The Daily Stoic - What The Stoics Thought Made You Rich | Sahil Bloom
Episode Date: May 3, 2025If wealth meant fulfillment instead of finances, how rich would you be? In today's episode, Sahil Bloom, entrepreneur and author of The 5 Types of Wealth, joins Ryan to unpack how they balanc...e ambition and fulfillment. They discuss the concept of having “enough”, their definitions of being wealthy, what we can learn from the Stoics about living a rich life, and more. Sahil Bloom is the owner of SRB Holdings, the managing partner of SRB Ventures, and author of The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life. He holds a master’s in public policy and a bachelor’s in economics and sociology from Stanford University, where he was also a four-year member of the Stanford baseball team.You can follow Sahil on Instagram and X @SahilBloom Sign up for Sahil's newsletter here: https://www.sahilbloom.com/newsletter📚 Pick up signed copies of The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life by Sahil Bloom at The Painted Porch💡 The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free explores how stoic ideas can be applied to personal finance, wealth-building, financial mindset, and how it can help you overcome common financial obstacles and challengesGet The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast🎥 Watch top moments from The Daily Stoic Podcast on YouTube: https://www.youtube.com/@dailystoicpodcast✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee 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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Welcome to the weekend edition of The Daily Stoic.
Each weekday we bring you a meditation inspired by the ancient Stoics, something to help you
live up to those four Stoic virtues of courage, justice, temperance, and wisdom.
And then here on the weekend, we take a deeper dive into those same topics.
We interview St stoic philosophers. We explore at length
how these stoic ideas can be applied to our actual lives and the challenging
issues of our time. Here on the weekend when you have a little bit more space,
when things have slowed down, be sure to take some time to think, to go for a walk,
to sit with your journal, and most importantly,
to prepare for what the week ahead may bring.
Obviously, there are multiple definitions
of what it means to be rich.
My friend Rumi Tseti talks about having a rich life,
but you could have a large amount of money
in the bank and have a very impoverished life. Seneca talks about how, you know, poverty
isn't just having too little, it's also the desire, the need, the quenchless thirst for
more. They're very poor, rich people. And the Stokes, when they talk about wealth, they
have obviously a more expansive definition
than just how much is in your bank account, how much land do you have, how powerful or
important you are.
In the Daily Stoke Wealth Challenge, which I think is one of our best sort of deep dives
into a subject that a lot of people need help with and a lot of people are interested in,
but the Stoics have very counterintuitive and interesting teachings on. We have, again, this more expansive definition. In it, I sort of argue
that Epictetus is one of the richest Stoics and Seneca, who was quite wealthy, is one of the
poorest Stoics because Seneca's ambition gets him into this morally compromised place.
And Epictetus, despite literally being a slave, fundamentally owns himself
and the things he needs to be happy.
He has a smaller life, but a bigger command of himself, I guess.
So when I had today's guest on the podcast, one of the questions I opened with was,
you know, in which ways are you poorer than you would like to be?
Sahil Bloom wrote this book called The Five Types of Wealth.
And what he says in the book is that we have different forms of wealth.
You can be rich in some areas and poor in others.
And that a well-rounded life means you've done well in all these different areas.
And the reason I asked that is before the podcast, I was thinking about my own life.
I've done well financially, even before I was a writer.
I don't really want for anything in that sense
but there's ways that I'm
You're not doing as well as I could or should it, you know
Sometimes my wife and I go we were doing too well to be this anxious or this stressed out
to feel this
Compelled to do and put up with certain things. Like what is the point of it, right?
That's really what we're saying.
And yeah, I think about anxiety, I think about stress,
I think about insecurity, not like, you know,
the not being enoughness, doubts.
I think about it when I'm away from my family
because I'm working, although I've said this at Daily Dad,
you know, like being rich is how much you see your kids.
I feel pretty good about it as a whole,
but I'm just saying there are certainly moments
when I'm like, why am I in this hotel room?
Why am I here?
Why am I putting up with this?
Why am I doing it this way?
And I think that's a really important
and essential question to ask yourself.
Like not how much money do I have,
but how impoverished am I in areas that
if I put my mind to it, if I made different decisions,
if I prioritize different things,
I would have a wealthier or a richer life.
And my guest today, Sahil Bloom, as I said,
wrote the five types of wealth,
which came out in February
and landed on the best seller list.
It hit number two, which we talk about in the episode.
Like you can hit number two and feel like you hit the lottery, or you could hit number
two and feel like you got screwed, like something was taken from you.
And those are very different ways of seeing the same thing.
And so in today's episode, Sal Hill and I talk about our definitions of wealth, about
success, what we can learn from the Stoics about these very things, how resiliency is a form of wealth, and much more.
Sal Hill is the owner of SRB Holdings, a managing partner of SRB Ventures and Early Stage Investment
Fund.
He graduated from Stanford University with an MA in Public Policy and a BA in Economics
and Sociology.
He's also on the Stanford baseball team for four years.
You can follow him on Instagram and on Twitter at Sal Hill Bloom. He has also on the Stanford baseball team for four years. You can follow him on Instagram
and on Twitter at Sahil Bloom. He has a great newsletter. It's one of the ones we recommend.
If you ever sign up for the Daily Stoic email, which I hope you do, ConvertKit or Kit, who we
use, Sahil is one of the ones that we recommend and he recommends us. He sent many subscribers
over to the Daily Stoic and to the reading list email over the years.
So thank you to that.
Maybe that's even where you heard from us.
So all of this is to say,
I was very excited to have Sal Ho on the podcast.
I've read his writing for a long time.
I think you will like this interview.
And if you wanna check out the Daily Stoic Wealth Challenge,
I will link to that in today's show notes,
or you can join Daily Stoic Life where you get it
and our other challenges for free.
So I think when people think wealthy, You can join Daily Stoke Life where you get it and our other challenges for free.
So I think when people think wealthy, their first thought is money.
But it strikes me that that's almost the least important
or certainly the least meaningful form of wealth.
Cause I would say I've met some very poor rich people.
I think we all have.
We don't have to look far to find examples of the Pyrrhic victory, if you will.
The idea of the victory that comes at such a steep cost.
It might as well have been a defeat.
The battle won, but the war lost.
We all know or have heard stories of that billionaire or centimillionaire who has made
hundreds of millions of dollars, but they have four ex-wives and three kids
that don't talk to them.
And we live in a society where we pat that person
on the back.
And we write books about that person oftentimes,
and we ignore the fact that they have suffered these defeats
in these other areas of life.
And the challenge that I have seen is that culturally,
we tell every young person, we indoctrinate them
into this idea that that
is what a wealthy life looks like, that you go and make a lot of money.
We ignore the fact that there are these clear deficiencies in these other areas.
My call to action around all of this is to ask yourself if that is what winning the game
looks like in the traditional definition, is that actually a game that you care to win?
Yeah, because I think obviously money is a means to an end.
And if you could get the end without money, that's probably a good way to do it.
And if you get the money but it doesn't actually allow you or facilitate the end that you have
envisioned as what you want your life to be, again, you went about it the wrong
way.
