The Jordan Harbinger Show - 1286: Derek Coburn | Rethinking Retirement to Live Well Now and Later
Episode Date: February 17, 2026Let's Retire Retirement author Derek Coburn finds the flaws in how we traditionally plan for life after work — and demonstrates how we can do it smarter.Full show notes and resources c...an be found here: jordanharbinger.com/1286What We Discuss with Derek Coburn:Traditional retirement planning is fundamentally broken. Financial advisors ask when you want to retire, not if you should, leading millions to sacrifice health, happiness, and relationships in pursuit of an arbitrary finish line they never actually chose.By planning to work just 10 years longer, the amount you need to save drops by 96% — from $2,400 per month to $110 — freeing up money and energy to actually live your life now rather than deferring it indefinitely.Alzheimer's and dementia are the "iceberg to your financial plan's Titanic." These conditions don't kill you quickly, meaning care costs can drain family resources for years, and your parents' health has a direct impact on your retirement security.The pursuit of happiness as a direct goal actually backfires. Research shows people prioritizing personal pleasure get sicker and die sooner, while those driven by purpose and meaning experience lower inflammation and stronger immunity.You likely have more freedom than you realize. Finding work you don't hate, even part-time, lets you stay engaged, maintain purpose, and enjoy the compounding benefits of extra years while spending more time with the people who matter most.And much more...And if you're still game to support us, please leave a review here — even one sentence helps! Sign up for Six-Minute Networking — our free networking and relationship development mini course — at jordanharbinger.com/course!Subscribe to our once-a-week Wee Bit Wiser newsletter today and start filling your Wednesdays with wisdom!Do you even Reddit, bro? Join us at r/JordanHarbinger!This Episode Is Brought To You By Our Fine Sponsors: The Cybersecurity Tapes: Listen here: thecybersecuritytapes.comBetterHelp: 10% off first month: betterhelp.com/jordanBoll & Branch: 15% off first set of sheets: bollandbranch.com, code JORDANBombas: Go to bombas.com/jordan to get 20% off your first orderButcherBox: Free protein for a year + $20 off first box: butcherbox.com/jordanThe President's Daily Brief: Listen here or wherever you find fine podcasts!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Coming up next on the Jordan Harbinger Show.
What's going on with your parents right now?
What sort of health are they in and how much money do they have?
Because if something were to happen to your parents and you're going to step in to make sure that they don't end up on the street,
then you need to get this information and you need to help plan for this.
And so I would have this conversation.
I referred to Alzheimer's and dementia as the iceberg to your financial plans Titanic.
Those two don't kill you.
You can live with those for a very long time and need to pay for care for a very long time.
And if something happens to one of your parents and you have to start shelling out a million bucks over a five-year period, then your financial plan is not as stable as you might think it is.
Welcome to the show. I'm Jordan Harbinger.
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All right, I'll be honest when this was pitched to me as an episode about retirement savings and work,
my first reaction was, I'll take the call because I like Derek because retirement is, you know,
boring, or at least that's what I thought.
The more we talked, though, the more I realized this episode is not really about retirement at all.
It's about stress.
It's about people avoiding a topic because it feels overwhelming or conditioning.
infusing or just straight up depressing and how that avoidance actually makes everything worse.
Americans are terrified about retirement.
Most people are not on track.
And if we don't get this right, it's not just a personal problem.
It's a societal one.
A lot of people are basically staring down the barrel of working forever or at least working
way longer than they expected.
So today we're taking a completely different angle.
We're going to talk about why the traditional idea of retirement might actually be broken.
Why saving too much can be just as damaging as saving too little
and how to stop putting your entire life on hold
for some imaginary finish line way off in the future.
If you're stressed about not saving enough, this episode is for you.
If you're stressed about saving too much,
well, bless you, but this episode is also for you.
And if you've been avoiding thinking about all this together,
yeah, this episode is especially for you.
Here we go with Derek Coburn.
I have to admit, man, when I first heard this was about retirement savings,
I was like, all right, I am only taking this call
because I like Derek.
But the message is actually really important.
And of course, I read the book, and that changed my mind and everything.
And I just never thought I would do a show on retirement because it's not a sexy topic,
no offense, but we're going to take a different angle on it here.
And I think maybe give people a lot of relief by showing them a new way to think about this,
which is really the main message that's coming through on this episode.
And I want people to stop stressing about this subject and avoiding it because that makes the
problem even worse, right?
You have compound interest, but you have compound problems when you bury your head in the sand.
And I think that's where a lot of people are with retirement.
A lot of Americans are worried about it because it's kind of impossible for them to get on track, in their opinion.
What do you think?
Yeah, you know, most people, when they meet with a financial advisor, the financial advisor is not asking them, do you want to retire?
They're saying, what age do you want to retire?
And everyone's automatically opted into it.
They haven't given that a lot of thought.
So they decide in the office, well, I don't really know.
And the advisor will say, well, let's pick 65 because that's the age of everyone else picks.
And they'll say, great.
And then they'll get on this train where they're playing primarily the money game.
And they're sacrificing their health, their happiness, important relationships in the name of having a certain amount of money by a certain age.
And what we're seeing is a lot of people are getting there now.
And it's not what they thought it was going to be.
And they wish they could go back in time and make different choices.
And that's a big part of why I wrote the book and what I want to help people overcome.
Yeah.
Tell me the numbers here because I think most Americans are not on track for retirement,
but what does that mean? What is most Americans and what is on track for retirement mean?
Yeah, depending on where you get your information from, I think something like 40% of Americans
are not even saving anything for retirement. And those people obviously need to read a different book
and hear a different message. And I have empathy for them. Hold on. Sorry. Saving like just saving
nothing. Paycheck to paycheck, no money in a retirement account at all. There's a difference between
somebody who makes 80 grand a year and is just blowing all of it on stuff versus somebody who is
unable to afford anything but the necessities of life. So I don't know, one group I have sympathy
for and the other group, the other group needs to slap upside the head maybe? I don't know.
What do you think? I think you could make a good case for that. Like, I think that there needs to be
some balance in all of this. Like, I think that I'm not promoting or preaching that people should
just work all the time. No. What I'm trying to do is I'm trying to reach a very large group of
the population who are just blindly saving money, and that's their priority. And they're skipping
family vacations. They're skipping family dinners. They're not going to the gym. They're not sleeping
the right way, all in the name of accumulating all of this money. And while the money compounded,
to your earlier point, a lot of these other things never compounded. And so what's the point
if our kids aren't talking with us, if our spouse isn't talking with us, if we're not able to
enjoy what we're doing? You know, I had a lot of people come into my office over the years and
no one had their hand raised to say, I know I don't want to retire. It was a conversation I started
and I would humor them. I would say, well, what do you want to do when you retire? And sometimes
they would say, we want to travel the world together. This is a couple. And I would look at them and
I would say, when was the last time the two of you went out on a date? And 90% of the time, they look at
each other. They don't really know how to answer that question. And, you know, I want to play golf five
days a week, but you just had your hip replaced and you haven't been to the gym in four years. So
when is all of this going to start happening? And I think by leaning,
into more of these other things right now, it also frees up energy and creativity and
productivity and wisdom so that you actually can more than make up for it, even though you might
be spending less time, quote-unquote, working. Yeah, this is interesting. I want to go back to
the numbers on Americans as a society because if 40% of people aren't saving anything,
this is a little off topic, but whatever, isn't that going to remake society? Because if those
people, they're going to have to retire at some point, right? Eventually, you just can't work.
No, even if you want to, there's a certain age at which no one wants to hire you aside from maybe like Walmart greeters.
There's only so many of those positions, right?
And you can only do it for so long.
Yeah.
Those people aren't going to be able to survive unless we have Social Security, which is another topic that I'll get to in a minute, I guess.
But isn't that going to remake society if those people are paycheck to paycheck and they suddenly have to stop working?
They get a back injury.
They can't work.
They have cognitive decline.
They get made redundant, but they're 70.
They're not going to retrain.
And, you know, what's that going to do to society?
Or AI takes their jobs, you know, just all of this, right?
And I think that another thing that's interesting to think about is the way,
one of the main reasons why the stock market has been propped up the way that it has been
and the way that it will continue to be propped up is the tremendous amount of inflows
that are coming in from paychecks.
So what we're also looking at is a scenario where 20 years from now, there are not enough
workers coming in on a one-to-one basis to replace the people in the jobs now,
but even more so, they're not really, you know, a lot of these jobs probably are not even going to exist at that point.
So not only are they not going to be working, but they're not going to be funding their 401K plans to keep the balances continuing to go up.
I see.
So I think, too, I believe in human potential and I believe that, you know, everybody having access to to this AI, to tools to be doing different things.
