– [Voiceover] Terrell asks, “How would you manage pro bono work “versus getting paid as a startup, “or how do you draw the
line between the two?” – I think the question, I
think what I’m getting from it is, you know, how do you manage the people asking
you do to stuff on spec? And it’s funny, we’ve
had some conversations, I’m a fan of spec, because
I think it’s a gateway drug into showing work. When you’re at zero, when you have no track record, when you have no leverage, spec is a tremendous
opportunity, it’s, you’re at bat. And so, spec has always been
interesting in design work or other things of that nature. Any time I even allude to a
spec interplay on Twitter, I get attacked, right? Like, if I want free t-shirts for the Great Wall of Wine Deals, right, stickers, why
don’t you pay for them? I’m thrilled to pay. As a matter of fact, in my later years, AKA in the last three years,
I’ve learned, actually, I’d rather pay than what I deal with when somebody gives you,
like, a sticker for free and they want, like, so, I’m into paying. I actually, when I do these
spec things, look at it as the first opportunity to
somebody to have in at bat, to, like, change the course of their game. We’ve alluded this question-answer
with DRock in the past, like, this is just real to me. So where do you draw the line is, when you stop thinking
it brings you value. By the way, nobody’s forcing
you into doing pro bono work. Hey, DRock, you wanna make a film with me? You should do it, I’m not gonna
pay you, you should do it. I didn’t force him, like,
you know, that’s on you. So this notion of pro
bono work being, like, some sort of forced behavior that like, the rich are forcing the
poor to do this work, in a world where you
should always do everything predicated on what brings you value, including when you bring
other people value. See, the dirty little secret is, for me, this 51-49 thing where I
wanna do all these things, it makes me feel good. It might not make me more money, it makes me feel good. It’s a selfish act. People say that, you
know, you hear it’s like, oh, it’s a selfless
act, like, I understand. I like the way it feels. And so, you know, your pro bono work might be because you wanna use it as a gateway drug to business
opportunities in the future, or you just might like the way it feels. That’s on you. But, you know, business is simple, and this is a business show
in the scheme of things, so I expect this to be
where you’re coming from. Look, you have to ask. You can’t be scared to ask for money. You have to ask, and you
have to price yourself, and you have to price yourself in a way that makes you feel good. And so whether that’s $100
an hour, $500 an hour, and the other thing I would tell you is let the market say no. I think a lot of people are
too scared to go too high, and we talked about this on
another show not too long ago, like, you know, just ask for the money and go as high as you possibly can, they can always say no, you’re never gonna say,
“it’s gonna cost you $500” for your R&D, or anything like that, $500 for your voice-over
work, Stunwin, you know, “I want $100 an hour,” nobody’s gonna say, “cool, we’re gonna give you 125.” And so, you know, you’re
better off saying 200, they’re like, “ah, we’ll give you $120, and you’re like, yes, I only wanted 100. Thanks, Gary Vee. (laughter)

