April 22, 2026

The Psychology Behind Winning Commercial Real Estate Deals

In this episode of Commercial Real Estate Secrets, Aviva Sonenreich sits down with Will Curtis to break down what actually drives success in commercial real estate deals.

What you’ll learn from this episode:

  • What really causes deals to fall apart in commercial real estate
  • How top brokers think differently about deals and risk
  • Why discipline and consistency outperform talent in CRE
  • Where AI is starting to change leasing and deal flow
  • The hidden factors that separate average vs. elite brokers

Why do most commercial real estate deals fail?

Most assume it’s pricing or underwriting. It’s not. Deals typically fall apart due to:

  • Misalignment between parties
  • Poor communication during negotiations
  • Decisions driven by emotion, not strategy

What separates average brokers from top commercial real estate brokers?

Top brokers don’t just close deals—they think differently.

  • They operate with long-term perspective, not transaction mindset
  • They stay disciplined when deals get unpredictable
  • They understand how deals perform after closing

The takeaway

Winning in commercial real estate isn’t just about underwriting or pricing. It’s about how people think, how decisions get made, and how deals are executed under pressure.

The brokers who consistently win understand:

  • The psychology behind every “yes” and “no”
  • How to navigate people, not just properties
  • How to execute when things don’t go as planned

Work with the right team

If you’re buying, selling, or leasing commercial real estate:

👉 https://warehousehotline.com/

Get commercial real estate representation that helps you structure deals that actually close.

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Commercial isn't no emotion.
There's emotion it's but it's

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different.
Tell me that you're working with

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a family who is taking their
entire life savings, taking a

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second mortgage on their on
their home because the mom's

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dream is to go start a
restaurant.

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Tell me that's not an emotional
transaction.

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Every bit of that is emotional.
Then when you go out there and

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you support them and you realize
mom can't cook, it's the true

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story.
Then what are you doing six

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months later when they're
closing down and they're calling

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you like, what did we do wrong?
What happened?

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That could be me, that could be
my mom, you know, that could be

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my wife.
But us doing the same thing that

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the motion is there.
Where did you come from and how

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did you get to 1 billion in
commercial real estate

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transactions and counting?
Right.

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And counting's the important
part, right?

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If not, I may not have a happy
wife at home.

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I kind of came at commercial
real estate completely by

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accident right out of high
school, end up joining the Army,

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spent some time in the service
and had a, what we call a

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command financial specialist
who's typically the guy that

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tells you don't go and buy the
Camaro for 36% interest rate.

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You have to balance your
checkbook and you do have pay a

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credit card.
Those are typical classes they

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give on basic financial
literacy.

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And he came in and gave a very
rich dad, poor dad type

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presentation about how he was
making more money in his real

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estate investments than he was
as an E6 with 20 plus years in

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the military.
And here I am as a young private

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making 1200 bucks a month and
going this guy is normal.

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He's not brilliant.
He's a normal guy.

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I need to go do what he's doing.
Like that's how I'm going to

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build.
Well, so I started looking at

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going in that direction.
And when they change the the GI

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Bill in the military to where
they actually would pay you to

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go to college, I was like, well,
now's my time.

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I'm gonna go out there.
I'm gonna get a degree in real

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estate.
I'm gonna be the smartest house

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flipper there ever was.
And I was gonna go Commission

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back in the Army and live like I
was a living, like I was

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enlisted guy, end up going to an
undergrad program in real

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estate, started learning there
was this thing called commercial

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real estate and had no idea that
was even a thing.

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I thought the government owned
shopping centers.

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I had no idea, right?
It just wasn't anything.

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It was on my radar and just
happened to get lucky to get

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paired up with a, you know,
small family office.

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He was a fraternity brother
needs somebody to answer the

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phones.
And I started to answer the

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phones and then he's like, well,
you're not dumb.

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Here's a lease, here's a
management agreement, here's

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tenant relations.
And then next thing you know it

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grew into, you know be starting
off on the commercial property

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management side of things.
OK, wait, First off, thank you

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for your service.
Did you just say this happened

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in Iraq?
Yeah, it was.

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It was kind of an after after
work kind of thing where I think

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I was working the the like the
overnight to morning shift.

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So right about lunchtime was
when we broke for the day.

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So he had, it was say 1:00
something like that.

