Today's video is the Next Up Podcast with Front Office Sports. We talk about how if you're not using AI for an hour a day, you're making a huge mistake. I talk about new AI realities, the truth about work-life "balance," and what it takes to be an elite-level entrepreneur. Plus hiring, culture, and the single biggest leadership flaw that took two decades to fix. Hope you enjoy!
00:00 - AI and the future of marriage and sports 01:35 - The biggest thing that has happened since the internet 03:10 - The huge mistake people are making with AI right now 04:49 - The truth about work-life "balance" and the 9-to-7 work week 09:14 - Life's momentum and why you shouldn't feel entitled 12:45 - The problem with chasing materialism 17:27 - Why I left the family business with nothing 22:46 - My biggest leadership flaw: not being candid enough 37:44 - The one piece of advice for my kids: Live your passion
Known as "GaryVee," he is described as one of the most forward thinkers in business. He acutely recognizes trends and patterns early to help others understand how shifts in consumer attention impact the realities of the business world today. Gary's approach sits at the intersection of business and pop culture. He keenly understands how to bring brand relevance to the forefront. He is a prolific angel investor with early investments in companies like Facebook, Twitter, Tumblr, Venmo, Snapchat, Coinbase, and Uber.
Gary is an entrepreneur at heart – he builds businesses. Today, he helps Fortune 1000 brands leverage consumer attention through his full-service advertising agency, VaynerMedia, which has offices in New York, Los Angeles, Chicago, Miami, Toronto, Mexico City, London, Amsterdam, Sydney, Singapore, Tokyo, Bangkok, Delhi, and Kuala Lumpur. VaynerMedia is part of the VaynerX holding company, which also includes Eva Nosidam Productions, Gallery Media Group, The Sasha Group, VaynerSpeakers, VaynerCommerce, and Tingley Lane Trading. Gary is the Co-Founder of VaynerSports, VCR Group, VaynerWatt, ArtOfficial, Resy, and Empathy Wines. He guided Resy and Empathy to successful exits -- which he later sold to American Express and Constellation Brands, respectively. He also owns a Major League Pickleball team called the 5s, is part owner of a Big3 basketball team, and is an investor in the revival of the SlamBall League.
In 2021, Gary created VeeFriends, an entertainment company that has become a rising powerhouse in modern entertainment and collectibles. Often described as Pokemon meets Sesame Street, the company leverages stories, games, events, collectibles, and technology to scale its character universe. Vaynerchuk also has negotiated partnerships with brand powerhouses such as Crocs, Fanatics, Macy’s/Toys “R” Us, Mattel’s UNO, Mattel’s Masters of the Universe, Moonbug Entertainment, Reebok, Squishmallows, Topps, and more.
Gary is also the founder and creator of VeeCon – a contemporary super conference that converges business and pop culture with innovation and technology. He is a six-time New York Times bestselling author, with titles including Crush It!, Jab, Jab, Jab, Right Hook, Twelve and a Half and Day Trading Attention. In addition to running multiple businesses, Gary documents his daily life as a CEO through his social media channels, which have more than 45 million followers and garner more than 300 million monthly impressions/views across all platforms. His podcast, "The GaryVee Audio Experience," ranks among the top podcasts globally.
Gary serves on the board of MikMak, Bojangles Restaurants, Global Citizen Forum, The Paley Center, and Pencils of Promise. He is also a longtime Well Member of charity: water.
Gary's life ambition is to buy the New York Jets.
Actually, I believe that people will marry AI robots that look like humans within the century.
For sure.
Nobody's going to use Google anymore.
Feels like the Yellow Pages already.
Already.
People like me being able to build an app in one day that used to cost like a trillion.
AI athletes.
The robots are close.
I think that there'll be sports leagues.
I think that AI robots can change the entire complexity of sports.
I think there's a better NFL and NBA with AI robots as athletes.
I think that's possible.
AI army is here.
AI police.
It's about to really hit the fan.
What do you think, realistically, 10 years from now,
what do you think AI looks like in our everyday life?
In a way that would make every person in this room very uncomfortable.
It's big, big.
It's the biggest thing that's happened since the internet.
I think that if I wanted to compete with you on your content,
I can create a human AI and write the copy.
And if I'm better at content, I can compete with you even though I don't have the visual.
I think that AI is going to reorder all of our clothes, all of our food.
Everything will become passive.
We won't have to think about things that you would never...
I think internet of things and AI, meaning your shirt will know when the button's starting to get...
Literally, your shirt will know when it's starting to wear and tear and reorder itself for you.
