Has there ever been a point for you where you’ve kind of been
overwhelmed with options for where you wanted to go,
kind of, in your career, and life and what was
the thought process, and the decision making
process you went through when you ultimately made a decision? – I think it’s happened
more, unlike what I think you’re going with your
question as you’re younger, you may be in school,
there’s a lot of options. You know, to me, I was
set at your age, right? I was, I mean, I barely went to college, I was like, I that badly wanted to go into the family business and do my thing. Where I started having
these things happen really is more of like the last
five to seven year phenomenon where I’m crippled by business options. Do I want to be a venture capitalist, do I want to start companies,
do I want to do more econ, do I want to do TV shows? Like, I’ve had a lot
of options in the last five to seven years, and I think for me, you know, what I like to do
is run on two parallel paths. So, here’s my piece of advice. One, I’m constantly debating them, right? I mean, you just have
to, you’re a human being, you’re thinking about your options. But I’m always doing something. I think the thing that bothers me is that people are
crippled by their options, and then actually aren’t
doing anything in parallel, they’re lollygagging while they decide, and to me, whatever you’re deciding, given that these should
all be loaded questions, whatever is in your option
point, you need to be doing. Right, you need to be executing. So, if there’s three
or four tangible things going on in your mind,
you need to make sure your internships, your
free time, you know, whatever you can do to let you taste them and get context around them
is what really matters. – Sweet. – That’s it, good. – Awesome.
– I thought there was gonna be a follow up. – Oh, in terms of that, I mean, that makes a lot of sense, just… – It’s about execution, right? Like, to me, what I was
doing was I showed up on TV a lot, I did angel investing, I ran VaynerMedia, like, I
was doing all these things. I think people are
confused that you could be doing a lot of things
at once if you’re able to stretch that rubber band. – But how much of it
would you say is like, following your passion
versus kind of like, trying new things, and
experimenting, and seeing… – I would never try anything
that I’m not excited about. Like, to me, when I hear you
say following your passion, literally, what I heard is,
how much is it about oxygen? Like, to me, that’s the only thing. Like, everything I just
mentioned are all things that I want to do. Like, do you know how
many people have asked me to go into politics? – I’d vote for you. – So, but I don’t want to do that. And so, I’ve never pondered that. Right? And so, you know, to me, you know, teaching is interesting. I think I’m a modern teacher,
I like it, I love this, but I don’t wanna do
it, I don’t wanna do it in the way that USC actually wants me to teach a course. The guy that I came, and did that course, where he’s like, look,
we’ll set it all up for you, you can be a professor. And there was a part of me
like, my mom would really get a kick out of that,
but other than that, I’m like, I don’t wanna do that. And so, all of it has to do with passion, but you can have passion about a lot of different things. So, to me, if you’re
contemplating anything that’s practical or money
based, get the hell out. Like, oh, I can go into
finance and make more money. That’s, like, I think
that is a terrible idea.

“If you could swap out
one quality of your won “for one of Casey’s, and vice
versa, what would it be?” – Mine’s very easy. I don’t know if you know me well enough to answer this question
but mine’s very easy. I’m a wimp when it
comes to physical stuff. I don’t ride skateboards. I don’t surf or ski. I do very little risk adventure. I look at GoPro’s, I’m like, who gives a rat’s ass? Like that’s not even in
my consideration set. You know, one time jumped
off a 50 foot cliff in Jamaica, I still
can’t believe I did that. (laughs) Because there was a lot of chicks there. Stuff was like peer
pressure, college stuff. I mean, like fuck it,
everybody jumped too. Some like eight year old jumped, like all right (laughs). So, having a little bit
of an adventurous bone would be intriguing to me. I mean look, I’m super happy the way I am but if I have to answer the question, having a little bit of
that free spiritedness I think is really attractive to me. – I’m gonna go really specific here, Gary and that’s your taste in and eye for wine. You know, I am an uneducated kid from a lower middle class house. Yet, I present myself as someone
who’s fairly sophisticated. But when it comes to wine
which all conversations in this world lead to wine, (laughs) I couldn’t tell you
which one came from a box and which one came from Gary’s cellar. And that’s something I really appreciate that you treat like an art form, Gary. – I have a feeling we’re gonna have video maybe in a, I think in
12 to 18 months from now we are gonna have to
drink very high end wine while jumping out of a plane or something. We’re just gonna combine this– – I hope not in that order. – No, no, in that order. We’re gonna be really– We may forget the parachute out. It’ll be big news. We’ll probably get the most
press we’ve ever gotten. – That’s true.
