The Human Experience
Transcript Tim Urban – Wait But Why
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making a new post every sometimes with
my guest Tim urban Tim it’s a pleasure
welcome to hxb
thank you for having me Tim I I find
your your writing incredible man I
relate with it so much from your
procrastination post to the Elon Musk’s
series seems like you’ve written about
everything that there is to write about
it seems like everything that you’re
writing about goes viral and what’s
what’s the secret well I think it’s once
you have a decent-sized audience that is
aware of what you’re doing and is into
it then then I think it’s it’s it’s
about kind of delighting that audience
and and you you can you know you what
you do can spread throughout that
audience each time you do it and so
that’s gonna seem like a very successful
post each time because the audience is
of a certain size but I would still say
actually most things don’t really go
viral in the traditional sense you know
viral to me is when it’s all over the
place and it’s reaching all kinds of
people who have never heard of of what
you’re doing and and that’s not really
what I’m aiming to do anymore at the
beginning I definitely was because I was
trying to get attention for the new
thing we were doing and trying to pick
topics that would that would really
make a splash hand up in that way yeah
well let’s well let’s back up a little
bit I mean it wait but why is this sort
of content I mean what do you what do
you call it now is it a blog still yeah
I call it a blog it’s a terrible word it
is I call myself a blogger which is a
terrible work but yeah it’s it’s I’m
writing long-form articles on my own
site so whatever that is in the world I
I guess that’s them that’s that’s a blog
but it’s almost like you have this
magical decoder ring where you know you
you punch in these numbers and you click
viral and it just it explodes so where
did you know where did you start
where were the humble beginnings that
you know no one ever hears about yeah
well I think about 2005 to 2011 I have
another blog that was much more of a
kind of odd normal blog the articles
were much shorter they weren’t
Illustrated and they were kind of uh
sometimes about my day or about things
that annoyed me and that I did that for
six years and I wrote 300 blog posts and
there’s almost no chance you’ve ever
heard of it because nothing ever went
viral on that it was uh it was read by a
you know small group of people that
really liked it and we had fun and I
really liked it writing it but but so
that that’s that’s where I you know
learned how to write blog posts and kind
of found my voice and learned about the
relationship with readers and my own
process for kind of coming up with ideas
and writing you know getting in the
habit of writing things down when I
would have an observation during the day
and so I kind of learned all the the
important kind of skills then for
writing a blog and then a couple years
after I I stopped writing that I decided
with Andrew my business partner we have
this other business that we were running
together to try to start kind of two
how to do the blog again but to really
like do it right you know take
everything I learned and and try to try
to kind of go at it you know in a really
serious way
you know we saw all kinds of content all
over the Facebook newsfeed and and
things like that on Twitter and just
just articles that were okay
that you know we’re usually very short
no big headlines lists a stock photos
and sometimes you know they make you
laugh sometimes they’d be great
but you know very often they’d be okay
and and once in a while there’d be
something really good and you see it on
your newsfeed or somewhere else like
four times or five times and then
someone would email it to you and then
and then it would appear one of those
newsletters you know and and you kind of
we kind of thought about and said you
know when something when someone really
puts everything they have into an
article and it’s like this really great
thing it seems to make the rounds and so
even though there’s kind of a notion of
content you know out there then we’re
kind of inside of the there’s not a
notion of really good content and so
that was kind of the hypothesis and so
start to wait but why in 2013 so it’s
been three years yeah it’s been about
three years let’s explore the the
process I mean you you mentioned that
let’s let’s explore the process for you
I mean how does how does that begin I
mean you’d you take notes during the day
about what you kind of what annoys you
and he said well so in the in the old
blog I was doing things you know 19
things I don’t understand and 25 things
that annoy me and it’s actually annoying
because this was this is one of the
things that annoy me now one of the
things that annoys me is that I was
doing these lists like it’s you know
number of things that something you know
fifteen things that something that was a
format that I was I thought was all you
know clever and fresh and I really liked
it and it was fun to write in that
format and people liked to read it this
was 2005 2006 2007
and in the time since then it has become
the most overdone overused format now
and someone sees an article that some
know something things that something I
think everyone just kind of thinks this
is gonna be cheap low quality and
someone is you know just trying to get
clicks and it’s actually a shame because
because those those are really fun
articles to write now I feel like it’s
you know you don’t get the benefit of
the doubt them anymore but that’s an
aside so back then it was just yeah I
mean I would think of something I would
look at the dishwasher and think what