Like, I think that we could see scenarios where people are making $100,000 a year cooking dinner for five families in their neighborhood five days a week.
I joked in my book that I think a really cool job might be
rent a granddad or rent a grandma where you pair like kids with seniors,
supervised of course,
where the grandparents get to tell their stories and share their wisdom
and their experiences with these kids who might not otherwise have grandparents.
So I do think that there might be some cool opportunities.
Gary Vee recently talked about how there's now an app
where you can pay somebody like 20 bucks to go on a walk with you for 30 minutes
to talk about whatever you want to talk about with them.
That sounds simultaneously pathetic,
but also really cool at the same time.
I don't know.
Exactly.
I think it's probably really good
for chronically lonely people
to do something like that.
And we have more and more of those right now
that are popping up.
That's for sure.
Yeah, that's for sure.
I'm worried about these paycheck to paycheck folks.
Aren't they going to be working forever?
But then when they can't,
I just don't know what happens to these people.
They go on disability or something.
Yeah, I mean, look,
I think it's going to be hard to avoid a situation
where if all of these things happen
that we don't have some form of universal basic income
to take care of people.
people. And also my message, my story, it's helpful to everyone, no matter where they are, because even the person that's living paycheck to paycheck, they still might feel, I hope that they still feel that maybe it's not going to be like this forever. Maybe they're in a crunch right now. Maybe they're going to get a raise. Maybe they can start saving more of their raise. But I want to alleviate the pressure and the stress that they might feel, you know, all this doom and gloom that they're stuck and they're never going to be able to escape. What is the typical amount of time off that Americans get? Is it two weeks? I think so. And the numbers are absurd in terms of
of like the amount of vacation pay that doesn't get used.
Yeah, tell me about that.
The primary reason for that being that they don't feel like they can afford to go on the vacations.
I think it's something like 46% of all vacation time was not getting used.
It was just rolling over.
And it wasn't because for any other reason, primarily, except for the fact that I don't know that I can
afford to get away.
I see.
So somebody might get two weeks off a year, but they go, screw it.
I can't afford to take my family anywhere.
So I'm just going to keep working through those two weeks.
They get rolled over to another year.
And then maybe you cash it out, if that's the thing you can do.
your job at the end of your career. Yeah, I don't know if they're thinking that far ahead. I mean,
we're seeing now like other countries that are, I think, doing it a little bit better. Like,
I think I just saw an article a couple days ago where the Dutch now, the average worker there is
working 32 hours a week. And their happiness levels are off the charts compared to the happiness
levels in the United States and a lot of other countries. Yeah, my European friends, man,
they get something like two months off every year. Yeah. It's amazing. My buddy in Sweden works for
Apple, which is a company that, I don't know if people will know this, but they're known as, it's
tough, it's a tough place to work. If you work for Apple here in Silicon Valley, I had a friend who
worked for Apple. She was working like six days a week. She had to skip many family events. Then one day
she excitedly told me she was going to Australia. I said, what are you going to do? She's like,
I don't know. I'm only there for one day. I said, you're flying to Australia from California for one day.
She's, well, it's going to be kind of a day and a half, so I'm going to try and get to the Great Barrier Reef.
and I'm like, I don't think you understand how big Australia is.
Are you kidding me?
You'll be lucky to get to the shopping mall, let alone the Great Barrier Reef,
if you got half a day off.
Like, Australia, it's an island, it's not a small island, it's massive.
It was just crazy to me.
And then another friend of mine, he told Apple, he was one of the,
I got to be careful how I identify him.
He was one of the lead devs on iOS something.
I won't give the number because he's a guy for that.
And he told them, I think, two years in advance that his brother was getting married
and he had to go to Turkey.
And they were like, okay, of course, no problem.
And then when the wedding came up, they were like,
we really need you to stay here because the launch is a couple weeks after your brother's wedding.
And he goes, how about this?
I quit.
And they were like, go ahead and go to your brother's wedding, but it's going to affect your career.
And he's like, no, I don't care.
I told you, this is my brother's wedding.
Yeah.
And he, yes, it was, that was his, I'm putting my foot down moment at this company.
Because he's like, okay, if I needed any more proof that this company gives zero shits about my well-being,
This was it.
Yeah.
My European friends get like two months off a year.
I text my buddy Johan and I'm like, what's, what are you doing, man?
He's like, oh, we just finished school and we're going up to our lake house.
How long are you going to be there?
I don't know, six, seven, eight weeks.
And I'm just like, what?
Do you?
Okay.
You don't have to like go to work or anything.
He's like, I'll check my email at the end of the month just to make sure.
And he's like, but I don't have to.
They can't make me.
Just like, wow.
Yeah, it's illegal for them to make him.
And then he told me later that the company, again, Apple, had a policy that was like,
please don't check your email because we're not, our lawyers aren't sure if you could actually
be sued for, if we could be sued for supposedly pressuring you to do this.
In France has the same thing.
You can actually sue or the state can take some action against your employer if they make
you answer emails after hours.
So he's like, well, I just want to make sure that I'm keeping up on project stuff.
And they're like, no, don't even open the VPN.
Just like, have your time off.
And his boss was like, we don't want the liability and also we don't need it.
It's all good.
If there's a real emergency, I'll call you.
So he just unplugs and like sits and looks at the lake and hangs out with his kids.
It sounds so simple.
And yet as an American, I'm like, wow, what does that feel like?
You unplug for that long and you just don't think about work.
I don't need, I can't relate.
That is a wild story.
And I think that's part of it, right?
I think that maybe what first got me on this train, this thought process for the types of
conversations that I wanted to be having with my clients was when I realized.
is when I read the four-hour work week by Tim Ferriss.
And this is going back to like 2006, 2007, where he introduced the ideas of
mini-retirement and among other things.
And I thought that sounded really good.
And so I started pushing back on my clients and I started helping them realize that they
weren't going to be happy sitting around doing nothing for 30 years.
And all the things that they wanted to do when they get there, they could start incorporating
those things into their lives right now.
So the idea of traditional retirement, it sounds like you're saying it's not a great mindset
because, and I agree with this, these words that I'm putting in your mouth right now,
which is that the idea is I'm going to live later and enjoy life later and not right now because I need to work.
Like the guy with the golf, the guy wants to golf and, you know, hasn't done it in a decade or whatever.
The idea that you're going to put all the living and all the fun part off until later, it doesn't really work.
And I think in the book you give a lot of examples of couples that barely know each other by the time they're retired because it's been 40 years since they've actually
done much together other than a few days a year? Yeah, I mean, look, I think that what I'm doing,
everybody recognizes, I think, and realizes that they should be spending more time with their spouse.
They should be spending more time with their kids. They should be taking better care of themselves.
But no one's really addressing the elephant in the room, which is, how am I going to afford this?
When I'm told I need to save an amount of money that feels completely unreasonable to me.
So the way that I am starting the conversation is by helping people realize that they actually have
more money and more time right now. The way out is by you,
planning to work longer, it means you don't have to save as much because you're going to have
income coming in in those later years to help cover your expenses and all the things that you need to
pay for. And because of that, that means you have more money and more time that you get to spend
on the people on things that are most important to you right now. I want to talk more about each
of those things, but I think a lot of people are wondering, okay, if I'm not saving enough,
if people aren't saving enough, this episode is for you. And if you're stressing because you're
saving too much, this is also for you. This is something that surprised me, though, from your
book, which was, people save too much? Is that? How common is this problem? Because it sounds like
it's the opposite. It sounds like the other way around is the actual problem that we're having here.
Not many, right? I mean, not many at all. I mean, a lot of, depending on where you look, the industry
standards will, people will say, how much should I save? And they'll say anywhere from 15 to 20 percent.
And people that are saving 15 to 20 percent of what they're making, that means that they're saving
almost as much as they're spending once you back out taxes. And I don't know many people who are doing
that. But there's certainly some outliers who are earning some really good money. Like one of my clients
I shared in the book is making $3 million a year as an attorney. And he's living in the same house. He's
been living in for 25 years and they give a lot of money to charity. But that's not what's happening
most of the time. The fictional example of Tony in the book was pretty sobering. Tell me about that.
Yeah. So I shared this story in the book called A Tale of Two Tonys. And Tony is 45 years old. He makes
$150,000 a year. And he has $150,000 saved up in a retirement account. So if these numbers don't
apply to you, feel free to insert your own numbers if you want. I have a calculator on my website
that you can plug in numbers as well, but essentially the math isn't going to change very much.
