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April 28, 2025 12 mins

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In the opening episode of The Timeless Investor Show, we explore the life and leadership of Cyrus the Great — a man whose influence echoes across centuries.

Cyrus wasn’t remembered just for what he conquered. He was remembered for how he ruled — with trust, strategic systems, and a long-term vision that built the foundations of an empire that outlived him.

In this episode, we dive into:

  • How Cyrus built trust instead of ruling by fear
  • How he created enduring systems rather than personal empires
  • What modern real estate investors, builders, and entrepreneurs can learn from his leadership

I’ll also share personal stories from my investing journey — including lessons about thinking strategically, understanding local cultures, and avoiding short-termism.

If you're serious about building real wealth, real businesses, and real legacies — this episode is for you.

Subscribe for more timeless lessons on real estate investing, capital stewardship, and wealth building across generations.

Act well. Think wisely. Build something timeless.

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Think Well. Act Wisely. Build Something Timeless.

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Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
SPEAKER_00 (00:01):
Welcome to the Timeless Investor Show, where we
explore the principles ofbuilding, preserving, and
passing down real wealth acrossgenerations.
In a world obsessed with speed,noise, and short-term wins, this
show is going to be aboutsomething different.
Here, we will study timelesslessons from history,
philosophy, investing, and realestate to understand what it

(00:23):
really takes to build somethingthat lasts.
Whether you're a real estateinvestor, a builder, or simply
someone who believes inlong-term thinking, this show is
for you.
I'm your host, Ari Van Gemeren,and today we begin that journey
with one of the most remarkablebuilders of all time.
A man so respected that whenAlexander the Great conquered

(00:43):
his empire two centuries later,he made a personal pilgrimage
just to visit his tomb.
A man praised in the Bibleitself as God's anointed one.
Today, we're talking about Cyrusthe Great.
Cyrus wasn't just a conqueror.
Yes, I know, he conquered thelargest empire the world had
ever seen at that time,stretching from the
Mediterranean Sea to themountains of Central Asia.

(01:05):
But his greatness wasn't in howmuch he conquered.
It was in how he ruled.
Most conquerors impose theirculture.
They destroy what came beforethem, and they rule by fear.
But Cyrus did something almostunthinkable for his time.
He respected the customs andreligions of the peoples he
ruled.
He allowed them to keep theirtraditions.

(01:25):
He aligned their interests withhis own instead of crushing
them.
Real power didn't come fromdomination.
It comes from alignment.
What was one of the mostincredible examples of this?
When Cyrus conquered Babylon,one of the richest and most
ancient cities in the world, hedidn't burn it or loot it.
In fact, when he enteredBabylon, he was welcomed by the
people.

(01:46):
They saw him as a liberator, notan invader.
Can you imagine?
a foreign conqueror entering thecrown jewel of the ancient world
and being greeted withcelebration instead of
rebellion.
And Cyrus didn't stop there.
He immediately issued decreesfreeing enslaved peoples,
restoring temples, and allowingthe exiled Jewish people to
return to Jerusalem to rebuildtheir temple.

(02:07):
This moment is so important thatit's recorded directly in the
Bible and the book of Isaiah,where Cyrus is referred to not
just as a king, but as aninstrument of divine providence.
Think about that for a second.
If you know anything about theOld Testament, you know that
it's a long story of the battlebetween the Jewish people and

(02:27):
all of the different pagancultures and nations all over
the Middle East.
And Cyrus was not Jewish.
He belonged to whatever thefaith was of Persia at the time.
So for the Bible to refer to himas an instrument of divine
providence, as God's anointedone, speaks volumes.
I mean, how many kings inhistory have been praised like

(02:48):
that by their former enemies?
And honestly, it says somethingabout the man and the systems he
built.
You can still visit Cyrus's tombtoday at a place called
Pasargadai in modern-day Iran.
And there's a famous inscriptionattributed to him that says, Oh
man, whoever you are andwherever you come from, for I
know you will come.

