November 24, 2025 • 33 mins
Gary Vee reveals the mindset and resilience that took him from a Jersey kid hustling baseball cards to building Wine Library into a $65M business and launching VaynerMedia. He breaks down the confidence he developed early, the immigrant values that shaped his work ethic, the 38.5 health transformation that changed his approach to fitness, and why mastering personal branding and adapting to AI is now essential for entrepreneurs and creators. Gary also opens up about the one leadership skill he wishes he learned sooner — candor — and how it would have saved him years of personal and professional frustration. Packed with insights on business growth, self-awareness, and the future of media, this episode gives you the motivation and strategy to level up your career.
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Episode Transcript
Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
When people are talking, if they're talking about my career,
it's that I understood when there.
Speaker 2 (00:04):
Was consumer shifts.
Speaker 1 (00:05):
I think I understood what life was about at twelve,
and I wasn't willing to listen to any grown up
that wasn't my mom telling me that I was in shit.
Speaker 3 (00:13):
Your family in New Jersey had a liquor brand. You
took it from like a three million dollar business to
sixty five million.
Speaker 1 (00:20):
I was early in understanding the power of personal brand
as a business leverage.
Speaker 2 (00:25):
And I knew the Internet was a big one, and
I bet the farm on it.
Speaker 4 (00:27):
Did you ever have a moment of doubt?
Speaker 1 (00:29):
Doubt doesn't scare me. I'm not scared to lose my reputation.
I'm not scared to be judged by other people. When
you're not scared, you're dangerous.
Speaker 3 (00:38):
What's up, guys, it's Kate Max and today I'm chatting
with entrepreneur, investor, and social media pioneer Gary Vaynerchuk on
Post Run High.
Speaker 4 (00:46):
Don't go anywhere.
Speaker 3 (00:48):
We will be right back after this shortbreak, Gary Vee,
Welcome to Post run High.
Speaker 2 (00:59):
Thank you for having me post walk Hi today.
Speaker 3 (01:01):
Yes, post walk so Gary and I just went for
a stroll on the high Line. I haven't walked on
the high Line in probably years.
Speaker 2 (01:08):
I'm glad we go.
Speaker 4 (01:09):
So it was special good, although it was kind of
bummed we didn't see the big pigeon statue.
Speaker 2 (01:12):
Yeah, that was to the side.
Speaker 1 (01:13):
I knew when you said it, but I wanted to
make you told me to go tight on those answers.
I didn't want to sidetrack and tell you were to
pitch it.
Speaker 3 (01:19):
No, you were.
Speaker 4 (01:19):
You were very tight on the answers. And I know
you're typically like a long winded yes.
Speaker 1 (01:23):
So I like a good, deep, contextual answer, so I'm
trying to keep a little tight there.
Speaker 4 (01:27):
Well, you can go as deep as you want today.
Speaker 2 (01:29):
Okay, thank god.
Speaker 3 (01:29):
So we got to start out by talking a little
bit about fitness just because of the purpose of what
we just did. We just went for a walk. Normally
we go for a run, but Gary would not run
with me today.
Speaker 1 (01:37):
Guys, No, guys, I really suck at running. Actually, it's
actually one of the biggest important things I'm thinking about.
I think I have a fundamental foot issue, which is
by the way, the feet is like it's a big
deal to like your overall health, like it's actually a
big thing in my life right now. So I tour
him fifty and eleven days at thirty eight and a half,
which is fun to say because usually say half when
you're like twelve, not even.
Speaker 4 (01:57):
Six six and thirty eight and a hop.
Speaker 1 (01:59):
But at thirty eight and a half, I started getting
serious about my health and wellness and got a full
time trainer, change my eating habits and have done so
much incredible work and like one of the final frontiers
for me, and there's never a final, but I'm really
excited about like really attacking my feet.
Speaker 4 (02:13):
What's wrong with your feet?
Speaker 2 (02:15):
I don't know, but there is.
Speaker 1 (02:15):
Something really fundamental that like running. I do a lot
of things, especially because I had no muscles in my body,
had never worked out when I was thirty eight and
started going through my journey and persevered through a lot
of things that were incredibly painful, QL issues, lots of stuff.
But running is like really hard for me.
Speaker 3 (02:35):
Well, I had to learn this because I've torn my
acl twice and every time I've torn it, you kind
of have to relearn how to after a series or
you relearn how to walk and then how to run,
and like running is the thing that you can get
to last.
Speaker 4 (02:46):
And that's because every stride that.
Speaker 3 (02:48):
You take, like when you're kind of pushing forward, your
entire body weight is on those muscles on that side
of your body and those ligaments and bones.
Speaker 4 (02:55):
So it's just like the most kind of intense.
Speaker 3 (02:58):
Full body workout because it's like a full body pounding
on each side of the body every time you strive.
Speaker 2 (03:03):
It's definitely like something.
Speaker 3 (03:04):
Definitely musicians listening were like, she butchered that answer, but true, Yeah, it's.
Speaker 2 (03:09):
Fine, I'm sure.
Speaker 1 (03:09):
But like I can tell you one thing, I'm very
like self aware, like I'm very in tune with my body.
Like running is a real challenge that I genuinely, actually
weirdly want to figure out. I'm very coordinated for my
waist up, but you know, a good hand eye coordination
waist down, like I'm not a soccer guy. Skateboard, surfing,
running all incredibly challenging for me, and I'm excited to
(03:31):
kind of tackle that in the next half century.
Speaker 3 (03:32):
Okay, well, then when you start tackling that, call me
because we're gonna go for a run.
Speaker 4 (03:36):
Fair, Okay, I'm sure. I promise I'll make you look good.
Speaker 1 (03:40):
Honestly, I want to earn looking good, Okay, I don't
need the post edit like I'm gonna put in the
work to look good.
Speaker 4 (03:46):
Okay.
Speaker 3 (03:46):
Well, why thirty eight eight and a half did you
have this this change of heart and want it's get
into working out?
Speaker 1 (03:52):
I think that it was probably in my mind, like
you know, probably from twenty five to thirty five, maybe
twenty seven to thirty eight, you know, my genetics no
longer carried me right, started putting on weight kind of
just you know, had you know, started like even little
things like my daughter was probably four at the time,
(04:14):
and just like carrying her for five blocks or ten
blocks in the city was like way harder than needed
to be. And more importantly, it just became logical to
me that if I didn't take care of my health
that that was going to not work out. Like it
wasn't super complicated, like if you don't do the right
things in anything in your relationships, in business and health
(04:35):
and wellness, like you will lose.
Speaker 2 (04:37):
And I guess thirty.
Speaker 1 (04:38):
Eight and a half was I remember it actually very vividly.
Was I was literally like this, I was in a
seat on an airplane like this, and by the way,
didn't feel bad or weird or anything like.
Speaker 2 (04:52):
It was not like something had happened.
Speaker 1 (04:55):
I was just on a flight from Houston to New
York and I put my head on the window and
I said, you know what, because it must have been
a combo I've been having with myself for a while.
At that point, I said, you know what, I'm going
to address this on my fortieth birthday. I'm going to
hire a full time trainer to shadow me. I'd figured
(05:15):
out that year that I was very accountable to others,
not myself. I don't compete with myself. That's another thing
with running that didn't go my way. I don't want
to beat my best time.
Speaker 3 (05:25):
No. Yeah, but I also feel like it's it's like
taking your own advice, right. That's a hard thing for everybody, right,
So it's like it's so easy to be a motivational peron.
I feel the same way sometimes, where I'm like, I
will be the first friend to be like to give
my friend advice on working out or what they should
be eating, and then I'm also the first person to
not be following those kind of guidelines, right.
Speaker 4 (05:45):
So it's a constant reason and.
Speaker 1 (05:47):
For me in the things I talk about like work
and mentality. I was living that life, but I was
aware that I wasn't living that life in health and wellness.
I was definitely not telling people like get your health up.
That never came out of it still doesn't come out
of my mouth. It's not what I talk about. But
I knew it was a huge vulnerability. It was just
basic common sense. I'm like, wow, I am not going
to be a healthy sixty year old. I prefer to
(06:08):
live to ninety five one hundred. This needs to change.
Head on the window. Oh wait a minute. I think
if someone baby sits me and I'm accountable to them,
that will work for me. By the time I land
in New York, I went from forty to thirty nine.
I was like, why am I gonna wait to forty?
Let me do it on my thirty ninth birthday. By
the time I landed, I'm like, why am I waiting
(06:28):
six months? Let me do it now. I called Mike Vicanti.
My last trainer that I had for six months was
supposed to have one hundred sessions in six months or
whatever to math was, and.
Speaker 2 (06:38):
I had five literally five.
Speaker 1 (06:40):
I literally canceled thirty nine times and I did four
or five, I called him and said, Mike, I'm looking
for someone full time because he had a lot of clients.
Do you know anyone young like you who can like
just have me as a client and fly to Peru
and Toronto and La and take red Eyes and like
just every day with me?
Speaker 2 (07:00):
And he goes, well what about me?
Speaker 1 (07:01):
I go, you can do that, and he's like, yeah,
most of my coaching is online. I don't have that
many clients in the city. And literally a week later
we started. I worked out with Mike this morning.
Speaker 4 (07:11):
Wow.
Speaker 1 (07:11):
Virtually he moved to Minnesota to start his family during COVID.
Speaker 4 (07:14):
But what do your virtual workouts look like?
Speaker 2 (07:17):
Today was a stretchday because this weekend was crazy.
