“for an app startup. “The person who manages digital
marketing is inexperienced and, “in our opinion,
stunting potential growth. “We are looking for an
opportunity to show our talent “to execs without
overstepping our boundaries. “How can we show that we are “better for the
role to the execs?” – I feel this is actually your
question and you don’t believe in Andy and this is not real. This is more you projecting your opinions about
what’s going on here. – And that’s why it’s anonymous.
– Yes. (laughter) Yeah, listen, I think much
like what goes on here and this is why it’s funny and
this is for the whole team. I think we’ve got
a good situation so many of you don’t.
My advice here is what I do think we create more of. You know what’s funny? I create a company where you can
start hacking and doing things you know that you can do that
but it’s your own trying to be nice to whomever that may hurt
that’s supposed to be doing it that holds it back. So this is a really fascinating
thing at VaynerMedia. I’ve created a world where
I never want people to not show, if you can show it, you know, then you can
do it then just do it. Show that person. Now the tough
part of that advice is, let me give you
a great scenario. In this exact scenario where
there’s a lot of people on my team that are talented and
everybody’s got different roles and a lot of your mishmoshed
into different responsibilities. Some that aren’t even their best
skill set versus other things that other people are doing,
they start liking each other. My team in general, I mean, they
don’t all have to be the best of best friends but you guys
genuinely like each other and so what’s really holding it back is
not hurting that other person’s feelings of, “Why are you
going into my territory?” It’s very complicated. I mean look, here’s part of
this, this is much like life it’s just a
black-and-white answer. Either you step and run through
the china shop and show your skills and take the risk of
saying here and by the way there’s a good way
and a bad way to do it. My real answer would be go to the person that is doing that role and saying, “I really
believe in myself in this craft. “I know this is your role I know
I’m in accounting and you’re the “creative director but
can you help me show you “or give me the air cover to
show Gary that I can do this “because here’s how
it’s gonna play out. “Either that’s what’s gonna
happen or I’m gonna quit and “leave here and go do it
somewhere else and I want to us “to be teammates
not adversaries.” Now, eight is a big number, 8 out of 10 times that person is gonna try to hold
down the other person. Out of insecurity, fear, all
these things but you might get lucky and it might be one
of those 2 out of 10 times. That’s my favorite way to do it
because I think that’s the only middle step to the black and
white thing which is to answer the question show somebody.
– Yeah. – Like edit an episode of
DailyVee and be like, “Told you, Other Tyler,
I’m better than you.” Just do it. Or don’t and be miserable
and let a little kernel of negativity eventually become
cancer and it’s gonna end up with you underperforming,
getting fired or you quitting. That’s the
punchline of all of this. All the things I talk about to
not suppress are predicated on the outcome’s gonna
be the outcome anyway. So why not just speed
it up but with humility. So like I get away with a lot
of stuff because I get to the punchline but I coat it with as
much honey and humility so that it becomes swallow-able. Consumable would have
been a better way to go. – Cool.

