7:44

– My question’s just circling around our culture and our growth. Year after year, and I’ve been here for a year, and just seen our culture grow twice in its size. Any impacts or learnings that you’ve taken away that have just shaped how we’re looking forward, and how we’re staffing our business, how we’re […]

– My question’s just
circling around our culture and our growth. Year after year, and I’ve
been here for a year, and just seen our culture
grow twice in its size. Any impacts or learnings
that you’ve taken away that have just shaped how
we’re looking forward, and how we’re staffing our business, how we’re maintaining our culture? – I think the biggest thing I learned over the last 18 months as
we’ve had a lot of growth is that, if the intent is right, and look, you being the head of HR, you have such a view that
so many other people don’t, which is, you get to see in the
closed door meetings with me the consistent North Star. I don’t know, you’ve had HR jobs before. I feel like a lot more people make a lot more business decisions, and the money is a big variable in, let’s not give this
person any more time, or let’s fire this person,
or let’s promote this person. Money, I think you’ve sniffed out, is so not a variable in those decisions. I think what’s happened in the last year, to answer your question directly, I think I’m even more confident than ever that if you’re intent is right, and you’re committed to
that intent at the top, that you can scale that,
whether it’s 20 people. Look, there’s a ton of
people watching right now that work in offices of 27 people, and their culture sucks shit. The amount of people here
that have worked at places that had 29 people. I just met somebody the other day who was like, “I just
came from another agency, and our culture was so bad.” They had 16 people. So I don’t think the number of employees is the variable of a culture. I think it’s cliche and
accepted that, when you grow, you can lose it. My belief, ’cause I’m in a lot of startups that have grown very big, is that, what happens is, the CEO or the founders take
their eye off of the culture, and they start looking for the exit. All of a sudden, if you’re looking to sell to Google, or Facebook,
or to another agency, you don’t care about the
people, you care about the exit. And then the culture hurts. – So how do you define culture then? – I think it’s the collective
feeling of everybody. To me, culture is a backwards thing of, do the people here actually
want to come to work, and actually like it,
and it’s not a chore, or it’s not super stressful? To me, it’s how each individual feels that adds up to one collective feeling. – Right, perfect. – Awesome, thanks.
– [Minnie] Thank you. – India, now what?

5:45

What gets you out of bed in the morning? Like, what’s the main purpose of what you do? – For me, it’s pulling at two opposite directions. One is very noble and one is very selfish. One, I’m aware, and even before Alex, like, I’m aware that my biggest fans are the ones that have […]

What gets you out of bed in the morning? Like, what’s the main
purpose of what you do? – For me, it’s pulling at
two opposite directions. One is very noble and one is very selfish. One, I’m aware, and even
before Alex, like, I’m aware that my biggest fans are the
ones that have felt the effects of all of my free information, and it has fundamentally
changed their lives. – Yup. – The thought that a human
being could stand right now and say, Our hap, like,
our great thing is based on the blueprint that
you put out to the world, that is mind-blowing. The selfish part is, I want to win. I wanna, I wanna, I wanna grow, I wanna build big businesses,
I wanna buy the New York Jets, I want to accomplish
things, I want stuff for me from a legacy standpoint,
not necessarily the money, but that I’m that guy, that
I created the blueprint, the future business and
marketing, and I wanna build an empire, an empire, on goodness. – Right – You know, when I look at
the way Steve Jobs’ position, he was a genius and
everybody looks up to him, but he wasn’t great to people. I don’t want that. I want to be the version of
that where everybody also comes to my funeral because
I was such a good guy. – Okay, second one, can I go first? – Can you go, yeah. – Okay, so what’s one question
that nobody’s ever asked you but you ask yourself all the time. – You know, I always ask,
the question that nobody can ask me that I ask myself is, my own personal question of, Am I happy? The biggest fear I have in
life is that I don’t accomplish the things I think I’m
entitled to based on my talent, and that as I get older,
I become more bitter. But it’s easy for me now
to give away so much, but if I’m 80, and I didn’t get there, am I going to look back
for 60 years and say, ah, it’s because I didn’t
throw enough right-hooks, it’s because I didn’t get my fair share. And so, I’m always asking myself, are you okay with what you’re doing? Are you okay with what you’re doing? Because you’re putting
yourself in a position where you might be regretting
what you’ve decided to do, and so, I fear that, and so, that’s the question I ask myself. – Thank you.
– Yeah.

