– Your favorite costume you ever had as a kid, that you were just like pumped to go out and wear and you felt so proud and excited. – That’s a great question. I’m gonna go with when me and my sister dressed up as Tom and Jerry. – Nice. – You know what’s interesting,
this is a great opportunity. I never talk about the year that we lived in Dover, New Jersey. Do you know that? – I did not know that. – Right. None of you know this. It went, I always say Queens to Edison, but the truth is, I don’t even know why, I just forget about that
year and a half in Dover. Maybe because I don’t like it. Maybe the reason I love the Jets so much is that the kids were nice to me and we played football, and they wanted to be Jet fans and in Dover. Do you, one of you have heard this story where the kid made me drink
pee out of a Pepsi can? – Yup, we have heard that story. – You’ve heard it right? Steve you didn’t hear it? – [Steve] I feel like, I don’t know, I’ve blocked it out.
– [Gary] Yeah! – [Gary] Yeah, I got picked on quite a bit ’cause I didn’t speak English yet. I was little. And so, and so um my sister and I dressed
up as Tom and Jerry, and my mom likes to tell the story that, my sister was still in a
carriage, she was young. I would go up stairs, knock
on the door, get the candy, and then I would always
get candy for my sister. ‘Cause I’d be like, my
sister’s down below. It’s just the story means a lot to me about the relationship that
I have with my sister Liz, and so um, that’s the costume
that always sticks in my mind. – Nice.
– Yeah. – It’s a good costume.

“Is there question you wish people “would stop asking you?” – Joshua, it’s that question. Um, well the first one
got my panties in a bunch. – [India] Yeah, that’s true. – Um, no not really, man. To be honest with you, I’m too overwhelmed with
gratitude and flattered that people want to ask me questions, that it’s hard for me to
get going around the notion of judging those questions. These are questions that, everybody’s in a different life cycle in their careers and lives to where they think I could bring value, whether they’re a parent
with an entrepreneurial kid, whether they’re an entrepreneur
and just realized it, whether they’ve always
been an entrepreneur and can really associate with my immigrant and selling hustle, I think everybody’s in a different place when they come across my content. Since so many people are
discovering it these days, ’cause there’s a lot of
virality going on on Facebook. As a matter of fact, you know what? This is a good opportunity,
I put in the comments with the Share Monster? I really, really would love
some support on Facebook. I mean look, I’m selfish
like anybody else. I’m enjoying the discovery
of all these new audiences. Everybody who’s sharing for me, and there’s a consistent crew that I wanna give so much love to, everybody that’s sharing, I
really, really appreciate it. And if you’re listening
or watching right now, if you’re listening,
literally pull over your car on the highway in traffic,
take out your phone, go to the episode on Facebook
and hit the share button. And by the way, if you did that, you are the most amazing
person of all time. But if you’re watching on Facebook, or a lot of you I know
are watching on YouTube, coming over to Facebook,
that would mean something. I would love to see, I’m curious where this call to action,
where this right hook lands me in the share lexicon
for my normal average. That being said, no, that’s
it, that’s the answer. I have high empathy for everybody being in a different place
in their mind at the moment where they feel compelled
to ask me a question, and the only emotions in
my body are gratitude.

