“I’ve been hustling since the age of 14.” “I now work 12, maybe 15 hours a day.” “I love what I do, but
sometimes I fear my drive” “works against me,
particularly when it comes to” “getting in the way of
relationships with friends.” “How do you deal with that?” “I can’t switch off.” – Yeah, I mean, this is something
I struggle with as well, I mean when you’re on 24/7-365,
it’s difficult to shut down, it’s difficult to
change from in the zone to in the zone, I don’t, and it works in reverse, too,
and I’m sure, right, like right now it’s hard for
me to re-trigger back into the work zone off the high of the sports brain
that I was rolling with over the weekend. Look, I think that actions speak louder than words. And if these relationships matter to you, you’re gonna figure out how to hack and figure it out. It’s as simple as that, there’s
just nothing else to say. Hello. And so, you know, you’ve got to put in the work. You’ve got to learn how
to shut down, I mean sometimes it takes
an hour, two hours, three hours, four hours. Maybe some sort of routine, you know working out has been a good transition period for me, you know. That’s worked for me in the past, or in the recent times. Something that lets you transition. Or what I tend to do… Hey, little man… – Oh, sorry. – No, no worries. I think that another thing that I did that was kind of strategic was I rated and ranked my relationships and then when I was segueing
into off of work mode into a weekend or the holidays, I would actually schedule meetings according to what I thought of them, so like, my mom would be later than maybe a solid friend. Because then I’d feel
like I was in the rhythm of that zone, so. I think you’ve gotta hack
and make it work for you, but your actions are louder
than your words, meaning you can’t have the excuse
of, “My brain is always on.” It means that you’ve chosen your business, your entrepreneurship and your ambition over those relationships. Which, by the way, and this is not super popular, I find that to be okay. I don’t think it’s noble. I don’t think it’s nice. It’s just a reality. And there’s a lot of people that do it. You know, especially as you look higher and higher up the pyramid. You look at the Oprahs and the Michael Jordans. You know. These are the choices
that people make, and so I think you’ve gotta make yours, and I think that you
need to live your life and not take the judgment
of all these people. However, you know, just accomplishing your goals, the monies, the sports teams, whatever they are, to have that by yourself,
and not to share that with the people you love the most, I think is a fairly lonely
place, and you need to keep that into serious consideration. – [Voiceover] Sahil asks,

“When do you know it’s
time to hire an assistant?” – Tim asks, when do you know
it’s time to hire an assistant. – [Steve] Show title, by the way. – What’s that? – [Steve] Show title. – Yeah, this is a great show title. Let’s go with that, DRock. You know, for me, it was Matt Sitomer, who worked in the order
department at Wine Library, who is now a lead account strategist in our LA office, who’s the only employee I took from Wine Library to VaynerMedia when we started it, I’ve
enormous heart for him. He’s also battling
Brandon, my best friend, who runs Wine Library for the championship and our fantasy baseball league this year, so it’s Brandon versus Matt, I’m watching that very carefully
for these next 30 days, enjoying that. So, but, for me, it was that I started to have to be places, and I wasn’t completely in
charge, or had all the leverage. What I mean by that is,
when I ran Wine Library and I was literally in the store 12 hours a day, every day, I didn’t schedule a lot
of things, and if I did, I went off memory, and if they showed up and I screwed up and
made them wait an hour, I was okay with that, even
though that was disrespectful of someone else’s time, I
was the biggest wine buyer that they had, and they
were there to sell me, and I was okay with that. When I started having to
show up to conferences, do interviews, when no longer did I have disproportionate leverage,
that if I was off on time and had to make somebody wait, and this is all predicated
because I’m disorganized and I’m not anal and I’m
not into the details, that’s when I changed, and, so, Matt, I said Matt, you wanna be my assistant, I just need it. I’m starting to travel, I’m
starting to do other things, my world’s evolving, I need
to stop being disrespectful, I need to fix this, I
need to figure it out, and I felt that I was very unschedulable, that I couldn’t follow a schedule, in the same way that I didn’t
think I would ever work out, and I would tell you
that having the assistant and following a schedule and working out have been two of the
biggest confidence builders, to me, to know that I’m
capable of changing, because up until that point,
the first 35 years of my life, I just went with whatever was easy to me, which is why I so mailed in school. Following a schedule and working out make me believe that I
could’ve been an A student, where I used to not believe
that to be the case. So, that’s exciting, that excites me for next
four years of my career, that I’ll be able to
mold and do other things, while still completely
betting on my strengths, but trying to round out, not, round out my weaknesses
in a way that’s scalable, that isn’t, take disproportionate
amount of energy, right, it’s, if you’ve noticed, I’ve hacked it with other human beings. An assistant, a full-time
trainer, so, like, if I can use somebody else’s
skills in my ecosystem, that seems interesting, so, for me, the time to have an
assistant was when I felt that I was disrespecting other people. It’s an interesting answer,
but it’s the true answer. You know, I’m just looking
for, I’m looking for, you know,

