Undercover Billionaire Glenn Stearns on What It REALLY Takes to be SUCCESSFUL | Impact Theory
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Glenn Stearns, entrepreneur and star of *Undercover Billionaire*, joins Impact Theory to redefine the American Dream not through wealth accumulation but through personal fulfillment and leaving a mark on the world. Drawing from his upbringing in Silver Spring, Maryland—a household marked by addiction, alcoholism, and financial struggle—Stearns illustrates that success is accessible regardless of one's starting point. He recounts failing fourth grade and having a child at fourteen before realizing he was following destructive family patterns; however, attending college to be with a girlfriend became his first step out of his environment. His defining moment occurred shortly after graduation when the monotony of partying led him to realize that happiness stems from doing something larger than oneself rather than material gain. This epiphany prompted him and his roommate to drive cross-country to California, where he began actively seeking mentors by approaching successful individuals on street corners or at charity events, proving that opportunity exists for those willing to ask questions despite their background. The core of Stearns' philosophy revolves around the belief system that dictates behavior: if you believe you can succeed, your actions will follow suit; conversely, believing you cannot leads to failure regardless of circumstances. He emphasizes overcoming self-doubt by focusing on brain plasticity and surrounding oneself with smarter people rather than fearing they might make one look inferior. This approach allowed him to leverage the strengths of others while admitting his own limitations as a leader who prefers vision over micromanagement details. Stearns also highlights the importance of finding silver linings in adversity, such as turning failing grades into new friendships or viewing dyslexia not as an insurmountable barrier but as a reason to seek complementary skills from talented teams. He argues that while challenges like those faced by minorities or women are real, they do not preclude success if one refuses to adopt a victim mentality and actively seeks the right support network. Stearns' journey took a pivotal turn when he was diagnosed with cancer in 2007-2008, an experience that stripped away his fear of business failure by revealing life's fragility compared to corporate problems. This perspective shift led him to sell his large private equity firm and focus on family before eventually accepting the challenge of *Undercover Billionaire*. The show required him to be dropped off with only $100 in a town where he knew no one, stripped of his name, money, and contacts for 90 days. Initially terrified that the world would see him fail after years of success, Stearns embraced the fear as an opportunity to demonstrate resilience to his children and prove that life is not easy but solvable through problem-solving rather than victimhood. He successfully pivoted from a planned microbrewery concept to opening a barbecue joint by observing local demand for food at events and integrating regional beers into one location, demonstrating how disruption creates opportunities when others retreat in fear or annoyance. Throughout the interview, Stearns shares anecdotes that illustrate his unique ability to thrive amidst chaos, such as dragging his sister out of a burning laundry room while everyone else fled and buying an island with Richard Branson where he pushed for unreasonable deadlines despite messy construction sites. He credits these successes to learning from mentors like Branson that making "unreasonable demands" accelerates progress when backed by genuine belief in the team's potential. Stearns advises entrepreneurs not to value themselves solely on being right but on identifying solutions faster than anyone else, noting that it is not about how often one makes mistakes but the duration of staying wrong due to willful ignorance or ego. He connects his story to the Horatio Alger Association, which helps students overcome severe adversity through education and mentorship from figures like Justice Clarence Thomas, Condoleezza Rice, and Colin Powell, reinforcing the idea that determination can transform even the most dire circumstances into a platform for future leadership. Ultimately, Stearns concludes that true grit is developed over time by refusing to give up when faced with pain or fear, distinguishing successful people who fight through struggles from those trapped in repetitive cycles of avoidance. He encourages listeners to lead with vulnerability rather than success stories, allowing others to relate and realize they too can overcome their own demons. By stripping away the "fakeness" of money and status, one discovers their authentic self capable of moving mountains when supported by a team that believes in them. Whether facing cancer, financial crises, or personal failures like dyslexia and early parenthood, Stearns' message remains consistent: if you surround yourself with the right people, maintain integrity, and refuse to hide from your demons, there is always a path forward no matter how deep the hole seems.
Read the full video transcript
People have because they don't stick to
it. They don't go through the pain. They
don't go through the fear.
And then they end up in a cycle that
goes over and over and over again,
right? And the ones that are successful
and I don't just again mean financial,
but the successful and fulfilled, they
fight through the pain. They they stay
later. They work through it. They
sacrifice and then they feel proud
because it works. It will work when you
do the right thing and you struggle and
you don't give up.
Everybody, welcome to another episode of
Impact Theory. Today, I am joined by
Uber entrepreneur, wildly successful,
and the star of Undercover Billionaire.
I am with Glenn Stearns. Glenn, thank
you so much for joining me today. Hey,
nice to be here, Tom. Dude, I'm really
excited to talk to you. What you've
accomplished is really impressive. It
would be really impressive if you'd come
from uh a wonderful upbringing, wealthy
family, but I know that things were a
bit of a struggle in the beginning.
I'd love for you to walk people through
that, but in the context of answering
this question, is the American dream
alive or is it dead?
Absolutely alive. I look at
my life and I look at a lot of people
that I know cuz I'm very interested in
helping uh
children of adversity. And so, um there
is still a clear pathway to be able to
make it. You know, I grew up in a
household that had struggled with
addiction and alcoholism and
my
my uh father
worked the graveyard shift. My mom
cleaned homes and he was a checker at a
grocery store, you know? So, uh um
I didn't know
any different, right? Didn't know that
there was this you know, I knew there
was a great big world out there, but you
know, we were grow up struggling and um
What town was this in? This was in
Silver Spring, Maryland. So, it was kind
of the outskirts of DC and and it had
bars on the windows and you know, brick
apartment buildings and it was just a
lifestyle that I again I guess I didn't
know any different and I I failed fourth
grade.