Tony meets with his financial advisor and the financial advisor helps him realize or, you know,
to follow along with everybody else that he's going to retire at 65 and he comes back and tells
Tony that he has to save $2,400 a month. $2,400 a month adjusted for inflation every single year
for the next 20 years in order to retire. As I just mentioned, that's 20% of what he's making. That's a
non-starter for Tony, and it's a non-starter for most people. Tony goes home. He says, I can't come home
for dinner as much as I have been coming home. He's leaving the house earlier. He's coming home later.
He's not taking care of himself. I introduced this sort of alternate reality a la sliding doors with
Gwyneth Paltrow, if you remember that movie, where her fate is sort of like determined by whether or not
she catches a train. And so I have this alternate scenario tape place where in between these meetings,
Tony's wife says, Tony, I don't think you're going to want to stop working at 65. You like what you do. You like the people that you do it with. And even if you're not doing that, I can't imagine you sitting around doing nothing at all. And he says, you know what? You're right. So he calls the advisor backup. He says, can we make my number 75 instead of 65? Then they get together. The advisor tells him that now the amount he has to save is not $2,400 a month, but $110 per month. It goes down by 96%. I want to highlight this because this is the real
magic here. It almost sounds impossible until you look at the numbers on paper. How is it that
working 10 years longer allows me to save 96% less money? That's actually crazy. I mean, the amount of
almost anybody can save that amount of money if they're making 150 grand a year, right? It goes,
so it goes from a few thousand dollars, which is like, oh gosh, going to have to cut down,
going to have to work more to, yeah, I guess I, I don't know, skip around a golf here and there,
or like maybe I won't spend as much on nonsense on Amazon
when I'm feeling the need for retail therapy.
I mean, it's almost like a rounding error
from a lifestyle hit.
For sure, man.
You know, in the first example,
what happens is you have 10 less years of working,
10 less years of saving,
and then 10 less years of the money compounding.
And you need that money to last for 30 years
because in both examples, I have Tony dying at 95.
Okay.
In the second example, it's 10 additional years of working,
10 additional years of saving, 10 additional years of that money compounding,
and then you only need the money to last for 20 years.
So we've all seen these articles about how we should have saved more when we were 22
to take advantage of compounding interest,
and we feel kind of silly because we didn't fully do it.
And hopefully you're making a lot more now than you were than anyways
to where it wouldn't make that much of a difference.
But we're not seeing many articles that are talking about how we can take advantage
of the beauty of compounding interest by just leaving it in for a lot longer.
And I think, you know, one of the reasons for this is,
I don't think there's some evil group of, you know, people in an office in a high skyscraper somewhere
plotting to make people's lives miserable. But, you know, if you do the math, it really works
against the financial interests of financial advisors to be having this conversation with their clients.
Why? Because if you're meeting with me and you're saving $2,500 a month and I've got 500
clients that are doing this, and I have this conversation with all of them, and then they all start saving $110
per month, then the amount of assets under management that I get paid on is down dramatically $5, $10, $20.
years from now. I never thought about that. Right. I didn't realize that some advisors get paid.
Right. I forgot. Some of these advisors get paid on assets under management. So they're incentivized to be like,
you know what, you need to stay on that hamster wheel and you need to put more money into more of these
different products that I can help you with as opposed to, you know what? What's best for you is actually
working a little bit longer and saving way less and putting less money into the pots that I happen
to hold under my control. That's interesting. I guess the problem is some people,
might be like, no, thank you. Why would I want to work longer? I hate working, right? So what do we do
about that? Yeah, I don't want people that hate their job to work any longer than they have to.
And I also changed the language that I use in my book. Over the first few drafts, it was find something
something that you love doing. And I think that can be problematic for a lot of people. I don't think we
necessarily need to find our passion and do that. But find something that you don't hate doing.
find something that you enjoy and find something that allows you the flexibility to lean into your passions that are not work related.
And I think that if we find work doing that, especially if it's on our terms, the way that we want to do it.
I mean, it could be 20 hours a week. It could be taking off Fridays. It could be taking off summers.
There's also some real evidence and data to show how bad it is for our happiness, our health, and our relationships to actually just be sitting around and not doing anything at all.
All right. If your retirement plan is ignore it and hope.
I die on a Tuesday, you're not alone. We'll unpack that nightmare in a second. We'll be right back.
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Now, back to Derek Coburn.
This is interesting because I think a lot of people assume you have to be doing a job
that you really don't like, but you could retire from your, let's say, teaching job at age 65,
and then you could get a job working part-time at a flower shop or something like that from 65 to 75.
You don't have to do the same thing.
You don't have to be a machine metal stamper from 60s.
to 75 once you retire from your job in Detroit.
I don't know if those jobs still exist in Detroit.
But you know what I mean?
So that's an interesting take because I think a lot of people are going,
I'm just out.
There's my school district won't let me, you know, keep working that long.
Or my government job won't let me work past, I don't know,
but I'm assuming that a lot of these jobs have mandatory retirement ages in some states
or in some situations.
This is all hopefully really good news for people because when I read this,
It changed the way that I thought about working as well.
I really like what I do.
I know I'm probably in the minority where it doesn't really feel like work most of the time.
Mondays are the exception because I have a crap load of foot.
I put all my meetings and all the things I don't necessarily love doing on one day.
So I have one sort of rip the Band-Aid off to start the week kind of day.
And then the rest of my week I read books and talk to smart people.
Kind of.
You know, that's really where I'm at.
And it's not just about the work.
You mentioned my buddy Tim Urban wrote a post on his.
is Wait, but Why Blog, which I love.
I think a lot of people probably read that.
By the time you graduate high school,
you've spent, I think it was 93% of the time
that you'll ever have with your parents.
So if you are out of high school,
which like 99 plus percent of my audience is,
you've already spent 93% of the time
that you'll ever have with your parents.
And for some people, that's great news.
But for most of us,
for most of us, we would like to see those people again.
And Tim, actually, this post,
which we'll link in the show notes,
This was a life-changing post for me because my parents, they now come over daily and they spend several hours at my house.
But that's because, in part, because I read that post, I told my parents they should move.
It took them three-ish, some odd years to come around to the idea that living in Michigan for the rest of their lives, it includes winter.
And so I got them a house across the street.
But I deliberately engineered the way that they can see me and their grandkids twice a day, every day, because I realized, oh, I'm either going to see them twice a year for a few hours.
really a few days at most, or I can see them every day until they're sick of us, which is
quickly, depending on the day, they leave a little earlier. But it's fine. And I love this
idea that actually this is within our control for a lot of us, but it's also, it should be sobering
for most of us that life comes at you fast, I think, is really the point of the post. You really
find that the same thing is going to be true for your kids. Do you have numbers for kids? I know
in some of the groups you and I are in,
they talk about like you get eight summers or whatever.
Do you know anything about this?
Well, just take the exact data point
that you just shared from Tim Urban,
which I include in my book,
except I highlight how it should potentially incentivize
someone and motivate someone to lean in more
to spending time with their kids while they have them in their home, right?
Because I think that society playing this money game,
buying into a traditional retirement mindset,
society wants us to work our hardest
and earn most of our money in the years
when our kids want us and need us to move.
most. You know, even just on a micro basis, if my, if my macro theme is I get to kind of spend my
time and my money differently right now because I know I'm going to be working into my 70s and
80s. Well, right now I have a 15 and a 13 year old. I have three and five years respectively
left with them here in my house before they're gone. And me saying no to more speaking
opportunities right now, me saying no to coaching opportunities, me solving on a daily basis for,
I want to spend like an hour or two with each of my kids every single day, is
sponsored by almost like I'm writing the future version of me is writing the current version of me
a sponsorship check. It's sponsored by the knowing that I'm going to be ready to work more
than I am right now once my youngest is gone and off to college. Sign me up for more speaking
gigs, more impact, more work, you know, all of it. I go through this a lot and my friend
Rich Rural told me that I was like, oh man, they want me to write a book and they want me to do this.
And he's like, work will be there later, man. Your kids are six and three. Take the time,
work those lighter, quote unquote, lighter days and spend time with the kids.
And then, yeah, when your youngest is off to college, then you can sit down and do premium
content, write books, do a speaking tour, whatever live podcast, all of the stuff that sounds
kind of fun, but for you have kids at home and you don't want to leave them, you can just do
it later.
And that's probably a good way to look at things.
It's hard, though, because everyone's like, you're leaving money on the table.
So now I actually look for places where I can leave more money on the table, because it's
usually a good sign, especially if I don't want to do the work.
I don't need the extra cash, which I know is a privileged position to be in.
Ryan Holiday writes a newsletter called The Daily Dad, which I've talked about here on the show,
and I know you're a fan of that as well.
And he mentions that Seinfeld Quality Time versus Garbage Time,
and how garbage time with kids and quality time are basically the same, right?