– You know, we’re gone. – Great YouTube video. – We just drank too much wine,
forget to pull the cord. – Lot of clicks, yeah.

“Where does confidence come from? “How do you both work on it?” – That’s tough. – I’ll let you go first here. (laughs) – Confidence, I mean– – Hold on. – [Voiceover] That’s awesome. – Yeah, I couldn’t (laughs) – You didn’t know the address? – Gary, over your left shoulder
is my electric skateboard. Right there.
– Yes. – I rode that electric skateboard up here. And if there’s one thing you
don’t wanna do while traveling 24 miles an hour in heavy
traffic through New York City, on an electric skateboard
is to whip out your phone and double check an address. – Respect. – So you gotta write that down. – Respect. All right, answer Ben’s question
about your outrageous level How does one have enough
confidence to ride an electronic skateboard 24
miles an hour in New York City? – I have an answer that’s
not really a great one for people to hear, so I’m hoping you have a better answer than I do, Gary. My answer goes like this, I’m one of four kids. There was the first born. The only daughter. And the baby. And then there’s the
forgotten child, Casey. So in my household, it
was like fight to survive. And my confidence was like born into me out of need to just exist
and be noticed and be fed. Now, not everyone has had
the beautiful misfortune that yielded the fortune of my childhood that turned me into a confident person. But I think it’s very
different from someone who finds themselves, as an
adult, in a world that sort of thrives on those who have confidence and being forced to find
that within yourself. But one shortcut I found to
that is making something. Making anything. Whether that’s writing something, whether it’s something creative, whether it’s something more pragmatic. Whether that’s a relationship, whether that’s a friendship. If you generate something
you can take sort of, you take comfort in what
it is that you’ve just made in your yield and I think
that’s a really great shortcut to finding confidence. – Casey, answer– Give me a word association
play really quick here. Fear. – Illness. – Illness? – Yeah, that’s– – I really didn’t want you to go there. Thanks for screwing up my answer. (laughs) For me– – The only thing, being
sick is the only thing that I’m scared of. – By the way,
that’s really funny. Actually, that’s really interesting. Because I was dissing a little bit and now I’m gonna put you on a pedestal. It is literally the health and
well-being of the people I– Weirdly, for me, it’s the people I love is scary ass crap for me. It’s a very big challenge and we all go through it. And so, I’m with you on that. Where I was going with that, is this, I am not scared to fail, by any stretch of the imagination. And it comes in the form of
truly being in this weird place where I really don’t give a
rat’s ass what anybody thinks. And again, that’s wiring. How does one work on that? What do you think I sit– What do you think I go in my room like, “Don’t care what anybody thinks. Don’t care what anybody–” (laughs) Like, you don’t do that. – Yeah, you get made fun
of a lot in high school and it seems like the entire
world is falling apart because you’re being picked on. – I want people to make fun of me. – You grow up and it
realize it doesn’t matter what other people think. – I do, India.
– You really don’t. It really doesn’t. And appreciating that– – It’s like those last
two weeks of high school. If you can capture that feeling. – Those last two weeks in high school, literally, everybody stops
caring what anybody thinks ’cause you’re all going somewhere else. And so, I’ve always had that feeling. It’s crazy how, you know, I was born with confidence,
I truly believe that. I do believe, in my case, I
also have the fortunate aspects of coming from a struggle
place, in a different way. On the flip side, my mom,
I was the first born. The apple of my mom’s eye. And so I had massive
positive reinforcement which then just made me
feel entitled to success. In an environment where
I was failing classes. I was 4 foot 11 when I went into my freshman year of high school. Not so strong…
– Rough, rough. -of a situation.