By the time I made it to eighth grade I
had a child. That is so crazy.
Yeah, so
that was
again a normal for me
and then once I got probably about that
age about
14 15 I started realizing
you know, there was more to life. I was
in a lot of um
pain I guess you could call it over
Emotional pain? Yeah.
Just having a child and that was a weird
adjustment and so I was falling in my
father's footsteps. I had an
intervention in my own high school with
my teachers and my mom.
playing with drugs and alcohol or
Drinking and crazy. Yeah. What age did
you start drinking?
14. Whoa. Yeah.
And so, you know, I'm just doing what my
dad did. I'm doing what my uncle, my
aunt, my grandpa, you know, everybody
else did, right? And then
um
ended up
deciding to go to college. No one in my
family had ever gone and I went not
because I'm this brilliant high
achiever. It was cuz my girlfriend was
going, you know, and
and I found that to be the case a lot of
times where you know, it's not how you
start it's how you finish and so by
being
uh in a place that
you know, gave me opportunity
being in college was this wonderful
first step of getting out of my
neighborhood and out of my old life, you
know, and and I'd love to say again that
I just quickly adapted but I still the
party kid, you know, and and um
but anyway, then it just quickly one day
right after college ended, I
I remember being in a bar in the middle
of the night laughing hysterically at
something very juvenile. And in the
middle of that laugh, I remember
thinking
I laughed at the same dumb stuff last
night and the night before and it just
was boring. What age are you at this
point?
I'm probably uh
22. 22. Just out of college or still in?
Just the week Yeah, right after
graduating. Yeah, just what am I going
to do? I guess I keep partying and
having fun, you know.
What did you study?
Uh economics. Okay. Yeah, and business.
And yeah, and then I just that day, that
night I've I've said this but it's in
the middle of my deepest fog, I had my
clearest, you know, kind of aha moment
of I don't want to do this anymore, you
know, I just want to
Why do you say deepest fog? I was in the
middle of the bar at late at night, you
know.
So literally?
Literally. Literally. Yeah.
And that next morning I said to my
roommate, I said, "Hey, why don't we
drive across country? Let's go to
California."
He said, "All right, let's go." You
know, and so we got in the car and drove
and had no fun.
to the bench and the sort of, you know,
how do I get this part of the story,
define for me what the American dream
is. Um you know, I think it's really
about having
the ability to realize that you can do
almost anything, right? That you're not
constrained by a government or a
religion or anything that keeps you in a
place that confines you, you know? And
so I I mean, happiness to me is not
about money, right? It's about the
satisfaction that you are doing
something larger with your life and
feeling very confident in the fact that
you are leaving a mark in the world, you
know? And we've gone all over the world
and I've seen very very happy people um
and
yet they don't have a lot, you know? So,
I don't think it's defined by by money.
Yeah, I think it'll be important in this
to really for people to understand your
story to tease out two concepts. So, one
you've got sort of happiness,
fulfillment, you've got the sort of
eye-opening moment that you have with
your health battles, which of course we
will get into. But then you've also got
what you just defined, which I am
personally um intoxicated by this idea
of you can
build whatever life you want. It can be
bigger than your circumstances, where
you came up. And I think part of why cuz
I I think that right now the prevailing
idea is that the American dream is dead
or it's non-functioning or something.
Right. And so defining it, I think
becomes very important. I think your
definition is fantastic.
Why though isn't the truth that it
worked for you only because you came up
before it broke?
Yeah, well, I also believe that old
adage, whether you think you can or you
think you can't, you're right, you know?
And you know, I think there's been a lot
of
uh
hype or or there's been kind of this
sway in and our um culture that leads to
people feeling that they are a victim.
And I don't really fall for that. Um
yeah, okay, I'm a white male, you know,
and so you go, "Okay, well, you don't
have a Well, I didn't grow up with a
silver spoon, you know? I again, I had a
wooden spoon upside my head maybe, but
that's about it. And so I don't think
that
um
And and yes, it is harder for minorities
and yes, it is harder for a lot of
different groups, but
if you decide you want to make
something, I think in this country there
is a pathway to do that. You can look at
anybody from Barack Obama, you know, to
our Vice President today, right? That if
you are a female or if you're an
African-American or whatever, that it
may be hard. Um I'm not putting that
out, but there is a path if you really
surround yourself with the right people
and don't, you know, keep in your head
that you're you can't do it. If you
think you can, I believe you can.
So, let's drill into that. So, obviously
in Undercover Billionaire, you do
something that's very, very impressive
and not just for the cameras, but you're
stripped down to $100, you're dropped
off in a town where you know nobody. You
don't have your phone, you don't have
your contacts, and you're given 90 days,
which let me tell you as somebody that's
built multiple companies, that's absurd.
I have literally no desire to have to
try to pull this off in 90 days with
cameras on me. Um
what is that path? So, when I think
about I am most interested in the people
that have the deck stacked against them
the hardest, and I want them to
understand Right.
that there is a path out of that. So, I
was giving a talk at Google one time,
there was an African-American guy in the
front, and he asked me, "Do you think
it's harder for me?" And I said, "It
seems self-evident to me that it's
harder for you, but now what?"