Yeah.
The way that I've always thought about this is it's sort of like a Maslow's hierarchy
of needs question where, yes, money buys happiness in the early days.
It very directly allows you to take care of basic needs, food, shelter, take care of the
people around you, even the early days of like affording basic pleasures.
Sure.
Vacations, those basic things, they clearly do buy happiness.
And the science actually proves that out.
The early part, there is a very clear direct correlation.
The challenge is what happens after that.
Yeah.
And for most people, we get patterned into this understanding of that linear relationship
where an incremental unit of money equals an incremental unit of happiness. And then we're convinced that that
is going to exist in perpetuity. And it doesn't. And you learn that at some point, either the hard
way or you learn it by understanding it internally so that you avoid the hard way.
Yeah. Yeah. It's like having a great life without any money is probably not possible.
But just because you have a lot of money doesn't mean you're going to have a great life.
It's a good way of articulating it. Money isn't nothing. It simply can't be the only
thing.
Well, it's definitely not everything. And if it's the only thing, it's I would venture
to guess it's a shitty life. Do you like like, like, one of the things I've been
struck by on some of the really wealthy people I mean, it's not
just that they're poor in the sense that they're missing out
on happiness or family or, you know, something some kind of
meaning or they're just not a good person that that that that
form of poverty, but even though they have a lot they don't feel
rich because what they want is
more. Seneca talked about how, you know, poverty is obviously having too little, but it's also
just wanting more. So you can, by this definition, you can be an incredibly impoverished billionaire
or millionaire. You can come from incredible wealth, but if it doesn't feel like enough to you, or what you need
is more and more and more because you're trying to have more than someone else, or you're
trying to have the most, you're always going to feel deficient.
That idea of enough, that word enough is so central to this entire concept, right?
It's that the famous story of Kurt Vonnegut and Joseph Heller going to the house of that
billionaire in the Hamptons.
Vonnegut says, how does it feel that this guy just yesterday made more money than your
most famous book, Catch-22, made in its entire lifetime?
Heller says, I've got something that he'll never have.
Vonnegut says, what's that?
The knowledge that I've got enough.
That is so important, especially in this day and age,
because when they said that it was a long time ago,
that was pre-social media.
Now you have more awareness of other people's lives
and highlight reels than ever before.
And that makes the embrace of your present enough
or your definition of enough that much harder
to actually internalize.
Well, I also imagine,
let's say that story is in the 50s or 60s, right?
I imagine if you looked at what income inequality
looked like then, or you looked at like,
let's say that guy's probably CEO of some big company.
Back then, a CEO probably made 20 times more
than the average employee.
And today, the CEO might make 200 times more
than the other employee.
So it's not just like, there's something timeless about like, hey, you got to have enough.
But there's also something that I think modern technology and globalism, all these things
have unlocked, which is the potential to be like unimaginably wealthy.
Like Elon Musk has lost since the election, more money than what previously generations of the
richest people in the world combined could have ever even
conceived of happening. Do you know, like the idea that he's
lost hundreds of billions of dollars of personal net worth is
insanely incomprehensible. And I think it just fucks with
people's heads, like, what what is enough or what is a lot even
right? Like, maybe it's impossible for humans to ever fully have enough
from like a biological standpoint, having enough.
But can you just get to a place
where you comprehend that you have a lot?
That's a huge victory.
And that is the understanding that you are wealthy.
Like, hey, I have so much
that other people are jealous of what I have.
And then again, we can expand this definition
to not just be, like how many people wake up every day
and are sad or depressed that they're not married
or they don't have children or they don't have a,
like there's, we have things that people would
be profoundly jealous of and yet people wake up every day
and think they don't have a lot.
It's funny even in hearing you articulate that so much of the way
that we articulate these things is impressing other people.
Like, oh, I want other people to be jealous or envious of the thing that I have.
And I often think about that in the context of like mental time travel in your own life.
How many things that you have today are things that your younger self
would have dreamed of or more than like, like I sometimes go like the goal is to write one book.
So I did that and I did a bunch more, but I don't there's something about the diminishing
returns but also just about the way that we sort of do this accounting in our head. It doesn't
feel like you are way past the mark that you aimed for. And so it's all, it's all more than you would
have dreamed of
originally, but you're not waking up
and actually feeling every day,
hey, I'm playing with house money.
Because what the mind does is immediately go to,
well, other people have more,
oh, it's possible to do more.
And then you're just-
And you have changed.
You are more proficient, you are more skilled,
you are better.
And so you naturally say,
the thing that your previous self wanted is now undershooting what my capability is because I have grown.
I do think that, look, I've experienced this very recently in a pretty visceral way in
my own life that I was in my office a few weeks ago just before the launch of this book
and I was working on something very focused, locked in on something for the launch.
My son, who's two and a half years old, came barging into my office and started doing two
and a half year old things.
He was jumping up on the desk, throwing things around, making a mess.
I started having this very negative train of thought of like, why is he doing this?
This is so annoying.
Doesn't he know I'm trying to focus?
Shouldn't he be out of here?
All these things.
It's going to prevent me from doing what I'm doing.
Yeah. The negative,'m doing. Yeah.
The negative, you know, the spiral.
Sure.
And in that moment, I caught myself because there was a little picture on my desk of the
two of us.
And I took myself back in my own mind to four years ago when my wife and I were in the middle
of a two-year struggle with infertility.
I had prayed every single night for two years that we would one day have a healthy child.
There I was in that moment complaining about the exact thing that I had prayed for.
It was a reminder to me of that fact that sometimes in life, the things that you pray
for become the things that you complain about if you let them.
If you aren't able to catch yourself in those moments and say, I am literally living out
the prayers of my younger self, catch yourself and pull yourself back into that moment. You are
actually living out what your younger self prayed for, but we can create that awareness and take
action against it. We're not incapable of doing that. It may be that our natural human disposition
is to continue to experience that hedonic treadmill, that desire
for growth. It just needs to be grounded in something more
meaningful than money.
Yeah, and I'm not saying like the goal is to appreciate all
the ways that you have things that make other people jealous.
Like that's the goal. But it can be so easy to take things for
granted and to think that something is nothing, right?
Like that your health like how many people who
are in a hospital are jealous of the people out the window just
walking around living their normal lives, right? Or someone
in prison is jealous of someone who has freedom. Someone who
works for themselves is maybe jealous of someone who has the
security of a job. Conversely, someone who has the security of
a job is jealous of someone who has the freedom of
working for themselves. And, and you just can diminish what you
have as not being a lot to say nothing of not being enough. And
you don't realize that there are people who are waking up every
day, praying for that thing, or like, grinding it out for a shot
at one of those things. And you're like, oh, I feel poor because I don't
have this or that. You know what I mean? Yeah, I do. It totally resonates and I think that
it's why I go back to the importance of the things that you measure in your life.
Like Peter Drucker has this famous quote, what gets measured gets managed. The idea that the
thing that you can measure ends up being the thing that you myopically focus on, narrowly hone in on. Money, historically, has been the only
thing that we measured. Money's measurability is so clear. It was a feature, not a bug.
