Q&A with Tim — The Upcoming AI Tsunami and Building Offline Advantage
1918 segments
I think courage is learned. You have to
practice it. And
if you're not afraid, it's not courage,
right? If someone's fearless, they're by
definition not using courage. You have
to be afraid of something. I think you
have to prove to yourself that you have
it. And the only way your subconscious
will believe it is if you are actually
doing things that are uncomfortable.
That's it.
which means it is learnable. Hello
everybody. Thanks for making it. We got
lots of questions that were
presubmitted. There's a lot to cover and
I will begin with saying there are many
many questions about AI. It is certainly
the topic of the hour and
I would like to provide a few caveats
and I'll do that by leading in with a
question. How many of you invested in or
even know of Diamond Rio? Diamond Rio.
Anyone? MPman F10. Come on now. You guys
must remember MPMAN F10. These are MP3
players that predated the iPod.
And
Jobs famously changed it from Speeds and
Feeds into 10,00 Songs in Your Pocket.
Also had the industrial design,
engineering, supply chain wizardry along
with his marketing genius, of course.
All to bring to bear on this thing
called the iPod, which then produced,
you guessed it, some of you whizzed,
gray-haired folks, but youngsters do not
realizing iPod leads to podcasting. Yes,
that was the genesis of this podcasting
term. And the reason I bring this up is
that I am not I do not consider myself a
bleeding edge investor or even in a lot
of instances a bleeding edge user. I
like to be on the dull edge. Um, I would
say that the iPod is a great example of
that because if you looked at some of
the technological trend lines, you
looked at a few different pieces of
hardware that had had somewhat derisked
solid state MP3 players, the timing was
right for something to be taken from
very very niche and unwieldy to
mainstream. And certainly we've seen
that unfold. And I view AI very
similarly and in some respects
it is very amendable to that approach
because things are changing so
incredibly quickly. If you hated a model
3 weeks ago it might do exactly what you
need today. And with all of that I just
want to say I do not view myself as an
AI expert. I think if you're looking for
someone who seems to be the Nostradamus
of AI, you should read up on Leopold
Ashin Brena.
You can look up situational awareness
the decade ahead. It was penned and
published online June 2024. And the
number of actual hits, predictive hits
that Leopold had is staggering. It is
just really about as close to
Clairvoyant as
you could possibly be. So, Leopold Ashen
Brener and you should check him out if
you're looking for what's coming. If
you're looking for what I have observed
personally as a muggle, someone who is
non-technical, I'm not writing white
papers, but I get to watch a very large
audience and I have a lot of friends I
can lean on, many of whom are technical,
I can fill you in. All right, that's a
whole lot of preamble. Let's hop into
it. All right, first question is from
Hugo. In a world full of tools, systems
and AI, what human abilities or habits
are becoming more valuable, not less.
So, I'll try to keep this pretty short.
I would say the relational, the tactile,
anything IRL in real life
that can be extended also to, for
instance, in my case,formational
advantage, offlineformational
advantage. A lot of the LLMs are slicing
and dicing the internet. One might argue
all of them are doing that. And whether
you are looking at longevity in
professional terms, if you're looking at
longevity in creative terms,
I think putting on the lens of looking
at what you can do in IRL that currently
now that certainly robotics are
on the edge of some type of Cambrian
explosion. So, who knows? Maybe it's
iRoot 3 years from now. But for now, the
kind of offline
differentiator is a big deal. And I
would say the relational side certainly
the harnessing of awe, wonder, etc.
nature immersion, which sounds like I'm
suggesting everybody disappear off into
a commune in the woods or become
homesteaders or something. That's not
what I'm saying. But for instance, the
fact that I have people I can text for
very narrow types of expertise
even though they have the access of a
generalist allows me to have
anformational advantage because none of
that is online. Conversely, if you're
using Chat GBT or Claude to try to
assess a given public company as a good
or bad investment or somewhere in
between, rest assured that many, many
people, perhaps even millions of people
have already done this and therefore
you're going to be reading more or less
the same thing as many others.
So, that's my stab at that first
question. A lot of this is going to
boomerang back in fusion notes. Let me
take a sip of my sipping ketones. Excuse
me.
This was sent to me by a scientist and
he was like, "Mix 10 milliliters into
250 milliliters of water. Do not chug in
all caps written with a marker on this
experimental
container of ketones." So, we'll see. If
I start seizuring, it'll make for a
great short on social media. All right,
next question I'm going to take a stab
at is from Jeff. With a pre-throat
clearing, not financial advice in
quotation marks disclaimer already
granted to you by virtue of this
question. Where should a small investor
be looking to invest in public markets
as AI continues to eat our white collar
jobs in the coming months and years? All
right, I know I indirectly already gave
the caveat.
I am not giving any investment advice
because that is a terrible thing to do
if you're not registered financial
adviser and all that stuff. I'm none of
those things. So, this is forformational
purposes only.
Number one, you shouldn't gamble,
and I do kind of view it as gambling, or
invest anything you cannot afford to
lose completely because AI is moving so
incredibly quickly. And there's a lot of
whipssaw reactivity in the markets. Chat
GPT comes out with something that
connects to some type of industry in in
an oblique way and suddenly
six public stocks lose billions and tens
of billions of dollars of market cap.
You know, there's there's a lot of
craziness. So, as certainly has been
said before me, the markets can remain
irrational longer than you can remain
solvent. So, don't play with anything
you're not willing to lose. There are
people talking about what's been termed
halo trades, trying to look for things
that are less likely to get disrupted or
destroyed. Kind of the Warren Buffett
approach to non- tech investing
by and large, right? Seize, candy,
railways, etc.
But I would say that
initially
sparked by conversations with Kevin
Rose, and I hesitate to even mention
this, but I do think Google is in a very
interesting position. Alphabet, the the
artist formerly known as Google,
Alphabet is in an interesting position
to in some respects kind of own the full
stack. engineers aren't going to like
that I'm using that term, but they have
distribution. They have hardware, right?
In terms of TPUs, they have
incredible unparalleled access to
information. They've got Demis and Deep
Mind internally. They've got the ability
to spin things out like Whimo. There's
just so much going on within Alphabet
that I find it
very
fun and terrifying to take a close look
at. And I say that also because it is
incredibly it is completely unclear I
would say how exactly
Google compensates for or plans for
shifting to some type of ad revenue from
AI generated responses or an AI based
LLM based platform
versus what we use today in the browser
right and that's inevitably going to
happen. So, the bull case is very
exciting for Google and the bare case is
also
pretty compelling, I would say. But, as
I'm looking at stuff out there,
I tend not to screw around in the public
markets. I just don't feel like I have
any advantage whatsoever compared to
everybody else who's fine slicing
things. But in conversations with
friends and looking at it pretty
closely, I do think Alphabet's pretty
interesting.
So there you have it. I'm not saying
invest in it. You could really lose
money and it might be that they lose for
a while until they win. It could be they
lose completely. So there is that. Next
question is from David. What are the top
three things you should never use AI
for? I would say any skill you want to
preserve in your head,
you should probably not use AI for. So I
use AI for editing. Right now, you very
quickly end up on a slippery slope. So
if I create a rough draft, as I did with
the self-help trap, for instance, I
would then take that, feed it into these
models, and give them a personality.
Right? You are an editor from the New
Yorker. this is your name, right? Maybe
it's a famous editor or the person who
worked with Robert Carroll, whatever it
might be. I mean, that's again, not to
compare myself to those people, but I
want a good editor.