And getting focused on that idea that
you're talking about,
that first it's what I call the only
belief that matters. So, if you think
you can, you can because your behaviors
are going to follow that belief. But if
you think you can't, you can't because
your behaviors will follow that belief.
But now let's assume that they're able
to believe, how what is the path? And is
there a path? Is there a gazillion
paths? Like, what does that mean?
Well, when I look at my career and I
started, I didn't understand where I'd
end. I didn't, you know, I didn't know I
didn't have a lot of mentors. I didn't
have this idea that I want to achieve
this certain goal. A And as I grew and I
found people that could mentor me and be
a part of my success, I began to really
formulate a plan that says I want to get
to
find mentors? I
I grew, you know, again, I came out to
California where I just started looking
around and seeing names of people in
buildings and all this and I started
seeing them in the paper and I would
literally go, "Hey, you want to go to
lunch?" You know, I
Out of the blue? Out of the blue. I'd go
to charity events and try to meet them
and just want to just say, "Hey, I just
want to ask you some questions." A lot
of them were in their 70s.
And the interesting thing that I have
found because I've become
the membership chairman for so many
charities now because I've kind of was
in this middle ground. I wasn't the old
guy and I wasn't the new guy. I wasn't
my 20s or 30s and when I was in my 40s,
I was membership chair for every charity
you could ever imagine. But it was
bridging the gap, right? And what I
found that these older successful
people, they want to give back. They
want to tell their story. But a lot of
people when they're young, they think,
"Oh, they don't want to talk to me.
They're too big. They're too important.
They're
too busy, right?" And it's could be
farther than the truth. If you just ask,
you never know. And I'd love to just
pick your brain. Just love to know your
story, how you got there. And what
happens? They say, "Absolutely. It's no
problem."
Did that seem self-evident to you? Like
I just need to talk to them cuz I know
so you're on In fact, now is probably
the time to tell the bench story. You
see the big beautiful house. I think
that'll help people understand that
step.
Well, yeah, I don't know if Yeah, I
think over time
asking became much easier, right? And
example is when I first drove out to
California, I literally found myself on
a bench over the Pacific Ocean in Corona
del Mar, beautiful homes, beautiful
cars, people, everything you could ever
imagine and I thought, "I want this
life, you know? Like you know, I again
grew up pretty hard and I'm thinking,
wow, like how do you get this?" And
there's a man in the yard and he's
trimming his rose bushes and I wound up
to him and I just said, "What did it
take to get this house, you know?" I
said, "I'd love to have something like
this. I think I can do it. What is it?
What did you do?" And that's when he
politely told me he was the gardener and
he was not the owner.
But he said, "I thought the man" he
said, "I think the man's in real
estate." So, I want to get into real
estate, right? I have no clue, but I
just thought if if real estate can get
you here, I want to get into real
estate. And but the point to that story
more is just asking, right? Just going
up to people and saying, "What do you
do? How did you get this?" And then is
that something I'd be interested in, you
know? And I've asked a million questions
by the way and I've had people
turn me down on answers or have people
give me answers that I wasn't interested
in or whatever, right? But but it's just
you slowly start to build your own
idea of what you want, you know? And and
um
you know, and I've I found what I found
interesting a lot of times is I also I
was young and I'd say, "I'm going to be
the hard charger." That's I saw it in
Wall Street. That's what they did.
And I'm like, "Yeah, I'm not real good
at being a a dick, you know?"
So, okay, I'm going to be the soft, you
know? And what you got to do is be good
at being you, right? You don't have to
be somebody else. And your transparency
or your authenticity, should I say, it
it it it will reveal itself and then
people will come into you if you are who
you really are, right? If you're a good
person, you have morals, you have
integrity, all those things that
we really need. If you believe in karma
and you believe the fact that good
things happen to good people, then you
will
if you are again if you're out there and
open I think you'll attract people and
when you attract the right people right
then you know you can go faster you can
do the things that you're really
interested in doing. All right so step
one is believing that you can do it
right so you thought I might as well ask
because I think I can actually pull this
off I don't know what this is quite
frankly but I think I can do it I just
need somebody to point me
say something about that step one cuz
we're talking to people that maybe
haven't gone to step one right you have
to believe I if I just convince myself
that if I keep thinking this way it will
happen cuz by the way the first few
times you might get thrown back on your
butt and go okay
it didn't work for me now you have to
you have to be
you know you have to keep doing it right
it's not always going to be okay I I
have confidence in myself I had a
a lifetime of not having a whole lot of
confidence. Yeah I wanted to ask you
that so did did you ever cuz you're
dyslexic right so I imagined that that
wasn't easy to establish a mental vision
of yourself that was positive so did you
ever worry that you weren't smart enough
to pull this off?
All the time. Okay and what what
happened was whether it was being young
and you know again just take failing
fourth grade I can look at two things
worst thing that ever happened to me
it's embarrassing I'm at the age where
everybody knows I'm a dummy or well I
got whole new friends you know I've got
this whole new set of friends which
ended up happening to me which in two
weeks I'm going to have 45 of them come
out to my ranch this is from eighth
grade so I'm still friends with these
people right I become a child in 14
worst thing in the world Sounds great.
Right oh my god my life is over or wow
I've got a beautiful young child you
know and it's about how you think.
to think of it like that?
think of it like that In the beginning.
That's my point, right?
When when did that change? It just as
life went on, I realized what I thought
was horrible became wonderful. And why
do I spend energy on things I cannot
control?
I had to fail fourth grade. Why am I
going to be upset about it?