the hell goes on in there how possibly
does everything in there get clean like
what what is happening in there and and
out and and the detergent I put in this
little thing close it how does it go
from this little thing into all those
water and not get used up right away I
mean I was just very confusing so that
would be an example I would have that
thought I would just write it down and
then when it was and then I would time
to do a blog post and I would go kind of
say okay well there’s but there’s a the
list of things that don’t understand has
now grown again since the last time I
emptied it out for a blog post it’s now
up to you know 19 I always had 19 things
I don’t understand so I would take them
and I would write a new post and then
I’d start every time I didn’t understand
something I would I would put it in that
list until I hit 19 again then I would
write a new one so that was my process
with the old blog and but now with wait
but why you know that the topics are
much broader and so now it’s it’s still
still put stuff like that others if I
have an observation I think I bet you
other people think this too I bet no one
else knows how to with a dishwasher
happen how it works but but no one talks
about I’ll just write it down but also
I’ll write down I keep hearing about
Bitcoin and I no idea how that works or
I’ll think wow there’s so many people in
unhappy marriages what the hell is going
on there so I’ll go write it down and
and you just get if you just get in that
habit you end up with this incredibly
long list of thoughts and ideas and
observations and insights and sometimes
this is a great conversation you have at
love
with someone and and notes this one of
these really just really interesting
conversations and you can I will finish
that and I’ll think oh wow there’s so
many interesting things that came up
just now and I’ll just write them down
and and that becomes your topic list or
that becomes kind of your your your your
source material to then build upon I
mean I really want to break this down I
want to demystify kind of deconstruct
this process what is the first thing
that you do in the morning when you wake
up so I’ve actually gotten better I used
to just take my laptop right down to the
bed and start like doing stuff emails
which is a terrible thing to do it would
then be 2 or 3 hours later and I would
still be doing that Haiti myself so I’ve
gotten better about not only had the
laptop in the bedroom anymore ever so
now I I’m much more in control I get up
and I will turn on well it depends if
I’m if I’m in a if I’m trying to there’s
certain days when I’m in the process of
brainstorming or outlining a post and if
that’s the case then the morning is
precious brain time because your brain
is in a very specific very important
state so like the first 20 minutes 30
minutes when you wake up it’s this raw
state and and you know I actually I
actually intentionally try to think
about the topic and the brainstorm and
the puzzle I’m trying to put together
the night before like right before I go
to bed and you know that kind of I think
you know that you simply assert you know
if you if you’re playing a game
incessantly late at night and then
you’ll dream about it it’s that kind of
thing or your your your you know
thinking about one kind of one person a
lot you’ll dream about them so because
your brain takes whatever it takes a
signal from your consciousness about
what should we be trying to figure out
in our sleep okay got it and then it
works on that while you sleep so I’ll
think about whatever the post is I’m
trying to do and kind of signal to my
brain this is what we need to work on
tonight and then when I wake up in the
morning if that’s why it’s so bad to
pick the laptop up because it just
shatters it’s just you just you waste
the the insights that they’re right
there waiting for you and you just
distract yourself with other things so
just I just tried to get up and get in
the shower and just start thinking and
it’s it’s usually amazing how many new
thoughts come in the same way if you
want to memorize something you know you
do it before you go to bed and then in
the morning when you wake up it’s it’s
solidified so so that that’s in those
days but most days I’m not in that zone
I mean they’re just you know writing a
post or I’m you know in between coasts
or whatever in those days I’ll turn on
an audiobook or a podcast then I’m you
know into and I’ll just turn it on my
speaker and just kind of carry the
speaker around with me as I do stuff
which will be showering and I’m not
great about breakfast but I’ll try to
like have something so that it’s taking
any days off I haven’t had a schedule
now which I’m trying to stick on because
I used to take no days off and I was
just always kind of in some state of
either procrastinating from working or
working and and so I and I I decided
that I needed to kind of force myself to
take time off even on those weeks when I
felt like I have not been productive
enough we just don’t you know that’s
when you’ll just get into the trap of
you’ll just never take a day off because
you so I now say Saturday’s is a day off
and I’ll intentionally schedule you know
hang out with a friend at 2:30 which is
like being the worst thing I could do if
I wanted to be productive that day
because when I wake up that’s looming
ahead so I’ll never get anything done
before that and then by the time I’m
back it’s like 6:30 and now so I’ll do
those things and purpose to just say
wake up Saturday no you know what would
nothing productive needs to happen today
and what do I want to do so I’ll do that
and then I also try not often often not
successfully but I try to just at 9:00
p.m.