Give me feedback on this rough draft.
What the model will do because they want
to keep you using the model of course is
it will give you all the feedback and
then it will say, would you like me to
incorporate all these changes and draft
a version that uses all these things?
And that's where I have deliberately
hesitated. I've also played around with
it and frankly it's very good. But
therein lies the danger because if you
want to preserve your ability to
synthesize and this will tie into
questions shortly about creativity. I do
think that
it makes some sense
to exercise caution and that there are
already scientists and researchers
looking at the negative cognitive
impacts of depending on AI much like
your ability to navigate is probably
deteriorated since using Google maps and
I would say net net each individual is
more enhanced
augmented using these tools. But if if
you do want to keep certain muscles
strong and able, that's where I would
hesitate. And look, you can always
change your mind later, but if you lose
it, it's a hell of a lot harder to
reclaim it. So that's where I am at the
moment.
Oh, CJ, CJ's question. Do you, Tim,
think AI is capable of creativity in the
sense that humans are? What I would
argue here, and I've read all these
books on creativity? I've looked at some
research which tends to be pretty soft I
would say if I were being less generous
handwavy about creativity or flow. I
mean I feel like a lot of these are
poorly defined. So, we could even go so
far as to say, I don't think we
understand what creativity is in humans,
right?
Could machines have the equivalent of
the muse visit them? Is there a way to
engineer that when we create these
metaphors for ourselves? Are we really
just using poetry or abstraction to try
to verbalize something that's actually
pretty discreet and replicable if you
just operate from a sort of bottoms up
approach with reinforcement learning and
this that and the other thing? Maybe. I
just don't know. Right.
The second question the CJ had though is
the one that I think is worth not
spending more time on, but I would
underline this because I underline it
for myself. As a writer and with the
explosion of AI generated content out
there now, how do you rise above the
noise? All right, it's pretty simple and
I will I will answer that by way of a
story. I was spending time, a little bit
of time, drinking a Paloma
with a very well-known photographer. He
is one of the most commercially
successful photographers in the world.
And
he was laughing and telling a story of
how he gets approached by
photographers. They could be amateur,
but very often they're professionals who
want to know how they can become better
photographers. and they're asking all
these gear related questions and his
answer is just put more interesting
stuff in front of the camera. Make
what's in front of the camera more
interesting. And the equivalent of that,
at least for me as a non-fiction writer,
is doing interesting things. Go out in
the world, do interesting things or
observe interesting things in real life
and write about those things, do
experiments, etc. I mean, there are many
ways to skin this cat. It could be,
let's just say, Travels with Charlie.
Amazing book by John Steinbeck. Road
trip in a makeshift RV with his dog
Charlie. All right. Incredible book. And
as it stands right now, I think it's a
ways off that a humanoid robot is going
to get into a car with a canine
companion, robotic or flesh and bone,
and do something like this, right?
Anything that is analysis based is
relegated to the machines at this point.
They are so good. The AI, broadly
speaking, LLMs being one manifestation
of that are just too good. They're so
good. And we'll talk about how I use
some of those tools a little bit later.
So do interesting things and write about
them. That's the short answer. All
right. There are certain questions where
I don't feel like I have good answers or
informed answers. I could make up some
[ __ ] and spin a yarn and make
something that seems to hold water, but
I'm not going to do that. So, I'm going
to I apologize if I'm skipping some of
your questions, but I don't want to give
you any type of false confidence in my
answers. All right. So, this is a
question from Manneil. How are you
keeping up with all the new AI tools?
Where do you keep your focus? Have you
set up Open Claw? And if so, what's your
workflow? Okay. So, I am not keeping up
with AI developments. People who do this
full-time as the seuite executive teams
of the best known companies in the world
have trouble keeping up. So, I am
definitely not keeping up or trying to
keep up. I feel like as soon as I'm
doing that, I've already lost. So, it's
not how do I win the game, it's choosing
the right game, which might sound
cliched,
but does that mean I'm ignoring
everything? No. With something like Open
Claw, due to security concerns, I let
friends of mine
be the first elect to be some of the
first monkeys shot into space. So, I'm
going to read from a friend of mine who
I texted, right? This is
about this question right before we
started recording. All right. So about
open claw, he played around with
openclaw. His name is Chris Hutchkins.
He's been on the podcast. He has a
podcast called All the Hacks which he
has used to explore some really
fascinating stuff. If you're a points
nerd or like travel, it's a good one. He
goes a lot further than that. But one of
his episodes is, "I built an AI
assistant that works while I sleep." And
he explains what he did with OpenClaw.
However, here's what he texted to me. In
the last week, Claude's desktop app has
shipped a bunch of features that do a
lot of what OpenClaw can do in a more
userfriendly way. Schedule tasks, remote
access, etc. So, that could be a good
beginner way to start. But with all AI
projects, I suggest going in with a use
case. This is again Chris texting. And
then he documented his whole journey
with building a basic app through
OpenClaw, etc., etc., etc., and leveling
up his knowledge each time. We'll link
to that episode in the show notes. Can
find it pretty easily. Here's what he
added to that. For OpenClaw, I'd say you
absolutely don't need a fancy computer.
I ran it on a 2012 Mac Mini for the
first few weeks, but if you have an old
computer and you want to set it up and
test it out at home, great. But until
you feel confident, one, don't give it
access to things like email, credit
cards, etc. And there are some
hilariously tragic stories of this gone
arry that you can find on your own. Two,
that okay, that was my director's
commentary. Two, don't install random
skills you find on the internet. Three,
go to claude chatgpt, etc. and get
advice about how to set it up securely.
Four, every time I've gotten stuck, I've
been able to use claud code in the Open
Claw directory to fix things. So, there
you have. That is by virtue of texting
Chris Hutchkins an answer on open claw
and what I also do is give some examples
of internally how we're using stuff. So
I have an employee who is very
interested in these tools and I have
wanted to encourage that as long as
we're not completely demolishing our own
security from the inside out. So he's
played a lot with cloud code and other
things and I asked him for some use
cases that I could share with you. So I
will pull those up right now. All right.
And this alludes to a term defines a
term that Chris used. All right. So this
is my employee. One thing I did earlier
today was build a skill quote unquote
skill. Fancy name for a text file in
this case inside claw that will generate
the PDF and word versions of an IO.
That's an insertion order for a podcast
sponsor. If I only give it the missing
items from the IO, for instance, company
name, official company name, da da da
da, it fills it out automatically and
creates a PDF. It's a small save in
time, but this is something he repeats a
lot. And there may be a better way to do
it, like a template, hello sign or
something. I also have been working on a
project doing a 20 year roughly 20-year
retrospective deep dive and analysis of
all my angel investing, right? Are the
stories I tell myself about my rapport
card accurate? Are they completely
false? Are they somewhere in between?
Etc., etc. And for that project, coming
back to his uh text here, it's been
really crazy to just tell it quote
here's an API key and it will figure out
how to connect to a given service like
Gmail. And if you have an API key for a
product, you can easily start using it
in Claude as it will simply write itself
a script.
