14:00

– Yes. – and if you can give me, I don’t know, quick three– – Yep. – things to help build their self-confidence I’d appreciate it. – So, here’s, you know, I’m really trying to figure out this answer. So let me give just a whole diarrhea of the mouth of like the things that […]

– Yes. – and if you can
give me, I don’t know, quick three–
– Yep. – things to help build
their self-confidence I’d appreciate it. – So, here’s, you know, I’m really trying to
figure out this answer. So let me give just a whole
diarrhea of the mouth of like the things that run
through my mind, okay? – [Alenna] Okay. Shoot. – The first
thing my mom did talk, I’ll talk about things my mom
and I’ll talk about some of the ways I interpret it now that
I have other things that I’ve looked at and thought
about and having my own kids. She over-exaggerated when I did very kind
and noble things. Like when I opened the
door for a woman at McDonald’s, I’ll never forget this in
North Brunswick when I opened a door for this woman when
I was like eight and was just being polite and
like she treated it as if I won the Nobel Peace Prize. So she went ballistic over
the top on me being kind and empathetic and respectful and so that was huge. The other thing she did was she
never did that though when it was an actual life thing. So like when my
baseball team lost, my baseball team lost. When I got D’s and F’s on my
report card even though she knew I was going to be successful,
she punished me. So she didn’t give out eighth
place trophies in a world where that would be the way
the world worked, right? – [Alenna] Right. – But she just genuinely made me
feel like I was unstoppable and like was capable of
anything that I wanted to do and she believed it and
because she believed it and she instilled it constantly. It was constant offense, right? And so I just think that you
need to look at your three kids, you need to audit them, you need
to figure out what their strong at and you need to make 98%
of the conversation around the things that they’re strong at.
– [Alenna] Awesome. – Instead of doing
what was almost most every other parent does which is
spend 85% on the 2% they’re not, spend 98% on what they are. – [Alenna] Love it.
Awesome. – Every parent worries
about some kid trying like, “You need to be
better at math, Sally.” No she doesn’t. Do you know what I mean?
She needs to be capable. You’d probably like your
kids to be able to count, right? – [Alenna] Right. – But they don’t need to
be a fucking geometry whiz. Especially if they gravitate
towards humming 28 hours a day. (DRock laughs) Do you know what I mean?
– [Alenna] Yes. Absolutely! – Do me a favor,
don’t listen to, the biggest thing
that hurts parents is they listen to other parents. They listen to other teachers. They listen to the market and those people
don’t know your kids. It’s you and your
kids against the world, do you understand?
– [Alenna] Right. – And too many parents think it’s the world
versus their kids. – [Alenna] Well said.
– Yeah. So that’s it audit them. Really try to figure them
out and don’t think of cliches of like they spend all
their time on the phone, good news,
the phones the future of the way everything
will work in life. – [Alenna] (laughs) Yeah. – Do you know what I mean?
– [Alenna] Absolutely. – But make them respect if
you’re going to give them that gift of tripling down on their
strengths and allowing them to flourish in the world, make
them respect the alternatives. They don’t have to
pander to it but they have to understand why it exists. Some kids need school structure. Some kids aren’t gonna
be whiz kid entrepreneurs. Some kids path is to become
a lawyer make $130,000 a year. Some kids, geez, some kids are
just gonna make $40,000 a year and work at Walmart and that’s
okay too but they need to get a high school
degree to get that job. Know your kid and make every one of your kids feel great about
what they’re gonna be. AJ felt great ’cause he was
the best student in the family. I felt great because I was the most entrepreneurial
and charismatic. My sister felt great because she
was absolutely the feistiness and had the strongest will. Make them feel
great about their thing, don’t make them feel bad that
they’re not the star athlete or the nerdiest or can make money. Just build self-esteem. – [Alenna] Yeah,
let them teach us. – 100%. But as long as
they understand, you know, checks and balances.
Got it? – [Alenna] Yep, got it.

