– [Voiceover] Darren asks, “How much sleep “should you get on average? “Do you work seven days a week? “Do you have set days off
to spend time with family?” – Darren, you know this
is a great question, I get it asked a lot. I talk so much about hustle
and people don’t think I sleep. You know, I try to get six
or seven hours of sleep. I think sleep is massively
important for the body. Right now I’m working out a
lot, as you guys can tell. And that’s affecting my sleeping patterns. Not that I sleep better, by
the way, everybody thought. I was so exhausted before that I was just sleeping like a rock, I’m
lucky with the sleeping, but I sleep quite a bit. Weekends are for the family. No this on the weekend, anymore
for the last couple years. Lot more vacation time. Going from maybe a week or two, even as early as four or
five years ago to now, then three or four, now even like five. So sleep’s important, rest is important, recharging’s important. It’s not about 365 days
of complete insanity. It’s about 265 days of complete insanity, and a hundred days of really resting and giving you the energy
to have that insanity. I think hustle is about when you’re in it, versus every day doing it, right. So for me, it’s this
Tuesday, uh Wednesday, see? This Wednesday is all in, right? Like I’m gonna go all in
the whole way, every minute. A lot of the people that
are around my life now, even you guys probably,
get very caught off guard of how I have zero minutes in
play for 15 hours in a day. Like there is no, Zak needs
like two minutes to like, hey look at this new
design for Wine Library, and DeMayo, my assistant’s
like, yeah next Thursday. And he’s like, two minutes, right? So I go all in on the days I’m in, but boy, do I rest when I rest. And boy, do I check out when I check out. I don’t even like travel. I don’t want the pyramids
of the Eiffel Tower, I don’t care about the coral reefs. When I vacation, I need
to sleep on a beach. And don’t talk to me. That’s how much recharging. When I sleep, if you walked into my home, punched me directly in the face, and stabbed me with a knife in my left arm while I was sleeping, and
robbed everything in my home, I’d still not wake up. That’s how all in I am when I’m resting. So I’m just an all in character, regardless of what I’m doing.

– [Voiceover] Megan asks, “You’re like, “a billionaire, right? “What do you splurge on?” – Megan, I’m not even sure if I’m a 100-millionaire. Maybe with my assets, you know, VaynerMedia and Wine
Library are doing well, but I splurge on experiences. For example, LeBron’s first
game back in Cleveland against my Knicks, as you notice today I’m wearing orange because I’m starting to get ready for the basketball season. You can imagine why. So, experiences. You know, vacations with my family, and definitely things
like LeBron’s first game back in Cleveland, and
they play the Knicks. AJ’s a huge Knicks fan,
more so than even I am. Let’s go with him to that. Something me and my bro can remember when we’re much older. It’s cool to like, sit
around if you’re an old man and be like, “Remember when we went to “Kareem’s first game back in Milwaukee? “With the Lakers?” That’s like a fun story. Those are the kind of
things, I want to spend money on experiences. Paying for my friends to go
on trips when I was younger, when they couldn’t afford it. I splurge on spending time with people that I care about.

“Would you ever automate your position, delegate to as many people as it takes, and spend 95% of your time fully engaged in family and life?” – Absolutely not. And as a young entrepreneur, Young Entrepreneur, let
me tell you something from Old Entrepreneur. Which is, I love the process of the work. I love the grind. I love the climb. You know, I love the idea of
getting to buying the Jets, more so than buying the Jets. It’s the process. To delegate out what I love, would defeat the purpose. Of course, I wanna spend as much time with my family, as possible. But that would be lying to my soul if I didn’t do what I wanna do. And what I want to do for a living is build organizations, build companies, create commerce, be a salesman, be a guidance counselor, HR character, social commentate and put out content. I would suffocate if I
couldn’t put out the work that’s needed to accomplish
the things that I want. Psst. The problem Young Entrepreneur, especially when you’re
a young entrepreneur, is people want stuff, right? They want the bling-bling here, right? They want the cool ass kicks. They want the car, they
want the jet, not the Jets. They want stuff. I don’t want stuff. I want the sweat, and the pain, and the gratitude, and the, you know, happiness that comes along with the work. I want the work, I don’t want the stuff. – Hey Gary, I’ve got a very
simple question for you.