And one of the wildest things, this is
I'm paraphrasing here, but it can ingest
an absurd amount of data and convert it
into something useful. And it can also
enrich data in some very interesting
ways. Right? So if I'm trying to figure
out, okay, right, via email
introductions, who introduced the
winners, who introduced the losers, who
introduced the zombies that just can't
seem to die after years of struggling
or take off for that matter. And then is
there a signal say looking at the
education levels, the schools, the alma
modders of founders, right? What about
single founders versus two founders
versus three founders? Things like this
location, geography, blah blah blah blah
blah blah blah, right? Is there any
signal to any of this?
Another example which might apply to
more of you, the Google calendar
integration has also been helpful. In
other words, updating a calendar entry
from claude or creating multiple at a
time, right? So using claude to calendar
entries. Now, in my case, I have a bunch
of different calendars and different
people on my team add to different
calendars.
One thing that helps us a lot, and maybe
someday I'll share this. for right now.
I I'm probably not going to, but I have
a document, a Google doc that is the ten
commandments of
my calendar basically. And it's rules
around formatting, what to include,
etc., right? Secondary points of
contact, cell phones, time zone always,
right? Indicated in the headline, etc.,
etc., etc. There are lots of different
rules, but he can use that or other
people on my team can use that to then
automatically check calendar entries
through claude code and fix them as
needed. Right? So, some people have
joked that, you know, the 4-hour work
week should be rewritten as the the
4minute work week. I think there's
something to it, right? And there's a
temptation to do an entire section on
the use of AI in place of virtual
assistants and so on. The problem with
that is that
as soon as the ink had metaphorically
dried on that paper, it would already be
out of date. So, I'm not going to do
that, I don't think. So, there you have
it, right? And the API key is is a
really important component to all of
this. Also, and I'm sure some of you
have figured this out, but with cloud
code and Chris Hutchkins alluded to this
as well, for debugging, for instance, we
did a website redesign and there was an
issue with a form. no idea why, right?
And we wanted to fix it very quickly and
we weren't sure how long it would take
for support to get back to us. So, he
was able to dump all the code at the
time into the model and just figured out
how to fix it. And there are many, many,
many other examples of that. Yeah, it's
and many of these things are not quantum
leaps, but they are much like anything
else just automating little paper cuts
so they don't add up ultimately to a
huge gash in your calendar. Okay, back
to work. Tim Ferrris.
All right, let's look at other things.
This is a question from Becky.
What would you say to someone who wants
a career job? Sometimes I feel I get
caught in a loop of same pay range, same
experiences, same mid-level
opportunities. How can I start
increasing my income opportunities and
skills this year? Okay, so I reached out
as I often do, texted a couple of people
about this because they're actually this
is going to be a huge huge mega mega
meta problem for people moving forward
and it's going to increasingly I think
be pervasive. people are going to wonder
what they should do next, right? Which
then informs kind of upskilling
and and there's a later question, so I
might as well explore it here related to
encodings. In the Jim Collins episode, a
question around encodings, and I might
come back to that, but suffice to say,
some of these personality tests and
things like any are actually very
helpful and things like strengthfinder
and so on. And there are two startups
I'm involved with because I recognize
just through questions like this, right,
from Becky which are kind of the canary
in the coal mine. It's not really a
canary in a coal mine. It's like there
was one whisper, now there are 10, then
there were 100, now there are thousand,
right? This question is coming up more
and more and a lot of folks are going to
in one way or another need to zig and
zag even though they might not expect it
right now. And a lot of that's going to
be due to AI job displacement. So the
two startups that and again I mentioned
that I'm an investor in these so I'm
biased but the reason that I invested in
these is to answer this question or more
specifically to help people answer this
question. So the first one is called apt
apt and you can check that out at
triapp.ai.
So triapp rap.ai.
I had the co-founder
and CEO create a code. So if any of you
guys want to try it, ultimately it does
cost money to get all the results and to
get this sort of AIG guided mentor
around your strengths and so on which
you discover or uncover through the
process of going through this. But you
can get 50% off with Tim50. That's the
code to use. Tim50.
All right. All right. So if you want to
take a look at that, you can check it
out. The other is OBO. So obtly
focused on accelerating skill
acquisition and learning. So I think
these two actually go together really
well. Right? You could use apt first and
then OBO. And I've played around with
both. There's a lot that's going to be
coming into both of these, but might be
worth checking out. Honestly, if I were
to tell you to go buy what color is my
parachute or something, you might glean
something from that. But I feel like in
very dynamic times with so much shifting
sand with respect to technology, you
probably need something a bit more or
benefit from something that is more
dynamic and personalized from the get-
go as opposed to you having to do lots
and lots of heavy lifting with a fixed
format. So, that's what I would say,
Becky. And definitely let me know what
you think because if something's broken
or if you love something or you hate
something, all that stuff can get fixed.
All right, next one. This is from Jeff
and we will do some live questions.
These ketones are actually doing
something, which is good cuz it's 400
p.m. and I don't want to have any
caffeine.
Yeah, fortunately, it doesn't taste too
much like jet fuel. All right, let me do
one more. Jeff, okay, this is the
question. You've worked across books,
podcasts, and experiments that each
attracted their own communities. What
have you learned about proactively
shaping a community's culture, not just
growing an audience? And how has direct
interaction with people changed the way
you enter creative flow today? The last
piece is probably the hardest answer,
but I can tell you that I think that
proactively shaping a community's
culture actually helps you to
build an audience,
but to what end, right? Not build an
audience like, oh, I'm aiming for 2
million, 3 million, 10 million YouTube
subscribers. I don't like renting
audience in a way that's dependent on
algorithms, right? And you can look at a
lot of the biggest YouTube channels.
It's like their average views per video
have created even though they have huge
numbers of subscribers. You see that
with engagement on X and other places.
However, one thing that never goes out
of style is 1,000 True Fans by Kevin
Kelly. You can read it for free at
kk.org.
And therefore, I will focus on the
proactively shaping a community's
culture. In my case, I think it's pretty
simple. I treat a closed community like
I would a dinner party at my house. So
somebody walks into my house and this is
a shoes free house, right? Because who
wants like dog [ __ ] and bubble gum on
your kitchen floor? I don't. So the
shoes come off at the door, right? So
let's say somebody comes in, they're
like, "No, I'm keeping my boots on."
They come in tracking mud all over the
place. They sit down at the dinner
table. they kick their feet up on the
table and start calling people [ __ ]
or something like that person's going to
get dragged by their hair out and then
they're never coming back in. Right? So
that's a bit of an maybe melodramatic
example, but zero tolerance policy for
broken windows, right? You know, Malcolm
Gladwell and others have written about
this, but it's like when these minor
infractions are permitted, I'm going to
pull out a fancy term that tech people
like, the Overton window.
Right. This the broadness of what is now
allowable behavior shifts. Okay? Or I
shouldn't say shifts. It's a [ __ ]
window. It's not supposed to get wider
or shorter, but it moves in a more
aggressive behavioral direction, right?
So if you allow minor infractions,
you're going to get moderate
infractions. You allow those, you're
going to get major infractions. So, from
the very first days of say the blog, the
the comments section has guidelines and
it's like remember the Fonza, we're
going to be cool like that. Like, if
you're an [ __ ] we're going to boot
you and blacklist you and you can
criticize me, but don't be a dick to
other people. And if you are, you're
gone. Like, that's zero tolerance. And
you have to enforce that, right? If you
don't, people are crafty. They'll learn
how to manipulate you because you are
asking to be at least abused by not
enforcing your own rules. So that's the
first one. It's just like you have to
excise the cancers and remove the
poison. You just have to because the
default state of pretty much the entire
internet now because it's been allowed
and encouraged
through various gamifications on social
platforms is just being loud, obnoxious,
awful. So you have to set rules to to
counterveail that. Also, and Jeff, I
think you've experienced this. If if you
have a private community of 100 people
or 200 people or 50, doesn't really
matter, and you charge $5
a quarter, $5 a year, doesn't really
matter. But if you have some very
nominal cost, people opt in who
generally want to contribute and be in
an environment of positivity. That's my
experience generally.
