Dave Portnoy: Building Barstool Sports

– I basically collected
unemployment while I

started Barstool, I quit
and was able to still

get the unemployment and
put the wheels in motion

to start the company.
– What year was that?

– This was about 2004.

– 2004, ’cause you’re an overnight success

as they say in 14 years.

– There was nothing overnight successful

about Barstool Sports.

– But people think that,
right? They think that.

This is Entrepreneur’s The Playbook,

where I give you access each week

to the world’s greatest
athletes and executives,

about their personal and
professional playbook,

and what has made them
champions on and off the field.

This is The Playbook.

– Dave Meltzer, CEO of Sports 1 Marketing,

and Entrepreneur’s The Playbook.

Now we got a special
playbook ’cause normally

we have Hall of Fame athletes,

Apollo Ohno, the Marcellus
Wileys of the world.

This is more my speed because I’m truly

an entrepreneur and I
like to get into the mind

and the playbook of true
successful entrepreneurs.

And Dave Portnoy is to me, a mentor,

he doesn’t know it but
I watched his career

because I wanted to understand the new

branding of people in content.

And Dave as you know is
the CEO of Barstool Sports

who has just risen in the world of media,

and so Dave, welcome to The Playbook.

– Thanks for having me.

– Well we’re gonna go back a little bit,

cause I wanted people
to get into your mind

of what your dreams and aspirations were

and how you got to the point you are.

You grew up in Massachusetts.

– Yup.

– Huge Patriots fan.

– Huge Patriot fan, all
of Boston sports teams.

– Since you were a little kid?

– I liked the Vikings
when I was age eight,

maybe eight to 12 and then after that

I was straight up, I mean the Patriots

were horrible when I grew
up, I mean horrible horrible,

so they were tough to root for.

But other than that,
yeah Boston sports teams.

– Why’d you like the Vikings?

– I actually thought their
helmets looked like candy,

and I was like a kid I wanted to eat it,

so I just started watching them.

– Nice, alright so you’re
a huge Patriots fan.

You ended up going to
college in Michigan, though.

– Right.

– Why’d you choose Michigan?

– So my sister was a senior
when I was a freshmen,

so I visited her in high school.

And any I think high school kid who goes

to a college is like “Oh my god, this is

the best place in the world” so

kinda fell in love with it that way.

– Wanted to be like big sis.

– I just wanted to go to a place that

seemed like it was a lot of fun.

I don’t know if it was–

– And great school, too, right?

– Yeah, real good school.

– You know I have that
company in upstate Michigan

so, but at Leigh’s we
represented Harbaugh.

In fact I tried to convince him when Jim

got into coaching, he coached at USD.

And Leigh was kind of going through his

personal issues, and I tried to convince

him like hey, Jim wants us to represent

him again, and he was like “Oh no”

and I’m like aw, what a mistake, right?

I mean the coaches are the
best people to represent

’cause you don’t have to babysit ’em,

you can make more money and he ended up

with a huge contract
obviously with the Niners,

and then with Michigan.

We would’ve cashed in, big loss.

Anyway, alright, so
Michigan, why did you go

to Michigan, what’d you wanna study there?

– So I really bounced around, it’s funny

I applied to the school and got denied

to the Liberal Arts school, but they

sent a letter that said “We think you’d

be a great nurse.”


I have no idea why they thought that,

I called my sister up and I said

“Hey they accepted me
to the Nursing program.

If I go, can I just transfer schools

once I get in?”

She’s like “yeah, that’s simple.”

So I showed up as a nurse,

I left as an education major because

I couldn’t pass Spanish, and they didn’t

have the Spanish requirement in the

education so I bounced around.

I really didn’t know what I wanted to do,

to be honest, when I
graduated and it ended up

once I did I just took a sales job.

The economy was great when I graduated,

so I just got into tech sales,

and it was pretty good,
so I graduated ’99.

So it was like the dot-com boom.

– We were opposite, I graduated law school

in ’93 which was the low recession.

