– Hey, Gary Vaynerchuk, on holiday so I’ve got a question for you. What have you learned from WineDeals, you Instagram account, the best place to buy wine in America? Link me up here. What have you learnt from you
WineDeals Instagram account that small wineries can still use to make a buck on Instagram? Cheers. – Good job, Vineyard Paul. – [Paul] Hey, Gary Vaynerchuk, on holiday so I’ve got a question for you. – Oh, that was on loop? – [Steve] Yeah. – That’s cool. Does it loop? Oh, yeah, yeah, on desktop, I, yeah. Vineyard Paul, great question. I’ve learned what I thought
with creating WineDeals, the greatest place on
Instagram to buy wine, which is people are
disproportionately paying attention to Instagram, plus Instagram has built-in word of mouth functionality. People, by habit, when they
see something on Instagram that they think somebody else is going to be interested in, tag their
friends in the comments. They leave a comment with
that person’s user handle, because everybody’s paying
attention to Instagram, they’re seeing that alert, then they are then checking it out. I have not seen anything work like this since early e-mail, and early Twitter. I’m sorry, this is very early
e-mail, very early Twitter, where anybody who’s on the platform is disproportionately paying
attention to the platform, in a way that creates
aggressive word of mouth infrastructure, so we’re
selling a lot of wine, we haven’t even taken it that serious. Steve, you’re about to get
really, really in there, you know, we’re kind of
in the Summer months, which is fun, but now, here we are, as I start seeing, you know, it’s funny, when I start seeing leaves go orange and, you know, all that stuff,
like, that’s when I know it’s time for money, right, because I came from retail,
and the fourth quarter is what, I mean, literally, this day. I’m gonna literally get goosebumps. This exact day for me, the
day I stopped going to school, was the greatest day of my life, because it was the day that shit was about to get serious at Wine Library, because we’re about to do a lot of sales in these next 16 to 20
weeks, and football, and no school. I mean, just like the best. So, as much as I love running VaynerMedia, and as much as this is gonna
be a much bigger company, and as much as this is awesome, I’m still a merchant at heart, and I, as, I’m fired up to,
you know, here, today, and ready to go, but I can’t lie, a little extra kicker,
because I love selling stuff and, even last night,
with Brandon, I’m like, here we go, like, I’m just so pumped for this Saturday. I had an interesting Instagram cutpost a couple days ago about
this upcoming Saturday in the store, I’ve got
surprise gifts for people, they’re going to see
Brandon, I won’t be there, don’t wanna fool anybody, and so, Vineyard Paul, I think
that people’s attention is on this platform and that you need to be storytelling on it, and
I do think it’s a tremendous, direct response, selling
right hook platform, and WineDeals, as many of you guys know, is straight right hooks. It’s three wine offers
are discount prices, and, buy, the end, like, there’s no thrills, you know, clever, Instagram-like pictures, to the best of our ability, and,
but it’s the wine. So the attention graph is real, people’s word of mouth
infrastructure is real, and we’re picking up a lot of
customers, it’s going well.

best selling book, Push, and the creator of Smart Success. I am here on the set
filming a little piece for a fitness infomercial,
and they’re calling me right now be mic-ed up. I’ll be ready in a second! Talking to Gary! Gary, I have a question
for you about Instagram. Do you know that there’s no two factor authentication on Instagram? How scary is that, right? You built this huge following and somebody could hack in so easily. I was recently hacked, and I would love to get your thoughts about cyber security and how serious people need to take it, especially those people who are building an online presence or have passive income online and how legit, how serious the threat
of cyber security is and what we should do it about it. – Cyber security. We should fight! C.J., thank you so much for the video. You know, it’s interesting, and maybe you’re just such a positive gal, but my intuition based
on the tone of that video is you got your account back, and so this is my
thought on cyber security and privacy and the same old thing, which is the reason
nobody cares about privacy anymore is in my opinion, and this is, and I know a lot of you said what? I care a lot about privacy. Ah, you don’t, because your actions prove otherwise. Meaning, the two things we
care about in this world are money and the health
and wellbeing of our family. Family and money, those are two, we care about other things, but those are two up there. Show me your top five list. They matter, and both of
those things in the privacy security world, my kid’s
gonna get kidnapped, or somebodys gonna steal
my money from my bank or my ATM or all these things. Two things. One, kidnapping is way
down, because everybodys a media company, and everybodys recording, and it’s just hard to
grab kids at the mall. Number two, when you look at money, everybody gets their money back. I think what happened, and I’m going on
intuition, and please jump in and tell me if I’m wrong here, but I think you got your account back, because you emailed Facebook or Instagram, you’re like cool, and so I think it’s concerning. You could have a day or a week of a real problem, but I think what there’s a couple of, and
I’m worried that people are watching and think
there’s a naiveté here, but it speaks to an optimism that optimism that I really believe in. I don’t think we’ve
quantified how little cyber issues there actually are, and there’s a ton. There’s unlimited. Put in cyber security, cyber hacks, put them into Google news alerts, and your inbox will be pounded. Everyday this is happening. On the flip side, think about
what’s actually happening, and it’s really interesting. We’ve almost become immune to them. Target got hacked which was a huge amount of people. Almost everybody at this
point has been hacked, and what’s interesting
is what then happens? Once you get over the hacking or the issue at hand, you ask yourself,
what was the ramifications of that? And that’s where you get down a much more fascinating debate to me, which is we’re just on the, I mean, I’m almost ready to
shoot out my social security number here on the show. As a matter of fact, 9-4, no. (laughter) Not yet, but soon enough. Maybe episode 125 or 521 I’ll be ready to shoot out my social, you know what’s funny? I used to say this all the time. Somebody came up to me
at a conference and said, you know, blah-blah-blah did that. Head cut off and got all sorts of hacked. I was like, alright I don’t want any, but only because I didn’t wanna deal with the time. The funniest part is
the biggest fear I have in cyber security is time. Time is becoming so valuable, and I think long term that becomes a
more interesting debate to me which is the time you have to deal with, changing this and changing that and changing your password and resetting and emailing everybody and telling them. Those are, that’s the real death blow. That’s bad, but C.J. I don’t think it’s this insanely tough issue, especially because
it’s a cops and robbers game meaning I have enormous
belief in the balance system of cops and robbers, cat and mouse, meaning the good guys, the bad guys. Who are the good guys? Who are the bad guys? All this conversation,
I have a lot of empathy and respect for it. I think it’s a net-net game, because it’s pulling from both directions, and I think we live within that middle, and I think that right now
you’re obviously at the height of your emotion about it, because it sounds like it happened recently, but I have a funny feeling
that six months ago it’s kind of a different feeling in your heart. You might have lost some income for a day. They might have posted
something that embarrassed you or made you lose some fans and then doesn’t allow
you to recoop at the max, but again, you start on
your way back the next day. I think there’s set backs
and things of that nature and so that’s just kind of how I see it. – [Voiceover] The Bades asks,
“When is it appropriate to

