Modern Wisdom - #795 - Ryan Holiday - 11 Harsh Stoic Truths To Improve Your Life
Episode Date: June 10, 2024Ryan Holiday is a podcaster, marketer and an author. Stoicism is like the hot new girl in school. A popular, perfect blend of ancient philosophy which is applicable to modern challenges. Given that Ry...an is probably the world's most famous Stoicism expert, what are the most important insights he's learned about how to apply this wisdom to daily life? Expect to learn why Ryan doesn’t talk about the projects he’s working on before finishing them, why Ryan thinks that competition is for losers, how self belief is overrated, what Ryan’s morning routine and typical day looks like, why Broicism has found a new lease of life, the importance of taking responsibility for yourself instead of other people and much more... Sponsors: See discounts for all the products I use and recommend: https://chriswillx.com/deals Get a 20% discount on Nomatic’s amazing luggage at https://nomatic.com/modernwisdom (use code MW20) Get up to 20% discount on the best supplements from Momentous at https://livemomentous.com/modernwisdom (automatically applied at checkout) Get 5 Free Travel Packs, Free Liquid Vitamin D and more from AG1 at https://drinkag1.com/modernwisdom (discount automatically applied) Extra Stuff: Get my free reading list of 100 books to read before you die: https://chriswillx.com/books Try my productivity energy drink Neutonic: https://neutonic.com/modernwisdom Episodes You Might Enjoy: #577 - David Goggins - This Is How To Master Your Life: http://tinyurl.com/43hv6y59 #712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: http://tinyurl.com/2rtz7avf #700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: http://tinyurl.com/3ccn5vkp - Get In Touch: Instagram: https://www.instagram.com/chriswillx Twitter: https://www.twitter.com/chriswillx YouTube: https://www.youtube.com/modernwisdompodcast Email: https://chriswillx.com/contact - Learn more about your ad choices. Visit megaphone.fm/adchoices
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Hello friends, welcome back to the show.
My guest today is Ryan Holiday.
He's a podcaster, marketer, and an author.
Stoicism is like the hot new girl in school,
a popular perfect blend of ancient philosophy,
which is applicable to modern challenges.
Given that Ryan is probably
the world's most famous stoicism expert,
what are the most important insights that he's learned
about how to apply this wisdom to daily life?
Expect to learn why Ryan doesn't talk
about the projects he's working on before finishing them,
why Ryan thinks that competition is for losers,
how self-belief is overrated,
what Ryan's morning routine and typical day looks like,
why broicism has found a new lease of life,
the importance of taking responsibility for yourself
instead of other people, and
much more.
Huge fan of Ryan's work, I have been for a long time, and this is my favourite episode
that I've done with him. Maybe his fourth or fifth time on the show, and this is so
good. So many awesome quotes and mantras and insights, and as much as stoicism might be
a sort of a meta-meme now, there's still so much great useful stuff that was written 2,000
years ago and still applies to all of our lives as if it was written yesterday
which is pretty cool. Don't forget over the next few weeks we have some of the
biggest ever guests coming on Modern Wisdom and you don't want to miss it. The
only way that can ensure you will not miss those episodes is by hitting the
subscribe button. It supports the show and it means that you don't miss
episodes when they go up and it makes
me happy. So please go and do it. Spotify or Apple podcasts or wherever else you are listening,
I would very much appreciate. But now, ladies and gentlemen, please welcome Ryan Holiday. I've collected some of my favorite quotes from you over the last year, and I want to
go through some of those and get your reflection.
Talking about the thing and doing the thing vie for the same resources,
allocate your energy appropriately.
Yeah, I don't talk about projects as I'm working on them.
That's just a rule I found.
There was this thing many, many years ago,
it was this Twitter account that just collected tweets
of people talking about the novel they were working on,
which they were obviously not working on
or they wouldn't have been tweeting about it. And look, I'm not saying you do the thing for validation. That's a bad
reason to do things. But there is some sort of light at the end of the tunnel that keeps you going,
right? When you're doing a thing, like, hopefully people will like this. Hopefully it'll be received
well. Hopefully they'll pat me on the back, whatever. You don't wanna take that on credit, you wanna earn it.
And so when I'm working on a project,
I wait until I am nearly done or done
before I start to talk about it,
because what it does is it starts to make this thing
feel real that it's not yet real,
and that you are the only person that can make real. So it's this
sort of temptation, this bad, I see even press people call it the resistance. The resistance
wants you to go, hey, I'm training for a marathon and people to go, that's so great, I'm so impressed.
But they're impressed with a thing you haven't done yet. You know, tell them after you run the marathon, you know, that that's when
that's when you want. That's when you want to cash in on the
work that you've been putting in. I think about I think about
the people that I really admire people who work for years and
years on things. And I just think about what it must be like
to be in the wilderness that long to just show up every
single day, and work on a thing
and not get any recognition or appreciation for that thing,
to not know if you're heading in the right direction or not,
the kind of character and determination that that takes.
And so my projects are thankfully much shorter than that,
usually, but you just do the thing.
And then if people like it at the end, that's great.
I mentioned that quote to Andrew Huberman
and he told me that there is a neuroscientific basis
for that too.
That you actually get little sort of titrated drips
of dopamine when you do talk about doing the thing.
So your philosophical artsy wanky insight
is also reflected quite nicely in the neuroscience.
I worked for this guy for a long time
and he had this habit of telling people
like what he was, like his plans for sort of world domination
like all the things he was working on.
And I noticed that he would tell the story so many times
in so many ways.
And it was always so smart and clever and bound to work
but he would do it so prematurely that it would almost be
that he would get tired of it, right?
Like he would tell it, it would become real in his mind
and become real,
you know, reified as they say in these conversations
that he would get bored of it before it came time
to actually do the thing.
He's almost got the satisfaction
and from completing the thing by talking about it
so much before he's completed.
Yeah, and he was so good at entertaining people about it
and making it feel real and making the genius of it
so obvious
that yeah, he would just move on to the next thing.
And in his mind, this was never quitting, right?
In his mind, he was never like,
it was like, I could have, I just chose not to,
or maybe even like sort of blurring in his mind
that he did do it, right?
And so it's this very seductive, insidious thing
where the more you talk about it, the more real it is.
But by definition, it's actually less real.
Pushes you further away from it.
Yeah, because you didn't, you had an hour conversation
about this thing you're gonna do
and how it's gonna blow everything up.
You didn't spend one hour making that thing
closer to reality.
And so I have an aversion to it.
It, I just found that so, so gross.
And, and then I saw what it was doing for him, but, but in my own practice, just
like, Hey, I'd rather just do the thing.
And I've the other, the other side of it that I have found is that whenever one
of the hardest parts about doing a book is that you usually have to sell the book,
the idea from start to finish before you've done any of it. So you have to have this vision of this
thing that you can't actually really have a vision of because you haven't done it. And
when you make contact with the enemy or reality, it changes, right? So this part of talking about it
or reality, it changes, right? So this part of talking about it is really awkward and weird because it's not real. And if you're intellectually honest, and you've done it enough times,
you can't possibly know. And so what I would find is I would talk about a thing and then describe
a project I'm working on or this idea I have, and then people go, what about this? What about this?
project I'm working on or this idea I have. And then people go, what about this?
What about this?
You know, they, they, and then I would lose confidence
in the thing I was doing because I was, I was out,
like I didn't believe it and I didn't know it
because it wasn't real.
And so I just thought, you know what?
I'm just gonna spend all this energy
and all this attention on doing the thing.
And people like it at the end, great.
But, but I'm not gonna get, I'm not just gonna get caught up in this thing.
From Peter Thiel, competition is for losers.
When people compete, someone loses.
So go where you're the only one.
Do what only you can, run a race with yourself.
Yeah, that's a great line in Zero to One
that I've always loved.
The essence of Stoicism is this idea that you focus on what's in your control. Yeah, that's a great line in zero to one that I've always loved.
The essence of Stoicism is this idea that you focus on what's in your control.
And Epictetus said something very similar
about 2000 years before Peter Thiel.
He said, if you only run races where winning is up to you,
you'll always win, right?
If winning for you is, I have the most money,
if winning for you is, I'm the most beloved, I'm the most well-known, I received the most money. If winning for you is, I'm the most beloved,
I'm the most well-known, I received the most awards.
If winning to you requires someone or something
to deem you something, you might get it,
but you also might not get it.
If your goal is to be the best version of yourself
or to put a certain amount of time or energy or to push yourself to a place that you've never been before.
Well, now winning is something that's in your control.
And so I just I just try to focus on that.
I try to run my own race.
I've been a runner most of my life.
And that's one of the things you learn very early is that like, you know, you have these competitive impulses.
So somebody blows past you
or whatever and you go, I got to keep up with this person. I'm going to beat this person. And then
you really, you have no idea when they started and you have no idea when they're finishing.
You're almost never actually running a race with a predetermined beginning and end. And so when you
can be really clear about defining success in your own terms,
then success is much more attainable.
And this isn't like some cop out where you make,
you know, you just-
Sell yourself short, you don't try hard.
Yeah, you're actually, I think, determining standards
that are much higher and much harder,
but you are not allowing other people to do it.
And now what Peter Thiel is also saying,
he's pointing out this thing that people
almost instinctively go to well-defined spaces
because they don't have a clear sense
of what they wanna do or why they wanna do it.
And so they just try to do something else
that everyone else is doing.
And by definition, it's a commodity, right?
So they go, oh, this person has a big podcast,
I wanna have a big podcast.
Or this person, like this is where restaurants tend to go in this town.
And so they just go where everyone else goes and this feels safer and that no
one's going to laugh at you and won't be obviously stupid, you know, the chances
of catastrophic failure are lower, but also the chances of like real and
profound wins or gains is lower.
This is the red ocean, blue ocean. Have you heard Rory Sutherland's take on no one's going to be happy but also the chances of like real and profound wins or gains is lower.
This is the red ocean, blue ocean.
Have you heard Rory Sutherland's take on,
no one ever gets fired for hiring McKinsey?
That's right. Yeah. You do the thing that everyone in your position does.
And this is, I mean, you have experiences with people in publishing, right?
Like the main thing is you don't want people to go, why the hell did you buy that book?
What the hell were you thinking
giving that book a big marketing budget?
And so people go towards what's safe,
what doesn't feel obviously wrong or ridiculous.
But the reality is a lot of things
that really do succeed seem to that way,
like a book about an
obscure school of ancient philosophy that would have been preposterous to think it would go on to
do, my books would go on to do what they did. But I was really interested in them. I had a very
clear and set defined market that I wanted to reach and I was really interested in it.
And that was it. And then everything else was extra. And it's funny now,
remembering going to my publisher with that idea for that book and them giving,
basically humoring me with it, to now hear all the people who want me to blur books that
really exist only because they are trying to reach the audience that I have cultivated
is a surreal experience. That's like, you do this thing and everyone tells you it's crazy and it
will obviously now work and then not long after that, those same people are copying.
How do you keep your ego in check when things like that happen?
How do you keep the chip off your shoulder, not get bitter, resentful, self righteous?
Well, but those are two different sides of the same reaction that can happen
to this very common thing, which is you did something
that everyone said wouldn't work and then it does work.
So what lesson do you take from that?
Is it fuck other people, they're trying to hold me down,
I gotta prove them all wrong, or is it nobody knows anything,
I'm the only one that knows.
I saw this in American Apparel.
Dov Charney did this, built this fashion brand from nothing
that should not have worked.
And the result was he lost the ability to calibrate
good feedback from bad feedback,
warnings from unwarranted criticism.
So like, I try to ask myself, like, when I get feedback and you get this thing in you,
that's like, who the fuck are you or what, you know, what do you know to go like,
first off, let's not trust that reaction.
And then second, let's, let's like, wait it out, right?
Like, like, uh Like this idea that who are
you to tell me this is almost never going to be the right way to come at any kind of feedback.
It may well be that you should completely disregard this advice and this person doesn't
know what they're talking about. You just want to make sure that you're doing that calmly and
rationally and kindly, and then you can be more confident that you're not doing calmly and rationally and kindly,
and then you can be more confident
that you're not doing it from a place of fragility
or sensitivity.