5:43

I’m going to school even though I know I should just be doing business or becoming an entrepreneur, how do I, what do you think, just finish school and do it or what do you think? – Well, let’s break it down. Why are you staying in school? Are you doing it for your parents, […]

I’m going to school even though
I know I should just be doing business or
becoming an entrepreneur, how do I, what do you think,
just finish school and do it or what do you think? – Well, let’s break it down. Why are you staying in school? Are you doing it
for your parents, are you doing it for yourself or
do you still have some thoughts that an education
is a good backup plan? What’s your truth?
Don’t bullshit me, Ren. – [Ren] Honestly,
self doubt and that’s it. – I love you for that. I love you so
much, Ren, for that. So now the question
becomes why do you have that? What do you have in your
history that creates that? Have you been able, the one
thing that allows kids to make the jump if they have self doubt is if they have a
history of making money. What allowed me to never be scared was I knew
I could make a dime. Have you have selling or
entrepreneurial background as a teenager, as a kid? Have you ever made
money selling shit? – [Ren] Oh yeah, Gary. I was like in third grade my
friends were playing outside and my family didn’t have
money so I was mowing lawns, washing cars and
doing all that stuff. I used to get in trouble in
middle school because I used to sell candy bars during class. – Ren, let me
ask you a question. Are you willing to live in your
parents’ home or somewhere else like real super ghetto
basement with seven friends? Do you need to be fancy ’cause
you want to hook up and play that part or if it’s burning
you inside and you’re willing to live very humbly and eat shit
food for a while and not have fancy things and just work on your business then
you can make that jump. That’s really
what it comes down to. – [Ren] Mhmmm. Yeah, I know a lot of people
say that they would but I know myself and I would be fine. When I went to my year
in college I was debating on sleeping in my car just to save tuition money so
I could open something up. – Listen, Ren,
to be very honest, just even going through this
talk I think you win either way. If you want to take
these next couple years, work out your doubt issues and maybe get into
a place where you can– Phil can you answer that question ’cause I got
Tyler tied up in the show. If you want to work out those
issues and get into a place where you have some fun and not
have that responsibility and you want to go out and party
and things of that nature, I think that’s super fine. But I also think asking you those questions
I think you’re in a place. You can’t tell them,
I need 15 minutes. Let them know.
I think you’re also in a place where you’ll be okay
if you make that jump. I think you’re in a
good spot either way, I like your vibe. – [Ren] Alright, man.
Thank you so much. – [Ren] Hey Gary, I know you
probably got to go but one day

10:11

“I am 15 years old. “My question is whenever someone puts you down, “how do you push yourself back up?” – Vignesh, you know, it’s tougher when you’re 15 as you’re building your self esteem and your foundation of your life. Listen, if you’re 45 or 62, there are so many people right now that […]

