Whataburger.
>> Do you have any desire though to like
really take it seriously with diet and
the gym and like make a huge lifestyle
change?
>> Gym. Just get jacked.
>> Gym.
I I would love to.
What I or else I would just do it,
right? I'm kind of like a financial
audit, I guess.
Um
Gym would be nice. But diet, yes. And I
have been actually for what it's worth.
And people actually we did an end of
year video like we put all the clips
from the year and stuff and people were
commenting about the weight loss, which
was It was It was good to see.
>> Do you think that you getting, let's
just say jacked, looks maxing, do you
think that would have an adverse effect
on the channel?
Yeah, probably. Sometimes you and your
current form
is going to be more like
maybe better for views. Like let's say
>> [laughter]
>> What do you say?
>> Like Jonah Hill. Like Jonah Hill lost
weight and he became less funny.
>> Yeah.
>> Right? Right?
>> [laughter]
>> Dude, I don't know.
Um I love fat jokes.
And I probably can't do as many fat
jokes
when I'm like clavicular.
>> But maybe you could like having lost the
weight though.
>> Yeah, but at that point it probably just
looks mean. People already think it's
mean, but I don't care. So, yeah.
[clears throat]
>> I think Caleb, at the end of the day,
everything that you've done is
incredibly impressive. Especially
you go back several years. I mean, where
you were at, you were in a decent spot
back then, too, but like you just seem
like another one of those ambitious
people that was like, "I'm going to put
my head down and work and see what
happens." And it was like, "Okay, you
were doing well." And you continued
moving in the right direction, but you
have stuck with it, you've remained
incredibly consistent, super hard
working, super disciplined, and you have
absolutely exploded. And every single
time that we think "Uh this is probably
about it. How much longer can he do
these? Like, is this really going to be,
you know, a profitable thing for a
really long time? Or is he just hitting
another ceiling?" And then every single
time you just break through the ceiling
and break through the ceiling. So,
you've done an incredible job. Also, I
will say of all of the things, it's like
you're a great personality on on camera.
But of all of the things, you're
incredibly efficient at organizing
people. And I think that that's what's
led to the crazy rise of the business is
that you're able to put the right person
in the right job, and then know when
someone's not
either the right person or not in the
right spot, and then be able to put them
in the right spot. So, I think you've
done an incredible job. Your output is
insane. It's super respectable.
>> Yeah, your efficiency is a 10 out of 10,
and we look at your operation as our
inspiration. And we see what you're
doing, and we talk to you, and you are a
huge influence now in the Ice Coffee
Hour of figuring out what we could do to
improve and not get stale.
>> Thank you guys. I appreciate you. It's
good to have good support system. You
guys are always good to talk to. I have
the most incredible employees. It's all
because of them. The audience has stuck
with me through through drama, through
fun, through goons, through gaffes. So,
the audience is absolutely incredible.
And then most important, the guests on
Financial Audit. None of it would be
possible without them. So, I'm beyond
thankful for them.
>> And of course, we're very grateful for
you to come back in the Ice Coffee Hour.
Every single time we talk to you, it is
an absolute pleasure. And for everybody
watching, guys, thank you. Thank you so
much for tuning in. And of course, we
would not be here if not for you. So,
every single day I try to practice a
little bit of gratitude for the position
that we're in and it's we would not be
here if not for you guys. So, thank you
sincerely from the bottom of our heart
for watching this episode. Thank
>> And we'll also link to your budgeting
app in the description. So, it is there
for anyone who wants to try it out.
There you go.
>> Mhm.
>> We flew out to Austin for this. We're
staying another day to film a bunch more
episodes and then we're flying to Puerto
Rico. Okay, and then we're going to fly
back
>> home and then leave back for LA. Our
travel schedule's crazy, but we're doing
it for you guys. So, thank you guys.
>> Thank you, Caleb.
>> Till next time.