I got pitched the other day on an AI influencer that could model me
and basically just create all the content.
Yeah.
Looks just like me.
Of course.
It could be...
Yeah, and I promise you, because I'm looking at all that stuff,
that ----'s not there there yet.
Whatever you looked at is not there there, but I promise you in seven years, it will be.
It is crazy.
It's big.
It's big and it's resetting everything.
You think we'll be walking down New York streets
and we won't be able to tell if someone's an AI human or a regular human?
In our lifetime?
Probably.
I'd like to live another 50 years.
Probably, brother.
Did you see the clip of the AI robot woman
where the guy was grabbing her waist and she reacted to the way he was touching her?
I just saw that yesterday, straight up.
The female AI robot, the gentleman put his hands on her waist and she reacted to it.
That's incredible.
What?
Yeah, man.
I think it's a whole new world order, just like the internet was.
The internet changed everything.
You know that, right?
Everything.
So yeah, I mean, Hollywood, music, videos of you and I saying things we never said.
They won't be able to tell if it's true or not.
I mean, I don't know.
Vince Lombardi could come back to life.
Could you imagine that?
I mean, let's go into your world.
The family of Vince Lombardi, if they own the image and likeness,
an AI robot that is Vince Lombardi,
uploaded in the AI is everything Vince Lombardi has ever said publicly
and trained to now act in today's world.
Is Vince Lombardi coming back?
Is Walt Disney coming back?
And again, for everybody who's listening,
I'm not an advocate of this.
I'm not not an advocate of this.
I'm just pondering.
And I'm pondering things that I think people are not spending a lot of time thinking about.
AI is big.
What's the number one way that whether your employees,
people watching this, that should implement AI right now, tactical advice in their life?
They should have an AI agent, you know, app,
chat GPT, perplexity, Gemini, something like that.
And they should be using it every day.
And they should be asking it what AI other apps should they be using.
And they should download it and use it.
Anybody who's under the age of 30 that's watching this right now,
under 35, who's not using AI for an hour a day.
And in my opinion, if you want to be advanced,
not using AI to ask about what other AIs they should be using is make a huge ******* mistake.
When you evaluate businesses, entrepreneurs, top 1% of entrepreneurs out there,
what are the things that that identify this is going to be an elite operator?
Obviously the first one's very easy, which is have they done it before?
And let me analyze it.
If it's a first time person, you're purely guessing.
You spend an hour or two time together and you try to ask those questions.
You try to get a sense of her, his fire in the eye.
You know, I've been right a lot.
Zucks at Williams with Twitter was the reason more than Jack Dorsey for me,
though Jack was a beast.
I think like animals, like you can sniff your own because I know what I am.
I can sense it on others and different levels to it.
And so that's what I look for.
When people talk about Gary Vee, I feel like you're synonymous with hustle culture
and grinding and, uh, you know, sacrificing to get where you want.
But as you, as you got older, what have you learned about the house?
You know, it's funny, you know, honestly, if you go read,
if you go look at my content in 2009, 10, 11, 12,
I think people like when I scream about that stuff.
But like, I don't know, like there's a lot of people that make fun of me of like being
I don't know.
I've been balanced.
Like, I don't know.
I've, I've slept seven, eight hours a night my whole career.
I check the **** out anytime I feel like I want to.
I take seven weeks of vacation.
I just go super hard when I'm awake.
Like, and by the way, who gets to decide balance?
Me, you, God, like, like who, like who's in charge about like,
actually, here's a good question.
No bullshit.
How old are you?
And you're single?
Girlfriend.
No children.
Real talk for fun, because I think this will be helpful for your audience.
What do you feel balance is for you work-wise at this point in your life?
I want you to define balance in hours of working in a week.
I'd say if I, if I can be 50, 60 hours a week.
Yep.
I'd say if I can be done working at like seven o'clock.
Nice.
And when do you start?
Nine?
Yeah.
And that's five days a week, right?
I think nine to seven, Monday through Thursday, for sure.
I don't know how you deal with your Friday.
Like if that gets a five versus a seven.
Yeah, right.
Life events with a girlfriend.
Like, I don't know.
I mean, that feels to me, that feels light for me by the chemicals in my body.
Not, not ultra light, just a tad light for me.
By the way, for a lot of people watching that felt too much.
They're like, what are you doing?
Like, you're going to regret that you're, you know,
they think you should be nine to five.
Maybe even nine to five, Monday through Thursday.
I don't think I'm right.
I definitely don't think they're right.
I think you're right for you.
And I think that's awesome.
I don't know, like, who gets to decide.
Does your girlfriend think you're balanced?