“I am 15 years old. “My question is whenever
someone puts you down, “how do you push
yourself back up?” – Vignesh, you know, it’s
tougher when you’re 15 as you’re building your self esteem and
your foundation of your life. Listen, if you’re 45 or 62,
there are so many people right now that are not doing what they
love because they’re worried about what other people
think or what other people say. Especially your inner family. We’ve talked
about this at length. I’m very passionate about this. I’m so grateful I don’t give a
crap about what anybody thinks of me while equally caring. It’s incredibly important to me
what India or DRock or Staphon think of me.
It’s incredibly important. It’s stunning though how
anti-establishment or how much I would push back
when they would try to impose their will on me. And that’s a very
important differentiation. Actually, that’s one of the
first time I’ve ever articulated this way and I like this. There’s a very big difference
between what one thinks of you and what one tries to do
by imposing their way on you. I’m very open, empathetic
and quite self-aware of what everybody thinks of me and pander
to it, react to it and adjust to it but for somebody to try to
impose their way on me without knowing me is just
super not interesting. And so, I was able to navigate
through junior high and high school and really not
struggle with peer pressure. I just, very honestly, thought
I was better than everybody. I didn’t act that way. If you go find all the kids that
went to high school with me I don’t think any of them would
say that I walked around like I was cooler than them. That would have been very hard
as a 4 foot 11 freshman that was being made fun of
for not being 5 foot. It’s how I thought inside
and I think there’s a lot of intestinal fortitude to use a
gorilla monsoon term, that’s when wrestlers would beat
up and they would fight like the Hulkster and Macho Man
and Ultimate Warrior that was the whole kind of genre of the 80s, get beat the
crap out of and then all of a sudden and so,
that’s kinda how I am. I can take a lot and then
all of a sudden fight back. There’s nothing other I can
say than you’re 15 now, when you’re 51 or when you’re
91 you’re going to be stunned how little you care. How little it mattered and this
includes your parents and your siblings and even your children. This is an intense thing,
this is a very intense thing. But if I could wish anything
besides health on people there’s a lot.
I say this saying a lot. There’s a lot of traits I like. Self-awareness but man there’s
unbelievable happiness that comes along with self-belief and
recognizing how this plays out. And let me tell you how this
plays out, Prince as he was taking his last breath, as a big
shout out to Prince, I’m a huge fan,
I don’t think Prince cared what Billboard Magazine said
or what anybody said. It’s just the way it is. It’s the way it is so if through
this plea on this show, on 201, on a Monday in late spring,
if four of you to understand, if I could get four
of you to understand it’s just not going to matter
when people I mean… I love when people… I don’t even know
what else to tell you. I’m going to say it very clear. Staphon get very focused here
because I want to really deliver this with all the
drama that it deserves. I like when people put me down. I get off on when
people put me down. Nothing is more interesting
to me than to prove all of you wrong. I love the people that think I’m
a huckster or I got some hidden agenda or I’m not that good or I
won’t be that great or I think too big of myself or my dad had
a liquor store and that’s the only reason I’m
successful or I got lucky or da-da-da-da-da-da-da. Show me. Please, please, please continue
to judge me and underestimate me because it’s the only driver I
have and that’s how I’m wired. And I don’t expect all of you to
be wired that way but if I can through my energy move any of
you and trust me I’m reading your comments ’cause your
comments are my oxygen and I see so many of you. So many comments over the
last three or four months of people saying I’ve got a little
more cockiness or confidence than I used to. As a matter of fact,
I see it in you guys. I truly see my inner circle
have more confidence, it just rubs off.
India, you’re getting cocky. – [India] I probably am.
– [Gary] Have you felt it? – Yeah.
– [Gary] Yeah. – I think it’s confidence.
– [Gary] I know, I know, I know. But it’s true, right?
There’s a rub off. It’s kind of like a
leader on a sports team. It rubs off. One of the great accomplishments
in my life will be the fact that I was able to rub off my
confidence not only on my inner circle but on the
community that decided to. It’s unbelievable how good I
feel that I get to reward the amazing reward that you give me
which is in all the things you could be watching right
now you’re watching this. In all the things you could be
reading, spending time on, time, you’ve decided to watch me. Me! Do you know how incredibly
empowering that is and it’s at scale?
It’s not three people. Do you know how
empowering that is? And for me not only knowing I
can give you tactical advice or in a funny way that I answer
question number three a girl in Indonesia might say if GaryVee
is bad at math and has been successful I can too. Or in this ending rant you can
care a little bit less what your coworker or your older brother
or that naysayer says or what I know so many of you deal with
which is the trolling and the hate and the disagreeing even
when it’s done well and I love when people disagree with me in
the comments section I take it for what it is. Even when that happens… You know how pissed I
was at DailyVee 030? How many people like were
emphatically were drilling me for a bad episode? Fine but after all that and
that’s fine and I agree and we didn’t do a good job setting
that up and I don’t think I set up DRock for success. It’s a genre that he’s not
as passionate about. I could have done a better job. I understand that but it blows
me away of how much venom people can put like
after you provided… You’re only as good
as your last at-bat. 200 great episodes of a business
show, 30 great episodes of a docu show, 5,000 fucking
interview of business stuff, unbelievable engagement,
answering your questions, answering your snaps. Boom, one baseball fantasy thing
pure and utter disagreement, disparagement, hate,
negativity, that’s hard. I’m the most confident and it
felt bad and I didn’t like it. So what do I expect from others? I get it but it is what it is
and at the end of the day it’s not gonna matter and you have
to love yourself first and feel good and complete with
yourself first so as a 15 year old I would do what I did as
a 15 year old which is start building those skills and not
listen to your parents and not listen to your teachers and
not listen to your friends. Respect it but don’t let
anybody, anybody impose their way on you. It’s you. You’re with yourself and
you’ve got to make yourself happy first.