Speaker 1 (07:19):
I went, hey, I'm on I did lower body and
upper body, so I did some nice muscle work.
Speaker 3 (07:23):
But you guys are like on Zoom calls working out out.
To be honest, you know, it's so weird. Until this year,
I have not been able to do virtual workouts, and
now I like swear by them. And I don't know
if it's just that I've gotten more comfortable or more
into social media and being like digitally online that I feel.
Speaker 4 (07:39):
I don't know, but I.
Speaker 1 (07:40):
Will say when Mike comes in, which is every several
weeks or every month at least, I do think it's
a better workout in person.
Speaker 3 (07:46):
I do.
Speaker 1 (07:47):
I feel like I can like cut corners when he's
on zoom. I feel like he can see, like when
I'm working out with him physically, he's like, move your
shoulder back a little bit.
Speaker 2 (07:56):
That happens less on zoom.
Speaker 1 (07:57):
So for anyone who's listening, I do believe it is
a better workout in person. I just also think doing
virtual with Mike is better than not. And obviously I
could get another person, but I love working out with
Mike and we're in a good place, and so that's
where I'm at.
Speaker 3 (08:19):
Okay, So when we were in your office, guys, in
our walking interview, we did a little tour of Gary's office.
You were pointing out some of the wrestling figurines WWE. Right,
So were you a wrestler growing up? Like, did you wrestle?
Did you play sports as a kid?
Speaker 1 (08:32):
Yeah, I wrestled. I like beat the shit out of
a lot of Like I'm very good at fighting. I
got into a lot of fights as a.
Speaker 4 (08:37):
Kid, like recreational fights.
Speaker 1 (08:40):
No, No, I mean like odd weinstock. If you're watching,
you know what happened at Marco's Hill, Like real talk,
Like I'm an eighties lower income Jersey boy. Like we
fought like I wrestled a ton, Eric Godfrey, Robbie Turneck,
Andy Greco, we reenacted Camel clutch full Nelson figure four
like really stuff, They're like kids, we should have gotten
(09:00):
much more hurt. Like I said this the other day
on a zoom or like a live stream. We like
did something called war in second and third grade where
we literally threw full.
Speaker 2 (09:09):
Pledge rocks at each other's heads.
Speaker 1 (09:12):
Stop yeah, I don't like, I know, I'm really enjoying
this because I know there's people that grew up in
the seventies, eighties and nineties that are laughing right now
because like like straight up like stick to stick, like
hitting each other's heart brot, Like like I don't know,
we were crazy.
Speaker 2 (09:29):
So yes, I did a lot of that.
Speaker 1 (09:30):
I played a ton of recreational like after school sports,
and I played a lot of tennis organized as a
kid baseball.
Speaker 3 (09:38):
Hold on, you have kids, Can you imagine in one
of your kids coming home from school and being like, yeah,
this kid was throwing rocks at my head at recess.
Speaker 4 (09:46):
I'd be like, kick that kid out of school.
Speaker 3 (09:48):
I could, in a real way, I would say we're
recruiting him to Vader Media.
Speaker 1 (09:52):
That guy's got balls, in a real way, in a
real way, Like I'm not bullshitting you, like I wish
people like watch me in my real life. Like I
I think kids have gotten overcoddled. I think we've gone
away from resilience and adaptability. I see a lot of
you behind the cameras shaking your head right now. I
think you know a lot of your friends that are
dealing with depression and anxiety are the byproduct of parents
(10:14):
over coddling and taking care of too much. I also
don't think we need to swing back to the fucking
fifties and sixties, and like, I don't think like kids
should be I'm not advocating for like parents to go outside,
grab a fucking vein from a tree and hit their
kids with a switch, or the way I grew up
where there was a belt in the house.
Speaker 3 (10:32):
Yeah, but you know what, sometimes kids do need a
little bit of tough love. We're we're not out here
trying to be BFFs with our kids, right I.
Speaker 1 (10:38):
Would argue that almost every parent is trying to be
a bff with their kids. I would argue that almost
every contemporary parent right now is over indexing, wanting to
be the kid's friend instead of being friendly.
Speaker 2 (10:49):
And I think a lot.
Speaker 1 (10:50):
Of today's world issues people want to blame on social
media and other things, and I think it's that we
lost our way in contemporary parenting.
Speaker 2 (10:57):
I really believe that.
Speaker 1 (10:58):
I think it's a conversation that needs to be which
is why I'm bringing it up right now. If my
son came home and said, holy crap, like you know,
let me think of his friends Antonello threw a rock
and hit me in the head, I'd be like, what
you do? I wouldn't think about calling the school and
be like calling Antonello's mom.
Speaker 2 (11:16):
Oh yeah, like fucking parent on parent crime. I can't
like the thought.
Speaker 1 (11:21):
Like in fact, Robbie Turneck's mom, eleanor may she rest
in peace, not only would not call my mom, she
would smack me. Back in the day, it was like
neighborhood parenting, like all my friend's parents were my parents.
I think we need to get some of it back.
I think everything is purple. I don't want red. I
don't want blue. We need to be purple. But I
think we're fully blue and modern parenting and need a tweak.
Speaker 3 (11:43):
It's interesting that you're saying this too, because you grew
up with immigrant parents, and that is like a unique experience, right.
I've interviewed a lot of people on this show that
come from immigrant backgrounds, immigrant households, So like, what would
you say your household was like when you were a kid,
and how was maybe success defined?
Speaker 1 (11:58):
It's just crazy what your question just? I wish ai,
I wish I could swallow an ai pill right now
and everybody could just hear what's happening inside my body
right now. The answer to your question is unequivocally fucking awesomeness.
What was happening in my home? The best thing you
could ever ask a mother who had uncanny levels of love,
(12:26):
self esteem building to the max, not grounded in delusion.
She didn't say it could be anything and could do anything.
She just championed when I did things well, and she
held me accountable when I didn't. So this unconditional love,
my mom telling me that, like so many wonderful things,
Yet it didn't even cross my mind to I was
(12:50):
scared to even think about disrespecting my mom with the
fear that she would know that I was thinking it
and she would smack the fuck out of me. The
byproduct of a woman who created unlimited love and joy
and rainbows and sunshine while commanded respect that didn't even
need to be set, which then created a framework for
(13:14):
me to respect everyone and everything.
Speaker 2 (13:19):
It was.
Speaker 1 (13:19):
I was very fortunate. You know, success was defined by humanity.
So I got bad grades. I just showed you. My
mom grounded me every marking period from fourth grade to
the senior year of high school. I was punished like clockwork,
you know how we just turned back the clock the
other day. Literally, progress report report card grounded two weeks,
(13:40):
no phone, no video games, no friends, no TV, like
as if I was on some weird program, like literally
like clockwork, like start a school year, Yay, football's back,
get to see my friends. A couple of weeks later,
start to get depressed because progress reports are coming soon.
And literally, I don't know if anybody grew up in
Jersey and had this on progress There was a checkbox
(14:01):
there that was in danger of failing.
Speaker 2 (14:03):
Okay, but that was my nickname Gary. In danger of
failing vainer check.
Speaker 3 (14:06):
Okay, but my question is you were constantly getting bad
grades and you have a mom that's grounding you as
a result of your bad grades.
Speaker 4 (14:12):
Yes, why couldn't you just get it together?
Speaker 1 (14:15):
Because I needed every minute that I wasn't grounded and
was in school to focus on what I wanted to
focus on, which was selling baseball cards to my friends.
Speaker 4 (14:23):
Okay, so you were a little schemer in school.
Speaker 2 (14:26):
I was a salesman. I was a businessman.
Speaker 3 (14:27):
I was.
Speaker 1 (14:28):
I don't think of it as schemer. I think of
it as I was enlightened. I think I understood what
life was about at twelve, at eleven, at thirteen, and
I didn't give a fuck that missus stat said to
me that I was going to be a loser in life.
Speaker 2 (14:41):
I knew that I wasn't.
Speaker 1 (14:43):
I mean, it was really hard for me to believe
them when anything that was based on merit, how people
interacted with me, and how I did at baseball card
shows or at commerce environments told me I was great.
I believed that over getting a D because I didn't
read Catcher and the Rye, and I didn't have time
to read Catcher and the Rye because when I got home,
(15:04):
I had to price my cards because I had a show,
or I had to read the Wine Spectator because I
wanted to help my dad's liquor store. Like I just
knew what I wanted to do, and I wasn't willing
to listen to any grown up that wasn't my mom
telling me that I wasn't shit.
Speaker 2 (15:18):
I just did not believe them.
Speaker 3 (15:20):
In the US, I feel like there should be more
trade schools, you know, Like it would have been coming
back to go to a trade school that was like
specific about like marketing and branding amester.
Speaker 1 (15:30):
If I walked into fucking class and said and they said,
today we're going to learn why New Coke failed, I.
Speaker 2 (15:34):
Would have got on a straight a.
Speaker 1 (15:35):
By the way, I got bees in fucking history, something
I was interested in, I would even though I didn't do.
By the way, do you know that I literally didn't
do a single piece of homework in four years high school?
Like I didn't do homework. Every scantron I ever got
put in front of me, I put ABCBA BCBA BCA,
like I.
Speaker 2 (15:52):
Did not care.