– [Voiceover] John asked,
“What are your thoughts “on creating a successful, long term “social media strategy for
yourself or your clients? “How long in advance do you create “the content you roll out?” – John, that’s a good question. I mean, I think this all comes down to something that I call reverse engineering. The truth is everybody’s different. You know, my vision is very long-term. I don’t know how you define
long-term in your question, but some people think long-term
is three to five years. I think long-term is until the day I die. And so, my clients may not be as patient when your Fortune 500 company that needs to hit numbers each quarter, your patience to build a three to five
year plan is nonexistent. When you’re a Series C Startup company that just raised 200 million dollars, and you’re only burning
four million dollars, you’ve got a lot of patience, and the idea of building brand and
having a patience game to your execution becomes more attractive, then we reverse engineer that. Then it’s more about branding, Instagram, doing high-end video, long-form content with no right hook, lot of jabbing. If you’re a startup that’s
gonna go out of business in 24 weeks if you don’t sell some stuff, we’re in full right hook,
ya know, Facebook dark post, SEO, SEM, influencer marketing with calls to action to sell. Ya know, all that stuff
completely is determined based on the client’s current
short-term and long-term needs, but the truth is short-term
and long-term needs really balance based on a moment in time, and so, ya know, the reason I think I’m
good at business is, for all of my talking, I am 10X at my listening skills, and it all just comes down to listening, and so the way we strategize
is predicated on listening, and I think the biggest
challenge for so many of the VaynerNation
that’s watching right now is I don’t think a lot
of you, and this is, with all due respect,
this is for everybody, I’m just picking on you
’cause I love you, tough love. I think a lot of people aren’t really sure what they want to accomplish
in a one-year window versus a five-year window
versus a ten-year window, and their behavior doesn’t map to it. Ya know, to me I got lucky. I just decided it’s everybody
shows up to my funeral, hedge forever, build up equity,
cash it in as I need it, if I ever need it, which has
allowed me to be very patient and really has allowed
me to dictate my behavior being probably a better human being. And in a weird way, and
again, I think a lot of people would find this funny. In a lot of ways, I’ve been a pushover as a entrepreneur because if you would look
at it in the short-term, I’m leaving money on the table. I’m not fighting for every cent. I’m not trying to drill it
down to the biggest advantage. I’m not even getting mine everytime because I’m just hedging along the way, and so just comes down to what
you’re trying to accomplish. I think the better question
to this question is how can you help someone
or are you capable of really understanding what
you’re trying to accomplish?

– Charles, stop focusing on dumb shit and just keep moving and
don’t be scared of breaking anything, and don’t
think about perfection, and there is no perfect way to cross your Ts and dot your Is, and don’t be crippled,
and don’t be romantic, and just move, and have
no seconds to breathe, and just schedule on schedule on schedule. Five minute meetings, 10 minute meetings, three minute meetings,
eight minute meetings, and just move. – [Voiceover] Rui asks, “Last
year you nailed it when you