7:14

“but often wears us down. “Do you ever pamper yourself “like maybe go in for a pedicure or manicure?” – Minnie Mouse? No, Mini. I was hoping. Mini, do I ever pamper myself? Not in the cliche like I bite all my nails. My nails are a disaster. Now that I’ve been working out for […]

“but often wears us down. “Do you ever pamper yourself “like maybe go in for a
pedicure or manicure?” – Minnie Mouse? No, Mini. I was hoping. Mini, do I ever pamper myself? Not in the cliche like
I bite all my nails. My nails are a disaster. Now that I’ve been
working out for 15 months Mike makes me do massages
because I need them at times and I like it, it’s nice. It’s a good thing. No, I’m not really into,
not the cliche things. I pamper myself by doing whatever I want at all times always. So I would call that
the ultimate pampering. So that feels good. That to me I think is, by the way, that, you know what, that might have been a
very interesting moment. If you want to talk about
what the best outcome of being a successful
entrepreneur, it’s that. The money is really fine. The admiration is fine. There’s nothing close than knowing that I could just get up right and just, like, you know, like you noticed before, like I slammed India’s laptop and she’s like “great
you have no questions.” And I’m like “Great.
Great. What? “What are you going to do about it India?” So you know, like, I like that. I like being able to do what I want. I don’t know what that just was. If I want to get up for a second I’m going to get up for a second. I think the way I pamper
myself is if I do want to, if I want to turn my
40th upcoming birthday into a family celebration,
I can afford to do that. That feels incredible. And so I pamper myself by the experiences. Going to London in a couple
of hours to watch a Jets game. That’s my pampering. Doing the things that make me happy. But, you know, I don’t get excitement out of a two hour pedicure
where I unwind and read gossip. But many people do. I walk around New York City and watch it happen 74,000 times a day. So, cool, awesome, do your thing. So, you know, I don’t, you know. I’m trying to make my
life a pampering moment.

6:43

“just broke up, and I’m feeling really depressed. “For the last four years, I’ve had someone to talk to “about literally everything in my life, and now that’s gone. “It’s hard to believe that a four year relationship “ended in 20 minutes. “I was saving and planning on proposing to her “in the next few […]

“just broke up, and I’m
feeling really depressed. “For the last four years,
I’ve had someone to talk to “about literally everything in
my life, and now that’s gone. “It’s hard to believe that
a four year relationship “ended in 20 minutes. “I was saving and planning
on proposing to her “in the next few months, and
now that’s not gonna happen. “I feel empty, I feel
a void, I feel blank. “Got any advice on how “to pick the pieces of my life back up?” – Jesus. (laughs) You couldn’t have warned
me this was coming? Well, ya know, I mean,
if this was my buddy, the first thing I would
desperately try to do is I always feel like the
quickest cure for heartbreak off a long-term relationship
is a scummy move of hooking up with as
many girls as possible. I think it helps in a weird way. I really do. I think,
I really do think it helps. So I think, there’s only
meaningful relationships and then kind of like the
vanity of relationships when you break this down, and so he’s coming from a meaningful place and I think the vanity of it all, like the one, the one
micropositive that guys cliche will think about in this moment is, “Well, I can hook up with chicks,” and I think you have to go all in on that. That will last for about three
weeks to three months of fun and is a softener. I think you need to recognize
that you got off easy. I don’t know if it’s Bronx Tale or one of those gangster movies where the guy owes the kid, the kid owes the kid 20 bucks, and he goes and chases him,
and then the gangster grabs him and goes, “You got off easy. “You found out he was a
scum bucket for 20 bucks.” You know, brother, I
gotta be honest with you. I think you got off easy. I mean, it’s a hell of a lot
better that you didn’t propose, that she was, I give her credit. She, a lot of people, a lot of people mail it in and get married to
people that they ultimately aren’t fully 100% infatuated,
in love, and for full life, and I think people are mailing in. Now that divorce is so easy, I think that people just kinda do it, and I actually think, in a
weird way, you got lucky, and I actually give her a lot of credit that she, after a four and
a half year relationship, had the backbone and the guts
to go through a tough process I’m sure for her as well. And so I actually think you
look at this as a positive. I’m an optimist. It’s easy for me to say, but I think at some level,
you take a step back and recognize as much as it hurts now, it would have been tougher and hurt more to unwind after marriage or, what’s so difficult for so
many, after having children which creates such a different dynamic and becomes extremely difficult. And so, you know, there’s
not much I can say that’s gonna make it
feel a whole lot better. Maybe just talking it out and getting the question on the show. The e-mail was asking
for it to be on the show? Or are we just taking somebody’s random? Oh it just, it came in, OK. So, that’s it man. I think, go hook up with some chicks to ease the pain for a few minutes, and then take a step back and
recognize it’s a positive, and then try to learn from the experience and find out the qualities
you really loved in her and try to replicate them in
the next relationship you have, and you know, maybe even find the things that you didn’t like as much in her and try to close the gap and find somebody you love even more.

