The Rich Roll Podcast - Ryan Holiday On the Pursuit of Virtue
Episode Date: October 25, 2021This cultural moment bears witness to a growing distrust of institutions unprecedented in our lifetime. With it comes an unraveling of healthy communication. Tearing others down has taken priority ove...r rising ourselves up. And binary thinking, divisiveness, and fear-based behavior have supplanted sense-making, appreciation for nuance, and mutual respect. For Ryan Holiday, the antidote is the pursuit of virtue—specifically, the virtue upon which all other virtues sit, courage: the ability to rise above fear and to do what’s right. Returning for his 4th appearance on the podcast, Ryan is one of the world’s bestselling living philosophers globally lauded for adapting Stoicism to the mainstream. His books—including The Obstacle Is The Way, Ego Is the Enemy, The Daily Stoic, and Stillness Is the Key—have sold over 4 million copies and spent over 300 weeks on the bestseller lists. Ryan’s expertise in mining the modern-day practicalities of ancient philosophy to live more optimally is coveted by some of the world’s most successful CEOs, political leaders, world-class athletes, and NFL coaches, and he’s here today to help us make sense of this current moment through the lens of his latest book, Courage Is Calling. This is a conversation about the challenge of sense-making amidst our national divide. It’s about the application of time-tested wisdom, the nature of virtue and why doing the right thing is always the right thing. We cover it all: the perils of individualism, responsibility as a counter-balance to liberty, fear, courage, partisanship, tribalism, and why virtue is both a craft and an action verb. To read more click here. You can also watch listen to our exchange on YouTube. And as always, the podcast streams wild and free on Apple Podcasts and Spotify. I relish my conversations with Ryan—he is a compelling thinker about things that matter, and this one is chock a block with practical wisdom, things we can learn from philosophy and history to make sense of today, and most importantly, to live and be better humans and citizens. Peace + Plants, Rich
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When we think about courage, it's like we all know what it is.
We all admire it.
We all know what it can do, and yet it's relatively rare.
Like, it's one of those weird things where it's like we're all in agreement that courage is important,
and then we're all sort of looking around being like, why aren't people more courageous?
We seem to ask ourselves that question less, right? We all have strong opinions about the lack of courage
of our elected officials or public figures or whatever,
but we're very rarely holding ourselves to the standard
that we're asking them.
The Rich Roll Podcast.
I think it's fair to say that we live in a pretty confusing time,
a time of growing institutional distrust,
a time of erosion with respect to healthy communication,
a culture in which taking others down has become
more important than rising ourselves up, and a moment in which sense-making, appreciation for
nuance, and mutual respect have been supplanted by binary thinking, divisiveness, and perhaps most of all, and most pernicious, fear-based behavior.
For today's guest, Ryan Holiday, returning for his fourth appearance on the podcast,
the antidote can be found through the pursuit of virtue. And the virtue upon which all other virtues sit is courage. The ability to rise above fear, to do what's right,
to do what's needed, to do what is true.
Best known for pioneering stoicism to mainstream adoption,
Ryan is considered one of the world's
best-selling living philosophers.
His books, which include The Obstacle is the Way, Ego is the Enemy,
The Daily Stoic, Stillness is the Key, and several others, have sold over 4 million copies and spent
over 300 weeks on the bestseller list. Ryan's expertise, that being the mining of modern-day
practicalities of ancient philosophy to live more optimally
is coveted by some of the world's most successful CEOs,
political leaders, world-class athletes, and NFL coaches.
And he's here today to help us make sense
of this current moment and how ourselves,
we can live and be better through the lens
of his latest book,
which is called Courage is Calling.
More to add in a sec, but first.
We're brought to you today by recovery.com.
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for you or a loved one, again, go to recovery.com. We're brought to you today by recovery.com.
I've been in recovery for a long time. It's not hyperbolic to say that I owe everything good in
my life to sobriety. And it all began with treatment and experience that I had
that quite literally saved my life.
And in the many years since,
I've in turn helped many suffering addicts
and their loved ones find treatment.
And with that, I know all too well
just how confusing and how overwhelming
and how challenging it can be to find the right place
and the right level of care,
especially because unfortunately,
not all treatment resources adhere to ethical practices. It's a real problem. A problem I'm
now happy and proud to share has been solved by the people at recovery.com who created an
online support portal designed to guide, to support, and empower you to find the ideal level of care tailored to your personal
needs. They've partnered with the best global behavioral health providers to cover the full
spectrum of behavioral health disorders, including substance use disorders, depression, anxiety,
eating disorders, gambling addictions, and more. Navigating their site is simple. Search by insurance coverage,
location, treatment type, you name it. Plus, you can read reviews from former patients to help you
decide. Whether you're a busy exec, a parent of a struggling teen, or battling addiction yourself,
I feel you. I empathize with you. I really do. And they have treatment options for you.
empathize with you. I really do. And they have treatment options for you. Life and recovery is wonderful. And recovery.com is your partner in starting that journey. When you or a loved one
need help, go to recovery.com and take the first step towards recovery. To find the best treatment
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Okay, Ryan Holiday. I always relish my conversations with Ryan. He's just such a compelling thinker about things that matter. And this conversation, much like our other
conversations, is just chock-a-block with practical wisdom. It's all about what we can learn from philosophy,
what we can learn from history
in order to make better sense of today.
And most importantly, live and just be better human beings.
So I think that's all I wanna say
about the conversation to come.
So without further ado, here we go.
Please enjoy my conversation with Ryan Holiday.
Ryan Holiday in the house, good to see you, man.
Yeah, it's been two years.
Has it?
It's been two years.
It's this weird thing where time seems to move really slow
and really fast simultaneously.
So I can't remember things that happened yesterday
and things that happened two years ago feel like yesterday.
Yeah, there's a James Salter novel that the title,
it's like his memoir, I guess it's a memoir,
but the title is burning the days.
And that's like a phrase I've thought a lot about
during the pandemic that it just feels like
they're all just like burning together kind of,
you know, like it's like it could be last week
or it could have been two years ago
and it all feels roughly the same distance from each other.
I feel like this deep sense of irony
in that the last time that we spoke,
it was about your book, Stillness is the Key.
And in the wake of that conversation,
we were met with the pandemic
and that compelled us into this forced repose
where we have the opportunity to engage with stillness,
to really reckon with what's most important,
to discard that which no longer serves us and all of that.
And you would imagine with that,
that we would emerge better human beings.
And yet I feel like we're more divided, more separated,
more acrimonious.
I feel like we're teetering on kind of like social collapse
at the moment, as opposed to what we could have
kind of learned throughout this period.
Well, people are often very flippant
about like meditation, for instance,
like everyone should meditate, spend.
And you realize like that spending time alone
with your thoughts may be like the absolute worst
prescription for a certain type or a group of people.
And so while some of us used the last 18 months
to reflect and grow and like reevaluate lives and priorities,
you can tell that a lot of people came,
I sort of liken it to,
it's like you catch a flash of truth
or yourself or insight
and you can look at it and face it
or you can turn away and run the opposite direction.
And I think some people as the world slowed down
and they were forced to look at like everything,
decided I don't wanna look at that
because if I look at it, then I have to make changes.
And so maybe that's why they went down this rabbit hole
or they got consumed with this. I also think that's why they went down this rabbit hole or they got consumed with this.
I also think it's why a lot of people moved
or quit their jobs or got divorced.
It's just like anything to not have to sit quietly
with your own thoughts.
Which is terrifying.
Yeah, I mean, there's that Blaise Pascal quote.
He says like to sit quietly in a room alone
is like the hardest thing that a human being could possibly. Or how is quote, he says like, to sit quietly in a room alone is like the hardest thing
that a human being could possibly get.
Right, or how is it you said something like,
maybe it's the same quote that the summation of suffering
can be drilled down to man's inability
to sit alone with himself.
Yeah, I think that is the quote.
It's like, instead of, like doing nothing is actually like the hardest thing
in the world.
And so people found,
I mean, some of us positive, they learned how to bake bread,
but also-
Yeah, but that had its own shelf life.
We quickly tired of that.
I think, you also have to layer on top of that,
a very real fear of getting sick
and then all of the stressors and anxiety
that gets packed into the uncertainty of the moment,
which of course, without tools,
is going to manifest in bad behavior all across the board.
Well, I think at the root of all unstillness
is that sort of vague floating fear of death. Like, what does it all
mean? How long do I have? Where do I go after I die? And so there's nothing quite like a deadly
virus floating through the air, you know, randomly picking off people, people that you know, people
that you've heard of, in enormous statistical numbers
that are posted online every day
to sort of stir up all of those feelings of restlessness
and fear and anxiety.
Yeah, and of course, fear expressed is anger, resentment,
all the kind of discord that we're seeing
being sown across every kind of sector of humanity.
Well, yeah, it takes an immense amount of self-awareness
to go like, I'm feeling discomforted because of X,
or I'm feeling anxious because of X.
You know, I think that was something for me
that I found during the pandemic
where suddenly I wasn't doing anything.
So I wasn't having to get to this plane.
I wasn't stuck in traffic here.
I wasn't having to prepare for this or that.
And so you'd think that my anxiety would go way down,
that suddenly you'd have a lot less to worry about.
And then actually that's not true.
And then you realize,
oh, the anxiety has nothing to do with any of the things.
It's actually Mark Stratus talks about this in meditations.
He says like, oh, the anxiety, he says, I escaped anxiety.
And then he goes, no, actually I discarded it.
And he writes this during a plague, no less,
but he goes, I discarded it because it was within me.
And then, so that was a breakthrough I sort of had.
It was like, oh, I thought I was
stressed and anxious and worried because of all of these very reasonable things that
cause those things in your life, work, family stuff. And then when all that gets pared down,
you realize it's like, oh no, it was me. Yeah. I'm the common variable.
The anxiety is free floating, right? And when you occupy yourself through travel and work
and all the things that we do,
those are ultimately distractions from the anxiety
and not necessarily the thing that's provoking the anxiety.
The anxiety exists independent of that.
And left to our own devices and compelled to sit still,
reckoning with that becomes a challenge for anyone.
Yeah, and when suddenly you can't express yourself
through accomplishments or busyness or activity.
And your identity being wrapped up in that,
I plead guilty to that.
Of course, no, again, to have to slow down,
I think for me, it was like to have to slow down
and just do the work.
It was like, just do like, it's like,
oh, I am, weirdly, the good part about the pandemic
was as much closer to what I should be doing
day in and day out, which is like,
wake up, spend time with my family,
take care of my health and write.
Write books.
Yeah, not almost all the other stuff was impossible
or if not illegal for short periods of time, right? And it's like, okay, so I can do that. and write. Write books. Yeah, not almost all the other stuff was impossible
or if not illegal for short periods of time, right?
And it's like, okay, so I can do that.
And it's funny though, because now, you know, it's like,
let's, I want things to go back to normal.
That's what we say.
And like normal is what caused this.
Yeah, but now I think we're all understanding
that we're never gonna return back to that idea of normal.
We're gonna have to frame a new normal.
And what we're contending with is something
that is probably going to persist
and be some component of our life or lifestyle
for who knows how long.
Yeah, and I mean, I think the thing
that people struggle with the most
when it comes to stoicism is this,
it's often associated with like sort of resignation.