Or does she think you work a little too much?
I think she, she knows I work a lot, but understands.
And I think, I think the difference too is like,
to me, that is what I would identify as balanced.
But I'm in a phase of my life where I don't need to be balanced right now.
You know, I'm building, you know?
No ----.
Why do you, why do you think I feel it's light?
That's my point of view.
But I don't think I get to be right on you.
I don't think I'm like, like, I also don't know you well enough
to know how big your ambitions are.
How big are your ambitions?
Meaning, give me, give me something.
I want to build a hundred plus million dollar media company.
Nine to seven, Monday through Friday might be a hair light.
Are you super checked out on the weekends?
Are you in it?
I'm working more than that.
I would say that's what I would identify as me being balanced.
I am not balanced.
Respect, respect.
I'm saying that if I wanted to be balanced,
I'd be hard, but I'm working weekends.
I'm working hard.
I'm hard.
Makes sense.
You're trying to build a hundred million dollar thing.
**** man.
I respect that.
Got it.
Note.
Now I would say it's funny.
You and I are similar.
I would say Monday through Friday, nine to seven is balanced to me too.
Like to me, that's like the kind of like watermark.
If you're like trying to be like upper middle class of the world,
I don't mean upper, like, just like if you want to build something,
if you're doing something like as an employee,
where you've got like a, you're a country club person,
and you have a second home and you have a pool,
like work is like a thing.
But by the way, I'm also very big believer that the people that go nine to four,
like the French movement, like I actually,
people are stunned when I talk about this in detail.
I'm like, good for you.
Like you don't think I can feel in my body what it would feel like
to be a nine to four guy with a one hour lunch
and like enjoy the ---- out of that.
Like I was lazy at school.
I like didn't do ---- in college.
Like I know what the leisure life feels like.
It's good.
I just like what I do too much.
Like, you know, to me, this is playing a sport every day, right?
It's like playing a game.
So yeah, for me, I agree.
But I don't think a lot of people would agree with us
that nine to seven Monday through Friday is balanced.
I think they think, I think most people think nine to five.
And to be frank, I think with post COVID,
a lot of people even think a half day Friday in there,
a work from home where you're actually working three hours.
And by the way, again, I will say this.
I just want incredible clarity.
Good for them.
The only thing that I say to a lot of them is like,
when you go to the gym,
if you do a real workout for an hour proper,
seven days a week, including in those seven days,
two days are stretching like the right ----.
And I go to the gym and I lally gag three days a week.
We shouldn't have the same muscles.
And that's how work is.
So if you're gonna go for leisure,
shut your ******* mouth about what you feel like you're entitled to.
Because that's just how life works.
And like, I know a lot of people were mommy and daddy real nice.
But like, that's not it.
I'm a big believer in life.
Life's all about momentum, especially business and sports.
I'm a big momentum guy too.
And you're in, once you have momentum,
you have everything to keep it.
And as soon as you lose it,
you got to get it back as fast as possible.
Are there any moments where you've lost momentum?
Yes.
I got to get it back.
I lost momentum at 28.
Because I think I went through a period where I fell in love.
And I mean, this was in work.
I mean, in life, it was great falling in love.
That's great.
But I was starting to build a little resentment towards my dad.
Right?
Because as you can imagine,
as I started to become into another relationship with like,
I'm gonna build my own family.
Kind of all that, you know,
I built a business from three to 60 million and made nothing.
Nothing, nothing.
And I worked 100 hours a week, actually.
You know, nine to 10.
Monday through Saturday, 12 to 5 Sunday.
Real talk.
So you can imagine when people are like,
I'm like, okay, you know, like,
I feel like I lost momentum on the Gary Vee brand last year.
I was so head down building Vayner X and Vee Friends.
In fact, why I'm even doing this is this,
I'm starting to get back out there.
So that's been fun.
Like, I like losing momentum.
Because I like the restart.
I don't beat myself up when I've been like,
eating well and working out well.
And then have a bad four months.
I'm not like, oh, I ******* blew it.
Four years for nothing.
Like, people do that ----.
I'm like, no, no, no.
Like, I can get this back.
And I like that challenge.
I feel like I see and feel a direct correlation between
when I'm popping off the most on content,
the business things, the opportunities,
the money-making opportunities,
they start to just come out.
Why the **** do you think I've been yelling about it for 15 years?
But when you say you lost momentum on the Gary Vee brand,
do you feel the impact of that on other businesses?
No, because there's a different version of Gary Vee.
There's the operator, right?
So in a lot of ways, I feel the momentum of it
because I was head down making the businesses sound,
staffing, restructure I just met, right?