Speaker 1 (15:54):
I knew, But if I to your point, if I
was interested, well then I could get good grade I
got good grades on tests in one class history why
because for an hour I paid attention and I remember
Shanghai sheheck, or how the Germans did this, or why
Vietnam this, or why Kennedy beat Nixon on TV but
lost on radio because of the advent of like visualization,
(16:15):
Like so, yeah, of course, you're absolutely right, Like, of
course if school was like about trading and like and
selling and business and marketing and how to do your taxes,
and if it was about emotional intelligence, like if there
was true psychology classes in grammar school, like why we
fear or how to love or what self esteem is
based on? Yes, I would have gotten good grades. But
(16:36):
fucking remembering how many rings are on Saturn was not
it for Gary Vaynerchuk. But by the way, kudos to
people that it was, like, you're not going to fucking
NASA if that shit didn't get you going, And that's awesome.
Speaker 3 (16:46):
Oh, I think it's actually a commonality and a lot
of successful people, even though you also have successful people
that get straight a's and whatever.
Speaker 1 (16:51):
And that to that point, like there's people who were
okay at school, remarkable athletes, good enough at school or testing,
but then at Yale found their passion in the classroom,
or the reverse. There's people that go to Stanford who
like love the classroom, who like lose love of the
classroom because they found a startup the freshman year in Stanford.
So I just do not understand how people don't understand
(17:14):
that there's a million ways to live life.
Speaker 2 (17:17):
Hopefully your success.
Speaker 1 (17:18):
Is deemed in happiness and joy and humanity, like my
world was straight A students are making money. The two
extremes in family of how success is defined both have vulnerabilities,
and that's where we're at.
Speaker 3 (17:33):
But when you were living in a time where during
the seventies and eighties, when you were in high school,
and you were saying this earlier, but it was kind
of the thing to do was to get good grades,
you go to a good school, the only, the.
Speaker 4 (17:42):
Only route, only route to success.
Speaker 3 (17:44):
So I know you had a confidence in yourself where
you were like, well, I'm good at sales, Like I'm
going to be fine, yes, But did you ever have
a moment of doubt where you were like I'm lost.
Speaker 1 (17:52):
No, Okay, I really did it, And like I don't
think that's cool. In fact, I wish I could say
in this podcast I did, but I'm not gonna bullshit you.
There was never a fucking time where I thought I
was in trouble, mainly because I'm not scared of zero
if you want to go into something interesting, I'm never
in a place of doubt because the downside of doubt
(18:13):
doesn't scare me. I'm not scared to lose all my money.
I'm not scared to lose my reputation. I'm not scared
to be judged by other people. When you're not scared,
you're dangerous. And so I was very dangerous, Like I
just I'm just not scared of what most people are
scared of.
Speaker 4 (18:30):
Have you always been that way?
Speaker 2 (18:32):
Yes? You know, my fears came.
Speaker 1 (18:35):
I was scared of like girls, Like I know, like
like I know what life is based on. Like I
had fear in like getting rejected by girls. So I
know what reject like in sales, what people are scared of.
I'm like, oh, I know because as a kid, I
missed out on a lot of good opportunities because I
was just scared to like the amount of girls through
my life that were like why didn't you? I was like, fuck, like,
(18:55):
like I know what missed opportunity looks like. Through that,
I know what envy and looks like from being a
sports fan. My anger towards Patriot fans would stun you.
I hate them so much, Like when I see somewhere
wear a Buffalo Bill's hat.
Speaker 2 (19:10):
That would be like, you know, when people are.
Speaker 1 (19:11):
Like prejudice and racist and like hate other religions.
Speaker 2 (19:16):
That's how I am with sports. Like literally, if you
like that, if you were wearing a Bill's hat right.
Speaker 4 (19:21):
Now, I would be upset with you.
Speaker 2 (19:23):
So I understand what the feel like.
Speaker 1 (19:26):
I cannot comprehend not liking someone because of gender, race, religion.
I can comprehend because I feel it because I do it.
Like I hate Steeler fans like I hate them.
Speaker 2 (19:38):
I like, see them wear.
Speaker 1 (19:39):
A Steelers thing and they're little fucking bullshit towels, and
I'm like, I fucking.
Speaker 2 (19:42):
Hate you, and I mean it.
Speaker 1 (19:43):
By the way, I know some people think I'm doing
a shtick right now or laughing or thinking I'm stupid,
But meanwhile, in real life, I love everybody that has
a different religious pendant on their chest, skin color, gender,
I think I'm smarter. I think it's way cooler to
love every one and think sports is a silly place
to feel that feeling. But I understand why people hate
(20:05):
because I do have envy and jealousy because my Jets
and Nicks make me mad, and I'm envious of the
Boston fans they have so much winning. So I don't
feel envy and jealousy in other areas, but I feel
it in sports something I'm passionate about, and so I
can invoke those emotions. So I've been able to understand
people through different parts of my life.
Speaker 2 (20:23):
But I've never had self doubt. I fucking knew, no, no, no.
Speaker 3 (20:29):
I love that, you know what, You're allowed to get
a little competitive in the sports space.
Speaker 4 (20:32):
I think that's a safe that's a safe space.
Speaker 1 (20:34):
I think so like, yeah, if the world lived the
way that I And by the way, for everyone who's
listening who doesn't know me, everything good is because of
my parents. So I take no credit in this. They
made me New Jersey made me, immigration made me America
made me.
Speaker 4 (20:47):
Is in Jersey such a great place to grow up, such.
Speaker 2 (20:49):
A great place to grow up. It's great, I really do.
Speaker 1 (20:51):
It is gritty, especially like if you're fortunate to be
like you know, listen, there's some bougie places in Jersey.
If you grew up in the hard streets of Coltsneck
and Alpine, you're not the same, you know, Like, but
by the way, there's great Like there's gritty people from
those bougie My favorite people are sometimes gritty people from
bougie environments because they fight. Like that's a tough one, right.
If you're born into a third generation, wealthy family with
(21:13):
a big last name and everybody just shits on you
because they're like, you got it easy.
Speaker 2 (21:17):
You don't have it easy.
Speaker 1 (21:17):
You have that pressure, you have that knowledge that no
one on earth is ever going to think that you
were good because it was handed to you like nepo
baby shit.
Speaker 2 (21:24):
Like that's tough. Like this is why I keep telling
everybody everybody has it tough.
Speaker 3 (21:29):
I'm really gonna say that, Yeah, everybody has their shit,
So you really can't judge a book by the cover.
Speaker 4 (21:33):
And uh, I don't know.
Speaker 3 (21:34):
I think if you're mad at somebody because they're rich
and you feel like they have it easy, then check
yourself because you're being insecure over.
Speaker 2 (21:40):
Something that you also have no idea how life actually works. Yeah, Like.
Speaker 1 (21:44):
I think like most of the people that are most
unhappy that I know are wealthy, like like money is
the accelerator of your inner truth, not the changer of
your emotional realities.
Speaker 3 (21:54):
Right. We just have to shout this out really quickly
because you were talking about being nervous with girls.
Speaker 4 (22:07):
But you just married.
Speaker 3 (22:08):
Mona recently here newlywed, and so congratulations. And I was
telling Gary before we started filming, but I actually met
Mona the other day at a seaguman Stable event shout
out to Eagleman Stable and we're a big fan of them, and.
Speaker 4 (22:18):
She was lovely. So congratulations, and I also met your dog.
Speaker 2 (22:21):
Thank you.
Speaker 3 (22:22):
Let's dive a little bit into life post high school
and post college. So your family in New Jersey had
a liquor brand, right, a liquor store, a liquor store,
and you went in and is it true that when
you got there and you made it kind of an
e commerce site, you took it from what like a
three million dollar business to point sixty five five million
in one year, No in five years, in five years.
(22:44):
So talk to us a little bit about the brand
that you grew up with, the store that you broke
grew up with, and what you turned it into.
Speaker 1 (22:50):
And why Wine Library my whole career in hindsight, when
I'm when I'm wrapping up, when people are talking, if
they're talking about my career, it's that I understood when
there was consumer shifts, I.
Speaker 2 (23:01):
Knew the internet was a big one.
Speaker 1 (23:03):
I just knew it was going to be huge, and
I bet the farm on it, and I spent money
on building a website and building out this brand called
winelibrary dot com and through email marketing, which was a
new idea. You know, you're a youngster, like I went
through all of high school without ever being on the internet.
Speaker 4 (23:19):
Right, you're one of the lucky ones.
Speaker 2 (23:21):
Yeah, I know that there's a lot of content. By
the way, can we address that right now? I see the.
Speaker 1 (23:25):
Unlimited content of like if you're lucky you were born
in the eighties and like we had bikes and we
had this, and we had all that.
Speaker 2 (23:32):
I would say that.
Speaker 3 (23:34):
I think it's tough for young kids that are growing
up right now where they're living a lot of their
lives online, Like I feel very control.
Speaker 4 (23:42):
What do you mean, I mean, they don't have to,
but they do.
Speaker 3 (23:45):
Though there's so many kids that you can't even get
them off their screens.
Speaker 2 (23:48):
But if they're complaining they can fix it right.
Speaker 3 (23:52):
You know what, though, there's a lot of opportunity online too,
so there's like multiple ways to see it. I'm very
positive about online too.
Speaker 1 (23:58):
There's a year old that made a million dollars this
year gaming. Guess what that was impossible? Like if I
grew up with the Internet, I would have had the
greatest career of all time, like I So anyway, nonetheless,
I don't need to sidetrack. Yes, I was fortunate to
have not have the Internet. I would tell you that
Gary Baynerchuk me was incredibly unfortunate that if you fucking
(24:21):
gave me internet, this guy, if you gave this guy internet,
this exact guy, everything the same and something could say, well,
your life would have been different. That's valid. But I
would tell you right now like I wish I had
the Internet.