Like the stoics use the word ascent,
not like ascent up a mountain, but A-S-S-E-N-T,
like I ascent to this,
which I actually think is a really important
and poorly understood concept.
Surely in the ancient world,
we had a lot less agency over things.
Like you were born in a certain class,
you lived in a certain place,
your life expectancy was much lower,
tragedy, tyranny, all these things,
these larger forces than you
exerted a lot more influence over your life.
So as we've rightfully broken out of that,
you can get to a place,
and I know you know this from recovery work,
which is like, you start to think like,
not only is there no higher power, you are the higher power,
like you're in control.
And so you get, you have trouble with the idea of ascent.
And I think even as we were looking at this with COVID,
there was this brief moment, not that long ago,
where it was like, we have beaten this, it is going away.
And now we're reckoning with the idea of like,
no, it's endemic, it's here forever.
And I've been thinking about that.
It's just like, first off, the unpleasantness of it,
second, the unfairness of it, Second, the unfairness of it.
It's not my fault.
I feel like I made all the right choices.
I did what I was supposed to do.
And yet here we are, that idea of just like,
and so it goes, like, this is it.
You just have to ascend to it.
Yeah, it's a graduate course
in what in recovery parlance is called surrender, right?
Which, you know, on the subject of assent being misunderstood,
the idea of surrender being likened to giving up,
which is not the case.
It's really just an honest reckoning
with what you have control over and what you don't, right?
These are the facts on the ground.
The idea that when you look at it objectively
and truthfully, there is almost nothing that you can control.
All you can control is how you comport yourself,
how you respond to the world around you,
how you react to the environment,
the thoughts that you entertain,
the people that you choose to surround yourself with
and everything else elude your ability to manage.
And I think really embracing that creates a certain kind of freedom that makes you stronger
and more capable.
And that idea, which was very difficult for me to understand and learn as somebody who
was relying on self-will for everything throughout my whole life.
And in addiction, they call it self-will runs riot, running riot.
It took me a long time to really,
not only intellectualize what that meant
and then to start living it.
But when you're able to do that,
you become so much more competent
in every facet of your life.
And it segues completely with the idea of stoicism.
Yeah, well, it's also just a resource allocation issue.
So like if I wake up tomorrow and I'm like,
it's unfair that it's this way,
it sucks that it's this way,
I wish that it was this other way.
Or it should be a certain way.
All of that is just not being directed at,
I actually gave a virtual talk this morning.
I was sort of stumbling over and I accidentally,
I was like, so, and then I was like, so what?
And I was like, so what are you going to do about it?
And you know, like, it's just that,
that's sort of how a stoic would think about it.
It's like, you can list this long list of problems
and they're like, so, and then, and then, and then,
so what?
And then, so what are you gonna do about it?
That, that's the, that's where this idea of ascent
intersects with will.
Cause it's not like you want no will, no self-will.
You have to have some of it.
You wouldn't be where you were
if you weren't able to make the most of, you know,
the things you do have control over,
but that the sort of intersection between what's up to you
and what's not up to you,
and then what you do with what's up to you,
that's the whole thing.
Well, one of the things that you've done
over the course of the past year
that I'm really interested in hearing from you on
is this bold pivot, which I think you could characterize as sort of, you know,
a courageous step.
We're gonna get into courage in a little bit.
Is opening up this bookstore in a small town
in the middle of a pandemic.
I mean, we did our version of that
by moving into this studio.
Like when everyone's zigging, you zag,
you try to find, you know, the opportunity
in the setback, so to speak.
And you've told the story of the bookstore on YouTube,
which I've really enjoyed following,
but tell me a little bit about the thinking behind
why you decided to do that and how that's been.
Well, so actually when I saw you last,
this is when I was thinking about doing it.
So when I was on my book tour for
Stillness, one of the things I was, I'd seen the space that I was interested in. And then I was
like, well, I'm going to go around all these bookstores, like I'll do some research. And my
wife and I had been thinking about sort of setting up shop, like literally in the sense that either
I worked out of my house or at an office, you know, in Austin, we live a little bit outside Austin.
And we needed something sort of more central, but then also that was like a hub for all the stuff that I do.
And we sort of made this crazy leap in, I guess we closed on it like in December of 2019.
And then started getting serious about it
in January and February of 2020.
So like the absolute worst timing you could imagine.
I think we hired the first person for the bookstore
like two weeks before like everything shut down
for the pandemic.
But that sort of goes to the, also the idea of ascent, right?
You chose to do something, you wrote the check
or you signed the contract and then life's like,
oh, you thought it was gonna be this hard.
Well, now it's 20 times harder.
What are you gonna do?
Like you started the race
and then you lose one of your shoes or something.
And you have to decide, like, are you gonna quit?
Or are you gonna be like, I'm just doing it this way now.
But I think for me, the idea of
a bookstore is like, I love books and I think they're important. I love physical books most of
all. How could I, with the success that I've had, make like sort of a positive contribution
to a place that I am both love and am a resident of. So we opened this tiny bookstore on a main street
about 30 minutes from Austin
in a building that's been there since the 1880s.
Yeah, it's like this historic main street.
Yeah, it's basically like Mayberry,
like it's this tiny little town.
My son, when we were going to school
was like right up the street.
It's just this old school sort of Americana thing.
And I think, I do hope there is something,
like I am seeing it more commonly
where like people whose lives,
like yours and mine,
that's like so internet focused,
so like scale focused.
You know, like you do a podcast,
you reach millions of people. You do a YouTube video, you reach millions of people. Your books,
even most of the sales are digital, right? Yeah. And they're all over the world and you don't
interact or see any of that. And I think part of it was just like, what if we did something like
real? It could be at a much smaller scale, but it was real and physical
and it actually like involved people.
And then of course a pandemic comes around and says,
actually, no, you can't have any people.
So that's been sort of a struggle and adjustment,
but it's been cool.
Well, the thing about it is that it can be this HQ
for all the stuff that you do, as you mentioned.
So you need a place to work to write.
So you have that there. You're now doing a podcast, which I wanna talk to you do, as you mentioned. So you need a place to work, to write. So you have that there.
You're now doing a podcast,
which I wanna talk to you about that a little bit.
You can do your podcast there.
And you have this retail store.
I think you, didn't you sublease like the other half of it
so that you could like kind of alleviate the overhead?
Well, the other half was gonna be like events.
That's what I was gonna do.
And like, so that's not happening.
And we rented it to this really cool vinyl record store.
So it's just cool to be like looking down from my office
and it's like books, music, people in this little town.
And I think the nice part about having the stuff at scale
is it subsidizes the cool physical stuff.
And to be able to, is it subsidizes the cool physical stuff.
And to be able to,
it's also just been humbling to do something that's like smaller and less lucrative.
You know what I mean?
Like, I know that sounds weird,
but like to be like, oh, hey, it made $500 today.
That's awesome.
Right, it's crazy.
Cause like for no capital,
you can put content up on the internet
and reap financial reward.
And this requires a tremendous amount of capital
with no remuneration.
Yes.
It's symbolic, I think.
Definitely.
And it's consistent with who you are.
But it's cool.
Like people will come in and they'll be like,
oh, what should I read?
And I'm like, you should read Rich Roll's book.
Like to physically be able to be like this book.
And like, they wouldn't have been able
to discover it otherwise.
And then they like, they take it home.
Like there's something-
Like Quentin Tarantino in the video store
in Manhattan beach recommending movies.
Yeah, and again, like the math is more like,
does it not lose a lot of money?
Like success is just different.
It's not like how many millions of people watched this
or came into this.
It's like, is it supporting itself?
And it's subsidized by other stuff,
but like, is it, and are you having fun doing it?
Do you find that people drop in
just because they wanna meet you
and you're upstairs trying to write and you have to contend with that? There is a little of that. I mean, the best part
about it was like for the, we basically, we were starting in January and we really didn't open
until late January the following year because it just didn't make sense and we didn't need to. So
I just felt from a COVID perspective, like I don't need to force this to happen. So like there was, it was magical to have
like 5,000 square feet to myself as I worked on the new book in this enormous bubble for a year.
But yeah, people do come in and there are certain days or times where I'm like, I'm up for that.
And then a lot of, it also forces me to practice the discipline a little bit
because it's like, oh yeah, I could come down and say hi.
But if I did that 50 times a day, I would get nothing done.
And so I have to be like, no, I'm like, I would like to, but I can't.
I think that's something as we do transition to whatever the new normal is,
as we do transition to whatever the new normal is,
it's like, I really benefited from the can't of the last year and a half or like shouldn't
to the, I could, but I'm not going to.
How does that frame how you're making decisions
now that the world,
the aperture of the world is opening up a little bit?
I mean, obviously you have a book coming out.
So you're putting yourself out there
and you're gonna do a bunch of stuff.
But in general, that calculus of saying yes or saying no
has the past year changed how you think about that?
Well, it was a very vivid illustration
of opportunity costs.
So like I, for instance, was under the impression
I was pretty productive on the road,
but to then not be on the road,
now I have, I just didn't have a control variable.
I didn't really ever have evidence
of like what the difference was
because I would never go long enough without traveling.
Like, I don't know about you, but like I in 18,
I'd never gone in my life 18 months
without getting on an airplane.
Well, and part of the whole reason for living
in the part of the world that you live in
is it's accessibility to both coasts.
Yes.
Although also I live in the country
because I like living in the country, right?
And so yet I was like very rarely there.
And so, to be able to write a book where I did no travel,
it was like, not only did I think it's better,
but it was easier and faster.
So, this book was the least painful of all my books.
Because of the lack of distraction.
The lack of distraction.
And so I was working every single day, which is great,
but like I could work, like I felt like I was,
I don't wanna say I was working part time,
cause I wasn't, but I was, it was so much more manageable
because I wasn't digging myself out of a hole constantly.
I was never like playing catch up.
And so to have a really clear sense of like,
this is what this is costing me.
Like every time you say yes to something
or saying no to something else and vice versa.
And so if it becomes impossible to say yes
to a bunch of stuff,
you now have a much better sense of like all the things
that you were saying no to.
Like, I mean-
Or the extent to which your mind will search
for other distractions to fill the vacuum.
And I'm pretty good about that.
I'll start really doubling down on YouTube now.
I'm gonna do a podcast.
Although it's like, oh, okay, so you could travel
or you could do a podcast from your house.
What's a better sort of, what's a less disruptive pursuit?
And so I think it was just very illustrative to me
of what it was like.
So I flew like a couple of weeks ago
and I had to do my first in-person talk.
And like, I was trying to work on the plane,
like I've always worked on planes.
And I was like, I couldn't think at all.
And I was like, oh, I must've been pushing through this
for the last 10 years of my career.
So it's like, it's sort of like when,
and I'm sure you-
But also working on a plane
was probably more of a necessity
because your time was so much more precious
in comparison to what it is now.
Yeah, and you of all people would know this.
Like, you know, when you cut something out of your diet
and then you add it back into your diet
and you feel disgusting and you're like,
oh, but I was eating this every day.
You're like, so it's not new
that it's making me feel disgusting. It's that I'd normalized that feeling. You're like, so it's not new that it's making me feel disgusting.
It's that I'd normalized that feeling.
Yeah, and so to take a whole bunch of stuff away
then put it back in, you're like, oh,
I was like operating through a fog
that clearly had real impact.
And it's not that the work wasn't good.
