Money For Couples with Ramit Sethi - 224. “I took on debt to help my family. Now she won’t marry me.”
Episode Date: September 2, 2025Rachel (31) and Pierre (42) have been together for four years, building a loving and stable life in Brooklyn. But one issue is holding everything back: Pierre’s $60,000 in debt from a failed busines...s he started to support his family. His plan is to wait it out, hoping the problem disappears. But Rachel is unwilling to move forward towards marriage until there’s a plan in place. To her, his passive approach feels like a warning sign for their future together. Can Ramit help them face the reality of this debt, make a plan, and build a shared vision? In this episode we uncover: • Why Rachel vowed never to date someone with debt—and why she chose to date Pierre anyway • Pierre’s family vape shop business collapse and the $60,000 in debt he took on to try to save it • The stark difference in how each partner views the debt • Why Pierre believes ignoring the judgment is a valid strategy • Rachel’s habit of minimizing her own fears • How Pierre’s family history shaped his own sense of obligation • Rachel’s painful history with her mother being scammed out of $60,000 • The tension between investing for the future versus paying off past mistakes • How cultural expectations and family loyalty complicate Pierre’s decision-making around money • The breaking point: Rachel admits she cannot say yes to a proposal without a clear plan for the debt • Ramit’s game plan to get the debt paid off—the right way Chapters: (00:00:00) “If you don’t handle this debt, I won’t marry you” (00:19:50) Ramit breaks down their numbers (00:27:25) “Happy wife, happy life” — but what about the debt? (00:41:53) He took on debt for his family — but at what cost to his future? (00:55:01) “I don’t ask my dad for money… and I don’t ask Pierre either” (01:07:31) How small sacrifices can open the door to big changes (01:23:21) Logistics are a big turn on (01:30:50) Where are they now? Rachel and Pierre’s follow-ups This episode is brought to you by: SonderMind | Go to https://sondermind.com to get matched with the right therapist in less than a week. Doola | Go to https://doola.com/ramit and use code RAMIT for 10% off LLC formation and bookkeeping. Masterclass | For unlimited access to every class and 15% off an annual membership, go to https://masterclass.com/ramit Rocket Money | Cancel unwanted subscriptions and manage your expenses the easy way at https://rocketmoney.com/ramit Notion | Try Notion for free at https://notion.com/ramit and experience the powerful, easy-to-use Notion AI today. Links mentioned in this episode • Get tickets for my next live events—September 14 in Atlanta and September 26 in Los Angeles—at https://iwt.com/events Connect with Ramit • Get my new book, Money For Couples • Get Money Coaching with Ramit • Download the Conscious Spending Plan • Listen to my book—now on Audible • Get my New York Times best-selling book • Get my no-numbers journal • Other episodes • Instagram • Twitter • YouTube If you and your partner have a money issue and you want my help, I occasionally select a couple to work with, free of charge. Apply for my help here.
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I told myself that I wasn't going to date anyone who has debt.
I had to shut the business down, and I had to accumulate all this debt because I felt obligated to take care of my family.
He told me what happened and how it was just sort of sitting there.
I said, are you going to do anything about it?
And he just sort of brushed it off.
I spoke to a financial advisor about it.
He said, just wait it out because after seven years, it's removed from your credit report.
At some point, honestly, it was starting to fuck me off a little bit.
Why would I want to be with someone who doesn't know their shit?
I have enough to pay for it, but,
If I don't have to pay for it, why would I?
Every time I try to bring up this debt, like that's where it just go downhill.
I think it's a sore spot for the both of us.
If your partner said they would not get married to you unless you paid off your debt,
what would you do?
Today I'm speaking with Rachel and Pierre.
They're 31 and 42 years old.
They've been together four years, and they live together in Brooklyn.
Their goal is to get married and start a family.
But one thing is stopping them.
Pierre's $60,000 business debt from before they met.
He's basically written off paying it.
And Rachel says she will not say yes to a proposal
unless there's a plan for that debt.
I'm going to look at their conscious spending plan right now
or their CSP so we can see their actual numbers.
You can download your own template of the conscious spending plan for free
at IWT.com slash CSP.
Okay, they have $0 in assets.
$134,000 in investments, $35,000 saved, $60,000 in debt for a total net worth of $109,000.
They make a combined $183,000 per year, fixed costs are 48%.
It's quite low.
15% investments, 11% savings, 26% guilt-free spending.
Now, if we don't count the debt, their numbers look pretty solid.
But if you've listened to this podcast before, you know that the numbers alone never tell the whole story.
Let's meet Rachel and Pierre.
Rachel, in your application, you said something that really caught my eye.
You said, you're both working towards marriage, but you will not accept a proposal unless this debt is handled.
Is that still true?
Not necessarily that it has to be paid off in full.
but at least there's some sort of solution that this is being worked on or that there's like,
let's say the solution is paying it off, right?
Then, okay, that's considered handled to me.
I got it.
Like, there's a solution to it.
Okay.
So we're here because of Pierre's debt?
I've known about this debt, probably like early on before we were, you know, like boyfriend,
girlfriend.
I've known about it.
And I told myself that I wasn't going to date anyone who has debt because I just, I don't want to have to deal with that at the time I was in my late 20s. And I don't want that burden on me, right? I didn't want to have to deal with that. And when he told me what happened with his debt and how it was just sort of sitting there, I asked him about it. And I said, are you going to do anything about it? And he just sort of brushed it. And he just sort of brushed.
it off. And over, I want to say, maybe two years ago, I brought it up again. And I asked him,
I said, you know, how much debt do you have? And he's like, oh, I think I have, you know, some stuff here,
some stuff there. And at some point, it was starting to, honestly, it was starting to fuck me off
a little bit because I thought, well, how, why would I want to be with someone who doesn't know
their shit? What happened? It's a business credit card debt. It was in anything.
personal. It had nothing with personal debt. Before that, I never had debt of 30-something years of my life.
I was debt-free. My credit score was between like 760 and 780. I opened a babe shop. It was a
shared space with family. And, you know, they couldn't cover their share of the rent. So I ended up
covering their rent and not paying off the credit cards. So, and then when New York had passed all this
legislation regarding, you know, flavored e-juice and what can be sold or can't and not being
able to move my license, you know, it hit me hard. And I kind of like gave up. I was like,
I was, I knew that it would be on my credit score for seven years. And after that, it would be
off the credit score. And from there, I figured I could start rebuilding my credit. What do you think
made this different where you went 30 plus years of no debt, of being quite responsible with
debt to suddenly accumulating a larger amount of debt and then not paying it.
Number one, I couldn't, I didn't find a job afterwards.
I might say it a little later on, but for a couple months I was just upset that I had to
give up the space, had to shut the business down.
Because at the time, when I shut it down, it was the number one rated babe shop in New York
City or one of the top ones.
And, you know, I was doing well.
So losing that really hurt.
I felt like I had obligations to help family.
so a big part of that, you know, also contributed to it.
You know, I'm the eldest child and I have two little sisters.
My dad passed away when I was 20.
So for the longest time, I tried to go and find my own path,
but at the same time I had to take into consideration,
like I was man at the house or I had to help my mom with the business,
with, you know, the taxes and any administrative work with her business
for years. And when I finally found something and I was good at it, it was a successful business,
and then I had to shut it down and I had to accumulate all this debt because, you know, I was,
you know, I felt obligated to take care of my family. What did you feel? I felt angry. I felt
upset. I felt heartbroken. Angry at whom? At myself, at having or feeling the responsibility of, you
know, being there for my family. Do you feel angry at your family? No. During that time, I actually,
before I shut down the business, I felt good because, you know, my mom sacrificed so much and gave
me so much and like this was the least I can do for her. Okay. Rachel, how many times have you
brought up this debt? Definitely at least five, maybe six or seven times. And how many times has Pierre
brought up the debt? I think zero, maybe one. When these conversations come up, when you bring up the
debt, Rachel, how the conversations go? The first time was not fun. What happened? It's started in tears and ended
in tears. This conversation happened like over a year ago, right? Yeah, happened over a year ago.
We can take a break, we can pause. It's no problem at all. But I just noticing like the minute, the second you
start thinking about it, you begin to cry, almost like it just happened. And I'm wondering,
why is it so vivid for you? I think it's because we don't, we don't really ever argue.