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He did a class and me and my
roommate both were like, hey,

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let's go do this.
Let's go sit through it.

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Let's go learn something and and
see this whole real estate

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investing thing so literally in,
you know, just outside of

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Baghdad, sitting in a class
learning about it.

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You got to keep, you got to put
that part in the initial.

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That's wild.
That's super, super interesting.

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So I know your efforts in the
Army have served you today in

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commercial real estate.
And I want to talk about that

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because I think storytelling is
a really profound way to get a

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point across.
So that's my little I'm throwing

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the ball up and you're going to
hit a home run with me.

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I know there was an airplane
incident.

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Oh, yeah, yeah, yeah.
So in that side of it, it's

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really kind of formed me as as a
leader while we're still dealing

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with that idea of am I still
gonna get out of us, still

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gonna, you know, trying to go
through that, that struggle.

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I was still trying to work to
promote, still trying to do

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everything because at the end of
the day, I still wanted to have

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the military as my career as we
kind of got started into it.

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Part of the process of going to
promote is you've got to go to

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something called the Soldier of
the Month board before you do

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it.
And basically it's a trial run

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before you go in front of your
promotion board.

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So they ask you, what's the
effective range of AM/16A4, What

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is the, you know, the weight of
a hand grenade, just all sorts

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of random stuff that should be
general military knowledge.

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So you go to it.
I went, didn't win, but I was

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pretty stinking close.
It was, you know, half a point

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between me and the other guy and
my squad leader knew that was

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the plan.
I wanted to go to to the

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promotion board after that.
And as we're getting ready to

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prep, about a week or so before
I was going to go to the

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promotion board, he came to me.
He's like, look, I'm not

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recommending to go.
You're not ready and you know,

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at 2223, you know, full of ego
and military machismo.

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That didn't sit well with me.
I was absolutely floored and

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furious that how dare you.
You don't know me.

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I know as much as you do.
And pride really kind of stepped

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in in a lot of that.
We had an aircraft that had a

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really weird fault and I was an
Apache guy.

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That's what we maintained was
the Apache helicopter.

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I was an avionics electronics
tech.

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So we had something where
suddenly the in flight controls

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would switch off of the manual
push pull rods, but to fly by

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wire randomly.
So you'd be flying normally and

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all of a sudden he would get a
different input and fly

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somewhere else.
And it was just a disaster of

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aircraft.
So we had all the best people

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working on it.
I was like, you know what, I'm

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going to show him.
I'm more than ready.

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I'm gonna go out there and I'm
working the aircraft.

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So I go out there, I talk to the
flight company that manages the

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aircraft basically, hey, this is
like 4th or 5th down the list.

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Like it was going to take four
other aircraft to break before

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we get to it.
You're completely fine.

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Go work on the aircraft.
So I get out there, I start

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tearing it apart.
I'm troubleshooting, I'm doing

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all the things and I'm kind of
watching, you know, the blades

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spin an aircraft, you know, four
or five bays over from me and

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then they stop and then you can
hear the crew start moving in

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the next aircraft.
All right, well, that was weird.

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First one didn't work, that's
fine.

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Second one's fine.
Then the next one didn't work.

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And then the next one, this time
I realized, oh God, they're

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literally an aircraft away from
me.

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I need to start figuring that
out.

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I've got this aircraft
completely tore apart.

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So finally they jump to last
aircraft, which is mine that I'm

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sitting there got tore apart.
The crew chief comes and be

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like, hey, they're going to
launch.

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So we're putting everything
thing back together.

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The maintenance test pilot, the
guy who was in charge has the

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ability to sign off on
everything, but there's a ton of

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paperwork legally you're
supposed to do put it back in.

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He blessed it.
They got in, they went to go fly

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off in mission.
This is in Iraq.

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You know that.
I still didn't get it.

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I couldn't fix it.
I couldn't fix it in time.

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Go to lunch, come back, and I'm
sitting in the shop and we've

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got a radio sitting in the shop
that we can hear all the

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aircraft traffic and those kind
of things we'll use for

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troubleshooter and whatnot.
And as we got to that point, you

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know, sitting there, nothing
else to do, There's really

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nothing going on.
So we're all kind of sitting

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there, the shop and all of a
sudden we hear over the, the

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radio, we hear fallen Angel,
fallen Angel, fallen Angel.

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And for us, that was that's code
for the aircraft went down.