It's that I was having to work extra hard
to get to that level.
It's like sort of like you're operating
with a headwind or something.
Yeah, interesting.
You were pretty conservative throughout this period.
Like you really were at home.
Yeah.
You weren't doing anything.
Yeah, I mean, I think part of it was like,
just the decision to like, it was working.
So like, why fix it if it's not broke?
But I think a big part, I took it seriously
in the sense of like, well, I can just do that.
Like, I don't have to send my kids to school.
We can homeschool them or I don't have to travel. kids to school. We can homeschool them. Or I don't have to travel.
I can say no to things.
And so I did feel like there was some moral obligation
and I've been somewhat disappointed with people
I know didn't maybe agree with this,
but I felt like there was some moral obligation of like,
if you can take weight off the system,
like you should do it.
And so we did it.
And like we, because where we live
and how our life is set up, it's like,
and everything we needed, we had space.
We weren't in a two bedroom apartment in Brooklyn,
and so we were like, let's just do this.
There's something idyllic about it too,
as a young father, this opportunity to spend so much time
with your kids in this bucolic kind of environment
of on some level of working ranch, I guess,
like I've never visited, but you've got cattle,
you've got some livestock, you've got a beautiful home
and kind of tending to the land with your children,
with your family, while also being a writer,
like that's kind of beautiful.
It was amazing.
It was very privileged of course, but it was wonderful.
And I mean, I'll never get this many consecutive
bedtimes in a row.
Yeah.
I certainly hadn't had them the first four years
of my kid's life, but I'll never, I mean,
it was like 550 days or something in a row.
Yeah, I mean, as a father of older kids,
and I'm sure you're already aware of this,
you just become so highly attuned or astutely aware
of the fact that parenting is about the grabbing
those moments and appreciating the mundane.
It's not about crazy trips.
It's about that little opening where your kid
actually says something to you or confides in you
and having that kind of presence of mind to appreciate that.
Like now that my kids are for the most part grown,
I mean, our youngest is 14,
are for the most part grown, I mean, our youngest is 14.
You really like understand how fleeting it all is.
Yeah, Jerry Seinfeld had this line that I think about a lot.
He was saying like, there's no such thing as quality time.
He was like, give me the garbage time.
Like 2 a.m. watching TV, eating cereal,
like sitting in traffic, doing whatever.
Like as a parent, I think you spend a lot of time being like,
yes, let's plan this awesome trip
or let's do this thing or I got you this present.
You know, like you think about like special things.
And I think about that with my own childhood
where I was like how stressful it was to go on vacation
as if like that wasn't also time. I think about that with my own childhood where I was like how stressful it was to go on vacation
as if like that wasn't also time.
You know, it's like-
And the pressure that you place upon it
to be meaningful or exceptional,
that kind of destroys the whole purpose.
Yes, it's like, so we're all yelling at each other
or the kids are being yelled at
so we can all go have a wonderful
experience as a family, you know, like no thanks. So like, I think just being together and not
having anything or anywhere to go and that just being very normalized was as financially difficult
and emotionally difficult and, you know, like negative in all the ways that it was,
was also an incredible gift.
And I think we just tried to like stop and go like,
why are we rushing through this?
We'll never have this again.
Stoics are also going like, you know,
you're rushing towards death, right?
Like you're, and I thought about that very acutely
with kids, like my youngest has now spent
more than half of his life in this.
Right.
And so you're like, well, we want this to be over with.
And then you're like, but like, when this is over,
that means he's not that this age again.
So you're kind of like rushing.
It's like how we try to tell kids,
like, you don't wanna grow up.
Like, don't rush to grow up.
This is great.
But as parents, you are doing the grow up. Like, don't rush to grow up. This is great.
But as parents,
you are doing the exact same thing all the time.
Right.
Coming back for more, but first.
Okay, back to the show.
I want to pivot so that we can start talking about the new book. But I think in preface to that, I've spent a lot of time ruminating on kind of sense-making, how to make sense of our
time, this national divide that we find ourselves in,, you know, there's this dispersion of news and information
into partisan silos.
There's a breakdown from my perspective
and healthy communication.
And we kind of lost our tether when it comes to rationality,
appreciation for nuance, you know,
our sort of respect for one another has been supplanted
with binary tribalism.
There's an erosion of trust in institutions.
Meanwhile, this ascent in conspiratorial thinking,
a dearth of leadership where tribalism prevails over virtue,
which we're gonna talk about.
And we're more interested in taking others down
than rising ourselves up. And I're more interested in taking others down than rising
ourselves up. And I wonder how much of that is rooted in this American idea of individualism
over community. It seems to be a somewhat uniquely American ethos. And a lot of people who I guess technically
can be considered to be behaving quote unquote courageously,
but through the lens of their particular strain
of perceived truth.
Well, we talk a lot about freedom
and not very much about responsibility.
And I think, especially in the American system,
the whole point of a system
that gives or allows for a lot of personal liberty was intended to be checked by private virtue.
So just because you can, doesn't mean that you should,
or just because it's legal,
doesn't mean you should let yourself do it.
And so I think we are really struggling as a society
and as individuals to wrap our heads around
like where sort of our freedom ends
and our responsibility or obligations to other people begins.
And that's sort of what I was talking about,
where it's like, look, I'm young, I'm healthy.
Now I'm vaccinated.
I could do whatever I want,
or I could have done whatever I wanted despite those things.
But like, this isn't, I could make a lot of decisions for,
and we all can, not just related to the pandemic,
where the primary recipient of the consequences
of those decisions is not born by you.
But so it takes some self-awareness and self-control
and also courage to be like, I could do that,
but that's not a good way to live. but that's not a good way to live.
And that's not a fair way to live.
And so I think we're struggling with like,
sort of what our obligations are to each other.
Like, so people will say with the bookstore,
they'll be like, oh, must be great being in Texas,
you know, very, you know, sort of conducive to like private,
like Texas has been like, do whatever you know, sort of conducive to like private, like Texas has been,
um, like do whatever you want as a business. Right. Um, except for some very hypocritical,
uh, things that were, they limited businesses, but, um, anyways, like we could have opened,
we didn't have to have a mask mandate. We could have done a lot of things,
And we could have done a lot of things,
but I actually don't find that to be a gift.
I find it to be somebody in elected leadership passing the buck to somebody else.
Because somebody ultimately has to decide,
hey, am I gonna be part of the problem
or am I gonna be part of the solution?
So I think that's really where we're struggling.
It's just like, here's what I'm allowed to do,
but here's what I allow myself to do per my conscience
and my sense of duty and obligations.
Right, I think you really nailed it with this idea
that all of the focus is on freedom,
when in fact freedom needs to be checked by responsibility, right?
Like we're not talking about
what our collective responsibility is to each other.
And we're primarily focused on what we can do
or what my rights are and expressing,
however I feel I want to be.
And certainly there can be virtue in that.
And there's something to be said for understanding
that being part of this culture in America
is the opportunity to be free.
But we all need to shoulder
our collective responsibility to each other.
And I feel like we've lost that sense of community.
And we have a particular responsibility,
the Stokes would say, to the vulnerable
and to the less abled and to the people
who can't look out for themselves.
So like a friend of ours father who was vaccinated,
but was also a cancer patient just died of COVID.
Like where's that guy's freedom, right?
Somebody took that freedom away from him
by their choice to not take a thing seriously, right?
Or to not think about the consequences of their actions.
And it's the person who touched the person
who touched the person who touched the person.
But the point is really stopping and thinking like,
what am I contributing or taking away
from what the Stoics call the common good?
Mark Cyrilius, the emperor of Rome,
the most powerful man in the world.
Not that Rome was a particularly wonderful place,
but he refers to this idea of the common good
like 50 or 60 times in meditations.
It's like the thing he's constantly thinking about
is sort of where,
and he's thinking about this during a pandemic,
like what are the choices or actions that I'm taking
and how are they impacting the people around me?
That the Stoics have this idea of our,
they call it the circles of concern.
So we have like, first off yourself,
then you have your immediate family,
then you have like your community
and it gets bigger and bigger and bigger
until it's everyone in the world.
But the whole idea was like,
how do you take the people on the farthest ring
and bring them closer to the center? Or how do you take the
feelings that you have towards the people that you are biologically related to or genuinely
care about? How do you radiate that outwards to as many people as possible?
I think it's really easy to be selfish. It's really easy to just think about all the things
you have going on and how things affect you. And I think one of the easy to be selfish. It's really easy to just think about all the things you have going on
and how things affect you.
And I think one of the things
we really spent some time thinking about was like,
and it's hard, it was particularly hard not to do that
when we watched the sort of racial reckoning
that we went through as a country in the summer of 2020
to be like, oh, there's a lot of things
that we haven't been thinking about or things that we haven't been thinking about
or people that we haven't been caring about
or just problems that haven't affected me
that I don't think about,
but by not thinking about,
I am complicit in their continuation.
Yeah, and I suppose the more power that you accumulate,
the more ability you have and responsibility that you have
to impact those outer rings, right?
Like when you're lacking power,
your influence extends not very far to just yourself
and perhaps your family, et cetera.
But Marcus Aurelius being an extreme example,
but anyone who accumulates some level of power,
I think the message is that they need to shoulder
that responsibility and think more profoundly
about the impact of their decisions as those,
as the kind of Venn diagram or these concentric circles.
Well, have you noticed or thought,
like it's been weird to me to watch people I know
with very large platforms
just sort of sit a lot of things out.
You know what I mean?
And there's a balance, of course,
because if your platform is based on X
and you're talking about Y,
you can lose the reason that people follow you, right?
And there's something to be said about being a safe place
where everyone can come together
and not have to think about certain things.
I totally get it.
But it is interesting to me to watch the way
like certain pet issues, people feel very emphatic
and be happy to use their platform to talk about
over and over and over again,
which might have a minuscule impact on humanity,
but then they don't wanna talk about this
because they know it will upset
some certain vocal minority.
It's complicated.
Look, it's hard.
And we are in an environment
where if you say the wrong thing,
the repercussions are very real.
So, you know, I wanna be sensitive to that,
but I agree and I understand that.
Like it is for a lot of people, a high wire act,
like they don't wanna get canceled or they're afraid of,
and this goes into courage also, like fear of others
and opinions of other people and being criticized, et cetera.
I mean, that was a reason why, of opinions of other people and being criticized, et cetera.
I mean, that was a reason why,
I went through a little bit of that myself. And that was the reason why we did a pivot with the podcast.
And we kind of do this different kind of show
every two weeks where we talk about
more contemporaneous events,
because it did feel weird and not right
to just do, you know,
an episode about the microbiome when, you know,
like Minneapolis is about to burn to the ground.
I just couldn't sleep with myself.
So I felt compelled to address these things.
But I'm also compassionate to people
who are afraid to speak their mind right now,
because it is a culture in which we're not very forgiving
of people's transgressions.
I mean, I felt like with stoicism,
there's a whole bunch of sort of self-improvement
elements to it, right?
Resiliency, sort of productivity, controlling your emotions.
And I could spend my whole life
just talking about those things.
And those things are much less controversial
than the other things.
And I remember just thinking like,
that's what good is having the platform
if you're only gonna use it to tell people
what they wanna hear.
There's a story about Lyndon Johnson
after he becomes president.
This thing he worked for like his whole life, right?
