Learning This Sooner Could Have Saved Me Decades - Oliver Burkeman
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Oliver Burkeman challenges the conventional wisdom that one must choose between a relaxed life and an accomplished one, arguing instead that true excellence often emerges from a state of relaxation rather than hypervigilance. He introduces the concept of the "insecure overachiever," describing individuals who pursue success not out of genuine interest but to fill a void or prove their worthiness of existence. This mindset creates a perpetual cycle where achievements become merely minimum standards for future performance, leading to relief rather than joy when goals are met. Burkeman suggests that this pattern stems from an attempt to control the process of getting better at things, which often results in self-consciousness and blocks flow states. Instead, he advocates for letting go into action, noting that people who excel frequently enter a state where they lose themselves in the activity rather than consciously controlling every detail. The discussion delves deeper into the nature of control as a mechanism to reduce uncertainty and manage existential anxiety about mortality and limited time. Burkeman uses the metaphor of being on an airplane crash landing; while passengers brace for impact, the plane has already crashed, meaning life is essentially happening in its wreckage regardless of our efforts to avoid failure. He references Christian Mortensen's "secret" that one should not mind what happens, emphasizing that this does not mean passivity but rather releasing the automatic stress response when reality diverges from expectations. This perspective allows individuals to put effort into making things go well without being bent out of shape by outcomes they cannot control, thereby freeing up energy for meaningful pursuits. A significant portion of the conversation addresses how modern tools and habits can either enhance or hinder this sense of aliveness. Burkeman critiques the use of AI in relationships as a way to maintain an illusion of control over one's emotional output, arguing that it prevents capturing genuine goodwill because the user did not originate the thought process. He also touches on "Frankl's inverse law," where those who cannot find pleasure distract themselves with meaning-seeking hard tasks, while others do the opposite. The dialogue highlights a shift from living in the cerebral frontal cortex to being embodied and present, noting that many people drag themselves into the future through cognition rather than experiencing life moment-to-moment. This disconnect is exacerbated by societal pressures where success becomes a metric of survival rather than celebration, turning potential joys into obligations. Burkeman further explores the concept of "settling," redefining it not as compromising on quality but as recognizing that every choice involves trade-offs and downsides for finite humans. He argues against the fantasy of avoiding all loss or disappointment by keeping options open indefinitely, suggesting instead that commitment is necessary to experience depth and security. The conversation touches upon his upcoming book focusing on "aliveness," a mysterious sense of immersion in life that modern culture often squeezes out through its obsession with control and optimization. Burkeman aims to navigate between two extremes: ignoring global crises entirely versus becoming an activist, proposing instead a balanced approach where one engages fully with the present moment without trying to dominate reality or shield oneself from chaos completely. Ultimately, the interview concludes with reflections on midlife transitions and the danger of feeling inferior when surrounded by highly congruent peers who seem to have figured things out. Burkeman describes these periods as necessary phases of growth where old ways fall away before new ones are established, urging listeners not to force themselves back into outdated shells or try to fix everything immediately. He emphasizes that staying in this uncomfortable middle ground is essential for evolution and personal development. By embracing the inevitability of failure and death, individuals can stop clinging desperately to control and instead focus on doing a few things they truly care about with grace and ease, finding agency not through domination but by relaxing into the situation itself.
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Is it possible to be the best in the
world and relaxed at the same time?
>> Um, the best in the world. I don't know.
I um I what I do think
is that it is very possible to be really
really good at what you do and relaxed.
And actually my experience is that the
more relaxed I can be, the better I am
at things. I'm not going to claim to be
the best in the world at anything, but
um I I think that notion that you've
either got to choose a relaxing life or
an accomplished one. This is this is the
thing I'm on a mission, very personally
motivated mission to prove is not uh not
how it works. I think there's a tension
between
having high standards, which is [gasps]
hypervigilance and obsession and focus
and really paying attention to stuff and
that just tends to bleed into the
personality and the ambient anxiety and
uh I can see for instance if you were to
say um is it possible to be the best in
the world and never relax at the same
time that question would seem pretty
obvious. to answer.
>> Yes, of course. Because the exact same
level of resolution that you're
obsessing over your pursuit with is the
thing that kind of destroys the rest of
your life. The interesting question is
to work out whether you can kind of be
on and off or if you can hold things a
little bit more loosely whilst still
getting the right level of output you
want.
>> Yeah, it's really interesting. I think
that um
there's there's something I mean this
runs through a lot of what I try to
write about, but there's something about
wanting to feel in control of the
process of getting better at things or
being good at things which is kind of
completely different from the actual
process of getting better at them or or
being good at them. So I think there's,
you know, this is on some level just the
banal observation that people who really
excel in what they do are very often or
perhaps more often in a flow state while
they're doing it. They're kind of they
sort of let go into the action. They're
not sort of sitting back inside their
minds controlling it all in a very um
sort of uh conscious uh controlly
controlly way. So yeah, for me and of
course I'm talking about things like
writing or speaking. I mean I'm not
talking about it may work differently in
to different degrees for kind of sports
performance and things but you find that
the more I'm trying to make sure that
things go well that that's just like a
and and therefore I'm sort of unreed and
clenched and
muscles tensed and everything. the more
um you sort of pop into this awful
self-conscious space where nothing
nothing works and it's much better to
lose yourself in the activity than to be
trying to control it.
>> I think a lot of people are struggling
to find a healthy way to pursue goals
without tying their selfworth to the
outcome. M
>> that is one of the one of the
fundamental problem like if I
>> the only way that I can get myself to
pursue a goal is if I care about it
>> and in the act of caring about it I'm
going to be disappointed if I don't
reach it and in the act of the
disappointment is some sort of value
judgment about me and my worth and
whether or not I you know so how do you
healthfully pursue goals without tying
your selfworth to the outcome given that
the only sort of goals you do pursue are
ones you care about and in the caring
the disappointment and in the
disappointment the selfworth.
>> So I mean I the
there's a sort of ideal way of doing
this which I don't claim to have you
know totally pulled off or anything but
I think the distinction is when you say
care about there's a way of caring about
goals that basically defines yourself as
inadequate and insufficient until you've
met them.
Um and there are other ways of caring
about goals. So there's a concept in um
psychology the concept of the insecure
overachiever uh which whenever I kind of
mention it in public audience context or
whatever like like half the people in
the room
uh just the the look of recognition uh
>> that passes over their face is amazing.
Right? So people who do really well in
life and they're driven and they're
probably applauded and celebrated by
their friends or by society at large.
They're doing loads of impressive stuff,
but on some level,
and I was like this for years, they're
doing it to try to fix something about
themselves or to try to feel okay and to
try to sort of fill a a void. So loads
and loads of really successful people in
the world, I think ultimately are sort
of feeling like they've absolutely got
to succeed otherwise on some level they
don't really deserve to exist or
something.
>> Mhm.
>> And that sort of that puts you in a
perpetual place where everything you're
doing for in terms of goal pursuit is um
is is to try to make yourself feel sort
of less bad about yourself. And and it
puts you in this really awful situation
as well, which I definitely used to
experience a lot, where anything you
achieve in the world, which you might
think you could then feel like proud and
happy about, just instantly becomes the
minimum standard that you've got to meet
next time. Um, which is a very
depressing way to to to live, right? Um
and [laughter]
cuz and and so you know you you you do
really well at a an exam or you get a
certain level of public success with
something and then it's like that
instantly becomes like if you don't meet
that same level the next time then then
[clears throat] like who are you? What
are you? There is this whole other way
of thinking about caring about goals,
right? which is to say like at least to
entertain the possibility of like what
if everything was fine right now and you
feel good about yourself and you don't
have these self-worth psycho dramas
going on and then on top of that you
decided to create some cool things in
the world because that's a more
interesting way to live than um than
sitting around doing nothing. So, I
think there is a way of being ambitious
and accomplished that doesn't need to be
um like in in flight from from
something, but it's a it can be
challenging to get there.
>> I love this. I I've it's been one of the
central questions. I think it's why I'm
such a huge fan of your work and and
your newsletter as well that everyone
should go and sign up to that the
imperfectionist.
uh it it's one of the central questions
that
I want to achieve things but I don't
want to miss my life might might might
be a a pathy way to to sort of describe
it and um I called it the curse of
competence this uh situation where if if
things go well for you sometimes or even
worse than that most of the time then
success is no longer a reason for
celebration. It's the minimum level of
acceptable output. And there's a line
from a John Bellian Luke song that says
uh if the higher I climb is the further
I fall, then why love anything at all?
And he's he's talking about it with
regards to falling in love with
somebody. But the same thing is true.