Mm-hmm. I think Pierre is coming to hand out of the toxic tissues. Thank you, Pierre.
Very nice. Yeah, we don't, we don't really fight. Like, we don't argue about anything. It's just
every time I try to bring up this debt, like that's where things just go downhill. So I think it's,
it's like a sore spot for the both of us. So, yeah, it's like a, it can feel tender.
I'm talking about whatever topic, every couple's got something. Money is often the one that
ends up making its way to me. It's like a really tender spot. The rest of your body might feel
perfectly fine, but you just brush this little area on your arm and, and it feels incredibly
painful. It's interesting, like with our, if that happened on our own body, we would know we should
probably get that checked out. We should probably do something about that. But it's interesting that with
money, a lot of times we just shuffle it off to the side because we can paper it over and we can
avoid those conversations. And when they come up and they feel incredibly tender, we fight, we cry,
we go to sleep on opposite sides of the bed and then we wake up in the morning and we try to forget
about it. So what you're feeling is very normal. Okay, let's try it again. The first time you had this
conversation, what happened? I remember we were sitting in the bedroom and I asked him, I was like,
oh, how much is your debt? And then I asked him, I said, log into, I think it was Experian or
TransUnion, Equifax, whatever it is, because it lists everything. And then from there,
that's just where we started going through the list. What was the gist of it? You, you, you,
were asking him questions, he was responding to your questions, and then what was the general
gist of that conversation? Just figuring out how much debt he has. And what was your reaction?
Just thinking, damn, that's a lot. But it's manageable, right? You deal with people that have
hundreds of thousands of dollars in debt. For something like his, it's, I think it's like 60-some
thousand in debt, so it's not horrible and it's not accumulating interest. My biggest concern was,
is this debt accumulating interest? Do you find yourself minimizing your own problems a lot?
Possibly? Pierre's nodding, is that yes?
Striking that you're discovering your live-in boyfriend of many years has $60,000 of debt,
which you had to, quote, bug him to share and your first,
response is, oh, it's actually not that bad because other people have hundreds of thousands of
dollars of debt. What do you make of that, Rachel? I guess I could be blowing it out of proportion
a little bit. Which part are you blowing out of proportion? Uh, the amount of debt that he has.
You think you're blowing his amount of debt out of proportion? Possibly.
When were you taught to put the feelings of others before your own? It's how I was raised.
Oh, really?
Sorry.
Yeah.
Okay.
Yeah.
Okay, we'll get to that.
Can we role play the conversation or conversations that you have about this debt?
Because I think I have a general sense of how the conversation goes, but I'd like to try to almost observe it like a fly on the wall.
So what I'd like to do is I would like to sit here and I would like for the two of you to recreate one of those conversations as closely as possible using the exact words.
using the person who starts the conversation, they respond the way they did and the other person
responds the way they did. Put yourself in the mental space of that conversation and let's pick it up
at the last time or one of the times you talked about debt. Go ahead.
Hey, babe. Is it okay if we, can you find a way to figure out how much debt you actually have?
Yeah, I actually looked up, looked it up and it's about $60,000.
Do you know if there's any interest on it or do you know where exactly it is?
No, I doesn't show any interest.
It hasn't risen in years.
I spoke to a financial advisor about it and he said that, you know,
it was like the first or second year of the debt and you didn't plan to pay for it.
You could have filed for bankruptcy.
But this far into it, he said just waited out because after seven years,
It's removed from your credit report.
I have enough to pay for it, but if I don't have to pay for it, why would I?
Okay.
So what about the Amex?
That's about $33,000.
Well, they want a judgment on it.
After 10 years, I was told that they would probably try to sue me again to get another 10 years to collect.
And when that happens, I'll reach out to my lawyer, you know, depending on where I'm working and see if we could do a settlement.
Wouldn't it just be better to try and figure it out now?
Or I feel like there's a bigger risk of waiting to see if they try to sue you because if it's Amex, it's not a small amount.
It's about $33,000.
And I feel like if it's going to be, if it's going to be, let's say, what is it, another,
four years from now, wouldn't it be smarter to, wouldn't the money, wouldn't it mean more or be
easier to pay off now than it would be in the future if we decide to, let's say, have kids?
All that, I had a really late start to putting money into my retirement. So now any extra money
that I have is going towards that. And whatever, if I had to settle it in five years,
In five years, I'll be making more money.
So let's say that $38,000, the settlement is $25,000.
Now is worth a lot more than what $25,000 will be five years true now.
This is where the conversation ended at that point.
Because I didn't know how to respond to that.
Okay.
First of all, well done.
Thank you.
That actually took me right into that conversation.
Let me jump in here because the first few minutes of this conversation are
incredibly revealing. My antenna are going up because Rachel says she and Pierre hardly ever argue.
That's a huge clue, as if arguing is bad. I don't actually consider it a virtue when somebody says
we hardly ever argue. In fact, a lot of people who say this actually avoid conflict. And then we
see what happens when the debt comes up. Rachel cries. Listen to how she talks about it.
One moment, she says the debt is terrible. The next, well, some people,
have hundreds of thousands in the debt. So this is manageable. She's immediately minimizing.
I suspect she probably doesn't talk about this with anyone else. And when she finally brings it up
with Pierre, did you notice his reaction? He basically shrugs. He changes to the subject.
If I were Rachel seeing that, I would feel incredibly lonely because this isn't just about money.
It's really about what the debt represents. In life, we are all going to face challenges.
and if your partner can't deal with debt,
if they won't even talk about it,
that is an ominous sign
of how they'll handle other difficulties.
Deep down, I bet Rachel knows this.
But we need to go deeper into the why.
To Rachel, debt is bad.
Doesn't matter why you have it.
If it's there, it's bad, you deal with it.
To Pierre, the debt feels quite different.
He took it on to help his family.
He lost a business over it.
It represents sacrifice.
It represents doing the right.
right thing. So they're not even talking about $60,000. They are talking about two different concepts
of something they each just happen to call debt. Rachel wants a plan right now. Pierre's just kind of
hoping the problem goes away. Now, I want to help them see each other's perspective, but I also know that
Rachel has made it clear there is no future for them as a couple if they cannot agree on this
debt. After this break, we're going to get into their numbers.
I love helping couples on this show with their communication around money.
And some people make really impressive changes after just one conversation.
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I have questions, but first I want to look at your numbers.
All right.
Let's see.
Rachel, why don't you read the word in bold and then the number in full next to it for
this entire net worth box, please?
Okay.
Assets, zero dollars.
Investments, 134,000.
Savings, 35,000, debt, 60,000.
with a total net worth of 109,000.
All right.
What do you think about that number?
Pretty good for all things considered, yeah.
Pierre, what do you think?
I mean, I like it, but I know a big chunk.
It could be up 60,000 more.
Got it.
All right.
Let's take a look at the income.
This time, Pierre, I'd like you to give me the number of your combined monthly gross income, please.
Gross income is 15,292.
All right.
So that means that combined the two of you make $183,500.
Who knew that by a show of hands?
Rachel's putting her hand up.
Pierre?
Yes.
Okay, great.
All right.
Both of you knew.
Damn, I'm going to give you a round of applause.
That's very rare on this show or in America.
Interestingly, your incomes are quite similar.
One of you, Pierre makes $7,000 a month gross.
Rachel makes $8,200 a month gross.
So a little bit more.
But in general, in the same ballpark.
park. So that's helpful as we go down the list. All right, can we take a look at the rest of the numbers
here on the CSP? Let's see here. Rachel, what is that fixed cost percentage that you have? 48%.
Good. Very good. One of the lower numbers I've seen. Don't you both live in New York? Yes, we do.
Very impressive. So you mentioned you have a rent control department? Rent stabilized. Rent stabilized.
All right. So your rent is 26%, which is good. But in New York, it's excellent because New York is the most very high cost of living city in America in general. So well done on that. Let's move on to the next one. Investments are at 15%. That's good. And are you doing some 401k as well? Yes. I am not. She is.
Okay, savings are at 11%. You have a vacation fund. You have a gifts fund. You have an emergency fund and a wedding fund. Okay. And your savings are currently $35,000, which is about six months. All right. Good. And then finally, down to guilt-free spending, which is at 26%. Would you say this number is accurate? $2,627 a month on guilt-free spending? For me, I would say yes.