(laughs) But I walked out– I mean my book bag was bigger. Where’s you big book bag? – Didn’t bring it today,
not on the skateboard, Gary. – Like, I literally– My book bag was like your size. Let me tell you story
about my freshman year. Ninth day of school, I’m
walking down the hallway. I’m late for a class. I have a Jordache book bag (laughs) that’s twice the size of me. I’m walking. It’s like eight minutes
after the bell rang, I’m lost as fuck ’cause we have huge high school,
I have do idea where I am. This is terrible, right. There’s some dude, hanging out of class with Paige Parlow who was one of the hottest
girls in our school. It eight days into
school, I know who she is. She’s a sophomore, he’s a senior. I’m walking by them. He goes, “Psst.” I go, (beep). I go, “Yeah.” He goes, “The nursery
school’s over there.” That’s what happened to me. Do you know what I went through, what went through my mind? I said, wait till (beep)
(beep) (beep) face, punk. (laughs) Sorry, India. That’s what went through my mind. And that’s just where
I’ve always been. (laughs) I know it was a little crude. – Gary Vaynerchuk, folks. (laugh) – All right, let’s move on. (laughs) – [India] From Allen.

“Which of your views do
you think has changed “the most in the past five years and why?” – Oh, we’re coming out strong. Which of my views has changed the most in the last five years and why? I yell at everybody to
not draw lines in the sand but the four, five things
I actually care about are pretty hardcore lines in the sand. You know, I’ll talk about
some things that have changed. I think that I’m a better communicator as the CEO for VaynerMedia than I was with Wine Library. I think that I hate confrontation
and negativity so much that I lollygagged, and
it wasn’t easy for me to give critical feedback. I mean, even people in this room have gotten critical feedback, and have fundamentally benefitted from it, and it’s not something that I’m sure that I could’ve delivered
as a younger CEO, which is, I didn’t like it. I literally kind of took the role of like, well, if they’re not
winning in this environment, then eventually I’ll
just, they’ll get fired. If they can’t figure it out,
it’s so good, they’ll get fired and I wasn’t providing that value, so I think micromanaging along the way instead of letting complete capitalism and complete openness
kind of rule the day, is something that I’ve changed. You know, I don’t have that many, you know what’s funny about
that question, Brandon, is I’m over-the-top
passionate lines in the sand as equal as I am to being
willing to change them. I always like to say,
I’m a mobile, mobable? No, no, no. What’s that? Moldable, thank you. Modable dictator, movable,
too, and moldable. Make me! Moldable dictator, because I think that the thing the team will about
is, if you can debate it out, and if it makes sense to
me, I’m willing to try, I’m willing to test. So I don’t get too passionate about it. I’m trying to think. Kids, family balance, work life balance, profit topline revenue. I feel myself changing
on YouTube a little bit, in the current moment, like, you know, Jeff Nicholson on the paid team
is really selling me hard on preroll YouTube and it’s value prop and so that’s a rabbit
hole I’m intrigued by. Growth hacking, I think I was cynical to the term, I didn’t love the term, and so I would kind of like zing it, because I thought it was, I thought, like, Ryan
and other people in it, I thought were really great players, but I thought the term
was getting huckstery, but I very much value, kind of, you know, understanding, you know, result driven marketing, so maybe that. – [Steve] Are you any
risk-adverse in your investments? – Risk-adverse in my investments. No, but I definitely think
that I struggled a little bit to calibrate the 25 million
dollars in Vayner/RSE versus Angel 25 and 50 k for
the first three to four months, but I haven’t changed
my point of view there, it’s still jockey and. There is something I’ve
really changed my mind on, and I’ve brought it up recently. Dammit, I’m so pissed, I’m
good at this top of mind stuff. I’ll keep going with the show, and see if I can dig it up, or we’ll come back to
it in another episode. I’m very into changing my mind. I’ll give you a preview
to changing my mind. I will bash Facebook advertising in three to four years. Bash it. We’ll say that it’s overpriced
and doesn’t deliver, because that’s what always happens, the same way I bash banner pre-roll, and the same way I bash SEM to not being as good
as people think it is, those are my calling cards,
along with e-mail marketing. I’m definitely way more
down on Twitter today than I was three years ago, so, I don’t know if it’s like,
you know, it’s not like a religion change, but
the tactics I believe in constantly change, it’s my kind of, write similar books over and over. Sid, you’re smiling. Something happening on Periscope? – [Sid] They’re like,
‘we wanna ask questions.’ – They wanna ask questions. Periscope, why don’t you
calm your goddamn role for a few seconds and let me do the show. And so, my tactics change a lot, but like, you know, the core things, I believe in being good
to people bring value, things like that means you’re
having shifted that’s so much.

