This is not the outfit to do it in, so, one second. Okay, whew. – You’re wrong, brother. You had the right outfit on the first time.
– [Man in suit] I have these, occasional rushes of motivation. It’s like, yes. Now I’m gonna do this. But after a few days, that motivation goes away. So how do you get that constant stream of motivation? Thanks a lot. – You know speakin’, you know, this piggybacks well off of the last question. Ya know, my motivation
comes from a couple places. One, I love what I do. You know, you may not love, again, back to what you want. Especially seeing a lot of the youngsters jumping in today’s show, you may think that doing things is the process needed to what you want, which is you wanna be in Las Vegas with 30 beautiful women around you, and like, drinking
champagne and going crazy. Like, I don’t like that stuff. No, I don’t. You know, I don’t like that stuff. I like the process. So, you know, to me there’s
two things that drive me. One, I love what I do,
for the billionth time. My separating aspect from a lot of you, I’m keepin’ it real, is I love working, I
love putting in the work, I love the headaches,
I love HR nightmares, I love it. I like it. I like the grind. I like that I have a 6:30 call today with an upset customer. I like that. And so, that’s number one. Number two is straight up gratitude. You wanna have real fuel? I don’t know what this meant. I’m just trying to become Superman. If you want real fuel, that was injecting gratitude, You want real fuel to win? Be grateful. Now you can’t be grateful. You can’t watch this video and be like, oh great, Gary Vee said I’m not grateful. In me, in my personality is gratitude. The self-awareness that I was born in the, in the Soviet Union, that the
timing of when I was born, was better than when my dad was born, better than when my
grandparents were born there. It created a scenario
where this moment in time, where America and Israel got together, and made a deal with the Soviet Union, and people were able to leave the country, and that’s it. I got really lucky that,
what I’m great at is, is really kind of glamorized here. Entrepreneur businessman,
whereas in Russia, who knows, I’d probably
be dead or a trillionaire. And so, I’m just grateful. I’m grateful for the greatest parents that one could ask for. I’m grateful for, like, amazing wife. A lot of, unfortunately, I
lost a lot of my grandparents before I was even five. So I haven’t had a lot of death. And so, you know, it’s really like, I don’t even have a gear that’s like, woe is me or too bad. First of all, I also
don’t like complaining. I’ve made this bed. Like I feel ill today, I’m
under the weather, right? But I’m not like, oh. We’re always like, watch this. Here, I don’t know if you can get in here. People are gonna like this. Let’s show something of fun to everybody. I don’t know, talk to me. Can people see the schedule? – [DRock] Yep, they can. – Yep, I mean, like, you know. So schedule, right? Like, workout at 6:30, and travel, and meeting, and meeting, and meeting, and speak, and call, and
speak, and tape the show, right, and then call, and then
meeting, and then meeting, and then meeting, and then meeting. And if you’re paying
attention to 10 minutes, 10 minutes,10 minutes,
five minutes, 15 minutes. Planning meeting, call,
call, coffee, meeting, meeting, meeting,
meeting, meeting, meeting, meeting, meeting, meeting,
and today’s a good day, ’cause it’s a Friday. Because I get to be done, you know, by eight o’clock, with
dinner with some friends. But like, when you go back, you know, I mean, the bottom line
is, I’m in meeting, well this is Jet’s game. But, but (phone clanking against table), I’m making my bed. I’m making my bed, I’m going forward. I’m hustling from six to 11 pm everyday, with every second allocated. There is no break. There’s no, there’s no eat a salad, and read Reddit, or watch YouTube. That is not in my game. Yes, Steve, that was for you. You know that is not in my game. And so, because I’ve made my bed, I’m surely not gonna complain and be like, oh, I’m sick today. Like, I just, you know, no. So that’s it. I don’t even remember
what I was answering., but that’s what I think. (laughing)