Real quick point because I have a lot

of siblings, and one
of the things I learned

applying to colleges, and I tell kids

all the time, is don’t apply to business.

Right, it’s the most competitive,

like everybody wants to go to, you know,

Business major Penn,
Michigan, all these schools.

Apply to like mythology, because they’re

looking for students, ’cause nobody

cares once you’re there
what your major is.

– Right, you can bounce
around once you’re in.

Once you get in it’s, your keys are open.

– And write your essay like

“I always dreamed of being a nurse.”

– That’s good advice.
– You know what I mean?

– That’s good advice. I didn’t do that

on purpose, but it is good advice.

– And you’re exactly, it just clicked

and I’m like “Gosh, this is living proof.”

My brother got early accepted to Penn

and I always say, you owe me because

I think it was like
mythology or something,

and we wrote his whole personal statement

on you know, he has this passion,

and the minute he got in he switched

to business,
– Snake it til you make it.

– got into Wharton, and he
sold Smart Balance recently.

And you know, I get no credit by his

older brother you know it’s like,

eh whatever, your advice is shit, anyway.

– Smart Balance?

– Popcorn, butter.

– Got it, got it, got it, got it.

– They’re healthy, they bought a bunch of

gluten-free companies.

– Got it, got it, got it.

– Really great entrepreneur.

Alright so, now you don’t know what

you really wanna do at Michigan,

what kind of sales did you go into?

– So it was research and consulting.

So it was a company called Yankee Group.

– Great Company.

– Yeah so it’s Yankee Group,
Gardner group, Forester’s,

basically had about a hundred analysts,

or something like that.

We sold access to their brains
for lack of better words.

So a lot of tech research,
wireless companies,

so that’s what I did and
I was pretty good at it.

I always knew I wanted
to try my own thing,

but I did that for about five, six years

out of college, and it was good.

I did it right til the
economy switched, basically.

– Nice, and then when
the economy switched,

what was your perspective?

Like what were you thinking, ’cause

obviously you made a conscious choice.

Okay, economy’s going down,
this is a circular thing,

what’d you decide to do and why?

– So I always kinda had the urge to try

do my own business and at Yankee Group,

when I went into it the economy was,

like I said, great.

Business was booming,
everyone was making money.

And I saw it switch, and I was doing well

but I saw my boss at the
time and other people

I had friends with just
walk in, fired one day.

And it almost in my brain, I never wanted

to be in that position,
I mean these were guys

I was out of college, I was young 20s.

And these were, you know, 40, 50 year-old

guys with families and they just walk up

and it’s poof, it’s gone.

And I just never wanted to be

in the position where I could walk in,

somebody could tell me that one day,

it’s like see you later.

Not really to a fault of their own,

the economy shifts, it’s
outside their control.

– The irony is that most entrepreneurs

or multi-millionaires in America

go bankrupt twice in their life.

– I know, I know, that’s true.

– There’s that innocence
of, oh I could be fired

but wait, what if everybody fell on me.

In fact I tell people–

– But it’s your own doing
a lot of times in that.

So like your control and your own

destiny more so.
– That’s a great distinction.

– Whereas this, you’re not so

that’s kinda what sparked it and

so I went from basically
that job right into Barstool.

I knew, I basically collected unemployment

while I started Barstool.

I quit and was able to
still get the unemployment,

and put the wheels in motion

to start the company.
– But what year was that?

– This was about 2004.

– 2004, ’cause you’re an overnight success

as they say in 14 years.

– There was nothing overnight

successful about Barstool Sports.

– But people think that,
right, they think that.

– There was nothing overnight success

about Barstool Sports.
– And Barstool Sports,

we take it, you didn’t
raise millions of dollars

using the coverage from Yankee Group.

It was a grassroot.

– I lived at home, I had a million

different titles for myself.

It was a newspaper and you know,

I had fake aliases so people wouldn’t

know I was doing the writing, the sales,

the marketing, all of it.

I delivered the newspaper myself,

I wrote all the articles.