The insecure overachiever in me pattern
matched it to personal development.
[laughter]
>> Yeah. Yeah.
>> I was um
>> I just thought it's so funny. I I found
out in the middle of December last year
that the podcast charted really high
globally on this this Spotify thing and
the
the Goldilocks zone period
after not knowing that I was that I
charted at this thing
>> and before realizing
that that meant next year I have to be
better than that [laughter]
was
>> Yeah. Right. Right. a approximately
probably 15 minutes or maybe less
[laughter]
>> and a beautiful 15 minutes.
>> It was so good. It was I got to actually
enjoy the thing before I thought, well,
2026's chart is only whatever 11 months
and 30 days away, so I must I must get
my nose back to the grindstone. I
remember I saw this Ryan Holiday video.
I brought this up to him.
>> Um, and I think Ryan's a super balanced
guy and I really really like him. But,
um, I had seen this. It's almost like
performative grindset. I don't think I
think it's more him, which is why it's
less, it feels less contrived. He got a
call from his publisher and he was sat
in in his office and it was to say,
"You've hit the New York Times list.
You're number whatever one or something
like that. Congratulations." And Ryan
took like 3 minutes or less, like 90
seconds on this call. And it's videoed
and he put it on his Instagram and then
was like, "All right, I got to get back
to writing the next book." And I was
like, "Ryan, come on, dude. It's like
you're supposed to be the [ __ ] guy.
Anyway, curse of competence. Um, if the
higher I climb is the further I fall and
me my Spotify debacle last year of of
Yeah. realizing this is the minimum
level of acceptable output for 12 months
time. Um, it's it it's a real pervasive
challenge.
>> Yeah, absolutely. I was speaking to an
author more successful than me talking
about how um I shouldn't name names. He
was talking about how, you know, when
his
first big successful book had um hit
right at the top of the charts, he was
like following along with his friends on
WhatsApp and they were just like
completely amazed that this thing was
happening and everyone was just
overjoyed and then realizing when that
happened to his like I don't know
fourth, fifth, sixth best seller or
whatever it was
>> and it find and it did get to the top
very soon after release that he sort of
felt only uh relief and then realizing
that there was something a miss about
only feeling relief in a situation where
you should be, you know, you should be
just sort of amazed and celebrating that
it's happening. But now it's become the
the bare minimum.
>> Yeah.
>> That I I asked a question at my live
show. So the people who came to see me
in North America last year would have
heard me ask this. It's one of the final
questions which was to work out
basically whether you're gripping life
too tightly. Um, and it is when things
go well, is your presiding sensation one
of joy or one of relief?
>> Yeah.
>> Like is it is it the uh sort of
congratulation of self-love or simply
the abatement of fear? And uh [laughter]
I just think like this you see it's
strange doing talk I'm sure you do live
life live life live life live life live
life stuff too and it's strange giving
talks like this because a musician wants
hands in the air and and shouting and a
comedian wants laughter and clapping and
if you're us what you want is this
kind of [laughter] sullen fearful look
on someone's face it's the what does an
existential
>> existential crisis He's triggered,
right? Yeah. Exactly.
>> What does an existential crisis look
like from the outside? And that's what
we're that's the [ __ ] bullseye for
me. That's exactly what I'm going for.
>> Yeah. Brilliant. No, I think and I think
that's a great it's a great question.
It's a great way of putting it. It
obviously raises the question of what
the um
what the answer is to this. And I think
um uh it it's it's really one of those
things where
first of all just seeing the dynamic is
far more powerful than like any
technique or method for goal setting or
anything that I've ever I've ever come
across. Just like realizing that you're
that you're doing that and that it kind
of makes no sense that you're um that
you're turning your successes into
reasons to to to beat yourself up. And I
guess also
I guess this is sort of part of this
overarching
idea that I end up writing about, you
know,
because we are finite creatures because
we're all going to die because there is
[clears throat]
um because there are limits of all sorts
of other kinds of the control you have
over your life or the number of avenues
that you can pursue with finite time.
there's this really powerful and
incredibly liberating and I insist not
depressing sense in which you've kind of
already failed.
And [laughter] so this this um this
desperate kind of white knuckle clinging
to the cliff face attempt to not fail,
you can sort of let it go cuz like a
metaphor that I've used in my writing
before, right? It's like we go through
life braced like we're in a like we're
in a plane that might crash and you're
adopting the brace position or whatever
and it's like everyone's terrified
>> but in a way the plane has already
crashed
>> and it and you're um you know and here
you are right you're on the desert
island in the smoking wreckage of the
plane and that's what life is right it's
just sort of uh doing what you can with
what's in front of you and
>> I definitely There are definitely people
uh who think that this is a very sort of
unambitious, depressing
sort of resigned attitude to life, but I
think it's absolutely like it's so um uh
invigorating to to realize that like I
don't have to go through life trying to
um uh stave off the the great failure
cuz that's just being alive and now I
just get to
>> It's an interesting version of what the
actual situation is right that
[clears throat and snorts]
I've said this before. I I often think
about the fact that one day I'll die but
my inbox will continue to accumulate
emails [laughter] that will forever go
unanswered and unopened. Um
>> so given given the fact that you're not
going to be able to do everything that
you want, you you cannot do all of the
things. There will come a day where
there are still things that you want to
do
>> and and time will be up. So with in that
in that perspective 100% there is there
is already failure as the set point if
that is your criteria if your criteria
is to do everything that you want to do
complete all of the tasks answer all of
the emails or whatever one day you will
fail at that and uh yeah it is a an
interesting
inversion of
what might be more accurate
>> and yeah not just a fail not just a fail
to do everything, but even to fail to
reach kind of perfect standards in the
things that you do do or um fail to have
uniform
uh positive responses to the things that
you do. It's like once you see that the
way that all these things are kind of
outside our control, it becomes a lot
easier to um waste less time trying to
control them and thereby sort of, you
know, free up time and energy and focus
for for doing uh doing a few of the
things that you that you want to do with
your life.
>> You're a fan of Krishna Mert's secret of
existence. I don't mind what happens.
>> What's that mean to you?
So just um for anyone who's not familiar
with it, right, he's he this is the the
the the legend or the anecdote here is
that he's um leading some group in
California in the ' 70s or something.
And uh this is um uh Christian Merty the
spiritual teacher and he he sort of he
he asks everyone who's present, do you
want to know my secret? And of course
all these kind of spiritual junkies
absolutely obsessed lean forward
desperate for the secret. And his secret
as you say is I don't mind what happens.
And for me uh that is a sort of ultimate
statement of a kind of approach to life
that um
that that recognizes the limitations of
the control that we have. recognizes how
much of our lives are spent sort of
anxiously leaning into the next hour or
the next day or the next week
>> just waiting to make sure that things
are okay and then of course they are
okay usually
>> and all you do is lean forward into the
next
>> into the next week
through your own life
>> right exactly exactly and I don't think
Christian in that in that u line I don't
think he means uh that some things that
happen aren't better than others that
you shouldn't try to have things in your
life or the world or the people you love
like go well instead of badly. It's just
that when whatever happens does happen
um there isn't this sort of automatic
stressful collision between like what
you um are demanding that reality do and
and what reality does do. And you can
still put huge amounts of effort and
time and focus into trying to, you know,
have things go the best way, but then
when they don't go the way that you were
hoping, you're not sort of completely
bent out of shape by it. Who knows how
perfectly even he manifested this
attitude, right? I think a lot of what
we're talking about here is kind of a a
a a
shift of perspective that um that uh you
know one one hopes to embody on one's
best days but
>> it's a a largely unreachable gold
standard I think but it's definitely a
direct it's a direction that you can be
or an orient orienting principle would
be a good way to put it
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That's timeline.com/modern
wisdom. You know, the place that I get
this this looking over the shoulder of
the present moment thing the most is
when I go to comedy shows, especially if
you go to the mothership here in Austin
because lots of comedian I this is
probably the same way it is at many
other comedy clubs, but I haven't gone
to them. when you see a lineup and
there's eight comedians in a night and
it's 10 minute spots or you know five
minutes maybe for the first few guys and
then some tens and then maybe a one or
two 15s and then a 30 or a 60 at the end
and what it means is that there's kind
of a a regular carousel of these new
comics stepping out on stage and me at
my most juvenile and worst and most
dopamineergic is me going oo I can't
wait for the next guy as the current guy
starts and then I next guy my way
through every comedian. [laughter]
>> Yeah.
>> Until the show's out over and then I
can't wait to get into bed and then it's
the morning.