“If you could teach everyone in the world “one thing you’ve learned,
what would it be?” – Daniel, the two things
I believe in the most are empathy and gratitude, but I don’t think that’s quite teachable. Self-awareness, I don’t
think that’s. (chuckles) This is the best. I don’t think that’s teachable. I think the thing that
I’ve been taught the most through experience that was intuitive, but I think is teachable, is for everybody to pay attention, that the world is really
about depth, not width, right? And so do things that
are meaningful, not wide. I’m just a big believer
in this depth width game. I watch so, listen. A lot of you guys know this. I answered this question
two or three episodes ago. I’m paying attention to you as much as you’re paying attention to me. I may not be engaging and
replying on your posts, or liking your comments, or all those things
the way you are with me because I’m doing it at such
a scale and I’m a busy mother, and even that extra
second is tough for me, but some of you’ve seen me,
especially on Instagram, I’m definitely harding up and
replying and saying thanks. But a lot of you and this why I have so
much passion for it is you guys are still in
the tactics of width. You’re looking for more likes and shares, and like, a lot of right hooks
and you’ve read all my books and you’re like, “Yeah
Gary, you’re right.” And then you’re not doing it. And here I am, busier than all of you. Here I am, busier than all
of you doing this show, providing depth, engaging at scale, replying to your emails when they come in trying to reply at scale on Twitter, maybe not engaging with the
consumption of your content, but definitely replying to when you care and you want to be heard by me, and I’m going deep, deep, deep, while you shake your head
when I talk about deep, but then you go out there and you go wide. – [Voiceover] Edwards asks,

– [Voiceover] Mrs. Jones asks, how do you make sure lack of confidence doesn’t stop me from chasing my dreams? Mrs. Jones, this is a very
important question to me because I’m actually quite scared to give you the answer which is we need to seriously think about how to build up your confidence. I am the the kind of person that believes that self-esteem is the
ultimate drug in society. And I believe that when
you have self-esteem, you give yourself the
audacity to dream big aka buy the New York Jets. When you dream big, what ends up happening is the little things
stop mattering as much and you’re not crippled by them and you start really kind of becoming, you know, I’m actually maybe the least anxious person I know in a world where anxiety
should be, on paper, the thing that I most
have ’cause I have so much going on and I have these
enormous aspirations. You know, I really
struggle with this question because I would actually tell you to not say, well don’t worry
about it, you’ll get there. And no rah-rah I can do real quick here is going to affect you, but what I’m hoping to affect you with is I would highly recommend
doing some deep searching into what you can afford and what is practical to work on that whether that’s literally
seeing somebody to build it up, mapping your life backwards, surrounding yourself with
positive, self-esteem driven people, I think is a
very unique way to do it. This is the big one for
me fellas and ladies. I am all in on self-esteem and I would say if you
are self-aware enough to know that you lack it, I would tell you to execute about finding a way to gain more of it. – I’m loving the show, like loving it.

So, you know, I just quit my job at radio after being on air since
I was 16 years old. I kinda risked everything
for this new Dash Radio app. I hope you’ve checked it out. You’ve gotta tell me
your favorite station. But what was the riskiest
thing you’ve ever done in your career? Because it was tough for me to leave something I’ve been at for so long, especially an institution
like traditional radio, in order to try something new with zero listeners today to disrupt that industry. What was the toughest choice you ever made in your life or in business
about leaving something that you’ve done to do something new? – You know, again, the enormous excitement I have behind doing this show
and thank you all for allowing me to do this show, is predicated on the fact
that I get to tell you things you’ve never heard before. I’m gonna say something
that I’ve never ever ever ever ever ever have
talked about before. Which is the toughest
professional thing I’ve ever done. My cliche answer historically
has been, you know, leaving the Wine Library
with is my first love, and that’s a very big truth. But as I’ve started becoming a little bit more in
tune with my own feelings and have given this thought, the toughest thing I ever had to do, and Steve, pay attention to me. You’ll like this answer. The toughest thing I ever had to do, believe it or not, was make the decision that I was okay with putting myself out there. You know, a lot of you
probably have at this point forgotten because the Gary Vee persona and narrative has taken over
my career and my Wikipedia and things of that nature. But the first 10 to 15
articles that have ever been written about me in the
AP and the New York Times and the Wall Street Journal was, “Wiz Kid Builds Business.” That the establishment,
the business world, the people that I look up to in ways, maybe not specifically because I don’t really have heroes, but respect their opinions
and their accomplishments. I went from the narrative of being a great business operator that
saw trends and executed it for financial gain,
which is like something everybody deems to be so noble in business to being a self promoter, to being a social media guru. To being an author. Making the decision that I could accept the rolling of the eyes
of the Ivy League grads or the establishment to get bigger reach, to build audience to jam with people, to be human and extroverted and taking that step back or two or three in the minds of the top two or three percent was a pretty interesting,
difficult decision for me. Knowing what the consequences were of putting myself out there
and that I would be respected less for my
business accomplishments because of it wasn’t the easiest thing
that I ever had to deal with and something that’s very honestly I still continue to deal with. I, now, this is where you
start getting into the, I don’t know, DRock, if you
wanna make it dark. But this is where you start
getting into the darkest stuff. In a weird way, I like the underestimation that comes along with it as well. Because the truth is the
reason that entrepreneurship and business speaks to me
especially in an American context is that the truth is undefeated. That ultimately, you
know, if I go and execute multiple hundred million dollar businesses and make smart investments, it’s all net net, right? Like you may not like
the fact that I don’t dress up or that I curse on
stage or that I self promote or whatever you wanna call it. But if I execute, you just have to eat it. And so that was clearly,
DJ, that was clearly the toughest thing for me, which was that I was consciously self aware
that I was entering a realm where I would start
becoming more disrespected even though my accomplishments
were gonna be greater. That mis-positioning was something that, that was tough.