Speaker 4 (24:34):
You know what, I wish you had the internet to
you because I would love to.
Speaker 2 (24:36):
See those.
Speaker 1 (24:38):
There'd be some really funny videos. Anyway, Nonetheless, I email
Google AdWords.
Speaker 2 (24:43):
Are we over ready? Really? How much do you have?
Speaker 4 (24:46):
I have as much time as you have?
Speaker 1 (24:47):
Okay, what do I good? We can go five more minutes.
Please don't edit that part out. I just want everybody
to know my honest life. This is what they do
to me. They give me so tight. I wish I
had the Internet. I'm glad I didn't have the Internet.
I wish, and I'm grateful for everything. Like nothing is
that important. Everything would have been, and what I would
have and could have done is irrelevant. What I did
(25:10):
do was I modernized my dad's liquor store into the
most significant new e commerce wine retailer in the country.
I'm very proud of that. I built that business for
my father. It's still his business. And nineteen ninety eight
and really nineteen ninety four to two thousand and eleven
(25:32):
is some of my proudest work. Because most kids don't
live a life where they build a business for their parents.
I did, and I think it's incredibly noble. I'm proud
of it. It's something I can't wait to tell my
grandkids about. And I built a huge business for my dad.
Speaker 3 (25:48):
Yeah, and you've now built a huge business for yourself
as well. And in two thousand and nine he started
Vayner Vaynermedia. You didn't just build a business, you built
a personal brand for yourself as well. And you document
everything from business insights to motivation and strategy and brand prediction.
So for the people listening, why do you think it's
valuable to have a personal brand.
Speaker 1 (26:05):
Well, I think it's it's a leverage point, you know.
First of all, I want everyone to hear this. I
don't think everyone needs to have a personal brand. I
don't think there's anything that everyone should do.
Speaker 4 (26:14):
But you talk a lot about having your phone and
how justly.
Speaker 1 (26:18):
I think it's remarkably powerful for most people. But I
think there's a lot of people that don't want to
be public, and I think that's awesome. In fact, you
may know this about me given what you do, and
like the research you're done.
Speaker 2 (26:31):
I don't talk about my personal life online.
Speaker 1 (26:33):
There's not unlimited pictures of me and moon, or there's
never been a picture of my kids, Like I don't
do that. Like everyone's in control, you know. And so
I think a personal brand is an icky word to
a lot of people, and it makes me laugh. It's
just a modern word for reputation. I think reputation is
very important. I think you trade on your reputation. I
think reputation creates opportunities. I think reputation stands, you know,
(26:55):
speeds up stuff, I can do stuff with all of you,
like in business in life quicker because you have context.
Speaker 2 (27:03):
I like that.
Speaker 1 (27:04):
I like when people approach me with opportunities for them
and they understand a lot about me. I think it
leads opportunities, it leads to business. In business that I
think it's quite powerful. But I will remind people some
of the biggest companies in the world are not run
by people that have public personas. You know, like, yes,
I know who Elon is. Yes, I know other businesses
(27:24):
that are run by public figures Oprah. But there's also
enormous amounts of businesses that are humongous, Like I don't
think people know who the lvmh family is in modern
pop culture.
Speaker 2 (27:35):
Some people in fashion and they know.
Speaker 1 (27:36):
Like you can build huge businesses without like the Navidia guy.
I know he's a little funny. Anywhere's his thing, but
he's not out there, but he can be out there.
So I just want to make sure people know that
not every shoe fits every person. Yes, I was early
and understanding the power of personal brand as a business leverage,
and I think brand is about to explode in value
(27:57):
as we go into the AI era. And I think
whether it's a personal brand or a brand brand for
a product or service.
Speaker 2 (28:03):
Yes, I believe in brand.
Speaker 3 (28:04):
You talk a lot about predictions for what's happening in
the branding space and in media. So where do you
see the media and creator space going AI infected?
Speaker 1 (28:14):
You know, I think the rise of AI influencers is
about to be here. So I think for me and you,
we need to be very aware of that, Like me
standing up. A version of you in AI form is
now very real, and I think that scares a lot
of people, but doesn't scare me. Like things change all
the time, and in fact, you could create.
Speaker 2 (28:34):
Thirty of you.
Speaker 4 (28:35):
I honestly don't mind it.
Speaker 1 (28:36):
Yeah, I get it, Yeah, I get it. I think
you're open minded to it. So, you know, I think
that's going to be a very the AI thing for
everyone at home right now listening. The AI thing is
big and it's real and like you can say anything
you want, like people don't like the authenticit Like it's
fucking coming, it's coming fast, it's coming hard. It doesn't
care about your feelings or how you made money or
all the work you put into what you put.
Speaker 2 (28:57):
In, And I implore you.
Speaker 1 (29:00):
Leave anything with her, Please learn how to use these tools,
because you know that's saying that's going around is pretty true.
You're you're not gonna lose your job to AI. You're
gonna lose your job to people.
Speaker 2 (29:10):
That use AI.
Speaker 3 (29:10):
All right, let's do one final question because I know
you got to run to a meeting. So what is
one piece of advice that you would tell your younger self?
Speaker 2 (29:16):
My younger self, and I hope this helps someone.
Speaker 1 (29:18):
His biggest kryptonite was candor. It candor is like being
able to be real, which is wild because Gary Vee,
like in these podcasts, on stages and when we walk
the highline.
Speaker 2 (29:30):
Cannor's my strength, right, You're so real. When I'm talking
to the world, I'm unstoppable.
Speaker 1 (29:36):
But in my real life, the more I love you,
the more I care about you, the harder candor was
for me. I used to associate candor with invoking fear.
I couldn't see that lack of candor created fear, And
so my kryptonite was what I would tell if I
was talking to nineteen year old me right now, would say, hey, brother,
you were really fucking gifted. You know, the right mix
(29:58):
of mommy and daddy having se except the right second.
The fact that you were born in a really fucked
up place. You came to this incredible place. You were
handed nothing, so you became very hungry. You had a
lot of golden heart DNA, but then you had a
fucking mom that cultivated it. You've got it all, but
(30:19):
you have a fucking flaw. And that flaw is the
more you care about someone, the more you can't tell
them what you really think because you're scared to hurt
their feelings or hurt them. This is not about over hey, kid,
This is not about you wanting to Don't be confused.
I know what you're thinking right now. This is not
about you wanting to be over like because you don't
care about that. This is you being overly compassionate and
(30:41):
empathetic to a fault where you are overly worried about
what someone thinks and you're gonna hold back and it's
gonna build resentment and everything bad that's about to happen
for you over the next thirty one years, because it's
me being fifty to talking to a nineteen year old me.
Everything bad that's about to happen to you personally and
professionally over next thirty five one years is going to
(31:02):
be based on one thing. Your inability to tell people
you love like kind of like what you actually think.
And you need to find a way to tell them
that nicely, with compassion. But you have to be able.
Speaker 2 (31:15):
To do that.
Speaker 1 (31:16):
And you know that would have saved me a lot
of headaches. I really wish I had fifty year old
me tell me that, because that is the one scarlet
letter scars that I carry with me into my next century.
Speaker 3 (31:28):
Now.
Speaker 1 (31:29):
I'm happy that I'm able to talk about this now
because I've learned it. It's still, by the way, candor
is still hard for me. With Mona kids, best friends,
Train who's only been with me for five minutes, right.
Speaker 4 (31:41):
Hard love Train, He's been great.
Speaker 1 (31:43):
It's hard for me. It's still hard for me to
deliver candor. But I'm a five out of ten, which
is a lot better than a one out of ten.
And for anyone who's listening that that really hit start
practicing because practice gets you from one to five, and
more practice will get.
Speaker 2 (32:01):
Me from five to ten.
Speaker 3 (32:02):
So if we're talking candor, be brutally honest with me,
how can I get better?
Speaker 2 (32:05):
You'll appreciate this. I don't know. I think you're very
good on camera.
Speaker 1 (32:09):
You know, I think you're comfortable when you're talking to camera,
so I was good. I also like how you and
your team interacted well.
Speaker 3 (32:15):
I do have to say the one thing about you
that I really respect and have always appreciated, and I've
been a fan of you for a while is you
are so like understated and humble and you see that
through all of your content and everything that you put
out and even like with the team that you guys have,
like everybody that works for you is you know, just
a chill and nice person.
Speaker 1 (32:32):
That was actually the comp Thank you, and that was
a compliment I was about to give. You feel like
you guys are a crew. I love staying in line.
I love when I go to the door and like
they're like go back to the line, and everyone around
me's like what the fuck And I'm like, oh, com
like it.
Speaker 3 (32:42):
Doesn't also hear me out that's like the worst thing
you can hear you think you said reputations everywhere?
Speaker 4 (32:47):
Oh I saw the worst thing, bro bro.
Speaker 1 (32:51):
I saw someone roll up to a place the other
day that it was at and they were like they
were like they were like, the door wasn't great to me,
and I was like, could not give less shits And
this other guy's like, I have seventeen thousand followers on TikTok.
I like literally laughed. I was like, I felt so
bad for that kid. I was like, bro, that's not it.
Speaker 4 (33:09):
Last thing.
Speaker 3 (33:09):
Happy freaking fiftieth birth Thank you V. I'm excited for
the next fifty.
Speaker 2 (33:13):
Thank you. Let's go to you guys.