It's what allowed capitalists, free markets to grow, all these things, commerce. Unfortunately,
it is clearly not the sole measurement of building a good life. If the goal is to build
a good life, you need to measure for the bigger picture, that
broader war rather than just the one battle.
What I find happens to people is when you do not have that mindset, you default to the
one thing that you can think about and you've lost sight of those others.
So a person, an example is like one of my college classmates got a Stanford degree,
decided to move back
home to his hometown.
He wanted to be a gym teacher, and he coaches high school sports.
Outside looking in, people are like, oh, he's not doing so great.
Right?
A kid got a Stanford degree, and now he's coaching gym and coaching high school sports.
But if you look at the bigger picture of it, he probably makes $50,000 a year.
On the normal scoreboard, he's not doing great.
Look at the bigger picture of his life.
Zoom out. He lives close to both sets of parents.
They have multiple kids that are super close with their grandparents.
He is extraordinarily fit.
He loves what he gets to do because he has to act in service of others every single day.
He's outside several hours a day.
He has actually an abundantly wealthy life and is extraordinarily happy.
But you need to actually measure for that in order
to recognize it in the moment that you
have that level of wealth.
Yeah. You know those creepy stories that give you goosebumps?
The ones that make you really question what's real?
Well, what if I told you that some of the strangest, darkest, and most mysterious stories
are not found in haunted houses or abandoned forests, but instead in hospital rooms and
doctor's offices?
Hi, I'm Mr. Ballin, the host of Mr.ollin's Medical Mysteries, and each week on my podcast,
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Bollin's Medical Mysteries should be your new go-to weekly show. What are ways you think you're poorer than you would like to be?
I have a tendency to get very narrowly locked in on things during short bouts.
Like, and almost, I mean, I probably have a level of undiagnosed OCD where I get sort
of obsessed with something and that gives
me tunnel vision around that one thing.
And so, my tendency is to have these seasons of unbalance that are sort of hopefully followed
by seasons of balance, but I don't do that season of balance if I don't force it.
And so, what I've like had happen in my own life recently is I went through this season
of unbalance as the book was coming out, all the push into that, as you know well.
My whole intention was like, okay, coming out of that, I'm going to zoom out, I'm going
to be home a ton, tons more time with my family, the people I care about.
That season of unbalance ended, and then there were all these new opportunities that came
up.
Then I'm chasing another season of unbalance.
The area of my life that suffers the most when that happens is my social wealth. It is my relationships with, you know,
namely those few people that I feel like
are the most important.
And that is a huge area that I need to work on.
Yeah, no, that makes sense.
Yeah, I think like the idea that you are not
as wealthy as you could be in areas of your life,
I think is an interesting way
to think about it because, yeah, you're like, no, I'm doing well.
This is what I'm making.
This is how the market is.
But really, it's sort of independent to whether like you're living the kind of life that you
want.
Exactly.
I think the way you just said it at the end is exactly how I think about it too, which
is I often think about what do I admire most in the people that I admire.
When I look at people and I admire them as a human, what is it actually that I admire
about them?
The number one thing across the board, if I'm going to look at commonalities, is that
they only play the games that they choose to play.
They are ruthless in saying no to all of the other ones.
I've texted you this before that I really admire this
about you as a person.
Susan Cain is another person I really admire in that vein.
People who are very deliberate about the things
that they take on because they recognize that they're
trying to create a big picture of their broader life.
They're not chasing every new exciting opportunity.
And that's very difficult when you're not chasing every new exciting opportunity. And that's very
difficult when you're new to being given those opportunities. Yeah, for sure. That's when it's
the hardest. I think it's what you're admiring is when it looks like someone has some level of
command over their own life. And as opposed to being commanded by the events or the circumstances
out there, I think. It's Like a maker versus a taker.
Yeah. Yeah.
Just like, hey, this person is intentional versus reactive.
They're they're sort of setting the pace, making the decisions,
setting the priorities, aligning the values as opposed to just doing
what everyone else is doing or just doing whatever pays the most or would get
them the most attention or athletes.
Yeah.
It's the people who are truly willing to say no to something that is actually quite exciting
because it doesn't align with the one thing that they are truly focused on.
Yeah.
Like the someone, Seth Godin actually I think is a great example of this.
He will just respond to an email and just say, no, that's not something that I do.
Whatever that is.
No, that's just not something that I do.
I think Tim Ferriss has done that well.
I think you do that well.
There are people who have gotten to a level of self-awareness, and I think it requires
that a lot of introspection and self-awareness to say, I am building something and this does not, this truly does not fit within
it. It may be an amazing opportunity. It may pay me a bunch of money. It may do all sorts of things
for my prestige, my status, whatever, but it does not fit within this. And so I'm not going to do it.
Yeah. No, it's funny. I was just, I just saw a thing like Mark Zuckerberg was on this podcast
and I was like, if I was Mark Zuckerberg, I would never fucking do a podcast ever in my fucking life.
Do you know what?
Like there was something, there was something,
and these extreme examples, maybe there was a good reason,
but these extreme examples I think are illustrative
because you realize like, you think you'll get to a place
where you just feel good and you don't feel compelled
and you don't feel obligated to do things that don't really matter.
Do you know, like this guy controls the largest platform. If he had anything he wanted to say
to anyone, he could do it like that. And here he is getting the same, hey, will you come on my
podcast email and saying yes. Like it's crazy. Insecurities are a hell of a drug, man. I think
a lot of times like our actions in the present are just commanded by our insecurities
of the past.
If you did not feel cool when you were young, and now you are cool, and you are able to
pursue things that make you feel cool, like going on big podcasts, like having a bunch
of attractive women be interested in you, it gets men into trouble over and over and over again.
I mean, every now successful, very wealthy guy
that ends up having an affair and ruining his marriage,
losing his children, all these things,
it's like it was grounded in some childhood insecurity
in some way.
Yeah, yeah, yeah.
And so you realize, okay, this person holds this office,
has this amount of power, achieve this this office, has this amount of power, achieved
this rank or has this amount of money.
But fundamentally, they don't feel enough.
Yeah.
Yeah.
And look, I think that that is human, that is natural, but it is also massively empowering
to recognize as a quote unquote normal person to say, these people that I admire and look
up to,
they are actually no different than me
in a lot of these ways.
They still tell themselves the same negative stories.
They still feel the same imposter syndrome.
They still suffer from the same insecurities,
those same things that I am feeling.
That doesn't go away.
No, it definitely doesn't go away.
And yeah, the point is not to judge them and go like,
oh, they're broken and I'm not.
It's to actually realize how we're all similarly broken.
Yeah, I remember like, yeah, when you first do this stuff,
you're like, hey, anytime anyone will let me talk about it,
that's my thing, I have to do it.
And then I remember, you know,
getting some like radio interview requests or something.
Someone read something over there,
hey, we're big fans, like, will you come on the show tomorrow?
Or actually, I was thinking it was even more pressing.
It was like, we have a lot, it was like a live spot like and and I
was like, so I have to court have to change my whole day to
be this and then I just was like, I don't have to do this.