Yeah, yeah.
All right, next one.
The idea of fuck yes or no, it's far too simple
and has caused me quite a lot of grief.
Dropping out of college, I was maybe 51, 49 on it,
leaving my corporate job to become a writer, maybe 60, 40.
The certainty comes later.
The truly life-changing decisions are never simple.
I would love to say in retrospect that I knew all the big risks
that I took in my life were gonna pay off.
But if I did, I guess they wouldn't have been risks
and they probably wouldn't have paid off
because I would have been doing them
from a place of entitlement or ego or certainty rather than a place
of openness, self-awareness, humility, hunger.
So you, I think hell yes, hell no,
or fuck yes, fuck yes, fuck no is a nice nice rubric for like, do you want to go to
this conference or not?
You know, uh, you want to have coffee or not?
Some friends are getting together.
Do you want to come or not?
But when it's taking your life in your hand,
like when you're deciding to move here, it could
not have worked, right?
And it ended up working out great for you.
It's been crazy to watch, but like, if you had, if you had been a hundred or
a thousand percent certain that it was going to work, first off, you would have
been willfully ignorant of all the reasons that it couldn't work and the
things you needed to, and most importantly, you would have been therefore
discounting all the things you actually had to do to make it work.
That's interesting.
So is it your belief that sufficiently big or complex decisions are always
going to have so many things on both sides of the ledger that the fuck
yeah is often very hard to reach?
Yeah, there's some historians said the one thing you can never miss out on
when you're studying a person
or a series of events is that it could have been otherwise.
Like it seems obvious in retrospect,
there was gonna go the way that-
Depression, 1920s.
Yeah, but it always could have gone otherwise.
And most importantly, to the people in that moment,
it could have gone otherwise, right?
They could have done this or they could have done that.
And so when you look back at your successes
and your failures, understanding that like,
it was the result of these choices that you made
or these things that you did, is really, really important
because you don't, the Midas Touch is an ancient story
that is a cautionary tale, right?
The idea that you are perfect, that you know,
that you knew better is almost always
a very dangerous way to come. It doesn't do anything about like me
making up a story about how I always knew I was going to be a
writer, even though that wasn't true. Me knowing that dropping
out of college would lead to this and this and this, or that
my first book would do this or that stoicism would do this. Me
telling myself a story about those things doesn't change why and
how it actually happened.
That's not the danger.
The danger is me carrying that story forward to the next thing.
Sort of an undue confidence that doesn't reflect where you were at the time, this retrospective
sort of glow up of your-
Yes.
You're discounting the lucky bounces.
You're discounting the things that you actually did that determined.
Look at how hard I had to work.
This wasn't a fuck yeah.
This wasn't an easy win.
This was something that took blah, blah, blah.
Right.
Okay.
That's totally.
And so, and so it, it, you tend to see this with like people who do like really like
groundbreaking revolutionary things.
In reality, they were trying to do something much smaller or they had a much humbler view of it,
and then it became this thing.
But then if you update your identity
as visionary revolutionary future seer,
you're gonna overreach on the next thing almost certainly.
And most things start small and you build on them.
And so that's just a much safer, better way
to come from it in my view.
So I just try, I try to stay in reality,
not the narrative that other people make up or you make up.
And that when you do things that are in the public eye,
it's not just your own version of your story
that you have to be careful of.
Like, because I was so young when I was doing
a lot of the stuff early in my career,
there was this sort of wh the stuff early in my career,
there was this sort of whiz kid, kid going places,
and that never works out well for those people.
You know, you don't want that.
I wanted to just be a person.
I was just trying to strip that away
and see it for what it was.
And I was always trying to, in a way,
like actively give credit to the things
that were not up to me.
So I wasn't over emphasizing the credit warranted
by the things that I did control.
Yeah, how do you maintain confidence
when so much of what you're doing
is kind of disparaging of that?
Do you know what I mean?
Yeah, like there was some joke about the author Ayn Rand
who wrote this book, The Virtue of Selfishness.
And the writer said something like,
is that ever been something people needed a reminder of?
Like, does anyone need help being more selfish?
Like we're intrinsically intuitively that, right?
And I tend to find for the most part
that I need help stripping the ego away, not-
Is that true? I wouldn't havepping the ego away.
Not- Is that true?
I wouldn't have guessed that about you.
Yeah, I think if you're ambitious, if you're talented,
if you're driven, you know what you can do.
You think you wanna be reminding yourself
of where you have the limitations
or where you can get better.
And that's a helpful feedback loop versus the other, right?
So if your feedback loop is, look how amazing I am,
look at everything I've done,
I shoved it all in their faces,
you know, that to me tends to create
superiority complex, entitlement, complacency, et cetera.
If you're focusing on where you can get better
and what else you need to do,
I find that tends to make you better
and it tends to make you do those things.
So to me, confidence is based on the evidence
of what you've done, but it is coupled with an awareness
of where you could have done better,
what wasn't a result of your effort.
So that balance of those two.
Well, you've got one of my favorite ones from you is,
self-belief is overrated, generate evidence.
Yeah, I say, I don't believe in myself, I have evidence.
Like, I know what I've done because I have done it,
and I can see it and it's real.
And like, when people talk about trusting the process,
it's much easier to do when the process is paid off for you. It's
hard to trust the process when you've never seen it work. But when you've seen it work over and
over, like I now know in my soul what it feels like for a book to not be coming together. And
I know how if you stick with it and you keep going, it does eventually come together. I know
the rhythms of the process.
I know all the different peaks and valleys of it.
So I don't think that much about it.
I just show up and I do the stuff.
Right.
And, and that, that's it.
You're, you, the more you do it, the more reps you get, you just have this confidence
of like, I can handle anything cause I've handled everything up until this point.
That that's, that's what, to me, what confidence is.
So do you have more self belief now than you did five years ago,
than you did 10 years ago?
I guess it depends on what we're saying.
Like to me, belief is, uh, uh, you know, is faith without evidence, right?
I, like, I have an understanding of what I am capable of, but the, the, the
paradoxical part is like, how do you know you can do something
that you've never done before?
This is where it gets interesting.
When I sat down to write my first book,
I was confident that I could do it
because I'd done hard things before,
because I'd worked on similar projects.
I had an awareness of like the positive traits
that I bought, but I didn't know I could do it.
To know I could do it would be belief in something that I did not have,
I could not actually say. Does that make sense?
Yeah, it does. I suppose the alternative to know that you could do it would be that the
task that was in front of you was so unchallenging to you. Yeah. There was no way that you could fail.
There's a great Seth Godin bit about how imposter syndrome is just a natural
byproduct of you stretching your limits each time that you do choose to do
something, which is so far beyond what you've done before, like what would
it mean to not feel like an imposter?
Yeah.
If you're not afraid, you're not reaching right.
Yeah, if you're not afraid, you're not reaching, right?
And, and, and you're not, you're, you should be putting yourselves in, in positions where you're not sure if you
could do it.
You hope you can do it.
You have confidence that you're not someone who quits when
things are hard.
And these are, these are what allow you to, to make a
rational bet that it's not a totally reckless thing to do.
You know, it was cool. I, uh, we were talking before we started about the life things. Yeah. or what allow you to make a rational bet that it's not a totally reckless thing to do.
You know, it was cool.
We were talking before we started about the life things
that I was doing.
You've got some life shows coming up this summer.
Australia?
Yeah.
Australia.
And I did this last year and you know,
I had a phenomenal first show in Dublin on a Thursday night
and it was classic sort of slightly rowdy Irish crowd that had had a
few drinks beforehand.
And it was, I mean, I got like a 500 person standing of it, which was
totally like, I wasn't going out there giving a sermon, but it was just very
nice and a lot of positive encouragement.
And then the Manchester show, which was the Friday, I just ate shit.
And I, it was a Friday.
It was a slightly bigger venue.
It was a bit brighter.
Maybe my delivery wasn't quite there.
My mom and dad were in the crowd and loads of my friends were there.
So I was a little bit more tense and more nervous.
And, uh, I, at the halftime interval 45 minutes in, uh, I was, I just wasn't
happy with how it was going.
And I went and I looked in the mirror and I had a little word with myself and I was
like, Hey, 600 people came to see you
in Manchester on a Friday night.
Some of your best friends from your entire life are here
and your mom and dad are sat four rows back.
Like if you can't have fun with this,
as your second ever show and give yourself a bit of grace
that this is a great learning experience for you.
And also how can you turn it around?
How positive can you now come out in the second?
And that, you know, of all of the shows that I had,
that little 30 second chat I had with myself in the mirror,
is one of the things that sticks in my mind the most.
And that's an undeniable piece in my stack of proof
that I can do the things that I say that I can do.
Yeah, and if it had gone the way,
if it had just gone swimmingly,
you wouldn't have had that sort of moment
where you, I think what you actually emerge from that with
is a better thing, which is you have the sense
that you can lose your grip on it a little bit
and grab it back.
Bring it back, yeah, 100%.
And so that's a super valuable skill
because now when you go up there,
you're like, I got this right.
You, you want things can go wrong.
The present, the, uh, projector can stop the mic and we did the show in, uh, uh, Vancouver
and it was so much fun.
That was another Friday night in Canada.
This time it was me and James and dude, it was the audience was great.
Venue was fantastic.
Mike just kept on dying, kept on dying all the time.
And we had so much fun with it because we were both really comfortable.
And I was like, again, going back now, I was telling you about Jimmy
Carl, one of the first shows I ever saw him do is Mike kept on dying.
And he just styled it out.
And you want, you love the guy even more because of how charming he is with
going through the nightmare.
He doesn't get uptight.
He doesn't start shouting at people.
It was awesome.
So yeah, I think, um, oddly what we want in anticipation is for everything to go
smoothly and for nothing to go wrong.
And what we value in retrospect is all of the shit going sideways.
As long as we come out of it, like relatively unscathed or even not unscathed,
right?
Because you, let's say you just completely bomb. Like it's just the worst.
And I've had some, I've had some where, you know,
like they told me the audience was this.
So I built it around that.
And then, oops, we missed, like I've had it go really bad.
And it's not that bad.
You know what I mean?
Like comedians talk about the feeling of bombing,
the freedom of it because you don't die.
It's not fun. It's not it, because you don't die.
It's not fun.
It's not great, but you still get paid and you know, it is what it is.
Strategic learning.
So having the worst case scenario happen to you can be freeing in another way, which is
you realise it's not actually that bad of a worst case scenario.
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Have you got any advice to people who are going through a difficult time,
financially, emotionally, relationally, whatever it might be.
And they're thinking, is there a way that you've been able to project out ahead?
The fact that in retrospect, this is going to be something that I'm really going
to value that going through difficult times at the time just sucks so hard.
Have you been able to sort of meta cognizant,
pull yourself out a little bit more?
Yeah, Freud said once,
in retrospect, the struggle will strike you
as most beautiful.
Like the years of struggle will strike you
as most beautiful.
And it's true, you think about the worst moments
of your life from earlier.
Now they're integrated into who you are.
And in some ways we understand that we couldn't
and wouldn't be where we are without those things.
We know, like we know, not only is that true
in a positive way, but it's also just true
in how the mind works.
Like the mind is really good at,
this is what cognitive dissonance does.
It works on you in a way that makes this thing for the best,
even if it wasn't for the best.
Like we're so worried about,
and some of the cognitive psychology on this
bears it out too, is like, we're worried about like,
will I regret it?
You won't regret it because you actually don't have
that many regrets at all.
That's the mind is pretty good at minimizing
that feeling of regret. We convince ourselves that what happened was for the best. So we know this is almost certainly where we're
going to end up in six months, in a year, in 10 years, in 30 years. And so why torture
yourself in the interim? Why not give yourself some of that grace now? Why not go, hey, I understand that this is going to be
a thing that forms me as a human and in the future
I will be grateful for it.
Maybe I can't get there right now.
There's this story, Hemingway moves to Europe with his wife.
He's writing in France.
