The Rich Roll Podcast - The 5 Types of Wealth: Sahil Bloom On Why Time, Friends, Mind & Body Always Come Before Money
Episode Date: January 27, 2025Sahil Bloom is a Stanford athlete turned finance executive whose life took an unexpected turn when a friend's observation catalyzed a complete reevaluation of success. This conversation explores his ...perspective on wealth, which transcends traditional metrics to embrace a more expansive definition of abundance. We discuss his framework of the Five Types of Wealth, the power of tiny actions to reshape destiny, and how to deploy your attention toward what truly matters. He shares profound insights on nourishing relationships, differentiating between urgent and essential, and finding purpose through service. Sahil is wise beyond his years. Enjoy! Note: In celebration of Sahil's appearance on the podcast, we're giving away three signed copies of his transformative book. Subscribe to the newsletter at richroll.com/subscribe for a chance to win. Show notes + MORE Watch on YouTube Newsletter Sign-Up Today’s Sponsors: Momentous: 20% OFF all of my favorite products 👉livemomentous.com/richroll On: High-performance shoes & apparel crafted for comfort and style 👉on.com/richroll Roka: Unlock 20% OFF your order with code RICHROLL 👉ROKA.com/RICHROLL Calm: Get get 40% off a Calm Premium subscription 👉 calm.com/richroll Check out all of the amazing discounts from our Sponsors 👉 richroll.com/sponsors Find out more about Voicing Change Media at voicingchange.media and follow us @voicingchange
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The things that I thought I wanted
when I was 20 years old, I had them.
And I had this sensation of, is this it?
Is this the moment I'm supposed to feel happy?
If I continued living the way I was living,
I was gonna wake up in 50 years and wonder what the fuck just happened.
Sahil Bloom is redefining what it means to be truly wealthy. A former Stanford baseball player
turned private equity executive, Sahil faced basically a crisis of conscience when he realized
that what he was pursuing was actually at odds
with what mattered most in his life.
Everything looked like it was going well on the outside, and on the inside everything
was slowly but steadily falling apart.
So he walked away from his lucrative career and basically invented a new one, a path that
better aligned with his values and prioritizes personal growth.
Insights he now shares with the millions of people
across the world that subscribe to his newsletter
and follow him on social media.
And along the way, Sahil defined a new
and more expansive way to think about wealth.
One that goes beyond finances to consider relationships,
time, and wellbeing.
All of which he explores in his new book,
The Five Types of Wealth.
We're living in this world where you are having to run faster and faster
just to stay in the same place.
You spend your time on things that actually aren't progressing you
in the direction of your goals,
in the direction of the things that are going to move the needle.
Later is just another word for never.
You are always in control of taking a few tiny actions
that will lead you to be slightly better off tomorrow.
Your wealthy life will involve money,
but in the end, it is going to be defined by everything else.
Thanks for coming out here, man.
Thanks for having me.
It's a thrill to be on the other side of this.
Well, thrilled to have you here.
Can't wait to talk to you about the book.
I was just mentioning a few moments ago,
you did a fantastic job.
It's quite an accomplishment and you should be very proud.
I'm excited for the world to enjoy what you've created.
That means a lot to me.
Yeah, plenty of ideas to explore in that,
but I wanna understand your personal story
a little bit better.
There's certain facets of your backstory
that are very similar to mine
and many that are very different.
But essentially, I wanna start at the beginning,
but the sort of thumbnail or cliff notes
of the whole thing is you were an NC2A baseball player,
went into finance, became this private equity guy,
and around the time of the pandemic,
had a little bit of a sort of reawakening of self
and did this pivot, this life pivot,
this career shift away from what you were doing
into a more public facing sort of service oriented
occupation of your own creation
in which you started sharing wisdom and helpful advice
that quickly escalated and put you in a position
to be this sort of influential authority
on a variety of topics around wellbeing
that led to this book and you sitting across from me today.
Yeah, I mean, it's been a crazy journey.
The last few years in particular,
but I feel like all of it started a long, long time ago.
And for me in particular,
I feel like the common thread through my entire life
has been this seed of this idea
around the rejection of common convention
and rejecting these kinds of cultural defaults
that we so often just find ourselves accepting
and embracing in our own lives.
And I reflected a lot on that
in the context of the writing process here
and more just in the context of my own sort of inner work,
that I think that part of my DNA, if you will,
really came from my parents.
And this experience that I think they had
in choosing their relationship
over the cultural conventions that would have said
not to do that and how that has kind of led to this entire lineage
and this trickle down effect through my own life,
through my sister's life and through the family
and the creation of all of that that's followed.
Well, explain that a little bit more
because the story around like your mother
and your father's relationship is pretty extraordinary.
Her coming from India and how they met
and the kind of high stakes that were involved in them being together. Yeah, so my mom, as you know, her coming from India and how they met and the kind of high stakes that were involved
in them being together.
Yeah, so my mom, as you said,
my mom was born in Bangalore, India, born and raised.
She in, let's see, 1978 applied in secret
to come to college in the United States.
She was the youngest daughter
and really everything about her life
had sort of been planned out for her.
She was gonna have an arranged marriage in India
to a man and live the life that followed.
And for whatever reason, she rebelled against that,
decided to apply to school,
got a scholarship to come to Mount Holyoke
in South Hadley, Massachusetts.
And it seems like my father kind of lived this
like very similar parallel track in his own life.
His whole life had been planned out for him.
He was from a Jewish family in the Bronx, New York,
on the other side of the world.
And his whole life had been planned out for him
by a rather domineering father.
He was gonna go into academia, get a nice stable job,
marry a nice Jewish girl and live his whole life.
And for whatever reason,
my parents had their paths cross in a rather unlikely twist of
fate.
They crossed paths for only two weeks at Princeton University.
My dad was finishing his dissertation there for his PhD.
My mother was working in the library to pair away through a master's program she was just
starting.
And my mom was the bold one, went up to him and asked him if he wanted to go out
and get ice cream.
And about an hour later, they were on their date.
And it's so funny hearing my mom tell the story
because my father said to her,
my family, my father will never accept us.
And my mom was so blinded by his use of the word us
that she completely missed the message,
the underlying message of what he had said.
And unfortunately, my dad was right.
And his father was not accepting of this courtship
and told my father that he had to choose
between my mom or his family.
And he made what I imagine was the most challenging decision
of his life, which was to leave his family
and choose love, choose my mom.
And to this day, I have never met,
I never met either of my father's parents.
His father passed away many years ago.
His mother is still alive.
I've never met her.
My dad has four siblings.
I've only met one of them.
I first cousins out there that I've never met.
Just this one decision.
It's pretty hardcore.
I mean, it's one thing to issue an ultimatum like that,
but then to follow through on it for decade after decade.
Cause those things tend to sort of come around with time.
Right?
And the fact that it never did,
and you never met your grandparents on your father's side.
Yeah, time, it's a funny thing, right?
Like I have the perspective that time doesn't heal anything
when it comes to relationships.
I think in a lot of other areas of life,
time has an ability to heal,
physical trauma, time has ability to heal.
But with relationships, I have found
that those hard conversations avoided are like a debt.
And when you take on that debt,
you're going to have to repay it with interest
at some point in the future.
And the problem is when that interest builds so much
over so many years, it just becomes overwhelmed.
With no installment payments, right?
Yeah, that is interesting.
That's an interesting idea.
Yeah, you think that, well, I think it also depends
what stage of life you're in when the disagreement occurs.
Like if it happens earlier in life,
it sort of becomes this entrenched neural pathway.
But there is this idea that with time,
it'll just kind of fade into the background.
And you're right, like that's actually not the case.
There's that saying that sometimes there's just too much
water under the bridge.
And I think with something as big as this,
you know, the other thing I'm just aware of
is there's two sides to every single story.
And obviously I accept and embrace my father's side
of the story and the decision that he had to make
and how challenging that was.
But I'm sure the story that the rest of his family was told
was a different one.
I can't imagine that his father told the story
the exact same way that my father did.
And at the end of the day for me,
people often ask me like,
oh, have you ever wanted to go and meet your grandmother,
meet your father's mother?
To me, that would have to come from my dad.
It would have to be that he wanted to go do that
or that my mom wanted to go do that.
Because my mom has experienced a lot of grief
associated with being the reason that my father
had that challenging decision to make
and that breakup from the family.
I have always taken the position that my mom
is like the best person in the world to me.
And anyone that wasn't okay with her is not okay in my book.
I have never been the one to kind of push the issue.
But if my father or if my mother came and said
that they wanted to go see my grandmother,
I'm sure I would go do that.
And her gambit of course,
was that she was so far away from home.
And the fear with her family was that she would find
an American to marry and never return to India,
which is exactly what happened.
So there was risk on both sides of this equation.
Yeah, and when my mom introduced my dad to her parents,
they were not okay with it.
The idea of her going and marrying an American man
was not according to their plan.
They got over it though.
They got over it when they saw
that my father had left his family for their daughter.
And I mean, what greater sign of love
and of that feeling of connection can you exhibit than that?
And ultimately my grandfather and my grandmother
on my mom's side ended up taking my dad in as a son,
basically in the family.
And so that feeling of connection to that Indian side,
to the Indian culture grew much, much stronger
as a result of this.
And for my father, I mean, the feelings of connection
that he had with my mom's parents were enormous.
Well, your relationship with your parents
is kind of an extraordinary thing.
And probably, you're somewhat of an outlier in that regard,
like the reverence and regard and respect that you have
for both of them and the manner in which you demonstrate
that through many of your bigger life decisions
is like aspirational.
And I think that to your point around social convention,
like I kind of wanna return to this idea
because this is sort of a, kind of a core theme in the book
and all the work that you do.
Yes, like their relationship represents
a transgression of social conventions.
But then again, within that,
there were a lot of social conventions
that were adhered to and reinforced in your life, right?
On some level, your mom is a very traditional
like Indian mother that comes with all of the kind
of expectations around academic excellence
and what kind of profession you're gonna pursue.
And your dad is a professor at Harvard, right?
Like, so there's a traditional, you know
kind of sensibility around all of this.
So I'm curious around like your relationship
with social convention and what led to you trying to,
kind of find ways or why did you feel compelled
to break these because it seems to me
that you were raised very much within the constraints
of these social conventions,
which were incentivized and reinforced.
Yeah, I think that's a great point.
And I think in both of those cultures,
like my mother on the Indian side
and then my dad coming from an academic background,
academic performance and achievement
was very much the standard in our household.
And I don't know if that was as much
about a cultural convention as it
was about a standard of excellence
that my parents held us to.
My parents were big believers that
there were sort of two key pillars
to a strong relationship.
One is high expectations, and
the other one is high support.
And both my parents believed that,
that they had high expectations for
us all the time.
They thought that we should
achieve at an extremely high level,
but they were also willing to raise
us up on their shoulders with
the support
to go and meet those expectations.
And if you just think about that,
high expectations in the absence of high support
is a big issue.
That's a recipe for resentment.
When someone expects a whole lot from you,
but they're not willing to actually support you
to go reach that.
My parents always managed that and provided both.
I always felt like, yes, they had high standards,
but also, yes, they were willing to help lift me
to those standards.
The unfortunate thing and how it manifest in my own life
was from a young age, I have an older sister
who's three and a half years older than me.
And she was very, very academically oriented
and high achieving.
And what would happen over and over again
was my sister would go through a school
and have the best grades,
do everything that my parents could possibly want from her.