“would you contribute of where
you are today your degree?” – Absolutely zero. Zero. I didn’t get the
PhD for success. I got a PhD for the patience. I got the PhD for the process. – When did you get a PhD?
– Last year, May. – Did you think you,
you know what this is a real good opportunity. On a real serious kick, I think
what makes this show good is I’m super not scared.
Talk me through the PhD. Did you feel like that that
was a smart strategic thing to create a little more air cover
so that you had more room to do your thing. For real, for real? – For me Gary, I was trying to
and when I first walked in you talked about business.
– Yep. – And I told you
I build people– – Yes. – but building people
doesn’t always pay well. – I understand. – So I had to put myself
in a different market,– – I understand. – then what I originally wanted
to be when I started, right? – Yeah, yeah. – But what happens when you’re
from Detroit, like I am, one of the most segregated cities
United States of America, I did not have the code, the language
or the rules to get in the game that I wanted to play in.
– That’s right. – So for me Michigan State gave
me that opportunity to go to class and hear that language. To get in an environment
for six years and be a part of the rules. So, you can’t play the game
if you don’t know the game. So, the degree to me was about, it doesn’t make
Detroit bad. It doesn’t make my community
bad, but there’s some things I need to operate on this level. – It’s interesting
you even went there. I’m so fascinated
that you said that. I’m fascinated that in your
mind, it processed that this thing could be a counter move
to making that thing look bad. It’s actually a massive insight that people
grossly underestimate. It’s a thing that I grew up with
in a different way, you know, I came to this country because Jews were persecuted
the Soviet Union. My parents and grandparents grew
up in an environment where they were blamed for the world war. My grandparents, both
my grandfathers went to jail for being Jewish. And I think that people don’t
understand that being a minority somewhere, Jewish in Europe,
African-American in America, there’s a psyche that people
don’t understand which is you hear, you hear us white guys
here hear selling out, you know, Uncle Tom getting away from, it’s so much deeper
than you think. – So much deeper. – Let me tell you where I’m
going with it, I’m actually going a very left turn on this, most of you are so molded by your parents you can’t even
wrap your head around it. And there’re certain things your
parents put in you, that you were scared to break against
because you don’t want to let them down even though you might hate your parent or
what have you. It’s unbelievable to
me that you went there. That the success of PhD had to be hedged in
your mind through your word that that’s
not bad on Detroit. – Nuh-uh. – That to me is such an
insight that we need to have a conversation in general about
people understanding that having something good happen,
doesn’t trigger a negative event somewhere else and that is
something we’re all dealing with in our own versions. – And so for me it was like, E,
if you can’t, if there’s certain arenas you can’t operate
on if you don’t know it. Can’t play football if you
don’t, here’s the thing I hate; okay, so what I do for a living
I hate Gary that a guy thinks he’s gonna do what I’ve done for
20-something years, he’s gonna watch my videos, he’s just
gonna do it for five months, five years and boom
he’s the next ET. – Wait a minute, ET, you mean
you can’t register Seven Figure Mastermind Instagram
account and become that? Yeah. – I mean it’s real.
– The realist. – I realized that, ET, you have
what you think is success but you get that PhD
you’re gonna understand it. It’s like another language, Gary, it’s like
another language. Like another world. – You like being a student?
– I love, I love it. Not reading but
I love being a student. – Yeah, it’s interesting,
I don’t like reading. – I don’t want people thinking
we’re contradicting ourselves. – Yeah, yeah, no. It’s interesting,
it’s interesting. Huh. I like that, okay.
What was a question? – [Andy] As a PhD
what percentage– – Got it.
– Oh, ok, zero. – Zero, okay good. Zero. – [Andy] Video question. It’s your boy Zain coming from
Sydney, Australia and

starting due to
potential haters? And also what’s your
tip on handling haters? – Love you haters and number
two getting over the fear is something you have to
wrap your head around. It is just the cost of entry. You will never do anything
great if you’re scared.

– [Chase] My friends and I
are starting a creative agency. – Good. I think I know thing
or two about that. – And so while we work and
read a lot of your stuff we’re trying to get all of our
ducks in a row before we start. We launch August 1st. How do you think the best way
for us to get over the fear of failing at this?
It’s kinda taking a leap. We’re currently in-house
marketing department for 21 chain retail store. – I think you guys, if you guys
are taking the leap, you guys are rounding the troops and saying
screw this place we’re going to do our thing you’ve got to first
decide here the ways to do it you do the emotional and
practical when you take a leap. The practical is how
many of you are doing it? – [Chase] Three. – The three of you have to
figure out worst-case scenario nothing goes well how long can
you survive on your savings or you’re willing to be
entrepreneurial ghetto. Got it?
– [Chase] Yeah, got it. – So the three of you need
to sit in a circle and you go India, how long can you last?
And India says 18 months long. Andrew how long can you last?
Four months. Andy how long can you last? Two years. We know we’re only as
a strong as our weakest link. God damn Andrew’s only
got four months so we have to talk about that. Number one do you think that the
three of you can go without any sales for a year? – [Chase] Yeah. The good thing is that we have
investors from the company that got behind us and they’re like
we kind of have a safety net in a little bit if it fails. – So great. So it sounds like you created the
practical version and you just have to make the
emotional version. Too many people and you know
I’ve been talking about this fake entrepreneurship. If you’re scared to make
the jump you still have entrepreneurial tendencies. You’re not an entrepreneur yet. It’s why you worked at a
company in the first place. You just got to
make the jump or not. It’s like swimming. You either jump in the
pool and you go or you don’t. The end. – [Chase] Yeah, definitely. And that’s my fear and when
you’re starting this its new frontier you know– – Dude, don’t be scared
nothing’s gonna happen. You can always go back
to the god damn job. – [Chase] Yeah. – What’s gonna happen? People are gonna make fun of you? Your mom’s gonna say you failed?
Who gives a shit. Go try it, doesn’t
work it and you go. Don’t care what other
people think, it’s the only reason
that you’re scared. – [Chase] Yep. – Whether it is your spouse,
your partner, your child, your mother, whoever it is eliminate those voices,
listen to yourself and know that if you fail you
go back into it and nothing bad will happen but if you win
it’s the greatest shit that ever happened. – [Chase] Hell yeah.
Awesome. – Cool. Alright brother,
see you. – [Chase] Thanks man.
– You’re welcome. So why are calls coming through
I’m on the line but then not?