Yeah, yeah.
You have fixed costs at 48%.
First thing I think when I see that is fantastic.
What are they doing with the extra money?
That's the first thing that goes to my mind.
Then I move down to investments.
I see 15%.
I go, oh, that explains it.
They're actually investing fairly aggressively,
kind of exactly the numbers that I would expect
for somebody making a high income, no kids.
You have something on here that says,
mom, $300 a month?
What's that?
I gave my mom $300 a month
Okay
What does she do with it?
I'm guessing
What she always does when money is save it
And also I love that you never even asked her
Yeah
I don't need to
I know her
Yeah
Okay fine
How do you send it?
You like write a check or you give her cash or what?
I zeal it
I used to give her cash
But now
Send it to her phone
And then does she reply
When you send it
or no.
She'll send me a text.
What does it say?
Thank you.
Good boy.
Oh, my God.
Adorable.
Adorable.
God.
I love moms.
All right.
Yeah, she doesn't live too far from my work.
And she'll make food and bring it to me so I could bring it home to Rachel.
I love that.
Yeah, yeah, yeah.
All right.
So then your savings is at 11.
And you have a fairly healthy amount. You've got 500 bucks a month for vacations. You've got a gift fund,
almost 300 bucks a month, et cetera. And a wedding fund of $100 a month. Okay. And then the remainder is going
to gilfrey spending at 26%. So all of this, to me, looking at it, I go, yeah, it looks pretty
straightforward. In general, just looking at it, the biggest thing I notice is your fixed costs are low.
And you have diverted some of the money that would ordinarily go towards housing and cars. You've diverted it
towards investments and savings.
Okay, all right.
Can you break down the 60K of debt for me?
So 38 of it is to Amex, and that we got a judgment on.
So that's the only one that there's another $4,000 or $4,800 with Amex.
They sent letters saying if you pay $1,400, they'll cover the debt, but you can't get an Amex card anymore.
There is another, I think, $8,000 that was a copic.
that one's in collections, and there was like a 10 grand from Squarespace where it was like a
business loan.
I never got any other documentation from them since the business closed and had stopped paying.
All right.
What do you think about those breakdown of the four sources of debt totaling 60K?
Damn, that's a lot.
And I don't want to pay that.
Let's pause here because I think this is really important.
Pierre's got $4,800 with Amex that he can settle for $1,400.
He's got $8,000 in collections, $10,000 from a business loan he stopped paying after that
business closed, and $38,000 from two Amex cards with a court judgment already in place.
Pierre thinks if he ignores this debt, it will just disappear.
It won't.
Now, yes, in the U.S., some unpaid debts fall off your credit report after seven years,
but that doesn't mean they vanish.
Creditors can still try to collect,
and in New York, a judgment like Pierre's
is enforceable for 20 years.
With a judgment, the court has already decided
he owes the money,
so the creditor can garnish wages,
freeze bank accounts,
even put liens on property,
and the balance racks up interest.
So if Pierre waits five years,
that 38K grows to like 58K,
wait another five years,
it's close to 90K.
Basically, doing nothing is not really an option.
option. But I can't just sit here and give Pierre all these numbers, rattle him off. He's avoided
debt for years. So me coming and sharing a bunch of large, scary, confusing numbers will only
make him retreat further. It would make anyone do that. So instead I'm going to focus on meeting
him where he is. This is an important lesson if you ever find yourself trying to help someone
change something, whether it be their relationship with money or food or anything else, your temptation
will be to jump in and give them all the technical facts.
Hey, it's so scary.
Look at this interest rate.
It's actually compounding.
Times working.
No wonder you see their eyes glaze over.
I used to do it right when I was in college and right out of college.
Hey, you really need to do a Roth IRA.
Don't you know about the five-year rule?
It never works.
I'm going to start with how he feels about his debt.
And I want to invite you to share this with somebody.
If you know somebody who's in a relationship where one partner is avoiding their debt,
maybe they think it'll just go away.
Send them this episode.
It could actually be the wake-up call
they need to finally face that debt head on.
What would be the word would be like,
I feel resentment, I feel defensive?
I do feel a little resentment.
But when I feel that,
I think about all the good and positive things
that came from it.
And that kind of like balances it out
or cancels it out.
When you feel negative emotions, is your first instinct to find a way to wipe those negative emotions away?
Part of it, I like to be a positive person, so I like to figure out, I like to be a problem solver.
Let's talk about the problem solving then.
What is the plan for that debt?
So outside of the judgment, I'm just planning the way to those other debts outside of the big Amex one to come off.
and then see what Amex would do regarding the 38.
Can we take a look at Rachel's expression right now?
What do you see, Pierre?
Frustration and annoyance.
Yeah, that's, you know, I think that was why she wanted,
why she submitted the application.
Okay.
And?
I think I feel more comfortable or I wanted to do it my way.
versus paying, like I said earlier, like 20 grand now is worth more than 20 grand,
five years from now.
20 grand is about three months of your gross income or four months of your net income.
How's that sound to you?
That's barring if you don't pay for our living expenses and investments.
But that 20 grand, I would rather invest it because if my interest is not going up,
I would rather invest that 20 grand into a portfolio or whatnot and see what happens in five years
and take that risk or take that chance.
So you both see this debt differently.
I think we can all agree on that.
What do you think is the path forward?
Because Rachel asked you what's going on to debt, what's the amount, what's the plan?
And Pierre, you had a series of responses.
You had a plan in your own head.
This is what I'm going to do.
I'd rather make more by investing it.
20K is worth more to me now than later.
You had a series of responses.
I can see why you say those responses.
It didn't seem to comfort Rachel to hear that.
Would you agree?
Yeah.
All right.
So you both have an idea of this debt,
but neither one of you is really reaching the other.
What do you think is a way to move forward?
Happy wife, happy life.
Oh, my God.
Do we believe that?
I do.
I don't.
I hate that phrase.
I don't believe that.
I detest that phrase.
But I'm going to go with it for just a second.
Okay, if that's true, happy wife, happy life.
Then technically wouldn't you just do what she said and pay off the debt?
That's one way to go about it.
When that happens, it's like, so I should just, I think it's my way would be, would cost the less, the least.
She's worried about renting, finding a new apartment.
When our family gets bigger and we need to find an apartment.
And one of the solutions for that is to, because right now, my name isn't on the lease.
So there's no record of me paying rent aside from me sending her money.
But if we can put my name on the lease and we pay everything on time for a year, at least a year,
when we go in apartment hunts, it wouldn't be an issue because there's proof showing that we're responsible rent payers.
So option one is happy wife, happy life, pay it all off.
Option two is put Pierre's name on the lease, hopefully build up his credit enough that if
and when you go to find another apartment, you can both do it together.
Okay?
Are there any other options of how you might come together?
Aside from me, just not paying and just waiting it out.
Yeah.
That's the third option.
That's what's going on right now, right?
Yeah.
That's a default option.
Right.
There's only one problem with these options, which is from what, Rachel, you told me in your
application, your relationship is at a standstill.
You will not accept a marriage proposal unless there is some kind of plan from Pierre to address the debt.
Is that correct?
Correct.
Which of those plans would allow you to move forward in your relationship?
Pierre?
When you say plan, like, is it, is my waiting it out a plan considered a plan?
Ask her.
Or is that a plan?
If that's the best option, I've come to realize that just because it's not what I like to hear,
doesn't mean that it's not the best option for us.
I think because for the longest time, I kept thinking, okay, you have to pay off this debt.
Right. Because if you don't pay off this debt, then your credit is not going to get any better, right? That's my biggest concern. If I have to put your name on the lease, that's fine. I have no problem with that. I'm trying to think of other ways that we could help boost your credit. And again, right, if this debt is still hindering that or hindering any way to build your credit, that's just my concern. I'm lost. And I do this for a living.
Okay.
I guarantee Pierre's lost, too.
Okay.
Does anybody even remember what the question was?
Would we still be able to move forward in our relationship if I decide to go with my clan and see at least wait two years so that a portion of it will be off of the credit report and then maybe reach out to MX after that or?
I think by now it's probably going to be less than two years for the ones that are currently in collections to fall off.
Guys, way too many words.