Again, I think about this after the fact
and realize don't spend energy on things
you can't control. So, as my life got as
I moved along, I started
wasting less energy on things like that
and then realizing find the silver
lining. What good came out of this
issue, you know, and I've had a lot of
them, right? So, okay, so I can't change
the things that
I could probably cry over. So, what what
lesson did I learn, you know, and then
and now my life in the last 15 years, 20
years has been really
focused on all the
the learnings, you know, and not the
woe is me stuff. Cuz we all got those.
Yeah, that that's a pretty radical
transformation. So, I I really want to
make sure that people don't look at you
as the after picture and think this is
the before. So, obviously we've talked
about the hardships. Dyslexia is an
ongoing thing. So, how do you how do you
think about your weaknesses and address
cuz speaking for myself, so my big fear
was that I wasn't smart enough to be
successful. Like that was at some points
in my life almost crippling. Right. And
so, I really had for me I had to learn
about the brain. I had to learn about
brain plasticity and that that gave me
the get out of jail free card of not
needing to tell myself that I was too
dumb anymore cuz it was like, well,
maybe you are too dumb right now and
that's fine because you can get better.
Did you do you have a strategy for
dealing with something like dyslexia?
I Like I think
you look at the the
scarcity and abundance kind of concept,
right? And
I
found that when I
would instead of focusing again on
the fact that maybe I'm not the best
reader, maybe I don't retain a lot very,
you know,
a lot of things well.
Uh instead of that
the fact that if I find smart people and
it's very cliche, but it's very true.
And I surround myself with them that I
end up looking smarter.
Right? Because And And you watch some
people and I would
I can give you so many examples of
people,
but I won't, okay? That that are in fear
that if I surround myself with someone
smarter than me, it'll make me look
dumb.
Mhm. Right? And And so they surround
themselves with people inferior and then
your whole company or division or
whatever you're in
fails, right? Versus people that have
enough confidence to say, "Wow, you can
fill in that
you know, the blind spot I don't have or
my weakness and you fill it all in and
your whole company rises or whatever
you're doing, your whole project rises
because all of you
combine to make this uber, you know,
quick, fast, smart um project go, right?
And so that became pretty evident to me
because I didn't have a lot of the
skills that why don't I let those people
do it, you know? Why don't I bring in
more people? And the more talent I
brought in, the quicker we went, you
know, and the less time we wasted. And I
went, "All right, I think I'm on to
something here, you know?" And then to
admit it, "Hey, I'm not the smartest guy
in the room." You know, I'm the chairman
of my company. I hate running the
meetings. I don't I don't like being the
one that has to tell people what to do.
I'm not good at that. I have it I like
the the vision, right? I like I got an
idea. Let's march up this hill. That's
fun to me. But the details, let's let
people that like to do that better than
I do do it. It's interesting. I would
put you into a certain um category of
entrepreneur if I didn't know what you
did on Undercover Billionaire.
Because there are people that have like
a really extraordinary ability to
galvanize a team, to gather talent, to
surround themselves. And then it's
basically like, all right, hey, I'm the
one that sort of raised the money and
put everybody together. And now you guys
go and actually build this thing. But
you have that very striking ability. But
then you also have the ability to create
a vision, to march forward, to put very
strategic steps into place. Take us back
to the beginning of Undercover
Billionaire. You're sleeping in your
truck. Um you're not even sure what
business to do. How did you begin to
cobble those ideas together so that you
can actually get something done? So let
me take you back a step on that too for
a second if you don't mind. So here I am
doing my business for a long time and
become um
fairly large
and successful and all the things I
thought were wonderful. And then I get
hit with cancer. Mhm.
And at that point
my focus became completely different
focus. What's the most important thing,
right? And that's my family. So I said
I'm going to sell my business and I sold
it to a very large private equity group.
And I focused on the family. And by
doing that
I was then able to realize that when I
got back into business
the problems weren't
very large in business, no matter what
they are.
Compared to cancer? Compared to yeah,
your life, right? So now it's just
problem-solving,
right? So let's get in the room, let's
figure it out. And then if you look at
it cuz I remembered 2007 and 8, which
was the worst financial crisis in our
lifetimes, and I was dead center of it.
Right.
And when I got cancer, cuz I used to say
I never in my life want to go back to
that. And when I got the cancer, I went
what I would do to go back to that cuz
that was fun. I just didn't I wouldn't
have called it fun back then. Very
painful, we're going to lose everything,
but it was all about getting in people's
faces. Let's figure this out together.
Going to New York and all the Wall
Street guys and all the every
lawyer and everybody that was out there,
but it was living, right? It was it was
doing things. So when then you take that
and you and you realize
we're not dying. It's just
problem-solving. Now all of a sudden the
fear, I guess, that business had on me
for a while, will I lose everything, you
know, you you know, and and I don't know
if you've ever had it, you know, you
build something and you're feeling great
one day and the next day, you know,
these lawyers are going to come and you
know, and it and there's always what can
us, what can bring us down.
Well, once that went away
and I started realizing that's just part
of the game, then the fear of that went
away. So now I can go out and create and
do things. So when it came to Undercover
Billionaire and I went out, what had
happened was
people kept asking if I wanted to do a
show. My wife and I did a show 15 years
ago and by luck someone called if we
wanted to do it. We did it. It was
called The Real Gilligan's Island.
Um I ended up winning it. She came in
second place.