just stop working and and you know then
I can start looking forward to you know
actually I’m gonna oh I 9:00 p.m. I can
do this at 9:00 I’ll do this tonight
instead of thinking off at some point I
need to do this I’m like I can even do
it tonight and I know this sounds crazy
too it gives it just like 9:00 is not
very early time you’re not so
to be working that late but for me it’s
it’s I will just continue all the way
until I go to sleep and it’s not because
I’m such a workaholic it’s much more
because if I know I have all that time I
just won’t be productive till pretty
late in the day I’ll just I’ll just dick
around basically and you know on and off
until 5:00 or 6:00 and then I’ll say god
I can’t believe I haven’t done anything
today and then I’ll just work till 2:00
in the morning
and I think I’ve been working on kind of
setting aside these no work blocks which
I think forces me to treat the work time
more seriously
yeah I’ve been I’ve been doing the same
thing – the dicking around I’ve been
really just I’m a workaholic so for you
I mean is there something that you feel
determines that you’ve had a successful
writing day it’s so black and white for
me which is something again I’d really
don’t want to be the case because it’s
not a very healthy way to be but for me
it’s it’s often that I I feel I’m like
really unhappy with my work day and then
I just I I got a little stuff done only
and the stuff I got done was not the
important stuff it was that urgent stuff
that doesn’t actually that’s not what
matters and or I I’m in one of those
zones where I I’m in a really good zone
and I’ll like get 14 hours of you know
of blog posts to work done and then and
then I’m happy about that but then my
the rest you know all these texts built
up in my phone people being like you
know I’m just being non-responsive and
I’m it’s really like you know the answer
somewhere in between there and so a
truly successful day for me which I
which happened more is you know III
would get up and I would you know around
10 a.m. I finished all the morning stuff
and I sit down and I do emails and
meetings and other things like that
until about 1:00
I try to schedule things in that window
10:00 to 1:00 and then at 1 o’clock I
shut all that stuff down and I dive into
creating whatever I’m working on
creating at that time the blog post or
maybe a video
whatever it is and I work on that until
about 9:00 and then I stop feeling great
about the digs I just got a ton of stuff
done and I’m caught up with my other
stuff from the morning and now I can
enjoy some time off and then because of
that because then I give myself two
three or four hours of leisure time I
feel fine going to bed at 12:00 or 1:00
which for me is early because uh if I
don’t do that what happens is I’ll kind
of not let myself do anything leisurely
until you know it’s like 12:00 or 1:00
time to go to bed and then it’s like
some part of me is like some part of my
brain the leisure part is like no we’re
getting our time we’re not doing nothing
I’m gonna now go see what the sports
scores are the day and I’m gonna read
this article and before you know it it’s
2:45 and now I’ve like kind of destroyed
my next day this is something that I
find pretty remarkable about your
writing which which I really enjoy is
that you have this sort of it’s almost
this sort of sardonic sinfully mocking
it’s the almost dark style I mean is
that me am i projecting do you or do you
feel that way or it’s humor ‘fl you have
this sense of humor that that relates
through your posts but I mean do you do
you feel like you’re mocking things in a
way well I think there’s a lot of
there’s a lot of things in life in the
world to me that kind of just are
begging to be made fun of and there’s
kind of a lot of things about humans and
I’m the specimen number one for myself
that are to be made fun of so I’m
usually writing from a place of I’ve
been dealing with my own like human
flaws all week so I’m already in kind of
that mood and then I’m also whatever I’m
writing about either I’ve been reading a
bunch of experts or watching interviews
or I’ve been just brainstorming why
people are or do a certain thing and
there’s so much ridiculousness and all
of that usually that that I do get into
I can I can get into it a tone where I’m
where I am I just want to point that out
either because it’s funny to point it
out or because I I want people to be
thinking about it more but um but I
think there’s also I think kind of
beneath that kind of it like that
that’s within like a well of kind of
excited optimism as well because I’m
also kind of like really like really I
really like life and I really like
people even like people I don’t like
like I like the concept of people and I
just a few manatee you know and I’m
excited about the future and so so III
think there’s um yeah III I hope I hope
that it’s not like you know cynical I I
like it being kind of mocking without
being really negative and cynical
because that’s not really Who I am so I
hope it you know I wanted to reflect
that yeah yeah I mean I’ve got a few
more questions on your writing style
that I promise we’ll move on I doubt
this is fun for you but I feel like
people might want to know you know kind
of what but what drives you and how how
you’ve you know sort of developed this
this style that reaches so many people
when you are creating a post is there a
process in which you sort of visualize
where the post is going organically
piece by piece or how much how much of
the story arc have you kind of just
decided on already before you begin
writing yeah so for me basically all of
it that’s a really important thing for
me because I need to when I start
writing the first word I need to kind of
be ahead of the reader I need to be in
control I need to kind of know the plan
and I want to be I want to be in the
mode where I feel like I’m this this
storyteller are talking to people who
don’t know the story yet and and it
would be a terrible feeling for me to
start a story with a bunch of people and
and not and just making it up as I go I
just would be much worse I would be much
worse of telling the story I wouldn’t
have the confidence of a storyteller who
knows where he’s going I wouldn’t be
able to foreshadow I wouldn’t be able to
to kind of to set the mood and the way I
want and bring the mood to where I want
and all those things and so for me if I
wrote if I you know some people I think
thrive in a very different way then just
start writing and think
happen and then they go revise later I
hate that because if I just start
writing out know where I’m going by the
time I figure out where I’m going now I
have to go back and fix the tone and
everything cuz it’s not what I wanted it
to be so for me I would say more than
50% sometimes like even more than like
70% of the total time between when I say
okay here’s the topic of the next post
let me get started – when I’m published
to post more than half at that time