>> And um
>> this you're you're so right that
>> people sort of lean toward the thing
that's happening
in an attempt to control it, in an
attempt to deal with the uncertainty. I
think our first ever conversation that
we had I
I'd identified that most of your work is
around control. It's around people's
need for control, their desire to
control.
>> Do you see just to dig into that a
little bit? Is control the reduction of
uncertainty? Like what what is control
trying to achieve? What are the what are
the component parts? What's the problem
it's looking to solve?
Yeah, it's a really um deep and
interesting question. It gets to the
point where I don't know if I have
the the answers. I guess what I think
ultimately the [clears throat] idea that
I'm tracking which is of course you know
me doing personal therapy and coming to
terms with my own issues is that there's
something really really sort of
overpoweringly intense and and
vulnerable feeling about being human and
consciously showing up for the human
life that we have to sort of really take
account of
the fact that we're here that we didn't
they didn't choose to be born, that that
we have limited time, limited or limited
ability to steer how things go, that
we're going to die. All of this is just
like super intense. And I think that
very very often what we're doing without
necessarily realizing it um is is
pursuing strategies for feeling like not
that we've got out of this situation cuz
you can't get out of it until death but
feeling like we're we're [snorts]
feeling like we're engaged in a project
of like getting a little bit out of it
or sort of up on top of it sometimes is
the is the way I think about it. It's
like we're trying to sort of lever
ourselves into a position where we're
kind of controlling life instead of
being in life, which all of us
inevitably are. And so,
you know, you can do that in ways that
involve
I think, you know, a lot of mainstream
productivity culture is all about
developing that feeling that like, you
know, I'm really in the driver's seat of
the of the of the thing now. But also
sometimes it's a more kind of numbing
out and distracting ourselves response,
right? A lot of a lot of kind of time
wasting is probably best understood as
the fact that if you were really to
focus on what you wanted to be doing,
you'd feel vulnerable again because like
who knows if this difficult plan would
work out. Who knows if this awkward
conversation is going to go the way I I
want it to go. And that manifests in all
sorts of ways. I mean, the thing you'll
say about the comedy clubs is
interesting to me because there's a
cliche about how people put off life
until they get married, until they get a
promotion, until they retire, these big
milestones, and that's true.
Um, but even after I felt like I kind of
got over that, uh, which to some extent,
you know, getting older will cause you
to get over it because you pass some of
these milestones and and, uh, realize
that there's just more milestones. But
you're referring to this thing that I've
really noticed in myself too, which is
the capacity to sort of live not a
decade in the future for when you get
that big promotion or retire or
something, but like about an hour in the
future or 20 minutes, right? Like like
even
>> such an amount of time that's so [ __ ]
unimpressive.
[laughter] It doesn't even achieve
anything,
>> right? And it's just that sort of
waiting for the next thing to happen,
checking it went okay, and not even
checking it went okay. In the case of
comedy club, uh, a night at a comedy
club, what's going to go wrong, right?
Like I mean,
actually, and I would be I'm terrible in
those situations cuz I have sort of too
much
>> weird vicarious empathy for the
performers and like I'm
>> Me too.
>> When people when people die on their
feet in comedy clubs, I can't bear it.
But, um,
>> that maybe doesn't happen at the
highclass Austin ones that you go to
either.
>> Typically, the guys are not bombing all
that much. Although I'm I'm sure if it
did happen, I would feel the exact same.
I' I'd want to do throw some sort of a
lifelong I'd feel obliged to make this
performance night. Okay. Like how is it
my responsibility to do that? So you you
you hit on something that uh I think is
real interesting. So I'm 38 next month
and um what I'm interested in speaking
to a slightly older gentleman on a
similar set of rails to me. What changes
for the insecure overachiever as they
age?
It's interesting. Uh I turned
50 that well actually technically last
year but I am I am 50. um
which is completely alarming and uh I'm
still constantly going through the weird
experience of realizing that
people in their 20s or even their 30s
are relating to me as a as someone from
an older generation when
I'm not talking about now in this
conversation but like you know when I
was just kind of assuming we were having
a oh I see right I'm an old person um
what changes is is you know I think that
gradually there's this accretion of
experience that gets big enough that you
realize um that firstly you know the
world does not uh collapse when you
don't meet um when you don't when you
break a streak of some kind of uh
achievement that um
that that you know you can sort of relax
in that sense and you sort of develop I
have developed I think um uh a greater
level of sort of basic confidence that I
sort of know what I'm doing when it
comes to to writing things which I don't
until quite recently don't think don't
think I had um but then also there's
just the kind of if you if you
healthfully manage your midlife crisis
and your dawning sense of mortality and
being in the sort of much more
decisively being in
likely second half of of life and and
and all the rest of it. There is just
that kind of um
awareness whether panicky or quite sort
of up down to earth that it's sort of
got to be now, right? It's like like
when you know when are you going to
>> when are you going to do that thing or
travel to that place or learn that
skill? Like I mean at some point it's
going to have to be it's going to have
to be in a in a now. Um you'll be
familiar, I'm sure, with the the book um
uh Die with Zero about um
>> Bill Perkins, good friend, lives here in
Austin, Texas.
>> Right. Right. About how dangerously
possible it is to defer gratification
for too long. Um and uh you know so I've
to the extent that you know to the
extent that I'm a calmer person and a
happier person than I was which is you
know it's a mixed picture but I think
one of the big reasons for that is sort
of this combination of like I kind of
know what I'm doing and also even if I
didn't I would have to do it now.
>> Hurry the [ __ ]
>> that's a kind of that's that's a good
combination of uh motivations.
>> That's nice. I I I don't make a habit of
showing my phone on the on the episodes
all that much, but you might be able to
read my new background. Come on. There
we go. Can you read what that says?
>> Do it anyway.
>> Do it anyway. It's a gentleman walking
up what appears to be a completely
exploding ravine. There's this like
cosmic hellfire coming down. It's quite
artistically done. I think my prompting
was my prompting prompting was lovely.
But uh that's rotating that's rotating
on my phone background with different
versions of do it anyway. And do it
anyway for me is kind of
do it scared, do it uncertain, do it
tired. It's not push through and grind
like the sort of the just do it thing
feels a little bit more forceful and
grippy. And maybe this is just like
total bias because like I did this one.
Um, but I really love I really love Do
it anyway. And do it anyway, I think,
speaks to what you're talking about
here, which is
>> yeah, [clears throat]
>> you you you don't know how maybe it
won't maybe you you don't have 100%
certainty that it's going to work, even
though it probably will. You maybe it
what like just [ __ ] just do it anyway,
dude. And I think that that the doing it
anyway becomes increasingly important
>> the older you get.
>> Yeah. Yeah. And I feel like the maybe
it's not maybe it's not quite the same
point as do it anyway or maybe it's
identical, but the slightly more um the
slightly more
uh the one that evokes a more British
atmosphere uh for me is um uh is uh like
you might as well. [laughter]
>> It's so much more British. Yeah, it is.
>> You might as well. Um but um like it's
like
>> Yeah.
the the the stakes shift in such a way
that like you have less to lose or maybe
you never had what you thought you had
to lose in the first place. Elizabeth
Gilbert has that wonderful line about
how you um
>> you're you're scared to let go or to
surrender because you're afraid of
losing control, but you never had
control. All you had was anxiety.
>> Um which is a which I think is a a
brilliant. Yeah,
>> that is Elizabeth Gilbert writing
somewhere. I don't know uh which uh
which wonderful
>> book it comes from.
>> Yeah.
>> Yeah. Yeah. Yeah. How great. Isn't it I
think there's a lot of pathy lines about
you know true hell is when the person
that you are meets the person you could
have been or whatever whatever whatever.
Uh a really painful version of hell is
you getting to the end of your life and
finally realizing that you had nothing
to lose but you feared it all along.
Like oh god like now now it's gone.
And I spent my entire life fearing that
I would get here the place that I was
going anyway. Like I was always going to
be here and
now the time to do anything else is sort
of passed me by.
>> Yeah. Yeah. Genuine tragic uh
situation. Yeah.
>> What sort of person do you think is
having the most fun? Do you ever do you
ever think about engineering enjoyment
as a a productivity strategy?