Nobody like moved up the levels of power
sort of more like slowly than Lyndon Johnson, right?
Like he holds like every consecutive office
on his way there.
And he spends years as a politician
before he eventually becomes president. every consecutive office on his way there. And he spends years as a politician before
he eventually becomes president.
And suddenly there's this opportunity to pass civil rights.
And, you know, one of his advisors says like,
well, we should wait till you're reelected.
Or, you know, like this is gonna be negative
for the following reasons.
And he says something like,
but what the hell is the presidency for?
Meaning like we tell ourselves like,
hey, when I have X, then I'm gonna like use it for good.
But when we never do it,
because then we're like thinking about the next thing.
And so it's definitely something I've thought about
and it pertains to courage too,
but it's just ultimately like,
what good is the success
if it then actually makes you more conservative?
And I don't mean that politically,
I mean that in the sense of like,
you're now more risk averse
because you don't wanna lose what you have.
Yeah, well, I've noticed
that you're pretty strident about this.
Like you'll say something on social media
and there'll be a litany of comments saying,
I can't believe you said that,
stick to stoicism or how very anti-stoic of you.
And then you get in and like, you drag these people.
Like-
I've tried to actually stop doing that
because it was making me unhappy.
Yeah, I was like, that part of it, I'm not sure,
is in your best interest.
But I have noticed, and this is a good segue
into this broader conversation about courage,
like to have the courage of your convictions,
understanding and knowing beforehand, if you say this,
it is gonna provoke a certain kind of reaction
that is gonna have ramifications
in terms of the number of people who are gonna follow you
or buy your books or whatnot.
Yeah, it's sort of, again, it's like,
what good is the success if you,
it's like that line in the first season of Billions
where he says like, what good is fuck you money
if you never say fuck you.
It's so funny that you say that
because I just rewatched the pilot of Billions last night.
And so I was thinking, when you were saying that,
I was seeing Axe saying that very line.
And I mean, he's using it to like basically enact
like to pursue like a personal grudge.
So that's not what we're talking about.
And he's actually, you know,
he's operating at his peril in that moment.
Yes, but I generally, we tell ourselves like,
hey, when I have this, and I've noticed this,
I've gotten to go to Washington a number of times
and talk to people who'd read the books.
And like, you think that this Senator is powerful
because like they're one of a hundred people
and actually they don't see themselves as powerful
because they see this as a way station
on the way to another thing.
And then they say, when I get there, then I'll open it up.
Right. But of course they never arrive at that place. You never do. It's insidious. It's in the
same way that you never feel like comfortable or secure. You never go like now I'm willing to like
do the unpopular, but correct thing. Right. You, there's many examples in the new book that reference that.
The one that comes to mind is, you know,
Nixon versus Kennedy in terms of which one of those guys
decides to get involved in getting Dr. King out of jail.
Nixon, I didn't realize that Nixon had this
pretty robust relationship with King.
They were friends.
They were buddies and he would call on him for advice.
And yet when the moment came for him to act,
he was reluctant because he felt he would alienate the South.
Kennedy enters and does the right thing
and ultimately wins the election by like half a point, right?
Yes, almost entirely because of the black community.
But you can imagine Nixon telling himself,
I'll deal with this after I'm president, right?
He's like, just let me, I don't wanna piss these people.
I don't wanna piss off the South.
And so I'm not gonna get involved, but I'll do it later.
The irony being because he fails in this moment of courage,
he doesn't become president. Yeah. And the point being that the thing that seems like the
conservative choice ends up being the greater risk. Yeah. And that it, we often understate the
risk of doing nothing, right? Like Jeff Bezos talks about, he says, I don't do bet the company bets meaning I don't
act conservatively risk averse day to day then you find yourself behind or boring or
lacking in innovation and then you have to bet it all on some moonshot, not literally, but some crazy idea or risky venture, right?
If you're regularly innovating and taking risks
and being generally courageous in your life,
if it's a habit, then it's not as scary.
It's only when you have not gotten involved,
not gotten involved, not gotten involved,
that then to get involved is a huge risk.
Yeah, this idea of courage as a habit
and the kind of athletic analogy to that
is basically just being consistent,
like showing up every day and putting in the training
and doing the hard work,
not waiting until you're really late in the game
and then having to go out and do a 20 mile run
when you're ill prepared for it, right?
Like you're just gonna get injured.
I think about it just kind of staying
at your fighting weight, right?
Like when my sort of routine for writing,
it's like, I'm just always writing.
I'm not writing and then I'm done.
Then I go back to my normal life
and then I'm intimidated by like going back into.
That's really, I think your superpower,
your ability to remain so consistent in your writing.
Thank you.
I mean, it's either a superpower or an addiction
or probably a combination of the two,
but I do just generally try to always be doing it
so there isn't the sort of whiplash of like on, off, on, off.
That's painful.
Because it's, if you think too,
there's a great expression,
I actually have a chapter about in the book,
but I like, it's like the world is a narrow bridge.
The important thing is to not be afraid.
Meaning like, if you're just walking,
you just walk across the narrow bridge.
Like you don't think about it, you just have to do it.
If you're stopping, resting and looking out over the side
and thinking about it too much,
that's when you fall.
And so with books, it's like on this project,
I'm doing not just one book,
I'm doing four books in a four book series.
I'm just not thinking about it too much.
Like I'm just every day showing up and chipping away at it.
And I know that stuff will come out
of the other side of that.
But if I'm like, okay, here's the schedule
and I have to do this and then this,
like that's when I'll start to get in my own head about it.
And also knowing what your next three books are gonna be.
It's a blessing and a curse.
And I would imagine because it's a series
on these four virtues in the preparation or the research
for, let's say the next virtue book that you're doing,
you're gonna come across research relevant
to the third and the fourth book.
So you're kind of, are you writing kind of sort of
on some level, all four of them at the same time in different of on some level, all four of them at the same time
in different stages?
I'm researching all four of them at the same time.
Actually the hardest part is so obstacle, ego and stillness,
the first trilogy that I did, it was accidental.
Like I wrote a book, then independently came up
with an idea for a second book and then a third book.
So-
Now you're operating like Marvel.
It's the expanded Ryan Holiday universe.
Well, the tricky part is the metaverse
of ancient philosophy.
Now that I look at those three books,
there's chapters I would like to trade in the books.
Like I'd like to move a chapter from ego
to stillness and vice versa.
Or there's maybe chapters that I shouldn't be in
either the three books that would be better
in this new series.
So like, as I was working on Courage,
it was the first time where I had to go,
here's something that's important to me to say.
I wanna say it, but do I have the restraint
to not say it in this book and leave it for this book?
And I've had to, up until all the way through galleys,
I was moving chapters around and cutting them and stuff.
So it's harder in the sense that I'm having to think
in like four projects simultaneously.
And what I can't not be thinking ahead
because I might put something in one book
that then makes it impossible
or either contradicts what I would say in another one
or makes it impossible to then talk about that
in the third book, let's say.
Well, as somebody who's read all your books
and is a big fan of your writing,
in reading this book,
what struck me is how confident it is.
I think it's your most confident book.
It's very strident in its directness.
It's like a call to action, the whole thing.
And I think like in thinking about your previous books,
they feel a little bit more kind of observational
or cautionary, like don't do this, be careful of this.
This one is very muscular.
It's like an active verb.
It's very aggressive. And maybe that's a act of courage in and of this, this one is very muscular. It's like an active verb. It's very aggressive.
And maybe that's a act of courage in and of itself.
But my sense was he's really like found his voice
in this vein.
And there was no, not that there was hesitation
in your earlier books, but it just felt like fully,
like it was very confident and kind of fully formed.
Does that make sense?
Do you have a sense of that?
Yeah, I know it makes sense.
I don't know.
Cause it's kind of like do this
and here's what you're gonna do.
And this is the way it's gonna be.
And like, and then it would end with a question like,
are you gonna rise to the occasion?
And I was like, holy shit.
You know, it's fun.
This is a weird name drop,
but Matthew McConaughey was nice enough
to read the book in galley form.
He made me get rid of most of the questions.
Oh, he did?
He was like, don't, he gave me this really good note.
He's like, you're ending on a question
as if it is up for discussion.
And I was like, oh, that's totally right.
Take it off the table.
So, so I-
I love that you're getting notes from McConaughey.
It was a, it was a surreal, I sent him the book
and I was hoping he would give me a blurb
because I had blurbed his book.
And I was like, and you know,
like you can blurb a book without reading it.
Like, so I was expecting that.
And he gave me like full, like chapter by chapter notes.
So it was incredible.
But I do feel like you get to,
it was a new feeling on the book where like,
I felt like I had all the powers that I needed.
Like it had all come together.
Like there wasn't any doubt in my mind that I could do it
or that I knew what I was talking about or not.
It was like the sort of process took over, I guess.
Do you know what I mean?
Like in the way that an athlete in like the fourth quarter
just sort of goes into a different lane or gear or something
that just sort of happened.
And I think it was partly the uniqueness of the circumstances
of what was happening in the world.
And so like, that's something I wanna preserve.
But I also think it was just like,
I've done this now a lot of times.
And so all of the consciousness of it slipped away
and I could just do it.
Yeah, it felt like there was no,
like whatever you were holding back in earlier books,
the floodgates opened up a little bit.
Just because I know, I guess-
Just because I think, you know,
what's sort of unique about your books
is they're sort of genre fluid,
like they're philosophical treatises,
they're books about history,
but they're also self-help books.
And I feel like the kind of the self-help vector
kind of expanded a little bit in this one.
And you were not shy about like being direct
in your counsel.
The one thing that the unfair advantage of this book
that I will have to find a way to compensate for
in the other three books is that courage is like
the most primal thing that,
like of all the virtues of all the themes of history,
of humanity, literature,
courage is the most consistent
and universal of all the things.
And you're able to draw from the greatest stories
of all time.
And conversely, when you're talking about cowardice,
you're usually drawing on some of the most infamous
and shameful moments of all time.
And so there is something,
there's something magical about that.
Well, there's also, there's a kind of masculinity about it
that I think informed the pros.
I guess, although that was something I really thought about
because we tend to think of courage as physical courage.
Right, like, as you said,
courage is often seen as a masculine virtue.
Although actually in Latin,
it's sort of a non-gendered word, like it just is,
but like virtue just is.
They're not different for men or women.
And in fact, one of the cool things about stoicism
is the sort of great stoic teachers,
guy, Musonius Rufus, who teaches Marcus Aurelius,
sorry, who teaches Epictetus
and a bunch of the other great stoics.
He's like one of the first philosophers to advocate for like sort of equal training forus and sorry, who teaches Epictetus and a bunch of the other great Stoics. He's like one of the first philosophers to advocate
for like sort of equal training for men and women,
basically saying like, it doesn't matter.
It's like virtue is virtue.
What we do in our lives might be different,
but like, he's like,
you don't care what the gender of a horse is.
Like, does it run fast?
That's what matters.
Does the dog hunt?
You know, it doesn't matter if it's a male or a female dog.
So there is a sort of universality in it,
but I did really wanna make it clear
and how I picked the stories was a big part of that
was like, this isn't just, you know,
running into battle or a burning building.
Well, of course, men and women both do that,
but it's not just physical strength.
That's not what courage is.
And that's why I deliberately opened the book
with Florence Nightingale as the main character.