Speaker 3 (33:15):
Thank you guys so much for listening to today's episode
with Gary V. If you are enjoying Post Run High,
please make sure you follow our podcast and share this
episode with a friend. Your support helps us continue bringing
you more inspiring conversations like Gary Vee. I'll see you
guys next week on Post Run High.
When people are talking, if they're talking about my career,
it's that I understood when there.
Speaker 2 (00:04):
Was consumer shifts.
Speaker 1 (00:05):
I think I understood what life was about at twelve,
and I wasn't willing to listen to any grown up
that wasn't my mom telling me that I was in shit.
Speaker 3 (00:13):
Your family in New Jersey had a liquor brand. You
took it from like a three million dollar business to
sixty five million.
Speaker 1 (00:20):
I was early in understanding the power of personal brand
as a business leverage.
Speaker 2 (00:25):
And I knew the Internet was a big one, and
I bet the farm on it.
Speaker 4 (00:27):
Did you ever have a moment of doubt?
Speaker 1 (00:29):
Doubt doesn't scare me. I'm not scared to lose my reputation.
I'm not scared to be judged by other people. When
you're not scared, you're dangerous.
Speaker 3 (00:38):
What's up, guys, it's Kate Max and today I'm chatting
with entrepreneur, investor, and social media pioneer Gary Vaynerchuk on
Post Run High.
Speaker 4 (00:46):
Don't go anywhere.
Speaker 3 (00:48):
We will be right back after this shortbreak, Gary Vee,
Welcome to Post run High.
Speaker 2 (00:59):
Thank you for having me post walk Hi today.
Speaker 3 (01:01):
Yes, post walk so Gary and I just went for
a stroll on the high Line. I haven't walked on
the high Line in probably years.
Speaker 2 (01:08):
I'm glad we go.
Speaker 4 (01:09):
So it was special good, although it was kind of
bummed we didn't see the big pigeon statue.
Speaker 2 (01:12):
Yeah, that was to the side.
Speaker 1 (01:13):
I knew when you said it, but I wanted to
make you told me to go tight on those answers.
I didn't want to sidetrack and tell you were to
pitch it.
Speaker 3 (01:19):
No, you were.
Speaker 4 (01:19):
You were very tight on the answers. And I know
you're typically like a long winded yes.
Speaker 1 (01:23):
So I like a good, deep, contextual answer, so I'm
trying to keep a little tight there.
Speaker 4 (01:27):
Well, you can go as deep as you want today.
Speaker 2 (01:29):
Okay, thank god.
Speaker 3 (01:29):
So we got to start out by talking a little
bit about fitness just because of the purpose of what
we just did. We just went for a walk. Normally
we go for a run, but Gary would not run
with me today.
Speaker 1 (01:37):
Guys, No, guys, I really suck at running. Actually, it's
actually one of the biggest important things I'm thinking about.
I think I have a fundamental foot issue, which is
by the way, the feet is like it's a big
deal to like your overall health, like it's actually a
big thing in my life right now. So I tour
him fifty and eleven days at thirty eight and a half,
which is fun to say because usually say half when
you're like twelve, not even.
Speaker 4 (01:57):
Six six and thirty eight and a hop.
Speaker 1 (01:59):
But at thirty eight and a half, I started getting
serious about my health and wellness and got a full
time trainer, change my eating habits and have done so
much incredible work and like one of the final frontiers
for me, and there's never a final, but I'm really
excited about like really attacking my feet.
Speaker 4 (02:13):
What's wrong with your feet?
Speaker 2 (02:15):
I don't know, but there is.
Speaker 1 (02:15):
Something really fundamental that like running. I do a lot
of things, especially because I had no muscles in my body,
had never worked out when I was thirty eight and
started going through my journey and persevered through a lot
of things that were incredibly painful, QL issues, lots of stuff.
But running is like really hard for me.
Speaker 3 (02:35):
Well, I had to learn this because I've torn my
acl twice and every time I've torn it, you kind
of have to relearn how to after a series or
you relearn how to walk and then how to run,
and like running is the thing that you can get
to last.
Speaker 4 (02:46):
And that's because every stride that.
Speaker 3 (02:48):
You take, like when you're kind of pushing forward, your
entire body weight is on those muscles on that side
of your body and those ligaments and bones.
Speaker 4 (02:55):
So it's just like the most kind of intense.
Speaker 3 (02:58):
Full body workout because it's like a full body pounding
on each side of the body every time you strive.
Speaker 2 (03:03):
It's definitely like something.
Speaker 3 (03:04):
Definitely musicians listening were like, she butchered that answer, but true, Yeah, it's.
Speaker 2 (03:09):
Fine, I'm sure.
Speaker 1 (03:09):
But like I can tell you one thing, I'm very
like self aware, like I'm very in tune with my body.
Like running is a real challenge that I genuinely, actually
weirdly want to figure out. I'm very coordinated for my
waist up, but you know, a good hand eye coordination
waist down, like I'm not a soccer guy. Skateboard, surfing,
running all incredibly challenging for me, and I'm excited to
(03:31):
kind of tackle that in the next half century.
Speaker 3 (03:32):
Okay, well, then when you start tackling that, call me
because we're gonna go for a run.
Speaker 4 (03:36):
Fair, Okay, I'm sure. I promise I'll make you look good.
Speaker 1 (03:40):
Honestly, I want to earn looking good, Okay, I don't
need the post edit like I'm gonna put in the
work to look good.
Speaker 4 (03:46):
Okay.
Speaker 3 (03:46):
Well, why thirty eight eight and a half did you
have this this change of heart and want it's get
into working out?
Speaker 1 (03:52):
I think that it was probably in my mind, like
you know, probably from twenty five to thirty five, maybe
twenty seven to thirty eight, you know, my genetics no
longer carried me right, started putting on weight kind of
just you know, had you know, started like even little
things like my daughter was probably four at the time,
(04:14):
and just like carrying her for five blocks or ten
blocks in the city was like way harder than needed
to be. And more importantly, it just became logical to
me that if I didn't take care of my health
that that was going to not work out. Like it
wasn't super complicated, like if you don't do the right
things in anything in your relationships, in business and health
(04:35):
and wellness, like you will lose.
Speaker 2 (04:37):
And I guess thirty.
Speaker 1 (04:38):
Eight and a half was I remember it actually very vividly.
Was I was literally like this, I was in a
seat on an airplane like this, and by the way,
didn't feel bad or weird or anything like.
Speaker 2 (04:52):
It was not like something had happened.
Speaker 1 (04:55):
I was just on a flight from Houston to New
York and I put my head on the window and
I said, you know what, because it must have been
a combo I've been having with myself for a while.
At that point, I said, you know what, I'm going
to address this on my fortieth birthday. I'm going to
hire a full time trainer to shadow me. I'd figured
(05:15):
out that year that I was very accountable to others,
not myself. I don't compete with myself. That's another thing
with running that didn't go my way. I don't want
to beat my best time.
Speaker 3 (05:25):
No. Yeah, but I also feel like it's it's like
taking your own advice, right. That's a hard thing for everybody, right,
So it's like it's so easy to be a motivational peron.
I feel the same way sometimes, where I'm like, I
will be the first friend to be like to give
my friend advice on working out or what they should
be eating, and then I'm also the first person to
not be following those kind of guidelines, right.
Speaker 4 (05:45):
So it's a constant reason and.
Speaker 1 (05:47):
For me in the things I talk about like work
and mentality. I was living that life, but I was
aware that I wasn't living that life in health and wellness.
I was definitely not telling people like get your health up.
That never came out of it still doesn't come out
of my mouth. It's not what I talk about. But
I knew it was a huge vulnerability. It was just
basic common sense. I'm like, wow, I am not going
to be a healthy sixty year old. I prefer to
(06:08):
live to ninety five one hundred. This needs to change.
Head on the window. Oh wait a minute. I think
if someone baby sits me and I'm accountable to them,
that will work for me. By the time I land
in New York, I went from forty to thirty nine.
I was like, why am I gonna wait to forty?
Let me do it on my thirty ninth birthday. By
the time I landed, I'm like, why am I waiting
(06:28):
six months? Let me do it now. I called Mike Vicanti.
My last trainer that I had for six months was
supposed to have one hundred sessions in six months or
whatever to math was, and.
Speaker 2 (06:38):
I had five literally five.
Speaker 1 (06:40):
I literally canceled thirty nine times and I did four
or five, I called him and said, Mike, I'm looking
for someone full time because he had a lot of clients.
Do you know anyone young like you who can like
just have me as a client and fly to Peru
and Toronto and La and take red Eyes and like
just every day with me?
Speaker 2 (07:00):
And he goes, well what about me?
Speaker 1 (07:01):
I go, you can do that, and he's like, yeah,
most of my coaching is online. I don't have that
many clients in the city. And literally a week later
we started. I worked out with Mike this morning.
Speaker 4 (07:11):
Wow.
Speaker 1 (07:11):
Virtually he moved to Minnesota to start his family during COVID.
Speaker 4 (07:14):
But what do your virtual workouts look like?
Speaker 2 (07:17):
Today was a stretchday because this weekend was crazy.
Speaker 1 (07:19):
I went, hey, I'm on I did lower body and
upper body, so I did some nice muscle work.
Speaker 3 (07:23):
But you guys are like on Zoom calls working out out.
To be honest, you know, it's so weird. Until this year,
I have not been able to do virtual workouts, and
now I like swear by them. And I don't know
if it's just that I've gotten more comfortable or more
into social media and being like digitally online that I feel.