I would get to class the first day
and the teacher would say,
oh, you're Sonali's brother
and have this like bright look in their eyes,
in for another star student.
And within a week or two,
they would inevitably be disappointed
because I was kind of a, you know, I was a jerk off.
Like I was a kid trying to find himself.
I was more into sports and running around
and not as academically oriented.
And unfortunately what ended up happening was
I started telling myself this story
that I was not the smart one.
And my sister was the smart one and I was the athletic one
or I was something else.
And when you tell yourself that story,
what I have found in my own life is that
like these original stories self-perpetuate.
It's very easy to find evidence to confirm that story.
It's very hard to do anything that conflicts
with that story that you tell yourself.
So at every stage of those early years of my life,
I was just reinforcing this belief
that I wasn't the smart one,
that I was not as capable as my sister,
that I was not capable of achieving on the level
that would make my parents proud.
And that internally bred a lot of insecurity in who I was
and in what I was doing.
And my parents at every turn tried to break that.
They constantly told me how much I was capable of,
that I was smarter than my sister,
that I was capable of so much more than what I was doing.
But when you tell yourself that story,
it's very hard to hear the opposite.
You need to learn it for yourself.
You need to do the inner work
in order to kind of break those early patterns.
So you're creating this own internal sense of insecurity.
That's like, let's just call it not evidence-based, right?
Cause you're basically, you know, moving up the chain,
you know, doing all the things, right?
So you obviously did well enough in high school.
You got into Stanford and you were an athlete
who was successful enough to be able to play at Stanford,
which is a top level baseball team.
I don't know if they still are,
but I know they were when you were there
and they were when I was there.
So it's hard for the average person to think like,
why would this guy be insecure?
Like look at his stature in life as a young person
at a place where anything is possible
and everything is available.
Yeah, it's hard to justify and rationalize insecurity.
We had a conversation about this earlier.
You look around at some of the most successful people
in the world and look at their actions,
the things they're doing on a daily basis,
the way they're interacting with the world.
You see insecurity all around you.
It is almost completely dislocated
from the actual results
that the person is creating.
And oftentimes for some of the most high achievers,
insecurity is the thing that actually allows them
to go and do these extraordinary things.
The unfortunate thing is that it is not conducive
to a life of fulfillment or happiness.
You're constantly searching for that external thing
that will fix how you feel internally.
And so even, I mean, in high school,
you mentioned that I did well enough to get into college.
I did not do very well academically.
I just so happened that I worked hard enough
at being able to throw a baseball hard enough
that I kind of found the side door
into getting into Stanford.
While I was there, I also really just like
continued to consider myself an athlete.
I was not studying, I wasn't going to classes.
I wouldn't take the hard class
because I was scared that it would expose me as not smart.
And again, back to that idea of those stories,
those stories you tell yourself, hold you back
because you don't give a hundred percent
because you're afraid of what will happen
if you do and still fail.
You're afraid of that idea,
like that idea about who you are getting broken,
that internal ego.
And when you're pursuing your entire life
on the basis of these insecurities,
you're not making rational decisions.
You're not making the decisions that are right for you.
You're making the ones that you think
are going to make you feel good.
The stories we tell ourselves about who we are
and what we're capable of hold, you know,
so much power in terms of driving results in the real world.
And the truth of the matter is those stories are not true,
whether they're positive or negative,
usually they're negative.
They're not really that rooted in reality by and large.
So I thought a lot about this
and I'm trying to sort of crack the code
on the process of untangling those stories
and figuring out how to tell a new story
that will take up residence
in the way those old stories seem to persist.
And I think it's very difficult to do.
And I think it begins with acknowledging
that all of that stuff that you're cycling in your mind
is indeed just a story and doesn't have to be the story
that you continue to tell,
but it's very difficult to like override
that kind of default network.
I think the common themes that you see
in people that have managed to do it
is a massive sharp acute traumatic event.
And that versus years and years of therapy and inner work.
And I think over and over again,
I have seen that that traumatic acute event,
it's the rock bottom moment for the addict, right?
Like you have the rock bottom moment
and that ends up propelling you to change.
And that in people that I have seen
that have been able to kind of make those changes,
change those narratives has been
the most important thing in hindsight.
And it's obviously also the darkest moment of their life,
the period of maximum pain.
There's this concept in ancient Indian traditions
called Kala Chakra.
It's like the idea of the wheel of time.
You have this endless cycle in the universe
of creation, destruction, and then rebirth.
And it's that period of destruction and that knowledge
that rebirth is on the other side of it.
The knowledge that as Rumi says,
the wound is where the light enters you.
That is sort of what allows you
to actually have that rebirth on the other side.
I mean, yeah, before the Phoenix can rise, it has to burn, right?
So these ground zero, you know, come to Jesus moments
are actually divine moments in which we suddenly have
this willingness and opportunity to reconstruct our lives
in new and interesting ways.
But that choice is always available to us.
Like you don't have to have that happen to you
in order to make change.
And yet it seems that we're hardwired to need that
in order to kind of make that mindset shift
and follow it up with action.
It's very uncomfortable to ask the questions
when you're not having that dark moment, right?
It's like the idea that it's much harder
to be on a good path that isn't yours
than it is to be on a bad path.
A bad path screams at you every day to make a change.
That's the rock bottom moment.
You're like, I have to make a change in my life.
The kind of like, okay, the good path that isn't quite yours
is much harder to make a change from
because there's a lot of things that are telling you
that it's fine, that it's good.
There's kind of the, there's the tension that exists.
And so I've often found
there's a couple of questions that help.
I mean, one is Mark Twain is kind of famously purported
to have said, it ain't what you don't know
that gets you into trouble.
It's what you know for sure that just ain't so.
Asking that more regularly in your life,
what do I know for sure that just ain't so, asking that more regularly in your life, what do I know for sure that just ain't so
is a pretty helpful exercise
because there are things that you automatically assume
about your life that just aren't real.
They're just completely fabricated.
And what if you believed the exact opposite?
Every time I told myself that I wasn't smart,
what if I flipped that on myself and just said,
what if I believed that I was extraordinarily intelligent?, what if I believed that I was extraordinarily intelligent?
What would be the decision that I would make here?
And how might that look different
than what I'm currently doing and operating?
Well, that's challenging your operating system
and your default assumptions,
but that also gets into kind of curiosity and imagination,
which you write about in the book.
And I kind of want to return to,
but just to kind of follow through on this idea
of the relationship between traumatic life moments
and change, when I think about your story,
so I see you just kind of like fast forward
through your trajectory.
You're this upwardly mobile guy
who's got all this stuff going for him.
You're at Stanford, you're playing ball, you get injured.
So there's a little bit of self-reflection that occurs with that. But fundamentally, you're playing ball, you get injured. So there's a little bit of self-reflection
that occurs with that.
But fundamentally you're interested
in that traditional path of upward mobility.
So you go into finance, you end up in private equity,
you're being paid very handsomely.
Where is the traumatic event that catalyzes,
you know, the dramatic life pivot
because it appears or it feels a little bit like you are one of those people
who volunteered for it.
But my Spidey sense is there's more going on
in the personal story.
And maybe you had to meet your maker
in a little bit of a more profound way
than comes across in kind of how you share publicly.
Yeah.
There's a lot that goes on under the surface
in people's lives that we don't see.
You obviously know this,
and your own experiences, people you've interacted with.
I made every decision from the time I was 15
until the time I was about 30 years old
to try to create this appearance of that upward mobility,
to try to achieve those markers of success
that would lead to the external affirmation
that would, I thought, make me feel good,
that would destroy that insecurity,
where I would one day wake up and feel like I made it,
I've arrived, this is great.
And on that entire journey,
which was largely grounded around these external markers
of success, money being the main one,
everything looked like it was going well on the outside.
And on the inside, everything was slowly,
but steadily falling apart.
And that included everything from my relationship
with my wife, who is the most important person in the world.
You met in high school, right?
Like you guys have been together for a very long time.
Since I was 15 years old.
My relationship with my wife was really suffering for a very long time. Since I was 15 years old. My relationship with my wife was really suffering
for a number of reasons.
The biggest one being that I feel like
I was living someone else's life.
And when you do that,
it takes a lot of energy to play a role.
And when you play a role,
you can't be authentic to yourself and your relationships.
My relationship with my parents was suffering.
I was living 3000 miles away, seeing them once a year.
Obviously it's come through, but very close with them.
And that was painful and something that was being masked.
My relationship with my sister was almost non-existent.
I had created this dynamic of resentment
and competitiveness in our relationship
because of what I mentioned earlier that was harming it.
My health was suffering.
I was drinking six, seven nights a week,
partially for work and then partially just to feel some level of numbness and escapism.
My mental health was suffering. All of these other areas of my life and I started to just have this
sensation really when COVID hit in 2020 that I was winning the game. Everything said I was winning
the game. Like this is what winning looks like. You're getting promoted, you're making more and more money,
you look like you're successful, you have a house,
you have a car.
The things that I thought I wanted when I was 20 years old,
I had them.
And I had this sensation of, is this it?
Is this the moment I'm supposed to feel happy?
And the most formative moment of this entire journey
came in the middle of May in 2021.
I went out for a drink with an old friend
who I hadn't seen in a while.
And we sat down and he asked how I was doing.
And I said, good, I'm busy.
It's kind of the stock response that we give people,
you know, the like, punt the question.
And he looked at me and sort of just looked through me
and said, how are you doing?
And I told him that it was starting to get challenging
being so far away from my parents,
wasn't seeing them, our relationship was withering.
And he asked me, how old are they?
And I said, they're in their mid sixties.
And he said, how often do you see them?
I said, about once a year.
And he looked me square in the face and just said,
okay, so you're going to see them 15 more times
before they die.
And I remember just feeling like the whole room closed in,
like I got punched in the gut.
And it wasn't about our relationship in that moment.
It wasn't about anything other than the fact that I had the realization that the time I
had left with the people that I cared about most was so finite that I could count it on
a few hands.
And I realized in that moment
that if I continued living the way I was living,
I was gonna wake up in 50 years
and wonder what the fuck just happened.
And that night I went home, had a few more drinks,
and I passed out on the floor of our house.
The next morning, my wife found me there and obviously was concerned. And I got up and just told her that I thought we needed to make a change.
And this came at a time in my relationship with my wife that was really challenging.
We had been trying to conceive for about the prior year and unfortunately had been unable
to.
You know, and that's a, it's something that a lot of people don't talk about publicly.
There's a stigma associated with it.
We bottle it up, we keep it to ourselves, and that's what we had done.
And I felt like my wife was carrying that as her burden.
And I was not man enough at the time to help carry that burden or to accept it as mine
to carry with her.
So in that moment, her acceptance of this idea that we needed to make a change
was the most powerful thing in the world to me.
This idea that she sat there with me in the mud.
She was there in that moment.
She saw the pain that I was experiencing
and she recognized it.
And we had built our entire life in California.
She had a job, I had a job, things were good.
Within 45 days, we had left California, sold our house,
I had left my job and we moved back to the East coast
to be closer to our families.
And the most incredible thing in it all was that within two weeks of getting
home, my wife got pregnant. It was just this full circle moment of when your life is out
of alignment, when energy is out of alignment, nothing is possible. And when it comes into alignment,
suddenly everything falls into place as it should.
I apologize for getting emotional.
No, I appreciate the candor and the openness, man.
It's a very relatable thing to go through.
I think a lot of people go through, you know,
their version of what you just explained.