So having some very very nominal fee at
the door I think is incredibly helpful.
Right. And you find that also with
events. I've done plenty of live events.
don't really do them anymore for a lot
of reasons, but
very very rarely in the past, I would
throw these live events for like, you
know, book launch parties, 100 people,
200. If people can RSVP to an event,
your abandonment rate or no show rate is
going to be skyhigh. If you force them
to pay $1 to hold their spot, suddenly
the no-show rate goes down to low single
digits. Right? So, I don't think there's
any rocket science here, but the tough
part is being willing to enforce, right?
And maybe you give someone a two
strikes, you're out policy, but frankly,
I find that that can metastasize and for
instance, I have a lovely dog was a
stray two months ago, adopted her, and
she's really smart. She's part
Anatolian shepherd, it would seem. And
if she realizes, for instance, that she
can kind of pit me against my partner
and that she doesn't actually have to
listen to sit until the third time.
She's not going to listen to the first
two. She'll just stare at you defiantly
and then sit the third time. Humans are
the same way. They'll do that, too. If
they know they have two strikes, you're
going to get more bad behavior because
they know they can get away with it
once.
All right. So, there you go. And let's
go to We've got plenty more questions,
but let's go live to some live
questions. And I apologize that there's
so much in the chat, so I'm going to
have to I'm going to have to Oh, yeah.
The crown means top fans. All right.
Well, thank you. Thank you, top fan. All
right. Let's throw out some live
questions and I'll give it a shot. If
you already posted one, please post
again because I can't I can't scroll up
and go through hundreds and hundreds and
hundreds. Favorite color? Green right
there.
Green. Green. Green.
Uh specifically, it's like the color of
late morning light, like 11:00 a.m.
sunlight around
August coming through maple leaves. That
is the color of this sort of like
translucent green. All right.
future of Vlatta. Okay, for those who
don't know, also Coyote, Coyote
continues to do really well. I feel like
I have done mostly what I can do with
Coyote at this point, and it's sort of
in steady state. I mean, the reviews on
Amazon and elsewhere are great. It
continues to sell well through the
distribution channels. I wish in
retrospect earlier on I had really
focused on fam even though there are
plenty of adults who enjoy it focusing
on families that have at least one or
two kids in that sort of 8 to 15 range
and that would have helped with escape
velocity sooner but hindsight 2020 I'm
really really happy with with how it's
turned out and then veratta honestly now
that the AI tools are getting good
enough
about 6 months ago ago, I was planning
on creating a movie trailer for
effectively a script. I've got the whole
thing in my head focused on Tyrion. If
anyone, this is the legend of Cockpunch.
Now, I think I will, for obvious
reasons, lean towards legends of Vlatta,
but focusing on the relationship between
Tai and his father and all sorts of
craziness that ensues. So, I've got like
a whole movie script in my head and
concept art that I haven't really done
anything with from some of the top Magic
the Gathering and DND artists you can
imagine. So, we'll see. We'll see. I
could see screwing around with that this
summer. All right. Yes, shout out to
Jeff for keeping the CP community
humming. Happy to spend some time there
as well. All right. If I could only pick
from the books on the shelves behind
you, what book would you want everyone
in this group to deep dive into or dive
deep into? I mean, man, I mean, I have
those books up there for a reason,
right? I have thousands of books. I've
donated most of them. These are the ones
I keep up for me to look at.
Give me a second. I'll tell you.
Okay.
So, I'm going to give answers that may
not be satisfying to some folks. That's
okay. I would read I'll give you one
that I suppose you might expect from me.
So, one is going to be The Effective
Executive from Peter Ducker. Classic,
old, short, incredible bang for the
buck.
However, the other books
I would say again talking about what you
do in a world of AI, do more interesting
things.
There's a book back there called Of
Wolves and Men by Barry Lopez who won I
believe it was the Booker or Pulitzer
Prize for another of his books called
Arctic Dreams. Of Wolves and Men is one
of the best non-fiction books I've ever
read and it really shattered the mold.
It redefined what
let's just call it non-fiction nature
writing could be. It's just an
incredible incredible book. So, there's
one, but again, this is choose your own
adventure. Pick and choose. Travels with
Charlie by John Steinbeck. I mentioned
it earlier, is hilarious. Also an
incredibly accurate and
enjoyable warts and all ride through the
US, right? What a quirky weird ass
country. So, that's another one. Pretty
fast read. And then there are entire
shelves back there related to animal
tracking and so on because I've done a
bunch of that. I don't think most of you
should probably spend a lot of time on
that. If you haven't read I'll simplify
the title here. Alice in Wonderland. You
should go read Alice in Wonderland. Read
the whole thing just quotes from it. I
have a collector's edition back there.
And then there are a few actually that I
was going to mention for one of the
questions you guys submitted or as an
answer. the 8020 principle, Richard
Kosh. That just never gets old. Just
does not get old. And there's another
book of his up there called Living the
8020 Principle. It might be living the
8020 way. And he really walks the talk.
And if you haven't heard my podcasts
with Richard Kosh, KO,
he's also one of the best investors I've
ever met. I mean, he's had I don't know
if he's disclosed the actual amount, but
like he is I know a lot of the world's
best investors and he is quietly way up
there in the Pantheon. So, also a
practitioner.
He's on the field. So, worth paying
attention to him. All right. All the
places I've traveled to, which have been
the most breathtaking, there's so many.
I mean, Queenstown, New Zealand at the
right time of year, I think is
incredible.
But you name it, you name it. I think
upstate New York, honestly, the Gunks
and that entire region where a lot of
the Last of the Moheakans, the book
certainly I don't know what about the
filming of the movie, but that takes
place in that region.
You can kind of put me anywhere. I mean,
I just I think so many places are
beautiful. Take a couple of drawing
classes. That makes things much more
beautiful overall. Like gesture drawing
classes. Get some live nudes. keep it
interesting. I mean, you you may get an
obese dude with his schwans all over the
place. So, just just so you know, it's
not automatically going to be a Victoria
Secret model, but that's okay. Uh, can't
win them all. All right, this is from
Hilka.
All right,
I'll I'll abbreviate a bit because this
was a long question. I'm only going to
hit the the first part here, but I'm a
bootstrap founder and repleted revenue
flying into San Francisco next week to
pitch and network for a few days. If you
were in my shoes and wanted to squeeze
the maximum long-term leverage out of
that short trip, what specific things
would you do before, during, and after
the event to one, have the right
conversations, and two, turn them into
real opportunities rather than just
great chats? Okay, bonus. How is your
bootstrapped versus VC changed lately
for tech software? I mean, I think it's
just getting cheaper and cheaper to make
software. So, I think we're going to see
a lot of self-funded startups. I mean,
good news, barrier to entry technically
also economically is much lower. Bad
news, the barrier to attention in
actually getting people to use your
stuff has never been higher. So, there
is that. But I do think that we're going
to see huge self-funded bootstrap
companies, assuming that there aren't
just a few gods, aka, you know, super
intelligence
AI beasts that eat everything. All
right, but coming back to your question
about network,
this has also never been more true. I
think in real life wins.