happens before I write the first work
because there’s always a big you know
sometimes it’s just a post like you said
about you know procrastination though
that kind of those kind of posts are how
to take a life-partner those posts are
just mostly me thinking about what I
think about stuff and thinking about
what I’ve observed in other people and
what I’ve gone through myself so I have
a lot of brainstorming time and a lot of
thinking time or sometimes it’s a post
about something in tech or science or
something like that
history in which case I’m going to be
just doing a ton of reading and research
and interview watching but either way
that process is the beginning where I’m
just gathering information and just kind
of putting it in a pile in a in a
document just gathering gathering
gathering without any discernment yet
for what what should or should not make
the post or what the actual structure is
and then I go through the next process
the next stage stage to kind of which to
me is the hardest part the least fun
part and the part where I definitely am
tempted to procrastinate away from it
the most which is I’m currently as we
speak by the way in a full
procrastination zone from one of those
from that some of the second stage I’ve
done the fun part I have all the ideas
I’m excited about the post and now I
have to do the actual kind of homework
which is taking that pile deciding what
the post actually is what’s gonna get
what’s gonna make it into the post what
I’m gonna leave for some other post some
time what the structure is of the post
which can be 200 different structures
it’s not like an obvious structure if
you look at a bunch of my posts or any
bloggers or you know there’s often
you’ll see my posts have many different
structures and so you have to kind of
decide that and it’s torture because I
decide on one I think well this other
one you know I don’t like it it’s not
quite you know there could what if
there’s something more creative and more
creative structure and then and then you
know actually figuring out there are the
outline the arc you know and you know
what is it two three main parts or is it
a list of ten things or is it one big
story and am I telling this like I’m
inventing a character and telling it
through them it’s like a fiction is like
a seems like a fiction story or am i me
am I am I just being me the author that
might just be myself and talking to the
readers like earnestly you know and so
you have to kind of make all those
decisions because if I don’t make the
decisions like that then they um they
often just get made kind of by accident
I don’t think that ends up as good as
good a post so that that’s that’s what
takes up you know ton of the time but
that’s remarkable I love that
I mean is there when you look at other
blog other blog writers blog posters I
mean are there certain weaknesses that
you see that that other people are kind
of making mistakes that you see that you
notice well it’s hard I mean I’m still
still trying to figure out kind of how
to do my own thing enough that I don’t
think I’m quite ready to kind of
critique others that much but one but a
couple things I will say that I just
noticed both my my old blog writing and
some blogs I see today is I think people
are sometimes they think they know they
they have their journalist voice on you
know or something like that they they
have a certain tone on that’s not really
human it’s journalist II and that I just
feel like we’re not in that that era
anymore like I don’t think that if you
look at what’s really poppin online now
it’s it’s often like a person being a
person in in writing versus you know
someone you know the okay the ultimate
example is like you know 20 years ago
like I’ve been front page New York Times
article that’s not a human at all that
is a very specific voice which is it is
you know super formal and it’s not
you’re not supposed to see any semblance
of personality you know supposed to see
no you’re not supposed to know anything
about whoever the human writing it is
they are completely hit right and then
you go to something like today something
like my blog or many others I think
comes you know James clear I think of
Mark Manson I think of Allie Brosh and
hyperbole and a half I think you know
these people they are in a hundred
percent of a human it’s it’s good when
from 0% to 100% now not everyone some
people want to have a certain kind of
voice that’s not necessarily them and
that’s art and that’s fine but I think a
lot of people are trying to go for you
know connecting with an audience
building a following and they try to and
and they they they’re they I think they
need to do a better job often of just
getting to that you know 90 or 100
percent human level and getting farther
and farther because people are scared
they think you know I’m a writer
III have to be people will think I’m a
better writer if I asked like a writer
it’s a no act like yourself you can
still have a writing style that’s not
exactly how you speak but I just think
that that to me is something I think you
know modern-day writers should be
thinking where do you see your readers
kind of going
is there any specific topic or John rrah
that you see your readers going to or
it’s like are they magnetized by your
relationship posts or well what I would
say is um you know because I’ve written
about a bunch of different things I
would say there’s there’s a there are
some readers who are just really similar
to me in which case they might like a
lot of the different things I read
written about because the things I’ve
chosen to write about are things that I
as a person happen to find interesting
and you know fun enough to dive into for
a couple weeks and some people are
really similar to me and if I’m writing
about artificial intelligence they’re
like oh that’s that I love that topic
that’s so interesting and then if I’m
writing about relationships they’re like
oh that’s kind of how I think about
relationships you know and so those
people are course arose right down the
middle way Pillai readers those are
gonna be the people who like it the most
but then there’s some people who they
really like posts like artificial
intelligence and they like posts about
other technology and Tesla and and they
want to hear about the Fermi paradox
kind of these heady kind of sciency tech
techie type things and those people they
know they they all you know if I get an
email from one of them they’ll I can
tell you know it’s not it’s not
surprising when they tell my favorite
poster this this and this I’m saying
you’re right cuz you’re you like that
kind of post and if I write about
relationships they might read it but
they might think oh well III thought
this was like an awesome tech blog what
are you doing and then other people who
got you know who first found the blog
because of procrastination or because I
talked about why you shouldn’t care what
other people think of you or you know