(03:09):
I am Cyrus who founded theempire of the Persians.
Do not grudge me this bit ofearth that covers my body.
Simple, humble, and timeless.
the founder of an entire empire,the largest empire ever seen at
that point, asking only for asmall place to rest.
So what can we as investors,builders, and stewards of

(03:30):
capital learn from Cyrus?
I think a lot, honestly, becauseCyrus understood the importance
of systems over brute force, thepower of trust over fear, and
the value of aligning interestsinstead of trying to control
everything.
And most of all, He understoodthat true greatness isn't about
conquering the most orsubjugating the most people.
It's about building somethingthat lasts.

(03:52):
So if you're buying a piece ofreal estate, starting a
business, or investing your timeand energy into something,
you're doing a small version ofwhat Cyrus did at scale.
The questions you have to askyourself are, are you trying to
control everything by force?
Or are you building systems thatpeople want to be a part of?
Are you chasing short-term wins?
Or are you thinking about how tobuild something that still
stands decades from now, evenlong after you're gone?

(04:13):
Something maybe that benefitsyour family or your children or
society at large.
There's so many questions to askthere.
And the world remembers Cyrusnot because he took from others,
but because he built.
And that is the ultimate test ofinvesting leadership and legacy.
Some of the things Cyrus didbeyond pragmatic political

(04:34):
policies, he invested heavily ininfrastructure.
He built trading posts.
He built roads.
He connected the ancient worldin a way that many of his
predecessors had not tried todo.
He thought strategically.
He never engaged in needlessbattles.
He engaged in battles when heknew he would win.
He was very strategic thinking.
The man was playing, I was justsaying today, he was playing 5D

(04:56):
chess or 3D chess, whatever wesay today.
He was a strategic thinker and abuilder, an innovator, And he
leveraged local networks tobuild something truly great.
Think about that in terms of anykind of business you're trying
to build today.
I mean, there's so many ways tothink about this when it comes
to real estate.

(05:17):
So building infrastructure.
When you acquire a property, howare you thinking about the
property?
Are you investing for the longterm?
Or are you churning and burningas fast as you can to try to
make some profit out of it?
Timeless principles would sayit's much better to build
something for the long term.

(05:38):
We face this decision all thetime in my business.
We see it all the time.
Short-termist thinking, payingless for something.
A really simple example is goingwith the cheapest vendor.
Sometimes that's good.
Sometimes it actually ends upcosting you a lot more.
I made a decision one time on myvery first investment property
to go with the very cheapestvendor I could find.

(05:59):
I thought, The contractor thatwanted me to pay$50,000 to
replace the deck was the same asthe contractor that wanted me to
pay$10,000 to fix the deck.
And the contractor who chargedme$10,000 ended up costing me
more than$50,000, and he didn'tdo it right.
There were so many issues thatcame out of that.
This is a simple example, right?

(06:20):
But we face this all the time inbusiness and investing,
specifically real assetinvesting, making decisions that
will stand the test of timeThere are timeless good
decisions.
Cyrus is a great example ofthinking strategically and
long-term about what you'redoing.
Some of that pragmatic politicalstuff he did, I think, has huge

(06:40):
bearing on this as well.
When you invest in a new market,how well do you understand the
local culture?
How well do you understand theway the local system operates?
There's so many ways that youcan...
fabulous ideas you can gleanfrom the legacy of great men
like Cyrus the Great.
When we invest in a new city, wetry to take time to understand

(07:03):
what it's like on the groundthere.
Some cities are all different.
We invest in Seattle and weinvest in Tacoma.
Tacoma has a very differentculture than Seattle.
Tacoma has very different lawsthan Seattle.
Tacoma has...
actually surprisingly morerestrictive resident protection
laws than Seattle does.
You have to understand thatgoing into the market.
You have to understand theculture of the city that you're

(07:25):
investing in.
Another example, we invest inCalifornia.
Californians are more litigious.
I've noticed, right?
It's like you should understandthat.
You should understand the localculture of the place you're
investing.
Culture is really important.
We're not a monolith.
Cities are different all overthe place.
Understanding what it's like inthe city you're investing in is
really important, right?
And Cyrus understood that.

(07:46):
He wasn't investing.
He was conquering.
But when he conquered a city, heunderstood what he was taking
on, right?
He thought strategically abouthow to incorporate something
into his growing empire.
So thinking long term, thinkingstrategically, thinking with
timeless principles about yourinvesting business or your
business or the company you'rebuilding is really important.