He's struggling as this, you struggling as this journalist, writer,
freelancer. And he has this meeting with this editor. And he's meeting with him and he telegraphs
his wife and says, hey, I need you to come meet me. This is Hadley. And so she gathers up all his
stuff, thinking that Hemingway is going to want to show it to this editor. And she hops on the train, she stops in Lyons or somewhere in France, and gets off the
train for a second to grab a newspaper or whatever. And she comes back and the briefcase full of all
of Hemingway's writing is gone. Everything he has done in his life up until this point, just gone.
They don't know if someone stole it. They don't know if she lost it. They don't know if it was thrown away.
So Hemingway loses everything that he had produced
up until this point.
And it's obvious, like when you hear the story,
you know, okay, yes, this was the defining moment.
He reinvents his style.
He comes back from, we know how the story ends,
but there's this letter that he writes to Ezra Pound.
And he goes, this is right after it happens. He's telling him the story ends, but there's this letter that he writes to Ezra Pound. Um, and he goes, uh, this is right after it happens. He's telling him the story and he goes, I know you're going to tell me,
this is all for the best.
It's all going to work out.
I should be grateful that it happened.
And he says, but I'm not there yet.
And I love that because that, I think that's an important, it's okay to not be
there. It's okay for it to feel shitty when you've gotten dumped, when you've
failed, when you've lost a bunch of money, when you've had to admit defeat on something.
It's okay.
But you can simultaneously know that in the future, you're not, you don't have to
feel the same way and you almost certainly won't feel the same way.
And, and I like that Hemingway said, I'm not there yet.
He got there, but he wasn't there yet.
So this understanding of the process,
this sort of acceptance of my own psychological fallibility,
but this hope in the future as well.
Yeah, and he does get there very quickly,
almost immediately he starts writing again,
and his sparser sort of Hemingway-esque style
comes as a result of this kind of burning,
unintentional burning
of the boats behind him. And he later, he even fictionalizes the scene where this happened to
the writer. So he's able in that scene to articulate everything that Ezra Pound was trying to say to
him in this moment, but he wasn't there yet. And so like when the Stokes say the obstacle is the way,
like I try to be, you know, I'll get people to be like, hey, my brother-in-law
just got diagnosed with cancer or my spouse cheated on me or my company just failed.
I don't give them the book and be like, this is awesome, really soak this shittiness in.
It sucks to be a person and devastating, heartbreaking things happen.
It's just knowing that you can put the work in on that and you can get to a place where
you feel very, very differently.
Your most popular tweet, most consistent, most popular tweet.
I have zero idea what this would be.
Be quiet, work hard and stay healthy.
It's not ambition or skill
that is going to set you apart, but sanity.
I would say that the thing when I hire people,
the number one thing I'm looking for is,
I'm looking for something I'm looking,
I'm looking for the absence of.
I want someone who is not nuts.
Like I want someone who's not nuts.
And the problem is a lot of young, ambitious people,
they have shit that they have to deal with first.
You know what I mean?
They're too high strung, they're too worried,
they've got bad boundaries.
Like they're not, I was very cognizant early in my career
of like not giving anyone the creeps, not having bad energy.
And that was why I would get invited to things.
That's why I would get asked to participate in things,
is that that trust that,
hey, this person isn't gonna fuck this up
is almost more important than,
they know you're not gonna knock it out of the park,
you're 20, you know?
They want you to not fuck it up.
So anyways, I just try to work on my shit
and I did have a lot of momentum early in my life,
you know, the kid going places,
I can't believe you're this young, how did you get here?
And I just wanted that to play actually no part
in my identity and how I saw myself
because I also know that most of those people
regressed the mean.
So to actually have staying power,
to like take advantage of getting shots early at stuff,
the main thing is not fucking it up.
That's like the main thing.
It sounds like be quiet, work hard and stay healthy.
It's not ambition or skill, but sanity.
It sounds like there's a sort of long-termism component
in there as well.
Yeah, I don't wanna do something,
make a bunch of money and then not do the thing.
I like doing the thing.
I wanna be able to do it.
I remember I listened to someone once say,
they were like, if you stick around long enough,
you'll get a shot.
Everyone gets a shot.
Just don't fuck the shot up. And that's, to me,
I felt very fortunate to get those shots early. So it was actually more
imperative that I did.
It's also more risky, you know, because you haven't put the requisite preparation
and work in that whole, if you stay ready, you don't have to get ready thing.
But I got the opportunity before I had chance to get ready.
Yes. Yeah. You, you, you think you want these things in your early twenties, you know, you want
your first, uh, video to go super viral. You want your first show to get purchased. You want your
first book to, to, you know, get a, a bidding war. You want your first company to have all the VCs
knocking on the door.
You think that's what you want.
If you get it, you're immediately behind.
You know, you immediately now have to go retrofit
or earn this somewhat misguided faith that they put in.
You know, you have,
you have to use a lot of catching up.
I mean, you are, you are speaking to me.
So I signed with portfolio, uh, and a harder hatchet in the UK.
Yeah.
And.
Does they're expecting, they're expecting me to not fuck it up.
Yeah.
Let's say that.
And, uh, I'm like, sat down with Mark a couple of weeks ago and I was like, dude,
I'm, this is like fucking a big deal. I've got, I originally, the submit, he nearly killed me.
The submission date originally was August this year. He was like,
if you try and do that, I'll come and fucking smash your laptop. It was like, you can't
do that. You can't do that. So we pushed it back by another year, which is fine. But yeah, I'm,
So we pushed it back by another year, which is fine. But yeah, I feel that a little bit.
And I think it's something people need to understand now
more than ever because of how easy it is to potentially blow up.
Let me just bestow this random blow up on you.
Yeah, yeah, yeah.
There's forces acting on you that have nothing to do with you.
It's the right place, right time at just a level that.
Yeah.
Like you would have had to get vetted by all these gatekeepers before you really
would have had to pay your dues and build these relationships.
And I'm not saying one system is better or worse than the other.
It's just the algorithm can give you something that, that previously would
have taken years and years to acquire.
There's something I read this really phenomenal breakdown from Gwenda Bogle about how everything
has turned into a game. And he talks about how people that are given fame and status and accolade
in the past, you could still have a huge, you know, be a child star and do all the rest of it.
But for the most part, the returns weren't so horseshoe-y, they weren't so just, you know, be a child star and do all the rest of it. But for the most part, the returns weren't so horseshoe-y.
They weren't so just, you know, like insane.
Anybody that wasn't built psychologically to deal with fame was selected out of
the pool before they got to the stage where they had that huge thing to deal
with, not true for everybody, but certainly what all of the like weird
protection strategies, like have you got the right people around you and can you deal with it? Here's
your first red carpet. Here's your second red carpet. Maybe you go through some of those
before you get the equivalent of an Oscar. Um, and yeah, on an egalitarian, no holes,
bards, tick tockification world, anybody can go, there's that dude that got went viral
for drinking ocean spray, cranberry juice, skateboarding down the street.
And then he puts some 50 year old song back in the chart.
Like just this 50 second video
of like a world changing moment.
You go, that man, he may have been very well prepared
for it from other things, but there's no reason
to expect that he would have been.
There's another layer on this.
You know who Dr. Drew is?
Kind of.
Yeah, he did, he was for many years,
the host of this radio show called Love Line
in on the West Coast.
And he gave this survey.
It was in a position that most academics
wouldn't be able to do.
He was able to like actually do a scientific experiment on famous people.
Cause every day, multiple times a week,
he had famous people in the studio.
So he gave them like this narcissism questionnaire.
He's basically looking at,
does being a celebrity make you a narcissist
or are celebrities attracted,
are narcissists attracted to fame?
And what he found, it was interesting that
the more craft oriented what you did was,
the more protected you were or less likely you were
to have some of these narcissistic traits.
So like a drummer, which is a very hard thing
to become famous for, it would tend to be less
narcissistic than a reality television star.
And so if your path to success is based on you getting good and extremely good at a very hard
thing, you have this safety mechanism, which is it's always kicking your ass. So even if the-
You're permanently generating evidence.
Yeah. Yeah. That also, so if the world- You're permanently generating evidence. Yeah, yeah, that also.
So if the world is saying you're amazing,
you're the best, you're God's gift,
you know one, how many hours it took to do the thing.
And then two, it's still hard.
It's still hard to you,
especially if you're trying to get better at it.
And that's very different than being blessed
by the algorithm or being spotted on a street corner
and suddenly you're on the cover of magazines.
Like to do the work is a protection against that.
And it would tend to be that the people who,
like if you become famous for being a drummer,
fame is a by-product of you loving the drums, right?
And that's where you want to, Bruce Dickinson.
So if the fame was taken away,
the love of the drums would still remain.
Yeah, Bruce Dickinson, the lead singer of Iron Maiden,
said fame is the byproduct of creativity.
But not always, not anymore.
I think social media has changed that.
But if your recognition or celebrity or platform
is a result of you being this wood chuck
that chucks wood, that's a much safer place than you are famous because you are
famous and you're not exactly sure how you got famous.
That's why audience capture is perilous in like a million different ways.
One of them being that if you get famous, feeding red meat to an audience that you don't believe in, you'll not only
resent the work, but you'll resent the audience.
You'll resent these people that are so easy,
you'll pity them.
They're so easy to be conned into believing this thing
and you feel like a puppet master, but in no way
will you ever be connected to the work that you do.
I think that's true.
It's also, if you got famous for saying something
that maybe you didn't fully believe, the word that you were just I think that's true. It's also, if you got famous for saying something that maybe you didn't fully
believe, the word that you were just riffing on or whatever, not you got well
known for saying these things that you believe in, it's hard for you even to
know what you believe and the, you know, the expression, it's very hard to get
someone to understand something that their salary depends on them not understanding.
It's hard to, it's, it's hard period to know what your beliefs are,
but it's very hard to maintain beliefs
in the light of those beliefs either costing you money
or another belief being better for you financially.
So you get in this place where you're like,
what is the, you wake up and you go,
what does my audience want?
Which is not the way that you should.
Not instinct, it's not curiosity, it's not wonder,
it's not all.
Yeah, I went to a retreat last summer
and this guy who used to create a ton of content online
was there and I asked him why he'd stopped.
And he said, because I started feeling
like I had to live up to in private
the things that I was saying in public.
He was making these proselytizations online
about how to do business or about how a relationship
should work.
And maybe he did or did not believe it at the time, but he then sort of planted this
stake in the ground that he could retroactively be compared to.
He's like, I keep evolving and I want my opinions to be able to change very quickly.
But everybody has this sort of post-hoc hypocrisy thing to be able to say, you're saying
that the S and P is now good in the past, you said it was crypto and now
he'd blah, blah, blah.
Like you want to be able to change your mind.
Yeah.
And he had to live up to in private the things that he was saying in public.
All right, next one.
Uh, if it makes you a worse person, it's not success.
If starting a business tears your relationships apart, makes you bitter or
frustrated with people, then it doesn't matter how much money it makes
or external praise it receives, that's not success.
What do you want your life to look like, right?
I think it's very easy to go,
these people are successful, I'm gonna do what they do.
But if you don't have a sense of day to day
what you want your life to look like
or who you want to be in your life,
it's very easy to lose your bearings very quickly. Because you're going to get offered things. Do you want to go over here? You want to do this? You want to do that?
That's where the audience capture thing comes in too. You are doing what makes rational
sense or is in your immediate self-interest, but it may well be taking you much, much further away
from where you wanna go or where you should go.
Then you wake up one day and your spouse leaves you,
you wake up one day and your children hate you,
you wake up one day and you go, oh wait, I'm the bad guy.
You know, like I'm not a positive contributor to humanity.
And so I think being really clear with yourself
about what success looks like is really important
because if you start to get it,
it becomes this rocket ship that you're riding on
and you are not gonna have the control then of it.
Isn't it strange that the judgment we all have,
most of us have about what is success.
We have to swim so fast upstream to get towards something which we probably actually value.
Almost I've got this really lovely idea I'm working on with a friend at the moment about
hidden and observable metrics.
And it's my contention that we often trade hidden metrics for observable metrics.