So it's not war that I'm celebrating,
but like the person who is courageous enough
and caring enough to focus on like the damage that war does
and helping the victims of that tragedy
just as much as like the people rushing
into the cavalry charge.
We should probably like define our terms
and explain what courage is,
but the book basically opens with disabusing people
of this idea that there are two different kinds of courage,
physical and emotional.
And yet it is all, in truth, it's one thing.
It's when you put your ass on the line.
Mm-hmm.
So walk me through like what the four cardinal virtues are,
why they're called cardinal virtues
and why you decided to write this series of books
on this subject matter.
Sort of a well-known fact, actually.
So I opened the book with this story
of the choice of Hercules,
which is Hercules comes to the crossroads
and he's basically given the opportunity
for the easy way or the hard way, vice and virtue.
What does he choose?
And he chooses the hard way
and this is why it becomes great.
But that story is actually,
Zeno is the founder of stoicism,
gets in the shipwreck and he loses everything.
He washes up in Athens and he walks into a bookstore
as the bookseller is reading that story.
So the inception, the beginning of stoicism
is actually that story, which I opened this book with.
And it's a story that I think it goes back to Socrates,
but just the idea that we have a choice,
easy way, the hard way,
what you can get away with versus what you demand
of yourself.
And the four cardinal virtues,
when people hear the word virtue, they don't really know what
that means. And they often think it's like a religious thing, or they think it's like not
having fun or something. For the ancients, particularly the Stoics, there were really
four virtues, courage, temperance, or self-discipline, justice, and wisdom.
And the idea being that any and all situations call for one or all of those virtues,
they all interconnect and kind of check
and enhance each other.
But when you hear that word cardinal virtue,
which is sort of their universal term,
they're the stoic virtues,
but they're referred to as the cardinal virtues.
Cardinal just comes from the Latin word cardos, which means hinge. So the idea is like everything
hinges on those four virtues. It's not like a cardinal from the Catholic church.
Yeah, I always assumed that it came from the Vatican.
Yes, me too. And then to think, oh no, it predates this by like hundreds of years. Right. And the idea behind,
like what got you fascinated in exploring this terrain
in book format?
I think what I love about the cardinal virtues
is that it's as clear as we,
it's as close as we get in philosophy
to like the 10 commandments, right?
Like so much of philosophy is just sort of vague or general.
It doesn't say like, do this, don't do that.
And what I really like about the four virtues
is it's inherently like, do this, don't do this.
Like act with courage, which means don't be a coward, right?
Like do the right thing,
which means don't do the unjust wrong thing.
You know, moderation, temperance just means like nothing in excess.
Also some things not at all.
And so to me, what I really wanted to do in this series
is sort of explore what each of those virtues mean
and sort of in a demonstrable, like memorable way.
So going into this book, and sort of in a demonstrable, like memorable way.
So going into this book, courage being kind of the preeminent of the virtues,
it makes sense to start here.
You can't have any of the virtues without courage.
Without courage, of course.
We all on some level know what courage is.
We practice it, we avoid it, we do all the things.
What did you learn that surprised you about courage
in this kind of deeper exploration?
We think about courage, it's like, we all know what it is.
We all admire it.
We all know what it can do.
And yet it's relatively rare.
Like it's one of those weird things where it's like,
we're all in agreement that courage is important.
And then we're all sort of looking around being like,
why aren't people more courageous?
We seem to ask ourselves that question less, right?
You know what I mean?
We all have strong opinions about the lack of courage
of our elected officials or public figures or whatever.
But we're very rarely holding ourselves to the standard
that we're asking them.
I think what happens is that we look at it and say,
well, there's a misalignment of incentives.
If the incentives were properly established,
then people would be more courageous,
but obviously courage means acting in the face of incentives
that perhaps are not aligned in your favor.
That is what courage is.
Totally, like we'll go like,
why won't this politician say what they really think?
And we go, oh, they're just worried
about pissing off their base.
And then it goes to what we were just talking about,
which is we go, well, I don't wanna say this
because it will upset my audience.
You know, you're like, huh, there's a fun double standard.
Right, like we regularly expect other,
we go like, why isn't LeBron James speaking out about this?
You know, it's because he's afraid
of losing his endorsements.
And it's like, and you won't tell your boss the truth
in the weekly conference call
because you don't wanna get on his bad side.
It's just easier not to.
Exactly.
So we're all doing it on some level.
I think the biggest kind of takeaway or epiphany
in the most general sense from the book
is this idea that courage isn't some trait
that we're born with or not,
that it's in fact a practice.
Yes.
And it's something that we can cultivate
through the doing of it.
And the commitment to that practice
is what of course, you know,
breeds a deeper capacity for the doing.
Yeah, Aristotle talks about how you acquire the virtues
by doing them, right?
Like you become a builder by building stuff.
You become courageous by regularly acting with courage
in things big and small.
And you don't get it by criticizing other people's courage
and you don't get it by waiting for some magical moment
where like, because it really counts now you'll do it.
So as you said, it's like in sports,
like are you consistently doing it in practice?
Then you'll probably do it in competition.
Are you consistently acting with courage in your life?
Then, you know, if you do find yourself
in some pivotal world changing moment,
maybe you'll measure up to the task.
But the idea that you're suddenly going to do it
after a lifetime of like the easy road
is probably fooling yourself.
Yeah.
And we can't talk about courage or the practice of it
without fully understanding the impediment to it,
which is fear.
So the book is broken down into these three sections,
fear, then courage, and then heroism.
You open with fear because fear is like reckoning with fear,
understanding it, appreciating it,
being honest about yourself to the extent that fear,
you know, influences your decisions is a predicate upon
which, you know, courage can be founded.
I didn't say that correctly,
but you understand what I mean.
There is no courage without fear.
Like let's say, and I think there are some people,
it's like a disorder or whatever.
Let's say something gets scrambled in your brain
and you are no longer capable of feeling fear.
As you go through the world, are you being courageous?
No, you're probably being reckless,
but you're not, the whole point is that
you're having to push through the doubts,
that you're aware of the danger and doing it anyway, right?
And so fear is both the enemy, but also the opportunity.
Like if you don't feel fear, if it's for certain,
like if you're starting a business
and you know it's guaranteed that you will be successful,
like if you could flash forward in the future
and know 100% it's gonna work out
and there's nothing to regret.
There's no courage.
There's no courage.
There's no courage.
Like it's the fact that it could go either way
that makes it impressive, but also makes it meaningful.
So help me make sense of the difference
between behavior that is provoked by fear,
because we're seeing a lot of that right now,
a lot of people behaving badly
because they're being motivated by some kind of base fear
versus the more noble action of courage
in the face of fear.
There's a great Faulkner quote where he says like,
"'Be scared, you can't help that, but don't be afraid.'"
And I like that idea
because it ties into what the Stokes talk about,
which is like, you're gonna be scared.
This is like a biological thing, right?
Like somebody jumps out from the corner,
they scare you or you fail.
You're gonna be scared by something.
There's uncertainty and doubt and newness and emotion.
But the question is like, what do you do after?
So I think the problem is we have a lot of
people who are acting out of fear. They want to either admit that they're scared or they've just
given themselves over to that fear. They've become okay with it. And I think that's the problem. So
it's like, you can be angry. Just don't do things out of anger, right?
Like somebody hurts you or pisses you off
or screws you over.
It's totally normal that you would have
a negative opinion about that.
That stoicism is not becoming this Buddha-like figure
where you feel nothing about this,
which isn't fair to Buddha.
But you get what I'm saying.
It's not, you don't become a robot.
It's that you check yourself before you take actions
primarily driven by that emotion.
Right, here's where courage and temperance overlap
in the Venn diagram, right?
Totally.
Because just, you know, acting boldly,
but reactively isn't necessarily courage
and probably isn't.
Well, that is the tension between what's bold
and what's rash, what's courageous, what's reckless.
Right, like being circumspect, understanding the risks,
like the Bezos example that you gave.
And you see this throughout the book
and the many examples that you offer,
including examples of military campaigns, et cetera,
where the risks are heavily evaluated, there's still fear.
And the decision, the bold decision to move forward
is with that awareness.
Like the example that you give about MacArthur and Korea,
I thought it was pretty instructive on that level.
Yeah, he's well aware the odds are not in his favor,
but he's also aware that the odds are not impossible.
Right, so just explain that scenario.
So when North Korea overruns South Korea,
basically the US is sort of caught off guard
and MacArthur proposes not just sort of this-
He's in charge of that Pacific theater at the time.
And he proposes not just like,
hey, we're gonna battle them back.
He proposes this sort of bold visionary,
like sort of encircling.
He basically wants to land troops at Inchon,
which is like sort of behind the enemy. And it's an invasion, an amphibious landing
that almost everyone is opposed to
because success is not certain.
And it feels like-
And the port is so dangerous,
you can't bring a ship there.
It's an incredibly narrow window.
It's like at this time on this date, it will work.
But if you miss it by 30 minutes, it's a bloodbath.
But he actually says, well, this is why it will work.
They won't, it's like too crazy for them to expect.
There's no one in their right mind to do this.
And he says, it basically hits like that line
in Dumb and Dumber where she's, you know,
he's like, you're telling me there's a chance, you know?
And I think he basically sees that it's not impossible
and therefore it is possible.
And he believes in his ability to defy the odds,
which is, I think, an important part.
If you've done things that other people have said
are impossible to do,
it does give you confidence in your ability,
gives you a certain amount of courage.
Like to go to the idea of opening the bookstore,
there's I think two parts of this relates to.
Number one, as far as risk, of course it's risky.
It could fail.
But as soon as we decided to take the risk,
the next thing we did was like,
well, why do these things typically fail?
And how do we de-risk this situation as much as possible?
Opening, leasing half of it, starting small.
We made a bunch of decisions that took a risky thing
and made it less risky.
But then also, like I have some confidence
in my ability to do it.
I don't have blind faith, but I have confidence in it
because I've done risky things before
that people said was impossible or was likely to fail.
And I have learned from that.
And I've also learned from my own capacity and capabilities.
So it's like, that is why making courage a habit
is important.
You're like, oh, I've done a cliff dive like this before.
It looks scarier than it actually is.
If you've never done it, then the moment comes and you're totally unfamiliar with something like this.
I think it's also important to understand
that not all courage is noble, right?
Like this idea that you could be technically courageous
in your action, but wrong headed.
Like I'm thinking about like the occupation
of the Capitol, right?
All of those people, there's a saying that like,
every man is right from his perspective.
So those people would, and the people that support them
would say that those are courageous individuals.
There's a real risk of death, real risk of consequences.
They believe it was the right thing to do.
And they are just in their cause from their point of view.
But there's an important caveat.
And this is the distinction in the book
between courage and the heroic.
Lord Byron has a great line.
He says, "'Tis the cause makes all
that hallows or degrades courage in its fall."
So, you know, if you're beating a police officer to death
with a Blue Lives Matter flag,
like you're taking a real risk,
it's a real physical danger,
but it's not just a horrible cause,
it's a hypocritical contradictory cause, right?
So the decision, I tell the story
because I researched it obviously for my first book,
or sorry, my first sort of narrative nonfiction book,
Conspiracy.
I talk about the editors of Gawker resigning on principle
over this horrible story that they,
they resigned on principle because the management
of the publication had unpublished a story, right?