why people act a certain way on Facebook
it’s kind of human psychology kind of
poking fun at life but also analyzing
you know how we can be better people
somehow right those people I think again
some of them also happen to really or be
into the to the tech topics but then I
think some of those people are kind of
like you know they they are sad when
it’s when it’s a post that’s not about
um you know about something with
humanity so I think um I think it just
depends I think because when you’re
gonna when you’re writing a very broad
blog you have the advantage of you’re
gonna attract you know there’s gonna be
some posts on wait but why for for a
huge group of people you know what
they’re doing a huge group of people
where at least one post appeals to them
well if I were just writing about sports
you know now that you know now there’s
fewer people that can find something on
the site they like so but that’s the
advantage the disadvantage is you know
if I were just writing about sports
there’s the people who like the site
they like everything on the site because
this is their thing and and the
disadvantage for me is that you know
there’s I matter what I write there’s
some maple Y readers who are
disappointed that that’s the topic
because that’s not what they’re
interested in so you know I don’t know I
just think it’s it’s it’s a trade-off
but you’ve built this massive following
I mean it’s huge within within three
years you’ve built I mean it’s it’s a
business I mean you’ve you create a
business out of this blogging idea and
and people love it I mean it I mean you
guys are getting what like at least a
million reader readers a month right
yeah and I mean so that must put a lot
of pressure on you as well right oh yeah
I mean it’s it’s um
uh it’s it’s really mind-blowing if I
think too hard about like what the
numbers look the actual how many people
that actually is because that’s just not
humans are not programmed to like to
absorb that kind of information and to
know to not freak out so if I think too
hard about it yeah then I become
overcome with pressure and perfectionism
where I’m like you know that I can’t put
anything you know I even just you know
I’ll send you know every post comes
along with an email because I’ll ever
you know I don’t use the email a story
much other than to send out new posts
but when I do I’ll often put a little
note at the top just a little friendly
note saying something that we’re working
on or a new thing that I want to point
them to or just to kind of update people
on what the plan is for the next month
whatever it is and so I just write that
read it over once and send it let me
think about it like as if I were sending
an email to a friend and then once in a
while like oh it’ll hit me as I’m doing
it how many people are gonna I’m sending
that note and then I become paralyzed
and I can’t do it I just can’t it’s just
I’ll read it ten times I get incredibly
self-conscious that you doubt everything
so that’s a it’s not a good creative
place to be and if you think too hard so
I actually end but the truth is you end
up your your brain kind of it you know
is happily not conscious of the truth
with with the readership and I think for
me it feels very similar you know it’s
different but it doesn’t feel that
different having the million people or
so visiting a month now versus having a
thousand people visiting my old blog it
just you you know my brains kind of
adjust in the same way and even though I
know it’s a very different situation it
kind of feels the same like I was very
gratified when I wrote something I
thought was good on the old thing and I
in it and I feel similarly now do you
feel like do you feel like you’re
adjusting your writing style because of
how large your user base is no well so
that yeah so that’s that’s interesting
because there’s some ways this is I I
definitely it definitely affects me in
some ways it’s good one way is that I
know that if I write anything about
Tech history politics anything and
there’s something about it that’s not
correct or that’s like only talking
about one side there’s going to be 15
absolute experts in that thing in the
comments section saying how wrong I am
which makes me lose credibility to
everybody because all the people who
didn’t realize that when they read it
because they’re not experts then they
read those experts saying and I think oh
I can’t trust this guy right exactly
yeah so now I’m like and likewise if I
ever even accidentally like 1/8
plagiarized something by just kind of
doing a diagram and the similar way to
someone else the way someone else did I
mean I’m gonna I’m gonna
people are gonna absolutely call me out
on that publicly in front of everyone so
it keeps me I have to be I had to have a
lot of um has to be high standards for
my fur for fur for accuracy and for
originality and that’s a good thing that
keeps me like you know just tip-top
shape as a writer in that regard I can’t
get lazy I can’t get sneaky I can’t get
you know whatever on the the time when
it can be negative is if you know I I’m
someone who I think a lot of writers I
think a lot of creative people are sense
like somewhat sensitive and they want to
be liked they like to be liked like you
know people talk about Obama like that
like that’s one of his his problems as
the president is he doesn’t like to not
be like I think there’s a lot of people
who have that quality and it can and it
can be problematic in certain
circumstances so I think for me like
just knowing that a lot of the people
who do read the blog like it and like me
it’s like I don’t it’s like I then you
can quickly stop take that side of you
that’s like edgier that can be kind of a
dick that can kind of um kind of uh just
make fun of a certain kind of person and
a pretty harsh but funny way you can you
can quickly kind of put that part of you
away and say no no no sorry yeah this is
just you know I just I can’t you can’t I
can’t say that about and I don’t think
that’s not you know Mike because then
what happens is your taste starts to be
disappointed by it like what you’re
putting out like your like my taste
might think oh that’s so funny when
someone else wouldn’t some other writer
write something but then I find myself
you know what if I had that thought I’d
be like I don’t know and it’s like no I
mean if you got to still stick with your
tastes even if some people are gonna
hate it and especially some of the
people who already really like you who
don’t know I always I have such an
affection and fondness for anyone who
likes to blog and I just don’t want to
like hurt anyone’s feelings who really
likes what I’m doing but you can’t let
that affect your tone and your and make
you worse so I think that that’s
something you know that’s that can be
dangerous yeah yeah I understand
completely
you know there’s I’m a huge stand-up
comedy nerd I like to study stuff and
and there’s there’s this sort of saying