“and ask for work experience?” – Wait–
– Ask for an internship? – You ask for work?
Don’t you just ask for work? – [India] I guess because a lot people come to companies and it says like you need this many years of experience. – Oh, I see.
– [Gary] I see. – [India] But how do
you get that experience if nobody wants to hire
you because everybody– – When you’re 18. – [India] Yeah. – I got an answer to this, I mean I think that we now live in a world– Casey, how many people, how many people hit you
up on Twitter, email, other platforms, comments and YouTube, you must have a gadrillion. How many times have you in your career– When would you say that
you started really building into a place where people
were really pinging you? Is this now a two, three,
four year phenomenon for you? – For work? – Yes. Not for work, more like
people that are fans of you, clearly at this point. – It’s been a long time. – How long, do you think? – I mean, I think since the
first video I made went viral over 10 years ago. – Got it. So, it’s been pretty
consistent since then? – Yeah.
– Good, how many times have you
randomly done stuff? Yes, met someone, got on a phone. How many times? – Now, if I could count that, Gary. More than I could ever keep track of. – That’s your answer. Who was the question?
– [India] Lucy. – Lucy that’s your answer. I also– The majority of this entire team is based on random shit. Like so, I think you just ask
as many times as possible. There are unlimited companies
in a world you can get to almost anybody because of Twitter, again, a true social network. More so than comments on content which a lot of other platforms are. Email, at this point, I
think has been played out. It’s harder to get to
people through email. But that will still work too. I think it’s stunning that you can get to most people in the world today. I don’t think people, as many people are as wired as you and I. I think people have drawn the line to no but there’s plenty. We’re not the only two nice guys believing in serendipity. There are tens of thousands
wildly accomplished CEOs, co-founders, that
will absolutely hire you on spec from one
request to get experience whether they give you an internship or pay you minimum wage
or even give you a salary. It is a wide open field. It’s about asking. – Yeah, I mean, I would
even complement what, everything Gary just said,
I’d complement that, Lucy by saying, you also have an
opportunity via these myriad social outlets and the
internet as a whole. Not just to reach out and contact people but to actually prove yourself. Like, if you need to show this experience that these people are seeking after, just do it. You don’t need someone’s
permission to do that. If you wanna work in
construction, build something. If you wanna work in
an automotive factory, work on cars. If you wanna be a filmmaker, make videos. You now have these multitude
of options in front of you to show that you’re capable. If you wanna be a writer, write something. – You know what happens
in that environment? If you actually have it, not everybody has it. But if you actually have it, you start getting into
a place very quickly that you realize, oh wait, I don’t need to have a job
in the first place. (laughs) – That’s right, no longer do you need the
runway to prove your worth on. You don’t need someone else’s approval, you just do it yourself. Scary and very hard to do, it’s not to be underestimated
just how challenging that is but it doesn’t mean that
the opportunity isn’t there and that opportunity wasn’t
there 10, 15 years ago. But it’s uniquely there now. – We’re byproducts of that game. – My entire career is
product of that game. – I had a liquor store
in New Jersey and got 300 dollar camera at Best Buy and decided to make wine videos because I wanted to be like Emeril. – Wine videos.
– Wine videos. India, let’s move it.

I don’t love this question,
to be honest with you. I think that there’s 17,000 ways to make supplementary income. You can babysit, you can
collect cans on the street and return it for deposits,
you can go garage sale-ing and flip it, you can to all the
freelance sites in the world and do your thing if
you can design or video, you could become an
Uber driver, you can mow fuckin’ lawns, like what kind
of question is that, India? I think the answer to that question is, the way you make supplemental
income is to put in work. – [India] I thought you were
gonna tell ’em to quit school. – You can quit school, too, but I mean, that question stinks. It’s a stinky question, and
I’m sorry, I know you watch the show, I love you, I love you. This is straight tough love. It’s a mentality thing,
not a tactical thing. There’s eight billion ways to make money, we’re in god damn America. Or, if you’re not, 98% of the countries in the world, you can make money. Go work at McDonald’s. – [India] From Perth Champagne Club,

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.