I woke up at like four
in the morning every day

and handed the newspaper
out at the subway station.

I’d write during the day, drive back

to the subway stations at night,

hand ’em out again.

I mean a lot of people still in Boston

recognize me, it’s like
“Oh you handed me the paper

like a decade ago.”
– And homeless guys that you

like hired to hand it out.
– I hired homeless people.

That lasted one day, the homeless people

surprisingly didn’t have
the best work ethic.

– Surprise.

– So we were paying them, we had like

Barstool Sports shirts, they…

It didn’t work, and I ended up selling

the shirts and we’re a big merch company,

it’s something we’ve done forever.

We literally did it since the
first week of the company.

I had all these extra
shirts, we just start

selling them through the newspaper.

– That’s awesome.

– Yeah, it definitely
wasn’t an overnight success.

– What do you think about
the term “You’re lucky”?

Right, ’cause people look I’m sure at you,

and they’re “God, you’re so lucky.”

Or even, you know I was
with Mike Tannenbaum

from the Dolphins and he sees his

career as lucky and I said “Wait

hold on a second, you
had $100,000 in loans,

you worked for $600 a month.”

And here you are up at four in the morning

walking the streets.”

– Yeah, I mean it’s a combo.

Luck for sure plays a factor but I mean

it’s sort of cliche, you gotta be ready

to capitalize on the luck.

I mean, we came around, it started

as a newspaper for example, and there’s

a lot of different
things that happened but

a guy who loved reading it
in Boston moved to New York.

He said “If I build you a website, because

I just wanna read the
thing, would you use it?”

This gentleman ended up being the CTO

for Business Insider, so he was no shlub.

He was a very smart guy, he built us

the early website.

I didn’t plan that since it’s not

something that I was like “Oh my god,

we should be doing this.”

It was lucky that this guy reached out

and did that.

– Touch of favor, right?

– Correct, and there’s been a lot of

things along the way that if it

broke this way or broke that way,

maybe we’re not here.

So it’s a combination
of luck and hard work.

– Yeah, it’s interesting because

I retired, lost all my money.

I was an idiot, and

I was looking, I was
gonna go back into the

technology side of stuff
where I made my money.

Gonna be the President of Telus,

their data division.

And I was helping out a friend,

and I met Leigh Steinberg.

And it was one of those moments where

my whole life added up
to this guy liking me.

And the same way that Business Insider

had said “Hey, Jeff Moorad just went

over to the Diamondbacks, I need a COO.

Will you be COO of the most notable

sports agency in the world?”

I’m a sports guy, and I’m thinking

how did this all happen?

Well, there was all those years of,

and the reason he hired me ’cause

we became obviously very close,

was ’cause of my technology background.

I went to law school, he didn’t

really give a shit, he
gets thousands of resumes

of lawyers wanting to be an agent for him.

It was that I ran CO’s
first phone division,

this convergence device in the 90s.

And that intrigued him, and we also

communicate effectively ’cause my brother

is an ultra-genius that went to Harvard,

and Leigh is almost similar personality,

he felt good with me.

But I think that, and I want your opinion,

that the harder we work, that there’s

these touches of favor
that people experience,

but they’re not in a position because

they haven’t given the
value forward first.

– Yeah, you make your
own luck to a degree.

But I mean it’s still, there’s a lot of

people I think who probably could’ve

worked as hard as I did and just

you know, things didn’t break right.

Like you said, most entrepreneurs

go bankrupt twice, most businesses fail,

this is the only thing I’ve ever done.

So I mean I start Barstool,
and it basically worked.

– Better man than me.

– I haven’t had anything else so,

maybe I am crazy talented, I don’t know.

Maybe I would have hit a hundred percent,

I don’t think so, but.

– You’re getting so big, I always

tell people “You don’t like someone,

wish upon them overhead and employees.”

– We got a lot of those now.

We had one for a long time, then we

had fifteen, or ten to fifteen,

for a long time and we’re up around

90 now so it’s growing pretty quick.

– That’s awesome.