3:35

“When you’re business is successfully growing, “when do you start another? “And how much time do you devote to it?” – I think it comes down to who you want to be as an operator. Travis Kalanick, CEO of Uber, really taught me a lesson a couple years ago. When Uber was starting to take […]

“When you’re business
is successfully growing, “when do you start another? “And how much time do you devote to it?” – I think it comes down to who you want to be as an operator. Travis Kalanick, CEO of Uber, really taught me a lesson
a couple years ago. When Uber was starting to
take off, he became the CEO. We did angel deals together, and i was pinging him
about this hot angel deal. And he said, “No, I don’t
do angel deals anymore.” And then I pinged him about a talk. And he says, “No, no I’m not gonna talk.” And it was just very focused. And then he’s basically in that Bezos, Steve Jobs, Zucks mold, which is, this is it. This is it. This is the job I’m gonna
do for the rest of my life, and this is my career. I already, clearly, am on my second oofy business. I think I’ve got two
more, three more in me. And so, I’m gonna be an
entrepreneur that has, you know, four or five businesses, is my intuition, India. Clintus. And so, I think it comes
down to who you are, right? And what you want. Like, what’s the size level of a business that gets you to go
into a different place? I mean, VaynerMedia
next year, revenue wise, is going to substantially, probably pass Wine Library’s
biggest year of revenue. So I’ll be going into new territory. Am I an entrepreneur that likes that 50-100 million dollar revenue place, then I go away? Or am gonna see? It really just comes down to a lot of different circumstances. I do think that you need
to question, the question. Which means, if you’re already
asking me this question and thinking about going
on to the next thing, you need to figure out how much you love the
current thing at all. Are you just trying to pass it away? I think there’s a more
interesting insight to that. I think everybody who’s watching the show, needs to think about, are they happy with their business? There’s businesses that you could be making $200,000 a year in, that could be holding you back. ‘Cause it’s a ton of money,
you might just not like it. And so, I think there’s the like factor. For me, I will run this
business, VaynerMedia, as CEO, as long as I love it. That’s really the answer. I mean, I’m glad I got to stick here, because I kind of used a financial proxy as the justification. But to me, as long as I
love it, I mean it could be. But my intuition tells me
I’ve got a couple more. So, I think it comes down to you. And I think it also comes
down to infrastructure. If Brandon Warnke and Justin
Novello and Bobby Shifrin and John Kassimatis and Bryan
Delatorre and Geoff Thurose, if they weren’t in place at Wine Library, along with my dad, I would still be there. VaynerMedia, I mean, some of
you have been here for awhile. VaynerMedia is a helluva
lot better shape today for me not be around, than it was a year ago. I mean, a helluva lot. We’ve gotten dramatically more senior. People have grown. But, I think it’s still
maybe a couple of years away before I feel like it can
sustain and grow without me. And so, the practicality of
this decision matters as well. India, wait a minute, how
did we not talk about this?