Speaker 4 (07:39):
I don't know, but I.
Speaker 1 (07:40):
Will say when Mike comes in, which is every several
weeks or every month at least, I do think it's
a better workout in person.
Speaker 3 (07:46):
I do.
Speaker 1 (07:47):
I feel like I can like cut corners when he's
on zoom. I feel like he can see, like when
I'm working out with him physically, he's like, move your
shoulder back a little bit.
Speaker 2 (07:56):
That happens less on zoom.
Speaker 1 (07:57):
So for anyone who's listening, I do believe it is
a better workout in person. I just also think doing
virtual with Mike is better than not. And obviously I
could get another person, but I love working out with
Mike and we're in a good place, and so that's
where I'm at.
Speaker 3 (08:19):
Okay, So when we were in your office, guys, in
our walking interview, we did a little tour of Gary's office.
You were pointing out some of the wrestling figurines WWE. Right,
So were you a wrestler growing up? Like, did you wrestle?
Did you play sports as a kid?
Speaker 1 (08:32):
Yeah, I wrestled. I like beat the shit out of
a lot of Like I'm very good at fighting. I
got into a lot of fights as a.
Speaker 4 (08:37):
Kid, like recreational fights.
Speaker 1 (08:40):
No, No, I mean like odd weinstock. If you're watching,
you know what happened at Marco's Hill, Like real talk,
Like I'm an eighties lower income Jersey boy. Like we
fought like I wrestled a ton, Eric Godfrey, Robbie Turneck,
Andy Greco, we reenacted Camel clutch full Nelson figure four
like really stuff, They're like kids, we should have gotten
(09:00):
much more hurt. Like I said this the other day
on a zoom or like a live stream. We like
did something called war in second and third grade where
we literally threw full.
Speaker 2 (09:09):
Pledge rocks at each other's heads.
Speaker 1 (09:12):
Stop yeah, I don't like, I know, I'm really enjoying
this because I know there's people that grew up in
the seventies, eighties and nineties that are laughing right now
because like like straight up like stick to stick, like
hitting each other's heart brot, Like like I don't know,
we were crazy.
Speaker 2 (09:29):
So yes, I did a lot of that.
Speaker 1 (09:30):
I played a ton of recreational like after school sports,
and I played a lot of tennis organized as a
kid baseball.
Speaker 3 (09:38):
Hold on, you have kids, Can you imagine in one
of your kids coming home from school and being like, yeah,
this kid was throwing rocks at my head at recess.
Speaker 4 (09:46):
I'd be like, kick that kid out of school.
Speaker 3 (09:48):
I could, in a real way, I would say we're
recruiting him to Vader Media.
Speaker 1 (09:52):
That guy's got balls, in a real way, in a
real way, Like I'm not bullshitting you, like I wish
people like watch me in my real life. Like I
I think kids have gotten overcoddled. I think we've gone
away from resilience and adaptability. I see a lot of
you behind the cameras shaking your head right now. I
think you know a lot of your friends that are
dealing with depression and anxiety are the byproduct of parents
(10:14):
over coddling and taking care of too much. I also
don't think we need to swing back to the fucking
fifties and sixties, and like, I don't think like kids
should be I'm not advocating for like parents to go outside,
grab a fucking vein from a tree and hit their
kids with a switch, or the way I grew up
where there was a belt in the house.
Speaker 3 (10:32):
Yeah, but you know what, sometimes kids do need a
little bit of tough love. We're we're not out here
trying to be BFFs with our kids, right I.
Speaker 1 (10:38):
Would argue that almost every parent is trying to be
a bff with their kids. I would argue that almost
every contemporary parent right now is over indexing, wanting to
be the kid's friend instead of being friendly.
Speaker 2 (10:49):
And I think a lot.
Speaker 1 (10:50):
Of today's world issues people want to blame on social
media and other things, and I think it's that we
lost our way in contemporary parenting.
Speaker 2 (10:57):
I really believe that.
Speaker 1 (10:58):
I think it's a conversation that needs to be which
is why I'm bringing it up right now. If my
son came home and said, holy crap, like you know,
let me think of his friends Antonello threw a rock
and hit me in the head, I'd be like, what
you do? I wouldn't think about calling the school and
be like calling Antonello's mom.
Speaker 2 (11:16):
Oh yeah, like fucking parent on parent crime. I can't
like the thought.
Speaker 1 (11:21):
Like in fact, Robbie Turneck's mom, eleanor may she rest
in peace, not only would not call my mom, she
would smack me. Back in the day, it was like
neighborhood parenting, like all my friend's parents were my parents.
I think we need to get some of it back.
I think everything is purple. I don't want red. I
don't want blue. We need to be purple. But I
think we're fully blue and modern parenting and need a tweak.
Speaker 3 (11:43):
It's interesting that you're saying this too, because you grew
up with immigrant parents, and that is like a unique experience, right.
I've interviewed a lot of people on this show that
come from immigrant backgrounds, immigrant households, So like, what would
you say your household was like when you were a kid,
and how was maybe success defined?
Speaker 1 (11:58):
It's just crazy what your question just? I wish ai,
I wish I could swallow an ai pill right now
and everybody could just hear what's happening inside my body
right now. The answer to your question is unequivocally fucking awesomeness.
What was happening in my home? The best thing you
could ever ask a mother who had uncanny levels of love,
(12:26):
self esteem building to the max, not grounded in delusion.
She didn't say it could be anything and could do anything.
She just championed when I did things well, and she
held me accountable when I didn't. So this unconditional love,
my mom telling me that, like so many wonderful things,
Yet it didn't even cross my mind to I was
(12:50):
scared to even think about disrespecting my mom with the
fear that she would know that I was thinking it
and she would smack the fuck out of me. The
byproduct of a woman who created unlimited love and joy
and rainbows and sunshine while commanded respect that didn't even
need to be set, which then created a framework for
(13:14):
me to respect everyone and everything.
Speaker 2 (13:19):
It was.
Speaker 1 (13:19):
I was very fortunate. You know, success was defined by humanity.
So I got bad grades. I just showed you. My
mom grounded me every marking period from fourth grade to
the senior year of high school. I was punished like clockwork,
you know how we just turned back the clock the
other day. Literally, progress report report card grounded two weeks,
(13:40):
no phone, no video games, no friends, no TV, like
as if I was on some weird program, like literally
like clockwork, like start a school year, Yay, football's back,
get to see my friends. A couple of weeks later,
start to get depressed because progress reports are coming soon.
And literally, I don't know if anybody grew up in
Jersey and had this on progress There was a checkbox
(14:01):
there that was in danger of failing.
Speaker 2 (14:03):
Okay, but that was my nickname Gary. In danger of
failing vainer check.
Speaker 3 (14:06):
Okay, but my question is you were constantly getting bad
grades and you have a mom that's grounding you as
a result of your bad grades.
Speaker 4 (14:12):
Yes, why couldn't you just get it together?
Speaker 1 (14:15):
Because I needed every minute that I wasn't grounded and
was in school to focus on what I wanted to
focus on, which was selling baseball cards to my friends.
Speaker 4 (14:23):
Okay, so you were a little schemer in school.
Speaker 2 (14:26):
I was a salesman. I was a businessman.
Speaker 3 (14:27):
I was.
Speaker 1 (14:28):
I don't think of it as schemer. I think of
it as I was enlightened. I think I understood what
life was about at twelve, at eleven, at thirteen, and
I didn't give a fuck that missus stat said to
me that I was going to be a loser in life.
Speaker 2 (14:41):
I knew that I wasn't.
Speaker 1 (14:43):
I mean, it was really hard for me to believe
them when anything that was based on merit, how people
interacted with me, and how I did at baseball card
shows or at commerce environments told me I was great.
I believed that over getting a D because I didn't
read Catcher and the Rye, and I didn't have time
to read Catcher and the Rye because when I got home,
(15:04):
I had to price my cards because I had a show,
or I had to read the Wine Spectator because I
wanted to help my dad's liquor store. Like I just
knew what I wanted to do, and I wasn't willing
to listen to any grown up that wasn't my mom
telling me that I wasn't shit.
Speaker 2 (15:18):
I just did not believe them.
Speaker 3 (15:20):
In the US, I feel like there should be more
trade schools, you know, Like it would have been coming
back to go to a trade school that was like
specific about like marketing and branding amester.
Speaker 1 (15:30):
If I walked into fucking class and said and they said,
today we're going to learn why New Coke failed, I.
Speaker 2 (15:34):
Would have got on a straight a.
Speaker 1 (15:35):
By the way, I got bees in fucking history, something
I was interested in, I would even though I didn't do.
By the way, do you know that I literally didn't
do a single piece of homework in four years high school?
Like I didn't do homework. Every scantron I ever got
put in front of me, I put ABCBA BCBA BCA,
like I.
Speaker 2 (15:52):
Did not care.
Speaker 1 (15:54):
I knew, But if I to your point, if I
was interested, well then I could get good grade I
got good grades on tests in one class history why
because for an hour I paid attention and I remember
Shanghai sheheck, or how the Germans did this, or why
Vietnam this, or why Kennedy beat Nixon on TV but
lost on radio because of the advent of like visualization,
(16:15):
Like so, yeah, of course, you're absolutely right, Like, of
course if school was like about trading and like and
selling and business and marketing and how to do your taxes,
and if it was about emotional intelligence, like if there
was true psychology classes in grammar school, like why we
fear or how to love or what self esteem is
based on? Yes, I would have gotten good grades. But
(16:36):
fucking remembering how many rings are on Saturn was not
it for Gary Vaynerchuk. But by the way, kudos to
people that it was, like, you're not going to fucking
NASA if that shit didn't get you going, And that's awesome.