And neither of you can see the dynamics.
You're talking yourself into spinning and doing nothing right now.
Do you all realize that?
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Does anybody even remember what the question was?
Would we still be able to move forward in our relationship if I decide to go with my plan
and see at least wait two years so that a portion of it will be off of the credit report and then
maybe reach out to Amex after that?
I think by now it's probably going to be less than two years for the ones.
that are currently in collections to fall off.
Guys, way too many words.
And neither of you can see the dynamics.
You're talking yourself into spinning and doing nothing right now.
Do you all realize that?
Pierre, you're asking a question that has like 30 sub-questions in it.
Pierre, do you want to get married to Rachel?
Yes.
Okay, great.
Let's start there.
The only question that matters is Pierre asking,
if I did this strategy, would you be open to getting married?
And it's a yes or no question.
Okay.
Let's try it with each case intern.
Pierre, go ahead.
Take the first example.
If I asked you to marry me and we did blank, would you say yes?
Go ahead, step by step.
If I asked you to marry me and I chose to wait it out, would you still marry?
No.
Why?
I'm trying to like, go.
is black and white with this as I can
because I feel like it's not, it's still going to
affect your, I don't know, I feel like
it's still going to affect your credit score.
So it affects
my credit score, but if
it doesn't affect us
renting an apartment,
buying a house,
the only other thing is if it's
a car loan, which we live
in New York City, we won't need one.
But if we go somewhere else,
I don't need a new car.
I feel like we would be able to
something a little more affordable where we don't need a big loan.
Is maybe an answer?
When you both gave me the gift of role playing, how your conversations go,
I immediately saw the roles that each of you play when it comes to talking about money.
Rachel, you are thrust into the role of being the person who brings it up.
And you are furthermore thrust into the role of being the person who,
has to increasingly ask with increasing specificity and intensity, what about this? What about
that? What about this? You use the word bug. I have to bug him. And I hate hearing somebody
described their own totally legit questions as bugging. Other people often call it nagging.
I hate that word. It's very gendered. But that is the role that you have both been thrust into
and accepted being thrust into.
You accepted it.
Pierre, you have a very nice countenance.
You answer the questions.
You're not trying to evade on purpose,
at least as far as I can tell.
But you're essentially doing this.
Watch my body language.
Six, four, two years from now.
You're answering questions
as if there's a gun to your head
and your only job is to answer questions.
but Rachel is not actually asking you like what month and year is the debt going to be paid off
and have you considered you know what she's really asking you she's asking you to handle this
take care of this fucking debt because it's driving a wedge between us but she doesn't or won't
say exactly that her approach is to simply ask a series of increasingly tiny questions and pier you're
just accepting it because it's easy oh i can answer this question i have this question i have
this reason and I have this reason, but she doesn't care about that. She actually just wants the debt
to be taken care of. Let me pause and see if I'm getting this correct. I want to check in with you,
Rachel. Yeah. I honestly, like, I don't care how it's handled. I just, yeah, you explained it
perfectly. But you've never said that, have you? No. You put yourself in the role of asking
question after question, and Pierre, you accepted the role of, oh, she's asking questions. I'll
answer her questions and the more I answer the more she'll leave me alone. But she doesn't want that.
She doesn't actually even care about the answer to some esoteric question. What she is saying,
which she has not said until now, is I want you to take care of this debt. Pierre, how does that
strike you? I felt like she didn't have, I knew that's what she meant when she would bring it up,
but our handle it is different. I agree. I agree. And in order to make a decision that work
to help you both move forward together.
We need to understand why you see money the way you do.
So will you stick with me as I go a little bit back in time with each of you?
Yeah.
Okay.
Pierre, you mentioned that you took on debt to help your family out with this business, right?
I want to understand more about how you experienced money growing up.
Let's go back to your childhood.
What do you remember your family saying about money when you were young?
I remember hearing my mom saying that money can't buy you.
love. Growing up, I didn't, we didn't have, in my mind, we didn't have a lot of money.
I remember coming home on Allen and I used to live on Revington Street and we would come home,
open the doors and we would see literally hundreds of cockerel just crawling underneath the
refrigerator, the couch, the kitchen. So I remember that. But at the same time, I,
I remember traveling a lot as a kid.
So it gave me, it's like it made me feel like I had a lot.
But at the same time, I didn't.
I remember when our family didn't have a lot of money, we were very close.
And then once the siblings, my aunts and uncle started making money, all these other problems arose.
And now a lot of people, like some people moved out in New York, the ones that are in New York don't talk.
And then at the same time with my dad's side of the family,
My parents came from Vietnam.
So when my dad came over, he came over by himself.
My mom was able to come over with her family.
So he had his family in Vietnam.
And I remember him sponsoring his family over.
And us still living in our cockroach infested apartment,
my dad gave them money to buy a house or put a down payment on a house
and start a business.
And then that.
And then they went and said told the community my dad didn't do anything for him.
So then from there my dad started getting sick and eventually passed away when I was 20.
So as far as money goes, like part of me doesn't care for it because of the bad experience.
But at the same time, I was able to travel and see the world and experience different views on life and people.
So it's like good and bad.
Wow.
It sounds like a lot of mixed messages about money.
I'm trying to interpret everything you told me.
You said tons of cockroaches in your apartment, and yet you traveled.
Your dad came here alone, didn't have family support,
and you were living in a, sounds like a pretty run-down place,
and yet when he was able to bring his family over,
he gave them a lot of money to get a house,
which they then did not appreciate him for.
When you think of the word money, when you think of the concept of money, what do you feel?
That I wish I had more of it, that it caused a lot of problems in the family.
Do you love it or do you hate it or both or none at all?
Both.
More love than hate.
Just because it gives me more opportunity to do things I do enjoy.
When you think of the times that you love money, what comes to mind for you?
Being able to spend it on family and friends, going off the drinks, covering the tab,
being able to take my family out to dinner.
Growing up, we didn't have, we didn't go out to dinner often.
For birthdays, we went to Dallas BBQs.
That was like the big thing.
And now I could take back then, we didn't order appetizers.
We just order a meal.
Now I love it when I could take my mom to a nice place and like order whatever you mom.
I hope you like it.
And what about the times where you hate it when you hate money?
When it kind of broke apart the family when it becomes a master instead of a tool
where it controls people versus allowing people to do things.
Does your debt control you?
I don't think so.
How much of your relationship with your debt is out of sight, out of mind?
All of it.
If you were to bring it in sight, if you were to actually look at the envelopes and calculate
certain things and take a more assertive approach with it, how do you think you would feel about
that debt?
I would feel annoyed that I have to pay it.
So therefore, you, what instead?
Just ignore it.
and don't pay.
Okay.
Do you see any relationship with how your dad gave lots of money to his family,
even while perhaps not living in a nicer place yourself,
and your relationship with money today?
I can see that correlation with putting that money towards the debt
versus spending that money on, you know, people I care about.
Do you ever think of it before, that connection?
No.
now that we're talking about it, how does it strike you?
It makes a lot of sense because that was really when my dad's health started to deteriorate.
Because while he was here for 15, 16 years, while his family was over it, he sent money back to.
They never appreciated it.
We found out that his cousin or his aunt actually, instead of giving out the money,
like he wanted her and she kept it for herself for herself yeah yeah my dad ended up having
colon colon cancer but i remember my mom almost divorced my dad over it she almost left them because
she's like you gotta take care of your own family why aren't you spending an uh we don't we don't make
that much so i remember seeing his being from a healthy person that worked seven days a week no
problem to literally skin and bones.
So that's, that really affected me for years.
It was honest, it wasn't really until like maybe my mid-30s where I really got over it or
accepted or was able to move on.
So I do, I do remember trying to be like him at the same time being an Asian American
and trying to find my way in society and, yeah, and in the culture.
It sounds really hard.
Yeah.
It sounds like you went through some really tough stuff.
Most people don't grow up on Rivington with cockroaches.
Most people don't grow up with mixed messages about money.
Most people don't grow up seeing their dad pass away in their 20s.
I didn't.
I can't imagine how difficult that would be.
And that shapes the way life and relationships and money.
I can't help but point out the striking similarities in the story about your
parents and what is happening right in front of us. You said that your mom almost left your dad.