it they call it the forever box and
inside the forever box you can say
anything literally anything that you
want and people just love will love it
like you get into this rapport with your
audience and they just love what you’re
saying and doing so they laugh
automatically Elon Musk it this is this
is such a huge thing just because I mean
if I feel like when Eli Elan musk enters
a room like harps play angels sing it’s
like there’s this there’s there is
something happening with you on must
that you know should be noted and he he
invited you to interview him and write a
series on him how did that work out yeah
yeah that was that was like the coolest
definitely coolest thing that’s happened
in my life in my life so far so yeah I
mean I think he’s a pretty amazing
person and the more I’ve learned about
him I’ve learned a ton about him and
what he’s done in his his life in the
last year and I’ve been more impressed
so I feel like you know it made me
realize that you know you assume someone
who gets talked about so much and prays
so much is probably overrated a little
bit and actually I kind of think he’s I
kinda think he’s underrated I don’t
think people
get yet you know how incredible what
he’s doing is and so so you know I was a
I was already you know a pretty big fan
and yeah he kind of started and it was a
2015 like early 2015
he started tweeting tweeting out wait
but why posts like he did it three
different times and and they know each
time was just completely like a
mind-blowing day of my life and you know
and it started to hit me like okay this
dude’s aware of the blog like officially
like he’s just and so so that that was
awesome and then and then and then his
uh his assistant you know reached out
and you know and actually you know said
he would like to give him the phone one
day and just talk about maybe some doing
some writing about his industries if
that’s something you might be interested
in and they were very polite as if they
were kind of like intruding on my time
she’s hilarious
um and and so yeah so that happened and
yeah I and suddenly I’m on the phone
with him and really not you know not not
what I saw coming plan other than kind
of I think he thought that you know my
very long form very thorough style was
was very was it was it was a good match
for his industries and and I think
that’s probably correct because what
he’s doing with Tesla what he’s doing
with SpaceX um those things are so
complex there’s so much background you
need to know to understand why those
things matter so much and why we should
be as the public should be in great
support of both of those missions you
really need to educate people on those
things for them to understand and I know
that cuz I didn’t quite get it when I
first started this whole thing and then
I started reading and said all oh man
like this stuff is you know yeah this is
really really important for so many
reasons that people don’t get so I think
that was the idea he said you know this
guy will write a really thorough posts
on this and that’s what we need because
I don’t have time for a three-hour
interview which is what you know he
would need in order to to explain
everything his interviews are these
little soundbites in 20 minutes and they
asked the same circus questions and
people ask him about you know PayPal and
there’s just no one no one really gives
you know he doesn’t have the chance and
and his companies don’t really have a
mechanism to educate so I think that was
the reason behind it and then yeah and
then I spent six months writing you know
four posts that would that would be like
a together a pretty long book yeah
that’s amazing it I mean it really does
show I mean you were invited to a TED
talk I mean it really does show the
success of wait but why just because of
all these things I mean it seems like
you guys have captured lightning in a
bottle here yeah well I I always have
the feeling like it’s it’s um it could
it could go away and this is not like
you know it’s it’s not like we have
these you know customers or the count’s
and we have like you know contracts with
with things like you know business when
you feel like okay we’ve like built
something it’s solid like you know blog
blog you can be popular and then they
can go away so it’s really very a lot of
a lot of hum gratitude every day that
this is because again I spent six years
as a blogger without this happening so
really grateful when it is happening and
just you know trying to enjoy it while
it lasts and hope that it’s a bit of
sticks and that I can keep putting
things out that uh that kind of warrant
this kind of readership that’s good man
I really really respect the the
gratitude party I think that’s a that’s
a huge deal so Tim let’s let’s get back
into your process a little bit I mean
when you feel stuck within an idea is
there any certain thing that you go to
where you feel like it invigorates you
or gives you creativity we sometimes I
will literally just have to like reset
if I’m just in the bad zone I’ll go for
a walk I’ll take a shower I’ll go to
sleep I’ll change rooms but honestly is
mostly when I’m stuck it’s because
I’m avoiding you know it’s like I’ll be
working and I’ll kind of hit a bump
that’s something that I’m like oh wait
that’s a problem that’s not gonna that
that won’t reconcile with the other plan
I have here yeah something has to change
and then and then what I do is then
I will start doing something else
because that’s pretty hard what I just
described and actually I don’t want to
deal with that right at this exact
moment so I’m gonna deal with something
else and what happens is the bump grows
even though the bump hasn’t changed in
size in my head the bump becomes a
little bit of a hill and then it becomes
a mountain and then it becomes Mount
Everest as days as you know suddenly 1 2
3 4 days have passed and I have I just
got away from my process for 4 days
because of a bump that I could have
gotten over in 10 minutes if I just
spent like 10 focused minutes working on
it so often when I’m having a problem
it’s because I’m just avoiding and if
the thing that solves it is when I just
confront the confront Mount Everest work
on it for a second realize it’s just
remember that it’s just a bomba fix the
bump and then they get all excited and
then I keep going but again that that
process that that between when I leave
the bump to when I get back that can
take them that can really eat up a bunch
of days when I’m doing all of this
important not important but urgent stuff
you know emails and you know meetings
and other things that I that are just
not the real thing I’m trying to do so
to me it’s often the solution is just
closed down everything else on my
computer and just sit there and look at
it and think and get back into it and
sometimes 10 minutes later I’m rolling
again that’s so so interesting to the
whole creative process and and really
you know immersing yourself putting
yourself completely into you know