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So of course, immediately we all
stop what we're doing.

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We're playing cards and chess
and whatever we're doing, we

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stop everything.
We're listening to it, trying to

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figure it out.
And the moment that happened,

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they call it a call sign for the
pilot.

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And I realized that was the
aircraft I was working on and

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my, my gut just dropped, put the
aircraft back together in a

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hurry, doing everything that I,
I thought was right.

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And for me, the first thing was
I screwed up and I just killed 2

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pilots.
It was literally what I thought.

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And you know, I kind of stepped
away.

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My squad leader was wise enough
to watch me and watch my

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demeanor change very quickly.
He pulls me outside.

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He's like, what's going on?
I was like, I was working on

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that bird.
What do you mean we'll go now.

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So I walked him through
everything and he's like, you're

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an idiot.
He said other things, but that's

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the nice, that's the nice way
you put it.

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You're an idiot.
Let's just chill out.

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Let's just wait, let's see what
happens. 45 minutes to an hour

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later.
What we found out actually

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happened was it was actual, it
was a missile that actually came

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up, hit the aircraft.
It's the only time I've ever

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been happy that an aircraft got
shot down, right, because it

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means I didn't kill pilots.
Ultimately, both pilots were OK.

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They they lived, they came out
just fine.

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But I think one of the biggest
things I took away from that,

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especially leadership was that
every time that, you know, you

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get real prideful, you think you
know everything, you know, you

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kind of get knocked down a peg
and that humility comes in and

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you go from there.
So there was a, there was a good

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like 3 months worth of just a
whole lot of humility, like, Oh

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my God, I was almost scared to
touch aircraft again, you know,

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thinking, oh jeez, I, I can kill
people with not doing a good

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job.
And from there I got picked up

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shortly after that.
We're like, hey, he's ready to

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promote, we need to do this.
Went to the promotion board

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first time go the whole 9 yards
with all that.

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But that experience is always
stuck with me, right?

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Because as you know, I started
going to something make making a

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change in commercial real estate
thinking I was going to be it.

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I was going to be that, that
machismo.

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And then I got in and couldn't
get a deal closed the first

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several months, man, deflated.
And I go back to that moment

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while it's completely different.
I go back to that moment going,

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all right, I got to be humble
and humility, you know, kind of

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having that opportunity to kind
of kick you in the face a

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little.
Bit the risk that you took when

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you were in the Army, how do you
find that apply to your

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day-to-day today?
I believe you said 25 years

200
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later in commercial real estate?
15 not that old yeah no, I mean

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I think the risk is there.
It's just different in aircraft

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maintenance small mistakes or
life and death.

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So just coming in that attention
to detail is literally in there

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right.
So you know in underwriting you

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don't screw it up because that
attention to detail is bending.

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Now obviously the deal blows up
not you know somebody's life.

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But I want to say that that
attention to detail really comes

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in there.
So even the in the humility side

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00:09:04,720 --> 00:09:06,520
of things.
I mean just this last week

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Monday terrible day cold call
and doing all the things I

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haven't had a worse day in a
long time.

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Tuesday comes through phones
ringing off the hook with people

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coming into me and it was just a
complete different day right and

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especially in brokerage where
you're going out and killing

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what you eat the hour can make
complete difference.

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A matter of fact Monday it was
literally five O 5 somebody

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called me going hey do you do
this Yeah, we do.

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I've got something it's huge.
Do you think you can work on it

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Yes, I will figure out how we're
going to work on it.

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But yet the rest of the
beginning of that day was just

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terrible.
So that humility absolutely

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comes in on on a very regular
basis and if you get too

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prideful.
I think that's just life going

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to turn around and beat you down
just a little bit more to kind

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of keep you going.
In my household, in my family,

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the cards have fallen in that
you either work in 2 lines of

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professions, medical or real
estate, and both can feel like

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life or death and both have huge
risk, huge reward.

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I mean, look, you do a smaller
transaction and it's the biggest

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transaction of a person's life,
or you do a huge transaction and

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who knows, you know who's got
money in the deal, right?

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It as much as somebody won't
necessarily die in front of you,

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we still have a responsibility.
It's like you said, have that

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fiduciary duty and see your
clients transaction through as

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if it were your own.
I share this story all the time

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when residential agents want to
come in a commercial, like I'm

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tired of the emotion.
I'm like, commercial isn't no

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emotion.
There's emotion.