And, you know, we were talking earlier and you mentioned,
you were talking about this idea of the arrival fallacy,
this premise that we make so many big decisions on
is that we're aiming our compass in a certain direction
on the assumption that when we arrive at that destination,
that whatever it is that we're searching for,
we will find it and it will make us feel
how we've always wanted to feel.
And when we discover that it doesn't,
it's an existential crisis
and that can be your rock bottom moment
or you can delude yourself that it's just over
the next peak on the horizon.
And that's what most people do.
And the fact that you were able to kind of see this,
early in life, frankly, much earlier than I was able to,
is a credit to your self-awareness,
but also like the depth of your value system.
Because it's one thing to say,
oh yeah, I'm only gonna see my parents 15 more times.
Well, I'll convince myself that I'll double that
or whatever and just continue along your path.
But that make that kind of significant life change
is not a small thing.
And the fact that your wife got pregnant after that,
like, yes, alignment is important.
And I've seen that get played out so many times
when you're out of alignment,
you're banging your head against the wall
and things just don't come easy if they come at all.
And once you kind of course correct
and you create that alignment
between your actions and your values,
suddenly there's a sense of ease
and things come towards you
rather than you having to chase them.
It's a beautiful way of saying it.
The arrival fallacy is one of my favorite concepts
and ideas because I felt my life was really
a perfect example of that.
There was always the end of your bonus, right?
Like, oh, I'm gonna feel so different.
That's when I'm gonna have really made it
and you're gonna get it.
And then you get there and you immediately start
just looking around like, what did other people get?
Oh, why didn't I get this?
Why didn't I get more?
Oh, next year is gonna be even better. I can get more that next year. And you constantly
have that feeling of the never enough to every area of your life. You're just feeling like
it's this constant treadmill. And after my son was born, I had this experience. I was
walking him around out for a walk one afternoon. He wouldn't sleep other than when we pushed him
in a stroller.
So I was out for a walk with him
and this old man came up to me
and approached me on the sidewalk and just said,
I remember standing here with my newborn daughter.
She's 45 years old now.
It goes by fast, cherish it.
And in that moment, I had this sensation of this is it.
Like the good old days are happening right now. And in that moment, I had this sensation of this is it.
The good old days are happening right now.
I'm gonna be 90 years old someday, hopefully,
and look back on this as the good old days
that I'm living in.
Like I have actually arrived in this moment
and there's nothing more that I want.
And I can't fully articulate the feeling of peace
that comes with that,
the feeling of acceptance that comes with,
this is where I wanna be,
there's no place I would rather be
than in this present moment with these people.
And I feel like since then,
I've been able to harness that,
I've been able to find that in different areas of my life.
I'm no longer sitting one-on-one having a conversation
with someone worrying about the email I'm missing
or checking my phone or thinking about what the next thing
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Well, as somebody who has kids that are older,
I can tell you that that's true.
My oldest isn't 45 yet, but he's 29.
And my youngest is 16 already.
And it is like, I can't, she was a baby yesterday.
And you talk about this in the book,
this idea also that you think that your kind of role
as a parent is a more extended period of time
than it actually is,
because by the time they get to be 12 or 13,
like it's kind of like they, in a healthy way,
start to differentiate from you
and then their life becomes about their friends
and other things as it should.
But the point is like, you don't have that much time
and those moments are really precious.
So to be able to see that and value it and follow it up
with like not just actions, but like big decisions
that basically drive your life in that direction.
Yeah, there's this concept from ancient Greece
that there are two types of time.
They had two words for time, Kronos,
which is linear kind of the normal way
that we think about time.
And then Kairos, which is this idea
that there are specific moments in time
that have higher importance.
They're elevated moments.
It's this qualitative textured nature.
And that is very true for your own life.
There are moments, there are windows of time
where certain people, certain things carry higher importance.
And unfortunately we live in a world
where people love to say later, right?
You're on the chase for something.
You're on the chase for whatever your professional ambition is.
So you say later a lot.
You say, well, I'll spend more time with my kids later, or I'll focus on my health later,
or I'll, you know, build these relationships later, spend time with my parents later.
And unfortunately, later is just another word for never.
Because by the time you're ready to do those things,
they're no longer there.
Your kids aren't gonna be eight years old later.
You're not gonna have your health in the same way
when you're 60.
Your parents may not be around later.
And that is the fundamental tension
that we all need to ask more questions about to navigate.
It's like, how do I balance my desire to build something,
my desire to go after some
of these ambitions that I have for myself
with the fact that these moments are passing you by
if you're not present in them.
So you contextualize all of this in terms
of these five different pillars of wealth
and your own journey kind of emerged out of realizing
that by focusing on this singular idea of what wealth was, was driving you away
from being truly wealthy, which is to be happy
and fulfilled and purpose-driven and the like.
The first pillar of which that is the first one
in the book is time, you know, I'm like,
I wanna dig into that because I think
that's the most interesting of all of these pillars.
But in your kind of synthesis of how you practice or kind of set your life up
so that all five of these types of wealth
are getting properly nourished,
you talk about the difference between looking at it
like an on-off switch and more of like a dimmer switch
and where you're kind of focusing your energy
in terms of your relationship to these various pillars is very much a function of what stage of life you're kind of focusing your energy in terms of your relationship to these various pillars
is very much a function of what stage of life you're in.
Yeah, so this is a really important concept
because the traditional wisdom,
go back to the idea of like the cultural standards
around these things, is that your life
and these different areas of your life
has to exist on an on-off switch.
People will tell you, you can only pick a couple, right?
You have to pick professional life and social life, or you have to pick your health and your professional life,
and you can't have the other things. You can't have the family that you want during this window.
You can't have the health you want if you're focusing on one area. And I just fundamentally
reject that. The reason is because I think you can operate on dimmer switches. And what do I mean by that?
Well, there are ways where you can make progress in every area of life by just focusing on
the one or two things that have real leverage to them.
You don't need to go to every single friend dinner or cocktail event or party in order
to progress your social wealth, in order to build relationships.
What you need to do is send the text
when you're thinking about the person.
What you need to do is take time to call someone
for five minutes to check in on them.
It's the tiny little actions that we can make progress
in all of these areas.
So again, viewing them as a dimmer switch,
not falling into the trap of saying,
well, if it's not optimal, then it can't be beneficial
because that's just not true.
We know it's not true for health.
If I don't have an hour and a half to go work out,
that doesn't mean I should do nothing.
It means maybe I should go for a 15 minute walk
or a five minute walk because in all of these areas of life,
the reality is that anything above zero compounds,
but you have to do it daily.
You have to actually show up and punch the clock on all of these things.
And the other concept you allude to, which is really central to the whole idea of the
book is this idea that your life has seasons and what you prioritize, what you focus on
in any one season may change.
And the important part of that is you don't have to optimize everything at every point
in your life.
Your 20s are actually a great time to prioritize building financial wealth, building a financial
foundation that will compound for the rest of your life.
Your 30s and 40s when your kids are young may be a great time to prioritize the time
and energy you give to them because they're not gonna be five, 10 years old
for the rest of your life.
And you can shift across them.
The most real example I have of this is my wife.
She's a high powered fashion designer,
was like rising through the ranks
in a very competitive industry,
working at Gap and a bunch of the different companies
underneath that umbrella.
And when my son was born, she made the decision
that she wanted to really prioritize being a mother.
That is something that comes with a lot of stigma
attached to it in the society we live in today,
particularly if you live in certain areas of the country.
A lot of people were constantly questioning her about that.
They say, oh, you're just gonna be a mom.
Just a mom is the phrase that people use,
which by the way is a very hurtful phrase
that I think we just need to abolish.
Because from having seen it now
and understanding what that means,
the hardest job in the world
and the most important job in the world
and not valued by society in the way that it should be.
Taking that aside, the idea that life has seasons
was extremely empowering to her
because it's a reminder that she can prioritize my son
during this season and any other children we may have
and then return to these other areas of focus
in a later one.
She can go start her own line in a later season.
She could go back and work in a later season.
You're not making a decision that has to perpetuate
for the rest of your life.
You have these comings and goings.
The idea that you can turn this dimmer switch
and that there are these seasons or chapters in your life
is an important story to replace the more traditional story
which is, well, if I do this, then I can't do that.
Or if I do this, it comes at the cost of this.
Or the case of the very ambitious 20 something
who's approaching their, this decade,
doing exactly what you're recommending,
which is like, I'm gonna go all in,
I'm gonna start to build my career
and create a foundation for, you know,
kind of financial viability.
But the problem is that all of this sort of incentives
that surround that young person begin to capture them.
And then you get stuck.
Like you're, I mean, just imagine the associate
at a law firm and then it's just up the partner track.
And the higher you move up, the harder it is to leave.
And often if there's unhappiness, you know,
with that person, they're going to compensate
by overspending, you know, further imprisoning themselves
to a life that is at odds with the thing that, you know,
is ultimately gonna make them happy.
And that just becomes, you just becomes more and more distant.
So that's the trap.
And that's the trap that a lot of people fall into
that I'm so grateful that I was able to find
an escape hatch from and as did you.
It's pretty common.
And all of your social environment at that point
is keeping you stuck in that.
Because if you leave,
then you're threatening your status within your tribe.
And it's also not well-received because if the people
that you're working with also aren't unhappy,
then suddenly you're a threat.
Yeah.
Because if you could do it, then they can do it.
And it all comes back to the scoreboard.
Maybe it's because I come from an athletic background,
but I think of scoreboards with all of this.
And money was the default scoreboard. It is the default scoreboard. Maybe it's because I come from an athletic background, but I think of scoreboards with all of this and money was the default scoreboard. It is the default scoreboard.
It's partially because it's so easily measured. It's very easy to just put a number to money
and to say like, okay, here's my scoreboard. And what happens is Peter Drucker said this,
what gets measured gets managed. The thing that you can easily measure ends up being
the thing that you optimize around. It's the only thing that you focus on. And part of what I'm trying to get at is that we need to fix our scoreboard. The scoreboard is
broken. There are all of these other areas of your life that are not on your scoreboard. So as a
result, you play the game wrong. You do the thing. You continue to chase whatever the nicer thing is.
You chase the CS Lewis, the inner ring. like you keep peeling the onion and keep going further and further
until there's nothing left.
And I really think that what I'm trying to push
and what I'm trying to make sure that people understand
when they come away from this book is this idea
that your scoreboard has much more than money on it.
And when you make a decision,
when you think about designing your life,
when you manage these different seasons,
you need to factor in all of the different types of wealth.
If someone came and offered you $100 million today
to do something for the next three years,
you would, if on the old scoreboard, say,
hell yeah, right, $100 million,
that's the only thing that matters to me, money.
But now if you were to tell the person,
well, you're gonna have to work 120 hours a week,
you're gonna be away from your family
350 days out of the year, you're gonna work on work 120 hours a week. You're gonna be away from your family 350 days out of the year.
You're gonna work on things that you absolutely hate
and you're not gonna be able to work out.
Well, hold up.
Now the whole calculus changes, right?
There's a whole lot of money.
Yes, that's good.
But there's a whole lot of bad
on these other types of wealth.
I'm not seeing my family.
Social wealth takes a hit.
My purpose and meaning and my growth
is gonna take a massive hit
because I'm working on things I hate.
My health is gonna take a huge hit because I'm working on things I hate. My health is gonna take a huge hit.
My time is gonna be effectively zero.
So a decision that felt really obvious
on the old scoreboard feels obvious
in the other direction on a new scoreboard.