Long story, but for years after that
people kept calling, "Hey, we want you
to do another show. Do you want to do a
show?" And I said, "Look, I'm a business
guy, you know, I'm I did that for fun,
but it's okay. I said, I'll tell you a
show I would do.
Strip me of everything, take away my
name, my money, my contacts, I bet I
could rebuild it again." Because I was
getting tired of hearing
that you know, that the
American dream was dead and what not.
And I also wanted to do it because I
wanted my children to see that you life
is not easy.
That when you do get into a hole, it's
not about
laying there and
and feeling like the victim, it's about
getting up and
pulling yourself up out of the hole and
figuring it out. And so I wanted that.
And I would say, "If you want to do a
show with me,
strip me of everything and throw me in
the middle of nowhere." And I would do
that over and over again to these
production houses that would call me.
And then Discovery called back and said,
"If you really want to do that show, you
put your money where your mouth is." I
said, "Sure."
And they And they put some
little constraints around, "Well, how
about 90 days?" So I'm going, "Well,
that's kind of tight." You know, I said,
"Well, how about if we start with like
$5,000?" He said, "How about $100?"
And it kept getting tighter and I said,
"Okay, let's see what happens, you
know?"
And um so off I went. I did it I didn't
think much, right? Which is the story of
my life where I didn't plan, I just
thought I'll just show up and see what
happens. And um
and I like that, you know, I like having
my back against the wall and I like that
feeling. And we all I think we all do
well at at being um
successful, right? We walk around, we
give our money to charity and you know,
we we do things that make us feel like
we're good. Who are we when everything
is taken away from us? And in 2007 and
8, when when was taken away, in that
moment, I was in the darkest hole, you
know, and looking around and thinking
the whole community and in industry is
looking at me. Who am I now? I kind of
like that feeling. Why?
Because that's the real you.
It's interesting. It's It's when when
you are not
built up on
the fakeness of money and people kissing
your ass and all those things. Who are
you as just a human being?
And so, that moment when I was at my
darkest in 2007 and 8,
literally It's It's a longer story than
we have right now, but I
stood up and said, "Let's Let's go." And
literally went in front of everybody's
face and never hid and said, "How are we
going to get ourselves out of this?"
What do you mean it's your problem,
Glenn? I go, "No." You say, "Oh, you 30
million Bear Stearns." I said, "How are
we going to get out of this?"
Because I don't believe I owe it to you.
You know? And And we'd go over battles
over the loans. Let's say I gave them
stated income loans. They said, "It's my
problem cuz they failed."
How am I supposed to
check the income when you told me it was
a state You know, so we would battle
over the stuff. And little things like
that would happen. And And instead of
digging my head in the sand that it'll
go away, let's just fight it out right
now. And so, we did that on everything
and then it worked. And so, when it came
to now we move forward and it's
Undercover Billionaire,
I said, "I want to be stripped of
everything.
And I want to be in a hole again. And I
want to show my children what it's like
to climb out." And I will tell you in
the middle of that hole,
I didn't realize that there'd be
millions of eyeballs on me. Like I
didn't think that part out. And I can
see myself when I watch the show staring
off. And I'm realizing at that time I'm
I don't exactly what I was thinking.
like maybe I can throw this show as in
it'll never be on because I am going to
fail.
And the whole world is going to watch me
fail, which means what I did in the past
was luck. It was all all the things you
fear in life of going, you know, am I
really that good or it was it luck,
right? And so
it was a moment where I said I want to
run, I want to hide. I don't want to
face these demons and these things
because I'm going to look bad. And um
and again, that was the moment when I
go, this is the time to stand tall,
right? And so digging out and it worked
really well and everything turned out to
where I'm very proud of the show. It
became probably one of my proudest
moments of my life because
the fear and having that devil on your
you know, give up, give up. Just
You can throw this. You can You know,
they they won't ever have to make the
show. All those kind of things. We all
face that in our lives. It's just not
with millions of people watching, right?
It's just we I don't This job wasn't
what I thought it would be. Maybe but
the job over across the street's better.
That career over there is better. And
people hop because they don't stick to
it. They don't go through the pain. They
don't go through the fear.
And then they end up in a cycle that
goes over and over and over again,
right? And the ones that are successful
and I don't just again mean financial,
but the successful and fulfilled, they
fight through the pain. They they stay
later. They work through it. They
sacrifice and then they feel proud
because it works. It will work when you
do the right thing and you
struggle and you don't give up, right?
And so
it all became very uh meaningful because
if my children then got to see this and
that's all I cared about. And then when
it got bigger than that and then the
whole world have had thousands of people
say, "Wow, it was so inspiring. Thank
you. It got me to think about what I
need to do." I didn't even
dream that that would happen, you know?
And I'm so thankful to hear other people
who have been touched by
by that.
That's so incredible to
it's so easy to look at somebody else
and think, "Well, they could do it, but
I wouldn't be able to do it because they
don't have the kind of fears or the
self-doubt or the limitations that I
have."
Right. And that's part of what makes
your story so incredible is A, you're
honest about like, "I was actually
thinking about taking a dive and just
like making sure that the show never
came out."
Right. Um and then you don't. And I I
want to know
is grit something that comes naturally
to you or have you developed tenacity
over time? I would say that
it has
developed over time
and I didn't understand it in the
beginning, you know? I didn't know
what would was happening to me, right?