Not only does it probably not going to matter, like it's not
going to do anything, because the one to oneness of any media
is pretty when you actually sort of drill down is pretty
ephemeral. But it was like, I don't need to do it even if it did,
even if it sold 10,000 books,
it wasn't gonna change my life in any way.
So why can't I just have the day that I already planned?
And there's something like realizing that
probably changed my life more than any amount of money,
getting any amount of money change getting any amount of money changed.
Because you could have the money,
but not have the realization.
And so you're still, it's like that scene in billions
at the beginning where he says,
what's the point of having fuck you money
if you never say fuck you?
There's not a lot of people that ever actually say fuck you.
And then if that's too rude for you,
what about just like, no thanks thanks or not right now, right?
Like you you you tell yourself the point is to get the power or money or freedom
But then do you ever actually use it to free yourself in any way? I think it's pretty rare that anyone yes
it's like
Having a fuck you freedom or having fuck you life is much more important than fuck you money.
To be able to just say like, no, I'm not doing that.
This thing.
We're just saying, think about the wealth
that comes from knowing what you like
and what you don't like and deciding to orient
around doing the things that you like
and not doing the things you don't like.
Right, like how many much more powerful or wealthy people
wake up and more or less have a day filled with things
that they'd rather not be doing.
Like I remember, so there's a playground right down
on the other side of this hill behind the bookstore.
And my wife called me like a year ago and she said,
hey, we're at the park.
I called her to see what's asked her questions.
She said, hey, we're down at the park.
And I said, oh, I'll just be right there.
I just walked down in the middle of the day
and played with my kids at the park and I can do that.
Like I can do that because of financial reasons.
I can do that because of lifestyle logistics reasons.
I can do that because I work for it.
You know, there's a handful of things that contributed
to me being able to just blow off work
in the middle of the day
and do what I wanted to do with my family.
And as I was walking down there, I was like,
oh, this is what I was working for.
This is what wealth is.
And, you know, I could be a billionaire
and not be able to do that.
That's the, it reminds me of the scene from Mad Men where Don Draper says,
that's what the money's for. That's the point. I recently got asked what my definition of wealth
was. And I think the person anticipated that I was going to go through a list from the book and
talk about the five types of wealth. And my response was the ability to take my son in the
pool at 1 PM on a Tuesday. Sure. And to me, that encapsulates the ability to take my son in the pool at 1 p.m. on a Tuesday.
Sure.
And to me, that encapsulates the entire definition of my wealthy life.
I want to have the time freedom to be able to do that.
I want to be healthy enough to be able to do that.
I want to have the type of relationship where my son wants me to actually be in the pool
to do that.
And yes, I need a little bit of money to be able to have a pool in the first place.
But like beyond that, at some point, it's like, I actually don't need more than that.
I don't need more than what I have today
in order to be able to do that.
That recognition is really powerful.
And then it becomes about making the right decisions
about what the more is that you are chasing.
Because it doesn't mean, having enough,
the tendency when people hear that is to say,
okay, I'm just going to shut everything down.
It feels like complacency.
Exactly.
And so it's balancing.
Life is all about tensions and the way
that you navigate those tensions that exist.
And this one tension of presence and ambition
is, I would argue, the most challenging and most important
tension to navigate as a parent in particular.
It's like this 10-year window that you have with your kids or 18 years if you want to
be optimistic that like 95% of the time you have with your kids is over by the time they
turn 18.
75% is over by the time they turn 12.
And yet, that is when you are told to be chasing every single more that the world has told
you you should want.
Navigating that tension to actually be able to decide what are the mores that I truly
feel are important?
How am I going to bring my family and my kids along on that journey and mission with me
to navigate that balance between the tension, or sorry, between the ambition and the presence?
That is where my head is at right now.
Yeah, it is interesting that,
this is a little further afield than what we're talking about,
but it struck me the other day
that there's something kind of crazy about generationally,
now at the age people have kids,
because like you tend to have kids right around
when your career is first,
like if you had kids in your early 20s, your time's not very valuable,
because that's, that's the time you're working a lot. But
you're the quantity is there because the the quality is not
there. Do you know what I mean? Like, there's something hard
about having kids right as the compound. There's actually a
Dua Lipa song where she talks about it's really hard to stop
working right when things start working. And that's that's something I think very hard, particularly for women where like you're asked to exit the workforce right after you're seeing the returns of five to 10 years of having invested in the workforce. Do you know what I mean?
Very interesting. Whereas on either side of it, you're probably better off.
30 to 40 is a tough decade to have a big demand on your time.
The opportunity cost is very high right then.
That's very interesting.
It'd be interesting to think about the 30 to 40 range.
I just think it would be very easy on the back end of that,
say you end up having a kid at 40, to say the exact same thing. It's just starting to work because it always, the way
compounding works, next year is always going to be better than this year if you're on a compounding
engine. And so it is interesting though to think of the early 20s kid versus the mid 30s kid,
how different that experience is of what, what are you giving up?
What am I stepping off?
Yeah, when you're giving up is a bunch of shit
you probably shouldn't be doing anyway.
Yeah.
Do you know what I mean?
Yeah, yeah.
Like when you're in your 20s, it's like-
Yeah, partying at the clubs.
The idea that you had to get home
because there's a babysitter or whatever.
It's like, that would be good.
Yeah, I probably would have benefited from that,
to be honest, and made fewer dumb decisions.
I've been saying like, wealth is how much you see your kids
and power is how much control you have
over your own schedule.
So, you know, you think this Senator or this general
or this, you know, CEO is very powerful,
but actually their assistant is very powerful,
because the assistant tells them where they have to go.
And invariably you talk to these people
and there is someone who they're very concerned
about making happy.
Do you know what I mean?
Whether it's-
Everyone has a boss.
Yeah, everyone has a boss.
Whether it's the majority shareholder,
it's the higher ranking general,
it's the president, it's the secretary of defense,
it's the, you know, it's somebody, right?
There's always gonna be a bigger boat.
Yeah, and there's someone,
there's usually someone who decide,
who can imperil your boat, right?
Like, hey, if this happens, I'll lose this deal,
I'll lose this shot.
And so you think that people who get to a certain point
would feel very secure and then be able to take risks
or be able to say no to things.
But actually there tends to be an insecurity there
and a lack of freedom because they are trying
to keep what they have or keep their opportunity
to get to that next thing.
Like you would think, hey, a senator is one of the 100
most powerful people in America and thus the world.
Plus they've guaranteed job security, right?
Like you're a Republican in Montana,
you're not losing your job, right?
But you're not actually interested in the job you have.
You want to be a cabinet secretary
or you want to be governor or you want to be president
and therefore you don't actually have your job because you have one eye on a different job.