18:16

behind why people are on periscope I saw your interview with Marie for earlier recently where you talked about the psychology of why people are on Pinterest and Twitter so I periscope thanks huh welcomes me that like I think the psychology on that is I think you’ll live TV right and are some people […]

behind why people are on periscope I saw
your interview with Marie for earlier recently where you talked about the
psychology of why people are on Pinterest and Twitter so I periscope
thanks huh welcomes me that like I think the
psychology on that is I think you’ll live TV right and are some people that
are gonna QVC or or Saturday Night Live I was got a lot of kick out of like a
short meeting theme is people I heard a ongoing conversation of the actors and
actresses that would not do Curb Your Enthusiasm because it was not structured
enough they were scared of the Improv nature SML and of course you know that
took spoke to me because I think I can crush those things but if you if there
was cue cards right now I can’t read or spell today on the Ask Gary B show
leaders so moist fascinated by people stinks because i think is great for
people that can improv just roll keep it sing and I think people want to project
themselves I think everybody’s fascinated with television and getting
out there so if you’re doing periscope you’re somebody who doesn’t fully take
themselves seriously end or you’re very confident in your improv and your troops
the reason I’m super into doing daily be and things of that nature is I’m not
scared how it’s gonna be edited the only the only reason even involved in setting
is sensitive information like lines and stuff of that nature but like clearly
like the balls but it’s so crazy I think about another 15 pounds and get a couple
more muscles like I’m getting closer just living like naked do that ok terrible reaction like it’s
cool you understand lets you make it as a yes I’ll probably not walk around
naked though it’s crossed my mind living life pretty naked and by the way I’m not
naive like we’ve all got Skelton’s plenty of things that I don’t share you
guys all know I don’t share my family like there’s a lot I like pushing myself
further and further because it is literally the last battle of a mile when
you take ownership of all your flaws and weaknesses you’ve won and I actually
think that’s the Nirvana of the connected world yes privacy is getting
pushed on yes negatives there’s a lot of positives with us all putting our
laundry to each other to get except that it’s not that high school to college the difference guys this is so basic but
the high school college and everybody likes not everybody but a lot of people
like college more is shortened to a place where you can only ship more
you’re sensitive to your zips and you really think there’s a lot of your shit
that happened between 14 and 18 change a lot we’re not ready to calibrate that
things very far and few between people that can own it all the way we’re
insecure our security is much stronger in our twenties that it is in our teens
and that’s what we like it better adam asks I feel like I’ve lost my
household help what do I do if anybody

15:56

“from telling blatant lies about my business, “without stooping to their level?” – Craig, by recognizing those blatant lies have no impact on your future. Now, stick with me here. It’s hard, because you’ll say, “no way, Gary, it’s already had an impact. This person stopped working with me because of that lie.” Net net […]