[laughter]
>> Um
I mean I started off very skeptical
about any kind of engineered fun right
especially in kind of corporate settings
but frankly even in one's own life
because uh as moment you're the moment
you're engineering it isn't it doesn't
it stop being fun? uh the moment you're
doing it for some outcome other than
itself, aren't you just sort of
monitoring it all the time vigilantly to
make sure that it's uh that it's having
its having its effects? So, I'm not sure
this is this quite an answer to your
question, but what it makes me think of
is
um
sort of trying to engineer fun
experiences is not something that um I
feel I've had much success with. But
asking myself in the moment in the
context of the day what I feel like
doing or what I would enjoy to do
letting my productivity be at least
somewhat guided by the question of like
what I feel like doing has been a huge
revelation for me. I think a lot of us
probably the insecure overachievers
right we go through life with a sort of
deep lack of trust in ourselves. We
think that if we were to just do what we
wanted, we'd just like unspool and spend
all day [laughter]
on the sofa eating potato, right?
>> Yeah. Yeah. Yeah.
>> Um
and of course, it's not true. Like, you
know, if you're interested in being
productive or ambitious in the first
place, you can pretty much assume that
you're not the kind of person who's just
going to become a a wreck if you were to
uh ease up on yourself a bit. And the
big revelation for me was finding that
when I can pursue some kind of approach
to productivity that allows me to take
note of what I want to do. Firstly, you
get to harness that energy instead of
trying to um squash it all the time,
right? It's like crazy to come up with
these incredibly um rigid straight
jacket productivity systems that say
like even if you feel like working on X,
you've got to work on Y because that was
what you
>> that was what you assigned.
>> You're just wasting your own energy. Um
and then secondly the big discovery is
that actually you know I I among the
things I enjoy sometimes is things that
involve
you know
work or administrative things that I
would would never have wanted to try to
force myself to do but feel like I need
to do those sort of the things that
belong to the world of obligation.
Actually, there there does come there do
come moments in the day or the week when
that's the thing that you want to do cuz
you want to be the kind of person who
keeps your commitments and is organized
and all sorts of things like that. So,
it's kind of a no lose situation if your
professional situation permits it at
all. I think to um to to navigate by fun
and enjoyment at least uh a little bit
more than you probably are doing.
>> Yeah. You wrote about the idea that
interest is everything. When you're
procrastinating on a project, wondering
why your outwardly successful career
doesn't feel as vibrant as it could, or
feeling stuck on a difficult life
choice, it's worth asking if you've
forgotten the importance of building
your days as far as you're able around
what actually interests you. And I think
this sort of explains the bind that many
people are in where they struggle to do
what they want because they think it
won't be as effective in the marketplace
or something or it's it's not right for
some reason. What they want to do is not
right. What interests them is not right.
So they nerf that. And you know, I've
I've I'd be fascinated about to hear
about your experiences with this because
I think one of the um one of the places
this is really evident is in any kind of
um any kind of digitally mediated stuff
including you know most of what I do um
but especially uh a lot of what of what
you do and at the scale that you do it
right you have the capacity to really
know what other people respond well to
when you do it. This this phenomenon is
famous in podcasting and elsewhere for
leading some people uh sort of astray,
the kind of audience capture phenomenon
and the rest of it. But even if you're
not being audience captured, you're
still liable or susceptible at any
moment to really decide that what you're
going to try to do is is give people
what they want. And I think as opposed
to what you want to give them because
it's more um interesting for you. And
the big irony of course I think um at
least my limited experience has been
>> actually what people want is to read,
watch, listen to things from people who
are really alive with interest in what
they're in and what they're talking
about and dealing with.
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That's athleticbwing.com/modernwisdom.
So true. Yeah. And uh in my experience,
the further I've gotten away from what
is it that I'm interested in, who is it
that I want to speak to, the worse the
show's got. Now, the numbers may have
gone up, but if it's something that I
don't care about, like
maybe if you run a charity or something,
you're you're a pediatric neurosurgeon
or something, like it's on you. Your job
is in service of this thing. And and
it's the
parameters of outcome are a bit more
tightly defined. Like it's not if if you
do the surgery and it goes well, it
doesn't matter if you enjoyed it or not,
right? Like what matters is the outcome.
But with this the all that these sorts
of conversations and largely even
blogging as well,
>> it's just vibes. Just what was your vibe
that day? What was the kind of language
that you used when you put this thing
across? What was the sort of energy that
you brought into the conversation? And
uh yeah, for for me there's been times
where oh, it would be tactically great
to bring this person on. It would be um
useful from an optics perspective or
whatever. And uh I've done pretty well.
I've said no to some guests on the
podcast that would [ __ ] shock the
world that I've said no to because I
just it just didn't feel it just
straight up didn't feel something. It
just I was like no. The answer the
answer was no. Mhm.
>> And um the more that I've done that and
the more that I've been like, "Yeah,
Morgan Hel for the seventh time. Yes,
Rory Sutherland for the 11th time. I
don't give a [ __ ] I'm just going to do
it." Like Rory Rory Sutherland accounts
for like nearly 1% of this podcast ising
[laughter]
non insignificant amount of hours on
this podcast have been Rory Sutherland
>> and uh and you and I you know I just I
will continue to do it and yeah this
tension between
>> what is marketable, what is effective
especially because
people unfortunately momentum is so much
more important than ability or uh
quality for a lot of things. And that
means that if you play the game enough,
you can then sort of burn and coast with
I've applied some momentum and then I
sort of get to come into land and then
do the same. So that's where playing the
game but knowing it's not about it.
That's why I do think that there's an
argument to be made. Well, yeah, you
know, like this movie star or musician
or whatever that maybe they're
interesting, maybe, you know, we'll see
see how you get on with them. And
sometimes it's really great. often
there's times it's really great like
rolling the dice in that way to be like,
"Okay, we're going to pick up a bit more
steam and then I'm going to bring more
people in to learn about some more niche
ideas." Uh, that's not necessarily the
worst thing in the world, but [ __ ]
hell, there is an upper bound. And I if
I start to stray beyond that whatever
Overton window thing, it gets it gets so
it's so dull. And you know that's why
you've got this line in that um in that
blog post where you say connecting to
the aliveness is the ultimate point like
just connecting to the aliveness of what
the thing is that you're doing.
>> Well because the other I mean the other
point is like yeah when you said that
you can take certain decisions that that
are not like that but the numbers might
go up.
Um you know firstly you might want to
argue that the numbers wouldn't wouldn't
indefinitely go up if you kept doing it.
there might be a short-term boost, but
also like, you know, at the end of the
day,
why do you care? Right? That's what it
always comes back to is like
if the thing you're not doing isn't
overall and in aggregate uh a sort of a
meaningful experience, then once you've
got like, you know, basic food and
shelter taken care of, why why would you
um why would you do it? And it's I mean,
I say it as if it's an easy thing to
remember. It's obviously we're all
forgetting it. uh all the time and kind
of pursuing these instrumental goals
that lead to other instrumental outcomes
and kind of losing sight of whether
they're all Yeah. It's the thing about
uh climbing a ladder and realizing it
was the wrong
>> up against the wrong wall,
>> leaning against the wrong wall or
whatever. Yeah. Yeah.
>> Yeah. Uh that's a really good point.
I've been thinking about this with the
advent of AI because everybody has now
anyone that writes or or or speaks or
[ __ ] anybody uh has the potential to
augment their process by using AI. And
[clears throat]
one of the things that it's given us the
opportunity to do is basically
put out it take credit for work that we
didn't do at a scale that no one's ever
been able to in the past. [laughter]
>> Right. Right. People have done it in
organizations and stuff at a lower
scale. Right. Taking credit for their
what their underlings produce. But this
is like
>> you know but it this is nuclear. Yeah.
>> It really it is. It is. and it's
available to everybody and it's
available in sort of micro ways. For
instance, let's say that you and your
partner had an argument and it would be
really good for you guys to make up and
you go to chat GPT and you load the last
few messages in and you say, "Can you
write me a reply that is meaningful and
loving that compromises without
completely destroying my boundaries and
will make my partner feel great? Please
refer to as many psychological
principles as you can, but keep it light
and light-hearted. We've been together
for about 5 years. Send. They send you
that back. You send the message over to
your partner. Let's say
>> your partner goes, "Baby, I'm so glad
you sent me that message." It made me
feel so good. I I just, you know what I
love about you? And then all that you
hear coming into your ears is, "I'm a
fraud. I'm a fraud. I'm a fraud. I'm a
fraud. Liar. Liar. Contrived.
Conceitful." like
because you do not get to capture
what is truly happening here. It wasn't
you. It wasn't your genesis. What
someone's saying is thank you for
showing me you and thank you for how
wonderful for me to be the progenitor,
the muse, the inspiration for your
thoughts. And because you didn't do it,
you don't get to capture any of that
goodwill.
>> Yes. No, that's a great it's a great and
kind of chilling example, although I
know that lots of people are are uh
doing it. And I think that yeah, I mean
I think that um I wish I could attribute
this argument because it's not my own.