Again, I all of the hard things that
happened in my life, I'm very grateful
for because it did lead me to a place
where now it doesn't seem to be that
hard. And so, I happen to have a podcast
called Grid Happens, right? And it's
very but it's about that grit and it's
about the determination, not giving up,
feeling um that you're not alone. And
what you touch on
I I love that's the best part of why I
like to tell my story. I don't like to
lead with success, I like to lead with
vulnerability, right? I like people to
go, "God, if that guy can do it, I got a
2.1 in college. I did a little better
than he did, right? Or whatever, right?
Or I didn't go to college. Okay, you
know? I
barely went to college, you know? I
mean, you know, I learned about paying
the bills through college. I didn't
really learn, you know, much in terms of
you know, economical statistics or
whatever, you know. How do you your
you've got the mental fortitude that
you're building up over time, you're
learning really powerful lessons at a
time. This is mostly I'm sure
pre-internet. So you're cobbling all of
this stuff together yourself. How then
do you begin to get what is on display
in Undercover Billionaire where you're
pivoting, where you're asking things
like, "Who's my buyer?" instead of just
what business do I find interesting?
Like when do you begin to learn these
business lessons?
Yeah.
There's been a lot of
hardship in my career as well as
successes, right? And
and so when I look back on everything
that happened to me, I always
thought this was the end and then there
was aha, right? And then something would
just take me to another level, you know?
And I mean I a million things. I would
sit in the meeting with the government
with all of these contractors and I
would be one of the contractors and
they'd be complaining, "We can't do this
anymore because and they would all be
yelling about some little
you know, issue and I'll give you an
example real quick. They would they
would notarize deeds. They said, "We
cannot notarize the government's deeds
anymore unless the government comes and
signs in front of us and this is
illegal." Well, and they would just, you
know, and they're all complaining and I
Yeah, I agree with that. I thought,
"Hmm, so when that the meeting ended, I
got up and said, "Why don't I bring my
notary in every day at lunch to just
sign the deeds?" So we end up signing
tens of thousands of deeds a year
making all the money and I paid her, you
know, an extra, you know,
whatever to come in on her lunchtime,
right? And
our company thrived off of that. It was
just there are these little things that
other people see as problems and you can
go but it's
pretty
clear that there's a opportunity right
here. That's one of the more interesting
things to me about your mentality. So,
it's like with investing they say, you
know, when there's blood in the streets,
that's when you buy.
Um and when other people are, you know,
just like trying to gobble things up,
that's when you sell.
At a time where everybody else was
closing down, you were opening up. How
do you find the opportunity? I've always
ran
into the fire. You know, literally when
I was a kid
I remember uh
my sister ran into the laundry room in
our cuz they would like five times they
caught the laundry room on fire.
Woah. And one time
my sister had run in there. She was like
three.
And I was out there and everyone was
like the fire was coming out of the
building, right? And no one was doing
anything about it. And I ran in there
and crawled on the floor and found her
and dragged her out. Woah.
And it would be like, why didn't anybody
else do that? Like I did I remember
always for some weird reason running
against the crowd. I don't know why,
right? But I would just go the opposite
way. I can
you know, my dog ate the little,
you know, electric cord and it was
flopping around and everyone ran. They
were afraid and I I ran over there and I
pulled it out of the wall, right? Like
I'm going, why doesn't anyone else They
always run away. And I I I don't know
why, but then I began to like the fact
that when
people ran away, I'd run the other way.
And so then business that would happen
and became very clear to me when
everyone dove out the window,
I thought, look at all of this
opportunity. Look at all this talent.
Nobody's gobbling up this talent. I
could never get these people in a normal
world. And so I opened five offices of
failed companies November '07, opened
five more with each with like 20 to 50
people in each office. And I did that
the next year and then we shot to the
moon, you know, because everyone else
had sat on the sidelines for two years
and I gobbled up all the talent.
Yeah, that to me, so it's very
interesting that that started out very
early for you.
Um, that definitely did not start early
for me, but you do begin to realize,
okay, in in disruption there is
opportunity. And one of the things that,
given the way you talk on Undercover
Billionaire, I'm guessing that this is
true for you as well. So, what Ray Dalio
calls principles, that you do something
in life and you realize, okay, that
worked, that didn't work, and so you
begin to formulate these things. The
next time I encounter this, I will act
in this way.
Right.
And one of the like hard and fast
beliefs that I have is in disruption
there is opportunity. So, you want to
look for that moment where everybody
else is
either annoyed that a change is coming
along, so think of social media. So, one
of the the key elements to my success
was recognizing social media was a
business tool when everybody else just
thought it was a
you know, distraction. And so, when
people get annoyed or pissed off about
something, it's like that's the very
thing I want to go look at because
there's something it's causing a
disruption in their life, which is why
they don't like it. Let me tie this to
the Horatio Alger Award that a you're a
recipient of, but you're also part of
that committee that looks for people
that have overcome extraordinarily
difficult situations.
Right.
People that can see an opportunity in
difficulty, to me that's like the thing,
right? Like I said earlier, the only
belief that matters is that you can pull
it off. So,
somebody that's in that gnarly gnarly
gnarly situation, how what is it that
allows some people to see the
opportunity and stops other people from
seeing it? Cuz I know that in you guys
have had, I don't know if you call them
students, recipients, whatever, that
they did well, but their brothers and
sisters imploded. Right. And we have
studied that, tried to figure out why.
Why
in the same family,
you'll have three brothers and sisters
that are in jail or die of drugs, and
one that just uses education as their
way out, right? And they say, "I don't
want to be anything like this family."