Alright, so now Barstool
starts taking off.

Tell me about your playbook and challenges

of scaling, because it’s one thing to be

small and successful, but what was your

strategy in scaling your business and,

I know you had like a
lot of offers coming in.

It’s easy to say “Oh I
should take the money.”

– I mean I never anticipated,

I mean it was always, I thought Barstool

had a great spot in the marketplace.

I thought we had a voice
that nobody else did,

generally when we met
somebody in our demo,

whether you say 18-40 year old guys,

if they hadn’t heard of Barstool

and then you show it, it’d be like

“Oh my god, where has this been?”

So I always believed in the brand, but

I never thought we’d take investment.

I mean I was pretty
happy for the most part

with how it was doing, so
it wasn’t this huge scale.

I mean, we ran a tight ship, and we made

a pretty big profit, probably more than

people thought we were
making for a long time.

And I was doing better, like I would have

been happy when I started Barstool

making 60 grand a year
and just doing something

that I liked, I never expected to be like

well into the seven figures
just doing it myself,

but we got there by ourselves.

So I never thought we
were gonna scale or go

from the 15 to 90, I thought
it was actually gonna,

this would be what I was doing.

And then the Chernin group came along,

and they basically were
like “If we gave you

“money and support, what
would you do with it?”

And they made it very clear
they were behind the voice.

They were like “We don’t
wanna change a thing.

“You’re gonna be in complete control

“of the content, we’re
not gonna change it,

“that’s why we’re talking to you.”

And once I got confident on that,

then the scale stuff, I don’t think

we could have gotten to this point

without hiring the business side.

Erika Nardini and Peter Chernin,

who I didn’t know at the time,

I had no idea who he was, added a level

of credibility to us that let us

kinda take the next step
and continue to grow.

– And it’s interesting
’cause you have a woman CEO,

and there’s a lotta haters out there,

as my brand’s growing and I’m learning

what you know like this frequency side of,

you know there’s 3.2 billion people

on the internet and you can attract your,

as long as they’re highly engaged,

you can really be
successful and monetize it.

– Totally.

– You know, one of the
things that I find difficult,

and I had it when I
represented Troy Aikman,

Steve Young, is there’s always people

that they project what they see onto you.

And we deal with it, this atmosphere

about women is difficult because everyone

can pick and choose any words that we say.

I have three daughters and a wife.

I give millions of dollars to empower

women in Africa.

– That’s very noble.

– And it’s not about, I love it but yet,

there’s haters out there that would say,

“Oh, you said this, and you’re a sexist”

or “you’re a racist”
or, my business partner

is Warren Moon and I’ve been called

a racist in the past from somebody.

Like, wait a second, I’d
give my life to Warren.

Like I don’t see color, you know if you’re

a jerk I got a problem with that.

It’s interesting that I’ve seen stuff,

the haters out there say
the things that you say,

or not even that you say, right it’s

the guys on the radio.

It’s like, almost to a point, hey look,

where do we draw the
line of telling a joke

and portraying an image,
but yet our actions

speak louder than words.

You’re a leader in this, there’s not many

women CEOs and you’re in this space

and I wanna give you credit for that.

Also, I wanna hear your opinion,

how do you deflect, cause it’s part of

your frequency, these haters?

– I mean, my nature, I have thick skin.

I honestly don’t care,
like I thrive in chaos.

It’s, I think, why some
of our audience likes us,

it’s probably why we
end up in more trouble

if you wanna call it that.
– Handcuffed,

kicked out of places.
– Yeah but it’s like,

we engage, like if you
say something about me,

I’m gonna try to like bury you.

That’s just my personality,
that’s how I talk

to my friends, that’s
how I talk to everybody.

And some people clearly don’t like it,

and some people take things
I say out of context.

I do worry, the only concern I have

is how it affects the business side

like are we gonna lose advertisers?

And I really treat it now the same way

I treated it when I ran
the business myself,

and the money was going
directly into my pocket.