I'm borrowing it from something I read
and I can't remember where I read it.
But I think that um
a lot of what happens when you use
um LLMs in that kind of context to sort
of it's again it's like wanting to stay
in control, right? It's wanting to sort
of control and direct the process. make
sure you say the right thing. It's
totally not about the fact that a lot of
relationship happens in the repair that
follows saying the wrong thing, right?
Um so you have to sort of go wrong
first. But somebody was making the
argument that you know it's a very very
old observation that everyone seems to
speak in therapy speak these days and
sometimes this leads people to go on
tirades against therapy itself. Um, and
I always want to I always want to kind
of say these are two totally different
things, right? And I I couldn't really
put words to it, but I saw this argument
made that actually a lot of the therapy
speak, especially in the obviously in
the last couple of years or whatever, is
is really the kind of generic output of
um both of language models and of the
kind of brains that use them too much
and come to think and and speak like
them. It's the exact opposite of really
good therapy, which is about, you know,
at least in the tradition that I'm
familiar with, is about like long-term
real relationship with another conscious
emoting human being. and absolutely
doesn't need to be full of, you know,
so-called therapy speak and jargon terms
and um, you know, turning every human
experience into a into a sort of
technical path path pathology or
something. It's completely different.
But that feeling that everyone is kind
of thinking too hard about what they're
saying,
>> figuring out what to say first. Even
just the nature of textbased
communication and email and messaging
has allowed
>> the ability to delete and
>> right you think about it first you work
it out. You know, even that is a bit
secondary.
>> Isn't that interesting? Isn't that
that's such a great point because what
what is it? Written language has been
around for basically no time at all for
human history and spoken language has
been around for way longer and like
editable
written language has been around for a
microscond essentially
>> and the yeah that's a I've never even
thought about that but that's a really
really great idea that it does but how
could that not
create a an environment of
self assessment
and and cajoling energy and this sort of
semi- manipulative coercion of Was that
really what I meant to say? Was that
Well, it's what you said. It's what you
said the first time and the second time
when you got to go back. No, that's
that's more like what I meant to say.
I'm not I'm not
>> by any mean if if all books had to be
published on the first pass, the world
of literature would be a [ __ ] mess.
But [laughter]
um I I I I think that's a a really
interesting insight. Going back to the
uh the idea about engineering enjoyment,
I think the really impressive magic
isn't in just grinding out difficult
tasks. It's the very elite strata of
people who are able to turn something
enjoyable into a drag. Like that is it's
it's kind of like inverse stoicism.
you're you're you're insulated from the
good things happening to you when you
manage to turn everything into something
negative. So, I had a little essay uh
that I quoted you in that I wanted to I
wanted to read to you and it's called
Frankle's inverse law. When a man can't
find a deep sense of meaning, they
distract themselves with pleasure.
That's Victor Frankle. Frankle is
arguing that a lack of meaning causes
people to seek temporary relief in
superficial pursuits rather than
addressing the underlying existential
void. Perhaps for many, maybe even most
people, this is a big issue. But there
is another group who suffer with the
opposite problem. Frankle's inverse law.
When a man can't find a deep sense of
pleasure, they distract themselves with
meaning. If ease, grace, joy, and
playfulness don't come easily to you,
one solution is to ignore momentto-
moment happiness entirely and just
always pursue hard things. You become a
world champion at winning the
marshmallow test. You convince yourself
that delayed gratification in perpetuity
is noble because you struggle to ever
feel grateful. The TLDDR is you
prioritize meaning over happiness
because happiness doesn't come easily to
you.
>> Oh, I love that.
And feel uh confronted perhaps.
[laughter]
[gasps]
>> Yeah, you've got I've got your line.
It's it's significantly longer than that
and I didn't want to subject you to the
whole thing, but one of my favorite
lines paragraphs from you is you need to
do at least a bit of what you care about
now as opposed to banking on finding
time for it in the future. Once the
decks are clear and life's duties are
out of the way, life's duties will never
be out of the way. And so if you really
mean it, when you say you'd like to
write a novel or spend more time with
your aging parents or fighting climate
change or having fun, at some point
you're just going to have to start doing
it. And I think that uh the the the
category of people for whom ease, grace,
joy, momentto moment happiness are more
difficult to access.
They have learned that a
lower efficiency but higher reliability
fuel is to just do hard things because
the sense of satisfaction can kind of
always be achieved even if the sense of
joy can't.
That's really interesting and I love
your use of the word grace in the bit
that you wrote is kind of is kind of
really interesting to me as well because
I think there is I'm slightly changing
the subject maybe or developing the
subject but there's a but there's a
there's an aspect to this which is also
which also maps onto uh the distinction
between uh like living entirely in your
head and in your intellect versus being
kind of embodied in the world, right?
Because a big part of um enjoying life
and showing up for things is um is
embodied. Um
uh you know even just in the most basic
sense of like like feeling the air on
your skin when you're present in a in a
>> enjoying the coffee as opposed to using
it at the maximum possible survivable
temperature in order to get the caffeine
into your system.
>> Exactly. Exactly. Um and so yes, I think
another thing that uh you know that
characterizes these uh insecure
overachievers of which we speak and that
has definitely been like part of my
biography and I see it all over the
place as well. uh is um is being really
sort of in your head and really sort of
not only driving towards the future but
assuming that the only way to but that
doing the driving through sort of
cognition and living in your frontal
cortex or whatever this very specific
feeling um and I think you sort of see
it I I feel like as I've got a bit older
and more experienced with what I've been
doing you sort of I um I sort pick up on
it in people and kind of public figures
sometimes, right? Not people I know
personally, but it is this kind of it's
not just like we're charging into the
future, but we're sort of dragging
ourselves into the future by our
by our thinking in some way. And and it
is there is something crucial about
remembering that you're a that you're a
body as well. Um when it comes to of
course you can then be sort of obsessed
with the body for reasons of like you
know looks maxing or or kind of really
obsessive kinds of physical fitness or
whatever that are just as much about
>> the future progress. I think the
crossover the crossover between those
people is is way bigger than you might
think. Which is why
>> the in the modern world the kind of dumb
gym rat versus the
hyperobsessive autist with glasses that
doesn't lift. Those ven diagrams have
gotten closer and closer together
because the desire for control in the
cerebral world has moved into the
physical world as well and and and the
reverse has happened too. Uh
>> yeah, I I I think you're right to say
people
hope for they want this
I I make life happen and that's
beautiful agency. My friend George Mack
is writing what will be the seinal book
on agency right now. And um it's going
to be fantastic. And I think I I
massively value agency and high agency
in my own life. But there is a a limit
to
the art of agency. I guess you could say
like learning when to just be able to be
on a set of guard rails.
Well, I want to say even I'm going to
read that book very energetically
because I want to say that it's not so
much that um agency is great and all but
there comes a point where you have to I
think it's that agency and control are
in some sense fundamentally different
things and that
>> interesting
>> my experience anyway has been that to
whatever extent I can relax the need for
control that's the extent to which I
kind of acquire what I think of as
agency or power or something, right?
It's like when I'm going through my life
trying to make sure that it goes the way
I think I need it to go, trying to bend
reality in a direction that I've decided
that for em fundamentally deep buried
emotional reasons, right, I need it to
go.
>> I'm actually sort of disempowered. I'm
I'm kind of uh chained to
>> You're fragile. Kind of
>> You're very fragile,
>> right? Absolutely. Yeah. And and
again, maybe it's not everybody, but I
when I when I don't need um when I don't
absolutely feel like my basic worth
needs something to happen, like that's
when I can
>> get fully lean into it. Yeah, that's
that's wonderful.
>> Yeah. No, absolutely.
>> That's wonderful.
>> Um so, yeah, I think I think um I don't
think there necessarily needs to be any
limit to agency. We just need to see and
appreciate the sense in which it isn't
to do with sort of this kind of um the
kind of control domination based urge
which has another agenda always than
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What is the cost of constantly asking
whether or not you're living your best
life?
[laughter]
Uh,
it's a good question.
I mean, most obviously, I suppose it's
just that that is um
that's a that's an invitation to
find your life as it is right now
wanting as opposed as compared to some
um
fantasy that you have of what your best
life would be. I'm quite suspicious of
the notion of of a best life. It reminds
me of the notion of sort of fully
realizing your potential, right? These
are these are concepts. They're not
they're not they're not reality. And
they're also concepts that have this
kind of absolute no no stopping rule,
right? No no limit. like you can you
could be doing absolutely the most
amazing things in the history of the
world and you'd have no objective way to
know that you had maximized your
potential or that it was your best life
and there couldn't be one better. So
maybe I'm taking your question too
literally you really are asking that
that's where you're going to end up.