What is Rachel saying? What is the origin of us all talking today? Is Rachel saying, I will not
accept your marriage proposal if you don't address this financial issue? You see the similarity?
They're almost identical. Yeah. My dad, when he was here in my adolescence, probably, his cousin was all
ended up coming over here and they actually took a loan now or got some money or inventory
and used his name.
So that actually gave him bad credit for seven.
So now I'm just remembering it now.
So he had credit for bad credit for 10 years or so like.
And same thing.
They took the money.
I know they're living in Jersey last.
I remember hearing that they had a liquor store somewhere.
and never repaid my dad for anything.
So I see a lot of money go out and not a lot of appreciation coming back.
Like with this debt, I pay it off.
What appreciation am I seeing?
Wow.
That's actually a profound realization that for generations in your family,
the debt may have been taken out for a very good reason.
There may have been a reason,
but think of all the problems that it generated.
And even when it was paid back or somebody was generous to another person,
no appreciation.
In fact, betrayal.
And so this debt, which isn't by a family, it's, well, it's based on a family member,
family business, you took it on.
If you paid off, what are you going to get out of it?
Nobody's going to say thank you.
As far as they're concerned, it's whatever.
It's gone.
but it's actually on your back right now
and you've simply chosen to ignore it.
I can see the generations just repeating.
Do you?
No, yeah.
Rachel, are you surprised by any of this?
I am actually.
I knew stuff about his family and most of that stuff,
but some of that was actually news to me,
but the pattern of generational stuff I had not even thought of.
I think it may have been news to you as well, Pierre.
Yeah, it was.
Well, this is truthfully why I feel so honored to be able to speak to you and to other guests that come on this show.
Sometimes, I certainly did not know this.
I don't think any of us realized it, but sometimes it takes a little bit of gentle probing and all of us participating to find out what actually happened.
And it is so common that we go through our entire lives simply just operating.
on instinct and never pausing to go beneath the surface and go,
why do I feel this way about?
Why am I resentful about my debt?
Why am I avoiding all this debt, which,
how did I even run up in the first place when I was debt free into my 30s?
There's something here,
but sometimes we need somebody to help us chip away at the ice and go deeper.
So, Pierre, I appreciate you going on that journey.
One of the reasons I love doing this show is what seems absurd from the surface
actually starts to make a lot more sense once you look deeper.
Pierre's dad spent heavily on family,
bringing over relatives from Vietnam,
so much so that his mom nearly left him over it.
And now decades later, Pierre is following the same story.
When you grow up watching a certain dynamic,
you absorb a lot of unconscious lessons.
Things become normalized to you
in a way that someone else who didn't grow up with that
would never think.
like helping family, no matter what the cost is, feels normal.
You would never even think of saying no.
It wouldn't even occur to you.
The way we handle money today as adults is often shaped from these early experiences.
And your parents don't have to be from a different country for you to have a deep set
of invisible scripts about money.
Just ask yourself, what did I learn about money growing up?
What lessons did I take away?
And if you really want to get into this, get a copy of my I Will Teach You to Beauts.
be rich journal, which will help you probe your deep beliefs about money.
Basically, it'll help you understand why you treat money the way you do.
Now, let's hear how Rachel's upbringing shaped her view of money.
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Rachel, I would love to go back in time to your family.
And if you are going back in time and you're thinking about when you were young,
what did your family say about money?
Similar to Pierre mixed messages.
Both of my parents are also immigrants.
Growing up, my parents divorced when I was six years old and my mom wasn't
able to work after I was born, basically. So when my parents got divorced, my dad was paying
alimony to her. And the amount covered rent. So it covered rent and a little. And I kept thinking to
myself, I was like, well, okay, my mom doesn't have to work. So I guess whatever money she's
getting from my dad, it's enough. And as I got older, I learned that my mom,
actually had investments in Vietnam. And, you know, she had a very close family friend that was
living there and handling the investments for her. And so at one point, she could get money
sent to her at any time. And today, it's basically a bit away, but that's a separate story.
but for my dad, I think he came to America with maybe like not even $1,000 in his pocket.
And he worked his way up with the business.
And I mean, today he's, I don't know where he learned it from because he and his family grew up poor.
But even today, my dad is, he's doing well.
Like he's not, he's not wealthy by any means, but he has investments.
but he's doing okay.
Both your parents are alive?
Yes.
And do you have a relationship with both of them?
I do not have a relationship with my mom at the moment.
Okay.
With your dad, do you ever talk to him about money?
From time to time, it's not very detailed.
He'll usually ask me, oh, do you have enough money in your bank account?
He actually started, when I was in high school, he actually started a Roth for me.
Great.
I had no clue what it was.
I did not look into it as a kid, but he started one for me.
And then from that point on, it's actually steadily grown.
Okay.
You said your dad is now fine with money.
He's not wealthy, but he's not poor.
Say like middle class, upper middle class, something like that?
Yeah, I'd say probably middle class to upper middle class.
Okay, cool.
Okay, Rachel, I'm going to ask a question.
Feel free.
If you don't feel comfortable with it, we can totally pass.
But out of curiosity, why don't you have a relationship with your mom?
So she had investments in Vietnam where it could set her up.
So she p-ked all that money away and the internet is probably going to have a field day with this.
A few years ago, she got scammed by a Nigerian prince.
Yes.
And I have gotten into many, many arguments with her.
about it because I, back in the day, I was not making a lot of money. And she started asking me to send her money.
I got into so many arguments for her saying, you're getting scammed. Why are you talking to this person?
You shouldn't be talking to them. You shouldn't be giving money to them. And she started asking our other
family members for money. And to this day, it's still going on. It's happened where she's opened and
closed multiple bank accounts. I've even called, I will never forget. There was one day where I
called Chase Bank and I said, I'm letting you know my mom is coming to your bank to send a check to
someone in Africa. She does not know anyone in Africa. Like, she's an Asian woman. She does not know
anyone in Africa. Please block this. And so because they blocked it, she closed the bank account with
them. And then she opened another one somewhere else. So all that money that she had,
She could have moved back to Vietnam.
She could have been totally covered.
She could have been fine.
And instead, she just decided to give all of this money away.
I think she's probably given about maybe $60,000 to this person.
So maybe even more.
I don't know.
It's gone on for years.
So this happened pre-pandemic.
I'm so sorry.
So she could have paid my debt.
She could have paid his debt.
Honestly, it's crazy.
I'm so sorry.
I know people.
personally whose parents, often moms, are in the midst of being scanned, and it is so difficult.
It's almost like no matter what you show them, doesn't matter. They are just like captured.
Okay. How does that make you feel about money, Rachel?
Frustrated. Just really, really frustrated. For the longest time, the relationship that the, the,
money relationship I have with my dad is very different than the
relationship I have with my, the money relationship I have with my mom.
I say that because growing up, my mom always told me,
oh, just ask your dad for money.
Because my mom would just always get monthly checks for my dad.
And I never, ever felt comfortable asking my dad for money.
Never, even for an allowance, even to the,
this day, I don't, I don't ask my dad for the money. Why? I think it's because when my parents got
divorced, my mom really pitted me against him. And I think for so many years, I really held a
grudge against him. And like, she made him seem like such a bad guy. I don't know. I just,
I never felt comfortable asking my dad for anything. He would always, I remember he would always try
to make up for it by buying me things and that's never really what I wanted from him. My dad really
I think his love language is gift giving because he doesn't really know how to communicate like
other in other ways. Especially like when it comes to like I think what I really want with him is
quality time but he doesn't know how to do that. Where's your dead from? He's from Israel.
Okay. Okay. Yeah. So you, the love language you wanted to receive was not gifts. It was quality time with your dad.
I think so, yeah. Okay. You mentioned that you never asked him for things. Even today, you still don't ask him for things. Yeah. Do you ever ask Pierre for things? No. I don't think so.
Mm-hmm. Do you think it's the same reason? Yeah.
Mm-hmm. Have you ever asked him clearly and concisely?
directly to pay off his debt.
I don't think clearly and concisely, no.
Pierre, any surprises hearing Rachel talk about her history with money?
That's really the only one is that she was the last point that she brought up,
that she never asked me directly to pay off the debt.
And she said that my thought was, what's the benefit of paying off?
At this point, how does it benefit paying it off?