And so you meet these people who you think are powerful or wealthy and actually because they
want something different. They barely even have the thing that they have or you could argue they
fundamentally don't have the thing that they have that is they can't use all of it because
they're afraid if they do it there'll be
Consequences yeah, I have experienced that even just recently like it's basically the arrival fallacy across all of these areas of life that we build
up this idea of
Having arrived once we achieve X and I'm a made guy now. Yeah now everything's gonna be great
Yeah, I've hit the top of the mountain. I've arrived. My life is gonna to be great. My fulfillment, content, I'm going to be happy. I'm just going to chill. I'm going to make
$5 million and then I'm going to be able to chill. I write about it. Literally in the
first few pages of the book, I write about it. Then I experienced it in my own life as
soon as the book came out. I spent three years working on this. The whole buildup was like,
I just want to be on the New York Times bestseller list. I made this as the most important thing for a silly reason, which was my grandmother
on my Indian side, Indians very like status culture
of like these hierarchies.
Measurables.
And I told my grandmother, I was writing this book,
and this was January of 2023.
And the first thing she said was, New York Times?
And I was like, yeah, I'm going to do that.
And she passed away in October of that year.
And so in my mind, I was like, I'm going to do that.
I'm going to make good on that commitment.
I built it up.
I got it.
And I went to bed that night.
And the next morning I woke up, I kid you not, the first thought that went through my
head was not like, oh, this is amazing.
I did the thing.
It was, I wonder if I could hit it again the second week.
Sure.
And it was true, and now it's like, oh my God,
I gotta stay. But it actually started
earlier than that, right?
Because first the goal was to write a book, right?
You wrote a book proposal and you were like,
wouldn't it be so cool if someone bought this?
Like that was success.
It was like, you're selling, and then you're like, what?
Then you're like, I gotta make a book that's good, right?
And then what, at each step, you're just moving the goalpost a
little bit. And the interesting thing is, we move the goalpost
further and further away from the thing that we have any
actual control over. Right. So like, like the goal is, hey, I
want to write a book that's pretty in your control. Hey, I
want to write a book that the New York Times, with its
complicated, subjective algorithm to write a book that the New York Times with its complicated, subjective algorithm
decides is a bestseller.
You've moved from a goal 100% up to you or more or less 100% up to you to a goal that's
like not just not 100% up to you, but a black box where people are regularly do all the
things they're supposed to do and don't get it.
And that's the torture that we inflict on ourselves. And we go from a goal that's me versus an obstacle, like, hey, I want to climb
Mount Everest, that's me versus my limitations or me versus the obstacle, to I want to rank in a
certain way against other people doing that same thing, right? So the difference between like how many people
have done the hard work to write a book?
That's standing out.
But you're like, hey, no, no, no, no.
On the list of the 10 people this week,
I have to have sold the most.
You went from a, we go from a,
I'm not saying you, because I do it myself,
but we go from the part that's up to us
to the part that's least up to us.
And what you're essentially doing is taking your
definition of success or wealth or happiness or whatever it is and going, you get to decide.
Yeah, it's conditional. You make the conditional statement. It's Cicero's metaphor of the archer.
You do everything. You draw the bow, all of the preparation that you control,
and then you release the arrow and you no longer are in control. A gust of wind,
anything could happen. The target could move or fall over. It's just one of
those funny things where like I know these. I wrote about it. I need to read my own book
to remind myself because the constant awareness and the self-awareness to recognize when you
are falling into those traps to course correct and get yourself back into the right place
is it's very difficult, but that daily reminder
and that daily awareness of it does really help.
Well, that metaphor from Sister of the Archer
that comes from the Stoics,
Epictetus had this line about how,
if you wanna win, only run races
where winning is up to you.
And so, yeah, if your thing is,
hey, I'm a winner if I run five miles,
as long as you don't quit, you get that thing.
But if you're, no, no, no,
I have to be faster than these other people.
I have to be given the garland or the award.
Then you better hope the race isn't rigged.
You better hope that you're not up against
the fastest person in the history of the world, right?
So it's-
Yeah, Mel Robbins selling 80 million books a week.
Well, I was gonna ask you, so you hit the list,
but what part of you was frustrated
that it was number two versus number one?
So I've always had this joke in my mind
that I've been saying to my wife for the last few years
that the absolute worst thing in the world
is being the number two New York Times bestseller.
I've done it.
Because no one says they're a number two.
You either say you were a New York Times bestseller
or number one.
Might as well have been number 10.
And you might as well have been number 10.
And when it happened, I was tremendously proud of it,
to be honest.
I actually didn't feel the frustration
of not being number one,
simply because of just how insane
the sales volume difference was.
I think I would have been disappointed
if I had found out it was like 100 books or 500 books.
I would have wondered like what more could I have done.
That is hard. I think what number two does, it's not like, books, I would have wondered like what more could I have done? That is hard.
I think what number two does,
it's not like, oh, I'm not as good
because someone else is number one.
I think what you feel in that instance is,
could I have done more?
And that comes down to, did you do your best?
Yeah, I couldn't have done more.
If you honestly feel like you did your best,
then you can sit with a number two.
But if you're like, I pull my punches
or I was afraid to really, I was afraid to say that I really wanted it
And that's why I didn't get it. That is a bit of film. Yeah, there is a
There's two things here. One is a few months before the book launch. I was journaling and I had this recognition that
Sometimes in my own life. I hold myself back from giving 100% on something
because I'm afraid of what will happen if I do give 100% and still fail.
Yeah, that's like every teenager.
Yeah, it's self-protection mechanism that becomes self-rejection in some ways.
You don't put yourself out there.
And so I flipped a switch.
I was like, I'm going to go absolutely all in.
And if I fail, I'm going to fail.
I'm going to fail daring greatly,
if you will.
Yeah.
And that was one, that was a really important switch that I flipped.
The other thing that I recognize is that if you were to map out like the perfect course
to living a happy life, it would be tiny, steady incremental growth over long periods
of time.
You would just say like, I want my life to just get better like this, very slowly.
Getting number one.
But people think they want it all on the first go,
and they want everything to go right.
And that is actually a tried and true path to misery.
I see that all the time with like,
my professional athlete friends.
Everyone wants to be a professional athlete.
They want the fame, they want the $100 million contract.
The worst thing in the world is making $100 million when you're 25 and then being completely
lost for the rest of your life because you have no idea what your identity or purpose
is.
I don't know if that's the worst thing in the world, but it can be a problem.
Yes, correct.
The worst thing in the world with the constraints of, hey, I have more money than I know what
to do with.
But I have seen over and over again,
the struggle of like the dramatic spike success
that you then fall for.
I mean, it's called the Nova effect.
It's like a scientific phenomenon of the unhappiness
and the misery that follows dramatic,
lucky or good fortune events
because you have this reset to the baseline.
And that reset is much more painful when it was an enormous early in life thing.
And so part of me also had that sensation of like, if you get number one on the first
book that you do, you're like, what do I, like a second book, you're going to be massively
disappointed if you're number five.
Massively disappointed.
Yeah.
There's also something like, do you want to be successful or do you want to be freakishly successful?
And there's probably some kind of minimum effective dose,
or some band where you want to succeed at what you do,
you want to be good at what you do,
you want to be in the league,
but I don't know if you actually want to be jockeying for the one or two spot, you know, and the New York Times list is interesting because it's
only a snapshot for a very brief period of time as opposed to, you know, being the overwhelming,
like the biggest thing in your space, you know? There's also the question of like, I had a conversation with Morgan Housell about this
who has sold 10 million plus copies of Psychology of Money, has never been on the New York Times
list for that book, has sold way less copies of Same as Ever, but it was on the New York
Times list.