So for instance, hidden metric might be time that you get to spend with your kids, quality of sleep, how much you don't need to work. And we'll trade that
for an increase in salary. We'll trade an increase in salary for a longer commute, which
downstream from that, how much more stressed are you, you less time with your kids and
blah, blah, blah, blah, blah, blah. Because the best game in the world is money and job
title and the way that you look and
But what is it that you actually do and trying to bifurcate that's the observable metrics are
Easy to compare against other people and so we default to them because we go this person has it
So having more than them is winning. This is where that competition
Impulse is so insidious.
Whenever I hear someone tell me that they have a certain number of books that they're trying to
sell, they're like, I want this book to sell a million copies. I'm immediately not interested
because I know that they just pulled this number out of their ass. There's no reason that a specific
number is a goal. So they've already said that their goal
for the project is not to write something amazing.
It's not to write something meaningful.
And also what timeline are we talking about?
You know, are we talking in any year
or are we talking 50 years, right?
So what they have effectively done almost always
is they heard some book that they like sold
this many copies and then they've said, well, that's my thing.
As opposed to figuring out their own race and thinking about it in a way that's sort
of up to and about them.
So yeah, we look at people who have achieved things and we don't spend a lot of time thinking about what it's like to be that person.
100%. Dude, I'm obsessed with that question.
Yeah.
And it's, Neil Strauss was sat in that seat a couple of weeks ago.
How is the best?
I first time I met him, we got on super well.
Like he's, he's a real one.
Um, and he told me, do you know what the title of his next book is?
No.
Uh, it's called the power of Low Self-Esteem.
Fucking awesome.
I've texted him a bunch of times,
because I was like, dude, I just want you to know
how sticky that idea is.
The power of low self-esteem,
you know, and the courage to be disliked, it's a lot.
Like it's kind of in that sort of oxymoron kind of way.
But I'm beyond obsessed with thinking about the price
that people pay to be someone that other people
admire.
Yeah.
Like Elon Musk, that conversation he had with Lex Friedman, he was like, most people think
they would want to be me, but they don't, they don't know, they don't understand.
My mind is a storm.
And then I've got this, which I've been wanting to drop on you for a little while.
So Winston Churchill was, he's got this letter from his father when he doesn't make
it into, uh, Sandhurst.
Have you heard this letter?
Yeah.
It's just so fucking phenomenal.
His father sort of accuses him of being as risking being a social waste role.
One of the many upper-class tops that never makes it no longer.
Will I ever lay even the slightest piece of credence at anything that you say, dot, dot, dot, your mother sends her love.
Churchill was 19 and it's just, you know, I read this thing and I see someone that's
driven to go and do phenomenal things and maybe as one of the greatest military leaders,
like one of them ever.
And you think I bet on V-Day, whenever it was June 30th, 1945, something like that.
I bet on V-Day, whenever it was June 30th, 1945, something like that, I bet that, you know,
he had this brief relinquishing of the internal tyrant.
And then almost immediately it would have come back.
There would have been no respite
from his degree of low self-esteem.
And that was why I was like, dude, you fucking nailed it.
There's a great book called Churchill and Son
about Churchill's relationship with his own son, which was so much better than his relationship
with his own father, but still fundamentally.
Suboptimal.
You see the just generational wounds that being a shitty parent can have on a person.
And yeah, if you, if you think doing all these things is gonna make dad finally proud,
you're gonna be very sorely mistaken, right?
Because he's supposed to be proud from the beginning
and he's supposed to be able to make you,
you know, Mr. Rogers would say,
like you make the world better just by being you.
The role of a parent is to communicate
that fundamental fact.
You are enough.
You are enough. You are enough.
I like you as you are.
Um, and sure. It's, it is an incredibly powerful motivator to not feel that way.
Um, it's also an incredibly tragic motivator and ultimately
destructive form of fuel.
It's a potent, but toxic fuel.
Yeah.
It's fuel that destroys the engine.
It's a one-way trip.
You can't come back from it, you can't adjust.
And it ruins all the things that you end up achieving.
I think there's an interesting sort of two-step process
that you can go through.
I've spoken about this with another friend, Alex,
who very much is driven by that fuel.
I wanted to make more money than my father had made in a year,
then in a decade, then in a lifetime, then in a lifetime, in a day.
And, you know, he's just sort of...
And then you tell your dad, he's like, well, what about this?
You know, it never happens.
But one of the things that I quite like from him,
which is like, kind of like alchemy with this,
when you're at the start of any journey,
you're going to have bitterness and resentment
and a point to prove and a chip on your shoulder
and all of those things.
And I think that what you really just need
is activation energy to get started.
And I think that in the beginning using like,
it's a toxic fuel that you can't use for too long.
It's potent, but toxic in the longterm.
Like that's the framing for me.
I'm like, you know, when I think back to the reason I started
any of the things that I started, it was to prove all of the people from school wrong to, you know, get out of this culture
that I didn't really like all of the rest of it. And I'm like, right, okay, I don't need to necessarily
feel ashamed of using that fuel. I do need to transcend it and know that I can't keep on relying
on it. But I also think, look, if you're somewhere that you don't want to be, use what you've got.
Sure.
And just not for too long.
It's kind of like those rockets, you know,
they're dropping fuel tanks and engines as they go,
cause you need different rockets
to escape different levels of the atmosphere.
Yeah, it's very hard to go from nothing to something
without some kind of motivating factor.
But the sooner you realize you're never going to get the
satisfaction that you want. They're never going to admit they were wrong. You know, you're, you're
never, it's never going to be satiated the better, right? You have this moment where you get the
thing that you want. You get something that you worked on for a very long time. You get it. And
this is a pivotal moment in every ambitious person's life, right? You win a gold medal, you make the varsity team,
you get a check for an incomprehensible amount of money.
And I remember I was mowing my lawn
when I hit number one for the first time.
And it feels like, people go, what does it feel like?
It feels like fucking nothing.
It feels like nothing.
It doesn't feel like anything because nothing has changed. The work didn't change. The only thing
that changed is someone recognized it in some way and it almost certainly was not the person or the
people that you wanted it the most from. So in that moment, you win the Super Bowl, do you go,
in that moment, you win the Super Bowl, do you go, okay, I've now eliminated this fallacy,
this idea that if I do this, I will feel good.
Because you don't feel good, that sadness or emptiness
or weirdness you feel, you either eliminate it
as a possibility and then you can continue doing the thing
from a new motivation or a new understanding because you actually continue doing the thing from a new motivation or a new understanding, because you actually like doing the thing, or you want to have
some positive impact on the world, or you just want to see how far you can take it.
Or you go, Oh, it's because it wasn't.
I got to do it twice.
I got to prove that it wasn't a fluke.
I got to prove it wasn't a fluke or I, Oh, it's, it's not that I won one super
I have to win the most super bowls, right? It's not that I made a billion dollars. I have to make the wasn't a fluke or I, oh, it's, it's not that I won one super. I have to win the most Superbowls, right?
It's not that I made a billion dollars.
I have to make the most money there is.
I have to, I, yeah, I have to, I have you go, oh, it's just the dosage wasn't enough.
The gold posts keep getting moved.
How, how possible do you think it is to realize that the mountain is the wrong
mountain to climb without having climbed it?
Probably impossible.
I think there's some-
I've battled with this a lot.
Ineffable, like here's the thing.
So it's not hopeless.
Like people who are listening to this and they're like,
just, it is easy for you to say I've never done.
I get it.
You're gonna have to experience some of this to get it.
But what you're hearing now
should help you recognize that pattern when you're in it faster.
So you don't have to come to this same hard one epiphany
or understanding, which by the way, almost every appears
in every biography and memoir and character study
and work of art and literature ever.
You don't have to discover it on your own.
Just take it, let it sit there.
There's a, there's a, there's a, there's a, character study and work of art and literature ever. Um, you don't have to discover it on your own.
Just take it, let it sit there.
There's a, uh, there's this experience you have where you read something and you
either it doesn't make sense to you or it doesn't register to you at all.
And then years later, something happens or you experience something and you go,
that's what that was about.
Pieces come together and a lot of what you're doing early on in your career
and life is just accumulating those things.
So you don't know that this is gonna be the final piece
of that puzzle until later.
It's so funny, man.
Like I'm glad that you said,
I think it's essentially impossible
because I've kind of arrived at that as well.
It's far easier to achieve our material desires
than to renounce them.
And that goes for status fall,
validate, you know, pick your domain of pursuit of choice.
But it's kind of funny where,
I think I've believed and known that insight.
I'm like, would you believe this is true?
Yes, yes.
And do you genuinely believe it?
Yes, yes, I genuinely do.
And are you still gonna pursue that thing?
Yes, I am. Like do you genuinely believe it? Yes, yes, I genuinely do. And are you still gonna pursue that thing? Yes, I am.
Like it's one of those lessons that you want,
you want to face palm yourself to like implode your own head
that hard because you go, I knew this and I believed it.
And I still had to go through that.
And maybe that's just like the cost
of doing business as a human.
Look, it's very hard to become successful at something,
to make a lot of money, to master a craft,
but in many ways it's easier to do that
than to have self-awareness and self-understand.
Like there's an expression,
it's easier to be a great man than a good man.
Like it's easier to win public office,
build an institution,
make your mark in history than it is to just like
be a good dude, be a good human being.
And I would say the rare thing is to have both.
Like how many people can be great at something
or be world-class at something.
Maybe it's impossible to be the number one
all-time goat at something and be balanced, but to be like
in contention in the league and have a balanced
normal family life be a part like that.
And so to me, if the sooner you can go, okay,
actually that's the mountain that I want to climb.
Correct.
That's a worthwhile mountain.
That's a mountain that has a positive impact on
the people around me. And so like's a worthwhile mountain. That's a mountain that has a positive impact
on the people around me.
And so like I just did this book on the virtue of justice.
I think when people hear justice,
they think like legal system and law and politics
and that can be part of it,
but like just the fundamental level to decide
what you're going to be great at.
There's a quote from Mark Sturlus, which I love,
because he's writing this in Meditations himself.
He goes, a better wrestler?
Like, cause that was his hobby.
He liked to basically do an ancient form
of mixed martial arts.
He's like, a better wrestler?
He says, but not a better friend,
a better forgiver of faults, a better citizen,
a better human being.
And so he's saying like, look, why am I working?
He's like, I'm working at getting better at all,
but where am I working on just being a good friend
or a good human being?
What am I optimizing for?
Yeah, and so the decision to say, hey, actually,
these two goals are, they're not in conflict
with each other, but there's a tension to each other.
And the decision to not be what they call
an art monster
is great.
Like Hemingway, great writer, shitty human being,
like leaves all sorts of damage in his wake.
And that's so true for like a lot of the people
that we hold up.
And so the decision to go, hey,
maybe what I'm aspiring to is to not be a better writer
than Hemingway, but to be a really good writer, but not such a piece of shit.
Significantly better person.
Yeah.
Yeah, dude.
What's easier?
I'm obsessed with this whole sort of section.
I must have thought about it probably more than any other topic for the last few years.
Yeah.
So what are you optimizing for?
What are you sacrifice?
Are you sacrificing happiness in order to be successful so that when you're finally
sufficiently successful, you can allow yourself to be happy.
If you just cut off this sort of need for validation.
Oh dude, it's so interesting.
It's so, so interesting.
All right, let's do one more.
Let's do one more and then we can get into the new book.
What do I love from these?
This is good.
Stop wanting things to be easy and prepare for them to be hard.
That seems pretty straightforward.
You think you want it to go,
you think you want all green lights
and you think you want all the things to pop every time.
And, you know, show me someone for whom that went well.
Where you build it.
It's like, look, you want to be,
you think you want to have all these natural resources,
like you want to be super tall, you'd be wonderful if you build it. It's like, look, you wanna be, you think you wanna have all these natural resources,
like you wanna be super tall,
you'd be wonderful if you inherited money.
And then you look at the people to whom that advantage
also created a pretty great deficiency.
And then you go, oh no, maybe you need just,
there's a right amount of struggle and difficulty.
You don't want everything to go wrong, but it's probably not going to all go right.
And, and so when you get those, those moments of struggle to just, but this is actually
what I asked for, like this is, this is what I need.