Speaker 3 (16:46):
Oh, I think it's actually a commonality and a lot
of successful people, even though you also have successful people
that get straight a's and whatever.
Speaker 1 (16:51):
And that to that point, like there's people who were
okay at school, remarkable athletes, good enough at school or testing,
but then at Yale found their passion in the classroom,
or the reverse. There's people that go to Stanford who
like love the classroom, who like lose love of the
classroom because they found a startup the freshman year in Stanford.
So I just do not understand how people don't understand
(17:14):
that there's a million ways to live life.
Speaker 2 (17:17):
Hopefully your success.
Speaker 1 (17:18):
Is deemed in happiness and joy and humanity, like my
world was straight A students are making money. The two
extremes in family of how success is defined both have vulnerabilities,
and that's where we're at.
Speaker 3 (17:33):
But when you were living in a time where during
the seventies and eighties, when you were in high school,
and you were saying this earlier, but it was kind
of the thing to do was to get good grades,
you go to a good school, the only, the.
Speaker 4 (17:42):
Only route, only route to success.
Speaker 3 (17:44):
So I know you had a confidence in yourself where
you were like, well, I'm good at sales, Like I'm
going to be fine, yes, But did you ever have
a moment of doubt where you were like I'm lost.
Speaker 1 (17:52):
No, Okay, I really did it, And like I don't
think that's cool. In fact, I wish I could say
in this podcast I did, but I'm not gonna bullshit you.
There was never a fucking time where I thought I
was in trouble, mainly because I'm not scared of zero
if you want to go into something interesting, I'm never
in a place of doubt because the downside of doubt
(18:13):
doesn't scare me. I'm not scared to lose all my money.
I'm not scared to lose my reputation. I'm not scared
to be judged by other people. When you're not scared,
you're dangerous. And so I was very dangerous, Like I
just I'm just not scared of what most people are
scared of.
Speaker 4 (18:30):
Have you always been that way?
Speaker 2 (18:32):
Yes? You know, my fears came.
Speaker 1 (18:35):
I was scared of like girls, Like I know, like
like I know what life is based on. Like I
had fear in like getting rejected by girls. So I
know what reject like in sales, what people are scared of.
I'm like, oh, I know because as a kid, I
missed out on a lot of good opportunities because I
was just scared to like the amount of girls through
my life that were like why didn't you? I was like, fuck, like,
(18:55):
like I know what missed opportunity looks like. Through that,
I know what envy and looks like from being a
sports fan. My anger towards Patriot fans would stun you.
I hate them so much, Like when I see somewhere
wear a Buffalo Bill's hat.
Speaker 2 (19:10):
That would be like, you know, when people are.
Speaker 1 (19:11):
Like prejudice and racist and like hate other religions.
Speaker 2 (19:16):
That's how I am with sports. Like literally, if you
like that, if you were wearing a Bill's hat right.
Speaker 4 (19:21):
Now, I would be upset with you.
Speaker 2 (19:23):
So I understand what the feel like.
Speaker 1 (19:26):
I cannot comprehend not liking someone because of gender, race, religion.
I can comprehend because I feel it because I do it.
Like I hate Steeler fans like I hate them.
Speaker 2 (19:38):
I like, see them wear.
Speaker 1 (19:39):
A Steelers thing and they're little fucking bullshit towels, and
I'm like, I fucking.
Speaker 2 (19:42):
Hate you, and I mean it.
Speaker 1 (19:43):
By the way, I know some people think I'm doing
a shtick right now or laughing or thinking I'm stupid,
But meanwhile, in real life, I love everybody that has
a different religious pendant on their chest, skin color, gender,
I think I'm smarter. I think it's way cooler to
love every one and think sports is a silly place
to feel that feeling. But I understand why people hate
(20:05):
because I do have envy and jealousy because my Jets
and Nicks make me mad, and I'm envious of the
Boston fans they have so much winning. So I don't
feel envy and jealousy in other areas, but I feel
it in sports something I'm passionate about, and so I
can invoke those emotions. So I've been able to understand
people through different parts of my life.
Speaker 2 (20:23):
But I've never had self doubt. I fucking knew, no, no, no.
Speaker 3 (20:29):
I love that, you know what, You're allowed to get
a little competitive in the sports space.
Speaker 4 (20:32):
I think that's a safe that's a safe space.
Speaker 1 (20:34):
I think so like, yeah, if the world lived the
way that I And by the way, for everyone who's
listening who doesn't know me, everything good is because of
my parents. So I take no credit in this. They
made me New Jersey made me, immigration made me America
made me.
Speaker 4 (20:47):
Is in Jersey such a great place to grow up, such.
Speaker 2 (20:49):
A great place to grow up. It's great, I really do.
Speaker 1 (20:51):
It is gritty, especially like if you're fortunate to be
like you know, listen, there's some bougie places in Jersey.
If you grew up in the hard streets of Coltsneck
and Alpine, you're not the same, you know, Like, but
by the way, there's great Like there's gritty people from
those bougie My favorite people are sometimes gritty people from
bougie environments because they fight. Like that's a tough one, right.
If you're born into a third generation, wealthy family with
(21:13):
a big last name and everybody just shits on you
because they're like, you got it easy.
Speaker 2 (21:17):
You don't have it easy.
Speaker 1 (21:17):
You have that pressure, you have that knowledge that no
one on earth is ever going to think that you
were good because it was handed to you like nepo
baby shit.
Speaker 2 (21:24):
Like that's tough. Like this is why I keep telling
everybody everybody has it tough.
Speaker 3 (21:29):
I'm really gonna say that, Yeah, everybody has their shit,
So you really can't judge a book by the cover.
Speaker 4 (21:33):
And uh, I don't know.
Speaker 3 (21:34):
I think if you're mad at somebody because they're rich
and you feel like they have it easy, then check
yourself because you're being insecure over.
Speaker 2 (21:40):
Something that you also have no idea how life actually works. Yeah, Like.
Speaker 1 (21:44):
I think like most of the people that are most
unhappy that I know are wealthy, like like money is
the accelerator of your inner truth, not the changer of
your emotional realities.
Speaker 3 (21:54):
Right. We just have to shout this out really quickly
because you were talking about being nervous with girls.
Speaker 4 (22:07):
But you just married.
Speaker 3 (22:08):
Mona recently here newlywed, and so congratulations. And I was
telling Gary before we started filming, but I actually met
Mona the other day at a seaguman Stable event shout
out to Eagleman Stable and we're a big fan of them, and.
Speaker 4 (22:18):
She was lovely. So congratulations, and I also met your dog.
Speaker 2 (22:21):
Thank you.
Speaker 3 (22:22):
Let's dive a little bit into life post high school
and post college. So your family in New Jersey had
a liquor brand, right, a liquor store, a liquor store,
and you went in and is it true that when
you got there and you made it kind of an
e commerce site, you took it from what like a
three million dollar business to point sixty five five million
in one year, No in five years, in five years.
(22:44):
So talk to us a little bit about the brand
that you grew up with, the store that you broke
grew up with, and what you turned it into.
Speaker 1 (22:50):
And why Wine Library my whole career in hindsight, when
I'm when I'm wrapping up, when people are talking, if
they're talking about my career, it's that I understood when
there was consumer shifts, I.
Speaker 2 (23:01):
Knew the internet was a big one.
Speaker 1 (23:03):
I just knew it was going to be huge, and
I bet the farm on it, and I spent money
on building a website and building out this brand called
winelibrary dot com and through email marketing, which was a
new idea. You know, you're a youngster, like I went
through all of high school without ever being on the internet.
Speaker 4 (23:19):
Right, you're one of the lucky ones.
Speaker 2 (23:21):
Yeah, I know that there's a lot of content. By
the way, can we address that right now? I see the.
Speaker 1 (23:25):
Unlimited content of like if you're lucky you were born
in the eighties and like we had bikes and we
had this, and we had all that.
Speaker 2 (23:32):
I would say that.
Speaker 3 (23:34):
I think it's tough for young kids that are growing
up right now where they're living a lot of their
lives online, Like I feel very control.
Speaker 4 (23:42):
What do you mean, I mean, they don't have to,
but they do.
Speaker 3 (23:45):
Though there's so many kids that you can't even get
them off their screens.
Speaker 2 (23:48):
But if they're complaining they can fix it right.
Speaker 3 (23:52):
You know what, though, there's a lot of opportunity online too,
so there's like multiple ways to see it. I'm very
positive about online too.
Speaker 1 (23:58):
There's a year old that made a million dollars this
year gaming. Guess what that was impossible? Like if I
grew up with the Internet, I would have had the
greatest career of all time, like I So anyway, nonetheless,
I don't need to sidetrack. Yes, I was fortunate to
have not have the Internet. I would tell you that
Gary Baynerchuk me was incredibly unfortunate that if you fucking
(24:21):
gave me internet, this guy, if you gave this guy internet,
this exact guy, everything the same and something could say, well,
your life would have been different. That's valid. But I
would tell you right now like I wish I had
the Internet.
Speaker 4 (24:34):
You know what, I wish you had the internet to
you because I would love to.
Speaker 2 (24:36):
See those.