Because it's still going to be on my credit report for X amount of years.
and the financial advisors that they could renew if they assume you. So don't draw attention to
yourself. We'll get to the financial part of it. But can I ask you something here? What do you do for a living?
I'm my director of front office. Okay. First of all, Rachel has not even asked you,
even after I pointed it out, to pay off your debt. So that's not anything she's asking.
We should very clear about that. But what's interesting is when you started to explore that concept
in your head. Your first reaction was what?
What's the benefit?
What's the benefit? To retreat to logic and dollars and ROI, which I find ironic for two reasons.
Number one, I'm not sure you're particularly good at it. Then the second thing is you are retreating
to the comfort of what some financial advisor told you, but you're ignoring the very person
who's a thousand times more important than Chet.
Who is that person?
Rage.
Yeah.
I've made decisions about our family finances that I wouldn't do myself.
Financially speaking, I don't think they were the perfect move.
And yet my wife wanted to do them.
And I was like, I'm hearing her.
She wants to do something in a way that I wouldn't do it.
But sometimes there are bigger,
more important virtues than ROI.
And I think, Pierre, in your situation where you've mentioned you want to get married,
and Rachel, for the first time today, has said, I will not get married unless there is a clear plan for that debt, a plan.
I think that might be a higher virtue to start thinking about than pure ROI.
How does that strike you?
Makes sense.
I get it.
Okay.
All right.
Rachel, what patterns do you see in how you handle money today based on your family upbringing?
I don't ask.
I don't ask
Pierre for things
because I don't ask my dad for things.
What else?
What's your greatest fear with money?
Greatest fear.
I was in a situation before
where I didn't have any savings.
I didn't have a job
and I almost didn't have a place to live.
So I think my greatest fear is getting back to that.
Which is why I don't think I'll ever get back to that spot,
but that's,
That was definitely, like, lowest point in my life.
It must be scary to entertain the idea of getting married to somebody who seems quite lackadaisical
with tens of thousands of dollars of debt.
Yeah.
And if that debt grows, if it accumulates interest, or if something were to happen similar
in the future, that could put you in the position of your greatest fear.
I don't know.
I'm thinking out loud.
What do you think?
Yeah.
Isn't it amazing how you can almost draw a straight line between how we treat money today and what we saw growing up?
I am always fascinated by these parallels.
We saw it with Pierre and now hearing Rachel's backstory, we see it again.
Her dad was careful, deliberate with money.
He even opened up a Roth IRA for her in high school.
And that's where her methodical approach comes from.
But then she watched her mom get swindled out of tens of thousands of dollars.
No wonder she is totally averse to debt.
One lesson that she took away seems to be you can stay safe by never relying on anyone else.
Maybe that's why she's never asked her dad for money, not even today.
With Pierre, she's never directly said, I want you to pay off this debt.
She's hinted.
She hoped he'd get the message, but she's never actually made a clear ask.
But we have to be very honest that when you don't set clear expectations,
can't really be surprised when they're not met.
A rich life is more than money in the bank.
It's about being honest with yourself and the people around you,
what you want and what you need.
Rachel hasn't done that.
When I point this out, Pierre retreats into his comfort zone.
Numbers, ROI, some financial advisor's opinion.
Okay, that's safer than facing the emotional truth
that the person he calls his number one priority
is telling him,
as clearly as she can
that she feels unsafe with his debt.
Rachel avoids asking for what she wants.
Pierre doesn't allow himself to truly hear what she's saying.
And until they break that pattern, they are stuck.
If you have ever struggled to talk about money with your partner,
sometimes it turns into a fight or just a dead end,
I want that to change.
I got a free guide for you.
You can download it at IWT.com slash partner.
Now I'm going to see if we can get them to create a new dynamic.
But before we go on, if you were me right now, what would you do with Rachel and Pierre?
Can you imagine a relationship where you were crystal clear about your expectations?
Like, in my relationship, this is what I expect.
Like my wife once told me, she's not once, she told me this multiple times.
My wife said, when we are out in public, I expect that we support each other.
We are not rolling our eyes.
we're not jabbing at each other, we are always having each other's back.
She said at point blink, that is my expectation.
Like, God damn.
I love that.
It's so direct.
It's so honest.
It's just setting.
Here's my standard.
It's up here and this is what I expect.
Rachel, what would it feel like to be so clear about your expectations in a relationship
that you just said them?
No caveats, no equivocation, no minimization, just simply.
This is what I expect in our relationship.
relationship. It would be great. What if you did that for your financial situation? What would that
look like? I think it would clear things up a lot. I think it would be better for where we are now
and for future conversations surrounding money. Okay. You're both dating, you're both living together,
and you both mentioned that you would like to get married. What is the timeline on that decision?
soon.
That's a great question.
Are we talking like six months, two years?
What are we talking about here?
No, I would like to be married within the next couple years, sure.
Yeah, that's fair.
So that means kind of like engaged within a year, married a year after that, right?
Not to hold you guys to some date, but I'm just trying to get a sense for what's the universe we're talking about here.
Right.
Okay.
Pierre, do you think that Rachel's concerns about your death?
are valid? Yes, but at the same time, I feel that I guess I'm not afraid of it being too much of a
negative impact. Because I look at it, it's our money, right? Money that we could spend in other
ways. Okay. What about it? It's your Pierre's debt. And if you got married, it would be
both of your debts. I don't want her to, like if if I needed to, I could take a loan.
out and pay it off tomorrow. Okay. But for me, is that money well spent, aside from making her feel
better. And that's number one thing. I want her to be happy. Is that true? I don't think so.
I believe that you want her to be happy. I believe you guys have a pretty healthy relationship.
It's pretty obvious. But money is a big part of a healthy relationship. And while I'm not trying to
argue that you should pay off your debt all today. I'm not arguing that. We haven't even gotten to that.
Yeah. But I don't think your financial behaviors are matching up with the concept of,
I want Rachel to be happy. I don't think you've actually had one substantive conversation about
this debt. I think your conversations, Pierre, have basically been you figuratively crossing your
arms and just answering her questions. I think a big part of that has to do with most of my life
trying to
having to figure things out myself.
And
I haven't had too much
help with finding answers
a lot. Part of that
is probably I grew up
not asking for help.
It was the man thing to do.
Figure it out. Do it up. Figure it out.
Yeah. Keep going.
So in this situation, it's
figure out. I've always been,
all right, this is my plan.
Execute it.
Do you think you have figured out the solution to your debt?
No.
Okay, I agree.
And Rachel is saying, I don't feel you figured it out either.
So, Pierre, I think that your strategy of trying to figure it out on your own is not working effectively.
Oh, that's why I reached out to Employee Assistance Program and see what we can do.
And I'm going to be meeting someone to talk about the insurance.
Who was the financial advisor who you reached out to that gave you this advice?
So it was an employee assistance program, again, on a phone call and ask whatever questions that I have.
And what did they tell you specifically?
The main line he said was time is your friend because I'm five years into it already.
And it comes off of my credit report in seven years.
When you talk to this person, two questions for you.
Number one, did you tell them that you have a judgment against you from your Amex card?
Yes.
And did they talk about statute of limitations?
He said 10 years.
And what happens after the 10 years?
They have to take me back to court and sue me again.
Yes.
And the second question I want to ask about this conversation, did you get it in writing?
No.
Okay.
There's a phone call.
Okay.
Knowing those two things, put yourself in Rachel's position.
How do you think Rachel feels about your research about debt?
that I could have gotten,
I should have gotten more something in writing
or some type of...
Don't tell me what you should have done.
Just answer the question about
how do you think Rachel feels
about your relationship with this debt
and your proposed solution?
She hates it and she thinks I'm too nonchalant about it.
Yes.
Rachel, would you like to add anything?
That pretty much covers it, yeah.
Okay.
Pierre, if I were Rachel,
I would be super frustrated
because it feels like you have avoided it.
Actually, why am I saying it feels like you have avoided the debt?
You don't really, you're not on top of it.
When Rachel asked you to come up with a plan,
your plan was half-hearted, if we're honest.
You called up some random person through your employer,
and we don't know if they're qualified or not.
And you told them the situation,
and they did give you some advice that's good,
but also some of the advice is a little bit incomplete,
and none of it's in writing.
So it's like, how do we even know
how reliable of a narrator you are?