4:08

do you practice to keep focused?” – Raymond, that’s a good question. Daily rituals to keep focused. You know, now that I’m a year and two days into my physical regimen, that is what you would think is one of the things I do, but I don’t. I do not find that my working out […]

do you practice to keep focused?” – Raymond, that’s a good question. Daily rituals to keep focused. You know, now that I’m a year and two days into my physical regimen, that is what you would think is one of the things I do, but I don’t. I do not find that my working out has done anything for me
mentally, I really don’t. I don’t feel any different mentally today than I did a year ago. I don’t sleep better. The only thing that’s happened is I just look way better, and you know, that’s that. I’m sure there’s plenty of other, I’ll probably live a lot longer, that’s that thing. I feel much stronger, by the way. Traveling is where I’m really feeling it, just little silly things
like grabbing my suitcase. I think I only have one ritual which is in parallel to the way I live my life. Even right now, as I’m
talking to you guys, there’s a little part of my
brain that’s always moving. It’s just like think of
it as a hamster wheel, and it’s always just reminding
myself to keep things in perspective. I think my daily ritual. How was the question phrased again India? – [India] It was phrased daily
rituals to keep you focused. – To keep my focused, I think the one thing
that keeps me focused is the perspective of
understanding how lucky I am, how good life really is, how
the things I complain about are not that big of a deal
in the scheme of things, how at moment’s notice I can get a text right now while filming this show and have the tragedy of my life
happen, and every second that doesn’t happen,
how thankful I should be for that, because those
are real scenarios. These are things that
you and so many of us deal with on a daily basis. Now that I have a 530 person company, HR sends me an email inevitably every week to two weeks of very scary things, like people’s families having
tragedies of death or people being diagnosed with illness. Just real stuff, real stuff. I am stunningly capable
outside of New York Jets football to understand
in check, in emotion, how 99% of things don’t matter. My daily ritual is
actually my ritual that I keep at an every second basis. It’s my moment, every second ritual of keeping myself in check to recognizing what is
important versus what’s not. Sure I get frustrated and
concerned and worried, but it never has a sustained level of a feeling, because I just put things in perspective so well and I’m so thankful for that gear. I really wish I knew how to teach it. I think the only thing I try to do is put it out to you guys. I’m hoping that somebodys like geez, that seems like hope you’re looking at
me or listening to me right now and saying, gee that sounds fun. You’re right, it is. I’m a very outrageously, stunningly, over the top happy person,
because of this gear. It is very difficult
for me to have sustained unhappiness because of this vehicle, and it also allows me, and
I really do believe this, allows me to affect the people around me whether they’re consuming
me on a daily basis or they work with me, to actually level themselves. Stunwin, as someone who I find
very cynical and different than me, straight up, no
bullshit, because I don’t care and you know that. Don’t bullshit me. Do you feel that this, how long have we been
jamming together now? 18 months, where are we at now? – A little over two years now. – Sorry, in these two years, do you feel that the answer, I don’t know how much you were listening, you
seem like you were working which is a nice change of pace. – Thank you, thank you Gary. – Stunwin, do you feel,
no bullshit, no bullshit, do you feel that you’ve moved at any level to be more optimistic, bigger perspective, happier? – Absolutely. – Talk about it. I know it, because I can see it from afar. I’m pumped to hear that, but I’m curious how you quantify it. How much? Or how or what, or talk? – I would say that the thing that you all, you say that resonated with
me the most is the whole you’re 100% in control
of your situation and don’t bitch about it. – You’ve changed in that way. – Yeah, in a big way, absolutely. – Yeah, you’re right. I think about you three years
ago, you complained more. – I complained a lot. – Yeah, no really. And you feel more in control. – 100% yeah if I have a problem, everything is fixable as opposed to – And talk to me as somebody whose, when did you start watching Wine Library TV? – 2007 I think. – The difference of being this, so you said, I listened very carefully. I’m a good listener. The thing you said that resonated with me you followed me for a long time. How long have you been at VaynerMedia? – Three years this month. – For almost a full year,
you weren’t as inner circle with me. Was it watching the execution
of that non-complaining that triggered it, or was
it just momentum or what? I’m trying to figure out what I wanna do for them
is what’s the difference between what they are experiencing which is what you
experienced, which is you’re listening to it versus
clearly being able to see it in real life. You see all the, you’re in my inbox, you know the insanity that I – I know what it is. It’s that you encourage
people to take control of the situation, and what
happens is the first time somebody actually acts on that and says, I have a
problem with this person and instead of bitching
and complaining about it, they actually take control
of the situation and they say, hey this is a problem. How do we fix it? People are afraid to do that. They think it’s gonna backfire. They think, I’m not allowed
to give that person feedback, or I’m not allowed to
act on this, because it’s not my job, or I’m not
senior enough or whatever, and the first time you do
it, and it doesn’t backfire, and it actually works, because you asked for what you wanted, it’s like oh shit, that’s actually really empowering. – And let me teach you about scale. That’s awesome, in that what I know and I’m gonna give you
a little love here is going from that what he just said which is complaining and
not doing anything about it, to the next step which
is doing something about it, but what Steve has
done, unlike others. I’m super pumped they’re just doing it. What Steve has done that I’ve noticed is not only that, then empowering others to do the same, and that my friends is scale. That my friends is how
you go from a small base to a big base when you are so religious and you suffocate all the wrong, and you try to teach, and you have people that level up to it, so that saves you time, but then some break through and actually teach it as well, and help me scale it and know much of a religion it is. That’s when you start really scaling it, and that’s who the hell knows how we got to this point. I don’t even remember the question, the daily ritual. That’s my ritual, and not only is it my ritual it’s my religion, it’s my passion, and it is probably fundamentally
why I do this damn show, because I’m so desperate for you guys to do the same, because
it’s just way better.