Everything else is too crowded. So there
is a talk I gave. I don't think there's
any video. You don't need video,
frankly, but there was a talk I gave at
South by Southwest. We'll link to this
in the show notes, but if you search my
name
and how to build a worldclass network in
record time, this will pop up. This is a
a talk I gave
who knows, seven years ago, 10 years ago
at South by Southwest describing exactly
what I did at South by Southwest 2007
when I launched the 4-hour work week.
And my entire budget for that book for
launch and marketing and so on was spent
on a few trips
to I think it was web summit
maybe something expo blog expo and then
south by southwest and there's an
approach described in that that I think
is very very effective and it's still
surprising to me no matter how many
times I talk about certain things
people just don't follow But,
you know, if I'm like, hey, if I wanted
to shill some shitcoin and be like, it's
going to the moon, right? People would
buy it immediately. But I'm like, hey,
here's this thing. It actually takes
some hard thinking and you need to plan
for it. But it's so much more effective
long term than all of this hustle
culture [ __ ] like
you know, three card monty that you want
to do, you know, every day for 10 hours.
It's like the the upfront stuff really
matters a lot. In this case, I really
recommend this talk, how to build a
world-class network in record time. And
that sounds like YouTube clickbait, but
it's actually true.
A lot of friends who are still friends
of mine almost 20 years later came from
South by Southwest 2007. And a couple of
those events I flew to. These were not
just transactional interactions. And
there is there is a way to approach
this, right? You definitely need to
study any sessions and attendees
beforehand.
The good news is good news bad news is
that have the right conversations
you don't need to worry about. You have
no idea
how to have the right conversations.
Your goal is to meet people who are
hopefully world class at what they do.
Sympotico with you, meaning you guys
will actually get along. could be
extracurricular interests, side hobbies,
it could just be the way the two of you
are programmed. And there are other kind
of general strategies like talking to
moderators of panels instead of the
panelists. Everybody floods the
panelists. The moderator gets orphaned
and in many cases the moderator is just
as impressive. And certainly the
moderator knows everybody on the panel
and lots of people on other panels and
everywhere else. So there are a couple
of of tips in that that I would suggest
checking out. All right, next question
is from Alex. My company is growing
quickly. There are a lot of things that
I need to be doing to hit escape
velocity and be able to hire to manage
at the top. I think that's manage. It
says mange, but I assume you don't want
mange. How do I choose what not to do?
All right. All right. Well, the good
news is we already talked about a
couple. So 8020 principle, Richard Kosh,
I would read that. The effective
executive, absolutely read that. And
it's really going to give you a
frameworks
for better discerning yourself what to
do and not do. the other depending on
the scope current scope and scale of the
company and then the ambitions
especially if it's venture-backed is to
read a book called the high growth
handbook by Allad Gil E L A D G I L
arguably the best one of the best
certainly angel investors of the last
few decades I mean his his hit rate is
absolutely insane He's he's invested in
at least 40 unicorns.
Also a tremendous founder and operator
in his own right. You can check him out.
Has a pretty wicked biology background
on top of everything else. So those are
a few that that come to mind. And then
maybe last but not least, it's been a
long time since I read it, but the blue
ocean strategy probably worth checking
out because if if you choose to compete
in a crowded category, you just have a
harder road ahead of you. So creating a
category of one in a sense, much like
Cirtole did back in the day, right? I'm
expecting you're not dealing with
Eastern European acrobats, but you get
the idea. All right, this is from JC.
When exploring sematic or psychedelic
healing spaces, what specific questions
or observations do you use to quickly
distinguish between a highly competent,
grounded practitioner and a narcissistic
guru?
Tough,
a lot of good actors out there.
You know, the first thing that comes to
mind and obviously with all the usual
the usual caveats, right? These things
are powerful. You can definitely
destabilize yourself. They're illegal in
most places, etc. I said, "Don't break
any laws. Talk to your doctor." Blah,
blah, blah. But
ask, you could ask practitioners or you
could ask someone who's had two trips
and they're suddenly
acting like a messiah proitizing
everybody. You could ask them the same
question. But
specific to clinicians or practitioners,
ask them
what types of adverse events they've
seen, right? what are the most
concerning adverse events that they've
seen?
A simpler way to put that is how do you
handle freakouts, right? What do you do
when somebody really loses their [ __ ]
And if their answer is people don't lose
their [ __ ]
there aren't any adverse events, they're
either lying,
delusional,
or very inexperienced. Right? maybe all
three. Those are not mutually exclusive.
So, I find that to be a pretty quick
necessary but not sufficient way
to use a particular line of questioning
to separate seasoned practitioners who
are honest from those who are neither of
those things.
Of course, do your own homework. I don't
think anyone who's new to this and by
new I mean they have not been doing it
more than a decade ideally multiple
decades is
makes the the fly list for me.
It's just become too godamn trendy. So
I would just say
probably unfairly but I would be biased
towards people who have been doing this
since before
Michael Pollen's exceptional book how to
change your mind right that might be the
cuto off for before and after let's go
back to live questions yeah Kumari great
documentary Fred recommended everybody
should watch Kumari ku m a r e I won't
ruin the surprise
check that out it's a great great film
I liked it so much that way back in the
day there was a startup called
quarterly.co
which sent out boxes of goodies to
people who subscribed, right? And I
would hand curate all these things that
I really liked. It was kind of like Five
Bullet Friday but on a quarterly basis
where you get all my favorite things
shipped to you in a box. Very difficult
business to make work. But at one point,
this also dates me. It tells you how
long ago it was. I reached out to the
filmmaker who made Kumar and we figured
out a way to make it work that I would
ship something like 3,000
USB drives each of which contain this
movie to my subscribers. That was one of
my items that I sent. All right, lots of
questions about conferences. I don't
have a particular take on conferences
these days. I apologize. I just I'm not
tracking it actively. There are always
interesting meeting places in person.
So, I don't believe that's outdated.
South by Southwest has gotten very large
and quite corporate. Doesn't mean you
can't have interesting interactions, but
you know, I would look for the events
ideally that are
fewer than a thousand people, fewer than
500, even better if you can. It's from
Chris. If I weren't an author and
podcaster, what other careers or
industries would you have pursued? I
wanted to be a comic book pencellor for
ages and
still do some actually of my art pads
right back over there where I love to do
live gesture drawings honestly helps me
get out of my head. Somebody will be up
there. They'll hold a pose for like 60
seconds at a time and then change or two
minutes or five minutes at a time. You
really can't get in your head. There's
just not enough time for it. So, I
really really enjoy that. But I wanted
to be a comic book pencellor and was an
illustrator through a good part of
college, helping to pay for expenses,
things like that, illustrating books and
so on. So I uh the the prospects then
were not very attractive financially to
do that, especially after my extended
family paid a fortune on my education.
So I shifted gears, but certainly felt a
draw towards that. What kind of dog is
Molly? Molly is a rescue mut. She is
Labrador,
blood hound, and pitbull mix.