What is the difference? They've gone
through the same hardship. They've been
and endured so much adversity. Why do
they stand out? And
I don't know if we've ever found this
answer yet, you know? But what I do know
is
that person,
that young person that has said, "I'm
going to take tools and better myself to
get myself out of this situation." I
want to invest in that person.
And so, that's where I put my energy,
personally.
And the Horatio Alger Association
does that, right? We get 40,000
applicants a year
to help, and these are all people who
have gone through a lot of severe
adversity, and we help with maybe 35 to
4,000 3,500 4,000
students a year by giving them
scholarships to college. And then we
have a
When we go through our
uh award ceremony, we have about 110 or
so scholars that are national scholars
that we bring in, and we we meet, we
mentor, we spend three or four days with
them every year in Washington, D.C. And
uh then my wife and I have gone and done
other events with them outside of the
association. But I'm fascinated with
that person. I feel like I've led a
similar life, but I did it by accident,
right? Like I didn't say education was
my way out.
I fell into the education, barely
graduated, but I learned lessons along
the way, right? I learned how to get a
Pell Grant, how to you know, these kind
of things. These kids are determined and
these kids are focused on knowing that,
you know, if I
you know, can get myself um a good
education, I will be able to get a great
job and I'll be able to live a different
life. And so
I absolutely am fascinated by those
people and they'll be tomorrow's leaders
because they also, you got to think,
right? When I've had a
many friends, but one specially that I
can tell you, he never touched
adversity. His family, you know, had
really helped make sure he had a very
easy life and at the age of 40, leading
his business, it had a very big turn and
he couldn't get out of bed for 2 weeks,
right? And thought the world was over.
And yet once he got through all that, he
really got some thicker skin and he
learned that's
you know, he had lived a pretty
extraordinary life never to face any
real adversity. Here these kids have
faced so much adversity early on that
when they hit a business issue or
something, it's going to be like, "Yeah,
this is this is nothing." Did you ever
ask him what he was most concerned
about? Like when the world is ending,
quote unquote, like what that really
means? Yeah, in this case
he ran his family's business and he
thought he'd let his whole family down
because the family business
got attacked with a lot of lawsuits
because of a situation and he thought it
was over, you know, and and um I took
him to an event
uh where we had a young girl who had
Friedreich's ataxia, it attacked the
nervous system and we were doing a
fundraiser and I put my arm around him
and said,
"That girl, she's got real problems.
Like you got a few lawsuits. Like what
do you think?" He says,
"Don't have a big deal, do I?" And I go,
"Nah, I think you're going to get by.
You'll be okay."
Yeah, no joke.
And he
you know, crushed it in his business.
You know, he got nervous. He opened
another business worrying about that.
And now he's got two great businesses.
You know, I mean, you know, you just He
led to some wonderful things for him,
but So, when you're
you have time with these Horatio Alger
um scholars, what are like a few key
ideas that you try to impart on them?
Well, what I what I I do is I
again I lead with my vulnerability. I
explain situations that happened to me
when I was young that um
I think they can relate to.
My dad falling asleep
drunk at the wheel and I'm driving and
wrecking the truck, right? You know,
things like that, right? And so, I'm
driving the truck while he's asleep. I
wrecked it. But um
And uh but you know, like things and
they go, "Why? I can relate to that."
You know, I remember talking to the
girl. I said, "You got something in your
eye?" She goes, "No, my
my mom's boyfriend stuck a hypodermic
needle in my eye." You know, and you're
like, "Oh, I shouldn't ask that
question, you know?" And
And uh you hear these these things. But
so, I will lead with
you know, having a child at 14, failing
fourth grade, things like this. And then
I think they break down a little and go,
"Wow, he's kind of like me." And then
they go, "Maybe I can keep going." You
know, and they
they already know they're on the right
path, by the way. You know, they they're
they've got
you know, scholarships to amazing
colleges. And now they're here, you
know, Justice Clarence Thomas is there
to greet them at the Supreme Court. You
know, he's a member of Horatio Alger.
And um there's a lot of very
um successful Horatio Alger. I mean,
Ronald Reagan to Condoleezza Rice to
Colin Powell, you name it, you know,
Um
have been members of the association and
or are members. And so, they're
pinching themselves, you know? And so,
yeah, we get together and just try to
get them to realize they are
extraordinary people, you know?
And and cuz that's what the world is
again is we find
people that don't want to give up when
it gets hard. It'll get hard for
everybody, you know?
Yeah, that to me is one of the most
interesting things in terms of what's
the idea that you want to get across to
somebody is
if you don't give up, you've got a
chance to figure it out, right? I tell
my business students, it's not about how
often you're wrong, it's about the
duration that you're wrong. Because if
you make a lot of little mistakes, but
you quickly adjust and get on the right
track, then fair enough. But if you stay
wrong out of willful ignorance because
you don't want to look stupid or
whatever, so you tell people not to
bring it up, and Right.
uh then you're going to go out of
business.
And so, yeah, one of the key things for
me for entrepreneurs anyway, I mean,
I'll say this benefits everybody, but
don't value yourself for being right,
value yourself for identifying the right
answer faster than anybody else.
Right.
And certainly in Undercover Billionaire,
that was something you were really good
at. How do you think about that pivot?
Like, how do you not let emotions get in
the way? How do you like cuz at one
point you guys were going to be uh
microbrewery,
and then you end up being a barbecue
joint, and like how I mean, with so much
riding on it, so little time, how do you
go up, I was wrong, and then just
immediately focus on something else?