There's a really interesting uh tweet
that I saw a couple of weeks ago by this
lady who's a communications professor
and it was a a clip of her and she was
talking about how
being underrated is a compliment but
being overrated is an insult and how if
you actually think about that what
you're saying is why would not being as
popular as you're supposed to be be a
compliment and why would be why would
being basically an overachiever
>> with regards to your capacity and it's
it's all just social signaling. It's all
just you being able to say as the
observer, I'm the sort of person that is
able to detect in another that which
hasn't been recognized by other people
on both sides. Like I know that they're
full of [ __ ] when actually people think
they're good or I know that they're
actually brilliant when no one else has
re realized it yet.
>> And um
>> yes,
>> that is kind of happening with our own
judgments of our potential. that what
we're saying is I have an estimation of
where I should be based on what I think
I can do,
>> but the what I think I can do is plucked
out of complete [ __ ] obscurity. And
it is, like you say, a fantasy because
>> what this is a good question that I
sometimes ask myself if I get too
self-critical, which is what else could
you have done?
What else could you have done that you
didn't do
>> in order to assuage whatever deep
feelings of insufficiency are currently
swimming through you? Like what else
what else would you have done? And when
you actually go through it, you're like,
"Fuck me." Like, I mean, I could have
gone to bed half an hour earlier on
Tuesday and then that would have meant I
could have got it. But I'm really, you
know, I'm playing in the margins here. I
I really I really [laughter] I really
really gave it a good shot and uh just
when you ask what else could I have
done? Um you in my experience you find
out probably not that much. I I I I
probably did pretty close to what I'm
capable of. And again what was Have I
ever done my type A people type B
problems thing to you? Have I given you
this one?
>> Uh it's not ringing a bell.
>> Oh
>> so maybe not. God, let me give you
[laughter]
>> let me give you this. I mean, this is I
am I am just so shameless
with how much I get inspired by people
like you and Alander Boton, but uh this
this is one of my best ones and this
this came out of a conversation between
me and George. I think type A people
have a type B problem and type B people
have a type A problem. Insecure
overachievers need to learn how to chill
out and relax. And lazy people need to
learn how to work harder and be
disciplined. Given that you subscribe to
me, I'm going to guess you're probably
type A. Some version of a walking
anxiety disorder harnessed for
productivity, as Andrew Wilkinson says.
Here's the thing you may have already
realized. Type A people with a type B
problem get very little sympathy because
a miserable but outwardly successful
person always appears to be in a much
more preferential position than a
content being lazy but on the verge of
bankruptcy one problems of opportunity
will always get less sympathy than ones
of scarcity. One feels like a choice the
other like a limitation. One is a
bourgeoa luxury the other is a systemic
imposition. I need someone to teach me
how to be disciplined and work harder
feels noble, upward aiming, and
charitable. I need someone to teach me
how to switch off and relax feels
dopamineergic, addicted, and opulent.
Every underdog movie ever has a training
montage of someone sorting their life
out by working harder. None included a
guy learning how to log out of Slack at
6 p.m. or finally enjoy a beach holiday.
So, yes, Taipei people may objectively
have better lives, but subjectively
they're ravaged by the sense that
they've never done enough. They wake up
every morning feeling as if they've
already fallen behind, and only if they
dominate their entire day flawlessly,
will they have dragged themselves back
up to some minimum level of acceptable
output, which means they can go to sleep
that night without feeling like a loser.
Congratulations. You might be very
successful, but you also might be very
miserable. Just work harder, bro. advice
reliably makes everyone more successful
in the only way they can be judged
outwardly. There are very few issues in
life which can't be solved by just
working harder. So everyone treats it as
a panacea, not a purpose-built tool. And
on average, maybe more people do need to
hear David Gogins screaming in their
face to go harder than Echart Tle
whispering in their ear that they are
enough already. But for a certain
perhaps minority cohort of people, they
actually need to hear the opposite
message. We need a parasympathetic
gogggins. Who's going to carry the TV
remote and the Cheetos? # rest harder
than me. Type B problems are just as
tough as type A ones, but they require a
much less sexy solution. Peace. One that
you can't actually achieve by simply
working harder.
>> Nice.
I agree. I agree. I agree.
I have those problems. I have had those
problems. You know what? It also makes
me something that would came up in the
middle of listening to you read that
which is lovely um is there's like a
weird selection bias problem here as
well isn't there which is that the see
if I can express this the the people who
are drawn to the
hard charging
>> Mhm.
uh self-punishing, you know, work harder
stuff are going to be pretty much by
definition the people who don't who for
whom that message is something they
don't need, right?
that that the the temptation is going to
be for people to pursue those messages
and consume that kind of stuff, read
those books, watch those videos
because they're already like in too deep
with the idea that that's what they need
to do and they need more sort of fuel to
to help their um their sort of driving
of themselves. And so and and probably
the reverse is true, right? which is
that people who are kind of um already
pretty relaxed and into relaxation are
going to be consuming a lot of uh
relaxing uh content. So it's almost like
you know it's like democracy the the
people who get into power exactly the
ones who shouldn't be in power or
whatever. It's like the people who
people who really need to relax are
going to be the most prone to um
consuming the message that they need to
>> you just you you keep [ __ ] activating
my trap cards all of them. I can't read
you another I can't read you another
essay, but it does go to show how
astrally [ __ ] connected we are. Um I
did I I I'll just send you I'll send you
it and you can read it afterwards any um
if if anyone wants to read it. It's
called Advice Hyperresponders and and
they can just search it on my on my
blog.
>> Oh, there you go. Yeah, that the the
title the title shows me that that is uh
>> basic basically the the people who most
need the medicine don't take it and the
people who are likely to overdose have
taken too much already.
>> Um And uh you know the the the most
spicy example of this that I think still
holds true was around me too which was
telling men don't be pushy caused men
who really could have actually done with
a bit more confidence around women to
take it to heart while the guys that
were just blowing through boundaries all
along disregarded it entirely.
>> So advice is not taken evenly by people.
It it amplifies their existing fears and
predispositions and worldview.
Yeah. No, absolutely. It's and it's also
the idea that the the the
I'm not going to try and quote
successfully quote poets uh live, but
it's the idea that the worst people are
full of intensity and the and the and
the the best lack all conviction, right?
It's the same where that comes from. Um,
well, this is why, you know, I'm not
going to pretend that it was some sort
of strategy in any of the books that
I've written, but I do sometimes think
in hindsight, and one or two people have
said it to me, that I am uh that I might
be performing some kind of useful and
edifying bait and switch in some of the
stuff I do in the sense that like
sometimes I think it appeals to people
uh who um think what they need is more
time management advice or something like
And then I sort of um uh you know if it
works completely destroy their worldview
from the inside
>> l them in under a false false sense of
dopamine and then pulled the rug out
from Yeah. I mean
>> so it's a a good point to make and I
there's two things that I've been
thinking about recently especially over
the last maybe 18 months or so which is
since the last time that me and you
spoke. Um, [snorts] I have really
[ __ ] tried to go on a journey partly
inspired by you, partly inspired by
Alan, partly inspired by Joe Hudson and
my therapy and to be like, "Okay, can I
be really good at what I do and and
enjoy it? Can I try and
produce at a high standard and not grip
life too tightly?" And one of the
problems of that this journey of
relinquishing of certainty and control
and all the rest of it, there's two
things that have happened. First off,
I've had to publicly say things that
sound like they're in disagreement with
something that I previously said. Um me
saying that uh just work harder, bro
advice, a sentence that I've almost
certainly said at some point, like [ __ ]
your feelings, just keep going, blah
blah blah. Um that feels like
I
non- insignificant number of comments
said something to the effect of bro sold
us the problem and now he's selling us
the solution. [laughter] Uh and I'm like
well look if if I did if I did do that I
[ __ ] sold it to myself as well
because I believed it. So I I apologize
I apologize for that. That also being
said at the time I've never said this is
the way to live your life. Like this is
what I'm playing with at the moment. And
I think I've caveed a lot around like
don't just [ __ ] end yourself trying
to get this done. So that's the first
thing. The first thing is that you've
The first thing is that you've you end
you end up with a lot of criticism. I
up with a lot of criticism. I think you
think you end up with more criticism
end up with more criticism being giving
being giving the sort of rhetoric
the sort of rhetoric philosophy that you
philosophy that you do because it sounds
do because it sounds it doesn't sound
it doesn't sound like going from low
like going from low agency to high
agency to high agency.
agency.