So yeah, by the way, I do feel it.
Like, less speaking opportunities.
Anybody who's out of the attention graph
is gonna have less things.
I feel it.
But it's so easy to get back if you're good at it.
Again, like a great app, like I don't love the gym,
but like someone who's actually in shape
and like always like, again, you live,
actually you've probably gone through this journey
in a real way between 22 and 30, right?
You've probably had ebbs and,
but when you decide to ******* crank it,
it doesn't take long for you to get there
because you got the foundation.
Same with me.
I got the Gary Vee foundation.
I go do six podcasts and three shows
and decide to like vlog for a week
and I'm ******* way back.
I'm ******* Kai Sinat, you know?
So I can get real back real fast.
When's the first moment you realized you were rich?
When I made $100,000.
I felt like that's a ---- ton of money.
Yeah, that was my number when I was 14, 15.
I grew up in the 80s, 90s.
In the 80s, 90s, a million was like ******* way out there.
A hundred thousand was the way the kids now think a million
and now I hear kids like,
like actually thinking it's more than that.
Like I love when I see these clips like,
oh man, if I don't make 10 million, I'm poor.
I'm like, you guys are so fucked.
Like this, you know, the youth, you know,
there's so many ninjas in the youth.
I always love when people are like Gen Z, so this.
I'm like, man, I know unlimited Gen Zers
that are working their ******* faces off.
------- gangsters, emotionally strong, all that.
But inflation and just like all the content that pounds kids.
Like we used to have MTV Cribs
and Lifestyles of the Rich and Famous.
But like the level of materialism,
like the fact that young men feel
like they need a Lambo and a watch
is really ******* us up.
I mean it, it's really ******* it up.
I say it crudely, but it's actually quite profound.
Like every human, you know, when you're a male,
you hunt, like you're looking for either love
or you're looking for a good time,
but you're on the offense.
And if you feel like you can't unless you have money,
which is what this generation now feels
in a way that hasn't been historically true,
it's just led into like,
and then that leads to people ******* taking shortcuts
and trying to get money fast,
and like they don't get it.
I wish like every 23-year-old dude knew,
25-year-old dude knew,
like you can get those pretty girls at 35, 40, and 50 easy.
Like slow it down, do it right.
It's too bad.
But are you more aggressive
or more conservative with your money now
than you were maybe five, 10 years ago?
I've always been overly aggressive.
I'm not really using money to amass money.
I'm not trying to amass money.
Even though I have this great dream of buying the Jets,
it's a little bit of like a fun thing
more than like my actual like obsession.
My obsession is to love my life.
And if I get much more joy
out of investing in a high-risk startup
than I do in a safe real estate play,
because I'm not trying to maximize money.
I'm trying to maximize joy.
And I think too many people don't do that.
And so I wouldn't call it gambling,
but I would call it high-risk investing
and adventures.
And I feel like when I'm 90,
I'll be happy with the way I did it
because I'll have plenty.
My grandkids will have plenty.
And I'll be happy that I played,
that I tried VFriends,
that I invested in all these companies
that went to zero and can have the worst stories.
And listen, a lot of people enjoy
building huge empires around finance and real estate.
And that's awesome.
And I cheer for them.
For me, I'm more creative
and more looking for that thrill.
We're at VaynerMedia headquarters,
VaynerX headquarters.
Just think about how much you've built in your career.
What's the most defining moment
of that journey so far?
Is there one moment that you said,
if that wouldn't happen,
you wouldn't be here?
There's a lot of those.
When I think about defining moments,
I don't, thank you so much.
I don't think of it from a standpoint of like,
oh, like this day that I just,
this moment, when I went on YouTube
and started the wine show,
when Google bought YouTube for $1.7 billion,
which at the time, to give you all context,
would feel like a $500 billion exit today.
Like just to give you inflation,
just like no one could believe this number.
I remember promising myself,
that was a defining moment,
even though it kind of didn't involve me at all.
I promised myself that the next time
I would see something big,
that I would invest in it,
not just use it.
Because I was right about email.
I was right about .com.
I was right about search.
I was right about YouTube, MySpace.
And so I saw Twitter,
and I invested in it.
And I would say that in a lot of ways,
that moment was defining.
But I would say that
that's kind of like my fake answer,
meaning that's the right kind of answer
in the context that I think you asked it.
I think the defining moment
probably for me in my career
was calling my mom in college freshman year
and crying to her
that I didn't want to go into,
since I was 14,
I said I'm going to go into the family business
and blow it up.