Sure.
And his reaction was something to the effect of like, am I trying to hit bestseller lists
or am I trying to sell books and impact people?
And the answer is pretty clear when you frame it that way.
What's also funny, I mean,
Morgan sold millions of copies in places
where the royalties aren't so great, right?
Like, I love Morgan, but it's funny,
just like a publishing thing, it's like,
sometimes you go, look, are what you're after
a number to brag about or are you after
like the best way to have done?
So it's like, would you rather sell
from a financial standpoint,
would you rather sell 200,000 books
at a hardcover royalty price
or do you rather sell 2 million books in a foreign market
where the accounting is not so good, right?
And it's just sometimes you can find yourself jealous or
comparing yourself to someone or something. And you're not actually doing the math on what's
actually it's apples or oranges, or it's just, it's like, look, what was the point, right? Like,
obviously reaches the point. So that's great. But like, you sometimes you can end up being,
reaches the point. So that's great. But but like you sometimes
you can end up being or you hear someone sign some huge dealers or whatever. And then you find out, hey, actually, this is a
very incentives based deal. And your less notable deal is in real
terms actually much better, right. And so it's like, what
was the point an impressive press release where people think
you made x or was the point x? Yeah, right, what was the point? An impressive press release where people think you made X
or was the point X?
Like was the point, is the point to have started a startup
that raises a lot of money
in which you don't actually get any of it?
Or is the point to start a business that is profitable
and that money ultimately goes into your bank account
at some point?
And so sometimes you end up,
it's not even just apples and oranges,
is you're comparing real and unreal social media points
and real shit in real life.
The best career advice I've ever heard is the question,
do I want this job or do I want other people
to see me having this job?
Oh, interesting.
Asking yourself that question before you take a job of like, do I actually want to do this
job or do I just want the LinkedIn post to say that I'm humbled and honored to accept
this job and the status that comes with it?
My first job was in Hollywood.
I worked at this talent agency with this big movie producer and he was like, just the number
one thing you have to understand is he's like, money is always better than credit.
So like people will take less money
to be an executive producer
or they wanna be their name on the deal.
And he's like, I just want the money.
Not that he was only money motivated,
but he was just saying, he's like,
don't chase what people think of you,
chase the thing that is real,
which is getting your piece of that thing.
And I've always thought about that,
like when I, as I did ghost writing for a long time,
if my goal is to be seen as an author,
I'm gonna spend a lot of time arguing over a cover credit,
which I don't give a shit about at all.
Like, I wanna argue over deal points, right?
Like, I wanna argue over my piece.
Whether people credit me or not, I can't take that to the bank.
There was this old saying in my private equity days, in my finance days, you can't eat IRR.
The idea of like, you can't, like, you know, IRR is, you know, the internal rate of returns.
Like, you're looking at like the at the actual projected return of a deal.
But it's not about the actual cash that you've received back yet.
It's just on paper in a lot of cases.
People will say you can't eat IRR, because all these firms will show these amazing IRRs.
Oh, you're making 30% IRR on this deal.
But all you can actually eat is cash returned into your bank account.
So it's like prioritize that thing, because that's what you can actually eat at the end
of the day.
It's a perfect way of saying that.
I also, on the point earlier, we're talking about the stoic archer concept and that idea
of the things you can control versus the things you can't.
This is another one of those fundamental tensions of life that I wrestle with on a daily basis, which is this tension
between process and outcomes because I would argue that this is like a pendulum swing culturally
where I think Carol Dweck and all the workaround mindset and some of these other works that
came out told us that like process and inputs and effort is really what matters.
We need to praise that and swung the pendulum.
But we can't lose sight of the fact
that the thing that allows you to eat is your outcomes. It is not how much effort you put in
or how much process you put behind it. Adam Grant had this thing. He was talking about a student
that he had who was debating their grade on a paper with him and saying that the grade didn't
reflect the effort that they put into the paper. He was like, well, I don't grade for effort. I
grade for the quality of the paper that you created.
We have to remember that because we live now in this era of effort porn.
Right now, there's this meme on the internet of these morning routines, the guy dunking
his face into the water and this whole elaborate morning routines.
No one gives a shit about your morning routine if your output sucks.
On the flip side, if your output is incredible, everyone is going to shit about your morning routine if your output sucks. And on the flip side, if your output is incredible,
everyone is going to ask about your morning routine.
No, I was at this dinner once and this billionaire
was talking about this social entrepreneurship
and he's like, these people keep talking about
how they donate a percentage of their revenue to charity,
a percentage of their profits to charity,
and he was like, percentage of their revenue to charity a percentage of their profits to charity and he was like
Percentage of what you know, like like his point was that it's not a successful business like you can say
Hey, I'm donating 10% of my sales to you know blind children
But if you don't have a lot of sales, this isn't actually that generous of a thing
and so yeah
there is this kind of tendency to go to sort of fetishize the process
or the purity of the intention.
But if you're not doing the thing and if it's not working,
it's all sort of for naught.
That's also just the, I'm adding that to my list of things
that are like socially acceptable flexes,
where like people, especially if you live in a big city, you go to like
any sort of event, there's this kind of like list that no one speaks about of ways of saying
I'm rich without telling you that I'm rich.
And I feel like I'm going to add that to the list.
My favorite one is when people say something about their family office or that they're
investing off their own balance sheet.
And it's like, just like you're trying to just tell me that you're rich.
I'm vesting off my balance sheet.
But I'm like, sometimes you meet like a 28 year old
and they're like, oh yeah, I'm just investing
off my own balance sheet, no fun.
And I'm like, come on man, give me a break.
Save it for later.
That's funny.
Yeah, no, I do think focusing more on process
than on outputs is the way to do it.
But you are ultimately judged on outputs.
I was talking to someone who worked for me once
and I was like, look at the numbers.
The numbers are not good.
And they were like, but I thought you said,
we focus on process, not outputs.
And I was like, I focus on process, not outputs
as a creator, but your job is to make things for me and I have to judge you ultimately on something
in the same way that my publisher is going to say this is all well and good, but your sales are down
year over year or the book failed to launch. I don't really give a shit. So, you do need to have
both. But the tricky thing is, and this is why I think the pendulum can swing
in the wrong direction either time, is it often is the best way to get the outputs is to focus
exclusively on the right inputs and processes. Ultimately, you are judged based on did you make
the sale or not? Sometimes in the short run, outcomes are dislocated from process, but in the long run, the two
normally converge is the way I've always thought about it.
It's sort of like when you look at markets, right?
Oftentimes value and price are dislocated, but you think that in the long run, value
and price will converge when you look on a longer time horizon.
So I've always thought that the way that you navigate this tension is to say exactly that,
which is I need to have regular zoom out points to adjust my process and to reflect the fact
that the outputs or outcomes are either good or bad.
Because like, you know, we celebrate people who pounded their head into a wall for 10
years and then had the success.