And they felt like this was management crossing
an important like church and state line
between business and editorial.
Now that line is important and it is real,
but management was unpublishing a story
that outed somebody as gay
who was being extorted by a gay porn star.
Like it was a horrible story
that should not have been published.
So the fact that it was unpublished,
while that is morally complicated,
the actual principle on the line here
is a story that shouldn't have been published.
And we see a lot of that, right?
Like one of the examples that really struck me
during the summer was,
you remember that horrible video
of that man at a Black Lives Matters protest in Buffalo.
He's like walking up to the police
and this police officer shoves him to the ground.
And you can hear that thickening or that sickening thud
of his head hitting the ground.
Well, that police officer was suspended for that naturally.
But then all of the police officers in his unit resigned in solidarity. So yes,
the idea of brotherhood or commitment to members of your unit is important. And it takes courage
to resign from a career or profession. I don't think they quit their jobs. They just resigned
from this one unit. But to do that takes courage. But again, your courage is in service of protecting a person who
on video viciously assaulted an old man. So the cause is everything. Courage in pursuit
of a crappy goal. I mean, were there brave soldiers who fought for the South? Of course.
Were there brave soldiers who fought for Germany or Japan?
Yes.
But we instinctively know there's something meaningless about that courage
because it was in furtherance
of like the worst causes of all time.
Right.
So deployment of courage
in the pursuit of a wrongheaded goal or a sort of
ethically compromised aim really confuses the matter because the person who's pursuing that
aim is not under any confusion morally. Well, this is where justice and wisdom act upon courage,
right?
So if you have fallen prey to misinformation
and then feel like what you're pursuing is right,
well, it might feel right to you, but you're wrong.
And if you, what you're feeling,
what you're, you are resisting the power of the state, let's say,
or your profession is trying to get you to do something-
At great risk.
That you don't wanna do.
Yeah, your livelihood.
Yeah, that takes courage,
but what you're protesting is your right
to infect other people with a deadly virus
or insert other example, right?
Right, QAnon, whatever.
Yeah, you're valiantly defending
not just something that's not true,
but something that is largely negative or destructive.
And so these things all connect with each other
in a really important way.
Now, is there some room for someone being courageous
about something you disagree with?
Of course.
And it's hard to definitively say
what a good cause is or bad cause.
But there is, you know, Lincoln famously goes like,
look, the South thinks what they're fighting for is right.
But he's like, if you think what is right
is stealing the labor and sweat and blood and tears of other people, the South thinks what they're fighting for is right. But he's like, if you think what is right
is stealing the labor and sweat and blood and tears
of other people, I don't really know what to tell you.
Yeah, I think this gets at the crux
of our kind of current cultural moral dilemma
because we're seeing the propagation
of so much misinformation that is weaponized
in many different ways and is now, you know,
creating a situation in which it's becoming
increasingly difficult to do proper sense-making
and to understand what's true and what isn't.
And it's fomenting, you know, tribes of people
who are very right-minded in their goals and their aims
and are acting courageously.
And it's challenging to take a step back
and to try to objectively evaluate the landscape
from a kind of global umbrella perspective.
But ultimately, this is why courage is related to wisdom
in that it takes courage to pursue wisdom.
So there's the great
poem, The Charge of the Light Brigade, which is the poem about this sort of near suicidal charge
by this British cavalry regiment in the Crimean War. And they're basically ordered to attack
in a way that was impossible to win over an objective that didn't matter.
attack in a way that was impossible to win over an objective that didn't matter.
And when you read about it, it's this beautiful, beautiful, inspiring poem.
But when you really study the charge of the light brigade, it strikes you that, so they basically go on this suicidal charge and they almost all die.
Few of them come back, like 600 leave, like a hundred come back.
And like the men, instead of being angry,
instead of being like, what was that?
They actually line up to like charge again.
Like it was easier for them to just follow orders
than to look in the mirror and question the orders, right?
So like when we go like, oh yeah,
this person on January 6th,
or this person who's in this conspiracy theory
or taking this cause, they think that it's right.
They also have doubts.
Everyone around them is trying to give them the information.
And there's this force called cognitive dissonance.
The real fear, the real thing that they're being cowardly about
is the admission of error or the admission of doubt, right?
So like people get in a cult
and then the cult does something terrible.
And then none of the predictions of the cult come true.
They can't go like, oh man, I was fooled.
I was an idiot.
The fear is you were wrong all along
and the courage then would be to step outside of that
and recognize that.
Yeah, the scariest thing in the world
is admitting you were wrong or that you did something wrong.
And so you can't, the idea of like,
oh, they think they're right
and they're just pursuing it with courage,
shouldn't we admire that?
Not only is it like, no, it matters,
what are the consequences of the thing you've committed to,
but also where they're really lacking the courage
is the ability to pause and reflect and analyze
and think about other people.
Like what if everyone did this?
Stillness is the key.
And then recognizing the ego component
in all of this, of course, right?
This is the extended holiday universe.
Yes, this is all the themes coming together.
I know, right?
One of the more impactful examples
that you share in the book
that I admit I didn't know as much about as I should
was Charles de Gaulle.
Like I didn't realize the extent
to which he was this lone holdout
and the kind of odds that were stacked up
against him saving France.
Yeah, Paul Kicks wrote this great book
about the French resistance
and this sort of singular figure in the French resistance
whose name I'm forgetting,
but the book's called the saboteur.
But I remember I was talking to him about it
as I had him on my podcast.
And he said something like,
what percentage of France do you think was involved
in the French resistance?
And I was like, I don't know, like 20%, 30%.
This is like, imagine, it's not like,
oh, hey, there's this cause, I'm not sure.
The Nazis take over your country, right?
Like the worst cause in human history invades your country and occupies it.
And like 5% of France was like, this is bad.
We should not go along with this.
Like their greatest World War I hero
is the one who negotiates the surrender
and leads the Vichy state.
So, we had this idea in retrospect
that like everyone was on the same page.
It was all, everyone was heroic, everyone had courage,
but it's like demonstrably not the case.
And this is true, like Martin Luther King wasn't a hero.
Like we killed Martin Luther King.
He was deeply unpopular.
It was a small minority of people who saw then
what we now perceive today and agree upon.
And so, you know, this will be the same for Colin Kaepernick.
Again, like for most of these guys,
we have to remember they are deeply unpopular.
Yeah, during their time.
And De Gaulle was asked, you know,
weren't you alone in all the stands that you took?
And he says something like, yes,
but I knew that one day that would cease to be so.
And to me, that's what courage is.
The willingness to stand alone and hold out the hope
The willingness to stand alone and hold out the hope
that you can rally people around you and make a thing of this.
Right, and the theme that emerges from this is this idea,
I can't remember exactly the language you use,
but the idea of like one courageous person
can create that majority.
Yeah, one man with courage makes the majority
is what the saying is.
And it's true, like almost everything
that we now hold to be true was disruptive
or controversial or persecuted.
And it's, I mean, we didn't throw Galileo a parade.
Right, right.
And that story you tell about the signing
of the declaration, like really like grappling
with the peril that those people faced at the prospect
of putting their name on this, like, you know,
like document that was so transgressive.
Yeah, and I forget which founders said it,
but they were reflecting like 40 years after
or something they were,
because it's also amazing like how young they were.
Like they were all like 30 years old.
Martin Luther King was like very young
in the Montgomery bus boycott.
You know, we think about these figures
as we remember them towards the end of their life.
They were very young and they had a lot on the line.
But one of the founders was reflect,
he was like, I'll never forget the awful silence in the room
when we walked up one by one to sign But one of the founders was, he was like, I'll never forget the awful silence in the room
when we walked up one by one to sign
what may well have been our death warrant.
And it's true, like if they were successful,
so it wasn't that, but if they had failed,
they would have hung like to a man.
And I think we miss sight of that
in the civil rights movement too.
Like not only do we only really tend
to recognize the survivors,
but like because the cause was ultimately victorious,
we think that everyone who participated got a good deal.
We don't think about the sharecropper who, you know, was convinced by some door-to-door
civil rights activists to register to vote and then got kicked off their farm. We don't think
about the person who was shotgunned on some lonely street. Like I think about that, you know,
James Meredith, who integrates, was it University of Mississippi, like the first black person, it's this huge controversy.
He's then does this walk.
He's like, I'm gonna walk from, I forget where to where,
but he's just walking down a highway
and a person drives by and shoots him,
like with a shotgun by the side of the road.
So we think mostly of the victorious people.
We think like, oh, they came out of it the other side,
but a lot of people sacrificed a great deal
so those survivors could survive.
Sure, and that raises the kind of moral dilemma
or the moral question of what is right action.
Yeah.
Is it better to act courageously
and perish
as a result of that act
or to mute your voice a little bit
and live a long life and have kids that love you, et cetera.
Like my sense from this book
is that one should live courageously.
And if you were to die in the pursuit of that courage,
that that is a life well-lived.
So where do you fall on that? I mean, at the highest of that courage, that that is a life well lived. Where do you fall on that?
I mean, at the highest level, yes,
but it's almost seductive how,
or it's a little insidious how we think about it that way,
as if we don't live in the safest time in human history
and are almost never having to risk something like that.
Like I think I had Alexander Vindman on my podcast.
Oh, you did?
Which was like an incredible conversation.
I mean, a single person blows the whistle
on a grossly inappropriate conference call
with two world leaders
and the president is directly impeached as a result of it.
But he loses his military career over it.
His brother is fired over it.
He loses his quiet, normal life because of it, but he loses his military career over it. His brother is fired over it. He loses his quiet,
you know, normal life because of it. But at the same time, he didn't die, right? Like, I mean,
there were real risks and I'm sure he feared for his safety, but the point is we, what we're often
afraid to lose is like very first world stuff. And he's an immigrant from Russia
and went through real stuff.
So I'm actually not,
that was a bad example to bring up
because that was,
he was directly challenging
the most powerful person in the world
and made a lot of real enemies.
But I'm saying like,
I remember being so terrified
when I dropped out of college.
And in retrospect,
it's like the worst case scenario
was that I would go back to college, right?
Like I'm sure when you left your corporate life to do this,
it felt so scary.
And it's scary enough that most people don't do it,
but it's like how many people would kill
for something as dangerous as that?
Right.
Well, that goes into how you kind of unpack fear
in the first section, this idea that fear comes
in many forms, but predominantly fear
of what other people are gonna think is a huge driver.
I mean, it certainly is for me and kind of catastrophizing
what will happen if you make these decisions
that hold us back ultimately. And when you really are able to be still,
you can understand that the risk perhaps is not as great
as you might suppose.
One of the quotes that hit me-
But terrifying in the same way,
you feel like your life is being threatened.
Well, it's clear that like we have strong impulses
so we don't like jump off cliffs and die.
Like we have that fight or flight life or death reflex.
The problem is we apply it to scenarios
that are not nearly so dangerous.
And there's a quote from Mark Shabili that I really love.
Where we're like, well, what if, what will I do if,
like what happens if, and he's just basically like, well, what if, what will I do if like, what happens
if, and he's just basically like, you'll meet it with the same weapons that you've met every problem
in your entire life. Like, you know, you would like, we think about it. It's like, well, I don't
want to get fired, but like, if you quit, you wouldn't be like, what am I going to do? Yeah.