“about business, brands, et cetera. “What’s the one life
lesson you have learned “since becoming a father?” – Sean, this is a fun question for me. I appreciate it. You know, I love this show because I’m really shooting straight,
and in me shooting straight you’re gonna all really realize how much of a contradiction I really am. You’re gonna figure out how
much of an ego I actually have. You’re gonna figure out how
much humility I actually have. This is gonna go on the ego side. I’ve always been nurturing. I love HR and the team, and
like, you guys, the community. I have a lot of nurturing DNA. I’m a motherly kind of character. I also have an 11 year younger brother that gave me a test run into fatherhood, because my brother and I have
that kind of relationship, especially cause my dad
is such a workaholic, wasn’t around as much. Though much more for AJ than me, I just want to throw that out there. He did go to some of his basketball games, which I’m still jealous about, and in general my dad’s
kind of an old-school, less nurturing, let’s put
it that way, kind of guy, and so, you know, when
I’m 19, AJ is eight. What that did for me in a lot of ways was, you know, it’s not the same. A brother, even as much as I love AJ, it’s a different feeling from children. I think the thing that it’s taught me is, I want to say unconditional
love, but the truth is I probably love my parents and siblings more than the average person from what I’ve been able to gather. It’s taught me things I knew, which is the fear that I have for any, Misha, yesterday, talking to me about somebody called her a chatterbox
and it hurt her feelings. A, made me laugh, because
she’s like her dad, and I’m like, I remember going, “My music teacher in first grade called me “a machine mouth,” or
something pretty tough. Anyway, motor mouth, thank you. So she’s going through that
stuff and it was crazy to me to sit there and feel how much pain I felt and we’re not even in bullying zone, or zits zone, or awkward teen years zone, so it’s teaching me that,
as much as I love my parents and my siblings and
all these other things, the love I have for those two is deep, and it’s hardcore. – Hey Gary. Tony Brown here from tonylbrown.com,

uh, uh, you know, my
question for you is this, uh, um, do you speak Russian? (speaking Russian) And for all of you that
don’t understand that, that was Russian with a
very heavy English accent predicated on the notion
that it was important for my parents to become Americanized and so we didn’t live in Brooklyn in Brighton Beach with
all the other Russians. We went to New Jersey. We were very proud to become Americans and very much pushed English
language in the home.

– [Voiceover] Duke asks, what
would you say A.J. has learned and applied from you in business, and, would he be willing to answer
this question on the show? – Duke, memo alert. This is the #AskGaryVee show. This is not the Ask A.J.
Vee show with no silent E’s. This is my show, I answer the questions. There is no A.J. answering the questions. It’s me, I do it, it’s my show. Take it away, bro. – Duke, thanks so much for the question. It’s a really good one, and
one that I could probably spend a couple of hours talking through, but I know this show
is long enough already. Tryin’ to think through it, like I said, there’s a lot I could go through. I think one of the biggest
things is perspective. I think that, in the course of
growing a business very fast, there’s a lot that gets thrown at you. And there’s a lot of good,
and there’s a lot of bad. And it’s really keeping
the highs not too high, and the lows not too low. And really taking a step back, thinking about the wider impact of everything that’s happening and really, just not stressing yourself out too much. I think every day goes by, a lot happens, but you can really just
focus on what’s important, think about the big picture. That’s been massively beneficial for me as we’ve grown the business
together at Vayner. Another huge one for me, is just the value of the team and HR. And just really focusing on personalizing the experience with your staff. I think, you know, when focusing on HR, I think there’s a temptation
to be a little bit too by-the-book, you
know follow a process, a handbook, of how to handle reviews, and how to handle situations, and we very much take a
look at every situation that comes our way, with
anybody that we work with. And really personalize
that, and really think about the situation and the impact of it. And don’t use a cookie cutter system. I think just really
focusing on HR, you know, we grew very fast at Vayner,
we went through a spurt, of, roughly, from 12
employees to 25 employees, to 100 to 250 to 400. And when you’re growing that fast, I think the two things
that I’ve mentioned: really keeping perspective
and big-picture thoughts, and really making sure that
you’re focusing on the team, and the team within, and
focusing on their growth, how they work with you, how
they work with each other, and those are the two biggest
things I think I’ve taken away from working with Gary and
having him as my brother, my business partner, and my mentor. And my best friend. – ‘Preciate it bro, nice answer.