It’s like well am I gonna
stifle my voice for this,

or is this gonna basically
sacrifice the brand,

and our voice which is why we’re here.

But if you don’t like me,
I honestly don’t care.

I don’t care what you say about me,

it just doesn’t bother me it doesn’t

faze me at all.

I actually, I like it,
I mean we have a phrase

“I like being in the mud.”

That’s where I feel
natural and that hasn’t

changed since we started,
– Your next t-shirt.

– What’s that?

– Make that your next t-shirt,

I’d buy one, I love that.

– I like being in the mud.
– We have mud gills.

And when someone engages us, we just drag

’em down and, welcome to the mud, I mean.

Like the Bleacher Report CEO the other day

trashed us for no
reason, he was doing like

a podcast and he said we’re not inclusive,

and that we purposely offend people,

and it’s like, alright well
welcome to the mud buddy.

And the thing that works
is I think we had on iTunes

like our app was number
26, like Barstool Sports.

20 hours later, it’s number one.

Because people are like…

We can swear on this thing right?

Can we swear on this podcast?
– Yeah, yeah absolutely.

It’s like fuck you to like,

you wanna come at our crowd and

– He can swear.
– This is the result.

It galvanizes us so we’re strange.

The more you hate us, it’s
like fuel to kinda build us.

– I consider you guys the
Howard Stern of sports

right, cause Howard for
years figured this out.

And he’s from Massachusetts,
he’s hyper-intelligent

like you, well-educated,
but he figured out

and it’s that saying that
I love about Howard Stern,

that people tuned in to listen to what

he was gonna say next that loved him,

and twice as many people who hated him

tuned into to what he was gonna,

it’s almost like a president, right?

Twice as many people tune in
’cause they don’t like him,

and it’s a really interesting thing.

But you have to keep your frequency

and the one thing I
respected about Howard Stern,

is that he kept his frequency

as he scaled and got bigger, right?

He became this voice of Sirius XM

and a huge stockholder,
but he never backed down

to the SEC, the FCC, he
never backed down to anyone.

He was the first guy that
drew everyone in the mud,

and he just has his frequency.

How do you not only carry your frequency,

but you have to really empower,

not just you have to have a thick skin,

but Erika, your talent, your helpers,

you know there’s a value-based system here

of look man, you gotta be a part of this

and part of the cause,
how do you instill that?

– That’s in the hiring, you gotta hire

the right people.

I’m a firm believer that Barstool sort of

represents like the silent majority.

Like most people feel how we feel.

It’s finding the people that are

similar to us, have similar beliefs.

Everybody’s different at Barstool,

not everyone’s like me so, I actually

don’t care if our employees trash me,

or say, I mean I don’t
care like everyone’s–

– Probably bring more power to you.

– Everyone’s allowed to say what they feel

and disagree, agree,
whatever, we’re pretty good.

It’s changing a little bit but

once we hire somebody, we
believe we’ve hired the

right person and we just
let them be themselves.

That’s really what we do.

– Have you ever studied Buddhism?

– No.
– So in Buddhism

– Do a lot of people say
yes to that one on this?

– I don’t know, I’ve never asked

the question before.

– No I haven’t.

It came to me that a lot of people

talk about giving energy to something.

And where I see the catalyst of your

true hockey stick exploitation is that

you allowed one of the
biggest, most powerful

entities in sports to give you power.


Because you took them in to the mud right?

Roger Goodell and the NFL?

And you were a genius about it.

And most people don’t understand this

Buddhist philosophy of,
don’t you understand

it’s that idea of, I won’t march

against the war, but I’ll march for peace.

Because the minute you start hating

on someone you’re actually
giving them power.

You’re giving them control.

– Totally.

– And this is the basis of your playbook,

which is, I have a frequency and I mean

from all the guys that I’ve interviewed,

there’s a consistent
persistent belief, that I’m me.

And it’s either, my grandma told me when

I was little, or this happened,

or I was just born with this attitude

that I’m gonna do it and as long as I made

60 grand and got to do what I loved,

and told people what I thought and

shared my ideas, that was good enough.