Like people always talk about Mr. Beast.
He like made, oh, this many videos
before he got a million views.
And so we look at that and say, it's just about the reps.
He just did so many reps.
That's not the reality.
The reality with the people that had those successes
is that he maniacally obsessed over every single video
and got slightly better in some tiny way
from every single rep.
So he adjusted the process.
You have to have internal metrics
that you are looking at, right?
Like I think Bill Walsh, his first year with the 49ers,
he goes like two and 12,
and then the next year he goes like two and 12.
But they're fundamentally different seasons.
Like they almost won a good chunk of those games,
or they would have won, had certain things not happened.
There's a way to sense progress even if the external results are more or less the same.
You have to know what your...
I mean, you have this quote in the book, it's one of the great Stowe quotes, if you don't
know what port you're sailing towards, no wind is favorable.
It's problematic if the port you're sailing towards is everyone is saying I'm doing a good job or you know
Some some sort of gatekeeping kind of a metric, but if you can go hey
Non-withstanding the record we are playing much better football
That's what I'm judging the team by and that's how you tell yourself a story that allows you to turn a team around at
The same time you can't go two and 12 more than one or two seasons.
Or you get fired and then all your plans are irrelevant.
And so you have to have both the internal story
you're telling yourself that's not so connected
to external results, but you also have to have
a compelling narrative that allows you to manage
the politics of the situation so you have the runway
to do the thing that you're trying to do.
It's like how everything converges
to storytelling and sales at some point in life.
Yeah, and relationships.
Like, do you have a patron that is willing
to support you on that thing?
If you don't.
If you lose that person, you're in trouble.
Yeah, yeah, yeah.
Or are you independently secure in a way
that allows you to sort of be bad for a while
or beat your head up against the wall for 10 years.
Or do you, what is the thing that's gonna allow you to,
you know that expression about the market
can remain insolvent, or the market can remain irrational
longer than you can remain insolvent.
What is the thing that is gonna allow you
to do what you need to do to eventually let,
yeah, effort and results correlate? because it's not always immediate.
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It's also the reason that the greatest CEOs in the world are not the smartest people at
their companies.
They're the best storytellers.
They have an unbelievable capability to take a whole bunch of disparate data in on one
side and have a clear, compelling narrative come out the other side. That skill is such a useful one across trying to build in any domain.
The ability to go do that because that's what allows you to build those relationships, to
keep those patrons or to find new ones when you lose the one that you needed.
The best politicians do a great job of that too.
How do I get the narrative that is the sound bite that leads to the version of the truth. Yeah. And we live, I mean, again, we live in an era where that parable of three men make a
tiger.
Like if you say something three times, people are going to believe it at some point, whether
or not it is true.
It actually doesn't matter whether it's like the perfect version of the truth, as long
as you've repeated it enough such that the people that you need to believe it, believe
it is the truth.
And that's good and bad, obviously, in a bunch of different ways. But the best storytellers are the ones who
can make the case that the tiger exists over and over again. Yeah. And where ego, I think, comes in
is if you're really good at that, but you're not that good at making the stuff, you know, at some
point, somebody calls you out on it, right at some point you have to the story has to match
Reality or or you have to have you know made your exit
Before before those things, but I think sometimes storytellers or or sort of very persuasive
people can get themselves into trouble because
You're so good at talking about the thing that you start to believe your own. I mean Elizabeth Holmes a great example
Yeah, I mean, I think is a great example. Yeah.
I mean, I think that that's like the, it's the Icarus paradox.
You fly too close to the sun and it melts your wings and you fall.
The thing that made you great early on is the thing that kills you.
Or you just, you need, you have to balance the ability to tell a compelling story that
gives people the willingness to fund you or give you runway or space with the ability to deliver that
thing and you need both of those or yeah, you better hope you exit before you get found
out.
That comes down to me to this idea that I've thought about, that I've written about, which
is the value of having truth tellers in your life.
Because one thing that happens as you get more and more successful
and you see it with some of these success stories
is it is clear, abundantly clear
that they have no one in their life that can come to them
and like give them the smack across the face.
Because at some point,
either they have made it psychologically unsafe
to do that to them,
or people just find it more beneficial to
pat them on the back and say, like, you're doing great.
Keep doing your thing over and over again.
If you have that happen and all of a sudden you're in this high position, you don't have
a single person in your life that can say something to you.
I think about the value of my wife as being so indispensable in this regard because if
I ever got to the point where I had some ego around anything I was doing,
I'm still changing the diaper. I still have to go do the thing and you're no different.
Having people in your... I mean, my mom, Indian mother, very beneficial in that regard, frankly,
still wants me to go to medical school. Now, I think I'm off the hook with the book, but until
then, I was not. But having truth tellers in your life, even one, I think prevents you from falling victim
or at least makes it significantly less likely.
Well, I think the craft can also be a truth teller.
If the thing you do is really hard and it kicks your ass all the time, it forces a sort
of honesty that certain more forgiving mediums don't.
So I think an algorithmic world is very dangerous
as say like a content creator, right?
Because you don't have to be that good
to be really popular on TikTok or Instagram.
I think podcasts are really, I wanna say they're easy,
but this is not a super rigorous medium
in the way that say writing or music or painting
or whatever is rigorous in that it it sort of humbles you it I
would say podcasts don't humble you they they puff you up. And
so what can happen is you get well known, but you don't have
the day to day craft that is reminding you what an apprentice
you still are. Does that make sense? It does make sense.
Like having something super,
and I think this is where sort of genetically gifted people
off like in sports, like when you're so good
and you've been so good your whole life,
it's hard for you to actually love
how fucking hard that thing is
because it's not hard for you, right?
And you need the sort of day-to-day ass kicking
to keep you on planet Earth.
It sort of reminds me of the Mike Tyson quote,
everyone has a plan until they get punched in the mouth.
Like playing a sport where you're actually physically
getting punched in the mouth, metaphorically or literally,
and in his case, does have that natural effect
over periods of time.
Yeah, like as long as it remains hard for you,
I think you're in a good spot.
If it starts to get easy for you,
this is what I think when you're gonna get in trouble.
I feel like that has been a common thread in my own life,
my baseball career for sure,
but even in my present path,
anytime I started to feel like I have it figured out,
I am inevitably about to get slapped in the face
by something.
Yeah. And I almost like fear that feeling now. The way we're at like, I'm starting like, oh man,
everything feels easy. Uh-oh. What is it? What's going to come? What's happening? And there's
always something. Yeah. It's like pride comes before a fall, you know, from the Bible. It's
kind of the same thing. I was thinking of like different forms of wealth. So time is a form of
wealth. Happiness is a form of wealth. Peace and quiet is a form of wealth, happiness is a form of wealth,
peace and quiet is a form of wealth,
family is a form of wealth.
But one I think maybe we don't talk a lot about
is like resiliency is a form of wealth, right?
It's an insurance policy.
So like if you have the ability to bounce back,
that's obviously gonna serve you well.
But also if you have the ability to not be, or if you have the ability to kind of remake
yourself in different circumstances, if you can deal with the shit that life throws at
you, in some ways that's kind of like the most essential form of wealth.