“Or do you even have free time?” – Lucky, I have a ton of free time. Well, it’s not free time, I mean I assume you’re asking
when I’m not working, spending it always with my family, and then the only other thing I like to really allocate time to is the New York Jets. Lizzie and I sometimes
watch documentaries, movies, that’s a fun thing for me. I really like docus. I don’t talk about that. There’s that. Let’s keep going. This is fun. Let’s do a rapid, kind of like a

“kicking ass with work while going through “serious personal crisis? “How do you separate yet deal with both?” – You know Kat, it’s interesting. This is a tough question for me. I’m not so sold I really know the answer. One of the things I’m very curious about, and I fancy myself in being very resilient and things of that nature,
but I’m very emotional. Going through a very,
very, how is it worded? A person crisis, a serious personal crisis
for me could be enough to put me in a position where I would check out from a day to day hustle and business standpoint and really go address
that whether with myself or whatever I had to address. I often think about, knock on wood, the bad things that are
conceivable in my life and how quickly everybody
around me will realize how little I give a crap about business in those moments. I’ve been outrageously fortunate, or unfortunate depending on
how you wanna look at it. I lost two of my grandparents long before I was born. I lost my mom’s dad, my grandfather before he was able, a couple months before he was coming
to America to join us. I don’t remember him. I’ve only had one grandparent growing up which created a scenario where I haven’t fortunately had a lot
of death or sickness. That’s a cliche thing. Obviously so many of us, not me thank God, so many of you, so many people here have dealt with crisises
that are way more intense whether it’s siblings or parents, or uncles or aunts or best friends they’re close to. I’ve been extremely fortunate. I think I’m driven by that gratitude. I think people are confused
by the gratitude I talk about. It’s not the monies. It’s, or the amazing audience and admiration I get from thousands. It is far more predicated on the health and wellbeing of my family and dearest friends. I would say as somebody who pushes hustle 24/7 365, that that is probably
the area where I think outside of actually having to do it, to put food on your table, or stay practical, I
think that is absolutely the time and place and the permission to step away, regroup,
have time for yourself, deal with those issues, and come back fresh. I think that it’s a mental game, and it would be insane for me to sit here and impose a strategy without having all the context. I think it’s different for everybody. I know a lot of people that go the reverse and go deep into their
work to shut it down. My intuition is I’m not that. My intuition and having
a lot of self-awareness is I check out a little bit, and I let all the
wonderful people that I’ve done a lot of good for as a leader step up in those days or weeks, or months, because I’ve
empowered them to be able to do things. Like Steve could sit
here and be on the show and eat a couple almonds,
that kind of stuff. Chalene Johnson here, the
author of New York Times

“Louis CK doesn’t take selfies with fans. “Instead he shakes their
hands and talks to them. “Would 2015 Miss Manners approve?” – So first and foremost, it’s not my place to judge anything. Well, stay calm there, India. It’s not my place to judge Louis CK’s execution, how he interacts with his fans. I think there are very
few things that I hold up to a pedestal more than one’s interaction with their fan base
whether that’s eight people or eight drillion people. There’s one thing that’s
interesting to me in this is, my first gut reaction, that’s not true. I’m so damn curious if he desperately like a religion believes that’s the right interaction, or if he’s just schticking a
little bit to make a point. It got asked on this show, is it a thing, is it a fight the system
kind of play from him? I don’t know much about this
so I’m going on question. You see something? What’s going on here? – [India] Louis CK explains–
– Why he doesn’t take photos. So, I need to check that out. I’m sure it’s super interesting. You’re reading it really quick? – [India] Yeah. – What’s the gist idea? – Just says he doesn’t like
taking pictures with people. – Right, so listen,
that’s his prerogative. I do believe that if
you’re lucky enough to make millions of fucking dollars
to be in the limelight, that there’s certain
things that you should, I think if a fan wants the selfie that you should deliver on that. But, that’s just one
humble man’s point of view. I have tons of empathy