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

“of transitioning to a new job. “I was wondering what your advice would be “for my last two weeks?” – Nathan, I’m gonna give
you some really good advice that I think a lot of
people here need to hear as you transition from job to job. I actually think the last
two weeks of your job are one of the most interesting times you can have in your career. It’s something that I’ve
spent a lot of time on, paying attention to the behavior
of people that have spent last two weeks at Wine
Library or VaynerMedia. I think that your actions
in those two weeks will really be much more impactful on your future career
than you may realize. I think the grace and being
the bigger man or woman, and humility, and all the
things that come along with it, are all those great traits
that I like to talk about pretty often, are so imperative
in those last two weeks, because everybody’s watching. Your coworkers are watching, and definitely your employer is watching. It’s stunning to me how many people have come back around at a
year later at VaynerMedia, asking me for help, asking for a job back, when they were actually
terrible, or not terrible, that’s not fair ’cause
I’m very competitive. You know, they were, oh I’m
going to this great gig, and like trying to impact other people to make them realize how they’re going to this amazing place, and it’s funny how the grass is not as green once you land on your new location, and then when you’re lucky enough to work for somebody who’s a good
guy and that has some power and then you go ask for
something, all you had to do was be the bigger woman
for those two weeks and I would go out of my way to help you. I think way too many people
burn bridges on the way out, bridges that they need,
because the shortsighted nature of our society, much of the
themes of the 200 episodes, or 150 episodes, or 120 episodes. Lou, how are you my man? Come give this man a little bit of daps on the #AskGaryVee show,
I know he watches it. How are you? Thanks for having me on. – I’ve been jabbin’ away on social media saying local TV will never be the same. – I love it, I’m excited. Let me finish this show,
I’ll be with you in a second. I think burning those
bridges is a devastating play that way too many people feel, out of excitement sometimes, or out of, you know, cynicism and
all the negative things that then kinda makes
me feel that it’s fair that they’re unable to
mend those relationships and get value out of
those past relationships. To me, there’s no value in anything other than being over the top awesome, giving love to everybody,
making amends with people maybe that you didn’t work
well with, the last two weeks. I think you treat it like the last month of high school, senior year, right? You just make it all good.

“you get asked all the time
that you can’t stand answering?” – What’s one question I
get asked all the time that I don’t, that I
can’t stand answering? Which one is that Dad? The Valdez? Great Pinot, right? – And I’m not, you know? – I know you’re not a big Pinot guy. Alright DRock, over here. This is not a wine show. – I think I’m going to finish it. – You can finish it. – I don’t know if there’s
any question that bothers me that people– – He’s so chill. (laughter) Nothing, nothing, you know. Really, doesn’t take it personally, uh. – [Andy] What’s a question
you always get asked– – You know, Dad, I’m gonna take
advantage of having you here you know, obviously we’re the
same but we’re very different. – But you’ve got a lot of me. – Yes, I know. – The better– – The competitive thing. – Yeah. – But, were you interested in the fact that I’m so unphased? You, listen, there’s a
lot of people watching. Tell the truth, you get upset. – Eh, about? – A lot of things. (laughter) – Uh, yes of course. I’m human, I have yeah. – But, you agree, in
business I’m kind of weird. I go into this weird state where I’m not– – He’s different and he’s very different. No no no, I have to hand it to him not because he’s sitting here, and I really want to give
him compliments, you know, while he’s here. – Guys, just so you know, I’m fishing here because I don’t get this so I’m
using advantage of the show. – But he’s very different here. He made a statement, and I
can’t even repeat the statement, because, to me it’s against my religion– – (laughs) I don’t even know. – He will do business with– – Anybody. Hitler? – You know it rubs me the wrong way, but it’s true, its been proven fact. And I’m a principled guy. – I’m a principled guy! – You are, but, you put
what’s good for the business before your own– – My own feelings. – Yeah, and I can’t, and
I’m exactly reversed. You know, I’m, I don’t know. And probably that’s
what was holding me back listen, I’m not complaining,
I did pretty okay– – Yes you did, mister. – With no language, no, you know. – 100 bucks, poor. – Yeah, I can write a book and my book would be better than his,
but that’s beside the point. (laughter) He’s making a face. – Because it wouldn’t be better. That’s why I’m making a face. Let’s play one on one. Show the basket. We’re gonna play one
on one to settle this. – Listen, we just had my
younger son get married. – AJ, they know AJ. – Everybody knows him. And you would not believe what
took place at the wedding. Gary gave a speech, I gave a speech. My daughter jumped in, and it became– – We’re a very competitive family. – Yeah, it’s healthy. – Slightly unhealthy, but
I’m pumped we’re unhealthy. – What do you mean unhealthy? – Well, we’re very– – End of the day– – We love each other. – Even in the business, never left upset. – What, within a year? (laughter) We never left upset in a day? – We kiss each other– – Well we love each other, yeah. So, I don’t remember the question. But I think ultimately,
Andy, there’s no question that really bothers me. I think most people know the
answer to most of the questions that they ask me, I just don’t think they
want to put in the work. And one thing that, I will say this. I think one of the best
days of my life, my life,