5:26

“to have two burning passions and pursue them “at the same time without half-assing them? “Or is it ideal to pick one at a time?” – That’s a really good question. I, you know I think there’s people that have two burning passions at the same time. I really do and I wonder if you […]

“to have two burning
passions and pursue them “at the same time without half-assing them? “Or is it ideal to pick one at a time?” – That’s a really good question. I, you know I think there’s people that have two burning
passions at the same time. I really do and I wonder
if you can Wuzzle them and make them both work at the same time. That was a 1980’s rare television cartoon Saturday morning reference, Wuzzle. Do you know what Wuzzles are? India search it right now.
– [India] Wuzzles? – Let’s watch India’s face
as, she’s gonna love these watch this, this is India in real time, this is India in real time.
– Wuzzles? – Yeah Wuzzles, W, yep see it?
– [India] Wuzzles? – Uh-huh, go to images
because this is Wikipedia go to images.
– [India] Okay. – I want you to like really
wrap your head around how cool these things are, cool right? They’re two animals in one. So she was like a hippo
– [India] Oh. – and a butterfly, you
see what’s going on here? two animals in one.
– [India] I see it, I see it. Oh I kinda remember this. – Bang that’s what I
was lookin’ for, uh huh. – [India] The two animals in one. – Uh-huh, so maybe you can
Wuzzle them right and find a way to make your two passions… For example, you know
I could’ve very easily made Wine Library TV and the Jets.. What’s goin’ on to you? – [India] (laughing) Wuzzle them. – Well Wuzzle them, like take your two passions
– [India] I know – and smash them into one. – [India] I get it. – Like for example, I could’ve
done all my wine episodes at football games that
would’ve been a further.. You know I have the
Jets bucket but you know there’s ways to uniquely… I think you know I once
said and a lot of you liked this photo on Instagram,
if you order this quote, if you want to be an anomaly
you have to act like one. I wonder based on this question if you could be the first
person that combines two things that nobody’s ever combined
before which are weird and win. For example again, I love wrestling. What if I did Wine Library
TV only at tailgates or football environments
and wrestling matches. Like independent
circuits, like weird stuff where there’s 150 people
in the audience at a gym and the Iron Sheik’s still
there, you know stuff like that. So I’m a big fan of trying
to find a way to Wuzzle them and that’s what I would do. Now obviously a lot of
people are gonna tell you pick one, focus, I may say that at times. Today I felt like Wuzzling
them, tomorrow if I answer this question I might say
pick one, both can work. I think at the end of the
day, and we’ve talked a lot about this, it’s about self-awareness. And it’s funny I’m reading
every goddamn comment in Facebook specifically, right now I’m on a Facebook comment kind
of spree so I apologize to all the YouTubers but
that’s just what’s happening, and it’s interesting I’m
feeling more and more pressure on my shoulders more than ever before because the show is
picking up so much momentum and I’m watching so many people comment about them implementing
and seeing results. And it makes me hungry,
ambitious, greedy to try to impact more people with
what is really working. Which is if you really
know yourself, really India this question comes down
to a very simple place which is it’s one of two choices. It’s truly one of two choices. It’s really just two
levers, it’s happiness and financial and street cred upside. It’s just trying to pull the lever.. and listen I do this, I think
a lot of you may be confused. I leave enormous amounts
of money on the table for happiness. I just do, I do it all the time. The largest speaking gig
of my career, a number that makes me vomit on the
table out of happiness, I passed on ’cause it’s week
four and the Jets are playing in London and I want to go
watch the Jets play the Dolphins in London, and by the way
this is a significant number, this is a hefty six figure deal. This is more money than I
made in a three year period in my mid-twenties to go
and MC and speak at an event for a day and a half. Still could’ve watched the
Jets like I do all the time and I’m choosing happiness
over cash and we all have to do that all the
time and our lives evolve. I’m in a better financial place
than I was seven years ago. Maybe then I would’ve
chose cash, I don’t know, but even in my early days.. For example, when I lost an
eighth of, eight Jesus Christ, a third of my entire wealth in my twenties to have fun in Vegas so I
then lose it all gambling was ’cause I chose
happiness, kinda sadness, over, over, over wealth. And so the answer to this question is predicated very simply. Do I believe there’s, I’m gonna
really, I’m really breakin’ this down India, if you
Wuzzle it you may pop and be an anomaly and have
disproportionate success ’cause you’re the first guy to ever bring spaghetti and music together in this way. Most likely you won’t
and your financial upside is probably predicated on
picking one and going all in. Most likely, however, you
just might have more happiness mixing the two and have the
home run grand slam potential of breaking out which is why
I always do those things. I’m always picking my
happiness versus the straight and obvious course because
I’ve got a little bit of magic and sometimes my weird
stuff actually works as well and the booboo prize is that I’m happier. And boy happiness is addicting. You know what I’m gonna actually – [Voiceover] Vayner Nation
Serious Right Hook war.