And so it's an importance of understanding
what that scoreboard is for your life.
The things that you are going to prioritize
and think about as you make these different decisions.
You say in the book, you know, there's this idea
that when you have that kind of awakening moment
that you realize like the sort of standard thing
to sort of say about it is,
I realized I was playing the wrong game.
And you're like, no, you were playing the game wrong.
Like there is a game, you're just thinking about
what that game is incorrectly.
And the game is what?
I presume if you were to define it,
it's to lead your life in a way
that you're moving in the direction
towards happiness, love, connection, meaning, purpose,
like all of these things that the happiness scientists,
people like Arthur Brooks are talking about
are the drivers of feeling like you're fulfilled
in the life that you're living.
I wanna wake up on an average Tuesday
and be excited to live my life.
Honestly, at the end of the day,
that's how I think about it.
Because Tuesdays normally suck in a normal world.
And Monday, you kind of have some energy,
but Tuesdays usually suck.
I wanna wake up on Tuesday morning
and be excited to live my life.
And that's by the things that I'm doing,
the people that I'm gonna be around.
And this book is really like a thesis on like,
okay, let's work our way towards this
in a very systematic way that involves pillars,
techniques and this scorecard like idea.
But it really begins with this idea of having a,
like all of it snaps into focus when you have this,
what you call like life razor.
So explain what that idea is.
Have you seen Apollo 13?
Sure.
So in Apollo 13, the climactic scene,
you know, they're in space
and they have to reenter the atmosphere.
And they have to do it without the help
of any of their computer equipment.
And so they're trying to figure out
how they're gonna do these like series
of complicated calculations in order to do this,
because if they come in too shallow,
they're gonna skip off into space,
and if they come in too steep, they're gonna explode.
And there's this one moment where Tom Hanks says,
he thinks he knows the way to do it.
He kind of pans the ship,
and all you see is this tiny triangular window, and he pans pans it and the earth just comes into the center of the window. And what he
says is that if he can keep the earth in the window as they go, it's going to keep them
on the exact right trajectory in order to reenter the atmosphere safely. What that really
is, is what I refer to as a life-raiser. It's a single point of focus that allows you to
cut through the noise in life.
It allows you to navigate through whatever chaos,
whatever storms might hit your life and come.
And I think the best tangible example
that I've seen recently was Mark Randolph,
he's one of the founders of Netflix,
shared this piece that he had this concept
of never missing a Tuesday dinner.
And that no matter what, he was starting Netflix,
things were crazy, chaotic, running this startup.
No matter what, at 5 p.m. every Tuesday,
he would leave and go have dinner with his wife.
And when I spoke to him, the thing that really comes across
is that it's not about the dinner, it's not about the date,
it's about the ripple effects into all of these other areas of life. It's about the identity that it's not about the dinner, it's not about the date, it's about the ripple effects
into all of these other areas of life.
It's about the identity that it defines about who you are.
And so when I talk about this life-raiser concept,
what I talk about is the concept
that you need something like that.
You need your version of the Tuesday dinner
or the earth in the window.
You need the single defining statement that you can make
about who you are make about who you are
and about how you are going to make decisions in your life.
Mine is that I will coach my son's sports teams.
And there's really three characteristics
that I would say come across with that.
One is that it is controllable.
I can control whether or not I am able to make the time
to do that and show up and be there.
The second is that it is ripple creating,
meaning that has ripples into every other area of my life.
It means that I have to be the type of father
that he wants to have around.
It means that I'm the type of husband
that my wife is proud to see with my son.
It means that I'm the type of community member
that shows up and supports the other children.
It has ripples.
And then the third one is that it is identity defining.
Meaning I can say, what would the type of person
that coaches my son's little league teams
do in this situation?
If someone comes and offers me
an attractive financial opportunity
that may come with some hit to my character,
or maybe morally ambiguous.
Well, what would the type of person
who coaches my son's sports teams do?
I probably wouldn't do that
because I will never jeopardize my relationship
with my son and how he thinks of me
and the respect he has for me in this moment
for whatever amount of money.
You're creating an archetype
and then you can measure your decision-making
against that archetype, which I think is super helpful.
And you have all these examples
of other people's versions of it.
Like I'm the kind of person
who never lets a friend cry alone,
or I'm the kind of person who reads my kids bedtime stories
or whatever it is, it's a rubric, right?
So when you have those difficult decisions
where it's not a 10 or a one
and you're in that middle place
and it's easy to tuck yourself into something
that you probably shouldn't do,
it's a measuring stick
that kind of tells you exactly where you're at.
Although I will say, Sahil,
there is a little bit of a flaw in your life-raiser,
and it has to do with the control piece.
One is your son's two, right?
Two and a half, yeah.
So it's presuming, it's presuming
that your child is gonna wanna play sports.
Totally.
It could be anything though.
It could be that a coach is drama.
If I know anything, it's that God is gonna throw you,
like to use a baseball analogy,
he's gonna throw you a curve ball.
I believe that.
He's already thrown several.
Obviously it's adaptable.
Like the ethos of it I get,
and I think it's easily applies to anything.
It creates like a very clean visual.
And I'm sure if your son decided
he didn't wanna play sports
and he wanted to be a theater kid or whatever,
it's the same idea applies, right?
Yeah, I'm excited to be a ballet dad.
As the new kind of young dad who was a college athlete,
it's like, well, of course he's gonna play.
Yeah, I mean, we create our own,
we definitely impose our own will
on how we think our kids are gonna,
what they're gonna be excited about.
If there's one thing I've learned, by the way,
about being a dad that I've changed my mind on,
it's that you can't teach your kids anything.
They come out with a kit
and you just have to hope to embody the values
that you want them to learn.
You share a set of values, you put guard rails up
and you rush in to support
where their curiosity leads them.
That's a beautiful way of articulating it.
And it's not going to lead in the direction
that you suspect.
Or that you want it to.
Or that you want, yeah.
My mom still wants me to go to medical school. Yeah, me too. I'm suspect. Or that you wanted to. Or that you want, yeah. So- My mom still wants me to go to medical school.
Yeah, me too.
I'm 58.
I mean, I swear to God until I was 30,
my mom would annually ask me,
am I sure I don't wanna go for medical school?
Yeah, yeah, yeah.
The Indian genes die hard.
So yes, your job is to rush in
and to support their curiosity.
But it sounds like you had really good role models
for that, your parents did that for you, right?
Yeah.
And then, and this is the key,
is detaching from any kind of expectations
around what that might look like.
And that's where you run into issues around like,
cause you know, when you have a kid,
you're always imagining like,
oh, it's gonna be like this,
or what happens if this happens or whatever.
And in my experience, it's always different from that.
And your kids become your greatest teachers
and they push you in directions that,
you know, you didn't see coming.
And like anything, those are your growth opportunities.
Yeah, I think we also either reject or amplify
what we experienced with our own parents
in how we parent our children.
And I think about my own father and my relationship,
and my dad is in many ways my best friend in the world.
I don't tell him that.
I don't feel like I've articulated that to him.
Even now I'm reflecting in this moment
that it's a shame that I say this to you and not to him.
And I should probably leave here and tell him that.
And I just think about our relationship
and how so much of who I am as a person
has formed through seeing the way that he showed up for my sister
and I as a father and as our number one cheerleader. The way that he worked as
hard as he worked on things that lit him up throughout his life but then always
had time to come in the backyard and play catch with me in the evening when
I'm sure he was exhausted when I'm sure that he didn't want to, and I'm sure that he knew he had work to do late at night.
And I remember a formative moment in our relationship
when I called him to tell him
that I could no longer play baseball.
My shoulder was hurt, this is my last year at Stanford.
And I was so scared to make that phone call.
I had totally come to terms with it.
I mean, my arm hurts so bad every time I threw,
I knew I couldn't do it anymore.
But I was so nervous to make that phone call
because so much of our relationship had been built
on a baseball field.
From the time I was two years old playing catch with him
until the time I went to college and all of those years,
he had been my throwing partner, he had been my coach,
he had been my supporter, he came to all of our games and
I was scared that he would be disappointed that it was gonna hurt him
that I was walking away from this and I remember calling him and telling him and
He just said
I don't care. I can't wait to
Be in the front row cheering you on and whatever you do next in your life.
And the way that he's lived that out,
he showed up at the finish line,
surprised me at my first marathon.
Like stupid, right?
Like I'm just an adult running a marathon.
The way that he shows up at the front row
of like events that I do now when I'm speaking
or something that's going on, he's sitting there taking notes in the front row so that he shows up at the front row of events that I do now when I'm speaking or something
that's going on. He's sitting there taking notes in the front row so that he can give me feedback,
so that he can be a partner to me. That is just amazing. And I know that it's because he's rejecting
what he felt he was missing from his father. And I'm the beneficiary of that. So now when I think
about my own relationship with my son, it's amplify the hell out of that.
Do those things to the 10th degree,
continue to push that legacy forward in time.
Because that relationship, I mean,
that father-son connection is such a powerful one
if we allow it to be.
Yeah, you guys went to India, I know, recently also,
and yeah, you shared with me,
he's like taking notes at some talk you were giving
or something like that.
I was like, wow.
He was sitting in the front row.
Someone took a picture of him taking notes
in the front row of my event.
And you're like, my dad's a Harvard professor.
My dad is not, he doesn't need a whole ton of advice.
It's like a Harvard professor sitting there studiously
taking notes.
And it's because after the event,
he's gonna sit down with me and he's gonna say like,
oh, I really liked how you said this.
I made a note that I thought you could have articulated
this slightly better.
He's giving me feedback, right?
He's a truth teller in my life.
And that goes back to what I said at the beginning,
high expectations.
He has expectations of me that I'm going to be
the best speaker in the world,
that I'm gonna deliver this message better than anyone else.
But he's pairing that with high support.
He's sitting there actually doing the work and spending the time to help me meet those
expectations that he has.
High expectations are tricky though.
You know, it is interesting that when you got injured playing baseball, that you had
trepidation around calling him.
Like even with all of that support, high expectations are, you know,
come with all kinds of pressure
and that sense of, you know,
disappointment that comes if you can't measure up.
I felt a lot of pressure my whole life.
I still feel pressure, a lot of it self-imposed.
I fundamentally have always believed
that I was capable of more than what I was doing.
And that's a double-edged sword, man.
And you probably see it in almost everyone you talk to
on the other side of this table.
I know you felt it in your own life,
that desire to go and perform, to build, to execute,
to do those things. that desire to go and perform, to build, to execute,
to do those things, it's challenging to wrestle that beast in the other areas of your life,
because you have the tendency to just go head down
on something and wake up a year from now,
and you let every other area of your life get hurt.
And so it's why this book has been such an important idea
to me, I mean, what I say is that it's a manifestation
of my own journey.
It's me wrestling with this stuff every single day.
I by no means have figured everything out
and lived the perfect life.
And I try to get that across in everything that I share.
Like I'm not a guru.
I don't have all the answers
for you to live the perfect life.
What I can do is help you ask the right questions.
I can help you wrestle with the questions
because that's the journey I'm on.
It's wrestling with the questions every single day,
screwing up, coming back from it,
getting better hopefully over periods of time.
Yeah, to be somebody who knows
that they have a certain amount of potential and if they
plug in in the right way, it could be a certain thing, but the cost of that, like weighing
that against the cost of that, you know, and the value set around parenting and your marriage
and all those other things that you know will get sacrificed as a result and still making
the decision to, you know, step back from that thing and perhaps not lean all the way
into your potential and direct it in a different way
that is consistent with, you know, these other values
so that they don't get sacrificed.