“from telling blatant
lies about my business, “without stooping to their level?” – Craig, by recognizing those blatant lies have no impact on your future. Now, stick with me here. It’s hard, because you’ll say, “no way, Gary, it’s already had an impact. This person stopped working
with me because of that lie.” Net net with me, my friend. Net net with me. If they’re lies, and they may not be, let’s first make sure
they’re lies, my man. But if they’re lies, you will win. Lies have been, people have
tried that tactic on me, you will never, ever win that game if you’re on the lying end. Like, the truth is undefeated. You just have to be patient. So, the fact of the matter is, that’s too much on your mind. By you even asking me this
question, it’s bubbled up, and it’s really no different, and I’m sorry to use this, ’cause it’s an extreme version of it, and it’s obviously top
of everybody’s mind. It’s really, in some weird way,
no different than terrorism. Like, terrorism works
because people get scared, and that’s propaganda. Right? And of course things happen, but what they’re trying to
do is get people not to fly, not to go to Europe,
like, all these things. They scare you, they make these videos and say “we’re gonna go
after all these places” to scare people in those places. That’s how it works. That’s what that is as
well, which is like, they’re trying to propaganda your clients into believing that. But when there’s a net result a year later, two years later, when people are like, “oh,
Gary’s just good at Twitter. VaynerMedia’s not,” I mean, you know people said
VaynerMedia was gonna fail because I’m just a social media pundit, I’m just bullshit and
pizzazz, I’m all this? Well, they lost. Because now here we are. And so as long as you’re
confident in your execution, please do not spend time
going on the defense against your competitors
who are lying about you. Just go do your thing and let the results show for themselves. This is a very important thing. People get way too hung up on their negative comments on YouTube, the competition making lies about them. The results always speak for themselves. Marky Mark was not gonna
transition into a real celebrity, until Mark Wahlberg did it. Justin Bieber was always
just gonna be a teeny bopper until he put out fire. Right? Like, the truth always wins. Period. – [India] Nice.

8:21

– [Voicoever] Igor asks, “When is it okay to lie in business?” – That’s interesting. The 14-year-old version of me would have said, “Anytime, all the time, go for it.” You know, I think the answer is never. I don’t see any value prop. I think that having self-confidence and believing that you can do […]

– [Voicoever] Igor asks, “When is it okay to lie in business?” – That’s interesting. The 14-year-old version
of me would have said, “Anytime, all the time, go for it.” You know, I think the answer is never. I don’t see any value prop. I think that having self-confidence and believing that you can do
something you’ve never done before is a great thing for business. But I think you gotta lay
those cards out to the person that’s making that decision. You can’t say, “We’ve executed
a campaign like this before,” Sorry. You can’t say, “I’ve done this before.” “I’ve sold this before.” What you could say is, “I
truly believe I can do it “because of these things.” But faking the funk has diminishing returns, puts you in a precarious spot, and when you define it as “lying” versus “a slight little embellishment”
or a little bit of hyperbole when you go to lying, I
think that has no place in the business world, or in life. And take it from somebody
who grew up a liar. It was very tough for me as
a kid to break that habit. This is one of the
disproportionate reasons I value my dad’s fatherly advice. He really snapped me out of it. It’s taken me a long time. I truly believe it’s the reason
that most people struggle with consuming me at first,
and don’t know how to take me, because I do think there’s
a lot of bullshit DNA that I started with, but I chipped away, chipped away. And that’s the scoop. No, no place.

9:50

– What are the differences in the way you deal with small vs big accounts/clients? – There’s a ton of differences. When you’re dealing with small or big businesses senior or junior employees, big or small in all shapes and sizes in business really dictate very different strategies. Small accounts a lot of times don’t […]

– What are the differences
in the way you deal with small vs big accounts/clients? – There’s a ton of differences. When you’re dealing with
small or big businesses senior or junior employees, big or small in all shapes and sizes in business really dictate very different strategies. Small accounts a lot of times don’t have the same budgets. Small accounts often have
chips on their shoulder and lack confidence. I think one of the great things we do for small accounts is
actually bring a little bravado to them. I’m more comfortable actually coming from small to going big, because that’s what I do. You need to be scrappier. You need to build self esteem more. I think big needs the
reverse a lot of times. We need to make sure they
don’t waste their money, because the sorrows of riches, or what is it, help me. What is it called? Anyway, right, thanks for being there for me Andy. The spoils of riches or
whatever it’s called. They have so much money sometimes they just mail in and waste a ton of it. I think a lot of time our biggest brands need a huge level of humility. It’s really the yin
and yang to each other. I think the small
accounts need that bravado and self esteem and like we can do this, screw the big guy. If we’re smarter we can beat them. They’re wasting money on TV and other dumb shit. Big accounts stop wasting money on dumb shit, you’re not as big and as cool as you think you are. Somebody small can come and catch you. Those tend to be the two
different religious pillars and they’re very important
and having those strategies at the top really really do matter.