Did they share some nuance
that you are not capturing here?
Do you have all the explicit plans
of if this happens, then I'm going to do this.
If that happens, I'm going to do that.
Or is it just like, hey, they told me it was cool,
so just let's chill for like five, ten years.
In the meantime, let's get married.
Do you see how she might not be comfortable accepting that?
Yeah.
I wouldn't.
I would find that.
that totally unacceptable, completely. And the fact is, in the state of New York, yeah, there is a
statute of limitations on some of your debt, but since you have a judgment that changes everything,
you've got the mention of it from this advisor. We have, it's enforceable for 20 years as 10 plus the
next 10, which they're probably going to come after you. Interest can accrue, and it's a lot of
interest, especially on a balance like this. I don't know how likely or unlikely it is that it's
going to get wiped off, but they can come after you and they can take money from you. How could I, as
Rachel, how could I walk into a financial situation with that much risk, especially knowing that we
might have kids, we might move housing? How could I go into it knowing that there's this tens of thousands
of dollars looming over our head with no real plan to take care of it? That wouldn't be fair.
Especially when you consider Rachel's financial history. It's just way too much risk.
It's scary. People don't talk in terms of risk. They just say it's scary. And sometimes people can't
articulate their fears, but they're just like, something doesn't feel right. And that's what Rachel has
been trying to say. Rachel, would you agree? Yeah. It's one thing if you have a bunch of debt.
Okay. It's another thing if you are like, hey, I don't know what to do about all this, but I'm
going to go make a plan. And Rachel, I would actually like for you to come to these conversations
because I need your help to try to figure out
what's the right decision to make.
That would be great.
But making a random phone call
and then just playing telephone
and sharing what this rando told you
and the conclusion is basically like,
just chill, don't do anything and just wait.
It doesn't make anybody,
including me, feel comforted.
Pierre, what's your take?
It makes complete sense.
What do you want to do?
I start trying to at least knock off
this big Amex debt.
Maybe.
Maybe.
Before that, I think there are some steps.
We want to come up with a plan before you start just randomly paying the debt off.
Okay?
So I think there are steps before that.
But what's the first step like in your relationship?
It involves Rachel.
Yeah.
Hi, I'm right here.
How are we going to do this, babe?
I've been waiting for you to ask me.
You have no idea.
Wait, wait.
What the fuck?
What is not going to happen is Pierre delegating the strategy to Rachel.
And Rachel's ready to pick up the thing and, oh, I got a plan.
I've been looking on chat, GPT.
That's not going to happen.
This is Pierre's debt.
Pierre will take the lead on it.
So Pierre, I love how you tried to toss the ball to Rachel.
Rachel, go ahead and toss it right back to him.
Go ahead.
Actually, I'm so glad you asked for my help, but I would really appreciate if you took the lead on this.
Beautiful.
Round of applause.
Okay, great.
go ahead, Pierre, pick the ball back up and give us your overview.
I guess the first step I can take is to see what's lawyer I can get through my job to reach out to Amex to see we could figure out some type of payment or a plan to tackle this debt.
Why does this feel so awkward?
The fuck is going on right now.
You know why?
Because Pierre, you're not driving this decision.
You're waiting for her to give you commentary, but you're not even asking her a question.
Let's do that again.
Do it again.
Just think about what you want to say before.
So, babe, I think my first plan is to reach out to a lawyer and have them see if they can reach out to Amex
and come to some type of settlement or payment plan.
What do you think about that?
Okay.
I think that would be a good start.
I'm trying to think of...
So that would just be for the big Amex one.
Yes.
Stop taking the ball.
Okay. What's next?
Great.
For the other debt that is in collections,
my plan is to wait for it to come off of my credit report.
What do you think about that?
I think it would be interesting to see how much time is left, but I'm not mad at that.
Is there anything else that you would want to look into?
Not sure. What else would there be to look into?
Or are you talking about paying off that debt as well?
I think the most important thing would be to see what the lawyer would say first about Amex,
since that's probably the most important and biggest payment at the moment.
And then maybe we can go from there.
So I can go with that.
Okay.
I love this.
This is good stuff.
I just want to give you a little tool that you can use.
So Rachel, let's see what happens if you ask a hypothetical.
Say, Pierre, let's assume that the attorney says we should do this for one loan and we should wait
another, but one loan, you should pay it off as quickly as possible. And just to make up a
artificial number, the loan's going to be $10,000. What would you do? Go ahead, Rachel,
ask the question. Okay, babe, what if the lawyer says that you have to pay off one loan as soon as
possible and the amount would be $10,000? I would sell some stocks and tap into my
savings and pay that 10 grand. Don't you make a ton of money? You make like $100,000,
right, Pierre? Close. All right. 85,000. And combined the two, you make $183,500. I'm sure if you
need to pay off, let's say, 10 grand in a year or two, you could find the money for that. What do you
say? Yeah, I can do that. All right. What if it meant you couldn't go on one of the trips you were
going to take? Yeah, we'll just take a cheaper trip. Or no trip. What's happening right now? I feel like
We're on different dimensions.
He's gutted.
Pierre, have you ever not done something you want to because of debt?
I don't spend more than what I have.
Well, you have $60,000 in debt, so that's not true.
I could pay it off, but I have enough to pay it off.
All right.
Where is the money that you have to pay it off in your investments?
Yeah.
Okay.
What do you think of this, Rachel?
I think selling off investments is probably not the best.
choice. It covers my debt. If I could not take one trip and cover my debt, for sure. Wait a minute,
that's the first time I've heard you say that. That's actually awesome. That's how savvy people think
about it. Sometimes even the savviest of people can get into a debt situation, business flops,
medical expense, et cetera. Everybody's going to go through some type of crisis in their life. I don't
blame them for that. What is important is to be able to adapt. And for most people, they have not had to
turn down something they want in order to pay off debt that they hate. You hate this debt, Pierre. You're
resentful of it. You told me that. And so it feels even more painful to not do the things you want to do,
like take a trip. So what I'm trying to show you is there's a psychological element here. It's not just
math. Like, yeah, you have money to pay for it, and yet you haven't paid for your debt in years.
And what I'm trying to get at, and what I think we're starting to crack the coat on is,
if you could make a huge dent in some of the debt that you owe by not taking a trip or two
or eating out less, maybe you'd be willing to do it. Is that true or not? Yeah, I have no problem
with it. Okay. Awesome. That's a breakthrough. Round of applause. That's big. That's really big. That's
awesome. Rachel, how do you feel about that? I think that's great. Pierre started this conversation
by handing the ball over to Rachel over and over again. What do you think about that? Is there anything
else you'd want to look into. It sounds polite like he's including her, but it's actually a way of him
avoiding responsibility. I'm going to be really blunt. When you are the one with $60,000 of debt,
you need to be the one leading the conversation, not waiting for your partner to do it for you.
And every time you hand off the decision making, you're essentially telling them this is your
problem too. No, that's not how it works. But fortunately, we have a breakthrough.
Because by the end, Pierre stopped tossing the ball back and he kept it for himself.
He started driving.
He came up with the ideas.
He acknowledged Rachel's frustration.
For the first time, he said he would give something up that he wants in order to make progress
on the debt.
That's the kind of shift I look for, from avoidance to ownership.
That kind of shift is something I can work with.
So now that Pierre is finally taking ownership, I'm going to get really direct about what I
think he should do next and exactly how to show Ray's.
Rachel that he is serious about it.
Can I be very crisp with what I think you should do about this debt?
I just want to be a little bit directive here, okay?
Do not pay a single cent until you talk to a debt settlement attorney.
When you go to this debt settlement attorney, which you will find, you can look through
your workplace, but you might just want to find somebody else.
Okay?
In general, I don't like going to attorneys through my workplace.
All right?
They're not, they have a lot of heavy workload and unclear the incentive structure and all kinds of
stuff.
You have money to pay for a debt settlement.
attorney, find one. Interview two or three. I always interview five vendors whenever I'm looking for
somebody important. Five. And Pierre, I think this is an awesome opportunity for you to begin
showing Rachel how seriously you are taking it. I would set up a spreadsheet. I would tell Rachel,
my first step is to find a debt settlement attorney. Here's the link to my spreadsheet. I'm going to
be tracking my calls. And by the end of next Friday, I'm going to pick somebody who I'm then going to
hire and engage. Now, how do you think Rachel will feel about you making a plan and starting to
execute on that within a matter of days, Pierre? She would probably pop on a knee and propose to me.