A big part of it for me, what has helped,
and I'll offer it in case there's someone out there
listening that this might help is shifting my purpose away
from being something that was my job
to something that I can connect to every area of my life
has been really helpful.
There's this common tendency to say that like,
you have to find purpose in your work.
And I just reject that fundamentally.
I think you need to be able to connect your work
to your purpose, but your purpose can be a higher order
thing that you can connect to multiple areas of your life.
My purpose, as I define it today,
is to create positive ripples in the world.
And I can certainly connect that to my work,
writing to things I share that I think I can create action
and people that will improve their lives. But I can also really connect that to my work, writing to things I share that I think I can create action and people that will improve their lives.
But I can also really connect that to the house
I am building, to my family, to the people, to my wife,
to my son, to the ripples that I can create in their lives,
my parents' lives, my sister's life,
and our relationship, how it's transformed.
That is really important to me
because then I can channel ambition
towards any of those areas.
It's not only towards work.
Right, that mission statement is like a holding company
for all the other sort of things that,
all the other aspects of your life,
like it's an umbrella concept,
it's broadly applicable such that,
you can measure your decisions against it
and your mission is not exclusive
to some type of vocation.
Yeah.
One thing I do wanna say and mention,
because I just said it,
now it's triggered the train of thought,
is I alluded to earlier the fact that I created this
really harmful dynamic with my sister
for many years of my life,
almost entirely my fault in hindsight,
because I had created this story
that she was the smart one and I wasn't.
And that manifest as a lot of resentment
and competitiveness towards her,
where I constantly felt like she was making me look bad.
And like, why was she achieving all of these things?
And I wasn't able to do those.
And it made me feel a sense of resentment towards her.
And as a result, we almost had a non-existent relationship
for the first 30 years of my life.
And it made my parents so sad.
My mom, I can't imagine the sadness
that she felt around that for many years
because your sibling is the one person
who knows you from start to finish.
Like they are there through your entire life.
Your spouse won't be, your parents won't be.
It's, that's the person that you're in the trenches with
your whole life.
And something really beautiful happened
after this whole life transition,
which was that my sister had a young son
11 months before my son was born.
Roman was born in May of 2022.
My sister and her husband and their son
came down to visit us.
And I was holding my son and she was holding hers
and we took a picture together.
And I just remember in that moment,
having this crazy sensation
that my sister and I were meeting for the first time.
This idea that you can know someone for your entire life,
but have never met them truly,
never seen them in the way that they are meant to be seen.
And it was a reminder to me in that moment
that there are going to be people and relationships
that for no apparent reason blossom in a new season of life in a way that they never did.
People that are going to love you deeply that you literally have never met yet.
What does your sister do now?
She is an entrepreneur. She remains very high achieving. She is a great,
great mom and the CEO of a health technology company in Boston. Yeah. I'm in the process of
reconnecting with my sister. You know, we weren't like, you know, out of communication,
but that relationship is not as, has not been as nurtured as it could have been.
And I'm in the process of trying to reconnect that.
It's a really powerful thing.
I mean, I would say I would have characterized my sister
and my relationship the same way you just did.
It wasn't an outwardly, you know,
there wasn't outward animosity.
It was just this under the surface bubbling
where you feel this layer of tension that exists.
And I had to explicitly say,
I mean, I had to say something to end that.
Just say like, look, I, for many years of my life,
I felt this way.
It was created through my own stories
that I was telling myself.
I'm now come to terms with that, changed that
and have shifted the narrative in my own life.
And I apologize and I want us to be there for each other.
That's the person who my son will go to
if something were to happen to my wife and I.
I mean, it's such an important relationship
and there's just so much beauty in that recognition
that just because a relationship hasn't been there
doesn't mean that something can't change,
that you can't take an action to change.
So much of our feeling of being stuck in life,
my own sensations of being stuck in life
prior to this transformation are driven by this idea
that you cannot, you don't feel you have the power
to take an action and create an outcome
in any area of your life.
You don't feel like you can do something
and create the desired outcome.
And once you start to feel that, you start to change that
and realize that you can do something,
you can create an outcome in your life.
It doesn't matter where that starts,
that bleeds into every other thing that you do. Because that recognition changes everything. You reassume the outcome in your life. It doesn't matter where that starts, that bleeds into every other thing that you do.
Because that recognition changes everything.
You reassume the power in that moment.
You recognize that you do have control
over the outcomes that you have in your life.
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You strike me as somebody who has a lot of self-awareness
and always has had a lot of self-awareness.
You wrote this open letter to yourself like 10 years ago.
And there was one sentence in it that stuck out for me
and where you write to yourself and you say,
you have a lot you hide from the world.
You're insecure.
You compare yourself to everyone but yourself.
You're so afraid to fail that you always seem
to choose the safe path.
You've got work to do, don't run away from it.
So it takes a lot of self-awareness to even think
about the idea of writing an open letter to yourself
to be open 10 years later.
And it takes a lot of self-awareness to have that sense
of who you are and what your challenges are,
you know, at a younger age.
And you seem to now have a lot of self-awareness around
like around the sort of growth that awaits for you.
And I'm bringing this up because I'm interested
in your thoughts around the relationship
between self-awareness and the ability to change.
There's this sort of adage in recovery
that self-awareness will avail you nothing.
And I don't know if that's true.
Like I think self-awareness is really important
because you can't make that change
until you can kind of see yourself clearly,
but self-awareness is not enough.
It's sort of like going to therapy
and just talking about your problems
and never actually putting them into motion.
And I think sometimes self-awareness can get in the way
because you're just talking about the thing
and you delude yourself into thinking
you're actually doing something
when you're just sort of like engaged
in some kind of mental masturbation about it.
Yeah, it's almost like the mental model
I would frame it around is like this idea
that there's an awareness action gap.
And the goal in life is to have a razor thin gap
between your awareness and the action associated
with that awareness.
Most of us and me for most of my life,
you reference that 10 year old letter,
there was an enormous gap between awareness and action.
I didn't do anything about that for 10 years
or almost 10 years.
That was in 2014, I wrote that letter to myself.
It was 2021 when I made the change,
before I'd even opened the letter in my own life.
And this is the problem with all self-help content, self-improvement in general is it's
dopamine from information.
It's dopamine from awareness.
You go read a book, you're like, oh, I read a book.
I'm smarter now.
Well, you didn't do anything about the book.
You didn't do anything about the one thing that you learned.
And it's the same for me when I write that letter,
like you get the awareness and you feel good about yourself
because you have the awareness.
So you go to the therapy session
and you feel good about the awareness,
but what are you doing about it?
Where is the action?
You need to shrink that gap that exists.
And what I try to get across in everything I put out
is what is the one tiny action that you can take right now?
Because sitting around and planning out the perfect action
and how I'm gonna change the trajectory of my life
in 10 years, I'm gonna do this, this and this,
doesn't matter.
What you need to do is create the like
little bit of momentum today,
whatever that tiny little thing is that you can do.
And as I said, that's how you change your life.
That's where you convince yourself that like, oh, I took that tiny action and something
happened.
So I changed in some tiny way.
It's the first thing I say to any young person who comes to me and says they're feeling lost
in life is wake up early and work out for 30 straight days.
You set your alarm at 6 a.m., 5 a.m., whatever time and wake up and do a workout.
And it has nothing to do with making money,
it has nothing to do with your career,
it has nothing to do with any of those other areas.
What it has everything to do with
is rewiring your brain to recognize
that you can do a thing and create an outcome.
And when you do that, when you convince yourself of that,
you become completely invincible, unstoppable.
It changes your relationship with your own potential
because you see the results
and in the context of fitness and exercise,
like you physically see yourself change,
and 30 days is enough to have some kind of change
that then kind of plants the seed
and gives you that encouragement
to then apply that skill across the board
into other areas of your life.
But truly the only time that you can practice it
is in the immediate moment.
We're so captured by stories about who we are
based upon the past and imagining,
sort of caught up in a fantasy of what might happen.
And we're asleep at the wheel
in terms of actually living our life
because the only moment it's actually happening
is right now and this is the only moment
in which you have any agency to do anything about it.
So we love to cast our gaze
and talk about what we're gonna do tomorrow
or these grand plans or what our to-do list is,
but the brass tacks of it is atomic habits.
That's what moves the needle.
It's the tiny things that you do every single day
anonymously that aren't sexy
and aren't gonna get traction on X
where you're like a big rock star.
But the truth is it's like, it's really mundane bullshit
that actually moves the needle of your life.
Yeah, I say that the boredom of routine
is a tax on long-term success.
We all create this impression
that like the most successful people in the world
have these glamorous, gorgeous lives,
like event to event, gala to gala,
jets, yachts, all those things.
When in reality, what underlies all of that
is this boring daily grind of the basics.
There's every single day executing
against those little things, those things that add up.
And the big challenge is that the inspiration that you get,
the feeling, the dopamine hit from awareness
or from information is perishable.
If you don't go act on it right now, you will not act on it.
It's like the whole idea of later.
Not only is it perishable,
it actually works at cross purposes with your goal
because it convinces you
that you actually already did something.
That's the problem, right?
Like pull any self-help book off the shelf.
If you actually did everything it said,
your life is gonna get better, right?
So why do we have a new one?
Like every week there's a new,
there's this like thousands of these books, right?
They're all valid in some regard.
I'm sure there's universal truths that you can find on
in every single one of them.
The problem is we read them.
And to your point, like sort of think
that we've actually done something when all we've done
is load ourselves up with information
that ultimately is useless unless it's translated.
It was funny because in the actual writing
and publishing process,
this was a fairly significant point of contention
that I really wanted this book to be filled with things
that you can actually go and do.
So you get the theory and the construct
and the idea that these five types of wealth matter
and you get all the awareness that comes with that, the information that comes with that, it leads
to the questions that you're talking about with people.
But I want people to go and actually build these other types of wealth.
And the construct that I had around that was to include these guides at the end of each
section, these sort of battle tested science backed principles that can lead you to building
these types of wealth and have this idea of like,
here's the one week jumpstart, here's the thing that you can do right now.
And a lot of the publishing houses when I was originally pitching the book started to feel like
it's too broad, it's getting too big. And you know this, the traditional publishing industry
really wants you to get laser focused on a single topic. And it's why I think the meme has perpetuated
that most of these books are 15 page blog
and then 175 pages of filler.
And I really didn't wanna do that.
I wanted something where people would actually change.
I say that my purpose is to create these ripples.
Ripples aren't created through awareness,
through information.
Ripples are created through action.
It's the actual rock hitting the pond creates the ripple.
And you need people to go out and take action.
You need, if it's normally 5% of people that act on a book,
what does it look like for it to be 10?
How does that change way more people's lives?
How does it change the lives of the people
they go out and interact with?
Because if you read something
and you go interact with your partner
a little bit more effectively,
or you go spend a little bit more present energy
with your child, or you show up to work
with a little bit more energy,
that has lasting effects for other people
in your world as well.
What do you think is the differentiator
between somebody who could read your book and then turn around the next day
and start taking action and the person who reads it
and doesn't like, do you have a sense
of the qualitative difference between those two people?
Like what is it that gets in most people's way?
And what is the kind of unifying quality
that people who actually know how to like
kind of move their lives forward, hear the information
and go, oh, that'll make my life better.