5:15

“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. […]

“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.

6:24

“When looking at potential investments that you might “be on the fence about, “how do you balance risk versus reward?” – I always, always, always dramatically value reward over risk. Hey, this is such a great episode to do this in in the context of everything going on. When I invested in Meerkat, it was […]

“When looking at potential
investments that you might “be on the fence about, “how do you balance risk versus reward?” – I always, always, always dramatically value reward over risk. Hey, this is such a great
episode to do this in in the context of everything going on. When I invested in Meerkat, it was obvious that
Periscope was gonna launch within the week of my investment, and that it was completely backed on Twitter’s infrastructure, and that Meerkat was gonna get shut down. As a matter of fact, Meerkat got shut down on Twitter before I made the investment, but the upside was so great, if they were able to win that game, in the world of, remember,
Facebook’s attempt to slow down Snapchat, right, with Poke? Like, you know, the leader
doesn’t always win, right. Remember Blockbuster was
gonna go after Netflix? You know, with their service? Remember Walmart’s gonna
crush Amazon six years ago? Happens all the time, and so, the reward was much greater than the risk, even though the risk was very obvious. I’m always, always going for the upside. The other thing is, I
bet on the jockey a lot. You know, I bet on the jockey a lot, and so investing in someone is not necessarily always
just about that startup. You know, if they’re a true entrepreneur, and I feel they’re a true entrepreneur, they’ve got two, three, four, five, six, there’s a female-driven
company right now in New York that I just bet on that
I’m so obsessed with. I think she’s gonna win in this one, but, like, there’s no doubt in my mind she’s gonna multiple times, and I think Travis and Uber
was the final nail in my coffin that it’s always about the jockey. if you can bet on the right
jockey, you’re gonna win, and so, reward over risk every time. I’m on the offense in life, you know, I do not value, and I feel a far majority of people watching this
show are on the defense. I really do. I feel like when I quantify
the world that I know, 70, 80% of the people fall into defense. They’re telling you and themselves why not verus why it’s going to work, and I do believe that
blind optimism and naivety and self confidence are
enormously delicious traits that allow you to win
more often than you lose, because it’s truly a net-net
game you can lose 800 times. There’s four to five substantial bets that I made in driving
VaynerMedia this year. Two of them are really
working, three of them are not. We won big. That’s how I look at it. I’m not gonna cry about the three. There’s no crying in business. Or baseball.

23:18

I kinda been keeping up on Facebook and your Twitter and I saw where people were struggling with identifying your passion as opposed to calling it cockiness. You know, along with passion comes confidence and I understand that well ’cause I’m the same way when it comes to what I do. I was just wondering, […]