And then at my freshman year of college,
I had this moment,
I've never really shared this story,
so I'm giving you some alpha.
I kind of had this moment where I was like,
damn, I know I can do my own thing.
Am I willing to pay this sacrifice
because it's not going to be my own thing?
And even at that age,
even though I've always been confident,
there was a part of me that said,
well, will people be like,
even though I know I'm going to build this business
for my dad,
but I'm never going to get my own credit.
You know what I mean?
And so that conversation, I think,
when you asked it, popped in my head.
I have a very unique career.
I spent every day of my life
from 22 to 34 building a huge business for my dad
and left it with nothing.
That's weird.
Like, I don't see that story out there.
I see a lot of immigrants just stay in their family business
and eventually inherit it.
So, you know, there's a lot of moments
like showing up on Dig Nation
when that was the biggest internet show in 2007,
put me on the Twitter map.
The Conan O'Brien appearance,
I was kind of one of the first internet people
to make it to television.
AJ walking into my office and saying he's quitting
when I always thought he would be the one
that would run this
and I would go on to do something,
which led to VaynerSports.
I mean, there's so many, brother.
When you were in your family liquor business,
did you know that when you left to start your own business
it was going to be an agency that whole time
or you were going to be in the media space
or that came from your kind of exposure?
I had no idea when I would leave.
Probably 1% of me didn't even know if I would leave.
I knew my brother was growing up in a manner
where he did not have the same level of relationship
with my dad.
I knew that he didn't want to be in the business.
I knew I wanted to be in business with him.
He was 11 years younger.
So 29 was a watershed moment
and then ultimately 33, like really,
because that's when he was actually done with school.
That's when we started Vayner.
No, I didn't know what it would be.
I mean, I never even thought I would be known.
Unlike being an athlete,
when you were growing up being this great athlete,
you knew there was a potential
that if you achieved your dreams,
that you would be known.
I wanted to be a businessman in the 80s and 90s.
None of them were known.
The world was so different.
For the kids under 35,
you can't even comprehend what life was pre-internet.
Everything was 100% different.
Like in a way that you can understand.
Like in a way that AI is about to teach all of you.
Like in 15 years, you'll be like,
how did we live in a world without AI?
So no, I had no clue what I was going to do.
But I really didn't think about it again
after that phone call when I was 18
until I was about 28 when I had my first marriage.
And I was like, oh, I'm a grown up now.
And I have another family to take care of.
And I realized I had no value.
Like meaning when I went to go get an apartment,
they were like, yeah, we're not giving you a loan.
I'm like, but I built Wine Library
from three to 60 million.
They're like, that's nice.
Your dad owns that.
You own nothing.
That was like a, that was a watershed moment
where it's like, ****, you know,
I was so obsessed, brother.
You know, like the athletes
that actually make it to the league.
There's an obsession.
I was obsessed with building a business for my parents.
Nothing else mattered.
Not my life, not my, I'm being serious.
Not like friends, not like my own joy.
I got into this really cool place
where like I just super appreciated
what my parents had done for me.
And I thought I was super talented.
And I believe in the ---- that I pump to all you kids.
Like I believe in patience.
I didn't think like if I gave up my 20s
that I was ruined and I, you know,
and I took a lot of judgment.
You know, like my high school buddies
coming to the liquor store when I was 25
and like, oh, you work for your dad?
Like they're all starting to make a little money.
They're all kind of like looking down at me
like I'm the help at my dad's store.
But I had like a real vision and a real game plan.
When you think about the first couple years
of VaynerMedia when you and AJ started it,
what's the biggest lesson you learned during that time?
That I was unstoppable.
I'm being dead serious.
The first two years I was barely involved in the business
and we did 1.7 million in revenue.
And the first year I ran it, we did 11.
The next year we did 27.
I'd done it at Wine Library.
But to do it again, I was like, okay.
Like honestly, I know that's like a weird answer
and I kind of keep it humble.
But like I feel comfortable giving you the truth.
What did I learn in the first couple years?
That I was that guy.
That like whatever the **** I was gonna do,
it was always gonna work.
I knew nothing about advertising industry.
I knew everything about advertising,
but not about the industry, not about Madison Avenue.
That is no question those first couple years,
especially 2011, 12 when I became CEO
instead of like still doing Wine Library,
still starting to build GaryVee and working with AJ.
That was it.
I was like, you know like anything
when you do something great or good,
when you do it a second time, you're like,
okay, this is not luck.
This is not serendipity.
And now I was doing it, starting it from scratch.
You know, so even that level of doubt,
like can I do it from zero to three was put to bed.