if you’re introverted or you don’t like it, but to me, the fan is always right. And a fan wants a signed
book, if they want a picture, if they want a handshake, if
they just want to thank me, if they want to give me their book, I’m just very thankful
they want to do anything. And so for me, I’m most
comfortable in counterpunching, reverse engineering, the finish
line for the other person. But I can’t be mad at
somebody drawing lines because, I mean, he may be a germaphobe. Oh, but he says he shakes hands. Everybody’s got their own thing. I see a lot of people who are
actually very scared of germs that don’t want to shake
fan’s hands and it’s awkward. You know, there’s all
sorts of things out there, so for me I think it’s a misplay, I think more and more people
are going to want to do it. I think it means so much more to them. If you’re a celebrity of his value, I’m sure he has empathy to
recognize that people want to show off that picture
and put it on their social. It’s not the event, it’s
the aftermath of the event. And so I want to provide that
for people that value that, and I’m humbled that anybody
would want to do that with me and I’m sure there’s a lot
of people that weren’t able to take a selfie that are
massively disappointed in that interaction but I respect people creating their own personal boundaries. People are different
than businesses to me. I can get really mad at businesses because there’s people driving that logo but as a human, people have
their lines in the sand.

As you know, I’m a humanist and I’m really big into human beings, hanging out with human beings and building real relationships. – Me too, Simon. – And I love technology
and I love social media, but I’m also aware that there’s a balance and if things go out of
balance, it can actually hurt the relationships that we form. And it’s amazing for me
sometimes to watch people you know, every notification they get, their Instagram, their
Facebook, their Twitter, everything that shows up
on the top of their phones, they can’t help but look
down and see what’s going on. My question to you is, do you think that companies who use social
media as a primary means of marketing, or any means of
marketing, for that matter, have a responsibility to actually
help us find that balance? Do they have a responsibility
to help us manage our real relationships or is it entirely the responsibility of the user? Thanks for your help. – Simon, first of all,
since we’re buddies, I’m dying to have dinner. Let’s get together, ’cause I’m
gonna ask you questions like, do you think that it’s the responsibility of New York City to
limit the size of sodas or is it the responsibility for us? Do you think it’s the responsibility of McDonald’s to no longer make anything that is over 180 calories or
is it the responsibility of us? Do we think that we should, you know, and it’s a very, very
slippery slope, right, I mean, I think that
politicians and other humans have for a long time tried to say, we know what’s better for the user than the user themselves. Not to mention, in a business environment, as you know, Simon, you know, Dunkin’ Donuts and
Starbucks and Peet’s Coffee can be like, cool, we’re gonna do this. We’re gonna limit, we’re gonna only Tweet and post on Instagram three times a day. And then like, Gary’s
Coffee’s gonna swoop in and do it all day long and
see results in the white space and then the other companies were like, screw that, we’re back. And so, I think it’s an
interesting question. I also think, and this
gives me an opportunity to go there, Simon, to say the following. I promise you that when you and I go and have these drinks
or dinner in a couple weeks that I will rarely look
at my phone, if at all. You know why? ‘Cause you’re interesting. ‘Cause I like you. ‘Cause I don’t see you that often. And because that’s what I want to be doing when I’m there. On the flip side, if me
and Staphon were just going to hang out right now for a quick coffee, I might look at my
phone a couple of times. I get to see him more often. We don’t have that much to
talk about right this second. You know, and so I’m like,
I’m gonna be choosing what I want to do besides
what I’m doing right there. I think that us people looking at phones. Looking at notifications is
actually a true indicator of what we value. You know, about to take
a drive with my mom, will not be looking at my phone so much ’cause I miss my mom
and I want to hang out. But if I saw my mom every single day, I promise you I probably would. Which is the truth. It’s just us choosing what we want. And so, technology has given us options. You know, I always talk about the couple you see in a restaurant, where like, me and Lizzie will walk in. Well, me and Lizzie don’t talk about this ’cause of my point of view, but I know so many of you have