writing and and doing it full-time the
way that you’re doing it you know is is
there is there a post of yours on the
site that is kind of a favorite I mean
my personal favorite type posts are just
type of post that I would like to read
the most and that are just masais it’s
the for me ironically it’s some of the
posts that have no writing at all I did
a post called
putting time in perspective I’m looking
at that one right now yeah so that post
to me was the most fun to do ever
because writing is hard and and and and
but just you know finding facts about
timelines and making this little simple
graphic and getting excited about all
when this is done this is gonna be such
a great graphic you know I’m so excited
to own this just to be able to like
reference it and I was and I’m like or
in and and I was learning a lot so to me
I had a great time making that and
that’s like this very few post I go back
to myself too because if I start
rereading for a second I all I do is
well all I can think is all the things I
want to change and so I I don’t usually
do that but with with that post I go
there all the time just to actually get
information or just to look at it
because I think it’s so interesting
just because history so interesting in
this spans of time are so incredible and
and that to me that that graphic really
kind of just makes you know clarifies
that in my head so that to me is like my
favorite or you know I don’t know
certain you know just a funny answer
because that’s again one of the few that
doesn’t have my own voice in it and now
it’s it’s good an honest answer I loved
the novelty aspect that you kind of
continue and you you know you’re
sticking with the things that that that
interest you and you know what you said
earlier about retaining the sense of
sort of humanity and the people who are
writing to be liked versus actually just
being their authentic you know their
themselves and and I think there’s I
think in today’s society when you know
everything is measured by a page view or
a click or something it it’s it’s so
important that you know you you do have
this sense of overwhelming honesty and
and the moment that you don’t at the
moment that you
kind of playing around and the moment
that a person senses that you’re that
you’ve just created this post so that
they can click on it the sooner that
they’re gone and and I mean you just
don’t ever see them again
well I used to be the case I think that
this we are now living IIIi think this
is becoming more and more obvious in an
era of people like authenticity being
the most important thing people don’t
want fancy graphics you know high budget
you know corporate graphics you know on
something they don’t want journalists
voices they they they don’t want you
know cheesy ads and marketing messages
that are obvious they just people and
and they’re starting to really really
hate clickbait and and it’s one of these
things where you know you can just see
it like louis c.k is such a product you
know he of course you know he this is
like the Louis CK era and almost you
know this guy is so honest so authentic
he you know and and and of course he’s
the most popular stand-up comedian in
the world and I just think there’s that
you know Jon Stewart was so you know
himself that’s why he was so ragingly
popular that this you know the young
current young generation like they’d
rather you be mediocre and unprepared
but raw and yourself then being you know
something that is that the bullshitting
them for whatever reason and what
happens is when you when you’re in that
era people develop a really really
fine-tuned radar that I don’t
think they had 30 years ago just wasn’t
isn’t I don’t think you know I don’t
think that it ought anticipate any
professionality or other things mattered
but so III think that that’s just
something that you know it doesn’t
matter how is a matter how good you are
at being authentic hard and it’s hard to
continue to be that way
because it’s kind of scary to just be
yourself but that’s what people want
they want real people yeah and I think
you know what you said earlier about how
as you develop this sort of following
and as it increases the
sure of that the idea of you know okay
there’s going to be you know ten
thousand a hundred thousand people
reading this holy that blows my
mind
I mean um so it it does kind of change
it’s kind of like the Schrodinger’s kind
of cat you know is it a lot versus dead
and once I got it you know you you find
out but you changed the outcome alright
is there any certain thing that you feel
like you’ve learned about people through
through the success of the blog well
it’s a little along the lines of what I
just said I think that I think that at
least at least my readers I mean they
they want substance and they want
authenticity and I think people want to
learn like I think a lot of people have
a craving to learn I mean it’s as crazy
structure of our society where you’re
supposed to learn until 22 you know or
whatever around 22 and then and then
that then you’ve learned stuff and now
you go and you do stuff and that’s just
so outrageous given that you know you
can be the best the most genius
scientists of all time people like
Fineman and Einstein and Newton they are
they have quote after quote after quote
about how they know nothing and how they
they there’s an ocean of stuff they’ll
never know so there’s just manure nning
is so invigorating and it’s so I just I
I think it can it can it once you know
learning suddenly makes makes it makes
that it makes more learning about that
topic suddenly super fun and it makes it
really fun to talk about it suddenly and
it feels really great and it’s also just
really interesting if it’s taught in an
interesting way I think also a lot of us
brand learning as boring because
learning in school is boring so I think
that people want to learn a lot more
than I think sometimes they get credit
for and I think um people want
authenticity I think again so many
people are kind of scared to just kind
of be themselves scared to curse scared
to
to kind of to kind of just be kind of
casual yeah you know that we’re not no
one’s wearing suits to work anymore like
it’s just a different time it’s just so
it’s missing it’s okay to be a human
publicly but the whole normal human is
fine it’s like fine you know and people
are gonna like you for that and the
paradigm has shifted and you know I
think people expect different things now
we are so inundated with information and
if if you watch television
I mean spares or so but I mean if you
subject yourself for that to that media
is constantly pushing all this
information at us all the time so I
think I think just to remain relatively
sane I think we have to kind of limit
and still be very selective of what we
decide to feed our our brains our minds
yeah I think there’s just I I I’m
already just overwhelm the open you know
my podcasts happen I see how many