I'm gonna do that.
Accountability, one person in your life
that you're gonna be on the journey with
around these concepts.
I have time and time again found that environment
is the thing that holds people back
from making actual change,
from taking action in their life.
And there are scientific evidence
that the people you surround yourself with
impact your outcomes.
The Pygmalion effect is this idea
that when people around you have high expectations for you,
you rise to the level of those expectations.
So the people you surround yourself with
are actually impacting your ability
to change your trajectory.
And if you can find one person
that you're going to enact change with,
that you're gonna have the little group text with
where all you say is like done at the end of the day
when you did the one thing, that changes everything.
It's the reason 75 Hard is such a self-perpetuating idea.
It's not because the workouts are great
or because reading 10 pages a day,
it's because you create a community of people
that are trying to grow together.
And then you stick to it.
You don't wanna let the other people down.
You don't wanna be the one person
that doesn't say done in the group chat.
So you keep doing it.
But when you lack that, when you're on your own,
it takes an incredible amount of energy
when you're solo to do something.
I mean, it's again, it's like,
how hard do you work out when you go to a gym
and there's a lot of people looking at you
versus in your own house by yourself?
The quality of the people that you surround yourself with is
when you talk about environment,
I mean, that's a core piece to that obviously.
And you're somebody who's been very conscious
about the people that you kind of surround yourself with.
And you also like in the book, like how many people,
like you went out and like talked to so many
just normal people, right?
Elderly people, people from all walks of life.
And you tell these stories throughout the book,
like what you learned from all of these people.
So you're like actively soliciting wisdom and input
from a wide swath of sources.
Like, I know that like you're friends with Tim Cook
and he's sort of a mentor, but to me,
what speaks to your character more is like all
of these other kind of like anonymous people
that obviously there was some commitment on your part
to like go out
into the world and spend time with tons of different people
to help you figure out like how you were going to,
you know, direct your energy.
Yeah, I mean, do we really need another book
about how billionaires are successful?
It's funny, whenever I tell people that I wrote this book,
they're like, oh, so did you interview, you know, Tim Cook,
or did you interview like all these really wealthy people?
And I'm like, not really, because how is that relatable?
How is that interesting in terms of how you can change
your life today?
It's aspirational maybe, but it's not relatable
to what you are going to do.
The billionaire's life is not relatable to me, by the way,
let alone to anyone else that's out there reading.
What is relatable is Alexis Lockhart,
who reached out to me in response to a newsletter,
who experienced a tragedy of really impossible
to comprehend proportions in her life,
and who found a path coming out of that.
And through that path has redefined what a wealthy life looks like to her,
who exemplifies the things that I'm trying to talk about
in the book that I'm trying to get across.
And when I think about, again, creating action,
those are the stories that create action
because you see yourself in them.
The most important piece with all of this is
I need to be able to find myself in someone in that book.
I need to be able to see myself in someone, in book. I need to be able to see myself in someone,
in someone's story so that I can see,
okay, there's the path, there's the thing,
there's the thing I'm gonna attach myself to
to actually go and create change.
It shrinks that gap between the awareness and the action.
And if there's one thing I've learned,
it's that you can learn just as much, if not more
from the conversation with your Uber driver than you can
the conversation with the billionaire.
It just goes back to that idea of asking the right questions.
And when you're interested in questions
and not necessarily their answers,
you'll be amazed what you can discover.
And you talk a lot about listening,
which I think is a skill most people are really poor at.
Me included, by the way.
But if you learn how to do it well,
it becomes like a superpower
and the world becomes your university.
Yeah, I recently spent time with the gentleman
that founded Humans of New York.
You know, that thing.
Brandon Stanton.
He goes up to people on the street
and just asks them questions.
And he articulated it as
when you are truly listening in a conversation,
it's as though you disappear
and the other person is free to be their full self
and to share things.
I thought that was such a beautiful way of articulating it
because the tendency and the
standard is what's called level one listening.
It's me listening, which is like I sit here and as you're talking, I'm just running these
trains of thought.
Everything you say, I'm relating to myself.
You're talking about some run that you did.
I'm like, oh, I should really run today.
I haven't run yet.
I need to do this.
It's like a form of conversational narcissism.
Like I'm relating everything you're saying
to something in my own life.
And the point is recognizing it so that you can shift it,
so that you can default to level two listening,
which is you listening.
It's me actually hearing everything you're saying,
creating this map of who you are
and of your interests of the things that you care about.
That's when I'm able to disappear
and just allow you to show up as your full self.
What was the most surprising thing
that came out of all of those conversations that you had
that ended up being an idea in the book
that you didn't foresee?
I mentioned Alexis Lockhart.
I was turning in the book.
I was about a week away from turning in the book
when I got an email from a woman
in response to one of my newsletters.
And I read the email and she told it,
articulated some of her story.
And I emailed my editor 10 minutes later and just said,
I'm not turning it in next week.
I need to spend more time with this woman.
That story, I would argue is the most impactful story
that's told in the book.
Because the way that she articulated
the loss that she experienced
and the impact that it had on how she has navigated life
and on the message that she wants to share with the world was
so powerful. And I felt so much gratitude for the fact that she was willing to allow
me to tell that story. It was a beautiful example too of when you share things with
the world, you sort of cast out these like magnets. And every piece I've ever written,
anything that I've ever shared,
is this tiny little magnet that is sitting out in the world
working for you without you knowing it.
She responded to a piece that I had written
12 months before.
It wasn't like some new thing that I had sent out.
She happened to send it back to me,
right at this point when I was about to turn in this book.
And I think the book is made significantly better
for the fact that that happened.
It was like you expand your luck surface area
by sharing things, by putting these things out.
The chance event, the lucky event
of her seeing and responding, it was lucky.
But at the same time, I sort of engineered that luck.
For sure.
I wanna talk a little bit more about time.
You were talking about like Kronos and Kairos,
the difference between the linear progression of time
and time more as a function of like energy
and attention and intentionality.
And it was really interesting the way that you kind of,
you presaged this whole idea by talking about
the history of humanity's relationship with time,
which is one that went from worship,
I wrote it down from worship to measurement
to understanding to control.
And this notion that we have now today,
like more time and this advanced ability
to make productive use of it.
And yet the control that we desire remains elusive.
And of course, we're surrounded by more distractions
and more kind of addictive things
that are like vying for that attention
that makes it more difficult, of course.
But among all of the kind of pillars,
this is the one that I struggle with the most.
I love this idea of time as wealth,
but nature abhors a vacuum and distraction
is always a convenient sort of way to fill the vacuum
of those in-between moments in your life.
And it's something that kind of eats away at your soul
if you're not really intentional about carving out
and protecting and creating boundaries around your time
so that you can not just deploy your attention
where you want it to go,
but also to enjoy the experience of your own life
while you're living it.
There's this scene in Lewis Carroll's Through the Looking Glass where Alice and the Red
Queen are running together and they keep running faster and faster.
And Alice has this realization that although they're running faster and faster, they're
not actually moving.
They're not actually passing anything.
And the Red Queen says, oh, you actually have to run twice as fast in order to get anywhere.
We are really living in that reality in many ways.
We're living in this world where you are having to run faster and faster just to stay in the
same place.
And I think many people feel that way.
It's called the Red Queen effect.
It's the idea that you actually do have to run faster than your environment in order
to make progress.
It's from evolutionary biologies.
Like you have to actually evolve faster
than your competitors, your surroundings
in order to survive.
And the challenge is people spend their time
and invest their time into what I would call
and what I do call low leverage activities.
You spend your time on things that actually
aren't progressing you in the direction of your goals,
in the direction of the things that are going
to move the needle.
And I think the best example of someone who does
the opposite that we can learn from is Lionel Messi
and the way he plays soccer.
If you go and actually Google search,
Lionel Messi walking, you'll get a half a million hits.
He has probably the most talked about walking habit
in the world.
Before the World Cup,
there was all of these articles about how you were gonna see
him just like lazing around the field.
And even in the like, in the World Cup final,
right before they won and before that goal
that tied the game, he's like walking,
he's literally walking around the field.
If you go and watch the replay and kind of just like
looking around, staring off into space,
it looks like a scene from before the game started
or after it ended.
And it's actually the most important match of his life in the like
hundred seventh minute.
It's strategy, not laziness.
He's conserving all of his energy to deploy it into the one moment that
really counts into the one action that he knows is going to drive the highest
leverage and going to create the outcome that he wants. It's the exact same thing as Warren Buffett and the way that he knows is going to drive the highest leverage and going to create the outcome
that he wants.
It's the exact same thing as Warren Buffett
and the way that he makes investment decisions.
He focuses all of his energy on the things
where he can actually make a difference
and says no to everything else.
The challenge is that most of us view no
as something that we don't understand.
It's like a foreign language to us saying no to things.
We say yes, we default to yes.
Every commitment, every new thing we're asked to do,
every email, every cell phone notification,
and everything that comes in is a stimulus
and we immediately owe it a response.
There's this fake urgency that we create.
And I think Cal Newport has done the best job
of shifting the paradigm around this.
Slow productivity is his new book is fantastic.
To just say, and deep work as well,
to just say that the tried and true way
to create extraordinary outcomes is not by doing more.
It is actually by doing less, but better.
Essentialism at its finest.
Isaac Newton and his miracle year.
It's like locked in a room for one year,
focusing all his attention in one spot
and one point in time creates a lifetime worth of outputs.
That might not happen if not for the epidemic
that they were facing, the plague ravaging Europe.
But that concept and then spending the time
actually thinking about what are those activities
in your life?
What are those two or three things
that are really going to progress you forward
so that you can shift your time and energy
to be focused on those makes a big difference.
What's the relationship with discipline
in that equation though?
Because it's one thing to say,
look, you've got to put this down
and you got to, this is where your attention needs to go.
If you want to move forward on this thing
that you're claiming you care about, right?
In practice, we're human beings, we're flawed.
You know, we like shiny objects
and red wagons and things like that.
And it's very easy to like throw us off track.
And so, yes, you need discipline.
You need accountability to your point earlier.
What are the drivers of like putting that into practice
for somebody who actually struggles with this?
Yeah, I struggle with this by the way.
I have very low attention span.
The biggest thing that has changed the game for me
has just been adding a real structure
around time boxing my day.
What I mean by that is just having windows of time
during the course of the day that
don't need to be super long, I do an hour, that is going to be focused on a specific
thing.
And what you can make sure when you do that is that you have enough blocks during the
day that are really hyper focused on those couple of things that matter.
And the other thing that you benefit from there is you leverage Parkinson's law, this
idea that work expands to fill the time allotted
for its completion.
Email is the biggest example of that.
It's very easy to email throughout the entire course
of the day if you just graze on it.
You end up grazing on these low value tasks.
By time blocking things out,
you give yourself one window or two windows during the day.
When you're going to email,
when you're going to respond to texts or notifications,
you condense all of that activity.
You end up actually doing it more efficiently and better.
You send better responses because you're focused,
but also you don't allow it to bleed into the time
that should be deployed into those things that matter.
What is the thing that you struggle with the most with this?
Is it the phone?
Is it saying yes, the cool stuff that you get invited to go do? Is it the phone? Is it saying yes to cool stuff
that you get invited to go do?
I don't have a problem with saying yes
because I've fundamentally given up
on being liked by everyone.
I spent 30 years of my life wanting to be liked.
And what I realized is that people will like you
when you say yes to everything,
when you avoid hard conversations,
when you let things slide,
when you never create boundaries
and real ones actually love you
when you do the opposite of those things.