I kinda been keeping up on
Facebook and your Twitter and I saw where people were struggling with identifying your passion as opposed to calling it cockiness. You know, along with
passion comes confidence and I understand that well
’cause I’m the same way when it comes to what I do. I was just wondering,
how do you handle that? It’s something that I’ve
dealt with my whole life. Where most, some people don’t understand that your love for
something or your passion for what you’re doing, it shines through and people have a hard
time understanding that. So I wanted to know what is
that you do to cope with that? What is it that you do
to try to help people better understand that? And I think that can also
help take me into next level. To the next level in what I do and I wanna just find out how
it is that you handle that. Look forward to hearing
back from you, thank you. – All right, world champ,
Draymond Green on the show. Staphon, you must — – [Staphon] No, it’s a great day. (laughs) – Thanks Draymond. I think, you know– First of all, thanks
for watching the show. Show. (laughs) I have a feeling and
I’ve watched from afar how you’ve been handling this as well ’cause you’ve clearly established yourself especially with the Golden State Warriors run to a championship this year. A lot more people are aware of you and you definitely come with a
lot of confidence and bravado And really interesting, right? Your story connects with me because you’re an undersized, power forward
who sometimes guards centers in the NBA and now, I just
read an article the other day that everybody in the
off-season is talking about finding their
Draymond Green in the NBA. That you’ve been
mentioned more than LeBron this off-season about
how small ball can work. You’ve literally, through
self confidence, perseverance I also know a little bit about
how your mother raised you so I caught that part of your narrative, that’s interesting to me. I think we actually connect pretty well. As a matter of fact, I
actually think that you and I should play one on one. (laughs) In an episode of the #AskGaryVee Show. Just to see if it’s humanly
possible for me to score a point I think this is one of
the things that I love about people that think
they can play NBA players on one-on-one. I actually think that people don’t realize how pretty consistent an NBA player against anybody who never
went past high school level basketball can shut them out 11 – nothing in a one-on-one game. So I would be super pumped
if I could score points with Draymond, that challenge is on. I think you might duck me
because I think you’re scared and you know we’re gonna film it. (laughs) But to answer your question, to answer your question in full. I think you just have to do you and I think that’s what you’re doing. I think I talk about the
truth being undefeated. I’m a 39 year old man. You’re in your 20’s, early, mid-20’s. Early 20’s. I know that you and I and
everybody in this room, and everybody watching
and listening to the show, we all want, we all
think about who we are. Social media’s been
really interesting to me because I think social
media’s been the first tangible expression of how
everybody wants to PR themselves to the world. Even the people that poo-poo it or try to play too cool for school or don’t believe in it, they don’t understand. Subconsciously, every
single piece of content that every person has ever
put out on social media has been absolutely
thought through and is– Not like, you’re thinking about it. It’s been thought through subconsciously. It is the action end
results of a narrative that you’ve been painting in your mind your whole life of who you are. Who you want to be. The ambition that you want. I have outrageous disproportionate want to be considered one of the
great businessmen of all time. And want to be known about how I did it. And they way I treated
people along the way. I am very far away from that. For as much as you guys love
me and as much as they– You have to understand, 99% of the world has no idea who I am. I have still not amassed
the kind of wealth that can give me the halo effect to talk about being a tangible
execution to that level. So, I’m still so far away but I know at 80 my
actions are gonna basically be the result of my wants. And I think you want to be great and you’ve already, at such a young age, hit the apex of your career
so you’ve got a different game than I do but I think
along with, he’s cocky or he’s this or she’s cocky and she’s that comes all the stories behind the scenes that people don’t know. That I’m sure, and I’m not sure. I hope that behind the scenes you’re doing these things for fans. And behind the scenes when
your competitor beats you, even though you’ve put
everything to it, there’s– As much as I hate the
Patriots, as much as might hate that you got knocked
out of the playoffs. Even if you’re kinda sour
about it, and I get sour. If I lose 11-nothing, I
wouldn’t even shake your hand. Even though I’m telling you
to shake that person’s hand in my advice right now.
(laughs) It’s really there, it’s that
respect level to the game. I think as long as you respect the game and respect, and this
something that I think a lot of people struggle with. I respect where I’m at right now. Because it’s the game. I could think maybe I’m slightly behind. I could think I should be
a little further along. I’m just not. And it’s a net net game. I think that you want people
to see you as self-confident not egotistical. You want people to see
that you’re working hard, that you’re not cheap in the trenches. So those actions just have
to be that way, right. They just have to be that way. So for me, I think you just do you and let the chips fall where they may and I have funny feeling you’re okay with what they’re saying along the way as long as you feel good about it. And for me, that’s my game too. Plenty of people say things and I just feel good about it. I feel real damn good about it. ‘Cause I’ll see you. I’ll see you soon and we’ll talk about it.

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