“on presenting your consultant services “to a potential client?” – Drew, isn’t this a
funny little yin and yang, one, two, with the last question? I don’t know, I mean the answer is are you good at making a Power Point? Can you make a video that’s
like a little bit better? Or can you sell like me, which
is forget everything else and just walk in and close the deal? There are, the last two
questions are questions that happen all the time, and
here’s what I will tell you, I appreciate the kind words, the Tweets, the admiration that I see in the comments, I’ve been following very carefully. It’s been so fun. The feedback’s incredible,
I really appreciate it. But let me tell you one thing. What works for me does not
necessarily work for you. So many of you do so many
things better than I do, that it makes me want to
vomit on this football, blah, like, you know, and what you need to do is take a step back, ask your friends if you’re not self-aware or EQ oriented. But you need to figure
out what you’re good at. The answer to your question, the answer to the last question and the answer to a lot of things I’m seeing using the hashtag #AskGaryVee, are very personal questions that I would never know
unless I’ve known you. I know Zak, right? I know Steve, right? I know is it around your neck? Okay, I’m taking it. Yeah, that’s right, I don’t, don’t worry, don’t worry. Oh shoot, this is way
heavier than I thought. I know DRock, right? (person laughs) I know these characters, a little bit, like I know them, getting
to know them more, I have a sense of their
strengths and weaknesses, and I would like to think that if you ever talked
about them on a corner screen or a conference, or you
talked to them on Twitter, I spend a lot of time trying to figure out how to put them in the best positions to succeed based on what
I think they’re good at. And I could do that for you, if I had a lot of time, but I don’t. And the reality is very simple, you need to figure that out. The answer to that question, the one before, and the one
that so many of you have, is predicated on your
natural God-given ability or the things you’ve worked very hard at to amass that skill, period. – [Voiceover] Michael asks,
“What criteria do you use

– [Voiceover] Mark and
Patti ask, “What’s better “for content, vlogging or blogging?” – Mark and Patty, this
is a great question. And this is something that, you know, I’m really glad you asked this question, because I’ve been drilling, drilling, I’ve been thrilling to drill, I’ve been hoping to drill
this home for quite awhile. And I used to address
this back in 2007, ’08, ’09, definitely ’09 and ’10, during the Crush It! tour, and the Crush It! days
I answered this a lot, I haven’t talked about it as much in the last four years, that’s why we do the #AskGaryVee Show,
it allows me to rant about things I forgot about. The answer is, I don’t know. The answer’s very simple. What are you good at? You can crush it doing video blogging and you can crush it doing blogging. I mean, it just comes down
to what are you good at? Are you better at video? Since I started this show, I’ve already seen 11
to 12 ask shows pop up, of people that follow me,
of people that pay attention to what I’m doing, and
you know, very honestly, one or two are decent the
other nine are straight crap, with all due respect to our
fans. I don’t wanna dis, that’s not a good thing to do. Of the 11 people that have done it, are now saying, “Does he think I’m crap?” Why do you think I said, “Two are okay?” I don’t want anybody to feel bad, but, you know, some
people are made out to, I’m not made out to write like myself. I need editing, I need it. I need help, grammar. I can’t spell. I can’t do it, I can’t do
it, ’cause I can’t spell. But boy, can I make a video. – [Voiceover] Drew asks,
“Do you have any tips