What was the process like of getting those
first few major clients at Vayner?
Were you like hand-to-hand combat?
Yeah, hand-to-hand combat, yes.
I had customers from Wine Library
who were buying expensive wine.
I'm like, you're rich, do you have marketing needs?
It was kind of like that.
I was already known for marketing Wine Library.
Like the way I became liquor store industry famous
was I was the most progressive marketer.
I had the first website.
I did email first.
I did YouTube show.
So, you know, just hand-to-hand combat, serendipity,
relationships, drinking wine, networking,
emailing people, straight hustle grind.
If you could go back right now
and give yourself advice on those first couple years,
knowing what you know now, what would it be?
It's a more macro answer.
I would tell myself that
what you've done poorly at Wine Library
is what you're gonna do poorly at Vayner.
And the sooner you fix it, you'll be better.
And that is you need to be able to deliver
bad news to employees you like.
I was not candorous enough
in the first 20 years of my career.
What would end up happening is
people would be surprised when they got fired.
My greatest joy, the thing I'm most proud of
is that I'm big on eliminating fear.
It's like why we have such a good culture.
People are not scared.
But having that day when I realized
that people not knowing if they were gonna get fired
at the senior levels actually led to fear
was one of the most humbling days of my life.
Truly, brother.
One of the most humbling days of my life
where I was like, ****, you take so much pride in this
and one of your flaws in your personality
is actually creating this.
So I would tell that person, get your candor game up.
You're great at candor as GaryVee.
I shoot it straight as **** in this environment on stage.
Every piece of content all of you have seen,
I ******* crush.
In real life, Gary Vaynerchuk, if he likes you,
which I like everybody,
the more you've been around, I struggle with that.
Yeah, how'd you change?
How'd you become more candorous?
You started being more honest?
Professionally and personally, I realized that candor
was leading to all the things that made me sad
and all my unhappiness and all my negativity
and all the things that weren't working for me
and I decided to ******* change it.
The same way I decided to change my health.
At 38, I was like, okay, this is gonna lead
to death and let's get to the gym and let's eat better
and that doesn't come natural to me
nor does being candorous but I put in the reps
and I work and I practice and by the way,
I put myself on blast.
I put it out on here.
What I'm doing right now is suffocating me.
Yeah, I think a big way to change everything in your life
is to tell everybody around you
and anybody that's willing to listen,
your shortcomings.
That will put you in the corner in a real way.
As far as the business operation here at VaynerX,
I'm fascinated by how you've structured everything,
how you have, you know, we walk through here
and you have every kind of every wing of this place
is a different entity or different business operation.
Can you give me the breakdown of VaynerX,
the businesses underneath it
and kind of how you decide what falls under VaynerX,
what falls outside of VaynerX, the holding co
like VaynerSports from what I understand, right?
And VaynerWatt which is a TV production company.
VaynerSports was necessity.
The only investor and partner I have in VaynerX
is Steven Ross.
He owns the Miami Dolphins.
When you own a football team,
you can't own a piece of an agency.
So VaynerSports would have been inside of VaynerX
had it not been that situation.
Under VaynerX is VaynerMedia, which is the mothership.
Then there's something called Gallery Media Group
which owns purewow.com,
which is a women's incubator,
which is like women's lifestyle magazines
on the internet experiential agency.
Stuff work in there, but it's a publisher.
Kind of like Condé Nast, Hearst, just smaller.
VaynerSpeakers, our speaking bureau sits under there.
VaynerCommerce, which is an e-commerce specialty agency.
The Sasha Group, which is an agency
that originally, why it's named after my father Sasha,
was intended to service small businesses.
Now it's just become another VaynerMedia.
In fact, I'm contemplating a name change.
It's become another VaynerMedia.
So VaynerCommerce, the Sasha Group,
and then there's Tingley Lane,
which is a barter media company
where you take assets and you turn into media.
Even No Sedam, which is Madison Ave, spelled backwards,
which is a, thank you, which is a production company.
They all sit under VaynerX.
Then there's VaynerSports and VaynerWatt,
which is a TV production company,
where Steven actually, Ross is my partner in it
because we blend a little bit,
but it's not because Eric Wattenberg needed equity,
it sits outside.
Then there's the VCR Group.
You know, my great club downtown,
the Flyfish Club and Little Maven
and Ito and all our restaurants.
So that's a restaurant group.
I'm the V in VCR.
That sits outside of VaynerX.
VFriends sits outside of VaynerX.
My pickleball team, the Fives,
is another big part of my life.
And Major League Pickleball, that sits out of it.
And then all my investing sits out of it.