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It's but it's different.
Tell me that you're working with

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a family who is taking their
entire life savings, taking a

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second mortgage on their on
their home because the mom's

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dream is to go start a
restaurant.

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Tell me that's not an emotional
transaction.

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Every bit of that is emotional.
Then when you go out there and

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you support them and you realize
mom can't cook and it's just a

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true story, then what are you
doing six months later when

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they're closing down and they're
calling you like, what did we do

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wrong?
What happened?

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And tell me that doesn't tug on
that.

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That could be me, that could be
my mom, you know, that could be

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my wife and us doing the same
thing that the motion is there.

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So absolutely, there are some of
the huge risks that some of

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these folks take and you're
you're a part of it.

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Out of curiosity and for the
listeners, where do you find

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yourself today transacting most
frequently?

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Are you like product type?
What?

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What do you work on mostly?
Most of my career has been in

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medical office.
We've kind of branched out from

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medical office, of course, come
COVID as that happened, what a

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lot of office transactions to
begin with.

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I've always dabbled in in
industrial and I actually was

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through COVID, was working for
an industrial port.

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So I was brought in as their
office guy.

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All of a sudden it's like here
is these airfields, here is all

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this industrial products.
So I very quickly became the guy

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doing specialty office and all
the, the industrial side of

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things as well.
So we've done a good bit of

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industrial, that's where today
most of our transactions are

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generally office or industrial.
And then we do a good bit of

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property management as well.
And we, we found that, you know,

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starting there, understanding
how it's supposed to work and

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realizing there's so much value
that many investors lose because

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they hire terrible property
management.

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Or they hire their cousin or
their sister or their brother to

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do property management, thinking
it's easy, only to find that

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they've lost billions of dollars
for the value because they just

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didn't manage it well.
I see that more often than not.

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Sadly.
Way more often than not, there's

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like a stigma with brokers who
can't, who have property

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management.
We have a property management

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company as well.
I find it to be hugely

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beneficial, hugely beneficial to
our clients, hugely beneficial

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to the tenants and to the
owners.

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It's a whole ecosystem that
feeds itself, so I vote in favor

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of brokers who are property
managers, but that's just me.

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I think as a broker who has
understanding of property

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management, it makes you a much
better negotiating the lease or

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00:13:04,760 --> 00:13:06,960
negotiating the sale because you
understand you're not just

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00:13:06,960 --> 00:13:08,920
negotiating a clause and never
going to see it again.

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00:13:09,160 --> 00:13:11,080
You're negotiating a clause that
you're going to understand how

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00:13:11,080 --> 00:13:13,120
it's going to impact the tenant
3 years from now, how it's going

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00:13:13,120 --> 00:13:15,160
to impact the owner three years
from now, because you have a

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very different understanding of
how that property actually will

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run.
I say this every day, I'll say

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so I'm blue in the face.
Every property is different,

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00:13:22,120 --> 00:13:24,040
every owner is different.
Everybody wants a

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00:13:24,040 --> 00:13:27,280
one-size-fits-all answer and
you're not going to get it in

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this business because it's not
so simple.

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00:13:29,280 --> 00:13:31,360
Will I ask this to all my
guests?

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00:13:31,360 --> 00:13:33,640
What is your commercial real
estate secret?

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00:13:33,800 --> 00:13:37,680
I think it comes down to being
extremely nerdy on demographics

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00:13:37,680 --> 00:13:39,800
and psychographics.
But one of the things we started

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00:13:39,800 --> 00:13:42,400
doing in our business probably
in the last year and a half, two

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00:13:42,400 --> 00:13:46,440
years is kind of a combination
of AI and using psychographics

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00:13:46,440 --> 00:13:49,080
and really sitting down and
saying, here is my trade area

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for this property.
Here are my psychographics,

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00:13:51,160 --> 00:13:52,960
their property.
Who is the best tenant to

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00:13:52,960 --> 00:13:55,840
actually come in here based off
for the psychographics and AI

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can run a lot of that.
And you know, somebody had

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talked about you can do it.
And I was like, whatever, we had

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an office building, we put it
together, we ran it.

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I just wanted to see how it was
going to work.

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00:14:04,840 --> 00:14:07,760
And it first thing it said it
basically you need to create

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00:14:07,760 --> 00:14:10,000
the, the market didn't have
enough third spaces.