So I've given up on being liked
and just focus on my real friends,
the people that I really care about.
The one that I really struggle with is compartmentalizing
that barrier between work and family.
I really struggle with turning off
to make sure that when I'm with my son or with my wife,
I'm really with them.
Cause you work at home, right?
So you're around it all the time.
And that becomes, yeah, it's difficult to have those
hard outs on that kind of stuff
so that you can attention shift.
And your kids pick up on it.
If you have your phone in between you,
I mean, my new rule is that I don't wanna have my phone
between me and my son.
And if I'm gonna do something,
it needs to be in another room
because I realized I was just having too many moments
where he was trying to play with me or say something
and I was doing something right here.
And what I realized is that time and energy
are not the same thing.
So like, yes, I was with him in that moment
from a time perspective, but my energy was somewhere else.
And kids and people in general pick up on energy, not time.
You can spend an hour with your spouse,
but if you're on your phone
or you're doing email the whole time,
that was not an hour of value that you got out of that.
Versus 10 minutes where you were truly disappearing
because you were listening to them
can be extremely powerful.
Yeah.
What is your rubric for making decisions
about where you invest your time
and what kind of boundaries you create
to separate work from the other parts of your life
beyond like I'm the guy who's gonna coach
my kids' sports teams.
Like that's fine as a kind of macro,
kind of global rule, but in the day to day of like,
should I do this?
Should I do that?
I need to call this person back,
but this thing is happening.
Like the kind of brass tacks of just daily life
that all of us have to kind of navigate.
Yeah, I have one given up on the idea of urgency.
Very few things in life actually need to be replied to
right now.
I used to be someone that prided myself on like responding
to every text right away or responding to every email
that same day.
You know, I swerved off the road one time trying to respond
to an email from a partner like on my computer while I was driving,
like crazy shit that we do to try to like feed
that urgency monster.
And I've completely given up on that.
I've just recognized frankly that like,
there's nothing in life that's truly that urgent.
And if you know what your two or three things are
that really matter, maybe one of those is my relationship
with my wife and son, maybe one of those is like
this book project and maybe there's one other thing,
those things can get my attention,
I'll reply to them very quickly and the rest of the stuff,
maybe it's gonna take a week.
But really just giving yourself that grace
to recognize that like, I don't need to be stressed
if I don't reply to someone's text right away.
The unfortunate thing is that
sometimes that leads to people not liking you I don't need to be stressed if I don't reply to someone's text right away. The unfortunate thing is that sometimes
that leads to people not liking you,
or it leads to people feeling like you're no longer
as close as you once were.
And that is just a reality of life
that you are going to lose friends
when you kind of change the way that you're living
along these journeys.
The other just like simple rule that I have now
is one that I use to fight my natural optimism
around new opportunities.
I don't know if you do this too,
but like whenever a new opportunity comes my way,
I have a tendency to be like,
this is the most exciting opportunity in the world.
And to fight back against that,
I always ask myself,
if this is gonna take twice as long
and be half as profitable as I currently think,
would I still do it?
And if the answer is yes,
then it might be something that I'm gonna lean into.
But normally that like initial new opportunity optimism,
you get proven wrong because things do just take way longer.
Like a book project,
I thought I was gonna write this book in a year,
I'm sitting here three years later
and we're just having it come out.
You need to fight back against that optimism.
We never have more time later.
So like the, it's called the yes damn effect.
It's this idea that like we say yes.
Yeah, yeah, yeah.
This is like a major malfunction of mine.
Like if it's far enough off in the horizon,
like I'll say yes to like anything, right?
And you have that rule around like,
would you do it if you had to do it today
and would you do it like today, even if it,
what is it like it's twice as hard?
Yeah, it's gonna be twice as long
and half as profitable.
You think it's going to, yeah.
That's a really good kind of like.
We always think we're gonna have more time in the future
and you inevitably will not.
You will get there and be like,
ah, shit, why did I say yes to this thing? I shouldn't have.
And we've done that over and over again.
So it should be an easy rule for people to follow
because you felt that in your life.
Back to this transition that you made during the pandemic.
So the pandemic happens, you're at home,
you're navel gazing or like, you know,
you know, having a moment about like
how you're living your life.
How did you actually make that transition
of getting out of finance when you have a family
and you have expenses and all of that,
I'm sure you had money put away or whatnot,
but going from that and stepping into this kind of
unforeseen relationship with risk to do something different
where maybe it wasn't even clear
what that actually looked like.
I had taken a lot of tiny actions over the year before
that in hindsight, I can connect the dots
and say that I was kind of setting myself up.
In the moment, I was just following my energy
and that was in the form of writing.
I had started writing on Twitter, I guess what's called X now in May of 2020.
And from then until the time when I made the big transition, May of 2021, I had
grown my platform from being, I don't know, roughly 500 followers when I started
to 150 or so thousand followers.
And on the back of that, there had been some seeds of business
that had started to pop up.
A lot of founders, either friends
or people that I had invested in,
were coming to me asking like,
how do I grow a platform?
It's valuable for fundraising or employees
or whatever it is.
And so I'd started doing a little bit of,
just on the side talking to people, helping.
And in the moment where I had to make the transition,
the fact that I had taken all of those actions for a year
was really empowering.
People call these things like a leap of faith, right?
You're taking this big leap of faith to make a change.
And the reason a leap of faith is so scary
is because you have a fundamental asymmetry
of information and evidence,
meaning I know a whole lot about my life
where I am right now.
I know that I can live the life.
I have all the information and I have all the evidence
to suggest I can live here.
The other side of that leap, I have no information
and I have no evidence that I can build a life there.
So it feels like this like hundred foot leap
with this enormous chasm down below.
You can shrink that a whole lot by gathering information and by creating tiny little bits
of evidence.
Because every single ounce of information evidence you create shrinks it.
It makes it feel like a more manageable step.
So when I actually had to functionally do that, I was scared because I had never been
an entrepreneur.
I had never frankly even thought that I could be one.
And when I said we need to move,
my initial thought was I'm gonna go join
another investment firm.
And I said that to my wife.
I said like, I think I'll just, you know,
I'll interview, I should be able to get a job
on the East Coast.
And she said to me,
can't you just do this thing you've been doing
on the weekends, like full time?
This like, you're writing writing the things you're doing,
like, can't you just do that?
I had literally never thought about it.
The idea of being an entrepreneur, doing my own thing,
never crossed my mind.
And it was only through her belief in me
and through her questioning that foundational assumption
that I had had about what was next,
that I was led to like,
oh, I can actually remake my entire life.
It's not just a geographic change.
It's a geographic change, a career path change.
I mean, it's gonna be my entire life
that I'm gonna go and make a shift around.
Yeah.
The sort of behind the scenes kind of thing at play here,
though, is when you describe like the asymmetry
and all of that, it's like, I'm looking at you
and I'm like, this guy's such a quant, you know what I mean?
He's like trying to like,
he's trying to like write the code for this whole thing.
And in truth, what really moved the lever was your wife,
who has this heart centered perspective
and isn't thinking in terms of risk analysis and asymmetry.
She's just like, that doesn't light you up.
This does like the emotional kind of like spiritual piece
here, which is, yes, I have all this evidence
about what my life is like right now.
And that keeps me stuck, but I also know
how it makes me feel.
And I know the extent to which is, you know,
kind of degrading my soul.
And this other thing that is Kairos oriented,
that's like giving me life force and energy.
Yeah, there's not a lot of evidence,
but your wife sees what you couldn't,
which is that's all the evidence that you need
in order to kind of motivate that leap
into something that is unknown.
I have never until this moment had that articulated to me
or understood that as well as I do now.
We had known each other since she was 14,
I was 15 years old.
And so in thinking about that even,
what you recognize is she probably knew me
and could see me better than I could see myself.
And the reality underlying all of that
and the energy underlying all of that
and the heart that was not exposed
in the work that I was doing prior, she could see that.
There was nothing wrong with the work I was doing.
And I loved the people I worked with
and it just wasn't for me.
The energy, the life force, as you said it, wasn't there.
And sometimes in life, all it takes is one person
believing in you, understanding you
in those moments when you can't see yourself.
And if you have that, if you have one person in your life like that can't see yourself. And if you have that,
if you have one person in your life like that, you're lucky.
And for her to say, I'll go on this ride with you,
even though, yeah, it might be uncertain.
Yeah.
It will be uncertain.
It will be uncertain.
Yeah, yeah, yeah.
Like you were like this crazy Twitter superstar.
Like you have like a million followers there, right?
And I think you were sort of first well-known
because you were one of the first people to like do threads
before like threads were a thing.
And that got like a bunch of attention and traction,
but you've really built this powerful community
around these ideas that you share,
which clearly you think a lot about
and write extensively now and now in this book
and in your newsletter,
but that was sort of the backbone
upon which you kind of created this architecture
for everything that you're doing now, right?
It all began on Twitter.
All began on Twitter.
If you create value, you receive value in return.
I feel like this is something that gets lost
in all of the career advice that you see out there.
It's like, everyone wants to give career advice
and no one wants to say that like these basics
actually still hold true.
Create value for people.
You'll do great in your life and in your career
if you create value for everyone you're around.
I mean, that's a long-term strategy, right?
So I'm curious around how you immunize yourself
from the incentives of audience growth
that seem to capture a lot of people
and then begin to drive them into directions
that are contrary to their kind of value set.
You say long-term games.
I think that everyone likes to say
they're playing long-term games
until they actually have to do long-term stuff.
It's like there was a meme going around a while back
that said that like, everyone likes to wear Carhartt
but no one likes to do Carhartt shit.
You know, no one wants to actually do that.
The way that I've always thought about this.
Cosplay.
Yeah.
The way that I've always thought about this
with having a platform is that in the path I was
on, there was a track, right? You knew that, like from lawyer days, there's a track. There's a 30,
40 year career track from joining as an analyst to becoming a partner and riding off into the
sunset, retiring, you get your gold watch and you're kind of done. There was no path in the
world that we operate in. No one is setting up a track for you.
There's no retirement plan.
There's no like, okay, here's what I'm gonna do
in years zero to 10, and then here's where I'm gonna be
years 10 to 20.
That doesn't exist.
And that's really disconcerting.
And so when I went into it, the first thing I asked myself
was what is the thing that makes this a 20 or 30 year
journey that I'm on?
What is that? To me, that is trust. Trust is the thing that makes this a 20 or 30 year journey that I'm on, what is that?
To me, that is trust.
Trust is the atomic variable.
It's not likes, views, follower growth,
it's not any of those things, it's trust.
You need some group of people to deeply trust you.
The only way that you can build trust
is through real raw authenticity.
It's not through growth hacks.
It's not through whatever the latest, greatest trend is or whatever that fancy thing is that
people want to do and jump on.
It's through building real authentic connection with people.
And that extends to one-to-one connection.
Maybe it's one to many, but whatever it is, it's trust that has to be the focus.
You can build a whole lot of commerce on top of trust.
That's what, you know, go back 50 years,
P and G, Johnson and Johnson, they owned trust
because they owned all the airwaves.
They owned radio, TV, magazines, all of those things.
So they built commerce on top of it.
Now we're in a world where the trust
is decentralized rapidly.
And you can build a node of trust for yourself,
but it has to be that you are focusing on trust,
not on those other things.
And so on my whole journey,
you can go back and look at anything I've ever done.
I was never following some trend.