walked into a restaurant and you’ve seen a couple and literally, both of them are on the
phone the whole time. And you and your partner are having dinner and saying like, look
how sad that is, right. All of you have done that. Or at least you’ve heard
of somebody doing that or you’ve been part of a party. To me, I don’t think that people
recognize that same couple, 20 years ago, they just sat
and ate dinner in silence looking at each other. Have you seen that weird thing? Have you seen that weird thing, India? Yeah, it’s weird. – It was weird. – It’s weird so I actually
am happy for that couple because what they would
have had to do 20 years ago, which is sit there in silence,
they’re at least actually keeping up with the ball game. Looking up on their Instagram. Deciding what they’d
rather do in that moment than hang out with the other person because they don’t have a great marriage or great relationship. That’s just real. This is real dynamics. I think it’s a very
dangerous slope to say, look, all these
relationships, how sad is this human interaction when
you have absolutely zero, triple zero, not double
zero, Robert Parrish, triple zero, follow me here DRock. Triple zero context to
what’s actually going on in the relationship. Do you know how many
people, I got it DRock. Do you know how many
people are in you know, out in public with each
other that hate each other at that moment. That are struggling. That are having problems. That are on the verge of breaking up. That have a business issue at hand. There’s so many dynamics
and I have no interest in sitting on a pedestal and saying, they should be interacting
with each other. And so, yeah, I think
there’s a responsibility and I think the responsibility goes in many different directions. And I think it’s a tremendously
interesting question. I still think that ultimately,
it’s very difficult to do anything other than
to rely on the end user to do what’s best for her or him. And so, that’s kind of
where I sit on the issue.

“characteristic that you’d like
to pass down to Misha and” “Xander, and what’s the
number one characteristic you” “hope they don’t get from you?” – Great question. The number one characteristic
I want my children to get from me, boy there’s
a lot, because I think I’m really fucking awesome, so
if they can be a complete replication that’d be great, sorry Lizzy. I’m just kidding, I’m kidding. Let’s go with first thoughts. The first two thoughts that came to were and this may seem interesting
to you, depends on how well you know me, number
one, the first thing that I thought of, it’s sad that
this was first over the second one, but maybe that’s an insight
that I need to deal with. The first one is competitiveness, you know, it makes me sad, because I know it’s
less noble than a lot, the other one is humility,
which I know, for so many of you, especially if this like
the sixth episode you watched, or first, you think it’s
completely ego, but I’m telling you, like I know how
much my humility is the engine of my success,
and I have plenty of ego, it’s me pulling in those
opposite directions, but my competitive nature
has been a very, very positive impact on my
life in a lot of ways. It’s just I associate that with myself. I think my kids, no matter
what they do, and I don’t mean competitive to like make
money, competitive to write the best song of all time, competitive
to raise the most money for this disease of all time,
I think being competitive is a very, very lucky attribute,
and I think that my family and me specifically, take it too far. It can be very unhealthy at
times, it causes friction, but I would never give
it up, I just wouldn’t. I think it’s just too damn important. It gets me through so much. It gets me through so much. I want them to be kind, I like being kind. I think kind is incredibly important. I think the one thing that
I think that a, that a, you know it’s funny, I really
do think I’m a paradox, I have ying and yangs
to all my own feelings, I’m trying to think about what
I don’t like about myself. (laughing) God, I love myself. What don’t I want them to have? – This is hard, by the way,
you ever want to stump me, try to have me talk
negative about my own self. (laughing) Look, I think there’s a
ton of things I do wrong. I think at times I wish I
was a little more selfish. At times I wish, I, man my parents did a really good job. I would say the number one
thing that I don’t want them to take from me, is I
think that I could have done a much better job in my early
years on work/life balance. The only resemblance of a
regret I have is the first five to six years of