Like one is empowering. One is disempowering, you know, but it's the same thing. And so I think we often underestimate or undersell,
like what we bring to the table.
Like you'll figure it out.
You'll figure it out.
You might fail.
But our inclination is to wanna know all the steps to get there ahead of time,
which obviously keeps us in fear and paralyzed.
So you talk about that and that's a very stoic thing.
Like the path will be revealed as you take the step.
Fortune favors the bold or the brave
and you have to move forward that courage is in action.
It is an active verb.
It is a practice.
And it is in the doing that you cultivate more of it.
And in the doing that, you know,
the next step will be revealed to you
when you need to see it or hear it.
Well, and you can't keep your powder dry forever.
And also what would the world look like
if everyone was operating under this sort of like,
well, all wait and see logic.
You know, like, I think that's really a problem.
It's like, somebody has to go over the top of the trench.
Like somebody has to do it and it's not a fun job,
but like, if everyone's like, we'll all be the second,
like all come in and clean up after, then it never happens.
And I think this is really where we struggle.
Like we have so many issues.
I don't even think this is political.
We have so many issues as a society
that we have to deal with.
Climate change, income inequality, like homelessness,
like the housing crisis, which is related to home.
We have like so many like intractable, difficult problems
that whoever solves will be doing society a good service,
but will probably,
I don't wanna say it's a kamikaze mission,
but it will eat up all your political capital, right?
And so people are like,
well, if I eat up all my political capital,
then I can't run for president or then I can't do this.
And so it's just sort of like,
well, what did you get into politics for exactly?
Or what did you get into business for?
What did you acquire this money fortune platform for?
If not to apply it towards problems that need solutions.
And so I think we just, we need,
to me, that's a really important question.
And I think it's Hillel, you know,
it's like, if not me, then who, if not now, then when?
Like if everyone just listened to all the reasons
not to do it or looked at why the odds were impossible,
we would never have progress or change or breakthroughs.
Sure, so when you yoke courage to service,
service towards something greater than yourself,
that's really where heroism comes in, right?
This idea, I mean, I just got this book yesterday.
So I did my best to read the whole thing.
I got to page 190, which is like right where the heroism chapter starts. But my intuition is that heroism is courage, you know,
basically when it's about something greater than one's individual kind of aspirations.
It's courage plus, you know, it's like courage when you're not gonna be the recipient of the benefits, right? Like selflessness.
And again, it's not always like throwing yourself
on a grenade.
It can be like, hey, I'm gonna like reduce my margins
to pay my workers a fair wage.
I could easily get away with doing it in China
at a Uyghur sweatshop, you know, concentration camp,
but that's not the right thing to do.
So I'm gonna take the hit on that.
Right.
That's hard.
That's really hard.
And I think we saw it during the pandemic.
Like, but if I don't do this,
sure, I'll be a vector for the virus,
but that's bad for business.
Is there a tension between like staying in business
and the right thing?
Of course, but can you on at least a regular basis
choose people over profits?
Like I tell, like I talk about Reed Hastings,
the courageous decision to jettison the DVD business to-
Chairman of Netflix.
Yeah, to become a streaming company, immensely courageous.
Then you have the streaming company
and Hasan Minhaj has a episode
about the killing of dissidents in Saudi Arabia.
And Saudi Arabia says, take this down.
And you're like, okay, you know,
like what good is having a company worth a trillion dollars
if you can't stand up for people
who get sliced into tiny pieces.
I had this very conversation with Brian Fogle
who directed the dissident and his struggle
to get his incredible documentary platformed
on any of these streaming services
and none of them would touch it for that very reason.
Even Amazon where Bezos has no love lost for the Prince.
I mean, it was his employee.
Right. Yeah.
So still wouldn't take the movie
because they're protecting their base.
Right.
Because broadening their subscriptions worldwide
is more important than somebody's movie
no matter how good it is.
Right.
But it's not worth the risk.
I mean, Bezos would say,
well, that's just not a risk worth,
like why should I, you know,
it's just one movie in my massive enterprise.
Right, no, no.
And that's how we excuse moments of cowardice.
We always have our reasons.
And I don't mean to judge them specifically
because to me, what you take from that is like,
well, where am I doing this in my own life?
That's where we should take from this.
But sometimes we use these examples
as a way of sort of producing clarity
that we can't see in our own lives.
But again, what the hell is the point
of being the richest person in the world?
If you can't flex occasionally
over what's obviously the right thing.
Again, we always have reasons why it's not the right thing.
But then I can't do this, this or that.
But it's usually rooted in,
I don't wanna put up with the consequence.
Like I don't want the flack.
I mean, he would say it isn't even a function of courage.
It's just a risk analysis.
Yeah, but at the core of it,
what is being risked, right?
It's not you're going out of business.
It's like slight decrease in profits
or it's a bunch of controversy
or it's a giant pain in the ass.
This is why we have to really get into what we're afraid of.
Like, oh, it's a risk analysis, but what are you risking?
Like the risk is nothing.
And if you can't, if not you, then who?
If you can't afford to risk it,
like how can anyone afford to risk anything ever?
Because you of all people need to lead the way
for the rest of us.
And so throughout all of your books,
you're always very careful to kind of avoid current examples
because you want these things
to stand the test of time, et cetera.
But casting your glaze on like our current moment,
you mentioned Kaepernick, Vindman,
like who do you look at or see out in the world and say,
that person is acting courageously
or that person is acting heroically?
Yeah, I mean, I think obviously we have a whole bunch
of heroes who've done, I mean, even you look at like
the 12 or 13 service members who just died in Afghanistan,
like they knew that wasn't fun.
They signed up for it,
but they went into those crowds
to do one of the largest evacuations
and rescue operations in human history.
I mean, like more than a hundred thousand people
were airlifted out in a matter of days,
but at immense risk to the people on the ground, right?
And so when I think we think about heroism specifically,
it's people who like literally
are putting their ass on the line.
To me, that's the stuff that we study those,
not to be like, oh, you have to enlist,
but to be like, again, if they can,
if some 22 year old woman, like private in the Marines
can walk into a crowd filled with potential suicide bombers
to rescue women and children,
like you're telling me you can't speak up
about something you saw,
or you can't put aside a salary to start your own business.
It's too scary.
Or like, okay, get up in front of a crowd and talk.
Or to see Afghan women in Afghanistan right now in Kabul
amidst the chaos of the Taliban occupation
continuing to speak out.
I mean, the amount of risk,
like real risk that they're taking to do that
is just unbelievable.
Yeah, or yeah,
anytime you're putting your wellbeing second
to something bigger than yourself,
that's like what gets me going.
One of the minor examples I have in the book,
I sort of throw away, but it's stuck with me
since I heard about it,
is like the decision of like CVS to stop carrying cigarettes
or like Chipotle could make more money
with crappier ingredients in their food.
Like when a business decides to be like,
and look, is there a certain amount of marketing to it?
Sure, but like, hey, like our commitment to quality
or ethics or our people is more important
than like wringing profits out of this part of the business.
Patagonia is a great example of that as well.
Totally, I love that stuff.
And then again-
And ultimately it ends up being very much
in their self-interest.
It usually is, yes.
Like in a very outweighed manner.
The irony is that like doing it the shitty conventional way
is also boring and not particularly inspiring or cool.
And so like the decision to do the,
like to make art that everyone else is making is safer,
but it's also like probably the least
likely to be successful.
So going out there, like getting out on a limb,
like taking a risk is usually in your self-interest.
So if you have to drill down like the core concepts
that you want people to take away from this book,
what does that look like?
Well, I like the distinction between like being scared
and being afraid.
Being scared is the immediate reaction.
Being afraid is the rationalization
or the thing you refuse to do because of that fear.
There's a story I tell in the book that about Theodore Roosevelt and the decision to invite
Booker T. Washington to have dinner at the White House. And he talks about how, because he hesitated,
like, because he thought for a second, like, what will this mean? Is like why he needed to do it.
Steven Pressfield talks about how like resistance
is connected to like how important it is.
Right.
And so if you're not feeling that's probably a sign
you're like playing it really safe.
But what's really, what's interesting about Roosevelt
is his will to greatness was not,
I mean, the Washington example is sort of standalone,
but in the context of his presidency,
he wasn't a president that faced dire circumstances
that compelled him to kind of overcome
or rise to the occasion.
Like he willed it out of whole cloth
during a period of relative serenity and calm, which makes it to me,
like even a more extraordinary capacity
for like what he's about.
Although the Doris Kearns Goodwin book,
a leadership in turbulent times, it's like a great book.
She really focuses on the crises of his presidency
that I didn't quite know about.
I mean, he wins a Nobel peace prize
for negotiating a peace between Russia and Japan,
which I didn't really know about.
I didn't know.
He negotiates like a major strike
between the coal mines and the coal workers.
He faces down like massive corporate interests
in the trust busting stuff.
So it's interesting, like, yeah,
we often think like courage is like,
hey, we're invaded or-
Right, it's grown out of like some circumstance
beyond your control compels it.
I think it's also though, like the courage to like,
not kick the can down the road, you know,
like the courage to be like,
oh, I'm gonna deal with this problem.
It's not the sexiest problem.
It's not the most glamorous problem,, oh, I'm gonna deal with this problem. It's not the sexiest problem. It's not the most glamorous problem,
but like, I'm gonna deal.
That's another thing in the book too,
like owning it, like not shirking responsibility
and like understanding that the buck stops with you
and kind of being that guy.
To me, that's like the impressive thing
with Biden in Afghanistan.
And I don't know enough to know
whether he executed the withdrawal
as well as it could be done. I don't think any of us do. And I don't think enough to know whether he executed the withdrawal as well as it could be done.
I don't think any of us do.
And I don't think we'll know yet.
It doesn't appear that it was executed very well.
It does not.
But again, who knows, right?
But I think you can put that to the side and go,
like this dude gambled his presidency to end a thing
that should have been ended a long time ago.
Knowing it would be very unpopular
and not without its consequences.
That's right.
And the thing that each one of his predecessors
bore a far higher share of the blame
and the responsibility for the poor execution.
And so to be like, I'm gonna own this.
Like I thought a lot about George Marshall
when I was writing the book
and I used your dad's book as a source.
But you know, his famous thing was like,
we're not gonna fight the problem,
we're gonna decide it.
Like we're just gonna,
we're gonna do something about this.
We're not gonna let it be somebody else's problem.
That's what leaders have to have the courage to do.
Because again, if you're not, just don't be a courage to do. Because again, if you're not,
just don't be a leader. Like, I mean, if you're like, hey, I don't, I'm not the kind of person
who likes to deal with unpopular, difficult problems. That's totally understandable.
You're not a good fit for being in charge though. Like it's, you know what I mean? No judgment.
But it's like, if you're like,
I don't like getting up in front of audiences.
Okay, don't be an actor or a public speaker.
Those are bad jobs for you.
You don't have to face everything,
but don't pick a job that in which success
is entirely dependent on the things you don't like to do.
But also courage is bred through repetition and practice.
So putting yourselves in those uncomfortable situations
is the opportunity to grow,
which is what we're all here to do.
So if there is a call to action out of this book,
it is to understand that you can cultivate this
by taking those tiny steps where the stakes are lower
to habituate yourself to this type of behavior.
It's like, how do you think they got good at it?
It's like by doing it, by not.