multiples hours of great content out
though that I’ll never have time for how
many audiobooks I have them I think just
looking at dad my options in the morning
there’s there’s no way and so and
there’s so much great like amazing
amazing stuff to take in that that it’s
insane how much time I wasted on on
taking in bad stuff it’s crazy
but I think we all do still it’s just
out of habit or out of you know I don’t
know like we know it’s like you know
it’s almost like to take in something
really good I have to commit that’s the
activity I’m gonna read this great book
right now and and I ended up taking in
more content not when I’ve decided to
take in content but when I’ve decided to
work and I procrastinating and I’m just
for a minute I’m gonna read this stupid
thing and then that turns into 40
minutes and now that thing that kind of
crappy content consumption took up 40
minutes while I spent zero minutes that
day reading something really great
that’s sitting in my bag that I’m dying
to read so you know I think that um that
yeah I just think we should have a meter
on reminding ourselves how much great
stuff there is every time we’re reading
something or consuming something or
watching some stupid video that is not
really enriching us or delighting us
yeah so to I mean we’re
running out of time here I’ve got you
know look I really want to drive this
this home and I and I I really want the
listeners the people who are listening
to kind of get to know you better as a
person so you know is is there any
single one thing that you would I mean
how old are you now 34 so is there any
single one thing that you would go back
and tell your 21 year old self oh so
many things but I think the main thing
is just the thing that jumps out at me
is you know as far as career goes at
least I would tell myself that the world
is mostly built you know in Mozilla
people who didn’t really know what they
were doing and that and then and that
everything I’ve gotten you know is
seeing the inside of a company or the
the way someone has made and an album or
something else that you think is this
amazing process you could never touch
it’s actually just kind of like flawed
people and if you think you’re really
good at something you’re probably better
at it than the people who were doing it
and they’re famous for it you probably
are here’s a good chance just because
they’re you know just because they’re
doing it they’re famous for it does not
mean they’re in this it’s not it’s not
like sports you know it’s not like I
think I’m pretty good at basketball but
I could never be Michael Jordan right
you could never be Michael Jordan but
that people have applied that logic to a
lot of other things art and business
they look at you know someone who’s
older company for a billion dollars they
look at someone who is a number one
best-selling author and they they say
well that’s the same Fame level that’s
the same they’re the top point all one
percent just like Michael Jordan so I
couldn’t be them and that’s not true
it’s not like basketball at all there’s
a good chance person selling their
company for a billion dollars is not any
better at business than you and I’m
really if you think you’re if you think
you’re good you think not great but you
think you’re a smart person who has a
knack for this thing that is a that
means a lot if you think you’re a smart
person who has a knack for something you
you probably can beat the point
1% and really what the main thing that’s
in your way is not the superhuman Kalen
because it’s not even that doesn’t exist
what the main thing that’s in your way
is that you’re not going to go for it
you’re not going to charge ahead for ten
years and try to do it because you think
it’s a it’s a hopeless quest like trying
to become Michael Jordan so and but I
got daunted by that for I didn’t start
something like wait but why with all my
might I did all these creative projects
on the side yeah 10 years because I
didn’t have the guts to just do it
full-time
because it felt like a though what are
the chances that’s a one in a thousand
it’s just completely false and if I
could go back I would have told fall
head you know headfirst into creative
endeavors I thought I was good at full
time with my full-time job starting
right after college and I 39 years
instead I feel like you should drop the
mic after that little statement a
beautiful man love that so crucial and
and I agree a hundred percent I feel
like we’re so misled and I mean our the
structure in which we kind of create
learning and distribute knowledge is so
flawed and the direction in which people
are going to chase what they think are
their dreams and then realized aren’t
and then end up you know quitting their
corporate jobs to go and refine
themselves again end up on pages like
yours or we’re listening to podcasts
like mine what’s next for you Tim what
is I mean what is a what – what’s your
what’s your next goal what’s your next
thing what are you doing next yeah so
right now I just my main challenge in
life is to try to be as productive with
writing as I was in the first two years
you know and right now because there’s
you know I it’s I I I’m just trying to
right now do wait but why well for a
while and just you know continue to do
this thing but really really be writing
a lot so that’s my first my first goal
is just in the near future just write a
bunch of really good blog posts very
excited about that right now
and I feel like I haven’t gotten enough
out recently so that’s one thing and the
second thing is I think I’m you know
looking at bigger kind of a bigger
project either either a book or a like a
video series or something that to kind
of continue to push myself out of my
comfort zone and challenge myself with
something like totally new but still
with the same but still under you know
still with wait the why and still with
the same kind of trying to get the same
kind of messages out but just trying to
do it in a medium that I’m not
comfortable with because I think that’s
this is still a good time to be doing
that so I would say that’s those are the
main things on my mind
cool a team working where can people
find your blog your work um everything
is just at weight but wide calm that’s
basically everything that exists for me
currently that matters is there so and
then you know I always tell people that
the best way to the best way to kind of
stay in touch like you know if you if
you like it it’s just do the email
subscription because that’s just know
for myself I end up really keeping up
with things that they’re gonna email me
every time there’s a new post and the
ones when they don’t even if I like it I
just forget about it for a long period
of time so Tim thank you so much for
your time and I love what you’re doing
love the message thank you so much for
for being here
yeah thanks for having me on this is the
human experience we will see you guys
next week thank you guys so much for
listening
you