Where do you see this NFL
thing going from here,

because can you continue to capitalize?

Are they still suckers in the fact that

they jump at the stuff that you do?

– Yeah, they’re idiots.

– I mean they banned
you from all, them all!

– We’ve talked about it a lot,

that if they were smart
they would just give us the,

like I went to media day this year

as like Mitchell Schwarz I think,

I had some pass that wasn’t
even the right color.

– Right, no one can recognize you,

you’re like me right?

– Well no a lot of people were like

I thought you weren’t allowed in here?

– But I mean like even the NFL,

they know your name but like most guys

in the NFL wouldn’t recognize you.

– I don’t know about that one.

I think they actually may at this point,

but it’s um,
– More power to you.

– They’re helping in the sense that

we’re growing bigger, and we do,

we call ourselves sort of a pirate ship.

It’s like we’re just going around

shooting our cannons at everybody.

It’s hard to maintain that,

– Super cannon at me man,
I wanna get boosted up.

Exactly, get me in the mud.

– And as you grow it’s obviously harder

to keep that image and
not become like corporate.


– So the NFL was doing
us a favor in the sense

they keep banning us and they keep saying

they don’t know who they are, they stole,

I mean they stole our
trademark the other day.

The Saturday for the boys and then

we like sent them a cease and desist

and they took the shirts down so,

they’ve done a good job of letting us grow

while keeping this renegade vibe.

Now if Roger Goodell is watching this,

he’d probably be like, he’s right,

why don’t we just credential him and then

they can just be part of the corporate,

it wouldn’t be a story anymore but

knock on wood they keep doing it.

– Here’s what’s interesting, so

obviously we’re kind of aligned with

the NFL in a lot of ways, right I

market with the Pro Football Hall of Fame,

Warren sits on the board, we do so much

with the NFL, the NFLPA.

– NFLPA likes us.

– Yeah, and the interesting thing, I had a

conversation with Roger about this

Buddhist philosophy that I had.

– And what’d he think of that,

he’d probably look at you like you have

thirty heads.
– I’m an idiot, I’m an idiot.

Hopefully he’s dragging me in the mud,

and is like oh that Dave Meltzer?

I’m never gonna listen to him,

he doesn’t know what he’s

talking about.
– Not a big Buddha guy

from what I understand based
on what you just told me.

– He’s just a bigger guy.

You also are very creative, and

some of the stuff that
I love about your work,

is stuff like the bite of pizza, right?

‘Cause it has nothing to do with sports,

but you know your demographic,

and you figure out these really cool

fun things that millions of people

I don’t know how many bites you’ve already

had here you’ve been in
Minnesota a few days.

– I’ve had a decent amount
– A decent amount, right?

And you stay so thin which is why

you only take one bite, which is smart.


I’m doing 50, I turned
50 a couple weeks ago.

So I’m doing 50 birthday
parties for a charity.

I’m building this empowerment leadership

center for women, and
50 different parties.

And I’m thinking I can’t even eat 50

pieces of cake let alone
the amount I drink.

Like I’m gonna end up being 300 pounds

by the end of the year so I gotta

– Gotta hit the treadmill.

– Kind of learn your one bite rule.

Anyway, how do you, and
where does it come from,

is it your ideas, these kinds of things,

or do they just come organically?

– Yeah, they come organically,

they’re my ideas and all of the

stuff we do are people’s ideas.

And I think one of the things we’ve

been good is we’re just nimble.

And again, it’s when you say luck like

I wasn’t like “Oh my god, this

pizza thing’s a brilliant idea”

it actually started with Dan, Big Cat,

who’s grown into a huge star himself,

where we had a debate on what you

could eat, like every day.

If you could eat one food, he said

burritos, I said pizza.

And we just start doing it, and people

like the pizza so it was like alright.

I reacted to it and
we’re always doing that.

There’s a million ideas we’ve done

over the course of 15 years that

haven’t worked, and you know we’ve

aired once and never done it.