Whether you're sitting there eating a bowl of cereal or you're, I don't know, doing a workout
together or having a heart-to-heart, it's all kind of the same in terms of the meaning to the kid.
And you have your own version of this, which is 50s.
thousand dollar moments. I'd love to hear about that. Yeah, so when my kids were 10 and seven respectively,
approximately, we had a nighttime routine, my wife and I, where we would alternate lying in bed
with each of them, reading a story, snuggling with them, waiting for them to fall asleep. And I caught
myself on a lot of nights thinking, gosh, I wish you would hurry and fall asleep so I can go hang out
my wife, I can go answer this email, I can go watch this Netflix show. And I had the realization,
like, this is not going to last that much longer. Like my 10-year-old kid is not going to want me to
keep laying in bed with him for too much longer. So I tried to force myself to appreciate it more.
And that worked a little bit. But then I just had this wild, crazy thought of what if 20, 30, 40 years from now,
there's a company that invented a time machine. And they will give me the opportunity to go back in time to
relive one moment with my kids. What would I be willing to pay for that? What would I pay to have
one nighttime snuggle with the 10-year-old version of my kid when I'm 60 and he's 30-something?
And it's like, I would write a $50,000 check without even thinking twice about that. And even
though those moments are not happening anymore, the nighttime snuggles, we have these other moments. And
you know, to your point, my oldest son and I, we have a gym in the house and we work out about three
times a week together. That's an hour per session and 45 minutes of that hour, like he's not talking to me.
You know, he's kind of looking at his phone and he's distracted. But I'm in the game and I have an at bat and I'm
there. And if he wants to talk with me, we can have a conversation. And so for me, it's more about
presence. I see a lot of parents who who get frustrated because they come home early from work. And,
you know, I'm available from 430 to 5, but my kid doesn't want to spend time with me. And I don't know
what to do. And it's like, no, like, you can't just put them into like one of your time blocks. It's just
more being around and being available for them. And when it was a couple years ago before I was
working out with my oldest kid where I was getting ready to work out for myself. And he said,
Dad, can we play Legos together? And I said, sorry, bud, getting ready to work out. I need to get this in.
and worked out in a couple of days. And while I was in there, I thought, oh my gosh, like, I don't want to
ever say no to him again. So I just rearranged my days at that point to where I was going to get
done everything that had to be done before they got home from school. I would leave the things that
would be nice to do, but not necessary to do for after for the days that they didn't want me to spend
time with them. But if they were going to ask, I was going to say yes. And the more I said yes,
the more they kept asking. Yeah, this is interesting. It's funny. It came to the same realization.
There was just a lot of times where Jaden would say,
Dad, I want to play with my drone or I want to play with this
or help me build a Lego house.
And I'm like, sorry, I've got to get my workout in
because this is my only block.
And the look on his face is always just like,
so you just realize, you know,
it's just not that important to do push-ups right now.
And you end up building a Lego boat or whatever instead.
And I pretty much never regret it.
You know, yeah, I'd be in a little bit, maybe I love handles
would be slightly smaller if I got my act together.
But yeah, you're right.
I do everything before they,
get home now. And if there's something late, it's just generally a mistake. Or somebody says,
I have to move this thing and it's occasional because my dad, and your dad too probably from that
generation, my dad got home at like 8 p.m. most days. And he worked at Ford. It's not like he had
some kind of crazy sort of business that he was running. It's just Ford would work you to the bone
in the 80s and 90s. That was just, that's how they rolled. And he got up at before I got up,
probably got up at six left at 6.30, I don't know, and got home at 8. And there was a long time
where I didn't see much of him. And then he retired really early, but I think I was like a sophomore
in high school by then, right? Cats in the cradle situation. And if it weren't for stuff like
Boy Scouts and all that, I probably wouldn't have done much of anything with him, honestly,
because he wasn't around and then I was too old. So luckily, we had that system of the Boy Scout thing
in place. Otherwise, I think we would have been in real trouble. And I know that a lot of guys in my
generation are making this same mistake because that was what we were modeled for the most part.
It's not a boo-hoo situation for me, really, because I saw him do the same thing.
You know, as he gets older, you forego time with your friends when you're younger and then we're
older and then you're lonely.
And my dad's had to sort of reconnect to all of his.
He did a good job with this, reconnect with a bunch of his friends when he got older
because he was like, oh, I neglected all of my relationships for 20, 30, whatever years.
I'm curious where the retirement system even comes from.
Like, who came up with let's retire at age 65?
I don't even, who picked all this?
We'll go back to 1889 in Germany when they were putting together the first ever social program
for workers who were leaving the working pool.
The chancellor at the time, Otto von Bismarck, decided to make 65 the age that they would
begin to receive benefit because that was the age at which people were expected to live until.
So we're going to pay you.
Don't worry.
You don't have to work anymore.
What age are you going to be?
Well, hopefully you'll be dead.
That's what we're betting on right now.
We're betting you're going to be dead by that time or maximum two years left in your life.
Exactly.
That's grim.
And then FDR just kind of thought that sounds like a good number when they were putting together the Social Security program in the mid-1930s.
And, you know, Social Security in part was created because there was an employment crisis where you had all these younger workers that were looking to get into the workforce, but the older workers didn't want to let go of their jobs.
And so there was all these shenanigans that took place, like the owners or the managers of the businesses,
would look out for men who were starting to get old. If they spotted a gray hair, they would give
them harder work to do to increase the likelihood that they would mess up and they would have a reason
to fire them and get rid of them. And this led to a lot of these workers going to Woolworth, you know,
on a daily basis to buy shoe polish to put into their hair so that they would be able to pass off
as not being as old as they actually were. And, you know, life expectancy at that time was, you know,
70, 71. And so if you think about it and most companies had pension plans, you would get a third
of your income from Social Security, a third of your income from a pension plan, you only had to
come up with a third on your own, and you only needed to last for about five or six years because
you were going to die after that. So even though our life expectancy now is significantly
higher, and it's certainly higher once you hit 65. Like once you make it to 65, you're likely
to make it to 85. But we haven't really adjusted the age at which most people are choosing to stop working
or planning to stop working. We talked about Social Security at the top of the show. I know we can't
really rely on it. First of all, how much is that? How much do you even get? It's like a few
hundred bucks a month, right? It's nothing even close to it. It's all based on, yeah,
it's a math equation based on how much you've worked and how much you put into it. And that's,
you know, it's interesting when they were putting this plan together, there was going to be
more of a universal basic income type of stipend. And most of the workers rejected that
because they didn't want to receive any handout. So the Social Security model was a nice
compromise and everybody got buying because they got to feel the pride that I contributed to
this. And that's some of the money that I'm going to be taking out.
Is Social Security even going to be there?
I remember even in high school in the 90s, teachers being like, don't count on that.
It's probably not going to be enough for you.
And then in college it was like, not only is it not going to be enough, it might not even exist.
And now it's almost like a foregone conclusion that there's nothing is going to be there by the time we need it.
Is that correct?
Yeah, look, if I were under the age of like 50, maybe even a little younger, I wouldn't be planning on it.
You know, it's interesting.
The first Social Security check was drawn in 1940 to a woman named Ida May Fuller.
and the amount that she got was $22.54.
The amount that she contributed to Social Security was about $24.75 in total.
Wow.
She, of course, lived to the ripe age of 100 and ended up taking out about $23,000 in benefits.
So literally the very first person that got benefits from Social Security just got like multiples and multiples of what she got in.
The writing was on the wall that this thing is not going to be sustainable.
If you told me that there was an investment where I could put in that amount of money or a small amount of money and I would keep getting paid out after it for the rest of my life, I would report you to the FBI because that's what a Ponzi scheme is. Is it not?
Yeah, totally, man.
Yeah. No, don't worry. We're taking money from other people who invest in this and we're giving it to you. And then when they need it, we're going to find other people who have to invest in it. We're going to give that to them. That's illegal everywhere else unless the government does it. Yeah. This is because the math eventually.
doesn't work. All right, so we have 401K plans now. First of all, explain what that is because
some people don't know because they're not American and other people don't know because they
don't have one. Some people do have one and still don't know what it is. So tell us what these are
and isn't this going to solve that problem? Yeah, so 401K plans and a lump in traditional IRAs
with them are essentially retirement plans where you contribute pre-tax dollars. You don't pay taxes
on the money. It can go into an investment account. And then whatever it grows to, you're going to pay
income taxes at your current tax bracket on the principal and the growth. 401Ks sort of came
around in 1978. Even the gentleman Ted Banna, who started this movement, you know, thinks that it
got really out of hand. And he never, his intention was never for it to be the end all be all for
retirement accounts. But I think one of the main reasons why these plans became all of the rage
and why everyone has like kind of dutifully put money into them without really questioning it.
is that, oh, I get it.