7:39

what’s the best thing that’s happened to you this week? – Oh, Good News Shared, that’s a good one. What’s the best thing that’s happened to me this week? First of all, thank you so much, second of all, love the concept of this Twitter account. Good News Shared, like just share good news? Like, […]

what’s the best thing that’s
happened to you this week? – Oh, Good News Shared, that’s a good one. What’s the best thing that’s
happened to me this week? First of all, thank you so much, second of all, love the concept
of this Twitter account. Good News Shared, like
just share good news? Like, what’s the best thing
that happened to you this week? That’s a nice concept, I’m into that. The best thing that
happened to me this week, if you consider Sunday
the beginning of the week, I guess you should,
’cause it’s officially, I think that’s the way it actually is. Is it? – [Voiceover] Yes. It is right? I’ve forgotten this. Is that real life though? Sunday is the true, like, yeah, right? It’s not a normal– I would say the best thing
that happened to me this week was spending time with my kids being official, on Sunday, they really enjoy the outdoors, we went to, we’ve rented
a place for the summer and I have city kids, and
they’re starting to get older, and it was fun to watch them
kind of play in the yard, and really enjoy that experience and like spending real
quality time with them. It was, I had one of the– this is not a joke, I had
one of the best weekends of my life this last weekend, all predicated on family
time, it was fantastic. And that was the best part, just seeing, you know, my kids are, Misha turned six this week, Xander turns three later this summer. They’re starting to get to that fun age, it felt different, it felt different, it felt like, I think I saw a preview to
the next four or five years of fatherhood. That really excited me.

31:27

– What’s up? (mumbling) 1,700 on Meerkat. Hey, Meerkat. I love it. Cool. Let’s keep it going. Hey. – Chris Green from Massachussets – [Gary] Hey, Chris. Congradulations 100 episodes of #AskGaryVee. – Thank you, man. Shout out to DRock for that hustle video one of the greatest videos I have ever seen. – Let’s […]