but I don’t feel like I’m
hitting much of anything. Any advice? – I have advice. I don’t know if you heard,
I’ve gotta show, #AskGaryVee. Subscribe. So, here’s my advice. If you follow boxing or MMA, one would understand that some people are great technical boxers. They know how to jab and when they land the perfect right hook on somebody’s chin who
wasn’t even expecting it, they don’t have the power
to knock that person out. Robert, the truth is, my man, there might be just a situation where you’re just not good at closing. And that’s something I want, you know, not to pick on you, Robert. This is something I
want everybody to hear. You just might not be a
great saleswoman, salesman to actually make the close. In fact, you may need two people. This is something I
haven’t talked a lot about. This is why the #AskGaryVee
show is a good show. It’s forcing me to say new stuff. I haven’t talked about and
probably blew it in the book, the reason I pointed there,
you want show them DRock, they might be like why did he point there? There’s a huge, Jordan! I’m kidding, I’m kidding. (laughs) That was the best. You may need a partner, Robert. You might be the greatest
jabber in the world and you may need a partner
right hooker, right? And so, I just happen to be
both in one amazing body, but the fact of the matter
is you may need a partner where you do the jabbing and she or he does the right hooking. – [Voiceover] Chad asks:
“How do I get the cute old lady

humor play a role in business?” – Shai, this is a really great question, and you’ve been known to
ask me great questions. Oh, you though I forgot about WeWork? I actually think it plays a role, but I would say it plays a role in the way that it plays a role in all of life. Humor happens to be one of the most attractive personality traits. Look at the tragic events of
this week, of Robin Williams. The enormous emotion,
an outcry and sadness and feelings that have come
from the American public, shows you how much a comedian can get very deeply ingrained in the world and he was one of those greats. I honestly use humor, a lot
of you watch my keynotes. I like to fancy and think that a lot of my keynotes take on a
stand up comedy routine. I find myself having the ability to drive difficult HR conversations
and selling things through to clients or
to the general public by leveraging humor. I think humor is an
enormously attractive trait that is a very important part of business, but no more important
than the other things that people are very
attracted to in others, which is caring, and
empathy, self awareness, gratitude, kindness, beauty, it’s just another core tenant that
if you’ve got it, use it. – [Voiceover] Mike asks, “Is
Jab, Jab, Jab, Right Hook

– [Voiceover] Ryan asks, what’s the most common mistake you see founders make building a consumer focused business? Ry, there’s so many goddamn mistakes in building a consumer business but I will tell you the, you asked the question, I’m going to have to keep it real here as we do on #AskGaryVee show. The biggest mistake I see is that it is really hard to build a consumer app. The ability to beat out everybody else in the world and making something sticky that people care about is, I don’t know why I did that, is extremely difficult. And the biggest mistake I see, Ryan, is actually the fact that
people don’t have talent to actually execute a consumer product. The audacity. The audacity in the marketplace right now by the young and hungry and the old and hungry in thinking that I’m
going to make this app and it’s going to work is so ludicrous to me. It’s so stunning to me. You have people who’ve
been career students. You have people that have been career corporate America people and they think they are going to just come and start a product and understand the behavior
of the end consumer better than anybody else trying to scratch that itch for that specific product. That takes special talent. Nobody wakes up and is like, I’m going to be an NBA player today because it just makes sense to them but everybody right now is waking up and saying they’re going to be a consumer product innovator, inventor, co-founder and so the truth is the answer to your question straight up is lack of self-awareness that they’re not good enough to do it.