Speaker 1 (24:38):
There'd be some really funny videos. Anyway, Nonetheless, I email
Google AdWords.
Speaker 2 (24:43):
Are we over ready? Really? How much do you have?
Speaker 4 (24:46):
I have as much time as you have?
Speaker 1 (24:47):
Okay, what do I good? We can go five more minutes.
Please don't edit that part out. I just want everybody
to know my honest life. This is what they do
to me. They give me so tight. I wish I
had the Internet. I'm glad I didn't have the Internet.
I wish, and I'm grateful for everything. Like nothing is
that important. Everything would have been, and what I would
have and could have done is irrelevant. What I did
(25:10):
do was I modernized my dad's liquor store into the
most significant new e commerce wine retailer in the country.
I'm very proud of that. I built that business for
my father. It's still his business. And nineteen ninety eight
and really nineteen ninety four to two thousand and eleven
(25:32):
is some of my proudest work. Because most kids don't
live a life where they build a business for their parents.
I did, and I think it's incredibly noble. I'm proud
of it. It's something I can't wait to tell my
grandkids about. And I built a huge business for my dad.
Speaker 3 (25:48):
Yeah, and you've now built a huge business for yourself
as well. And in two thousand and nine he started
Vayner Vaynermedia. You didn't just build a business, you built
a personal brand for yourself as well. And you document
everything from business insights to motivation and strategy and brand prediction.
So for the people listening, why do you think it's
valuable to have a personal brand.
Speaker 1 (26:05):
Well, I think it's it's a leverage point, you know.
First of all, I want everyone to hear this. I
don't think everyone needs to have a personal brand. I
don't think there's anything that everyone should do.
Speaker 4 (26:14):
But you talk a lot about having your phone and
how justly.
Speaker 1 (26:18):
I think it's remarkably powerful for most people. But I
think there's a lot of people that don't want to
be public, and I think that's awesome. In fact, you
may know this about me given what you do, and
like the research you're done.
Speaker 2 (26:31):
I don't talk about my personal life online.
Speaker 1 (26:33):
There's not unlimited pictures of me and moon, or there's
never been a picture of my kids, Like I don't
do that. Like everyone's in control, you know. And so
I think a personal brand is an icky word to
a lot of people, and it makes me laugh. It's
just a modern word for reputation. I think reputation is
very important. I think you trade on your reputation. I
think reputation creates opportunities. I think reputation stands, you know,
(26:55):
speeds up stuff, I can do stuff with all of you,
like in business in life quicker because you have context.
Speaker 2 (27:03):
I like that.
Speaker 1 (27:04):
I like when people approach me with opportunities for them
and they understand a lot about me. I think it
leads opportunities, it leads to business. In business that I
think it's quite powerful. But I will remind people some
of the biggest companies in the world are not run
by people that have public personas. You know, like, yes,
I know who Elon is. Yes, I know other businesses
(27:24):
that are run by public figures Oprah. But there's also
enormous amounts of businesses that are humongous, Like I don't
think people know who the lvmh family is in modern
pop culture.
Speaker 2 (27:35):
Some people in fashion and they know.
Speaker 1 (27:36):
Like you can build huge businesses without like the Navidia guy.
I know he's a little funny. Anywhere's his thing, but
he's not out there, but he can be out there.
So I just want to make sure people know that
not every shoe fits every person. Yes, I was early
and understanding the power of personal brand as a business leverage,
and I think brand is about to explode in value
(27:57):
as we go into the AI era. And I think
whether it's a personal brand or a brand brand for
a product or service.
Speaker 2 (28:03):
Yes, I believe in brand.
Speaker 3 (28:04):
You talk a lot about predictions for what's happening in
the branding space and in media. So where do you
see the media and creator space going AI infected?
Speaker 1 (28:14):
You know, I think the rise of AI influencers is
about to be here. So I think for me and you,
we need to be very aware of that, Like me
standing up. A version of you in AI form is
now very real, and I think that scares a lot
of people, but doesn't scare me. Like things change all
the time, and in fact, you could create.
Speaker 2 (28:34):
Thirty of you.
Speaker 4 (28:35):
I honestly don't mind it.
Speaker 1 (28:36):
Yeah, I get it, Yeah, I get it. I think
you're open minded to it. So, you know, I think
that's going to be a very the AI thing for
everyone at home right now listening. The AI thing is
big and it's real and like you can say anything
you want, like people don't like the authenticit Like it's
fucking coming, it's coming fast, it's coming hard. It doesn't
care about your feelings or how you made money or
all the work you put into what you put.
Speaker 2 (28:57):
In, And I implore you.
Speaker 1 (29:00):
Leave anything with her, Please learn how to use these tools,
because you know that's saying that's going around is pretty true.
You're you're not gonna lose your job to AI. You're
gonna lose your job to people.
Speaker 2 (29:10):
That use AI.
Speaker 3 (29:10):
All right, let's do one final question because I know
you got to run to a meeting. So what is
one piece of advice that you would tell your younger self?
Speaker 2 (29:16):
My younger self, and I hope this helps someone.
Speaker 1 (29:18):
His biggest kryptonite was candor. It candor is like being
able to be real, which is wild because Gary Vee,
like in these podcasts, on stages and when we walk
the highline.
Speaker 2 (29:30):
Cannor's my strength, right, You're so real. When I'm talking
to the world, I'm unstoppable.
Speaker 1 (29:36):
But in my real life, the more I love you,
the more I care about you, the harder candor was
for me. I used to associate candor with invoking fear.
I couldn't see that lack of candor created fear, And
so my kryptonite was what I would tell if I
was talking to nineteen year old me right now, would say, hey, brother,
you were really fucking gifted. You know, the right mix
(29:58):
of mommy and daddy having se except the right second.
The fact that you were born in a really fucked
up place. You came to this incredible place. You were
handed nothing, so you became very hungry. You had a
lot of golden heart DNA, but then you had a
fucking mom that cultivated it. You've got it all, but
(30:19):
you have a fucking flaw. And that flaw is the
more you care about someone, the more you can't tell
them what you really think because you're scared to hurt
their feelings or hurt them. This is not about over hey, kid,
This is not about you wanting to Don't be confused.
I know what you're thinking right now. This is not
about you wanting to be over like because you don't
care about that. This is you being overly compassionate and
(30:41):
empathetic to a fault where you are overly worried about
what someone thinks and you're gonna hold back and it's
gonna build resentment and everything bad that's about to happen
for you over the next thirty one years, because it's
me being fifty to talking to a nineteen year old me.
Everything bad that's about to happen to you personally and
professionally over next thirty five one years is going to
(31:02):
be based on one thing. Your inability to tell people
you love like kind of like what you actually think.
And you need to find a way to tell them
that nicely, with compassion. But you have to be able.
Speaker 2 (31:15):
To do that.
Speaker 1 (31:16):
And you know that would have saved me a lot
of headaches. I really wish I had fifty year old
me tell me that, because that is the one scarlet
letter scars that I carry with me into my next century.
Speaker 3 (31:28):
Now.
Speaker 1 (31:29):
I'm happy that I'm able to talk about this now
because I've learned it. It's still, by the way, candor
is still hard for me. With Mona kids, best friends,
Train who's only been with me for five minutes, right.
Speaker 4 (31:41):
Hard love Train, He's been great.
Speaker 1 (31:43):
It's hard for me. It's still hard for me to
deliver candor. But I'm a five out of ten, which
is a lot better than a one out of ten.
And for anyone who's listening that that really hit start
practicing because practice gets you from one to five, and
more practice will get.
Speaker 2 (32:01):
Me from five to ten.
Speaker 3 (32:02):
So if we're talking candor, be brutally honest with me,
how can I get better?
Speaker 2 (32:05):
You'll appreciate this. I don't know. I think you're very
good on camera.
Speaker 1 (32:09):
You know, I think you're comfortable when you're talking to camera,
so I was good. I also like how you and
your team interacted well.
Speaker 3 (32:15):
I do have to say the one thing about you
that I really respect and have always appreciated, and I've
been a fan of you for a while is you
are so like understated and humble and you see that
through all of your content and everything that you put
out and even like with the team that you guys have,
like everybody that works for you is you know, just
a chill and nice person.
Speaker 1 (32:32):
That was actually the comp Thank you, and that was
a compliment I was about to give. You feel like
you guys are a crew. I love staying in line.
I love when I go to the door and like
they're like go back to the line, and everyone around
me's like what the fuck And I'm like, oh, com
like it.
Speaker 3 (32:42):
Doesn't also hear me out that's like the worst thing
you can hear you think you said reputations everywhere?
Speaker 4 (32:47):
Oh I saw the worst thing, bro bro.
Speaker 1 (32:51):
I saw someone roll up to a place the other
day that it was at and they were like they
were like they were like, the door wasn't great to me,
and I was like, could not give less shits And
this other guy's like, I have seventeen thousand followers on TikTok.
I like literally laughed. I was like, I felt so
bad for that kid. I was like, bro, that's not it.
Speaker 4 (33:09):
Last thing.
Speaker 3 (33:09):
Happy freaking fiftieth birth Thank you V. I'm excited for
the next fifty.
Speaker 2 (33:13):
Thank you. Let's go to you guys.
Speaker 3 (33:15):
Thank you guys so much for listening to today's episode
with Gary V. If you are enjoying Post Run High,
please make sure you follow our podcast and share this
episode with a friend. Your support helps us continue bringing
you more inspiring conversations like Gary Vee. I'll see you
guys next week on Post Run High.
Host
Kate Mackz
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