with You Too Can Be A Guru. You asked for more questions, here’s one. You’re going on vacation. So, you’ll be gone for, let’s
say just for this scenario, more than three days. And the question is, do
you schedule your Tweets and respond when you
get back from vacation? Do you schedule your Tweets and then respond as you’re on vacation? Or do you just not Tweet at all? Remember, ♫ You too can be a guru ♫ Thanks, Gary. – You’re welcome, Bridget. I think it’s number four. You Tweet, and you respond. ‘Cause that’s what I did. I was just on vacation for two weeks. First of all, you never schedule. I’ma say it again. Never in your life schedule a Tweet. Here’s why. You’re on vacation for three days, you schedule a Tweet of like, “Hey, what’s your favorite book?” And at that exact moment, we have the next national-tragedy
happen at that second. I had multiple friends schedule Tweets during the Boston Massacre. So, here’s the Boston Massacre; it’s a terrorist event on US soil. The whole world shuts down, right? And my friends are Tweeting like, “You should buy my new book.” It was disgusting at best. And it was just devastating. And that’s the extreme. What about, like, a lightweight version? Like, you schedule a Tweet, and right at the moment, on Twitter, The Cowboys score an important touchdown and the governor of New
Jersey is bouncing around and hugging Jerry Jones and that’s all that anybody
wants to talk about. And you’re a Cowboys
fan, or from New Jersey, and you’re Tweeting about like, “What’s your favorite book?” And it makes you seem out of touch. There is no value in scheduling a Tweet. I’ve never done it, I don’t believe in it. I will never believe in it, period. Now, you’re more than welcome, like I have on half my vacations,
to check out completely; and I highly recommend that. I was so excited about doing that. I told you that’s what I would do. But unfortunately, or fortunately, I caught the Wine Library-bug, and I enjoyed myself talking about wine constantly on my vacation when Xander and Misha were in the kids’ club and doing their thing there. Or, you know, while Lizzie was
getting ready for the dinner. Or, finding my pockets going my way. So, I think that it’s a personal thing. But, boy, do I hate, ♫ Do I hate scheduling a tweet ♫ Like, don’t do it. Please, don’t do it. Question of the day.

– [Voiceover] James asks, “Do you schedule time to be on social media? Or just jump on randomly during
the day as you have time?” – James, I don’t schedule crap, other than I completely live on my schedule meaning my admin, Matt, he
schedules my whole life. But if I was to be in control, I would not schedule anything. There has never been, you
guys all have access to me, there’s no 15 minutes get on social. Social’s in me, it’s not a
tactic, it’s my religion. So I do it every moment I can, it’s always top of mind
to be with my audience. I’m reading your comments, I’m reading your guesses on the almonds.

“how did you structure your day?” – Yoli, first of all, I
just wanted to tell you I appreciate all the interaction. Thanks for being a supporter
of The #AskGaryVee Show. By the way, back to the last question. The middle is dangerous. Pre-assistant. I mean, it was a disa– I was such a bad person, you know, I had this power position at Wine Library, where I was one of the biggest
wine buyers in the world, or definitely in the U.S., in the world. And nothing got to my
head, but I was like look, somebody can wait 15 minutes or 20 minutes if I’m like, you know,
finishing up this meeting. They’re here to sell me. So I kind of took the, you
know, the buyer’s approach mentality to that. But what was bad was I
would triple book people, like literally, I used to
be like on floor at 11:30 in the morning helping
somebody with, you know, a big selection for a
party, and I’d see like somebody walk in, and be
like oh yeah, that’s right, I have a meeting with Craig. And I’d be like yeah, you
should try this Pinot Noir, and then I’d be like oh crap,
why did Frank just come in? That’s right, I have a meeting with Frank, and I think it’s at the same time. That’s bad, let me figure
out what I’m gonna do. And by the way, you need a
little cheese for your party. Why did Sally just walk in? Holy crap, I’m triple booked,
and this would happen a lot. And it was complete chaos,
it was disorganized. It wasn’t efficient, and it was piss poor. – [Voiceover] Z asks, “If you were to jump

“the #AskGaryVee Show in the evening? “Are you trying to target
to East Coast commuters?” – Robert, great question. I appreciate you having the respect in me to think I have that much strategy. I do like to say, everything
I do is on purpose. This one though, on the other hand, happens to completely
be on the heads of Zak. Not usually Zak actually. (Zak laughs) You actually have very
little to do with it. – Yeah. – It has a whole lot to do with DRock who’s on the other side of this, and it has to do everything
with my schedule. Here we are at 9:30 or 9:40
taping today’s episode, yesterday when did we tape DRock? – [DRock] One. – 1 pm yesterday, obviously
that came out later. It’s 9:48, I expect DRock’s mission, with only one video question
today, to bang this out and it should be up by 2 or 3
or 1, and we’ll be out soon so completely predicated on the insanity that is my schedule.