I can put money away now while I'm working,
and when I take the money out,
I'm going to be in a lower tax bracket
because I'm not working.
Well, once you decide that there's a chance
that you're going to be working longer
than what you were previously thinking
into your 60s, into your 70s,
into your 80s, then maybe it's not the great deal
that it's being advertised as.
Oh, man.
So I better talk to my CPA
because I have a feeling that I have a ton of money
in something like that,
and probably I'm going to end up
paying a ton of tax on something like that. I can't just give that to my kids, right? I have to spend it.
Yeah. Yeah. And you'll have to start taking required minimum distributions at the age of 70 and a half.
And the way that they figure that out is they take all of the money that you have in your retirement accounts.
And then they figure out how many more years you have left to live based on their master mortality chart.
So let's say you're 65 and they think you're going to live to be 85 based on what their chart,
the same chart for everyone. Then you would have to take out one 20th of their.
that amount each year. I meant to say 75 and 95, but that's essentially what we're looking at.
I've been preaching and I do preach the importance of diversifying how your money is ultimately
going to be taxed, the same way that you prioritize diversifying your money between different
asset classes. And I don't think that one is worse than the other. I think that it's perfectly
fine to have money in a 401k plan, but also I think that we need to plan for the scenario where
tax rates might be a lot higher in the future than they are right now.
And if you throw in some income on top of that,
then there's a decent chance that you're not going to be in a higher tax bracket.
There's a decent chance that it would be better for you to contribute to a Roth IRA right now
or a Roth 401k plan instead of a traditional plan.
And the way those plans work is you're putting after tax dollars into those plans.
And then when you take the money out, it's all completely tax-free to you.
So if you're currently lying awake at night thinking, cool, cool, I'm just going to work until I die.
Don't worry, we're not there yet.
But before we fix capitalism and the retirement system as a whole,
Let's take a quick break so the show can keep existing in the first place.
We'll be right back.
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Now, back to Derek Coburn.
It's okay.
Tell me about the fire movement.
Have you heard of this?
Of course you have, right?
What is it?
It's financial independence retire early.
Is that what that is?
Yep.
So I see tons of people doing this.
And I've, occasionally I'll rent a car on Turo or something or I'll, back when I used to rent a bunch of Airbnbs and stuff like that.
I would always meet these people, right?
Because these are the people who rent their car out on Turo when they're not using it or they have an extra car.
They have like 17 different side hustles that are app based here in Silicon Valley.
This is a bizarre.
darn mindset to me. And I'm sure some people listening do this, so I don't want to be like
too much of a dick about it. But really, I see these people telling me, oh, I take the bus
when I rent my car out in Turo because it's profitable and I rent a room in my house. And yeah,
I got to share my bathroom, but I didn't want to have kids because they're expensive.
And I eat the same thing every day. It's just cheap stuff that I got from Costco that I can
kind of buy in bulk. And they've kind of given themselves this weird pathological addiction
to frugality. Not all of them. Don't email me if you're doing this and you still
take vacations or whatever. But I've seen it also destroy relationships because one partner realizes,
you know, I kind of want to live my life now, not retire at 40 and then still be poor for 50 more years.
Yeah, I had a woman show up to my book release party. She bought 50 copies of my book. I hadn't
spoken with her in four years. And I had a conversation with her after the event while we were all
hanging out. And she said, thank you for writing this book because I recently got separated and
divorce from my husband. And the reason why we were getting separated and divorced is he was really
leaning into this fire movement mentality. And I kept saying, I love what I do. And I don't want to
stop doing it. And I want to go on a vacation. And he was like, no, we can't afford to go on a
vacation because I want to stop working in 10 years. And she just said it really validated a lot of
what I was thinking. And you covered, like, there's going to be exceptions to the rule. And there's
different people that are using the fire movement in different ways. But at a macro level, the buy-in to
the fire movement is that you are supposed to be doing something that you don't enjoy doing
and figure out a way to stop doing it as soon as possible. And I just think that's a terrible
thing for anybody just to opt into. These are mostly younger people who could more likely
than not find work that they don't hate and find a way to earn some money and enjoy their life
a little bit more instead of skimping and saving it every chance to get. So your book has destroyed
a marriage so far? Congratulations, I think. The marriage was already destroyed. It just validated for her
that, you know, she wasn't crazy.
Yeah, no, it's true.
It's interesting because I do see a lot of people, again, I'm sure there's, look,
if you're 29 and you're doing this and your wife doesn't want kids or you're also still
single, whatever it is, do whatever you want, no shade.
But if one of your partners wants to go on a cruise and you can't, you're wearing, you know,
used clothing from goodwill because you want to start, you want to retire at 35, it's worth
maybe taking a second look at what's important to you and to your partner before you get
married, ideally.
Yeah, for sure.
I'd love to talk about the consequences of retirement,
the psychological consequences of retirement.
For me, a lot of people and friends of mine, you know,
you'll be at a party and they're like,
what would you do if you didn't have to work?
And I'm like, I would work probably.
It might look slightly different.
Maybe I had released one episode a week or two instead of three or something like that.
My friend Neil Strauss was like, what would you do if you only had one year to live?
And I'm like, oh, I would totally use that to book podcast guests
that keep saying no.
Hey, I'm going to be dead soon.
So you better, you're going to jump on here.
You know, I'm going to be dead.
I'm going to use that.
That would be the ultimate guilt trip.
And he's like, no, really, what would you do?
And I'm like, you know what?
I honestly, I would still, I would do this podcast, again, one or two episodes a week
instead of three or four, but I might be at a five-star hotel in Greece for some of it.
I don't know, you know, whatever.
Because I love doing this.
I can't really imagine doing anything else.
I know, again, that's a privileged position to be in.
My parents, when they retired, I think they kind of also went a little bit crazy.
Not crazy, crazy, but a little bit crazy.
They retired early because they worked their butts off.
They worked a lot of overtime.
They missed out on a lot of stuff.
And they retired while I was still in high school.
And then it was like, oh, we can go up to our lake house anytime we want.
Guess how often that happened, right?
They went to cut the lawn and came home.
And then it was like, oh, I can read all the books I want.
All right.
I've read all the books.
after what literally should have been a normal vacation for them,
they started to get a little bit nuts, man,
because they hadn't taken enough time off.
They were just burned out.
I don't think they needed to retire.
I think they just had burned themselves out.
I talk about meaning versus happiness in my book.
There was a study done by Barbara Fredrickson out of Stanford.
She put together two groups of people.
The first group were prioritizing for personal happiness.
They were waking up every day solving for,
how can I be happy?
the second group was prioritizing purpose. There's a reason that I'm getting out of bed every morning,
and it's beyond me and my own sort of feeling good personally. And what's crazy, they hooked them
with the brain monitors, heart monitors, and the first group, the ones who were prioritizing
happiness were more likely to get sick, get diseases, and die. Their inflammation went up
significantly. Their immunity went down. Whereas the second group, it was just the opposite. They were
flourishing. Their inflammation markers were low. And, you know, I think that there's just something
in our bodies that just say, like, when you stop showing up and feeling like you want to make
this world a better place, then we're going to stop going out of our way to keep you here as long
as possible. I think the moral of the story is sort of like, if you want to be happy, don't
directly pursue happiness. Retiring and leaving what you have been doing for years if you really
enjoy it, or even probably if you don't, the lack of purpose would be a little scary. And the
isolation, right? Like, when you leave your coworkers who you see 60, 50, 40 hours,
week, when you leave those people, if you haven't nurtured other relationships, you're kind of
alone. A lot of people are. And, you know, like I said, people ask why I don't retire now.
And the other reason is because I would go insane. I would drive my family insane too. And I know
that I would just end up starting something else that takes up a bunch of my time, but probably
makes no money. Right. So why do this when I actually love what I do? Like I said early on the show,
I basically just read books and talk to smart people most of the time. I happen to be able to
monetize that. But I think even if I couldn't, I see these, you know, you see those lawyers,
they retire and they're like, uh-oh, and then they start a nonprofit and they're like, oh, okay,
I'm still in alignment with my values, I'm still doing something that I enjoy. It fills, it checks
the social box, it ticks the purpose box. Maybe it doesn't make any money. They don't need any
money. But I think just going, I'm going to sit around and read all day. I mean, my dad watched,
still watches a lot of TV, man, and I don't really think he enjoys it. I just think it fills up the time.
The unretirement movement is interesting right now.
We have more people than ever before that are choosing to go back to work after the age of 65.
And most of them are not doing it because they need money.
They're doing it because they missed the connection and because they missed the contribution.
And, you know, we were talking about friends earlier.