Then I'm sure there's high 57 of other
breeds in there. In terms of training,
honestly, I put up some basic training
videos on YouTube if you just search my
name in dog training. But the books that
I have found most helpful are Don't
Shoot the Dog by Karen Prior. I think
everybody should read that. I think the
back copy says something like
Whether you want to stop your cat from
jumping on the table, train your dog to
do X, or convince your like
mother-in-law to stop nagging you, like
the instructions are all the same.
Something like that. It's pretty funny.
But Karen Prior brought clicker
training, sort of audible
queuing of that type from marine mammal
training, dolphins, orcas, etc. to dog
training or at least she's one of the
people responsible for that. really
fantastic book on behavioral change and
shaping behavior overall.
And then listen to my podcast with Susan
Garrett. Susan Garrett g a r e t is
impressive because she has won I want to
say I don't know 5 to 10 national dog
agility championships even though she
herself is much older than most of the
human competitors who have to kind of
run alongside their dogs. and she really
really knows her stuff. So those would
be I would say two places that you can
start at two or three places. Very kind
comment here. All of your works hold so
many lessons on protection and
nourishment, the root of being a father.
I feel that way. Thank you. My friends
have been my closest friends are like,
"Yeah, you know what? You're going to be
a great dad." So that's part of the
reason why I'm headed that way. Even
though, you know, word on the internet
is that I've self-help optimized myself
into being single and miserable. That's
not true. So,
all those trolls can suck a dick. Um,
makes makes me feel like I'm drinking
tequila. Beware of those ketones, guys.
More on my thoughts is from Cindy on
enog dating and business peeps. I think
anyagram look it might be tech friendly
astrology, but I've seen it used at
Shopify. I've seen it used at Dropbox.
I've seen it used by more than one
person to meet very good matches in
intimate relationships
and I think there's something to it. I
mean it is a tool I would say that I'm I
try to be as tool agnostic as possible
but I found the enog there are other
options of course as one good option for
identifying your own blind spots for say
your partner and this could be someone
you you know work with superior
subordinate colleague
what your likely blind spots are where
you're likely to be oversensitive
and therefore how you might want to
handle things internally like meetings,
decision-m, conflict resolution
and that's pretty interesting and it has
been tested on a pretty large scale
within places like Shopify and Dropbox,
right? Unlike many other things. So, I
find it interesting and
the app that I mentioned earlier,
tryapp.ai,
code Tim50 for 50% off. I don't get any
affiliate kickback or anything. That's
just to save you guys some money. They
incorporate the inagram. So, pretty
interesting. I was telling them I was
like, "Hey, once you figure out this
kind of business career mentoring side,
you could very easily have a matchmaking
capability built into it." All right.
Quantum computing I find fascinating,
amazing, and terrifying in equal
measure. I have not done much in the
quantum computing world. I have looked
at
maybe how certain
cryptocurrencies are more prepared to be
quantum resistant than others, right?
I've looked at stuff like that. I mean,
not to mention
all of our other fancy passwords that we
currently use and security, but I have
not really gone super deep. I feel like
that's an area much like Fusion
where you really want to be as technical
as possible waiting into those waters. I
did a podcast with Steve Gerbbertson
ages ago who was one of the first
investors in D-Wave.
But yeah, I mean people are talking
about AI, but man, when when quantum
actually hits and the joke has been with
Fusion, for instance, that fusion is
always 30 years away. I don't think
that's true anymore. Now, I could be
proven wrong, but I also think that's
true with quantum where people are like,
"Yeah, yeah, yeah. That shit's never
going to work." I'm like, "H, we'll see.
Look at Google's excuse me, look at
Alphabet's investments into
quantum computing. It does raise some
questions. Very interesting and also
pretty scary to imagine what postquantum
looks like. This is a good question. How
do you maintain so many friends despite
your countercultural
ideologies?
We, my friends and I, I think have maybe
implicitly,
and this is maybe survivorship bias, but
agreed that like as long as you're
civil, like you can disagree on all
sorts of stuff. And I surround myself
with friends who are going to push back.
And this includes my oldest friends.
This isn't just like fancy friends that
I've accumulated since the podcast or
anything. This also applies to my oldest
friends from high school and college.
So, I would also say that most of my
friends are pretty adaptable in light of
new information. I don't spend a lot of
time around blowhards who are like, I'm
an X, I'm a Y, right? I'm a liberal and
that person's a neocon. or I'm a
conservative and that person's a libtard
or whatever. Like, I don't hang out with
those folks because while I recognize
that level of simplicity is appealing in
a very chaotic, messy world, it's not
particularly
an accurate reflection of reality and
the gradiations in between extremes. And
it's certainly not very helpful unless
you are playing the political game and
that's just an arrow in the quiver that
you have to use. But otherwise,
I just stay away from that stuff. I
certainly don't steer away from
controversy, but I ask myself, is this,
and this applies to watching news or
social media, and I know I've said this
before, but I haven't had any social
media apps on my phone for probably
three or four years. And the way I feel
about the news in the 4-hour work week
is probably 10x more intense now in
terms of my selective ignorance around
mainlining quote unquote news, right?
Because if if it's not relevant to your
life and if you are not going to make a
decision differently or take action
because of it or maybe avoid action
because of it, if there isn't some kind
of followup, you don't need it is my
general feeling.
And that's going to become not just a
maybe perceived luxury. I've been doing
this for decades now, right? And I
wouldn't consider myself ineffective in
the world,
but
it's going to become a survival
imperative. If you want to remain sane,
you can't doom scroll 24/7. There's no
way you can't doom scroll even a few
hours a day.
So, I've seen some crazy crazy
physiological data from people on and
off of social media like blood tests and
like mental health assessments and so
on.
Ham D caps 5, you know, all this kind of
stuff. It's not good, guys. So,
I'm I'm uh getting up on my soap box
now, but like we were talking about that
no [ __ ] rule. Just because someone
disagrees with you does not mean they're
an [ __ ] But if someone is really
throwing sharp elbows for no reason,
it's like they're out. Like I'm I'm I
very freely
have an inflow and outflow of friends.
There are certain friends who have
remained in the inner sanctum and I for
them too cuz they reserve the same right
for years and decades and decades now.
But it's like, and people are allowed to
have off days, but it's like if someone
has suddenly adopted being an [ __ ] as
part of their personality or identity in
service of quote unquote keeping it real
or something. I don't have time for
that. All right. Somebody asked about
podcast interviewing a female
screenwriter. Yeah, sure. Depends on the
screenwriter, but was actually reaching
out to two female screenwriters
not too long ago. I don't think I heard
back. So, what are you going to do? This
is a comment by Tim. This sounds super
simple. My longest, latest relationships
share a common sense of humor. Married
for 33 years, and that's foundational.
Same goes for oldest and longest lasting
friendships. Yeah, 100%. Humor is just
reflective of so many other qualities,
right? And there's a difference between
humor and just like a kind of
cynicism, right? Quippy cynicism. I'm
not so much into that. But like if if
there's a fast banter and people also
are good at making fun of themselves,
not all the time, but in the right dose,
it generally bodess well. What inspired
my most recent blog post? Fugacity Labs.