Well,
it's funny because I was nervous about
how that could look to people. Cuz I
don't want the answer to be when it gets
hard, you give up. Right. Because that
is not the right answer. But in my case,
what the people around me didn't realize
is I had 90 days. I couldn't get a life.
No.
Interesting. No one knew why I was
driving and pushing so hard, right? And
so, but I knew I just could not do that.
So, if there is an if you're in a dead
end and there is no way, then you know
when you need to pivot. What I learned
through that is I thought, I still love
the idea of beer. But, why don't I take
the best beers cuz this is there they
had the
um local breweries all
that's the hub was Erie. There were so
many of them. I thought, why don't I
just go out and I can highlight all the
local breweries. And it seems like
barbecue is the answer because I've seen
people lined up down the road at this
one barbecue house. So, if they like
barbecue in Erie, let's make a barbecue
res And then there's a 50,000 person
barbecue event coming up in a month. So,
let's get into that event if we can.
Let's open up a restaurant and let's
take the beers that from everywhere and
bring them all into one location. And
then the light bulb came on and
let's run up that hill, everybody. Wow.
That's incredible.
Yeah.
In that the 90 days to get your business
off, there is this idea of being
unreasonable.
I don't know if you've heard the quote.
I love this quote so much. I'm going to
paraphrase cuz I can't remember the
exact quote. But, basically, the
reasonable man conforms to the world.
The unreasonable man forces the world to
conform to him. Therefore, all progress
depends on the unreasonable man.
And that strikes me as you. You seem
like the person that's able to make
those unreasonable demands, but in a way
that where you you've got your team
excited. They believe in what they're
doing. How do you pull that off? And how
do you think about being unreasonable?
So, I uh
I learned a a few things from a good
friend of mine that's um Richard
Branson, who happens to have been in the
news lately.
And uh
I might have heard of him. Yes.
And a couple of things. I'll just give
you two really quick stories. One is
we're having dinner at my house
and it got to be really late and um
and he says, "All right, looks like it's
time to go." We had
a bunch of wine and
he's ready to go and so we walked out to
the car and
the driver gets out very nervously and
says,
"Sir, I I must have left the lights on
cuz I just tried to start the car and
the battery's dead."
And so as I see Richard, who is Mr. Cool
under all normal circumstances, when
nobody's watching and he has a little
buzz, now let's see what Mr. Cool does.
So I'm like, you know, in the Matrix,
I'm like
going around him. Is he going to Is his,
you know, cheek moving? Is he going to
do a big sigh? Is he going to rip this
poor kid a new one? What's he do?
And Richard immediately gets the news,
"You're screwed. Your car isn't going
anywhere." And he turns to me and goes,
"Looks like we need another bottle of
wine." Right? And I'm like, "Wow." Like
that's the way you
you handle people, right? That poor kid
already feels bad enough, right? And um
and then
another thing that um
I learned is he and I bought an island
together. It's called
um Mosquito Island and I had one point
and he had the other point. And
I went there to look at how he was
building his house.
And he said, "I'm going to be in there
by Christmas."
And he must had a hundred workers in
there and I went there, we couldn't get
in a piles of boxes and trash and
everything and it was just a zoo and I
began to doubt his ability as an
entrepreneur and every I thought he's
insane. There is no cuz down the road
not the road, but another island over
Oilnut Bay, they were pristine, not a
nail on the floor as they built. They
were proud of their Here he had boxes
and, you know what I mean, and people
and I thought, this is insane what he's
doing and
you know, I just didn't understand it.
Well,
5 months later, Christmas, he was in his
house. Wow. And
3 months after that, all the other
little details were done and his house
is beautiful, right? And what I learned
is that those homes
take 4, 5 years to build on an island
because you island all the political
stuff that goes on and
getting things on and off islands.
And he understood that you make an
unreasonable demand and you press people
and you hold people that he will get
things done. And you know what? Even if
it got done, I bet you by spring he
would have been a lot happier than 3 or
4 more years, right? And he's lived on
that island, he's lived on Necker
forever and he understands the pace, he
understands things that I didn't know
until later. But what it got me to
realize is that when you two things that
I realized, one that's even more
valuable than part placing
unreasonable demands and pushing people
is telling people you believe in them.
There are so many people out there that
don't realize their own ability.
And to say, I know you can do this.
And when you first give them that power
that they real that you believe in them,
the power of confidence for them,
they they will
do so much more than they ever dreamed
they could do. When you do when you
plant that seed, people will shine and
they will they will prove to themselves,
wow, he was right. He believed in me and
I'm going to do my best, you know? And
so those are I think that's the
the um
important part is making sure you allow
people to understand your belief in
them, you know? And then
you can move mountains that you never
thought were possible. I love that.
Glenn, where can people follow along
with you, join you as you build more
incredible things?
you know, everything is pretty much
Glenn Stearns @GlennStearns, g l e n s t
e a r n s. So, Instagram,
Facebook, whatever the other ones are
out there, you know? We uh
we're all Glenn at Glenn Stearns. I love
it, man.
Guys, trust me when I say that this is
somebody that you're going to want to
follow, learn from. It is absolutely
extraordinary what he's built multiple
times in front of cameras even. So,
there is so much to be learned with the
attitude that you can do it. It really
is pretty extraordinary and his example
proves that. If you're able to get
people around you and not worry about
being wrong, there really is no limit to
what you can achieve. And speaking of
things that you can achieve, if you
haven't already, be sure to subscribe
because we will help you move forward.
And until next time, my friends, be
legendary. Take care.