Um, you can, I can make the best of anything.
That's kind of how I think about it.
I've heard you say before that you're a naturally anxious person or you have a, a,
a sometimes anxious disposition,
how have you overcome that or how do you deal and compensate?
I'm working on it all the time. I mean, I go to therapy for it. I build a routine around it. I
build, you know, I built my life around it. It's understanding like my desire to control things
or have them be a certain way is a recipe for misery.
It's usually the expectation or the desire
that gets you into trouble, right?
Like I need it to go this way or it will be stressful.
And what I notice in my own life, what I'm working on
is I noticed the way in which this is where you know
you have a compulsion about something.
Like it's one thing to just be like anxious,
like, hey, is this guy gonna fall?
I don't wake up just feeling anxious like that.
What I do is I create sort of a cycle.
So I pack things or I set things up in a way
where they need to go a certain way.
And then the reward for them going that way is not good,
it's relief.
And so you have this sort of compulsive cycle
where you are creating tension and stress.
You're just ratcheting that up, the stress.
And the only reward is that there's some
moderate release of the stress.
It's never good.
Yeah, Oliver Berkman calls it productivity debt.
Yeah.
He says you start each day at minus 10
and the best that you can hope for is to get back to zero.
Yeah.
You don't start at zero and good things take you to plus 10.
Yeah, and it's a very fragile place because all these things have to go right for you to feel. Yeah. You don't start at zero and good things take you to plus 10. Yeah, and it's a very fragile place
because all these things have to go right
for you to feel not shitty.
Not like, hey, if everything goes right,
you're like, what an awesome day.
But if everything goes right,
you feel like you kept everything perfectly balanced.
Correct.
And that's it, yeah.
Take me through the highest return routine things
that you do.
You know, it's weird.
I'm very routine oriented person.
A lot of what I'm trying to do in having kids
has been really helpful slash also awful
in the sense that your control over that goes away.
And so, you know, just realizing like,
hey, if I try to keep things this way,
maybe I can keep them this way.
I can keep them this way till my kids are 17 or 18.
And then I'll wonder why they don't wanna come home
from college, right?
So realizing when you have systems or habits
or, you know, practices that are in conflict
with other things that are important.
So this thing that I've developed that's been a cycle
that's, let's say tolerable for me,
slash rewarding for me is now in conflict
with this other thing that's important to me,
which is like the happiness of my household.
Yeah.
And so I don't have a good answers to this one
because it's something I'm still working through
and reading a lot about and talking about and working on,
but like realizing like, oh, I've created this like cage
that I'm in.
And that seems like a strange reward
for being successful at the thing that you do.
Not that I'd mind being disciplined or whatever, but I'm saying that like the reward for getting
to a place where you don't really need
to think about money.
You don't really have anything to prove.
You're your own boss.
You decide what you work on and you have skills
should not be waking up at minus 10.
Yes.
You shouldn't wake up at plus 100.
You know, that's probably delusional, um, and not
conducive to doing good work or, you know, being a nice person.
But like, if you can't get to a place where you feel good,
where you feel full, um, from that.
Probably more, it's not going to get you there.
It's like a negative hedonic adaptation in a way that as my capacity increases and my
expectations about myself increase, I don't take more pleasure and gratitude in the things
that I've done and the skills that I've accumulated.
I just continue to ramp up the ever increasing relative goal that I have.
And yeah, I mean, dude, what an interesting insight to think about the fact, if everything goes well,
I end up in a place where I'm in more of a cage
than I would have been in before,
if I don't think about it carefully.
Yes, my seven-year-old said something the other weekend.
He was like, we've got, I was like, we gotta go,
you know, like, let's wrap this up, guys.
And he's like, we've got, he goes,
my seven-year-old goes, you know, we've got nothing to do and nowhere to be. And he's like, we've got, he goes, a seven year old goes, you know,
we've got nothing to do and nowhere to be.
And he was totally fucking right.
You know, we have, it's Saturday.
It's Saturday.
Wisdom bitched by a seven year old.
It's Saturday.
Like there's nothing on the schedule.
There's nowhere we have to be.
There's nothing we have to do.
And yet what I'm doing is the thing that served me so well
as a person, which is-
Control. Control, don't waste time, do things efficiently, And yet what I'm doing is the thing that served me so well as a person, which is. Controlled.
Controlled, don't waste time, do things efficiently,
go to the next thing, squeeze one more thing in.
You know, first off, it's nonsense.
And second, I get rewards from that, right?
But like the cost is born by this person who's never been to this restaurant before,
or has to be in school all weekend. This is his weekend, right? So realizing that like, yeah,
the, if the reward is not, look, the reward for success should not be that you just do nothing and you're good,
but it should also relieve in some way the emptiness
or the needing to prove, right?
Like you should be coming at it from a place of enoughness
rather than the same sort of compulsion or emptiness.
Scarcity cycle.
Exactly, cause it's objectively not true anymore.
Yeah.
Yeah.
I, uh, I have a good amount of work to do before I have kids.
I can't wait to be a dad, but that is going to be a red pill and a half for me to-
It's good to try to do that work before.
And then in some ways it's like the, you know, you've got to succeed to realize success.
Not gonna be, you have to, you have to just do it.
The forcing function of the child is ultimately going to be the thing.
Because it changes you like hormonally and, and biologically and logistically,
you know, it just changes you in every way.
And so all these things that you could only consider or
contemplate before are now real.
And you also have this thing of the consequences
of your decision.
You realize the willingness with which you would subject
yourself to abuse or consequences to your decisions
and just grit your teeth and bear it.
You have to be a real asshole to not be affected
by watching the consequences of the decisions
or habits or lifestyle that you have manifest in a child, an innocent person.
Isn't that interesting that it's kind of like that, I think on average people finish 50%
of antibiotics courses, but they make their dogs finish 95%.
That you know, we're prepared to torture ourselves in a way.
But the second that we have this external thermometer type thing that saves things
like we've got nowhere to go and nothing to do.
Well, have you done any inner child work?
I'm going to leave from here to go and do some. I've been doing it every twice a week for a
couple of months now.
It can be, it's been a transformational thing for me, but I was very stuck understanding
who and what that child was.
Like my memories of childhood are not great,
which is not a great-
Let me fix this thing I can't remember.
Well, which is not a great verdict on your childhood.
Like most people either really good or really bad,
they know what they were feeling
when they were six or 10 or 11. And you're just like, I don't really remember. That's
indicative in and of itself. But when you have a physical manifestation of you at every age
and every day, it's you one day older. This isn't a reason to have kids, but it's a very
This isn't a reason to have kids, but it's a very powerful thing about having kids is suddenly you go, oh, this is what a seven year old thinks. This is what a seven year old needs.
This is who, and they look like me and they talk like me.
You started to see yourself and your own development arc, despite the fact that much of it was omitted from your own memory in the experience of.
And you can have compassion and feel like the part
of what inner child work is, as I understand it,
is about loving and reparenting that child
who if you're disassociated from that person,
that can be difficult to do.
If you've got a surrogate you in front of you.
You're like, you know, and you also have this benefit,
this reality of like, you can see that seven year old interacting with your own parents.
And that's also illustrative because then you're like, oh, okay, I see.
That's so interesting.
This is what they obviously need in this scenario.
And this is what they're incapable of giving in that scenario.
It makes sense.
So that's been a powerful thing.
Who knew that having kids was the ultimate therapeutic tool? That's what should be prescribed.
We don't need psilocybin therapy. Everybody have a couple of kids and just watch them
like a hawk.
There's a scene in that Churchill book I was telling you about where he's sitting talking
to his son and his daughter-in-law.
And he just hits him and he goes,
I'm pretty sure I talked to you this evening
more than my father talked to me
in his entire life, cumulatively.
And so that's an insight that you can only really have
with the next generation.
Well, I think certainly for me, I'm an only child.
So there's no split test.
Yes.
There's no one there that anchors other memories.
Do you remember when we went to the thing
and this fish and chip shop and that happened?
There's none of that.
And-
So you don't know what's real or not.
You don't know what's real.
There was never, there's no additional vantage point
to look at your memories from or to prompt things
that are just latent and probably would be pulled out in that same kind of a way.
And yet there's no nothing to compare and contrast against.
Like that's just childhood.
You know, it's just, that's just the way that it was.
You have no idea.
Is this normal, abnormal, better, worse?
Like there's no, there's no such thing as
relativity in this.
It's just absolute.
Uh, yeah.
How fascinating, man.
I'm, I'm, uh, I'm really happy that you're using.
Holistically healthily using, uh, raising a kid to
also improve yourself and sort of work on yourself
as well.
That's a really, I mean, what a gift as well that
you're unknowingly that your son is able to give you, you know, just simply by being that he's able to give you this
thing where you go, wow, like by raising him and being rewarded for it, I'm also like fixing myself.
But it's a choice you make, right? Because you go, hey, get in the fucking car, right? You could,
you like, and I can, you can, you, right? You can see the choice that parents make.
And I see this because I do this thing called Daily Dad,
which is like a parenting email every day.
And you can see, like, I basically cannot look
at the comments anymore because the shitty dad energy
is so like triggering for me, you know?
Like the things that people manage to disagree with,
you know, it's interesting.
But yeah, you can decide to,
it just hit me at some point, I go like,
think about the pain I feel or the problems I've had
in my life because of things from my childhood
and how those had been passed down generationally and then the decision to go.
That the default is that that happens again.
And so if you want it to go differently, the amount of work
that you have to do is considerable.
I think that's a really heroic thing for guys, especially, you
know, we're going to get onto it when we talk about justice, but you know, a modern crisis of masculinity and men finding purpose and all of the rest of it.
Really, if you're millennial, maybe even Gen X, but millennial, Gen Z, your parents and you come from different universes in many ways, and they didn't have the tools to be able to do this stuff.
And I'm sure that had they have had the tools, they would have made changes that would have blah, blah, blah.
But you do.
And I mean, what is more heroic than acting as a breakwater or a dam from
this sort of weird parental generational patterning, trauma response, coping
mechanism, all of this stuff being like, Hey, guess what?
It ends here.
Yeah.
This is the end.
Mm-hmm.
Yeah, or I'm going to do my best to make it not as much.
Mostly ends, it mostly ends here.
Yeah, yeah, but no, no, that, like, yes,
again, we tend to think of justice as like, okay,
like philosophers wanna debate like the trolley problem,
or let's discuss whether we live
in a computer simulation or not,
or we wanna discuss, should it have gone this way
or that way at this sort of historical
or political juncture point.
And it's all very interesting,
but much more imperative are the sort of day-to-day
decisions we make as people in our own lives.
And you wanna talk about multi-generational impact.
Chances are 95% of the work that all of us do will be very quickly forgotten.
But like I'm affected by choices
that my great grandfather made.
I'm very affected by choices my grandfather made.
And I'm extremely affected by the choices
that my father made.
And so that the decision to focus on that sphere,
just as much as you focus on the others
is like a critical
responsibility to assume.
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You're in the middle of the four stoic virtues at the moment.
I think maybe the only one less sexy than justice is temperance.
So why say that justice is the most important, like what happens without
justice? Justice is, justice is what most important? Like what happens without justice?
Justice is what everything else has to be directed towards.
So the courage to put yourself out there to take some risk,
is it admirable in pursuit of a socially destructive end
or a nonsensical end because you've had your brain
scrambled by things that you watched online.
It's funny, temperance is not sexy.
So I render it as discipline and it's far and away
the best performing in the series
and almost certainly will be.
Because it's a thing people think they want
and definitely need the most.
Justice to me though is the North Star,
the value that unlocks the others.
If you don't have a code, a moral compass,
a sense of what's right and wrong
or why you're here or not here,
what is any of it for?
What is the, talk to me about the relationship
between justice and the other three.
Marcus Aurelius' line is,
the fruit of this life is good character
and works for the common good.
I like that definition of justice.
So first off, like just the things that you control.
Do I keep my word?
How do I treat other human beings?
You know, like what ethics do I operate under? How do I treat other human beings?
Like what ethics do I operate under? How do I run my business?