Yeah, I mean, the example is always like,
Laird Hamilton doesn't drop down on a 50 foot wave,
like on day one, he works up to it over decades.
Right, right.
And it takes courage to tackle it in a small way,
but the nice part is that the momentum also builds courage.
I love how you and my dad are like,
have this like relationship outside of me.
And one of the things that you guys are kind of united on
or bond on is this whole thing about like statues.
Oh yeah.
You know, like my dad is all about like
getting this Marshall statue in the Capitol,
which looks like it's not going anywhere.
Oh, it's not happening?
I don't think it's gonna happen.
But to me, that's a big part of it because,
and I did a piece, we talked about responsibility earlier.
I was talking about, I wrote a piece, we talked about responsibility earlier. I was talking about,
I wrote a piece for The Economist
about how we need a statue of responsibility.
But who we celebrate as our heroes is really important.
Like who we put up on display says a lot about who we are.
And it also, I think, has a big impact
on who we're going to be.
So does our sort of lingering racism and racial issues,
is it partly rooted that good chunk of the United States
has on its public property celebrations
of like people
who were instrumental in defending
and propagating those ideas?
I do, I think they're related.
Conversely, like is our inability to celebrate
unifying figures whose courage is not in dispute
and who did fight more often than not for just causes.
Is that also holding us back preventing us from,
is it preventing ample inspiration?
Like I think about like, who do I want my kids to like walk
down the street and see me like, oh, that's so-and-so.
Like that's a great, you know, a Longfellow says,
the lives of all great men remind us
we can make our lives sublime.
I love the idea of like, who are we celebrating?
Like who are our heroes?
And I think obviously sort of metal or bronze or marble
is like a way to do that.
Conversely, like who are our villains?
They should not be celebrated.
Yeah, but the way that we define those
is very much in flux right now.
I mean, certainly, on the one hand,
we have people who are defending
these statues of Confederate heroes, et cetera.
On the other hand, we have people who are calling
for schools to change their name from Abraham Lincoln,
you know, and like the battle that, you know,
kind of the battle that my dad has been waging
over the Marshall thing is that like, you know,
Marshall's kind of a racist, you know,
because he was a man of that era.
And so to what extent do we consider people
in the context of their time and celebrate
the great things that they did.
And when do we need to pay attention to things that we have for too long
kind of persisted in our blind spots over?
Well, on the Confederate monument front,
which I've thought a lot about,
and as someone who's fascinated by the Civil War,
one of the things I've explained at like meetings
and events and stuff is like,
look,
you're saying you don't wanna deny or forget history,
that history is important.
And I go, I agree.
And this statue is not history.
This statue is a lie about history, right?
There's a Confederate monument down the street
from my bookstore in my office
that looks like it is coming down.
But- Is that the one you put all this money behind?
I did, yeah.
It was a whole campaign to get it torn down.
And it looks like it'll work.
It looks like it's gonna happen, but you never know.
But like that statue was put up in 1910,
not by grieving widows and orphans
of veterans of the Civil War.
By the way, in Bastrop County,
it was one of the few counties in Texas
to vote against secession.
But like that statue was put up
like two generations after the war
by people who wanted to deny what the war was about.
It was a piece of propaganda.
It was a giant middle finger to the federal government.
Basically, it was done over the objections,
naturally of the black citizens of the county, of course,
although it used their money.
But it was an attempt to tell a false narrative about history.
So removing it is not erasing history.
It is allowing the actual history to exist, right?
Like the lost cause as we call it
is not like a version of history.
It is propaganda.
It's a denial.
It's an attempt to misinform about the worst thing
that Americans have ever done to each other.
It's like, hey, remember when we tried to destroy the country
and 600,000 people died,
because we were not just fighting to defend slavery,
but we're fighting for our right to expand and extend the institution of slavery.
The statue was put up generations later
to pretend that wasn't the case.
Right, I got it.
And so as we insist on, like not just the removal of them,
but the putting up of, you know,
a monument to like where lynchings have
happened or signs about what actually happened. We're actually doing the important thing to go
to wisdom. We're having the courage to face the uncomfortable, unpleasant, painful, disturbing,
ugly truths of history. And we have to have the courage to do that. I saw a great meme the other day.
It was like, if history,
like studying history should make you uncomfortable.
It should make you sad.
It should make you scared.
It should make you embarrassed.
And if the history you're studying
does not make you feel that,
you're probably not studying history.
Right, you're studying some propagandized version
of history.
You're being told what you wanna hear.
Yeah, so you know how Tim Ferriss always asks his guests,
like if you had a billboard up,
like what would you say on the billboard?
Maybe the question for you is,
if you had the opportunity to erect a monument
in the nation's Capitol,
like who would that monument be to
or what would be the saying on it?
Well, that's my thing.
I've talked about New Orleans a lot
where I live where I wrote my first book.
So they take down this giant statue of Robert E. Lee
in Lee circle, you know, the big monument
in the middle of, in the entrance of the French quarter.
Well, that was like three years ago, I think,
four years ago they did this.
And it's like, still stands as just like a 90 foot column
in the air, there's nothing there.
And it's like how many amazing contributions
to American culture and world culture.
Can't we figure out what to replace it with?
You can't put a statue of Louis Armstrong there
or like I'd rather see a statue of Lil Wayne there
than nothing, you know?
So like we should be able to decide
like who we wanna celebrate.
I think if I had to put something, I mean,
I like what I was just writing about was like,
we have the statue of Liberty on the East Coast.
And I think what the last year has showed us
is that we don't really have a liberty problem
in this country.
If anything, we've got perhaps too much liberty
because people think liberty is like,
now I can own 15 assault rifles
and not wear a mask or whatever, right?
We think we have, liberty is an issue
and it's important that we celebrate it
and that it be monumentized in world's eyes.
But the idea in this,
Viktor Frankl actually suggests it
in Man's Search for Meaning
that the Statue of Liberty be counterbalanced
in San Francisco with a statue of responsibility.
And so if I could use my powers
or get people to think about anything, it would be that.
Yeah, and what would that statue look like?
I don't know.
Actually, Stephen Covey supposedly put up
a good chunk of the money to explore like some designs.
And it's like a statue of two arms.
It's like a 90 foot statue of two arms walking like this,
which I like, I like the image of that,
but I don't know, it strikes me as not.
Iconic.
Not iconic as the Statue of Liberty.
Actually, the funny thing is,
the reason I decided to write the piece
is that I was reading a book to my kids.
Dave Eggers wrote a children's book called Her Right Foot
about the Statue of Liberty.
And did you know that actually like her feet,
like have you ever looked at the Statue of Liberty's feet?
Probably, but I can't.
So one of, they're raised, like she's walking.
She's not standing.
Like when you walk in New York city
and you see like the characters,
they're like, you know, that's not what she's doing.
She's walking out into the harbor.
You can't see her legs because they're obscured by the robes
but she's taking a step forward.
Yes, not only is she welcoming people into the thing,
although the poem comes slightly after
is actually part of the crowdfunding campaign.
But like, I think the idea is also
that liberty is on the move, right?
Like liberty, it's facing the Atlantic ocean, right?
Like out into the world.
So I like the Atlantic ocean, right? Like out into the world. So I like the idea of,
I think the best statues are of people.
Although, you know, there's some amazing statues
in America or monuments that are not people,
but I would like it to be some sort of embodiment
of a physical form of a human.
Well, if you're interested in the nation's various monuments
and you like looking at graves and cemeteries,
you should follow Ryan on Instagram
because it's a never ending tour of that.
Every time you go out for a run,
you never miss a moment to stop,
take a picture of whatever monument you come across
and offer some commentary on it.
My wife hates doing that.
And so-
I can see how she'd be like, really?
So when you're driving cross country,
do you have to pull over
every time you see something like that?
Yeah, so like if we get into a new city,
my thing is like, I'm gonna go for a run.
I'm gonna look at all those things,
cross them off the list,
have the little moment with them.
Do you keep a list?
No, I just often am like,
oh, the big thing in the city is like this thing.
I wanna see that.
And then I don't have to drag the whole family.
You truly are, I've said this before,
but you truly are a man out of time.
I would very much agree with that.
You are a member of the great generation
at its very, you know, like least modern edge, perhaps like,
you would have been well-suited to have been born in,
1904 or something.
Although 1904, then your Spanish flu
and both world wars and the cold war.
But in terms of a shared sensibility.
Well, I think what shared is this,
I actually think those are timeless things.
And it's part of our problem is that we think
we're either past certain things or like we look back.
Like, I think I say this in the intro of the book is like,
part of the problem with virtue is that we see it
as like traditional or old fashioned.
And it's like, if it's three or 4,000 years old,
it's not old fashioned, it just is.
It's part of who we are.
It's not like dated, it's dateless.
Right, but as postmodernists,
we feel like we've surpassed it or that,
not only is it old fashioned, it's anachronistic.
You know, we're living in a deeper time of enlightenment
where we can't be bothered with something as archaic as that.
Well, I think we struggle with,
as we have knocked all those things down,
we then were like, nothing feels meaningful.
Like, I think we are the victims of that.
We are reaping the consequences of like what happens
when you tear everything down
and you replace it with nothing.
And I think that, you know,
is one of your copious powers.
I mean, you're a great writer, you're a prolific writer,
but to me, you're like a living reminder,
you know, as a young person
that these things are important
and your role or your responsibility
as kind of this change agent is to remind people
that these things matter.
Yeah, I feel like my strength is that I can talk about them
in a way that makes them feel not old fashioned
and also makes them feel accessible.
That's like the trip that I feel like I'm on.
It's like, if you call me a popularizer,
you're not hurting my feelings.
That's like, you just told me I was successful.
The guy who popularized stoicism.
There's worse crimes to be accused of.
You shared the last time you were here,
like you were telling Jordan Harbinger about your new book.
And he was like, oh, is this the one where you use examples
from history and ancient philosophy to explain truce?
Yeah, that's kind of my jam, man.
But it will never go out of style.
Hopefully not.
Hopefully not.
I mean, we'll be in trouble.
Solzhenitsyn said, isn't the first sign of the end
a decline in courage?
And I think decline in virtue is the prologue
of the collapse of not just empires,
but like all movements and moments.
So it's heady, it's important.
Yeah, I mean, the stakes are, I think the stakes are high.
Well, it's always a pleasure to talk to you, my friend.
It's an honor.
Appreciate your wisdom and your perspective on everything.
And I'm at your service.
So if there's anything I can do to help you,
please reach out and you're always welcome on this podcast.
Thank you, I appreciate it.
If people wanna reach out and connect with Ryan,
you're easy to find at Ryan Holiday everywhere.
We didn't even talk about your burgeoning YouTube empire
that you're creating.
Ryan's gotten very good at talking to camera
and offering advice and wisdom.
It's definitely a must follow.
So find him on YouTube.
You can find him at the Daily Stoic also.
Dailystoic.com and at Daily Stoic
is where it is everywhere.
Which is his robust community on all things stoicism.
And of course, pick up the new book,
"'Courage' is Calling," available everywhere.
And of course, if you find yourself in Texas,
show up uninvited at the Painted Porch bookstore.
And I'll pretend to be busy.
He may be available, but probably not.
All right.
Cool man, thanks dude.
Peace.
That's it for today.
Thank you for listening.
I truly hope you enjoyed the conversation.
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Peace, plants.
Namaste. Thank you.