I’m developing a short film about you. – About me? – As a child and your entrepreneurial chops. – Oh, ok. – My question for you is
at what age did you decide that you wanted to buy the New York Jets? – Richard great question. I think the age when I really
decided I wanted by the Jets was somewhere around. I don’t know exactly Richard
to be honest with you so I think it’s somewhere around fourth, fifth, sixth grade. When I realized that I was
more likely to buy them than to play for them, Started seeing other kids growing. Little bit faster than I was growing. Being a little bit faster. Wakeil Shaw. Fifth grade Wakeil Shaw. I think gave me one of my first previews into being owner not player because he was a beast and he ran over me in backyard football. So I think a lot of old school references By the way, made that Oded Weinstock reference with Peter yesterday. A friend of mine from middle school hit me up and he’s like oh my god Oded Weinstock, so that was kind of fun. Wakeil anybody went to Martin Luther King 1982 to 85 Edison, New Jersey Martin
Luther King Elementary School knows the name Wakeil Shaw. If you know Wakeil Shaw, find him and say actually so easy
just search on Facebook. It’s so ridiculous. He moved I think the Baltimore area. Anyway yeah Richard that’s the answer. I think, to make this more of an
interesting answer for everybody who’s watching. Which I’m going to start doing more of. One thing I’m going to start
doing India’s when these answers are the fun question what have you I’m going to
trying to go a little bit broad. If you were lucky enough right now to have a younger sibling, a niece or nephew, a cousin. Or if you’re the parent of a child of that is as early as six,
seven, eight, nine, 10 years old really starts talking about what they want to do for a living. Please, please, please think about how to put them in the
best position to succeed. The kids. The children our future India. – True.
– They’re our future. And so I think. You know. And that. Should I want to be a baseball player and you may not think
their athletic enough and I get that. And then so the question becomes do you send them to baseball camp? Or do you actually look at them and say look you know me and mom are 5’4″. You’re not going to come
a baseball player one day. But can you start showing them other parts of baseball, right? Can they become a future
amazing G.M. or manager things of that nature. I think we need to do
better jobs at really reverse engineering the
child that over indexes in disproportionate passion
not the flavor of the month but has shown two, three, four years of consistent conversation
around a hobby or your subject matter. There’s so much we could
be doing with them. In those years where
they have a lot of time, impressionable moldable, that can be very powerful so
please take it on yourself to be responsible to
sniff out the young me’s of the world who really never wavered and we’re all in didn’t pivot, didn’t change their passions. And try to put them in that position. – That’s good.
– Thank you.

– [Voiceover] Liana asks, “You talk a lot about serendipity. “Was there one event
that made you a believer “or a series of occurrences?” – Liana, there’s no one event. Liana, serendipity is life. It’s how things work. There was no singular event. This was so serendipitous. I’m such a big believer
in serendipity now. Serendipity is just a structural aspect of the way our world works. Chance is an absolute part of it. It’s the way it is and so no there was no event. It was clearly a series of events. That all probably started happening when I was five or six years old when I started paying attention to things. So it’s more of a collective belief. I almost think of it as
like my belief in oxygen. Like it’s just there right. It’s just real. Serendipity is real India. Shit is real. (laughter) – What about your answer yesterday about timing and talent? Do you think timing has
something to do with serendipity? – I definitely believe in serendipity and luck. Right like I believe in those things like those are real things too. But I don’t think
everything is one thing or the other. I definitely think you
can prep for opportunity. I mean these are all semantics. I mean now were nitpicking like clearly doing the right thing and getting yourself in the right places and educating yourself and testing things and setting yourself up for victory, clearly those are real things but clearly other things factor into it, right? So I’m it’s just a
combination of like science and art. I always think about or just you know. The black and white and the gray. This is literally the
thesis of everything. And it’s funny it’s like you know tastes
great less feeling. People feel like they have been like pick a spot I mean. They’re both right. So for me the question becomes actually. If you’re lucky enough to self-awareness, could you bet on one or the other.
– [India] Mmhm. – The reason I love gray so much or talk about all the things I believe in is because it’s all comes natural to me it’s where my upside lies. I believe in like taking notes and studying and all that shit it’s just not for me. I wouldn’t have the maximum upside for it.

Star Wars or Star Trek? Or both? – Star Wars, not Star Trek. – Star Wars not Star Trek, too. How old are you? – I’m 43. – That makes sense. I’m 39. That’s like the golden year. If you were 52, if we asked Peter he
might’ve been Star Trek. Because Star Trek was earlier. There’s not a lot of 32
to 40 year old Star Trek. There is a fun pocket of maybe 35 to 42. There is a funny pocket of 30 to 35 where they was Star
Trek The Next Generation during a lull of Star Wars
where it popped a little bit. Quick side question of
the day get in there Star Trek or Star Wars and your age. I think people will realize. – That’s a good question of the day. – I think Star Trek is really 48 and above and then a weird little
pocket of 30 to 32. – There’s a couple of people
who are really Star Trek. It’s an interesting cultural thing, but Star Wars. – Do you love star Wars? – I don’t. I don’t freak out over fantasy.
Like Game of Thrones. – Star Wars is the only thing I go for. Like I’ll go see Star Wars opening night. – For sure. That’s a cultural thing. For me it was a big thing because the Jets, Star Wars, these were some of the few
pillars that made me an American when I first came. – I have all of the
Star Wars action figures and all their guns. – Do you still have them? – Yeah they’re worth some money. – No they’re not send them to me. (laughter) Chase you get the floor for
the last couple seconds.