But if something works,
we’ll beat it to death

until people are like we
don’t want it anymore.

Right now, people still want me eatin’

pizza so, I’ll keep eatin’ pizza.

– And you tie merch into that as well?

– Totally, yeah I mean we’ve had way more

failed shirt ideas than we’ve had

successful ones, but the
successful ones are big.

– Right, and now that,
the more that you have

an engaged audience, so
that engaged audience,

I work with Gary Vee
because I love the fact

as a sports agent, I learn that,

why am I representing all these assets.

I was gonna buy an entity, a big brand,

and it was 12 million dollars.

And I thought to myself,
why would I do that

when I could put 12 million dollars

into building my own brand, right?

And who the hell is Dave Meltzer,

well who in the hell
is Dave Portnoy, right?

So I thought, gosh, if
I get an engaged crowd

that knows my frequency
and Gary with K-Swiss

can sell, his book’s number, right behind

the theory book for the president.

Because he has those
millions of followers,

but all of them are on that frequency.

And it just keeps growing.

– It’s like a Warren Buffett quote,

“Most powerful, I think,
commodity is eyeballs.”

– Yeah, and you guys have those.

Where do you think this is going as far as

social media and do you still think,

my podcast launched at number four,

and I almost fell over
with a heart attack.

I go, how did I beat out all these people

because I found this frequency?

Where do you see, there’s
a drop off between

some of these kid influencers,

and 40-year-olds, or even 50 like me now,

do you see there’s gonna be a saturation

just too much noise, and it’s only

the guys with the money that are gonna

be able to capitalize because,

they’ve changed the analytics,

they’ve changed everything.

– Yeah I mean, smoke and mirrors

is the analytics to a degree, I mean

as long as you have your engaged audience,

kinda like what you’re saying,

obviously I think the
younger crowd, you know

the Jake Pauls of the world have

an advantage because technology is geared

towards the younger people and they’re

doing things that probably me and you

don’t even know basically exist, with like

so many technologies.
– I hired a 17-year-old

to help me with my Instagram.

That’s the only way I could do it.

– And Instagram probably for us is old.

– Hire a 17-year-old.


– You gotta get Jake Paul in next.

So I mean I think as long as you have

your crowd and speak, and there’s a market

for it then people will
be able to succeed.

– Awesome, now personally you have

your philosophies in business,

what about your legacy, right?

I mean, I’m always curious with guys

that don’t give a shit, and which are

my favorite kinda guys.

I just have to admit part of the reason

I wanted you on this is I wanna do more

with Barstool, because this is the

frequency that, I love
Gary, I love you guys.

And I’ve been in the NFL world for so long

in the hypocritical
world of sports agents,

and I mean you know the bullshit, right?

And it’s such bullshit.

What legacy do you want to leave?

– This is gonna sound like a bad answer,

but I don’t care about my legacy.

Like I’ve said it a million times,

it’s like give me a check for like

20 million dollars I’ll
disappear and like,

hang out in Nantucket and golf.

Like I’m not doing this on some like

basic primal need to have Barstool

be a legacy, if someone wants to buy it,

and give me enough money and run

this thing into the ground,

knock yourself out.
– Is that an offer?

– Yeah, you wanna do it?

– Cause I’m good at that man.

– Yeah, yeah, do it, do it, do it.

– Is 20 million price?

– Well no, 20 million to me, I don’t own

all of it anymore.

– That’s right, right, alright well I’m

gonna keep that in mind
cause, if I have it,

wait, do I put that money
in my brand or yours?

– I’ll give you Peter’s phone number,

make that deal happen, I’ll poof!

– Well that’s good to know cause

even if I don’t have it, I’m a good agent.

And it’s good to know,
you’re making it easy.

– Listen that’s my number, you gimme that

and I’m like seeya later buddy.

– Now, through what
appears to be very clear

distinction of what you like to do,

is there any charitable aspect of what

you wanna do, and I don’t care if it’s

a bad answer, right, I mean.