Did you see that research that went around about a year ago that showed the amount of time Americans spend with various people,
either like by themselves or with coworkers or significant others or friends?
What is this?
So it was a really crazy, interesting chart.
and Sahil Bloom covered this in his new book also.
When we're 15, 20, 25 years old, we're spending two and a half hours a day with our friends.
When my kids wake up in the morning, they're thinking, like, what are my friends doing and what are we going to do to have fun today?
That dips down to under 30 minutes a day by the time we're in our 30s and then kind of gets around the 20 minute per day mark.
And I don't know when we decided to start devaluing friendship and relationships and connections with other people.
I'm really, that's amazing that your father was able to rekindle all of those friendships. People
spend so much time thinking about how much money do I need in order to retire and hardly any time
thinking about who do I want to actually retire with. Tell me about financial planners and how
they calculate the appropriate amount for people to save because I know that they often fail to do
this correctly. Tell us how we actually figure this out. Look, we can make it as complex or not as anyone
in once. We can factor in all sorts of things. Essentially, at the end of the day, the back of the
knack and math is this. If your money is invested in an effective but still somewhat conservative way,
let's say you're earning six or seven percent a year on your money, you can reasonably take out
four to five percent a year without really running the risk of depleting your principal. So what does that
mean? That means that you need about a million dollars in order to live off of 40 to $50,000 a year.
So if you need $250,000, you're going to want to have $5 million whenever you decide to stop working.
But again, we could be earning income from another source.
We could be working 10 hours a week to offset that a little bit.
There's a lot of ways around it, but that is like the quick and easy math, you know, to keep this, you know, simple.
How do you calculate what people need?
Because I know in the book you mentioned historic inflation might actually not apply in the future because of the national debt.
Can you speak to that a little bit?
You know, one of my favorite books of all time is called Stumbling on Happenrollable.
by Daniel Gilbert. He came out with the book 15 years ago. And the punchline is that we just do a
terrible job of predicting what our future selves are going to want or need. What we need to predict,
what our financial advisors are asking us to assume is kind of ridiculous. It's what is the
inflation going to be, not just next year, but every single year for the next 30 years. What is your
rate of return going to be? What are the tax rates going to be? And oh, by the way, when are you
going to die? And people like spend 20 minutes thinking about all eight or nine variable
inputs and then feel really confident they know exactly what they need to do when they walk out of there,
which is kind of crazy. Yeah. But then there's also like, you know, do you have kids and do you want to
help pay for their wedding? Do you want to pay for secondary school for them? My mom right now,
I had a conversation with her and I talk about this in the book a little bit around, you know,
leading money for kids, making things a little bit easier for your kids. And I told my mom, like,
I don't really want your $600,000 when I'm 71 years old when you pass away because you hopefully
lived a really long life. I want you to spend this money to create experiences for yourself and your
family right now. And so she's writing a check to cover a trip for all of us to go to the Caribbean
at the end of this year. My family, my brother's family, my sister's family. And that's a conversation
that I have with a lot of my clients as well, is let's not hoard this. Let's use this money to
provide these amazing experiences for the people that we care about. I suppose if you keep earning,
even if you're earning a lot less like part-time work as we touched on, instead of fully retiring at 65,
spending just probably becomes psychologically easier, right? You don't feel the need to hoard everything
because you don't have that much, well, this is a little grim, but forgive me, you don't have as
much life on the end of it, right? So you're like, okay, I'm going to need less money. And since you're
not just spending whatever you're, you know, the interest on what are the, the appreciation on your
investments, at least for me personally, I would feel like if I have income coming in, that's not
just passive investment income, I would feel a little bit better, you know, yeah, buying,
cruise tickets for my whole family, my grandkids, all my kids, the other side of the family,
et cetera, because you see it coming back in. It's not just taking a chunk out of what you need
to live and you're just hoping you don't run out of runway. Yeah, I have clients that have a lot of
money. I have clients that have like well into eight figures. And it's interesting, group one.
And I'm not really looking for new clients at this point, by the way. I sold my practice a while
ago. So I want to be clear that what I'm sharing here is not like a pitch or anything like that.
but I have clients who, let's just say client A has $15 million and client B has $15 million.
And client A is making $100,000 a year running like a chartered boat to take people out fishing on the weekends.
And client B is not doing anything at all.
Client A continues to spend down their money in much more of a carefree way than client B,
who even though I am begging them and encouraging them and reminding them that you are fine,
like you're going to die with a lot of money if you don't start spending it more,
the fact that they turn that knob off entirely, psychologically, is really preventing them from
allowing them to enjoy all that they've worked hard to save up.
I'd love to cover the topic of sabbaticals and mini retirements.
I brought up the thought exercise, what if you, what would you do if you won the lottery that
my friends always like to spring on me?
But talk about the mini retirement thing, man, because I know you and I, we talked about
this years ago, and I think on Michael Ports boat or something.
And it's a fun way for, I think, most people to look at it.
at their career. And most people, again, credit to Tim Ferriss, I don't think anybody was really
talking about this before. The idea that you could take a break from the work and then maybe even
switch industries or switch projects or whatever. I mean, that's kind of, that was revolutionary
at the time. And I still don't think enough people do it. I think a lot of people figure this is
the career I'm in, I can never leave, which is a little bit, you know, depressing, especially if you're
not in the moment loving it. Yeah. Look, I think that part of what I'm sharing here is hopefully in a way to
liberate people to maybe, you know, I'm going to take a year off. I'm going to reflect. I'm going to
think about what I want to do next. I share the story in my book about my friend Atte Williams,
who was a home renovator. And she was working at the time with her husband in D.C. just doing
remodels and was enjoying it. And they decided they wanted to move out to California once they had
their daughter. And then they decided they wanted to kind of take a step back and lean into spending more
time with their kid, that led to them realizing that they were not going to continue to be together.
They, you know, sort of like stopped working in the business together.
She just spent her days for, you know, about months, you know, months, months, months went by where
she was just kind of taking it easy, slowing down, reflecting on what she wanted to do next.
And lo and behold, she ended up, you know, starting to work on higher end projects in California,
fewer projects.
She got connected to somebody at Netflix and ended up hosting a reality show called Hack My Home
that ended up being really incredible.
So she did that for a season,
and now she's back into this reflective period
where she's really leaning into being a mom
and knows that that countdown is ticking down
and just kind of thinking about what she wants to potentially do next.
I would love some practical stuff.
I've called you over the years about stuff like life insurance,
disability insurance, long-term care insurance.
Can you speak to that?
Because I know this is a little bit more rubber meets the road,
but a lot of my friends don't have life insurance.
And it's like, I don't have kids,
so it doesn't matter. I don't know, maybe that's true. Disability insurance, I don't know
anybody that has that in long-term care insurance, the only people I know that have that are my
parents, thank God, because, and we'll get into why that's probably a good thing in a moment.
But can we speak to that? Because I think you're the one who convinced me to get life insurance.
And it was just like, oh, yeah, duh, I should probably have that now that I have kids who are
depending on me. Yeah, that's crazy that not a lot of people have it. It just frustrates me so much
when I see people that I know were successful and something happens to them and then they're doing like a go fund me for the family and kids because it's really not that expensive. And the calculus is really very similar to the one that I just shared about retirement, which is figure out what your spouse, the main reason somebody needs life insurance is to replace their income if they're not around anymore. So figure out how much income of mine do I want to replace each year and get a million dollars of life insurance for every $50,000 of income that you want to provide or leave behind. Disability,
insurance is one of these things where there's a good percentage of us that are going to spend
some time being disabled. It's not going to be a full on disability, but it's going to affect
our ability to work and earn an income. And so where health insurance pays your medical bills,
disability insurance is going to continue to have that paycheck coming in on a regular basis.
I think once you get to a point where you have a certain amount of assets and you're in a job that
maybe is less likely to be affected by that, I don't know that it is as important. But I mean, I have a
ton of disability insurance personally.
And now for a word from the people who fund my retirement plan.
We'll be right back.
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Now for the rest of my conversation with Derek Coburn.
Where do you even ask about it? Because life insurance, you call a broker, and you know,
anybody's happy to sell you life insurance. How do you know how much you need? For life insurance?
Yeah. So in addition to the income, you mean, the income replacement? Yeah, because I think,
I can't remember what I got, but it's more than income replacement. It's basically like five or
maybe even 10 years of my actual revenue, but it's not even that it was needed necessarily because
theoretically I could retire now. There was a different calculation because you and I talked about
this because I got some for Jen too and it was kind of like and I was like I don't need that you know we have
we have savings and you said something like I'm trying to remember a conversation we had two years ago but
it was something like what if you decide you need to take a break because you lose your wife and
do you know what I'm talking about?
Is this bringing any bills?
Okay.
Yeah.