How do I, do I litter or not litter?
Just the little decisions we make
about what kind of person we're gonna be.
That's character.
And then the other side of that is the impact
that we try to positively have in the world, in the political
sphere, the social sphere, the things we write, the things we say, do we participate in the issues
of our time. So that tension, the balance of those two is how I would define this idea of justice,
like what the right thing is. And then the other virtues are in pursuit of that. Like courage,
if we lived in a perfectly just world,
it wouldn't take any courage to pursue these things.
But we don't, right?
In fact, most of the people that we admire,
say a Martin Luther King or a Gandhi,
we admire them simultaneously,
not just for their strong sense of right and wrong.
They're not just these monkish figures
who retreated from the world, but the way the courage and the tenacity with which they brought that thing into being. And
then we throw the fourth, like the learnedness and the astuteness in some cases, like the political
genius of them, this is where the discipline of wisdom comes in.
So there are these inseparable interrelated virtues that for the most part, you cannot separate.
Knowing what the right thing is and doing the right thing are very different things.
And so even the virtue of justice, just having a good conscience is in and of itself only
so valuable.
So that's why it's right thing right now.
Yes.
Because presumably deeds are important here.
There's no point in just thinking about justice.
There's a role of practicing and actually doing the thing.
Yeah.
I don't know about you, but I like, I didn't spend a lot of time in the book in these sort of incredibly complex philosophical discussions
about, you know, should you do this or should you do that?
I tend to find, at least in my own life,
knowing what the right thing is,
is usually pretty obvious to me.
Should I say this or not say this?
Should I go with this or that?
Should I work with this person or not work with this person?
Should I refund this money person or not work with this person? Should I refund
this money or keep this money? You know, should I buy this or buy that? Like what is right
is usually pretty obvious. Where the complexity comes in is when the mind works on the reasons
why you don't have to do it this time or you don't have to do it right away. Um, and so that, like, I wanted to, I wanted to try to do, to just say, do
the right thing felt to me insufficient.
It's doing it now.
You know, like we tell ourselves, Hey, I'm going to, I'm going to go do all
this stuff that I'm going to be really rich and that I'm going to be a
philanthropist where I'm not a garbage person, you know, and then how many people make that turn? We don't make the turn.
And so that's sort of where I was coming at it from.
Florence Nightingale pursuing, actually doing a thing, competence, pursuing justice.
What was the story there?
So she's this young girl in England.
She has rich parents in Victoria in England. The expectation of a girl of her stature is, it's not just
there's no expectations.
There is an expectation of no expectations.
Like you are not to do things.
And so she, she just hears one day she hears this call that,
you know, from above that she should find a vocation that she should help
the less fortunate.
She gets called to nursing and her parents are like, are you out of your fucking mind?
Uh, you cannot do that.
It was like, it's considered almost worse than prostitution that I like a, a young rich
white woman would, would be in the same room as these.
It'd be like Kim Kardashian working at KFC or something.
Yeah, dirty, rowdy soldiers.
There was all this immorality applied to it.
And so she, based on the sort of the social pressures
of her time, she ignores the call for eight years.
Eight years later, she gets the call again.
So 16 years go by of her just ignoring the call. And then finally,
the call becomes much more explicit. And again, to her, there's a religious connotation to this
call. But the call is, are you going to let what other people think deter you from being of service
or being in my service? And she finally decides no, but she realizes that she has to break from her parents
in order to do this.
Not just from her parents,
but from all conventions of the time.
And so she does, she decides to volunteer in this hospital.
And she very quickly realizes like,
there was no place more dangerous
in 19th century England than a hospital.
Like your mortality rate in a hospital
was exponentially higher than anywhere else
because that's where they sent all the sick people
who got the other people sick.
The idea of like keeping a window open
or treating wounds or washing your hands,
not all this was not there.
And so she realizes,
I think this is another important part of this idea
of doing the right thing.
She realizes that doing the right thing
isn't just this place or this thing
that you come at from your heart,
that you have to develop like actual competence
in the thing you wanna do
and the good you are trying to do.
Because without the competence,
what real impact are you able to have
with your good intentions?
Yeah, she says only in medicine would we have to come
up with this idea of first do no harm,
because that was not the status quo at that time,
that like most of the things were well-intentioned,
but ultimately harmful.
And so she actually starts to study these things
and she's like, hey, maybe actually none of this shit
we're doing matters if we just fed people better.
If we stop giving them moldy, rancid meat,
might they just survive?
And so she sort of re-imagines medical care
from the ground up.
And she becomes like, there's this famous Longfellow poem
about Nightingale
and she's this, you know, apparition in white
and this is beautiful.
And one of her aunts who volunteers in the hospital
with her was ultimately that's the thing,
when people have the courage to pursue something,
they often bring people along with them.
And she says like, I hate this poem
because that's not what the job is at all.
She's not going with a candle from bed to bed helping people. She's like, I wish you could see her writing the letters and
pouring over balance sheets and fighting for resources and
insisting on sanitary standards.
She was like, it's this incredibly unsexy, bureaucratic battle that she is a master fighter
in that is saving these lives.
Right?
So like one of the things I really am fascinated
by is not just people who are morally correct,
but people who had the political will or the strategic
mind or the organizing capacity or the PR mastery to change public opinion about a thing or to build
a movement from nothing. We see this now, young people get upset about stuff and they're like,
let's protest because the civil rights movement was based on protest. But do you know why the
civil rights protesters protested? It's because it was illegal for them to protest.
It was a very deliberate tactic to seek conflict with the police, just as Gandhi was doing,
for the police to morally undermine their authority by enforcing unjust laws.
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Yeah.
What was the, what was the Gandhi story?
I mean, Gandhi understands, uh, got the British were laughably outnumbered in, in India.
The, could, could he have led a guerrilla movement against the rule of the British?
Almost certainly.
Could he have led like a violent uprising against the British, almost
certainly.
But he understood that it wasn't just about self-rule in the political sense, but it was
about self-rule in the spiritual and economic sense.
It was about becoming independent masters of oneself. But we don't
give Gandhi enough credit for the geniusness, for the genius with which he was able to take
on the greatest military power of the day without military means, and not just like
kind of defeat them, but humiliate them. And the political astuteness with
which he operated is again something we don't understand that nonviolence was both an invention,
like a tactic that did not exist before, and also a genius tactic in a world of mass media,
which he operated in. That what he was doing was performing for the
newspapers at home and undermining colonialism as a whole. The salt march was done with the
intention of- What's the salt march?
So he marches from the interior of India to the coast to gather up salt, which was heavily taxed by the British. Basically, the British, they don't actually conquer India. They just conquer and loot its resources. And
then they use the people who lived there as the means of financing this and the labor to exploit
it. And Gandhi proposes this campaign
where they'll go on this like 20 day march
from the interior of India to the coast to gather salt,
which was forbidden without paying a tax.
And the, so first off, just a 20 day slow moving caravan
is itself this media story.
And, you know, this is also the beginning of cameras, like video cameras, but mostly radio
and newspaper reports. And the culmination of it with the clash with the British where unarmed
protesters are being slammed with rifle butts and their hands are being smashed by boot heels is to illustrate the moral
abomination that is inherent in colonialism and to ultimately make occupation and exploitation
politically and morally untenable. Gandhi fundamentally understands Christianity and what its levers are, and
he's exploiting, he's shoving it back in their face. This is who you are, this is what's
being done in your name.
Forgiveness, grace, yeah.
How you treat the meek. And so Gandhi as a political strategist, we don't think about enough,
which is one of the things I got really excited about in the book.
But given that there's lots of corruption in the world, why play by
the rules when other people aren't?
What do you mean?
Oh, we're talking about justice here.
We're talking about doing the right thing.
Largely.
Why be a good person?
Yeah.
There's loads of corruption in the world.
Other people don't need to choose to not play by these rules.
Sure.
They get some advantages.
So the expedite success, avoid failure, do the thing, look cooler or all the rest of it.
Why should, Eddie, why should we play by the rules?
Yeah.
Look, keeping your word is expensive.
Uh, giving a shit about how your decisions manifest themselves in the environment or other
people. These all add costs to the bottom line, right? The idea of caring about whether your
employees get to make a living wage or not is in some ways self-destructive, right?
Like in a fully capitalist society, it's a bad call.
But I think you can make two cases for it.
The first would be like what John Mackey
at Whole Foods would say, is that like,
when everyone wins, actually the business does much better.
The idea of thinking about expanding your definition
of stakeholders actually creates a more sustainable and viable
business. And also in a media world makes it easier to market said business, right? Like when
there's not a lot of transparency or visibility, you can get away with things that I think are increasingly less possible.
Um, the Stokes talk about not doing anything that requires walls or curtains.
You know, full transparency from what you do, what you say, what the public appears
to see you as.
And in certain environments, there are walls and curtains, but in a media
world that can go away like that.
So the thing you thought you were getting sure the
sweatshop in China is abysmal, but China's many
thousands of miles away and nobody cares.
And they don't care until they care.
Right.
Then you find out in this thing that you thought
was saving you 12% a year on your margins
is evaporated in one singular PR crisis. That's the first thing.
That's the first. The second is, well, what kind of person are you? Like there's a stoic argument
or there's a Christian argument that you treat people well, you don't treat them poorly because
eventually you die and you get judged in heaven.
I think that's one argument.
I think the other argument is there's a hell on earth
that you can live in also.
And that's a hell where you have to live in denial
of the consequences of your decisions on other people.
So the reason not to do it, the reason to be honest,
the reason to be decent, the reason to be kind is,
it sucks to not be those things.
It might make you somewhat financially more successful
to not be those things, but to what end?
What do you do?
What do people spend the money on?
They spend the money on trying to feel good
and you can just feel good by doing good.
So living with the consequences of your decisions.
I love that idea about like having to deny
the things that you did to yourself.
There's an expression that the things you work on,
work on you.
Yes.
And so if your business, if your life, if how you've set up what you do is
inherently exploitative or merciless or toxic, I think it's very unlikely that
that is not worming its way into who you are.
The person that you have to be
to turn those things off inside you,
I think ultimately comes back around.
And I'm not just saying that in a karma way,
I'm saying that the blind spots that you have to develop,
the indifference that you have to develop,
sets you up for a kind of catastrophic failure or collapse.
You end up making the decision or the decisions
that there is a seed of destruction in that.
Even in a less utilitarian, transactional, literal way,
most of the people listening to this, if they're an hour and 40 minutes into me Utilitarian transactional literal way. Yeah.
Most of the people listening to this, if they're an hour and 40 minutes into me and you waffling on about bro psychology, bro philosophy, they already think and
reflect and ruminate, they consider, they, they are asking themselves questions.
Like, is this the best that I could be doing with my life?
are asking themselves questions like, is this the best that I could be doing with my life? If you think that you are going to be able to do something which really goes against
your principles, your honor, whatever code of conduct you want to live by and not know
that you've done it, you're kidding yourself.
Like if you are a thoughtful person, this is Alain de Botton says, loneliness is a land of Bataan that says, loneliness is a kind of tax we have to pay
to atone for a certain complexity of mind.
And the loneliness side,
I've got a sort of mixed opinion
on which I've changed recently,
but certainly there are taxes that you have to pay
to atone for a complexity of mind.
And one of them is that you cannot hide things
from yourself in the fog so much anymore.
I think that's right.
Or the things you have to do to maintain the fog become dangerous in and of themselves.
So the kind of oblivion or obliviousness that is required to maintain the fictions is so intense that I think, you know, eventually you end up destroying yourself.
What was Marcus Aurelius' solution to always keeping your word?
What do you mean?
Well, he was someone who seemed to have a massive amount of transparency between what he did publicly,
what he felt privately and sort of what his intentions were, what he wrote,
what he, the way that he behaved.
How did the most powerful man in the like fucking known world
avoid the temptation of not keeping his word?
This is why the study of history is so important.
So Marcus Aurelius has these two role models in his life
and it's helpful to have this. He has the positive
role model and the negative role model. So, Marcus Serrius, he has this, he's kind of like the boy in
The Emperor Has No Clothes as a young boy. He's in the court of the Emperor Hadrian and he's just
like notoriously honest. He had like no filter and Hadrian actually nicknames him
like the truest one.