>> It sounds like going from high agency to
low agency. So that's the first thing.
low agency. [laughter]
And like the obviousness of just work,
the the the sort of just work harder,
grip it more tightly
>> advice is so much more pathy. And much
of my channel has been built on, you
know, analogies analogies of that in the
the orbit around that sort of thing. The
second thing, and this is way [ __ ]
harder, and this is something that I'm
really interested to find out whether
you had to deal with, and I think a lot
of the audience are dealing with too, is
a complete loss of congruence as a
person as you try and go through this,
especially if you've made you've wrapped
a lot of your identity in being the hard
charger. I get things done. I know me.
The outcomes I get in the real world are
because I do things. I I go to bed on
nighttime and I think about doing
things. I wake up in the morning and my
plan is to do things like, you know,
thoughts, intentions, actions, goals,
outcomes. They're all aligned. And say
what you want about
>> Trump or Andrew Tate or [ __ ] Mamani
or whatever it is, but they are highly
congruent people. Like they are just a
single line up and down. And this is why
Andrew Tape recently lost a boxing
fight. That was why it was so um
damaging I think to some of his uh
perception publicly because he had this
sort of very congruent line and there
was now this thing that had got slotted
on the side. It would be like if you
found out that Trump had started doing
meditation or something. You go well
this doesn't fit the congruence that we
expect or if you found out that Mandani
secretly owned a bunch of like bakeries
or something. It's like it just doesn't
I can't slot it in to to my sort of
worldview and the going through this
I truly believe that there is something
on the other side of letting go and that
is a journey that I'm going to try and
go on. But as you do that, your real
world results briefly and maybe even for
actually a medium, a pretty significant
chunk of time get a little bit worse
because you've got to relinquish some of
the strategies that you were you using
previously before you've got mastery in
the new ones.
>> And you're saying all of this stuff and
you're talking about embodying emotions
and just going with the flow and
learning to and from the outside, what
it looks like is not that you've evolved
into this newly enlightened ver. It
looks like you've devolved back to the
thing that you tried to only just get
escape velocity from a [ __ ] decade
ago. So this this loss of congruence
between criticism and congruence, those
are the two things that I've felt in the
last 18 months since sort of trying to
embody this a little bit more uh
honestly.
>> That's really interesting. I mean the
criticism one feels
somewhat kind of professionally
specific, right? because you're Oh
>> yeah,
>> there's a strange Okay. The the
criticism
>> having a stroke. You're having you're
having a stroke. It's nothing to do with
the camera fading [laughter] in and out.
The beginning of the end for you,
although this is how you go.
>> Oh, I lovely.
Uh [laughter]
well, it's you know, having an
interesting conversation. There's worse
there's worse ways. Um uh
that's obviously a professionally
specific thing and I had a slightly
different journey in that I was being
sort of sarcastic about um uh sarcastic
in public about sort of self-help
related things from an early point in my
career and then became went on a sort of
journey towards more sincerity which um
does is does leave you open to some of
the same criticisms to some extent right
it's like you said this is all rubbish
and now like the question I've been
asked a lot is like you spent lots of
your earlier career criticizing
self-help gurus, but now you've become a
self-help guru. How did that happen? And
it's like I don't think either of the
arms of that criticism are quite
accurate, but anyway, that's a separate
separate matter. I think the inongruence
thing is really is really an interesting
uh uh point. And I do think that yes,
the the process that um sounds like
we're sort of both on is one where you
have to kind of be willing to move away
from strategies that have served their
time. And in one definition, right, that
is the original um highly respectable
definition of a midlife crisis, right?
Not some kind of terrible problem where
you start acting out and being weird,
but just where you shift from the first
part of adulthood to the second part of
of adulthood and things that you used to
get yourself established in the world or
to to ultimately the therapist would say
probably to sort of separate off from
your
family of origin and your parents,
right? And become sort of fully fully
existing individual adult human. they
stop they stop working. Um uh they they
they they're no longer the they're not
going to get you all the way through the
process of sort of coming to or or
further along through the process of
coming to sort of understand life and
yourself and the endless um
fascinations and difficulties of
relationships with other human beings
and and all the rest of it. And I think,
you know, um
I I think an argument could probably be
made that kind of that remaining
completely congruent, as you put it, all
the way through your life and from early
adulthood through to through to late
adulthood is like a disaster. Like I
think that's kind of a
>> I don't think that's anything to be um
to be celebrated at all because I think
you know we all do know people who seem
maybe we don't do I mean I know people
we we know people who are stuck in
the they're sort of the wrong age for
the for the for the psychological
outlook that they have in what you mean
there
>> well people who are sort of you know
there's something a this about people
who are acting at in their late 50s in
who seem to have the attitude of
some aspects of the attitude of being in
your late 20s, right? Not necessarily
any particular lifestyle choice. I'm not
saying everyone's got to be like married
and settled down and with adult children
by the age of six. It's nothing like
that. It's just that sort of there's
something almost hard to put into words
that is a bit too sort of right. They're
sort of too intent on establishing
themselves in the world or something.
They're too intent on
>> too intent on sort of um
yeah, I think that I think that is a
kind of a I think that is [laughter] a
some there's something there's something
kind of wrong about that. On the other
hand, you know, it's never too late and
people go whatever route they need to go
to get to their midlife crisis. Um, uh,
James Hollis, who I know we both are,
uh, admirers of the of the work of, I
think, um, the Yian psychotherapist, has
this whole very excellent kind of riff
about um,
uh, how the goal of the goal of really
good therapy is to like make your life
more interesting to you. and how
>> and how the the wide the wide world just
sees this as like nothing. Like what a
pathetic goal in life to to to to have a
to to become more and more interested in
in being alive. But he says like, you
know, he makes the point that really
that's like that's the whole game.
>> Uh it's the most that psychotherapy can
do, but it's also [clears throat]
it's also all you all you need for a
absorbing and meaningful and fulfilling
life. that it and I think it's that
requires this kind of change in
development and I'm sort of going on and
on now you can cut this out but but the
bit the bit that um
>> the bit of what you said as well that
resonated with me like no I have quite
recently gone through phases of feeling
like I'm completely unable to work for
like weeks at a time being completely
like unclear about the direction I'm
taking and like really sort of out of
sort thoughts in ways that when I
described them in very simple language
sounds like I was going through like a
depression or something
>> um but it wasn't that it was it wasn't
pleasant at all but I think it's better
understood as
these phases of like yeah the the the
last way of doing things falling away
and you just haven't figured out the
>> the new way of doing them yet. one of
the particular pains that you feel as
you go through this uh whatever we want
to call it this chasm of in congruence.
Um
one of the challenges is if you're
around people who are highly congruent
at the time you feel so inferior
by comparison because these people know
what they're doing. They're waking up
and thinking about it and you you used
to be peers or are comparable or maybe
even ahead of them in whatever version
of a hierarchy you've con conceived in
your mind and you're like I'm falling
behind. I'm falling behind this. Look at
this person. This is how I should be.
This is how I should be behaving. I
should be
a a singular spear of of of reason and
and intention and action. And it should
all be moving in the same direction and
what I feel like is one of those
red ropes that kids eat, sweets, and I'm
floppy and flaccid and I'm all over the
place.
How h how their congruence is throwing
my inongruence into harsh contrast. And
that's a really dangerous situation to
be in because what it causes you to do
is it causes you to
>> it's kind of like being a crab that's
outgrown its shell. Come out of it and
is now trying to force itself back into
the old one. Like that's that simply is
not going to work. But it will delay
your growth in moving forward. It'll
make you feel like [ __ ] [ __ ] the
whole time that you're doing it because
you're just going to it's going you're
not going to have the nobility of your
evolution or the congruence of your past
version of yourself. Like both of those
things don't exist, if that makes sense.
And uh yeah, it's it's it's a it's a
challenge being being in a period of
transition around people who aren't is a
it's a challenge.
>> Yeah. Yeah. No, totally. And the sort of
um you know, you can get us you can get
some way through it by reminding
yourself smuggly that the reason they're
so congruent is because they haven't uh
you know
>> grappled with the truths that Right.
Exactly. But no, I think it's a real I
don't think that's not enough. And it's
and it's a it's a real issue. It's one
of those times where and I think these
we're not we're not easily susceptible
to the advice that like what's required
of you in that moment is like just to
kind of stay, you know, just to um just
to not restlessly
uh leave the situation
uh whatever they call that middle stage
of the alchemical process, right? Where
the where all the things are happening.