This is on the self-help trap. What I
learned from 20 plus years of optimizing
myself, optimizing on quotation marks,
might have been improving. We split test
a bunch of different headlines. But what
prompted that is just seeing how,
you know, at worst miserable, at best
constantly anxious or self-doubting so
many people are in the selfhelp,
self-development world, right? And I
feel like we are all sitting on a
slightly too warm stove top of baseline
anxiety due to the technological
tectonic plates that we're dealing with
and certainly the kind of algo driven
personalized feeds that will just pour
gasoline on your lyic system. And coming
back to what we can control, right? It's
like, okay, sure, I can I can suggest
people delete social media apps off of
their phones. Realistically, most people
are not going to do that. And there are
some upsides. If you have the ability to
moderate with these tools, you can stay
connected with friends, etc., etc.
Although, I've become more and more
dubious of those defenses.
if if people were able to instead of
just looking at screen time by app to
see what actual usage is the use cases
that they're spending time on with a
given app I think that would be very
illuminating in any case in lie of that
what else can you do what other levers
can you pull and I think the in real
life relational component is the lever
that makes all other levers easier in a
way. So that's what prompted writing
that blog post. Very nice question. How
can we help you? Whether here in the
Discord book forum just
just try to be
go first with people to quote Gabby Ree.
I interviewed Gabby with Lear Hamilton,
one of the kings of big wave surfing.
And I think her billboard answer was go
first. Just like smile and say hi first.
Just do that. I'd say helping the world
to be just like 1% brighter in some tiny
way, right? Like tip the breeze, like
leave a 20 as a tip like once a month
somewhere. I know that's not necessarily
trivial money for folks, but it's like
give somebody an absurd tip, right? Like
if they're really good, really kind,
just like or it doesn't need like have
an iced tea tip. I'm a 10, right?
Something like that. Doesn't need to be
money. You get the idea. Do I have any
news to share about the notebook? Yeah,
I'm going to I'm going to put on my
diving goggles and get back into it in
the next probably month or two, pretty
soon. have a couple of other things and
I'll have I foresee at least one big
announcement related to other projects
coming up in the next few months. But
going back in, wish me luck. This is a
question from John. Still love the 17
questions.
People can find those 17 questions. I
think they're in Tools of Titans, maybe
Tribe of Mentors, but also on Tim.blog.
There's a PDF with the 17 questions I
most often ask myself.
I've got one
question that I would probably add is
some version of what is the most
generous interpretation of this.
Right?
I have been trained since a wee little
lad
to be pretty
anger forward. Let's just say if I were
a wine, very anger forward. And
the way that shows up, there are to get
fancy myriad ways this shows up. One is
that
some days
I can just feel like the entire world is
conspiring to make me annoyed. And
obviously that's not true, right? But
if it seems like someone is ripping you
off, right? which does happen
most of the time. It's probably just a
misunderstanding, right? So, what's the
most generous interpretation? If you
feel like your significant other did
something to annoy you,
did something to annoy you, or they
always do X, they never do Y. Like,
okay. Well, what's the most generous
interpretation of this?
And I'm borrowing this from other
people, but I feel like that is a very
helpful question.
And you could pair that with a bunch of
other ones. I think Christa Tippet,
great podcaster by the way, but Christa
Tippet, one of the OGs
on Being, I believe, is her podcast. And
I believe it's Christa. I might be
misattributing, but at least I'm not
saying Oscar Wild or Abe Lincoln that
she said anger is pain shown in public.
Something like that, right? So you can
apply that to yourself too if you're a
little
anger forward.
And that doesn't mean naval gaze and you
have to do 12 years of therapy to figure
it out. like what is the most generous
interpretation of this? Whatever this
might be, I would add that to my
questions. Okay, if you go to a city and
you have two days, what are your go-to
activities? Bicycle tour, bike tour, for
sure.
One of the best ways to meet locals,
figure out what's fun that isn't just a
glossy photo,
post it on Instagram
or an ex super expensive
three Michelin star restaurant, bicycle
tour, hang out, you know, also hang out
with, you don't have to actually stay at
a hostel, but like go talk to the
manager of a hostel or somebody who
works the front desk and has been there
for a couple years. They'll have lots of
great recommendations. Okay. Where does
accumulating wealth fall on my scale of
overall success?
Zero.
It's like, look,
I mean, a lot of wealthy people make a
lot of excuses as to why they need to
keep making money. Like, well, you know,
I could give money now, but if I
compound at such and such, compounded
annual growth rate, and then, you know,
I'll give it away when I'm dead,
basically, or yada yada yada. I just
don't buy it. You know, working dogs who
have been tracing a rabbit around a
track their whole lives in sixth gear
get very good at chasing something in
sixth gear. So, they want to continue
doing that. I'm not holding myself up as
some enlightened being. I've just had
the benefit of seeing so many people
crash and burn or just end up with this
existential malaise because when they
actually pause for a second if they do
pause and sometimes life's life life
forces you to pause with a divorce or
medical emergency they have this
maybe sense of hollowess or certainly
not a sense of fulfillment. So I've just
seen that so many times. It's like
accumulating wealth. Who cares?
It's just like how many people can give
you the full name of Alexander the
Great, right? It's like nobody's going
to remember you. Nobody's going to
remember me. Nobody's going to remember
us. It's okay. It's totally fine. It's
actually very freeing.
It's like every everybody should read I
think it's Percy Shelly. Azymandas.
Yeah, Percy
Shelly. Azymandas. Everybody should find
this. Oz Y M- N D I A S. So good.
Everybody should read Aussy Mandas. What
do I prioritize instead of wealth
relationships? And this sounds so trit,
but it's like there are people who say
that and then you go visit them and
you're like, "Holy shit." like their
kids hate them and like they never see
their best friends or their quote
unquote best friends are constantly a
different roster because
as Arthur Brooks would put it, they're
deal friends, not real friends, right?
But
I mean, the past year review helps to
make this point for me over and over
again. And if you don't know what the
hell I'm talking about, just search my
name in past year review. But thinking
about it's like, okay, who are the 10
most important people in your life? Did
you spend as much time as you would like
to spend with them last year? If the
answer is no, invest in those 10 before
you invest in anyone else, right? And
track the results. Then you look back,
look at the number of peak positive
experiences, right? Energetically,
emotionally, whatever it is over that
quarter, that year. It's not something
you have to do all the time. and you're
like, "Oh, yeah. Doubling down on those
10 really made my year so much better."
Blocking out time with those people in
advance made it so much better. Okay,
let's do more of that.
So, yeah, that's about it. Yeah, it
might have been Tara Brock who talked
about the
anger is fear on the outside. Who knows?
Some smart person who's a lot chiller
than I am said that. David,
here we go. As a soon to be father, I'm
thinking a lot about parenthood. If you
started a family, what would be the top
three values or lessons you'd hope to
instill in your children?
I have thought about this a lot and I've
had I've been able to watch what has
worked and what has not worked. I think
optimism,
resourcefulness,
and like lots of physical activity, lots
of physical activity. You got to run
that dog. Tired dog is a happy dog. So,
yeah, optimism. I think Mike Maples Jr.
was the first person who really
underscored this. He has a bunch of kids
who have turned out well. Optimism is
kind of number one. It's like the mother
quality that enables all else.
Resourcefulness, I would say I think
Maya Angelou actually said courage is
sort of the mother quality cuz
everything else at its breaking point
depends on it. So I had something which
is like no failure only feedback. Just
encouraging them to try stuff. Positive
reinforcement. Try stuff. Try stuff. I
mean, this applies to dog training, too,
but some of my friends who have never
had dogs get all pissed off and get
their knickers in a twist when I compare
kids to dogs. I know they're not the
same, but you know what?