“100 years into the past “or 100 years into the future “and why?” – Past, I would make so much fucking bank. I’d buy the Jets for $10,000 in 1963 and I’d be good. (inaudible) – I’ll make fucking money, India. – I’m just saying. – Everything on the planet. – Please not even close. – This is Gary. [India] I don’t know if I’ll admit that. – Admit what? – [India] He didn’t mean
to see in the future. – You didn’t mean that Alan, got it. [India] I think Alan mean
you can see in the future. – I tricked you I said
with what you know now, you said yes. – Emotionally we were talking about. – Get out of here. I know you bullshit. Alright, let’s take a step back. If you don’t know anything and you land and you don’t know anything, you didn’t know that you did that, I would go to the future only
because I right now as a human know what happened over the last 100 years and the upside is not knowing. – I put my answer through
the exact same filter. If I know everything I’d go backwards and do some really powerful shit. Don’t know anything go forward and send me to the future. – I’d be like this Microsoft
company feels right.

– [Voiceover] Aishwarya
asks, “What lessons, if any, “did you find from Mad Men? “How is VaynerMedia differently
run than Sterling Cooper?” – I don’t know who Sterling Cooper is, I’ve not watched one minute of Mad Men. I want to, I think it’s kind of cool. But I’ve never watched Mad Men, which is interesting,
because I’m building. Have you guys watched Mad Men, or an episode? Do you. (whispering)
Okay, you, great. So is Mad Men, is that
agency the one that became the best, like is the narrative
playing on those years that they became the big dogs? – [India] I mean,
they’re kind of all good. – Always were good? – [India] Yeah, they’re
good, and then they’re small, and they’re growing this
big company and they get fired by another company worldwide. – So I really want to watch it. You know what’s really
cool is that I’m glad I didn’t watch it because
I know so much more about the ad world now,
that when and if I ever watch it on a vacation,
on a binge, maybe me and Lizzie just wanna check
out and like lay in a cabin in Utah for four days and
watch two shows straight through, which sounds
really exciting, because I love checking out on my vacations. I always laugh, people don’t think. I mean I check the fuck out on vacations, I don’t give a crap’s ass. (laughs) Yeah. (laughs) You like that one? So I haven’t watched
the show, I don’t know what they’re doing. I don’t care what anybody’s doing. I’m doing my thing, my
way, always from the gut. I don’t care what
anybody else does, or how they do it. My way’s always better,
because it’s for me, and I know myself, and
I know I’m gonna win. And so I don’t watch other things. I don’t look at other people. I don’t need any north stars, I do me the whole way
always all the way through.