Amy S. Savvysexysocial.com,
maybe you remember me, hi! – Of course. – My question is, I’m finding
that the more I travel, more events I go to, it’s like this major
intensity constant high of meeting people, and great content, and it’s like so insane. And then I come home to
like, total normalness. And sometimes that is
such a drastic change, that it actually feels low,
when it’s not actually that low, it’s actually just normal. But you’re just coming down
from such a consistent high of being at a five-day
conference, and it’s like, crazy. How do you stay level, between all these events that you do, because you actually instill
the intensity in people when you go speaking and
all that kind of stuff. I’m just trying to find some
balance in my life, Gary. Trying to find the balance,
I think you’ve got it. I think you got it. Help me out! – Amy, you’ve got me pegged. I do have it. I am equally as fired up sitting by myself on a six-hour flight in an airplane, as I am speaking in front of 7000 people, being the person that is the
Puff Daddy of that event, which is the hype artist. Yeah, yeah. And so, you know I’m not sure,
maybe it’s very similar to the question that we just did. I do have that balance because I’m thankful for
what is in front of me. I very much live in the moment. One of my flaws, and/or my gifts, is that I’m so into what
I’m doing, of that moment, that I do forget about my
family, or my responsibilities, ’cause I’m so zoned in. Right now I’m literally could
care less of what’s going on with anything outside this cube, ’cause I’m zoned into
the #AskGaryVee show. So I’m very all in on what I’m doing, and so when I come back from that high, first of all I’m pretty
much high, although, I mean, I can create high from calm if I need it, ’cause I’m hyped. And excited. Yeah, I know, I don’t, this is an answer that’s very difficult. I wanted to show this answer because I appreciate the question, ’cause I think a lot of
people think about it. But the truth is, this
is something that comes very natural to me. It’s intuitive. I would just ask all of you,
and I talk a lot about this, I tweeted out quite a bit
over the last two weeks about my grateful kind of post on Medium. I think gratitude, Amy. I mean, just be grateful,
be grateful that you have some down time and it’s
just normal, and it’s nice, and you get to see your
core friends and family, and be very grateful
that you’re lucky enough to go to five-day tech raves, where you can be on that high. – [Voiceover] Duke asks, what
would you say A.J. has learned

that I’ve had to deal with, hands down, it has to be the fact of
siphoning off of Wine Library TV, Daily Grape, that routine of six years, and really leaving the day in, day out operations of the family business, that is the most emotional business. Working with my dad, kind
of this transition of being day in and day out with my dad, to being day in, day out with my brother, enormous emotion comes with that. I probably never even realized
that that would ever happen. It was a very big brain twist for me, that I would be transitioning
out of the family business into another chapter of my life, and I struggled with that quite a bit. A lot of heavy emotion, the relationships with the people at Wine
Library, my dad and I dynamics, just all these very interesting things that was happening right
when Misha was born. It was a very interesting time in my life. I was growing up, and
transitioning and changing. I dealt with it with what
I deal with everything, and really, probably the
cornerstone of my happiness. I dealt with it by over-communicating. The level of communication I had with the people involved was very high and allowed for it to happen. And so, that’s what I did. – [Voiceover] Damien asks,
“When you have a billion dollar

“with working in a family business?” – Nam, very carefully. Family businesses are difficult. I’m in my second one, my dad, my brother. I look forward to my one
with my kids one day. Misha and Xander, if you wanna
be an entrepreneur, call me. Um, you know, I think the real answer is, Nam, the reason I’ve had two
successful family businesses, is very simply, and kudos to my dad, and kudos to my mom, and kudos to just, a lot of fortunate things
that allowed my dad and I, and now my brother and
I, to allow our love to trump our pride, our competitiveness, our business POVs, somehow in our specific situation, probably predicated
with a lot of hard work, specifically from my mom,
more than you would think, and my dad, and then the incredible natural DNA that they gifted me, we have created a situation
where we’ve allowed, at the end of the day,
for us not to lose focus on the fact that we love each other more than we care about getting our way.

how important is it that
your significant other share your entrepreneurial vision? What was Lizzie’s impact
on building your empire? – Blake, this is a great question. Decided to get your question on the show. First of all, Lizzie’s impact on my career is much more than I expected. I grew up and would hear things like, behind every great man is a great woman. I’d be like psh. And not in a negative chauvinistic way but I was like, I’m hustling my face off. I’d be working every hour. And then you start growing and you mature and you become a man. Not a kid. And the truth is I’m
actually flabbergasted by the level of Liz’s impact on my career. Lizzie’s support and I mean utter 100 thousand percent support is a major factor. It gives me the head
space to be all in here at Vayner and doing my thing versus worrying about if
I’m five minutes late. I’m running late taping this right now. If I get home, it’s going…You know. It’s incredibly important in the fact if you prioritize your career. Curve ball. So it’s massively important
to give you head space to have as much freedom to execute on your vision professionally but the truth is when you fall in love with somebody, that person needs to take precedent over everything else and so at some level if you don’t have that, well, that just comes with
the consequences of love and that’s okay too. You may not be able to
hustle or work on it or work on it in a clear mind space and never give it 100 percent. I’m able to give 100 percent devotion to my businesses for enormous amounts of time every day because of Lizzie and the
way she rolls and supports. Some people can only put
73 percent of their time for a shorter period of time and they’re going to have limited success in comparison predicated
on their talent as well because talent is a variable. So it’s massively important for success but it’s not the only thing, is it?