“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.

“before you do something big? “Anything at all? “It doesn’t even have
to be business related.” – Clinton, the only thing
thing that I’m scared of, really, in a public setting, or that might sound big. This is what the #AskGaryVee
Show is for, right? We gotta show the 360. This is probably gonna be one of the more vulnerable things that
I’ve said on the show. I’m setting it up, but you’re all gonna be like, “What?” I am actually scared of reading in public because I’m come to learn in the last three or four years, I am atrocious reader. I really struggle with it. As a matter of fact, one of the big shifts
in 2015 that I’ve made is I’m making a lot more five
and seven minute meetings with my staff because I
don’t read fast enough for the value of my time. Even when I read to
Misha, believe it or not, I’m like a quarter of an inch hesistant. Like, if I had to create
the greatest story off the top of my head, right now, for Misha, I feel cozy and calm. Reading Goodnight Moon,
I’m like (humming). I’m just a terrible reader. Like in Passover, reading
the things on the table. I don’t like to read. It’s funny, when I started getting asked to do TV shows, one of the reasons I didn’t want to do a TV show was I didn’t want to read off the chiron. And even when I did my wine web radio show on Sirius for nine months, my first commercial read was a disaster, probably the worst thing
I ever did publically. Guy came in, Sam Benrubi, big ups. Father of many of the
employees at VaynerMedia came in, he’s like, “Do
what Howard Stern does. “He can’t read either. “Just read it and then do your thing.” The second read was insanity ’cause I read it, I knew
what the Stella Artois, ironically a VaynerMedia client now, what that ad wanted to get off. And I did an incredible read. So I’m very improv. I know what I’m good at. I’m stunningly not scared of most things. I’m scared of snakes, somewhat of heights. I really am, ultimately, scared of dying. And weirdly enough, the first thing that came to mind was I really don’t wanna read in public. Badly. That is probably at the top of the list, believe it or not. And that’s kind of intriguing to me. It’s a funny kinda thing. That’s it? That’s it, huh?

“How important is failure? “You hear a bunch of people saying “how important it is to fail. “But is it really?” – Youssef, great question. You know, look, I think
failure has to be quantified. If you fail but you never
can get up from it again, you know, that’s not a good failure. I think failure and adversity are the two things I think about. For me, as an entrepreneur,
and very entrepreneurial, and always in my own
stuff, all the failures along the way, even going
back to the baseball card show when I was thirteen, that I
paid 400 dollars for a table and nobody showed up to
that baseball card show. That was a learning lesson. Those microfailures were
super, super important. I think, you know, it depends
on your stomach, right? Like, if you really fail,
like go out of business, I think people take
one of two ways, right? They’re like, just finished,
and they’re never able to get off the mat, and they
go in a different direction, so to me, I think quantifying
the failure’s important to me. Jack, Suzy? – Well, I’ll give you
one, I blew up a factory the second year I was in business. Sky high, my boss all of
a sudden didn’t know me, I went down to see his boss in New York, which he pointed me to,
and the guy asked me a thousand questions,
using the Socratic method. And instead of me getting fired, which I thought was a high probability, I learned something from it. So, in every one of these
events, you gotta get yourself back on the horse, and how
well you get back on the horse and how well you ride after
getting knocked on your butt is a very big deal. – We tell our kids,
“Fail early and often.” Fail, because then what
happens is, when you do fail, you realize it doesn’t kill you. You go on living, and you realize, “Okay, you know, I can pick myself up, “here’s how I’m gonna reinvent myself, “here’s how I’m gonna talk about it, “I’m gonna own it, I’m
gonna say I got fired “from the Harvard Business Review.” I tell people I got fired from
the Harvard Business Review, and here’s the thing. It gives you heart for people
who have also fallen down, and you actually sort of have a – Empathy. – A totally different
understanding for people who have fallen down. You’ve been there, and you can, it just makes you a better person. You don’t wanna keep failing constantly, but to be scared– – That’s a very bad idea. – No, you don’t wanna fail all the time, but you can’t be too scared of it, because it stops you
from doing big things. – Yeah, you know, it’s funny,
I was just having a meeting with a lot of senior
executives here at VaynerMedia, and I said, “Look, guys. “I don’t need peacetime generals,” right? I need wartime generals,
meaning I need executives, like of course I know
this brand’s going well and this brand’s going well
and this brand’s going well. What are you doing about the client that’s not happy right now? Right? And I think failure
makes people better at that, and so that’s another kind
of thing that I look for in this subject matter. Alright, let’s move on. – [Voiceover] Chris asks,
“Is terminating the bottom