Yeah.
So I've got like three or four million dollars of insurance on my wife Melanie and it's just to allow me
to have the space and time to not have the pressure to keep earning if God forbid something.
would have happened to her three months ago, right? Like, I get to lean into my kids. I get to
pause what I'm doing. I get to mourn. I get to reflect on all of that. And so I think in that
scenario where, especially if someone is the primary breadwinner and their spouse is not working
or is earning significantly less than them, getting it on them is is is more of a luxury than a need,
but I think it's a luxury that's worth it because I'm paying a couple hundred dollars, you know,
a year, you know, if you're in your 30s, maybe it's closer to a thousand dollars a year if you're
in your 40s to just have the reassurance to know that you're not. You're not, you know,
not going to have to like tell your kids, sorry, I got you to work, even though your mom's not here
anymore. So I always felt like a good. It's funny, like there was this really old school,
lovable cheeseball guy who I interacted with when I first got into the industry. And he used to
like tell his clients, do you want your wife to have to remarry because she wants to or because
she has to? And he would use that phrase to get people to get like a little bit more on their
wives than necessary. But that's funny. Yeah. They just appeal to the male ego. Works every time.
Yep.
What about disability insurance?
Is there a simple back of the napkin calculator?
Is that just, hey, if I can't work for a year, I still need to be able to get, I don't know, whatever, 100 grand, which would be my post-tax income, for example, as a dental hygienist.
Is that kind of how you do it?
Yeah.
Like when I was making 100 grand a year, $200,000 a year, I would max out on the disability coverage, which is about 60% of what you're making.
I see.
And you would want to pay for this using after-tax dollars because you'd want the benefit to come into you on.
an after-tax basis. But once you start making more than that, and it's more of a, I need to
cover needs and not necessarily my nights out at Michelin restaurants, then it might not be like
necessarily a 60% figure. I see. So you pick a sustainable amount, not like, I live pretty high
on the hog as a partner at this law firm. I need $600,000 a year in disability insurance, right?
It could be like $200,000 to live normally through your disability. Where do you even get that? Just a regular
insurance broker has that product? Okay. Yep. And we don't need to.
list brokers in the show notes. I don't know. I don't even know any. Most financial advisors
should be having these conversations and should have access to these vehicles. I bet most people
don't have financial advisors. I mean, I don't know. I don't think most people have that, man.
I know you're in the industry, so maybe it seems like, I mean, everybody you talk to does because
it's you, but I don't know. I don't think most people do. I really don't. Long-term care insurance.
Again, your financial advisors should have this, right? Your insurance broker, but what do you
recommend as far as this? What are we looking at? What should we be looking for?
So long-term care insurance is what is going to pay for and cover long-term care in the event that something happens to you or your parents where they need assistance.
You know, they're either in a home or they have nurses that are coming in.
And I was working with a lot of partners at big law firms and a lot of entrepreneurs and business owners who were doing really well in their 30s and 40s.
And I'm surprised because this is one that a lot of financial advisors are not talking about, even if you have a financial advisor that talks about life insurance.
or disability insurance, and that is, what's going on with your parents right now?
What sort of health are they in and how much money do they have?
Because if something were to happen to your parents and you're going to step in to make
sure that they don't end up on the street, then you need to get this information and
you need to help plan for this.
And so I would have this conversation.
I referred to Alzheimer's and dementia as the iceberg to your financial plans Titanic.
And I specifically mentioned those two because those two don't kill you.
You can live with those for a very long time and need to pay for care for a very long time.
And so I began having this conversation with a lot of my clients to say, hey, you know,
it doesn't matter if we get 8% and the firm down the street gets 7.6% on your investments for the next 20 years.
If something happens to one of your parents and you have to start shelling out a million bucks over a five-year period,
then your financial plan is not as stable as you might think it is.
And, you know, I went as far as to even, like, have this conversation with my parents and help my parents.
We co-paid for their policy.
Lo and behold, my father ended up getting dementia in 2013 at the age of 61.
Well.
He needed care for nine years.
And the long-term care policy paid for all of them.
My mom wouldn't have any money left if we hadn't done that.
And so that's something where, yes, it applies to you.
I think for on an individual level, it's something that you probably don't need to look at until you're,
45, 50 years or maybe even older.
But again, if you're not having conversations with your parents,
if you don't know the shape that they're in
and you are going to step up and help them,
if they need your help and have some health issues,
I strongly recommend that you start leaning into some of these discussions.
Yeah, this is an interesting point, right?
I hadn't even really thought about that.
You might say, oh, well, my parents don't have it, and it's on them.
Well, not really, because if you're their first phone call
when they need money and they are going to need it for 10 years,
What are you going to do? Tell your parents to go fly a kite because you want to retire at a certain point or you want to go on vacations every year. You're going to tell your mom you can't pay for her care. So it's actually a good investment for you because you pay for their policy. And then if something happens, they don't have to call you. They have insurance. So you're actually buying the insurance. It's almost for yourself at that point. For sure. I hadn't thought about that.
We've had this conversation. And I know that your parents, you know, had that. They do. And are in good shape. But for a lot of other people, they've thought about it much.
certainly are not talking with their parents.
No, my parents do have that.
And I just, it's funny, I just, I just now was looking over at the screen.
I was like, I'm just going to text my dad and be like, can you send me that policy?
Just want to take a look at it, you know, make sure that you, you know, it still exists
and that it's not like a one year long or something.
Might be even too late.
I mean, my dad's 80, my mom's 84.
All right, forget retirement.
Let's talk about dying.
We're kind of already halfway there.
But we'll round out the show this way.
I wanted to make sure I discuss this with you before I let you go here.
What about giving kids money?
I had this conversation and I posted about it on LinkedIn.
It's Warren Buffett said something like,
give kids enough to do whatever they want but not enough to do nothing.
Most people were like, oh, that's a really good point.
Of course, there's a couple guys that are like,
sounds like you need to spend more time with your kids
so that you actually trust them with your money.
And I thought that was a boneheaded take because,
and I'm trying not to, I didn't want to reply to this guy in a way that was really aggressive
or anything, but I'm kind of thinking, yeah, that doesn't really hold up.
at a certain amount of money. Like, yeah, maybe if you leave your kids 100 grand, spend more time,
they'll know how to use it. If you leave your kids $40 million, there's a different calculation.
Warren Buffett is not thinking, gee, I'm going to leave my kids 30 grand so they can pay for school,
right? He has to decide if he wants his kids to be billionaires and never have to work, right?
That's a different calculation. What's your philosophy on giving money to kids? And how do you do that?
I don't think that there is a hard line in the sand here. I think people can have their opinions about
this and I won't push back too hard. But if I've had some success in my life and I am in a position
where I can make things a little bit easier or a little bit better for my kids, then I want to do it.
It's interesting. I think that kids in the teenage years, 20s, 30s have been one of the biggest
benefactors of my book because I've helped people realize that like they'll enjoy and appreciate sharing
some of what they have with their kids while they can like still do something about it instead of
leaving them some money 30 years from now like who wants to get you know i'm sure everybody would want to get
it but i mean it's not going to be super helpful to receive a large sum of money when you're 68 after
you've been stressing about money your entire life and true you know i had a friend call me up who was
reading the book and she saw her brother give money to his kids and how it kind of turned them into
the unproductive members of society to where they're still single and they're in their 30s and
they're not that there's anything wrong being single, but like the part of her story is like,
it kind of kept him comfortable and made him not go out and made him not meet people and
yeah, be a little lonely. And so she was going to kind of like not do that for her kids.
She didn't want it to turn into a similar situation. And I told her like, you know, there's a
big difference to your point between giving them a couple million dollars and giving them
$50,000. Like you can say to your kid, you don't really know what you want to do.
right now, I would love to be able to support you so that you can take some time and figure it out.
If I find out that you're like, you know, spending the money on designer purses, then I'm not
going to give you more money. But if I see that you're using the money in a productive way to sort of
figure out what you want to do next, then you can give them more money if they show that they're going
to be good caretakers and treat it well, right? And I just feel like, I know there's some who feel like,
you know, when my kid turns 17 or 18, he's out of the house, I never wanted to come back. I want him to
kind of work hard and go through everything that I went through. But I'll be honest, man, like,
if my kid wants to come back and stay with us for six months after he graduates college because he
wants to figure out his next step, I think that would be like an amazing time to hang out with
them and spend time with them. And I don't need to force him out to teach him some sort of life
lesson. And again, that's just my opinion. Yeah, a lot of the LinkedIn comments were interesting.
One guy had said, I'm going to get this wrong probably, but it was like his grandfather had given
three of his grandkids, $18,000 each when they turned 18.