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00:14:10,000 --> 00:14:12,240
So you needed a coffee shop,
bookstore or something like

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00:14:12,240 --> 00:14:13,320
that.
I was like, this is dumb.

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00:14:13,320 --> 00:14:15,560
It's an office building, never
going to happen.

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00:14:15,560 --> 00:14:18,920
First 3 phone calls was used
bookstores and I was like, okay,

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00:14:19,080 --> 00:14:20,760
we're we're we're on to
something here.

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And and what we've now shifted
because of that is that as soon

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00:14:24,520 --> 00:14:27,480
as we get a new listing that is
a first report we pull is what

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00:14:27,480 --> 00:14:29,200
is the trade area?
What are the psychographics of

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the trade area?
Who are the tenants are the

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00:14:31,800 --> 00:14:33,960
businesses that would likely fit
this best?

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00:14:34,360 --> 00:14:37,480
We then run through and look at
Nate's codes, get all the

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00:14:37,480 --> 00:14:40,720
businesses that fall into that.
And rather than putting a sign

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00:14:40,720 --> 00:14:45,320
and praying, we've got a list of
A100150 businesses that would be

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a good fit here.
And now we're calling existing

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00:14:48,000 --> 00:14:50,600
clients looking to look for a
second or third space or

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relocate a space.
And we've seen our days on

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00:14:53,240 --> 00:14:56,840
market just shrink simply by
getting nerdy and looking at the

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00:14:56,840 --> 00:15:00,360
psychographics of a market and
then going after those

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00:15:00,360 --> 00:15:02,000
individuals cause a very
different call.

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00:15:02,280 --> 00:15:06,040
Hey, are you interested in new
space versus, hey, the

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00:15:06,040 --> 00:15:09,040
demographics of this location is
identical to what you have

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00:15:09,040 --> 00:15:11,920
currently and there's a hole in
the market for your product

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00:15:11,920 --> 00:15:13,720
here.
Have you thought about another

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00:15:13,720 --> 00:15:16,000
space?
Very different.

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00:15:16,000 --> 00:15:19,680
Call, you know, we talked about
the use cases of AI in our

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00:15:19,680 --> 00:15:23,280
business and the use cases of
social media in our business.

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And I think like the inherent
response with change is just

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00:15:27,160 --> 00:15:29,720
like, no, right.
It's just like, no, no, no, like

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that's bad.
And what's funny is hearing use

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00:15:33,520 --> 00:15:37,360
cases like that where it's like
no, no, no, no, no, it's

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00:15:37,360 --> 00:15:41,560
actually useful.
I'm not saying have a robot go

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00:15:41,560 --> 00:15:45,120
cold go, you know, make your
cold calls, but we're just

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00:15:45,120 --> 00:15:50,600
saying, you know, use AI in an
efficient way to maximize your

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00:15:50,600 --> 00:15:52,720
transaction.
It's like like you said, you

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00:15:52,720 --> 00:15:56,200
used AI to increase your
efficiency and then you saw a

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00:15:56,200 --> 00:16:00,360
tangible result in the time on
the market.

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00:16:00,480 --> 00:16:03,000
And I would say the other side
of it is it's thinking outside

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00:16:03,000 --> 00:16:05,920
of my biases, right?
For an office building, I would

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00:16:05,920 --> 00:16:08,840
have never thought bookstore.
Why would you think bookstore

354
00:16:08,840 --> 00:16:11,400
for office building would it
looked at here's what the market

355
00:16:11,400 --> 00:16:14,400
needs, bookstore made sense.
And if you look at it, it

356
00:16:14,400 --> 00:16:17,520
actually would potentially work
which hadn't found the right

357
00:16:17,520 --> 00:16:20,400
tenant for it.
But it was something that would

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00:16:20,400 --> 00:16:23,720
never have occurred to me.
And sometimes it'll give you bad

359
00:16:23,720 --> 00:16:25,840
information like, yeah, that's
not going to work, but I'd much

360
00:16:25,840 --> 00:16:29,640
rather have bad information with
a couple things that I may not

361
00:16:29,640 --> 00:16:32,200
have thought about that now
spins the wheels a little bit

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00:16:32,200 --> 00:16:35,640
differently.
So AI1 haters 0.