It's a play on Marcus's name, which in Latin meant true.
And so he's just like this,
the purity and the honesty of this little boy
and Hadrian senses something in him in that.
But Hadrian was a degenerate, destructive,
sort of everything that you think that being, having absolute power would do to a person,
it does to Hadrian.
He gets worse over time.
And towards the end, where Marcus lives with him,
in this palace, this sort of pleasure palace,
monument to his greatness, surrounded by sycophants
and a secret police, he's haunted by the ghosts of the people that he killed.
It's a terrible, sad, destructive end.
But Hadrian does one good thing,
which is he sees something in Marcus
and he wants him to succeed him, but Marcus is too young.
So he chooses his successor, this man Antoninus,
who becomes known to us as Antoninus Pius. And why does he
choose Antoninus? We're told that he watched secretly one day as Antoninus helped his elderly
stepfather up a flight of stairs. This is moment of goodness, this powerful influential politician
just helping out another human being because this is the guy. So he anoints Antoninus as his successor
on the condition that Marcus has to be Antoninus' successor.
So these three people who are not related set in motion
this incredible transition of power.
And Hadrian probably thought that Antoninus
would live for a few years.
He lives for 20 years.
So Marcus has this handful of years with
Hadrian, the, who you don't want to be, how,
how badly it can go.
And then he has in Antoninus, everything you
would want in a ruler and in a, and a father
in a human being.
And so he has these two models of what he wants
to be.
And like, I think there's this war in Marcus,
this battle, whose vision of him is he going to fulfill?
Which one of these heroes is he gonna follow?
At least from what you've said there,
it sounds like maybe Hadrian even had a degree
of self-awareness about his own flaws.
And he saw in his successor, the seeds of his
successor's successor's success.
I think so.
And, and maybe even saw how corrosive and destructive power
was and the idea that you shouldn't get it too early.
Like what, why doesn't he just, like, why does he, why does he
create this transition plan?
Yeah.
And, and so, so yeah, he does he create this transition plan? Yeah.
And so, so yeah, he sets in motion this plan
and you can see in the beginning of meditation,
Marcus is riffing on Antoninus always,
there's this, he's trying to live up,
he's trying to live up to this model always.
I think he's asking himself in many cases,
what would Antoninus do here?
So when he found himself, he has unlimited power.
He can do whatever he wants,
but there is this check against him always,
which is this sort of person he doesn't want to let down.
It's like an ideal.
Yeah, this person whose faith
and belief he wants to live up to.
And I think that this is a,
the formative influence
on Marcus's life.
And the Stokes talk about, we have to have that in our life.
Who is that person or who are those people
whose standard we are trying to bear?
And that can help us in these moments where,
okay, if I make this decision, people are gonna hate me,
but it's the right decision. I'm I make this decision, people are gonna hate me, but it's the right decision.
I'm gonna make this decision,
it's bad for me financially,
but it's right for my community or for my employees.
And when we have these sort of hard wrenching decisions,
what do we have that sort of swings us
in the right direction out of just, is this good for me?
Can I get away with this?
What will the reaction be?
To me, that's such a critical part
of being this person we wanna be.
You've read some stuff about John Boyd, right?
Uh-huh.
Yeah, he's got that quote about to be someone
or to do something.
That's a be or to do is his famous speech
that he would give to every ambitious,
promising young officer. He's basically asking what's your North Star? Is your North Star to have
positive impact, to serve your country, to make people better? Or is your North Star rank,
power, influence, money, fame?
And these things are in conflict with each other.
And the sooner you make that choice, the better.
And a lot of us think we can defer making that choice
or we deny that it is a choice.
And it's only when you come face to face
with some really tough decisions
you realize you can't have both.
What was that story of Marcus Drusus?
Oh, yes, yes, yes. So there's this famous Roman politician. He's powerful and important. He has
friends and enemies, and this architect notices his house on Capitoline Hill that is partly visible to passersby. And he says,
hey, for about five talents, which is an extremely large amount of money,
and he's basically saying, I don't know, 500,000 or $5 million, I can make your house totally
private. And he says, private? He's like, I'll give you 10 talents, make it entirely visible.
And he's not an exhibitionist.
What he's saying is that he doesn't want the walls or curtains that Mark's really
said we should be wary of the things that allow us to create a distinction between
who we are in public and who we are in private.
The things we think we can get away with
when no one is looking.
And there's a reason,
transparency laws aren't just good for the consumer.
They're good for the creators and the manufacturers too,
because they allow them to not get away with things.
Yeah, that they may be tempted to do.
Yes.
I mean, you know, would it be nice
if we all were the captains of our own soul
and never needed external accountability to do a thing
and never needed the pressure of others?
But we do, this is why accountability buddies
inhabit setting challenges are so useful.
And I've found this with the show when I very first started it.
Almost everybody is able to be unrigorous and inconsistent with the things that they
say.
Yeah.
Because like mum isn't talking to girlfriend, isn't talking to boss, isn't talking to football
team captain about your view on anything.
And you can kind of just sort of flip flop between it.
And one of the things that I really loved, I have a prescription that everyone
should do a fake podcast with a friend once a week records for 30 minutes on
their phone about an idea.
Uh, and the reason that I think it's useful is it causes you to be very
rigorous with the things that you say.
It's good for communication.
It's good for other stuff.
It's like, Hey, I actually need to make sure
that what I said last week and what I said this week
and what I'm gonna say next week is in line.
That doesn't mean that your opinions can't change,
but that if they do change, you have an anchor
that tells you, oh, I don't think that thing anymore.
And why, as opposed to just allowing yourself
to be blown around or to say whatever is convenient
to the person that's in front of you.
Yeah, and to have articulated, hey, I think it's fucked up when people do X.
And now I'm at now later, you find yourself in a position to do X, which you didn't have
the temptation or the opportunity to do before. And now you've gone on the record, so to speak.
And it's a little more real. And I think that's important. There's something about philosophy as something
that you talk about and do and write about yourself
and publish and whatever that I think should keep you,
keeps you honest and makes you better in a way
that just reading a book or thinking
about a thing doesn't quite do.
So yeah, there's obviously as a creator,
you always want to be worried about hypocrisy,
but also like you should be falling short of what you're saying because you should be creating doesn't quite do. So yeah, obviously as a creator, you always wanna be worried about hypocrisy,
but also like you should be falling short
of what you're saying,
because you should be creating an aspiration,
an ideal that is hard to live up to.
What was Harry Truman's perspective on honor and ethics?
Harry Truman was one of the most incredible presidents
in American history,
because basically you have a regular guy,
just suddenly the most powerful person in the world.
And a guy who had struggled,
one of the last presidents to ever go to college,
but he had kind of a very clear moral code,
which actually he literally derives from Mark Ceruleus,
the sort of four stoic virtues.
There's a copy of his meditations,
his copy of his meditations,
his copy of meditations is there with his underlines of like these things.
So you have this guy that studied these people historically
as this fan of history and then he finds himself there.
Suddenly like the most powerful person in the world,
the sole possessor of nuclear weapons,
the only non-ravaged nation after the Second World War.
And now he has to put in practice all these ideals,
all these things that he talked about.
But it's this remarkable story because with Truman,
he literally comes up in one of the most corrupt
political machines in American history.
The Kansas City mob basically is controls
democratic politics there.
And he sort of gets, he runs for office.
They think maybe he'll be someone they can do business with.
And he's so like unflinchingly honest and good.
They're like, we gotta get this guy out of here.
But he's so popular.
They make him Senator because, because like it's,
it's more convenient to have him far away than
they're meddling.
And then he becomes the Senator and, uh, you know,
basically doesn't have the same political ambitions
as all the other senators.
So he gets made vice president and, and, and, uh And then suddenly finds himself president.
And it's just like remarkable trajectory
where you have this fundamentally decent human being.
There's this amazing quote.
They asked a bunch of people
who grew up with Harry Truman, like,
were you, when he became president, were you like nervous?
Like, and he was, and they asked this guy
who was the foreman on a railroad
that Truman had worked on as a boy.
And he said, I wasn't worried.
He's like, that kid is all right from every direction
from his asshole on out.
So you just get this kind of blue collar work ethic
of just like a fundamentally decent human being
that supposedly doesn't work in politics, right?
But it does. It gets in there and then he has to make some of the most consequential decisions of the 20th century that are, by the way,
extremely unpopular at the time. Every single one of them is unpopular. He leaves the presidency as close to the least popular president of all time.
And now is regularly ranked as one of the greatest presidents
of all time, because that's what doing hard right things tends,
that's how it tends to go, is that they age well.
We spoke about sort of transparency between you out to the public,
this sort of scrutiny, the skepticism that can be useful as being a controlling mechanism.
But much of the things that we do are just in private.
It's whether or not you do throw litter on the ground.
It's whether or not you say this thing,
stand up for whatever you blah, blah, blah.
How do we know if we're doing the right thing?
My favorite story in the book is this story about,
there's this poet, Danielle de Prima,
and she's this aspiring female poet.
She's at this party in San Francisco or Los Angeles.
It's all the New York, all the beats are there.
Ginsburg is there, Kerouac is there.
It's where you wanna be.
The coolest movement, the coolest artists all in one place.
And the party's just getting going
and she gets up to leave like nine o'clock.
And they go, where are you going?
Nobody leaves a party like this.
And she says, I've got to go relieve my babysitter.
She had a young kid.
And Kerouac looks at her and goes,
if you don't forget about that fucking babysitter,
you are dead as an artist.
And you could imagine a person without a lot of confidence
or without a lot of confidence
or without a moral compass,
this is where you are inducted into the pantheon
of talented artists who are shitty people.
Like here's a much more successful, powerful person
telling you that success is built on selfishness and partying and hanging out and, you know,
the scene.
And she has the grit.
She looks at him and she goes,
if I don't go relieve the babysitter, I'm dead as an artist.
And she walks out.
And what she would say later is that she knew
that she had given someone her word that she would be
back by a certain time, right? Like that the baby said, hey, I'll be back by eight. But she also
knew she gave her kid her word when she had her, right? That, hey, I'm gonna put you first or I'm
gonna take care of you. I'm not gonna abandon you. And so to her, the breaking of the word and the breaking of the discipline are the same thing.
So the same commitment when you say, hey, I'm going to get up at 9 a.m. tomorrow and write,
or hey, I'm going to finish this by this date because I signed a contract with the public,
these are all the same commitments, right?
I love that story because, again, we think of justice as this high,
falutin, fancy, abstract notion. And it can be, all men are created equal and
saving the less fortunate, but it's also just like who we are in these day-to-day decisions. And when we make these, when we do the harder thing,
when we do the thing that's better for someone else,
but worse for us, you know, that's usually a sense
we're kind of on that right track,
when we're not acting in our own naked self-interest,
but we're considering what the Stokes would call
the common good
or something bigger than ourselves.
That to me is like a check against that.
But I think like, what's the easier thing here?
The easier thing is usually the wrong thing.
And the harder thing is usually the right thing.
They say it's not a principle unless it costs you money.
And asking yourself, hey, am I acting out of expediency here or am I acting out of principle?
These are the kind of decisions that the virtue of justice to me is all about, not, you know,
should we provide weapons to Ukraine or not? You know, what, you know, should we pass this law?
What's the best political solution to this problem?
Again, all of this is extremely important
and part of the virtue of justice,
but it starts with these sort of fundamental decisions
that we make as individuals
over the things that we have the most control over.
Isn't it interesting that there's this odd tension
between what feels like the
right thing to do?
How much is my subconscious going to torture me this evening when I tried to
go to sleep having done or not done this thing?
So there's this degree of instinct and releasing and sort of just allowing
for this to come up.
And then there's also the temptation for that, for some of your instincts to do the exact opposite thing.
So there's this, I need to sort of engage the front brain
and then turn it off.
Well, it's like, it's the same with like
thinking faster, slower.
We have like, we have these massive,
incredible cognitive tools.
And then we also have these embarrassing,
preposterous cognitive biases.