I've never like jumped on the,
hey, let me do a thread on Ted talks.
That'll change your life or like Chrome extension.
I just never done it because I don't care
to grow a bunch of followers
that don't know who I am.
I want people to know who the values that I am all about,
to know about my family, to know about the journey
that I've been on.
And there are gonna be people that don't like that
and don't wanna follow me and that's fine.
If I'm not for you, that's great.
You should find people that lift you up
that you feel energized by.
That shift in focus has been,
at least in my own mind,
what has allowed me to avoid the perils of audience capture
as some people have called it.
Yeah, trust is the most valuable asset.
And it's also the thing that, you know,
most people who are creating and sharing on social media
have the loosest sort of relationship with.
It's also the easiest thing that can be destroyed, right?
And so I think for that reason,
it's the thing that's most important
to like preserve and protect.
Yeah, it's like Warren Buffett has that quote about,
it takes like 20 years to build a reputation
and just 10 minutes to destroy it.
Right. It's the same thing.
I mean, you're a perfect example of this
and you've seen this now because you've been around
and doing this for so long.
The number of people that have come and gone
during the time that you've been creating and doing this,
it's hundreds, hundreds of big people
that were like really well known and that were crushing it
and that everyone thought was gonna be the next big thing.
But it's hard if you're chasing trends
and if you're losing,
honestly, it all connects because I felt like for so many years of my life, I was just playing a role
and fulfilling someone else's definition
of what my life should look like.
I didn't wanna do that again.
That's exhausting.
You might be able to do that for a year,
three years, maybe five years,
but eventually you are going to get tired
of putting on an act, putting on a show.
And so if you were going to share genuinely
and authentically about your life, it has to be real.
It has to be the journey you're on.
And the benefit of that is you can do that forever.
I never run out of content
because the content is how I'm living my life.
It's what I'm doing.
It's the people I'm talking to.
So when you interface with social media,
as somebody who is kind of creating
in that ecosystem consistently,
like it's a shifting landscape also.
And most of the kind of discourse is around
like what's working and what's not,
to your point of me being around for a minute,
like, yeah, like I just, I do my thing, dude.
You know, I'm a tortoise.
I just show up every week.
You know what I mean?
And I have seen a lot of people come and go.
Sometimes that's because of a reputational issue,
but often it's because people are caught up in,
you know, the kind of short-term gains
and they haven't created something that has real value, let alone a kind of workflow
that is sustainable for the long haul.
So I'm always thinking about the other kind of types
of wealth because, you know, if my marriage falls apart
or I'm not there for my kids, or I don't have time
for my friends or my fitness or the other things
that nourish my life, then there's no way
that I'm gonna be able to continue to show up for this,
which is something I've been doing for like 12 years now.
And I still love it, but I love it
because I have to pay attention
because I have dimmer switches
in these other areas of life.
Like I think there's this binary idea
on this on-off switch sort of thing
about how you have to be and how you have to live
in order to, you know, do something great.
You know, you have to go all in
and you gotta block out the world.
And maybe, yeah, maybe there is a brief season of life
in which that is important,
but you have to create counterbalances for that,
like in the way a pendulum has to swing,
like it's either it's a dimmer switch or a pendulum,
like it has to swing back into balance.
So we think of it as these on-off switches,
you go all in,
or there's this other pressure that your life
has to be perfectly balanced every single day, right?
Like all five of these types of wealth have to be boxes checked
before your head hits the pillow every night.
And I think that that creates a pressure
that people can't really sustain or live up to.
Yeah, it's balanced in the micro versus the macro, right?
Like it doesn't necessarily-
What is your timeframe, right?
Like, yeah, like my life is not balanced on a day to day
or even week to week basis, but on a yearly basis.
Absolutely.
And you know yourself well enough
to create that in your life, right?
Like I know right now I am in a season of unbalance
during this window while I'm gonna be trying to push this
book out into the world.
And I'm trying to impact millions of people.
And this is a big part of what I wanna be able to tell my son that I do and the impact
that I'm creating in the world.
And that means that I'm away, right?
I'm away right now.
I'm away next week.
I'm away the week after that.
And that's tough.
That's not balance in the micro, but it is in the macro
because I know what it's going to imply.
And I know that I'm going to be able to reset
and make sure that you do have the week when you're just there, when you're present.
Putting too much pressure on yourself to be perfect in the days is kind of a waste of
energy.
Right?
Like you want to be perfect in the years.
You want to be perfect when you zoom out because the days look like this.
And what really matters is the trend line.
People obsess over their current location and not enough on like, okay, but what is the trend line. People obsess over their current location and not enough on like,
okay, but what is the trend line of where you are? You're going to sit in your current
spot and look around at all the people around you and say like, well, I'm not doing great
because I'm 30 and I haven't, I didn't hit Forbes 30 under 30. So I'm not doing great.
Well, if your trend line is going like this, and you're in this spot, that's pretty damn
good versus the person that like is way above you but their trend line is flat.
You're going to pass them.
You're going to continue to do better and better.
And so shifting that narrative in your own head
away from like the comparison of where do I sit
relative to everyone else,
worrying about how everyone else's grass looks
rather than focusing on watering yours.
You reference Arthur Brooks a couple of times in the book
and specifically you kind of quote this thing
that he always says when people ask him like,
what are the drivers of happiness?
And he says, friends, family
and a relationship with the divine, right?
Arthur is a deeply religious person.
His faith is very important to him,
but his evidence-based work also supports the idea
that faith is kind of a crucial element in happiness.
So I'm curious around like what that looks like
or means to you.
I mean, it's not one of the pillars in your book.
So how would you kind of couch yourself in that context?
I am a very spiritual person.
I am not a religious person necessarily
in terms of one particular faith,
but I grew up in a household that had everything.
I mean, my mom grew up Hindu,
my dad grew up in a Jewish household.
We have a number of Muslim family members.
My mom has a lot of Buddhist tendencies.
I mean, we grew up with everything
and I am deeply connected to a variety
of different cultures as a result.
And I feel very lucky for that.
And you know, it's sort of in my like,
mutt background, my mixed background
to be connected to all these different types of people.
My view on spirituality is that it runs the gamut across
of several of these types of wealth.
I talk about the idea of space in mental wealth.
So idea that you need to create space in your life.
Victor Frankl talks about our power being in the space
that we can create between stimulus and response.
So much of our life is like this immediate response
to every stimulus.
And spirituality is probably the primary way
that most people do create that space.
It's through connecting with God,
through your higher power, it's through prayer,
it's through meditation practice, it's through walking.
Any way that you can create that space in your life
creates mental wealth.
The other thing and why I think personally
that faith is such a key connection point for happiness
is because of the feeling of community.
It's the feeling of connection
to something bigger than yourself.
And we've seen that time and time again,
that acting in the service of others,
acting in the service of something bigger than just you
is probably the most tried and true pathway to being happy.
It's one of the steps in the 12 steps.
Service, community, unity.
Yeah, I mean, your life expands in lockstep
with your commitment to serve others.
And the premise behind service to others is this humbling notion.
It's like a dose of humility that you're not the center
of the universe and it's a cure for your self obsession
that there are more important things at play.
And so to practice service is to humble yourself
to that notion and that can take the form of some faith doctrine,
but just being available to other people,
I think is sort of a religious act in and of itself
without a doctrine.
Yeah, I've also just found interestingly
that when I focus on money, I make dumb decisions
and I do dumb things.
When I focus on service, I focus on creating value,
when I focus on ripples, I actually make more money too.
And I'm happier.
You also create time.
It's that inconvenient thing that you think
is occupying time you really need for something else.
But when you practice it,
suddenly all those other things end up getting done
and they get done in a more neatly packaged way
than they would have otherwise in my experience.
That idea of creating time is a really good one.
And one that I often reflect on
because people will say like, oh, you can't create time. You have your window and you never know when it's going to be up and
one day you're going to wake up and you're going to die. And it couldn't be further from the truth,
right? Like at the very beginning of this, we had the conversation about I had 15 more times
that I was going to see my parents. We took an action. We moved back across the country.
That number 15 is now in the hundreds.
I see my parents every other week.
They get to spend tons of time with my grandson
and experience all the joys and the love
that comes with that.
I mean, we literally created time.
We created moments with the people that we care about
by taking an action, by doing something.
We bent, I have these graphs in the book
that show how much time you have with different people.
We bent the curve by taking an action.
And again, it goes back to that idea.
Like you have to know that you have the power
to actually change things in your life.
You're not a victim that just has to, you know,
kind of give in to these twists of fate that come your way.
You can actually take actions and change how time operates.
So what is your message to the person who says to you,
well, this is all great, but like, look at you
and you went here and you had this
and you don't understand how complicated my life is.
And, you know, I don't have the agency that you have
and it must be nice.
Or, you know, I just can't get my head around
how I could actually make those decisions
and do it in a way that wouldn't be irresponsible
because of the way my life is set up.
Yeah, I mean, the first thing is
it doesn't have to be dramatic.
Dramatic change is what captures attention,
but as we've talked about,
the tiny changes are the ones that actually create outcomes.
And you are always in control of taking a few tiny actions
that will lead you to be slightly better off tomorrow.
There's this, the last scene in the movie, The Martian,
which is one of my favorite movies,
Matt Damon is talking about how he survived his time
on Mars and he just says, you just solve one problem
and then you solve the next one and then you solve the next one
and then you solve the next one.
And if you solve enough problems, you get to come home.
I love that phrase because it really is true.
When we're in a bad spot
or when you have some huge problem in your life,
it's just this enormous wall in front of you.
And that is the reason people don't act.
It's this huge wall.
You can't imagine going and scaling this big wall.
But all you really have to focus on is just the one little step. It's just solving the one problem.
And so for anyone out there that feels that way, it's just that. It's take the one tiny action today.
It's like wake up early and do the workout. Text the friend. Like if you feel like you don't have
a relationship with someone that you should, send them a text, give them a call.
If you feel like your body is not where it should be, do the one workout.
If you feel like your time is not in the place where it should be, audit your calendar.
Look at where your energy is going during the course of the day.
Do the one tiny thing that is gonna leave you slightly better off tomorrow.
And what is the core idea beyond that that you want people to take away from the book?
Your wealthy life will involve money,
but in the end, it is going to be defined by everything else.
Recognizing that today and then taking actions
to actually drive yourself in the direction of that is the most important thing.
I wish I read this book 25, 30 years ago.
Well, you read it now.
Yeah, yeah, yeah.
Amazing, man, thank you.
Like I said, at the outset,
the book is really quite an accomplishment
and it's incredibly thorough.
Like it's not a short book.
It's easy to read, but there's a lot in there.
There's a lot.
And I think it's, you know, I said,
I wish I had read it when I was younger,
but I think there's something in there
for every single person at whatever stage of life
that you find yourself in, whether you're an empty nester
or a kid who's, you know, looking at graduating from school and trying to figure
out what's next. So thanks for writing it and thanks for coming and sharing with me today.
Thank you so much for letting me share.
That's it for today. Thank you for listening.
I truly hope you enjoyed the conversation.
To learn more about today's guests, including links and resources related to everything
discussed today, visit the episode page at richroll.com where you can find the entire podcast archive,
my books, Finding Ultra, Boising Change
and the Plant Power Way,
as well as the Plant Power Meal Planner
at meals.richroll.com.
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find on the footer of any page at richroll.com. Today's show was produced and engineered
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See you back here soon.
Peace, plants.
Namaste. You