It's like the the only the the skill you
need or the the the um quality you need
there is to
is to just sort of remain there and to
to stand firm or whatever the the phrase
is, right? to be um to to not let
yourself be lured by the temptation to
just like fix it all and sort of
nervously irritably start um start
tampering and like it's true but it
never gets uh I don't in my experience
it never gets like um uh easy but it is
um or pleasant but um but you can have I
you know I said before that these these
periods of
nonproductivity in my recent past have
not felt like depressions. I think you
can
you you can feel on some intuitive level
when this bad situation of being in
congruent compared to other people or
not being super productive when you want
to be being super productive. You still
can connect I find to some some kind of
intuition that like that this is growthy
or generative as
a wonderful way to put it. Yeah.
like you're not when you really get
quiet or write in your journal or
whatever it is that you do, you don't
it's not like life is completely
meaningless. It's like I'm out of
control and I don't know what's going on
and I wish I did know what was going on,
but something is going on. [laughter]
Ah, this is so good. In other news,
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That's drinklnt.com/modern
wisdom. One other contrarian opinion of
yours, which I think is real
interesting, is on settling. basically
that people can sort of get more out of
life from settling that when you commit
to a person or a path more opportunities
will arise because of the the newfound
depth. Is this intention with the the
creature inside of us all that desires
maximization and novelty and and
creativity?
It's been interesting that that thing I
wrote in 4,000 weeks about about
settling. Um because obviously apart
from anything else, this is a phrase
that and immediately conotes kind of
romantic relationships and dating
>> and uh uh I don't think that's my role
on your podcast actually, Chris. I think
to come in and give uh dating advice. I
think that I think that is best left to
uh other guests probably. But the but
the but the thing [laughter] that the
thing that I was trying to say and that
I think is just true is that it's not so
much that you should settle in that
context or any other it's it's that
finitude just means you are settling
right like what we mean by settling is
accepting some downside in return for
the security or um whatever else it
might be uh that that you get through
taking that option. and choosing that
relationship, staying in that job,
whatever it is. And and one way of
expressing like half of what I write
about is just like there are always
downsides, right? You can do what you
like. You only need to face the
consequences as uh Sheldon Cop puts it.
So, it's not really
>> I think we get into the situation where
we think, well, I'm the kind of person
who would never settle. So, I'm going to
max. I'm going to go for the absolute
best thing. But what that gets confused
with is I'm going to go for this thing
that doesn't exist,
that has no downside, that has no conse
no negative consequence. When for finite
humans, every choice, every decision on
how to use your time or what commitments
to make or not make has um
has a downside. Um, so
it isn't that you should do any one
specific thing or that settling down to
extend that phrase right into a
long-term relationship is necessarily
the right thing for any person at any
given point in life. It's just the
recognition that if you don't do that
and you do the other thing, you're also
settling, right? You're also um deciding
to accept a different set of negative
consequences. a lot of indecision, a lot
of um uh
uh commitment phobia, I think, in
relationships and in other domains has
this feeling of like I'm just going to
keep my options open,
>> but you don't keep your options open.
you choose to spend that portion of time
without the benefits of a long-term
relationship, which might be right for
somebody, but don't go fooling yourself
that you're somehow
>> like hanging back from like you're in
the human condition, like you're not
getting out of it. And this means that
this means that
>> um this means that you're making that
kind of trade-off in every moment of
time. I hope this is clear. I don't
know, but
>> it is. Yeah. Is there how do people know
when it's a good time to settle? Is
there such a thing?
[sighs and gasps]
>> I think that
I mean rephrasing that question back
into what I was saying. It's like how do
you decide which
how do you decide which trade-off to
make?
>> How do you know in a given moment which
trade-off is the right trade-off? And I
think an awful lot of it is
is annoyingly enough kind of intuitive
and beyond words and and all the rest of
it. But I do think that
you can become aware that the only main
reason that you're not committing to
something
is
some sort of
restless fantasy of [snorts]
not having to make any tradeoff.
Um, so holding out for a kind of
perfection that that doesn't
actually exist in the world. Um, and I
think when you become aware of that fact
that when you see what game you're up
to,
then it's often very easy to see, oh,
right, actually, yes, this is the this
is the path I should follow. This is the
commitment I should make. Cuz the only
reason that's really stopping me from
making it is this kind of notion that I
might not have to accept any loss or
disappointment
>> um
>> for making it.
>> What are you working on now? Have you
got a new book? I want you to have a new
book. Can you have
>> I'm trying to write a new book. I'm
trying to write a new book. Um I'm I am
uh endeavoring to write a book. Uh, I
should be more I should be open about
what it is, shouldn't I? I shouldn't be
all koi. And
>> it's probably helpful to the creative
process to like uh put my cards on the
table. I'm trying to write a book going
into going in on this topic of aliveness
and this idea of this mysterious concept
that describes so much of what seems to
be missing from so many people's uh
experience and also to be present when
things are going really well. this sort
of intangible sense of um of uh of of
aliveness. I I need uh some other words
perhaps. And also I'm trying to get at
this idea that a lot of what stops us
from feeling that kind of deep sense of
being immersed in life and doing the
right things and the meaningful things
and [sighs] and all the rest of it
[clears throat]
is a kind of um well the word I keep
wanting to use is clenching. And then
the correct antidote for clenching is
unclenching.
>> But my um my editors are concerned that
the um imagery if I
>> consider it's not
>> talking about clenching and uncenching.
>> I I it's a fraugh word. Have you
considered grasping? Grasping is
grasping is quite nice because it
suggests that you don't yet have it.
>> I quite like that.
>> Well, yes. Yeah. No, absolutely.
I think that's a huge part of it, but
it's all Yeah. And I and also um it's
the kind of
it's the degree to which kind of
relaxing into the situation that you're
in is the pathway to
agency and the pathway to enjoyment and
all the rest of it. And part of this
where this comes from in some ways is
partly to do with the very widespread
sense that people have that we're living
in like really unnerving
historical times and that the the sort
of wider world is one that causes a lot
of people to want to sort of like like
um uh um clam up or or tighten or
something. Um, and I think that this
this move of relaxing into the chaos and
the craziness and the uncertainty is one
that like I think it's really useful
just in day-to-day individual life, but
I think it might also be a way of of
relating to the feeling that whether
it's politics or AI or a million other
crises unfolding everywhere
>> that that trying to sort of shelter from
all of that completely is see I don't
want to write I'm not an activist. I
don't want to write a book about being
an activist and making the world's
crisis better. But I also don't have got
no time for the kind of argument that is
like just ignore all that stuff and
focus on you know that just focus on
your own personal life and your and you
know building your business whatever
like these two. So as ever I'm sort of
annoyed with two camps of writing on on
on these topics and I'm trying to find
uh what I think people should do
instead.
>> Walk some balance beam in between them.
I think If you were to say a book about
aliveness, it would if it wasn't you or
someone like you that's going to do it
in a sufficiently sanguin and
self-deprecating way, it would it would
my my first sense would be a sort of
cloyingly prescriptive
framework
>> spiritual.
>> No, it would be it would be a framework.
It would be too practical. It would be
well the components of aliveness as by
seligman etal in 1988
um that would no thank you been through
that world. I think to call
>> I have no plan to tell you. Yeah, I have
no plan to tell you about the surprising
neuroscience of this um [laughter] of
this of this topic or um or
[clears throat]
you know um
yeah the kind of what studies have shown
um there's a place for that writing and
I apologize to anyone I've no
it's supposed to it's supposed to be
there but the is the place for that
writing supposed to be around aliveness
>> like the the the the neuros the
neuroscience of and you're right I like
>> so no but this is really This is very
useful information for me because I do
struggle with the the labels and the
words. I'm trying to do something that
is not a kind of I'm not a spiritual
teacher writing a book about how to um
transcend the self, but I'm also
absolutely not trying to get into that
um that science-based um well-being
stuff. It really is this sense that like
there's a there's a quality to the
experiences and the activities
that we that we know are the right ones
for us to be doing. And there's various
aspects of modern culture that seem to
sort of systematically
um squeeze that out. And yes, I think it
is all ultimately about control.
>> That because I always think that
>> Oliver Burkeman, ladies and gentlemen,
Oliver, you're great. Everyone should go
and subscribe to your newsletter which
is the imperfectionist. Where else are
you doing? Is there anything else to
subscribe to or is it just that?
>> That's the thing to subscribe to. Um my
most recent book is Meditations for
Mortals. So, uh that's the other thing
to to mention here.
>> Until the next time, Oliver. I
appreciate you very much.
>> It's a huge pleasure. Thank you so much.
>> Congratulations. You made it to the end
of an episode. Your brain has not been
completely [music] destroyed by the
internet just yet. Here's another one
that you should watch.
Come on.