my marriage with Lizzy, I think that I left 2 weeks
of real quality together time per year on the table, and
those are twelve weeks that I can never get back and
that I really wish I had, and luckily I am way
young enough to more than make up for those 12 weeks,
and so I will, and so I think that would probably be it. I mean, at the end of the
day, I just, as you can tell, my brain as a computer
is not very capable of looking at too
many of the negatives. – [India] I had a negative
question here before, but

“you’re the sum of the five people “you spend the most time with. “How do you level up your five?” – This is an interesting question. This is something I’ve spent a lot of time trying to figure out. Do I, am I willing to surround myself with people who are better than me, I know it’s windy, DRock,
relax, we’re outside. I know, a lot of times
I’ve wondered if I’m surrounding myself with
people that are not. You know, I’m very nurturing. I like having a lot of people around me, I like building up people. – True. – Yeah, I like it. – Very true. Listen, not because he’s my son. I don’t want to sit and
brag on in front of him. He’s extremely, extremely special kid. If I knew what I’m going
to get, it’s a true story by the way, his mother
before we got married, said she has this thing,
she wants to have five kids. And of course, being a young
guy I say, hey, no problem. – (laughs) My parents were married at 20. – Right, we were young. And the time went on, I
got scared about education, to be able to pay, the
kids should not have loans, such nonsense, they should all have loans. – I would have paid it off easy. – Right, and so, he’s,
again I’m not going to sit and brag about you– – I think I might have you
on the show more often. This is, I’m feeling nice. – I’m being very honest with you, maybe somebody out there who’s going to stumble
on this video, whatever. His DNA should be bottled. I’m very serious, not
because we had four wines. Well, that helps, but,
I mean, he’s extremely, extremely special in many ways. And Barack Obama doesn’t
invite him to the White House. – Please, this is nice enough,
you don’t have to get crazy. – Just because, as a father I’m very proud. In the business, we had
a lot of disagreements. (laughter) – We could disagree about the
color of the goddamn thing. But end of the day, we
bounce off each other things. And I don’t think Gary
ever mentions that because he’s a very competitive guy. But a lot of good ideas,
and I don’t want to put myself somewhere, but a
lot of them beginning, was Wine Library, it came
driving an hour each way – I wrote a Medium– – I miss it so much. I miss it so much. And I understand, listen,
he’s got things going on, but that part I always miss because it was very special. You know even today when
the family get together, it’s, even my daughter’s
birthday was a couple days ago, you know she turned what, 30? – Six. – Right. – Sorry Liz. – Yeah, no but even her
friends saw the dynamic of our family, and I
have to give it to mom. Mom built a very strong foundation. Who grew up without a mother, you know. She was at age five, she lost her mother, and but she’s very special person who built this family, and you know, I work and she was building the family. It’s a great combination,
and it’s you know I’m very proud what this
family were able to accomplish, and especially what Gary and AJ. I mean you know, special kids definitely. All of them, and I see grandchildren, Oliver and you know. – Alexander. – Alexander. – Alexander is eating a lot of olives, so we decided to name him Olive. – He wants to call himself Olive. And that’s a really real
special, real special. – Thanks dad, I have no idea
Andy what the question was. But, what was it again? – [Voiceover] Sum of the five people you spend the most time with? – Yeah I mean, I think
that, yeah I think I have. I definitely over the
last five to seven years surround myself with
higher caliber characters. I think it’s a commitment, I think, but on the flip-side, I’m
very comfortable in bringing value to the people
that maybe aren’t better than me, I think giving
back is massively important. I think it’s, there’s a level of karma, and I think as long as you’re focused on surrounding yourself with five people that can bring your level up,
I think the real answer is it’s about 10, right, I think it’s about creating a scenario where
you have five people that are leveling you up,
and I think it’s about surrounding yourself with five people that you level up, and I think I think I get tremendous enjoyment on leveling up the five people around me. – [Voiceover] Chris asks,
“I got a question for ya. “How bad do you wish Tom
Brady was your quarterback?”