“I’m speaking to parents
at a public school event “on parenting in a social media world. “What would you teach them?” – Every time I get in front of parents, they get really upset
with me because my move is to punch them directly in the mouth. Parents are becoming their
parents on an everyday basis. I would tell them that
they’re fearing technology and they’re forcing their
kids to spend less time on it, which is not preparing them for the actual world in the future. I would tell them that they talk about how much they hate technology
and its impact on kids, but they should look
themselves in the mirror because every time they
don’t wanna parent, or the kid’s crying a little
bit more than they like, they throw an iPad at them
like it’s a Chinese star. I would tell them that they’re
full of shit and hypocrites and should never try to
build their self-esteem through their kids’ accomplishments. If your little Ricky is
the best baseball player in the fourth grade team, that
has nothing to do with you, except it has your DNA, but
like don’t walk around like you’re the best player
on the fourth grade team. So, you know, I would tell them that it’s never been a better
time to be a parent because all the social networking tools allow us to spy on our kids
and know what they’re doing at a level we’ve never seen before. I’m, you know, I used
to think it was great that I lived in New York,
that I wouldn’t have to worry about drunk driving. Now no parent does because by the time their kids are of age, Uber will be at scale. I would tell them to stop playing defense and stop being scared
and start playing offense and start being pumped. – [Voiceover] Moveandbezel asked,

important observation you’ve ever made in your life?” – Sean, I think the biggest observation I ever made in my life was I needed to really trust my intuition over what I was being sold by anybody. From my parents to my teachers to the television. I just, you know, I always talk about betting on your strengths. You know, for me, and you know, maybe most people are different. Like, everyone’s different, but for me, you’re asking me, the #AskGaryVee Show, that’s
why we called it that. For me, it was just
somewhere in my early teens, it was just obvious to
me that I was right. And I know that’s an
obnoxious thing to say, but my happiness and success always followed me going down the path that seemed obvious to me, yet I was confused why everybody else wasn’t, it wasn’t, besides my mom, it wasn’t so obvious too. And so I, that’s what I would say. I would say that’s my answer because observation was I was right, don’t be scared of what that meant, have the confidence to
follow through with that, don’t hedge, don’t, respect other people’s points of view. Have the humility that has been such an important balance to the gift of the intuition, but never
waver, never waver.

“when you were 25, how
did you overcome fear “of not doing as much or
not having it as hard?” – TJ, this is a great question. In life, there’s certain
things that you can control and other things that you can’t. One of the things that
really stand out to me is how much I, this is something I’ve rarely shared. I think I’ve shared it once or twice, Stunwin, keep me honest here. I’d be curious if you know. I think I’ve talked
about it once or twice. I often, when I was 18 years old, would call my mom while I was in college and cry, literally cry, like a baby, get that emotional about the fear that, at that point, I thought I was going into the family business, right? I was in a crap college. I was all in. I was going home every weekend working, and I had a huge fear
that I was never gonna get the credit I deserved as being, this is, ya know, the confidence inside, by going into my dad’s business because everybody would always
say that Sasha gave it to me, that my par–
look there’s even in Crush It!, there’s even negative
reviews on Amazon of like, “Oh yeah, but his dad gave him “a 3 million dollar liquor store.” Now, you know, as, I underestimated people’s knowledge that a three million
dollar revenue liquor store is not a three million dollar grant, and things of that nature, and then obviously my skills. I said recently in an episode, a lot of you caught it and tweeted it, “The truth is undefeated.” If I was gonna be a great businessman, I would get the credit that
I desperately, clearly wanted at that age and still at this point do ’cause the narrative does matter to me, not just the dollar results. And so, it’s interesting, this question really struck a chord because I remember not
only having that feeling, but I had a separate feeling which is the answer to your question. The answer to your
question is very simple. One, I knew that I would never have it as tough as my parents, so what I did was I had to execute against that privilege. Executing against your privilege is the only thing that you can do. I remember two things
that stand out for me. One, growing that family business. I wanted to pay back my
parents as quickly as possible. I, the greatest two
feelings I have in my body as an entrepreneur, answer this question. One, the fact that me and
my parents walk around and all feel like we’ve
given to each other. I paid back, right? I built such a big business
that it helped them as much as it helped
me getting that at bat. And number two, the day my
dad a couple of years ago maybe 18 months ago, said to me that I work harder than him, and that was a good feeling. That was something I wanted because that was another way
to pay back my privilege. The fact that my dad sacrificed
his entire life working to set up the foundation
where our family is going is something that I wanted to
pay back by doing the same. Now look, to pay that
back, I also want to have a better work life balance, to
spend more time with my kids, something he wasn’t able to do. So there’s other things
besides just working hard, but the fact of the matter
is the only thing you can do is to execute against your privilege. – [Voiceover] Joy asks,
“What social media techniques