Nice to meet you Vayner Nation. (laughs) – What is your question Molly? – My question is I read an article in the New York Times recently. – Is that a newspaper? – It is a newspaper, but my
Mom sent it to me on Facebook. – Amazing. – So, it was called ‘No
Time To Be Nice At Work’ and it was all about how
the workplace is becoming a hostile environment now
because people aren’t civil to one another because of a
bunch of external factors. They’re focused on a bunch
of other different things. – Like what? – So people aren’t nice to each other because the pressure of day-to-day tasks, they’re thinking about something else when they’re in a
conversation with somebody. – OK. – How do you find– – What was the point of the article, like what was it trying to say? – It was trying to say that there’s always time to kind of like take a deep breath and say
hi, how are you, to somebody, which I think you do a really good job of. – Okay. – So how do you find the time to focus? We’re having a conversation right now, this is a great example,
but how do you find the time to focus, be nice to
people, stay in the moment, that kind of thing? – How do I personally? – Yes, you personally. – You know I don’t think I
really have any other gear. I truly believe like DNA and the way you were brought up is real. I truly look around this room and there’s different levels
of being a nice person in this room, it’s just real. It’s just a real thing, right? For me, it’s super easy. So here’s what I would say,
I think that one thing I like to say a lot is money and
micro-fame or real fame doesn’t change a person,
it just exposes a person. So the amount of people
that write me emails or see me in the street like,
“wow you’re…”, they’ll like send a tweet after they take
a selfie with me in the street and they’re like, “Wow, Gary
Vee’s a really nice guy!” Like, you actually get credit
for being a nice person the more exposure you get. Which I think is silly. Which I think is kind of
just a weird kind of dynamic. So, I think that falls in the
same realm as your question which is, you know, I
don’t think external things in the world, like 24/7 world, I don’t think anything’s really changed. I don’t think Gertrude is nicer or meaner because it’s 2013 and
not 1955 anymore, right? I really don’t think that, I
just think Gertrude’s a (beep) and like decided not to be nice just like she wouldn’t have
been nice 30 years ago. And so, for me, I don’t
even know any other Gary. As a matter of fact, I’m
probably a little bit weird the other way, which
is I’m so uncomfortable with negativity and angst,
things of that nature, that I attack it in reverse. A lot of my day is taken up trying to make sure that’s
contained and not happening. So, it’s just my default. I think there’s a lot of value in it. I’m stunned how many people undervalue a head-nod or a “hey”. For me, because as you guys
know I’m running around so much, so much of my stuff is like
a wink or a smile or a, it’s just I don’t have the
time, but it’s so nice. I think people really
value effort, and intent. And I think you can get away with doing so much of that stuff, with
such little stuff, right? And so, for me it’s easy
because my parents had sex at the right moment to give me my DNA. – [Kim] (applause) – Thank you, Kim. And,
– (laughter) and my Mom really parented me in a way to really value other people and all that kind of stuff. And so, I just haven’t
known any different. I love that I get like extra
credit for it now-a-days because a couple people
follow me on social media. But, for me there’s, ya know, and more importantly, and I
think you know this, and I think a lot of you know this and
some of you don’t know this, but it’s what’s more interesting
to me is I believe in it so much the level of which
I’m forcing it down below me, not just leading by example
but being pretty upfront with senior leadership of
how much it matters to me is I think helps our company. – For sure. – Cool.
– It does. – Thanks Mol. – [Group] (applause)