“and everyone froze to
figure out who did it, “do you have an embarrassing moment?” (laughs) – I do have an embarrassing moment story. In second grade, this is a
classic, it’s one of the moments I realize how amazing my mom was. I’ll get to that punch line at the end. Mom, I know you’re watching these shows, I don’t know when the last
time you thought about this was ’cause we don’t talk about it a lot. In second grade, just a
normal day in second grade, just doing my thing, we got
to the Pledge of Allegiance and we got to the Pledge of
Allegiance and I really had to go to the bathroom. And so, I’ve been known, my whole– Man, into like 13, 14, 15 I would hold, if I had to pee, I would
hold my pee-pee to make sure I wouldn’t pee. So, in second grade I’m doing
that because I have to go to the bathroom. And I’m at my desk. And remember the desks
that had the whole thing? You know, like, you had
the chair, you had to go in like this, you had to go in
like this, and then the desk was here, right? So, I’m to the right of
it, there’s the part here, and we have to do the
Pledge of Allegiance. And so, because I guess I
didn’t realize I could hold my pee-pee with my left
hand, but when I went for the right hand, I decided to press
my pee-pee against the chair. This is a true story, by the way, to make sure I wouldn’t pee. This was unsuccessful and
I peed all over my desk and all over my pants. And obviously, everybody heard the pee, everybody looks back, unlike a fart– Yes, Matt? Do I get my new phone? – Yes. – Awesome don’t– – Don’t what? – Last time we had a weird bet. Yes, obviously, unlike a fart where
you could be like India did it, this was pretty obvious. I think I was wearing
light pants, you know? And so I had to go to the
nurse and I went home and when my mom picked me up she
told me the story of how my dad once peed in class. Which I found out later was not true, but she tried to make me feel better. Big kudos to Mrs. Zosnuski
second grade class. I am flabbergasted of how
little flak I had to take for that event. I went home, changed, came back to school. Good job with my mom, too,
not letting me do what I wanted to do, which was stay home. I was stunned by the lack
of being made fun of for it. A lot of maturity in that
1983, 84 second grade class. So, that is my embarrassing story moment. – [India] Good story. – Feels like there could be
a really funny visual T-shirt

“is there anything that you
feel you need to start doing?” – I need to start hacking
more day in and day out time with the kids. I’ve been talking about this out loud. Where’s there’s smoke, there’s fire. I wish I did the show one year earlier, because that whole year
I would have talked about health. The show started right as I started taking care of my health, so I was already in it. You guys have been hearing me talking about going home, taking
the bath with them, or dinner with them. This is me selling myself. What I’m really good at is I keep pounding myself into submission when something doesn’t come natural. I need to hack more time with the kids and they get to six and three now. They’re six and three. Now they’re really, really, there’s things, and I’m
going to the recitals and this and that, but I want more day in and day out time. I’ve been winning on extremities. It’s worked, but now I need to figure
out more opportunities to spend that hour minimum a day with them, walking to school, bath, dinner together. It’s gonna be hard, because I’m really a continuous guy like start and then I just
go, breaking up the day where I have to shut off the intensity that I live with. You have to understand the speed at which my brain is activated and the hyper sensitive nature of how I roll when I’m in my game when I’m, that was me putting on a helmet on the field which is where I start my day. I don’t stop it. That’s why I don’t eat lunch. I’m just on, and so to stop that, defrag, really give, you know, so many of
you are spending hours with your kids and loved ones, but you’re not spending real time. Real time is mentally being in it. Checking the box that you took your kid to baseball practice,
but you looked at your phone the whole time was not being in it my friends. I need to be in it, and to shut that down at five PM what’s been going on for eight hours. Give into listening, consuming, engaging, and then restart, because
that’s what’s gonna happen, is gonna be a real challenge for me, and I need to do more of that.

“How do I succinctly explain
who you are and what you do “to people who don’t know
and aren’t new media savvy?” – How do I do that? – [India] How would you
explain it to someone? – Me? Oh man, I wish this was
the ask Lizzy Vee Show. My life, my wife, she is my life. My wife thinks this is the… it is literally her favorite thing. ‘Cause we know, we go
to a lot of functions and meet a new couple. And they’re like, so what do you do? And she just gets a kick out of it, because I think your dad,
who’s got some context of me at this point, recognizes it’s not that easy. It’s a long-winded answer. At this point I do say
that I’m an entrepreneur. I think it just saves time. But then there’s a part
of me that feels like that’s a fluffy kind of answer. And so, I also lately,
that’s actually not true. I was going entrepreneur for awhile. But right now, lately, I’m very hard core, I’m a CEO of a large
social digital agency. And I’m the lead partner in a $25 million venture fund. And I’m also the host of
the #AskGaryVee Show. I don’t say that yet, but I stuck it in the other day. I love talking about myself,
so I always love that question and I drag it out for as long
as they’ll keep listening. But that’s what I’ve
been doing at this point.