They find like even babies, they've done studies of babies.
This is psychologist Paul Bloom, like even babies,
he has a rose book called Just Babies, like justice babies.
Like that even in infants, they can do tests
that like indicate fairness or unfairness
or basic sort of the illustrations of moral principles that
in a way that a baby, a child would understand and that babies instinctively know these things,
that these, these notions of right and wrong, fairness and unfairness are, are there in
some cases at our absolute earliest days.
I'm pretty sure that there's a study that was done on giving cucumber slices to monkeys as well.
And if they see that one monkey in a different cage is given three and I only got one, then they get angry about it.
The Christians call us like the hunger and the thirst for righteousness.
Like there's our inherent sort of moral capacity.
It's there.
Programmed into us.
And then we have these things on top of it, right?
We have the incentives of, right? We have,
we have the incentives of the market. We have the ideas of our culture. We have the example that we saw with our parents. And then we just have the, the positive and negative reinforcement of like,
if I do this, it'll be easy. And if I do this, it'll be hard. And so we have to have this ability
to sort of intuitively trust that
instinct and then also have the ability to step back and question and go, hey, is this who I want
to be? You know, like, you know, you think about something like the practice of nonviolence, the
incredible discipline required to not do the most human thing.
There's this famous story of Martin Luther King.
He's on stage.
Obviously, he's preached about nonviolence.
He's talked about nonviolence.
He's giving this talk, and a neo-Nazi storms the stage
and just begins beating the shit out of him.
And so here he is.
He's talked about it.
He's being watched by all these people
and he has this choice and it's not even a choice, right?
Because it's wired into us to defend ourselves
and then to eliminate the threat between us.
I mean, this is like the most monkey part of us.
And one of the observers who watched this,
they talked about first the sickening sound of flesh on flesh. Like you're watching this man be beaten. And instinctively his hands go up.
And then they said they would never forget it the rest of their life,
the deliberate dropping of the hands that he exposed himself to it.
And so that is in, I'm just getting goosebumps thinking about that.
That is whatever training goes into being a great fighter.
That's a level of training above that thing at a transcendent, like spiritual level.
It's also crazy, but the point is he's saying like, I'm going to prove this to you.
I'm going to show you that this is how it works.
And then the first words out of his mouth when he's, the neo-Nazi is
ultimately grabbed is, is he goes, don't hurt him, don't hurt him.
And he goes backstage and he talks to him.
And so this was the culmination of years of study and practice.
And this is something we don't give the suffragettes
enough credit for, the civil rights protesters enough.
They trained themselves, like they would train,
like the sit-in protesters who would sit
in the segregated lunch, kind of as they knew,
the first round they would be ignored.
And then suddenly people would start coming up
and getting in their face.
And then people would spit on them. And then people would kick them. And then people would start coming up and getting in their face and then people would spit on them and then people would kick them and then people
would knock them off the chairs.
Their job was to not respond, was to just sit there and then someone would go to the
ground and the next thing was that they all had to jump on top, like they would practice
how you would defend.
Like a human igloo.
Yeah, how you would defend without using violence,
someone from violence.
And this practice as it's like, you know,
again, it's this transcendent level of discipline
and spiritual pureness, but also,
there's also this kind of Machiavellian
political genius behind it because they
also know it's being filmed and watched.
And that the person who wins the bout of violence ultimately loses in the
realm of public opinion and probably leaves sickened.
You know, like you can't senselessly beat a person for sitting at a lunch
counter without it having some effect on your soul.
And also the difference in how that's interpreted, if that person fights back,
it seems like a much fairer fight as opposed to it being this completely disgusting one-sided
aberration.
Yes. And so I'm just, I'm fascinated by that. And I think what we take from that is not, hopefully that's not anything
that anyone here ever needs to do, but what you take from that is the idea.
It's, it's, it's not simply that they were right.
You know, it's not simply that they were morally correct, but the ability to
understand and master the self
in pursuit of the thing is what changes the world.
And it changed a thing that at the beginning
of the civil rights movement,
or at the beginning of Gandhi's campaign,
not just his campaigns in India,
but first his campaigns in South Africa,
if you had asked someone was changing this possible,
was this outcome flash forward 10, 20 years was the outcome.
Is that possible?
It was obviously impossible.
It fundamentally, you fundamentally transformed society and that,
that comes from that.
The afterword of the book, you talk about the adoption of Stoicism by young men
who are struggling with meaning and direction and purpose and stuff like that in life.
Given that you are the best known popularizer of Stoicism at the moment,
what do you make of that sort of absorption
and the good and bad elements?
I have a little note card next to my desk
that I look at every single day
because I am in this incredibly strange position
of being associated with and credited
as a kind of a representative of a thing I did not invent.
And that is what I am working on being, not what I am,
but what I'm working on being.
It's the thing that changed my life.
I just happened to have communicated about it
and brought my same journey to other people.
So I have this weird relationship with it
in that I feel, well, I feel very graced by it,
but I also feel, I don I feel very graced by it,
but I also feel, I don't feel like it's mine because it isn't.
And so I feel like I have a responsibility.
And so I have this little note card and the note card says,
are you being a good steward of stoicism?
And I try to judge my decisions based on that metric.
So, you know, what the audience wants and what is
most palatable and what is most algorithmically friendly, and then what is true and what is
important and then what is most in line with what the Stokes actually said, these are not always
the same thing. And I don't know if you see this with your audience, but there is a strand of sort of
nihilistic, angry, disenfranchised sort of group of mostly young men, but I guess it's on both.
It's probably genderless at some level also, and it is an incredibly powerful, if not lucrative,
vein that you can tap into or wave you wanna surf. And I sense that energy and I see people,
we talked about to be or to do, I see people going, hey, is that what I, is that, and I'm very sensitive to that and I'm very,
I'm very not interested in becoming subservient to that. Like I understand the frustration and
the grievance. I get it and I get that there are problems in our society, but I, but to me,
stoicism is a philosophy of self, of taking responsibility for the self, but
then acting like fucking adult, like, uh, who, who, uh, tries to make the world
better as opposed to wanting to see it burn.
Do you know what I mean?
Yeah.
I mean, this culture of cynicism is something that I've railed against an awful lot.
Yeah.
It's one of the reasons that I was so happy moving to the U S there is a, a big
tall poppy culture in the UK.
It is a cynical crabs in a bucket style mentality.
Uh, population density is way higher.
Weather's way shitter was surrounded by water.
Uh, we've got this sort of weird heritage, which means that all of the ossified
social classes are in there.
There's a lot of things.
I think about this a lot about why it's changed.
And I came up to America and it's like, everybody here has got permanent
first line cocaine energy, like everyone's so fucking enthusiastic
about what's going on.
Sure.
That can be parodied and annoying at times.
Um, but for me, I seem to flourish around that. And I want to make enthusiasm great again.
I like, I think to me, enthusiasm is one thing.
I'm a big believer in earnestness instead.
Earnestness has a kind of a sincerity and a-
It's a realism as well.
A realism and a kindness to it
and an openness and an honesty to it that I love.
But they call it sort of broicism.
And there is a version of talking about
and writing about and reading about stoicism
in which you only focus on what it does for you, right?
And I think early in my life and my career,
so I relate to it, I'm not judging anyone.
Oh, stoicism helps me wake up earlier. It helps me do hard things. It helps me manage my emotions.
This is all great stuff, but it's not, it's not the full, the virtues are much more inclusive than
that. And they ask more of you than that. They offer, but they also ask. And what they ask is
that you care about other people. After you've mastered yourself with this philosophy,
how can you use that mastery to help other people? Yeah, in the ancient world, the Epicureans were
treated to the garden, not for pleasure, but for their own self-improvement and development,
because the world is messy, because people are shitty,
because things are broken.
And Stoicism said, that's all well and good,
the self-improvement, self-mastery stuff,
but if you abdicate your responsibility,
who steps in in your place?
Usually a worse person.
Shitty people.
Yeah, and they say, who's supposed to run things?
Who's supposed to be involved? Who's supposed to be involved?
Who takes the responsibility upon themselves?
And so I think stoicism as a philosophy that gets involved,
that gets engaged, that tries to make a positive difference.
Again, not always by becoming a Senator or something,
but by how you choose to run your business,
how you choose to run your life,
how you choose to show up and do things for your family,
for your community, for your neighbor who's struggling.
To me, that's the stoicism that I'm interested in,
not the sort of like manipulated, you know,
toxic stoicism of your like sort of Andrew.
Like the idea that Andrew Chait would be a hero to someone
is so laughably preposterous to me.
When you actually see who that person is and what they do
to say nothing of the sort of marketing techniques of it.
Like I just, that's not what the philosophy is about.
Well, I think stoicism kind of has a certain areas
that lend itself to the sigma male
like lone wolf grind set mode type thing,
which is this kind of denial of emotional vulnerability,
this massive amount of self-reliance,
this sort of odd self-righteous sense of nobility
about doing hard things and about leaning in,
but that is only one quite parodied element
of a much broader philosophy.
The philosophy is not there to make you a better sociopath.
Stoicism is not a philosophy to help you suppress
the pesky emotions that come up when you are running an international webcam
ring of exploited women, right?
Like it's not to help you not have to feel human emotions
because you're exploiting or manipulating people, right?
Like, and that's obviously an extreme case,
but the decision of like, you know,
hey, I know this thing doesn't work,
but people like to hear about it.
Or I know this guest would be popular,
but they're full of shit.
Or, hey, I know, I think we both see this a lot where it's like, this
person is obviously unwell, but they make good copy.
So I'm going to bring.
So, so just the decision, these decisions about.
These are hard decisions.
These are hard choices.
Um, these are, it's not that there's no right or wrong, but what I'm
saying is that they're complicated.
Stoicism is not a cuts through the Gordian knot.
Don't have to think about it.
You never have to worry.
Just optimize for whatever.
Yeah.
And by the way, all the stuff in Stoicism
is don't care about what other people think.
Ignore the critics, whatever.
It's not to shield you from the criticism that you're
getting for doing awful things.
Right?
Like that's not.
So there's this way you can pick
and choose from stoicism to enable you to do things
that are not good, that are not right.
And so that I just, I talked a lot,
I just focused the afterward, I tried to put my own journey
and again, I relate to it.
Like in my twenties, there were people I worked for
that I shouldn't have worked for.
There were things I took on that in retrospect,
why did I take them on?
And I tried to do a lot of work on myself
about understanding what those motivations were,
understanding what the impact was,
trying to atone for those things,
but trying to set your life up
so when people see it,
you don't have much to be ashamed of,
is again, what this idea of virtue is about.
There's a famous story about a Spartan king,
he bumps into this boy and his lover, you know,
in the marketplace and they see him and he sees them
and they blush very heavily and he goes,
you should probably not spend time with people whose face changes color
when you're, or who makes your face change color
when you're seen, right?
The idea of like, hey, if I had to open the books,
if I had to disclose the suppliers,
if my email was hacked, how would that look?
And to try to be that person,
which goes all the way back to Adam Smith.
Adam Smith wrote this book called
The Theory of Moral Sentiments
before he wrote A Wealth of Nations.
And it's based largely on Stoicism.
And he said, operate as if you had an impartial spectator
on your shoulders at all times.
And to make the decisions and go,
hey, what would I do here if I had it? If someone was watching, uh, is, is a, is a check against these sort of the
expedient or the self-interested impulse that we all have.
Hell yeah.
Ryan Holiday, ladies and gentlemen, Ryan, it's, it's really fun.
I very much appreciate when I read your stuff, I try and tap into a much more
virtuous, higher version of myself.
So thank you for constraining the sort of ex fuckboy that I used to be.
Where should people go?
Do they want to keep up to date with all of the things that you're doing?
DailyStoic.com, Daily Stoic on pretty much all platforms.
And then if you're a parent, you want to apply some of this wisdom stuff to your family life.
Daily Dad, same on all the platforms.
And then the new book is right thing right now,
but any of the books in the series,
hopefully will get you going.
Hell yeah, Ryan, I appreciate you.
Thanks, man.
["Hard To Get Away From You"]