And the two that were doing really well in life now
did a decent amount of things with that money
and put it towards stuff or saved it or whatever.
And then one kid spent it all screwing around
with his girlfriends and stuff like that.
And that kid's still struggling.
So it was almost like a barometer for,
well, how smart you were with decisions in general.
So I thought that was interesting.
Yeah, you don't want to give young kids millions of dollars.
And by the way, good reminder right now for people
if you have kids especially, but even if you don't, get a trust, get a will. It's not expensive.
If you're in California, I'll refer you to my lawyer. It took me way too long to do this. I think I got it.
I got it done in my late 30s and it was kind of garbage and I redid it because I needed a lawyer who knew what Bitcoin was, for example, and understood digital business.
And I had to redo the whole thing. And thank goodness I did because the original one was just the person was way out of touch with modern society. I'll leave it there.
But you got to have this. What do we do if we have young,
kids, like what happens, if something happens to me and Jen, I don't want Jaden and Juniper to get
millions of dollars when they're 18. It's just, you know, so how do we stage this? Do I give it to
them when they're 40 by making them wait for? I don't, I just, I don't understand what to do
with this. Can you go over this? I know you have a concept called the board that's kind of an
interesting thing. I'd love to hear about this. Yeah, look, you can do whatever you want to do.
like the state, they're not going to give money to kids who are under the age of 18.
And one of the primary things that you need to figure out before you have this meeting with an attorney
is who are the guardians going to be and who are the trustees going to be.
And this is where a lot of people just sort of get tripped up.
They're feeling like they need to find the perfect people to be with their kids.
But if you don't name guardians for your kids and God forbid something would have happened to you three months ago,
then the court gets to decide.
And hopefully your brother and Jen sister and, you know, other family members get along great.
come to a quick orderly decision as to who's going to get it. But that the kids, but that's normally
not what happens. And normally about 30% of an estate gets eaten up through probate while they're
figuring all this out. So even just like defining who the guardians are going to be and then the
trustees, which can be separate and maybe should be separate, who's going to manage the money on
behalf of them. And so the board that you mentioned for me is that for my kids, if they want to go to
college great, but if they don't want to go to college and they want to start a business instead
and use the money for other things, they get to present their ideas, their business plan,
if you will, to three individuals that we have highlighted some friends of mine, my wealth
management partner, and present their idea. And if two of the three agree that it's a good
use of the money, they can release the funds for that instead of keeping it back for college.
I see. And there's a lot of different ways you can sort of, you know, lay out a unique plan.
And you have seen some clients, and I've done this.
too, like certain books you want your kids to read at certain ages, you know, certain things that
you want to unlock for them at different ages, whether to buy a house or to take a trip or to go,
have any type of experience, if you will. So you can get as meaty or not as you want.
I asked you some random question the other day, and you said something like giving them all
of the money by 35 is better than spreading it out over time. Tell me why.
It would just have, again, in my own personal philosophy on this, sort of piggybacking on what
we were just talking about, where I just feel like it just has more of an opportunity to make a
difference for them in a meaningful way than them getting it much later in life. We see the majority of
people that leave money to their kids do it when they die. And they're like in their 50s and 60s when they
get it. And, you know, I think it's probably nice to receive it. But you haven't really done anything
to make the lives of your kids better by sort of like withholding it from them for that long,
in my opinion. What if you die when they're younger? Do you make them wait until they're older to get it?
you know, what if you croak and they're 20, then do you make them wait till 35 so they don't end up
ruining their lives and ending up with a, Scott Galloway says, the only things I would have if I had
a trust fund would be a Rangerover and a cocaine habit. You want to avoid that too.
Yeah, I think it's important to give them money like monthly or annually instead of like every
couple of years. And this is while even while they're still, you're still alive and they're still
alive instead of if you want to help out a kid, if your kid says, I graduate at college and I don't know
what I want to do, can you help me take this year off to figure out what I want to do next?
Give them money on a monthly basis. You know, if they're mishandling it and they're not making
smart choices, then you can cut them off and say, you need to go get a job. If they are
using it to lean into more of their interests and to really get closer to figuring out what's next
for them, then kind of keep the spicket on. So, but I think that you can set up all these different
unlocks and for sure, I would wait to give them the majority of the money until after their
prefrontal cortexes are fully developed at the end of 25, for sure. Man, thank you. This is,
To be honest, I think this is going to help a lot of people rest easier,
knowing they can work part-time later on in life,
not worry about being so frugal now,
not worrying about saving $3,000 a month or whatever
when they, you know, after tax they're making five.
You know, this episode, I think, is going to allow people
to enjoy their lives a lot more.
And that's an important part of the mission of the show.
And so I appreciate you coming on today
and having thought all of this out
because most people don't have access to someone like you.
So get a lawyer, get a will, get a financial advisor,
get insurance.
What am I forgetting?
Start living more.
I think that's also, it's like somebody asked me,
Dan Pink asked me, said, what is that?
During my book release party, he's like, what is your word for the opposite of retirement?
I was like just living, just doing this more.
And that's ultimately what I want to do is I want to help people realize that by opting out of this game,
they can be spending a lot more of their time and their energy on a lot of different things,
with their significant others, with their kids, with their parents, going to the gym,
taking trips, having more fun, all of this.
and I really appreciate you having me on here to share this.
Thanks, Derek.
Thanks so much, Jordan.
We'll spend hours optimizing diets, workouts, and morning routines,
then sit in rooms with air bad enough to quietly wreck our focus, mood, and sleep.
After the LA Wildfires, air quality expert Mike Feldstein saw just how toxic invisible can get
and why fear, misinformation, and neglect are making it worse.
My background was in wildfire remediation floods, hurricane cleanup.
So my career was traveling around to Hurricane Harvey and California wildfires, like wherever the most toxic disasters were, that's where I would go.
The reason that I got into Jasper making these air scrubbers is because the machines that we would use on the job site were these big, large industrial machines.
And when you would compare that to the little air purifiers in the store, I was able to see like these little things don't work.
Basically, let's make the world's first air scrubber design for your home.
So now I'm kind of on a mission to just talk about air quality.
Anyone who's thinking about water and hasn't thought about air, my mission for the next 20 years is to increase people's awareness of the air that you breathe.
In the mold industry, they have two sayings.
One is the mold rush, and the other one is mold is gold.
A lot of people get triggered by mold, but it's become a very fear-induced industry because there is a dark side of the mold industry.
Not everybody's a bad actor, but you have to be quite careful when you're navigating it.
People often go into debt of hundreds of thousands of dollars, rip their homes apart,
move into apartments or homes that were moldier than their first home and debt and stress,
and then they get much more sick.
So I've been seeing this increasing at a large scale, and that's why it has a mold remediation guy.
How would we do mold removal?
We'd remove the physical mold and we would scrub the air.
It was very simple.
The average indoor air is five to ten times dirtier than outside.
When you turn your bedroom into a clean air sanctuary, your body can heal itself if you get out of the way.
If you think clean air is a given, check out episode 1246 with Mike Feldstein.
It might completely change how you think about the air you're breathing right now.
Thanks to Derek for coming on the show today.
Honestly, I think this conversation is going to help a lot of people sleep better at night.
Certainly, I'm in that boat.
The idea that you don't have to grind yourself into dust now to maybe enjoy life later,
that you can work part-time, stay engaged, not live like a monk in the present.
I just feel like that's all so huge.
It's a relief.
And I think it gives people permission to actually enjoy their lives.
without feeling reckless or irresponsible.
And that's a big part of the mission of the show,
helping people think more clearly,
stress a little bit less,
and build lives that don't require
an escape ripcord at age 65.
Thanks to Derek for helping us reframe this
in a way that is actually humane.
And all things, Derek Coburn will be in the show notes
on the website at Jordan Harbinger.com,
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And this show is created an association with Podcast One. My team is Jen Harbinger, Jace, Sanderson,
Robert Fogarty, Tadasidlowskis, Ian Baird, and Gabriel Mizrahi. Remember, we rise by lifting
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Know with Mike Carruthers. It's one of those shows that makes you smarter in a practical
useful way. Same curiosity vibe we go for here, just in a fast-focused format. Mike brings on top
experts and asks the exact questions that you'd want to ask, and the topics are all over
the place in the best way. Recently, they've covered things like why we care so much what other
people think, the benefits of laughter, why sports fans get so invested, and what makes people
like you or not. The through line is always the same. Smart ideas you can actually use in real life.
Something you should know has been featured in Apple's shows we love, and it's got thousands of
five-star reviews because it's consistently interesting. So if you want another show that scratches
that I want to understand how people in the world really work, itch, search for something you should
know wherever you get your podcasts. Look for the bright yellow light bulb and start listening. You can thank me
later.