Yeah, adaptability is probably the single most important trait for long term success
and happiness.
I've always differentiated and I find an important distinction between preparation and planning
in this regard.
I think as young people, we're told that we need to have the perfect plan.
You're like, oh, I need my five-year, 10-year, 15-year plan.
And the metaphor I think of when I look at this is like an explorer setting out for a voyage.
In Europe, they were going to go explore uncharted territories.
They're not trusting that they have the perfect plan to get them from where they are to where
they need to go.
They are trusting in their preparation and their ability to set a direction and then
navigate whatever storms come.
Life is no different than that.
And preparation always beats planning.
Preparation is about the expectation of chaos
that you're going to navigate the chaos
that inevitably comes.
So how can you set yourself up to be prepared
to be adaptable in those situations?
Yeah, there's a thing in meditation
that remarks through this is saying that
adaptability is the
ability to say, oh, that's just what I was looking for.
And you think about how a person who, because of a market strategy, because of a career
strategy, because of how they want to be, they need things to go a certain way.
Like hey, I need the economic numbers to come in this way.
I need weather to not to come in this way. I need whether to not, you know,
destroy what I've built, I need people to like me, whatever it
is, right? Like, if you need things to go a certain way,
that's a sort of a fragility, or an exposure to Murphy's law,
fortune, whatever you want to call it. But if you're the kind
of person who can work with whatever happens, because either you know,
hey, I can come back from this,
or because you have come up with a kind
of an anti-fragile strategy, that's good.
Like one of the benefits to say writing
about stoicism versus, I don't know,
some other topic is like the world falls apart,
my work becomes more relevant, right?
But then also personally, hey, if you
have a set of skills or strategies
that allow you to deal with diversity,
you're going to endure and last longer
than someone who needs fair weather conditions.
It sort of unlocks a tolerance for uncertainty,
which I view as absolutely critical, especially
in the current era that we're in with the
amount of change that's happening.
And look, I always hesitate to say, oh, it's different now.
If you're a student of history, like sure, you can find analogs throughout history of
like massive change happening, whether it was the Industrial Revolution or plagues or wars
or famine or whatever it was.
But we undoubtedly live in a time of incredible change
coming in technology and the way that we work
and all of these things.
And I think that over and over again,
the person who can tolerate uncertainty a little bit longer
is the one that will eventually figure out a way to win.
Yeah, and put aside winning, if you're someone
who uncertainty does not make you unhappy or anxious
or miserable or whatever, that itself is a huge win, right?
So if you're like, hey, this is the formula for you
being successful in all circumstances,
obviously that's great.
Here's a formula for just not being a fucking wreck
no matter what happens,
or being able to find good and joy and fun
and whatever and whatever happens.
That too is, I think, a form of kind of wealth.
And so the idea of like,
look, the number one thing you could cultivate in yourself,
the number one thing you want in your company,
I think the number one thing you want in your kids
is just resiliency, the ability to deal with shit
because life is full of shit and shit going sideways.
That's as big of an asset as,
hey, I've got two years of financial runway in the bank.
You could have that, but if you're not resilient,
you're in bad shape.
You could have no runway in the bank, but if you're someone who figures stuff out, you're gonna resilient, you're in bad shape. You could have no runway in the bank,
but if you're someone who figures stuff out,
you're gonna figure stuff out.
Yeah, and that resiliency is built through action.
I think about my own life.
My stress and anxiety feed on idleness.
Like times of scrolling on my phone, sitting around,
thinking about other people's lives.
Like that is when I feel stress and anxiety.
When I am taking action on something,
no matter how small it is, it melts.
It completely goes away.
You're like starving it of the oxygen
that it needs to breathe.
But imagine you could, you decided to sit down
and work on being able to be idle.
What that would add to your sort of resiliency,
your sort of toolkit, whatever you wanna call it.
But if you're like-
It depends on how you define idleness.
Yeah, but I relate to what you're saying.
So I'm just, I'm saying like, if you're like,
as long as I'm busy, I'm good, right?
Then you're in a tricky spot because sometimes,
I mean, five years ago, the world was like,
you are not gonna be busy. Watch this, right?
And then there's a fragility there, right?
So I think, or like, look, I process a lot of stress,
difficulty, whatever, in physical exercise.
That's my thing.
That's a great strategy.
That's, I've gotta have that.
What if I get in a car accident and lose my leg?
Now I'm fucked because you just took this thing from me
and I'd have to come up with a new way, right?
Obviously a better system would be sure,
work out while you can, love that practice,
but cultivate also the ability to not,
do you have the discipline to not work?
Yeah, I define, like when I think of idleness
in my own life, like I think of meditation, solitude, walking, all as action,
more so than idleness.
My idleness is like scrolling on my phone.
And to be honest, if I were to map my own happiness
during the course of days,
my unhappiest moments are 100% on social media,
scrolling through my feed.
And so if I were to try to just increase
my average happiness in the days, the first thing I would do would just be like,
okay, I'm just not going to scroll on Twitter or anywhere else. Twitter in particular.
But it is interesting to think about how can you, what is the resilience toolkit,
especially for our kids? I mean, I think like I have a three-year-old, I hope to have more children
in an uncertain future where I have no idea what they're going to do for work.
What are the skills that we want our children
to be cultivating and building?
Because it is very different than the skills
that we were told to build growing up.
As recent as five years ago, the number one thing
you were told to learn how to do was code.
And now everyone is saying that coding
is going to be completely obsolete as a skill.
And so all these people that spent all this money,
got all this student debt to go become coders and engineers,
you're like, oh, well, chose wrong.
Sorry, man.
Actually, what was really useful was being a normal personable
human being.
Yeah, actually, the project manager
is more well-suited for the new environment than the coders.
The complete miss on the predictions around this stuff is fascinating to me.
It's sort of...
I don't know if you've read the Sam Bankman Freed book that Michael Lewis did.
I forget what it was called.
The funniest part of that whole book to me was when he was at Jane Street and they predicted
the election, but they got the direction of the trade wrong.
So they knew that Donald Trump was going to win in 2016, an hour before the actual results
came out.
And they made this enormous bet in trade and they traded it wrong.
They predicted the market was going to collapse and they lost hundreds of millions of dollars.
And it's sort of been like that.
You're like, okay, this wave of change is coming with AI and what's going to happen
is like all the physical labor is going to be completely gone and it's all going to be
about intellectual capital. And it's gone to happen is like all the physical labor is going to be completely gone. And it's all going to be about intellectual capital.
And it's gone the exact opposite direction.
Like the first people that got wiped out were the people that were told
that they were building the one skill that matters.
No, it's the irony is like it comes back down to like a good liberal arts education,
either self self-taught or collegiate doesn't matter,
but a good broad base of skills
and adaptability and resilience.
Oh, it turns out that's the thing.
The same thing that's been good to have for 2000 years
is pretty much the thing that's gonna work in the future.
Well, who would've thought?
What's old is new.
Totally.
Speaking of which, you wanna go check out some books?
Let's do it.
Thanks so much for listening.
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