So when you think about a new business vertical,
you have kind of spun up a different business
for that underneath the whole account,
as opposed to kind of just keeping
all under the VaynerMedia brand.
Yeah, I think there's times,
and I debate it all the time.
Should I consolidate in?
Should I spin out?
There's just times where things make sense sitting in.
We had an innovation company called Vayner3,
did NFT work, blockchain, AI,
but we spun that back into Sasha and VaynerMedia
because we thought it was core.
Yeah, I mean, I think different times,
sometimes it's because of executives.
If you have somebody super talented
that you think can run something,
that's what Vayner3 was with Avery,
who's our CMO now.
I hate Bill Belichick so much,
so I hate using this analogy,
but I remember when Bill Belichick
took wide receiver Troy Brown
and converted him late, late, late in his career
to play some plays in the secondary.
I just remember thinking like,
****, that's so smart.
You know what I mean?
If you can, why not?
And so I do that with executives.
I definitely do not textbook stuff.
By reverse engineering, I assume in that scenario,
Troy Brown showed Bill things in practice
or in film work that he could do it.
I look at the same way.
If I think someone could do it,
I'm willing to contemplate it,
even though the world doesn't think
that's the way you do it.
One of the things I'm curious about,
you mentioned the executive piece.
One of the biggest roles you have is hiring,
is identifying talent, right?
What's the best hire you've made
in the last couple of years?
That's a great question.
What's the best hire I've made
in the last couple of years?
I can tell you that the best restructure I've done
is putting JT, John Turana, and Marcus Krzak
to my former chief of staff to run international.
I made a real switch to create president roles
inside of VaynerMedia that has really worked.
I elevated Kaylin McNamara from account to new business
and now she's our new chief business officer.
I think Avery into the CMO role has been very effective
instead of running LATAM.
So I've made a lot of switches
that I'm really happy with.
Hires, net new.
Grace, our creative lead in Canada, good hire for sure.
Jessie, her boss who runs the Canadian office, good hire.
Casey, she runs Australia, good hire.
Oh, Victoria, my head admin, was a great hire.
Really has shaped up that universe for me in a great way.
What do you look for when you're hiring people?
What tells you ahead of time
that I think they're gonna be a good fit?
A mix of do I think they're nice?
I really struggle with people that are overly political.
I look for my intuition on are they nice?
Are they confident?
Because if you're insecure, many people are nice
but they're insecure
which then creates political behavior.
Are they capable?
Do I subjectively guessing
think they're capable of doing the job?
Do I believe they have a solid work ethic?
I don't expect people to work like me
but if you're jonesing in your seat at 4.30
and can't wait to punch out at five, that's not it.
Do they understand if they get in here,
it could be the beginning of a 40-year career
in 10 different companies
and that I create lanes from, I was a DNF student.
I was a kid from the muck.
Do you know I have no clue
what college any of my employees have gone to?
Outside of their big sports, I know Ross went to LSU
because he ******* wears an LSU jacket every day
but if you told me give me $43 trillion
to tell me right now where Mike went to college,
I have no, did you go to college?
No clue, no clue.
So I'm not really looking at resume ----.
I'm looking at the conversation
and do I feel good about them?
To be able to do a lot of different things,
it sounds like you've built some really unique
admin support to handle.
I mean, even just scheduling this
where assistants and chief of staffs
and different people that support it.
Well, what's that look like?
It's a pretty big operation.
Yeah, I have three full-time admins
or two full-time admins and two chief of staffs.
One's the head of the admins and then Hannah.
So I have four full-time people just on my logistics.
I mean, it's four full-time people who really work,
you know, nine to five life.
So yeah, and then we're using AI
and more and more to be more efficient.
Every minute counts.
A big part of my content in this podcast,
I interviewed a lot of head football coaches
around the country, a big football audience.
Yeah, college sports has gotten so crazy right now.
If you were a college football head coach right now,
what would you be doing to build your program's brand?
I would be making content.
I'd be making content about the people
around the organization.
And honestly, I would build a reputation
of what we've been talking about here,
which is a lot of coaches pander to talent
and lose the team.
I have a lot of thoughts on coaching.
It's very much like building a big business.
My number one piece of, forget about ******* marketing,
my number one piece of advice for the coaches here
is bench your best player if he's a ******* idiot.
People are like too many, like I talk to these kids.
You know, we obviously have a sports agency,
plus NIL, like we're deep.
These coaches, a lot of them have become
too similar to modern parents.
They're over coddling their best players.
Because they're afraid they're gonna transfer, right?
You got it.