– What’s up? (mumbling) 1,700 on Meerkat. Hey, Meerkat. I love it. Cool. Let’s keep it going. Hey. – Chris Green from Massachussets – [Gary] Hey, Chris. Congradulations 100 episodes
of #AskGaryVee. – Thank you, man. Shout out to DRock for that hustle video one of the greatest
videos I have ever seen. – Let’s here it for DRock! (audience cheering) – You can talk about the hustle, you just said two questions ago you can make any company successful, I know you believe that, we all believe it but when you can do so
many different things when your hustle can turn
into so many different things with so many opportunities today 2015 how do you chose what to do and what’s your greatest opportunity ’cause to do what you are doing? – This is the part that I’m not great at. You know, many around me would argue that I’ve done a poor job in selecting opportunity cost because of the earlier question to the gal that pitched
all the stuff of you know, I’m playing such a long, my vulnerability and I think I said it on one
episode, but I am not sure. My vulnerability is that I was too patient and I left the prime years on the table by giving back too much by leveraging too much, by doing non scaleable things too much and so it’s something, you
know, I turn 40 in November and much like when I
turned 30 and freaked out at Wine Library, and
started Wine Library TV I think I’m forcing the narrative ’cause I think it’s convenient. But I’m definitely feeling weird. I’d be lying if I wasn’t. I have been spending a
ton of time on you know, I’m sure I don’t really recall this, but I actually do recall it. I remember thinking
like all right 30 to 40 is going to be the years where I lay down the foundation
to buy the New York Jets. All right, and so, you know, I’ve definitely been
like, you know 40 to 50, like this is it, right? And I’m sure when I get to 50,
I’m like this is really it. You know, but, I’ll be honest with you I’m not sure that I am the
best guy for this answer because the truth is I
like non-scaleable things I love doing stuff like this. Like you understand at some level and I think people will
eventually figure this out about me, and I think a lot of people here probably do recognize it. I disproportionally like
people which will then probably ultimately not allow me to
maybe squeeze out every dollar but I’m still going to
be much happier for it. Like this show, like I’m
going to watch this show. Wait, hold on, let me just talk to myself. You look terrible. (audience laughing) – That was me talking
to my 90-year-old self. Like these things, it’s funny
when I come across somebody tweeting out like an episode of Wine Library TV from like
2006, like I do a ton of stuff that on black and white don’t look like the smart opportunity cost
play, but they are the things that make me happy as a human being and just hustling for the cash so that we’re buying the Jets is only one part
of the equation for me and so I think from a business sense I leave a lot on the table from a life sense, I’m happy
with my allocation of my time. I’m happy that I get together
with former employees that I love so much, even
though everybody around me will say “We need those 15 minutes “for these 700 other things
that need to happen.” I don’t care. And so, I think that you know,
I think the way I judge it is how it feels in my
stomach and my heart. Not my brain. (audience applauding)

4:46

“Gary, how do you maintain a good, pleasant mood with family after a long day of hustle?” – Sandy, great question. India, was it you replied in email who’s like, yeah, I wanna know that answer too? Look, here’s the thing. You know, this is only one person, I’ve always had, and my dad did […]

“Gary, how do you maintain
a good, pleasant mood with family after a long day of hustle?” – Sandy, great question. India, was it you replied
in email who’s like, yeah, I wanna know that answer too? Look, here’s the thing. You know, this is only one person, I’ve always had, and my
dad did not do this well, and maybe that’s why it affected me, I am so grateful and so thankful to the family members that allow me, my wife specifically, allow me the freedom to hustle the way I do. I feel like it’s totally inappropriate to disrespect that
love, to then carry over my headaches home, in general. And this is something that
the people that know me best, the nicest thing they can say to me, and it happens, you know,
it’s been said to me 12 times in my life,
nothing, but my best friend, Brandon, who runs
Wine Library, my mom, my sister, my wife,
AJ, my dad hasn’t, anyway, there’s been a couple
people that have said to me how much they admire that
I never take my headaches out on them. I think it was really,
at the end of the day, two people, people that need somebody else to dump their headaches
on, and people that collect those headaches. I admire my mom tremendously, she collects everybody’s headaches. I’m very thankful that I took that DNA. I’m thrilled to hear your headaches, but I have no interest in giving you mine. And so, that foundation, that DNA trait allows me to walk right in home with all the insanity, lost this client, cash flow’s not as good, problem, can’t ship to this state anymore, didn’t get that deal,
this deal fell through, didn’t get that opportunity, number two in the New York Times, you know, something way worse than that, like, somebody’s leaving that I don’t want, somebody’s sick that I don’t to be sick. All these things that
are life and are intense, the second I walk in that door, I need to repay that amazing family that has given me the
opportunity to do my thing, I need to shut that all off
and turn on a different gear, and the truth is it’s just easy for me. No different than when Kobe, Staphon, let’s Kobe, show Staphon, you know, when Kobe goes on the court, he becomes a different character. That’s how, I’m very much like that. On stage, different dude. Right now, different dude. Running this company, different dude. Walk in the house, different dude. And so, I just have a lot of gears. I gear it up.

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