– We always do charity, we’ve probably–

– Sorry to make you look like a good guy.

– Yeah no we’ve probably done a couple

million dollars worth of charity

and this is even before like the Chernin.

But they’re generally case by case,

so you know, the Boston Marathon,

and this is way back, we raised

a quarter of a million dollars for

a guy who was a victim in that.

We’ve done a ton with the military,

whether it be getting people like

the high-tech wheelchairs,
we’ve done a lot

with pets, like different types of dogs.

I’m a huge dog guy so anytime

something happens with that.

You know there’s countless,

there was a hockey player
from Boston, a female

who actually got paralyzed
in a Winter Classic game.

We raise about a hundred grand from her.

Police, any time there’s
some sort of accident

in our cities, we generally raise

about a hundred grand.

Same method every time,
we put a t-shirt on sale,

donate 100% of the profits
to whatever the cause is,

but we’ve probably raise
close to two million

and that is something
I wanna do more with.

– That’s awesome, now, last question,

I know we have the New England

Invitational here in Minnesota.

– Correct, yup, good way to put it.

– Alright, one simple question,

how many points are the
Patriots gonna win by?

– I actually think it’s gonna be close,

if I’m gonna be totally honest.

The Patriots always seem to play

close Superbowls, like a
couple plays decide it.

– Which makes it great.
– What’s that?

– Which makes the Superbowl great.

– It makes the Superbowl great.

The last two have been like the best two

probably Superbowls that
they’ve won of all time.

I think it’s gonna be
close, I think they win

by like a field goal, something like that.

But they’ll definitely
win, that’s the thing.

– In the last minutes, or will it–

– Yeah I think it’s gonna
be very, well I think

the Eagles are really good.
– Oh yeah.

– But Brady, Belichek, I mean yeah.

– I lied cause I have
one more question to ask

’cause it’s, you’ve been to Superbowls

like me, and you’re a sports guy.

I think the biggest difference between

the two teams that I have found and,

you know we work with Cam Newton,

and when he went to the Superbowl,

it was bigger than him, he played

a perfect season, right?
– And he acted like it.

– And he acted like it,
from start to finish.

And this team is so
young, that my only fear

where I think it could be more, and I love

to have a close Superbowl,
I’m really concerned

about so many young guys,

and you believe in situational knowledge

meaning the more you do something

the easier it gets.
– Absolutely.

– There’s no team like
this team this year,

as far as experience
goes, for the Patriots.

There’s also, this is a really green team

like Carolina, yeah and I am worried that

these two weeks–
– I hope they do.

I mean there’s nothing I love more than

this to be a blowout bath and shut up

all these trash Philly fans.

– I want a three point game, I’m sorry,

and I’m a Tom Brady fan, if I could’ve

represented any quarterback beyond the

legacy guys at Moon, Aikman and Young,

I mean to represent Tom Brady.

– I would think that
would be a good choice,

greatest quarterback of all time.

– And a Michigan guy.

– And a Michigan guy, same year.

– You’ve got it all going for you.

– He’s my year.

– Your karma, I know you’re not Buddhist

but I believe in past lives,

whatever you did in your past lives,

you are blessed my brother.

Your future lives, you’re fucked.

– I’ll take it.

– Exactly man, you are just blessed

and it’s just been a blessing

to have you on The Playbook.

– Thanks for having me.

– Keep up what you do, if you ever need

anything, anything at
all, Sports 1 Marketing,

Dave Meltzer, we are huge fans,

and we’re willing to help you guys

however you can and this is Dave Meltzer,

with Dave Portnoy, on The Playbook.

– And one of the things I learned

very very early, at a young age is that

talent is gonna get you in the door,

but your character’s gonna
keep you in the room,

and if you can really
understand the meaning

behind that, you can apply that

to everywhere, anything.

I don’t care if it’s football, if it’s

the business world, tech world,

you know whether you’re a fireman,

police officer, whatever it is,

That statement alone has
so much power behind it.

Leave a Comment