Very good. Listen up. All you freaking nerds listening to this podcast, logistics are a big turn on.
I don't care what anybody says, all right? You heard it here first. Okay, so making a plan and executing,
great. Next, you get the debt settlement attorney, all right? You hire them, you call them. And instead of doing
what y'all started to do. You all started to self-diagnose. Well, we only really need to talk to them
about the Amex debt. How do you know? You're not a debt settlement attorney, so don't try to do their job
for them. Just come prepared with your entire spreadsheet. This is the interest. This is when it started.
This is the balance. All the relevant information on one page. Make their job easy because you're paying
them probably by the hour or whatever engaged. Make it easy. And let them tell you what to do.
don't do their job for them.
I remember when I was taking driver's ed in like 10th, 11th grade,
and they were like, if you have some pinging on your car,
don't go into the freaking car guy and tell them like,
oh, I think it's my carburetor.
Just shut the fuck up.
Go in there and say there's pinging in my car
and let them diagnose it.
Don't do it yourself.
Same thing with working with an attorney.
Tell them what you know.
Ask them what you should do.
Follow their advice.
How do you feel about that?
Yeah.
Sounds about right.
All right.
Rachel, how do you feel about that?
Sounds good.
And we look at the CSP and take a look at some of the numbers?
Okay.
It's currently you have $134,000 in investments.
You have $35,000 in savings, which is about like seven months of savings.
Okay.
$60,000 in debt, as we discussed.
As a reminder, you make $183,500 and your fixed costs are low, 48%, which is allowing you
extra money that you currently have focused by investing.
So you're investing about $1,461 a month.
And you're saving $11% or $1,125 a month.
You're also spending 2,627 or 26% on guilt-free spending.
So, you know, in general, things look pretty good.
I don't really have any comments on your fixed cost since they're at 48%.
I do want to ask, can we just set some money aside proactively for the debt?
Can we just find some money?
Because I assume you're going to have to pay off some of this debt.
Yeah.
So where would the money come from?
I'd be from my guilt-free spending.
Okay.
That would be you currently, Pierre, spend $1,196 a month on guilt-free spending.
Mm-hmm.
What do you want to do?
I could put an additional, like, $300, $400, $400.
Yeah.
So we'll take you down to $7.96.
$7.96 here.
And for debt, we would take you up to $400.
It's not bad.
How much too?
put it around how much can i put it for my my my wedding um okay you tell me what uh i'll take uh take one
less vacation all right so what do we drop this 250 a month on vacations to uh we can do
150 okay so you're dropping it by a hundred bucks that's perfect yeah that takes you right down to
a hundred bucks towards the wedding nice work yeah great and then like these gifts i know you like
to be generous just ask yourself is it part of your invisible script that you have to be
giving gifts or is there another place you might rather put that money or do you just want to
keep doing it? It's totally up to you. I still have to give gifts. Like I can't give no gifts.
Okay. So you tell me right now you are giving $125 a month in gifts. Over the course of a year,
that's what? 1500. Yeah, I could be less generous with the gifts. Or let's put it another way,
I could be more responsible with my immediate family's finances. See the difference?
profound different positioning, very important.
I could do 75 a month, so that comes down to 900 a year.
Yeah.
Love it.
That's great.
We're talking about relatively small numbers, but it's important.
What I'm seeing is you, Pierre, putting your immediate family, that is Rachel first.
And you can still be generous with your extended family, with your mom.
You can still be generous with others, your nieces.
Yes, of course.
But what I'm starting to see you naturally doing here is to actually prioritize your relationship first.
And to me, that is awesome.
How do you feel about it?
You're great.
Awesome.
Okay.
75 bucks.
What do we want to do with the remainder of that money?
Split it between wedding and debt.
Nice.
Good answer.
So I'm going to put one, 25 towards the wedding.
Pierre is now exceeding Rachel in contributions on a monthly basis. That's pretty cool,
even though we know Rachel's been doing this quietly for a while. I appreciate both.
I like that. And then debt payments now at $425 a month. That's pretty good. That's pretty good.
That's very impressive. We're talking like $5,000 a year in debt payments. And if you needed to,
you could increase that number. Let's see here. That's possible you could contribute a little less to
post-tax retirement. I wouldn't necessarily start there because I love seeing you get aggressive
now about your retirement. And then we have some other stuff. Like we have subscriptions. You could drop
a little bit clothes. You could probably drop a little bit. I'm not going to tell you to cut back
on your mom if you want to, but you could if you had to. Yeah. It's important to know.
All right? So you basically have cards to play. And of course, you can always work on the upside.
In earnable, our business program, we always teach people how to earn more money.
So there's lots of different ways you can play it.
Pierre, do you feel fairly equipped to be able to speak to that debt settlement attorney,
to be able to find out about Whole Life Insurance, and then to make some moves, financially speaking,
to bring you closer together with Rachel?
Yes.
Okay.
Awesome.
That plan, again, is not just a plan about debt.
It's actually a plan about how the two of you work together with money.
You know, it's like that first year of engagement that my wife and I planned.
we really sent a signal to ourselves, this is how we tackle big projects together.
And gosh, I'm so glad we did it with a positive attitude together
because that sets the precedent for the rest of our lives together.
I have a lot of confidence in you two.
Keep me updated.
And I can't wait to hear what decisions you make.
When we started this conversation, Pierre basically shrugged at his $60,000 debt.
He had no urgency, no plan.
It was kind of like to him the debt didn't really exist.
Rachel, on the other hand, comes from a childhood filled with mixed money messages and high-stakes
mistakes from her parents.
She wants stability, but she also never directly asked for what she wants Pierre to do with
that debt.
But did you notice by the end of our talk something had shifted?
Pierre went from defensive and detached to engaged and proactive.
He admitted he'd been avoiding it.
He acknowledged the effect on Rachel.
and for the first time, he said he would be willing to cut back, even skip a trip to start paying it down.
So I gave him a clear plan. Step one, do not pay a cent until you talk to a qualified debt settlement attorney.
Not some random guy on the phone. I want him to interview a few and get real advice.
Step two, gather every detail of the debt in one place so you can actually make good decisions.
Step three, adjust your spending to show Rachel that your shared future comes first.
Yes, the debt needs to be paid down.
also needs to know that she's not the only one carrying their responsibility. If they can follow
through on this plan, they won't just have a debt strategy. They will have a much stronger foundation
for the next chapter of their relationship, one that is built on clarity and accountability and
mutual respect. Now, what do you say we take a look at their follow-ups? Hi, Rameet. So since our
conversation, one of the biggest surprises was how emotional I am with money. No surprise there.
Definitely the relationships that I've had with my dad, my mom, and my last relationship was really
eye-opening for me. And I definitely don't want that to affect my current relationship and definitely
how I pass that down to my kids. So that's definitely one of the biggest surprises for me.
One of the takeaways is me definitely being more straightforward in conversations with money and being more direct with Pierre and just asking for what I need from him when it comes to money because I'm able to ask him for anything else that I need from him.
So it's just getting used to that.
And any changes that I plan on making is definitely just honing in on what I'd like our rich life to.
be. We were actually able to do that this past week with our grocery bill. We were able to
cut down a little bit for our Costco bill since that was something that we didn't necessarily
really care about. And that way we can actually put more money towards vacations since that's
more of a priority to us. So looking forward to more updates in the future. Thanks.
The biggest surprise from the conversation was that me and my dad had
Very similar challenges despite having different stories.
He got bad credit and got into debt trying to help his family.
I got into debt, got bad credit trying to help my family.
The takeaway from that, I found that is that we learned a lot from our parents, good and bad,
how they handle debt, how they show love, and how that really impacts us without knowing.
Another way I took away was that in order to live a rich life, you'd really need to treat your finances like work, not homework.
but actual work work work. If I don't do that or if you don't do that, then it's really a little
situation. Since our conversation, I have found five lawyers. I'm going to reach out this week.
I also have a script with a bunch of questions to ask them. Thanks to chat GPT. And I will be letting
you know by the end of the week where we're at.