Shapi behavior is pretty similar across
mammals. Anyway, optimism, courage slash
try a bunch of [ __ ] It's fine. It's
just feedback. And then resourcefulness.
And I think if you have optimism and
you're willing to try a bunch of stuff,
aka use courage in certain ways, then I
think resourcefulness is a byproduct of
that. So those would be the things I
would focus on. And lots and lots and
lots and lots of physical activity
together as a family, right?
Okay. Rachel, thought I'd throw out an
odd question this time. Have you Have
you ever been on a treasure hunt or
geocache? What's the weirdest, coolest,
most unexpected thing you found out in
the wilderness? Could be something
natural or unnatural.
Well,
black bear stole a leg from my elk last
year. That was pretty annoying. And we
found it chewed to all sorts of into all
sorts of mangled contortions. That was a
bummer. Don't want to have sloppy
seconds after a bear has gotten into
your elk leg. Just pro tip. I've been on
treasure hunts and geocaches. I would
say the thing that comes to mind, which
is somewhat unrelated to your question,
is that if people are like, "What's the
most interesting way you've lost money?"
Because I do get my face ripped off then
and again, part of the early stage
investing game. I invested in treasure
hunters, very famous treasure hunters
who were searching for sunken Spanish
gallions full of gold bars and all sorts
of stuff. And ultimately one of the
people involved just absconded with all
of the investor money and it turned into
this like where in the world is Karmen
San Diego [ __ ] debacle. But you know
makes for a story. So once again don't
bet money you cannot afford to lose
especially when it involves Spanish
gallions.
Oh good lordy lordy lordy. This is
coming back to encodings. Cindy, you and
Jim Collins talked about encoding. This
is a term that Jim uses which is
somewhat comparable to strengths. Like
what are your innate strengths? Right.
So, we spoke about that. I'd love if
you'd go deeper on the topic. Share more
about how it resonated with you
personally and give additional practical
advice on how people currently locked
into work or career situations can
progress with a plan towards living
fully within their encoded selves.
I find that asking your best friends,
could be family members,
could also be employees. 360
reviews can be very brutal. You can
listen to my conversation with Joe
Gibbia, co-founder of Airbnb, about how
brutal that can be. Doesn't have to be
brutal, though. I would say that a
couple of questions come up that I have
asked close friends, some of my best
friends, people who know me really well.
when have you seen me at my best? Or
when do you see me at my best? But it's
good to have practical examples or
concrete examples from the past. Not
just like when you tend to do this, you
tend to do that. It's like no, give me
an example. Like when have you seen me
at my best? When have you seen me at my
worst? Like what stories or memories
come to mind? Then what is easier for me
than for other people, right? What do
you see in me that I'm I find easier
than most people? Jim didn't like that
question, right? Because he wanted it
all to be internally individually
referenced. But this is how I do it. I
actually do find that aspect helpful cuz
then you're not only finding strengths,
you're finding strengths that allow you
to potentially compete. And I I just
like having both if I can.
And then you could ask, you know, what
this is very closely related to the last
one, but what what strength or ability
do I discount in myself,
right? there's certain things a friend
of mine was making a point about
something related to startups recently
and I was like yeah I mean it doesn't
strike me as particularly special
because ABNC and he's like that's the
problem he's like you can't see it
because like you're the fish swimming in
the water and I was like huh okay then I
bounced it off a few other people and
they're like yeah that's like a [ __ ]
weird superpower of yours and I don't
understand it and I was like oh never
really realized so what strengths or
ability do I discount in myself right
this is you using that question for
somebody else or not harness, right? It
could be discounting, could just be like
what strength or ability am I not using
that I have? And
one question that can infer a lot of the
answers to these others also is if I
weren't doing X, whatever your current
gig is, like what could you see me
doing, right? And
I feel like if you ask enough people who
know you well enough and who aren't
going to [ __ ] you, who will also be
willing to answer questions about your
weaknesses, right? In other words,
example given, when have you seen me at
my worst, if they can't answer that,
they're not going to give you fully
candidate advice. So, I would say those
are a few of the approaches that I've
used and I've found them very helpful.
Geocaching. A lot of people here into
geocaching. Yeah, I mean sure it'd be
fun. I've also dreamed about doing
orientering courses which I think could
be super super fascinating. This is the
last question. I think it's a good one
to end on. Is courage external or
internal? How do you teach it to kids? I
think courage is learned. You have to
practice it. And
if you're not afraid, it's not courage.
Right? If someone's fearless, they're by
definition not using courage. You have
to be afraid of something. So, you can
edge yourself and you can edge kids into
that, right? It's not like, "Hey, you've
never been in the water before. Let's
take you up to do cliff diving." No, no.
Yeah. I mean, that's unhelpful fear with
severe consequences. It's like you can
stair step into it. But I think I don't
think courage is a decision. I don't
think courage is something you get from
reading a book. I don't think courage is
something that you can develop
abstractly. I think you have to prove to
yourself that you have it. And the only
way your subconscious will believe it is
if you are actually doing things that
are uncomfortable.
That's it.
Which means it is learnable. And there
may be some
set point that contributes to it right
in one way or another. Right? And if
you're Alex Hunnel and your amydala is
like basically asleep, it's like, okay,
well, right, that explains a few things.
But it's also something that you can
very
sequentially sort of expose yourself to
just like you would to build a tan or to
get stronger in the gym. I think it's
through action, right? It's like
progressive resistance that you develop
courage. And it's very I've seen my
friends do this with their kids and this
is also why the physical activity is
very very helpful to prove kids to prove
to kids or help them prove to themselves
that they can do hard things right like
okay sure you could wait until they can
sit down with calculus and try to figure
that out or you could be like yeah that
thing that you're nervous about doing
like hitting a baseball climbing a
whatever you know 5'9 in a indoor
climbing gym like yeah okay let's get
after
All right, I will I will stop there,
guys. I appreciate somebody asked, "When
is Alex Hold coming on the podcast?" I
had him on about six months before he
free soloed LCAP. If you want to if you
want to listen to Alex Honold before he
got media polished, my podcast is a good
way to start.
Great guy, but it was before he got
polished for Prime Time. And that's
about it. All right, ladies and
gentlemen. appreciate you taking the
time and thanks for all the great
questions.
And be safe out there. Be just a bit
kinder than is necessary to others, yes,
but to yourself also. Go first. Smile.
Say hi. Thanks everybody.
Ask follow-up questions or revisit key timestamps.
The speaker discusses the nature of courage, emphasizing that it's learned through practice and facing fears, not by being fearless. They then delve into various questions about AI, investing, personal development, and community building. Key topics include the increasing value of relational and offline skills in an AI-driven world, investment strategies in public markets amidst AI disruption (with a specific mention of Alphabet's interesting position), and the importance of preserving certain cognitive skills by not over-relying on AI. The discussion also touches on AI's potential for creativity, how to stand out amidst AI-generated content by doing interesting things, and practical advice on using AI tools like Open Claw and Claude. The speaker advises against using AI for skills one wants to preserve and highlights the dangers of cognitive degradation from over-reliance. They also share insights on career advancement, the importance of real-life networking, and strategies for shaping community culture. The conversation touches upon personal experiences, book recommendations, and philosophical questions about wealth, relationships, and values. Finally, the speaker emphasizes the learnable nature of courage, developed through action and facing discomfort, and the importance of optimism, resourcefulness, and physical activity for personal growth and raising children.
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