(08:07):
Are you a collaborator?
Cyrus could not have built hisempire without working with
others.
He had to bring people into hisnetwork.
People had to buy into hisvision.
Cyrus could not have conqueredthe empire he conquered without
the armies at his back, right?
And the armies at their backonly function if they believe in

(08:29):
the vision of the leader.
There's many examples in historyof armies that didn't believe in
the vision of their leader andthey didn't execute.
There's no way to control anempire the size of the
Achaemenid Empire without many,many local lieutenants and
elites helping you run it.
How did those people, how didthey get bought into his vision
as well?
So for you, as you're thinking,and for myself as well, because

(08:52):
I learned from these storiesjust like you, as you think
about building this thing, asyou think about building your
own empire, whatever it is,right?
This show is for entrepreneurs,builders, investors, capital
allocators.
As you think, think long-term,think timeless, think what would
Cyrus have done in thissituation?
What would any of the great, menand women that we're going to

(09:14):
talk about on this show and thepeople that we're going to
interview, how would they thinkin a timeless fashion versus a
short-term hype cycle, mania,frenzy fashion, right?
That's how a lot of people thinkright now.
I mean, I see it all the time onsocial media.
We're obviously very active onsocial media.
It's astonishing the number oflike get-rich-quick schemes that

(09:37):
I see.
And they're not all schemes,right?
But I mean, there's a lot of itthat's distracting from like I
have to come back to principleswhen I think about these things.
Like I saw something the otherday about buying a car wash,
right?
And I got really interested inbuying a car wash.
It seemed like a great businessstrategy.
Oh, car washes print money.
It's such a great idea.
Started really researching andlooking into buying car washes.
And then after like two hours, Ijust stopped myself and say,

(09:59):
what are you doing?
Like, you're not going to go buycar washes, right?
You own multifamily apartmentcomplexes.
Maybe we'll do mixed usesomeday, but you're not going to
be a car wash guy.
So stop playing around with carwash guys.
That was a, timeless moment oflike, let me retrench into what
I do, where I'm niching down,where I'm building expertise,

(10:20):
right?
So, you know, I had a mentor sayto me, you know, we wrote this
book, Timeless Wealth recently,which hit Amazon bestseller
list.
It was really fun to write.
It was an example of analyzingthe stories of some of these
great individuals throughouthistory.
And I had a mentor who has 50plus years in the multifamily
business who read it.

(10:40):
And he called me and he said,Ari, I really liked your book.
And of course, my ego likedthat.
And I said, oh, thanks so much.
That's great.
I'm glad you liked my book.
And he said, well, it's not justthat I liked your book.
There's something more I likeabout it.
I like biographies.
I think every biography I everread, I learned something from
the legend or the tale of thisperson.
that I can apply to my own life.

(11:01):
And what I liked about your bookis that it was basically a bunch
of biographies of different realestate builders.
And I totally agree with thatperspective.
Some of the best, most impactfulbooks I've ever read were
biographies of people that havedone really amazing things.
Because the reality is,nothing's new under the sun.
Nothing.
Everything's been done before insome vein, right?

(11:23):
I mean, even like the newfangled technology we have
today, like there's an anecdotein history that's sort of
relates to that situation andthat's definitely true with
biographies definitely truecyrus the great julius caesar
marcus aurelius john rockefellerthere's so many andrew carnegie
andrew carnegie's biography isone of my favorites of all time

(11:44):
i mean rags to riches built thebecame the wealthiest man in
history so many incrediblestories from andrew carnegie's
story so many incredible storiesfrom cyrus the great and i think
he's a great one to startbecause it's like we're going
back to the beginning ofrecorded history here the
beginning i mean not quite thebeginning but almost the
beginning to talk aboutprinciples that endure through

(12:07):
time timeless principles so asyou continue on your journey
think like cyrus Act wisely,steward your opportunities
carefully, and build somethingthat endures beyond yourself.
Thanks for listening to theTimeless Investor Show.
If you enjoyed this episode,subscribe, share it with someone

(12:27):
serious about building realwealth, and join me next time as
we continue exploring timelesslessons for modern builders.
Until then, act well, thinkwisely, and build something
timeless.
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