The problem is, and I get it, like the counter
a coach would be like is like, that's cute, Gary,
but talent matters.
Like, no ----.
Recruit better on talent that can accept a benching.
Now again, then they would counter and be like,
hey, Gary, that's cute, but these are 18 year old kids.
I'm like, fair.
But like create some ******* resemblance
of when the inmates run the asylum, it's game over.
And so, ----, if there's a transfer portal,
let's get into trading.
If I was a coach at Michigan State,
I was using that random, and my best player's a bozo,
I'm gonna ******* trade him to Arkansas State.
I think that, and then to attract the talent,
I would be in the trenches.
I told Jordan Schultz, it'd be like a long time ago,
like get in the DMs early.
And that's really worked for him.
I think coaches should start building relationships
with kids younger, and social media is the platform.
There's a bunch of players now in college football
that are making, even in high school now,
making $400,000 to go to a school.
You got quarterbacks making millions of dollars
before they get to college.
What's some, I say this in the context
that I've seen hype and money kill talent a lot of times.
It can kill-
Yeah, money, money, money exposes who you actually are.
That kid would have lost anyway.
Money just accelerates the truth.
There's plenty of kids that got a lot of money
who are gonna go on to be NFL Hall of Famers.
So I think that's truth,
but I think that that's what happens there.
But go ahead, you were gonna say?
Well, I was gonna say, what advice would you have
for a young kid who is 17 years old,
comes across all this money,
now still has to go perform and all the dynamics of,
in recruiting, every coach is telling you
how amazing you are.
You're gonna save their program,
you're the best thing since sliced bread.
And I think it's an interesting dynamic
now when you've got all the money.
You know, I mean, look, this is some real ******* talk.
The first thing I would say is tune your parents out.
For 90%, you know this, for 95% of them,
tune your ******* parents out.
The parents are the problem,
not the coaches in the program.
Mommy and daddy get in your pockets.
And by the way, you're talking to a kid
who was obsessed to make mommy and daddy money
because he loved them so much.
So I also know there's a ton of kids right now
like, **** you, Gary.
My single dad, my single mom, my grandma,
like, I gotta put, and I'm like, of course,
that's not what I'm saying.
Take care of your fam,
but pay attention to what you want.
Like, and do you want this,
my big thing with these kids is like,
are you okay if this is your last bag?
Because as you know, for a lot of them,
it will be their last bag.
Because they won't go to the next level.
They won't transfer portal.
Because they'll **** up everything
between their senior year and their freshman year.
Right?
We've seen it.
You and I have both seen it.
So, you know, I would say to tune the noise out,
including your parents,
do the right things by the people
who deserve it around you.
You know, this is a tough one
for a 17, 18-year-old kid.
Don't use money to fix fractured relationships.
I see a lot of these,
yeah, I see a lot of these kids use it to,
if it's something as silly as like a former girlfriend
or if it's something as real as a mom and dad
kind of abandoned them
and they're kind of, that dynamic is like,
be thoughtful.
Get into your therapy mindset.
Get into your positive thinking.
Get into your grounded.
Get into your, this right here, what I just did.
I can't hear you, by the way.
This right here, what I just did
is the single best move a young kid with,
that gets money can get.
And by the way, that same ----'s gonna help you
when you're in a big house
and 100,000 people are booing you.
And that ---- that I just did
is gonna be the same thing
when ******* an analyst says you suck
and that ----'s gonna work for you
when Mel Kiper says going into the draft
that you're not gonna translate to the next level
and that ----'s gonna matter
when you start minicamp your rookie year in the NFL
and you realize you're playing with men now
and you ain't ready for this ----
and that ----'s gonna matter
when you find you're 23
and you got drafted by the Giants
and you ******* are out in this city
and those 30 year old girls are all up in your money
and they just want your ******* money
and like that ----,
this is the most important thing
a ******* human could ever do.
Last question.
Please.
You can leave your kids one piece of advice.
What would it be?
God, there's so many things I like.
Here's what just ran through my mind
to give you the real answer.
I was gonna go back to this
because that leads to happiness.
I was gonna say to leave more than they take.
I think when you're giving more than you're taking,
it also leads to a lot of success
and then finally you have to live your passion.
You have to.
I don't care how much money you make or don't make,
left, right, center,
if you don't like what you do every day,
stay at home dad,
stay at home mom,
sportscaster,
cook, chef,
if you don't like it,
it eats up,
besides sleeping,
what you do,
it's life.
I don't understand how people don't get this.
You have to do something you like
otherwise you'll be unhappy.
Thanks man.
Thanks so much.