video quality more essential
than in years’ past? – [India] (mumbles) more
essential than in years’ past? – No. Eat it DRock. Best question ever. Well, let me go into it. India, I feel like I have
some depth in this episode. Look, at the end of the
day, creative is subjective and we all like different things. Plenty of people, 20
years ago, most of our parents, even mine, for
an old guy, told us that rap wasn’t music, like can we get over, like that reality TV wasn’t entertainment, that YouTube wasn’t real stars. I mean this always happens
guys, so you know like plenty of people like
content that doesn’t have the perfect mic or the perfect lighting, that being said, a lot of
people made comments that my last video, the networking
video, was different than the others. Hmm, makes sense, Sid
did it instead of DRock, you know, and they didn’t
say they liked it better or hated it worse, or this was, it’s just different, but that
doesn’t mean that there’s one that’s right or wrong. Clearly there is enormous
upside to great editing, and lighting, and mics,
you know, like clearly, there’s value to that, but there’s also, listen, Wine Library TV worked,
and Steve, I looked like a hostage in Iraq.

– Gary Vee what’s up? Lewis Howes here from the
School of Greatness podcast. Big fan of the
#AskGaryVee Show keep it up, love what you’re doin’. I’ve got a two part question
for you and it’s geared around selling books. Now I’ve got a big book launch coming out in October, in the fall. It’s called the School of
Greatness, very excited about it – Good plug.
– [Lewis] and I’ve got a two part question for you. One with Instagram ads looking like they’re gonna be opening up here soon, – Somebody’s paying attention. – and if you could only
spend money in one place on ads Facebook or Instagram,
where would you be putting your money on a book launch
coming out this fall? That’s part one and part
two if you were looking to get 10,000 preorders
through bulk orders where would you be focusing
your energy and efforts to get 10,000 preorders come through.
– [Gary] Piece a cake ’cause I’ve done it so many times.
– [Lewis] That’s the question. Hope you like it. Thanks for all you do.
– [Gary] I love it Lewis. I would, I’m hedging here
because I just don’t know exactly what Instagram’s gonna do. If I knew that Instagram was
gonna fully open up the funnel, the firehose and ads are just rolling in, and we’re seeing five,
seven ads a day on our feed then I would say Instagram. I really would ’cause I do
believe the attention is sitting in Instagram the problem is my intuition without any knowledge is they’re
gonna be a little tighter on the spigot and it’s
gonna be a little tougher to actually break through. And so I would spend 50 cents on a dollar in Facebook and Instagram. The problem is your book’s
coming out in October. The ad platform’s supposed
to come out in October. My belief is it comes out later so I think I want you mentally in Facebook,
Facebook’s gonna dominate. Number two’s a piece a
cake ’cause I’ve done it multiple times and I’ll do
it again in March or February for my #AskGaryVee book. The place to go is to your homies. The place to go is to your homies. What I mean by that is
reverse engineer everything you’ve done for people
for the last 18 months and send them one by one, not in bulk, biggest mistake people
make is send a bulk email and say this is the one time
I wanna send a bulk email. You know I just need all
of you to buy my book. I get that all the time, that
is a piece a crap execution, it will not work. I don’t feel like it’s
personal, I never buy but Lewis when you email me and
you write a whole thing like hey remember when
we first met in Ohio and I drove you around, or St.
Louis, and I drove you around and this and that and
you know thanks for being on my podcast and hey
remember a couple months ago I asked this question on the
show so here’s my thinking and hey it was great to see that. Like real stuff, like real
stuff, like the party in LA that I helped, like real stuff, real stuff that happened between you and I. Not a bulk control c,
control v, this is you and me. You spend five minutes writing this email. It would really mean a lot
to me, I’m gonna be guilted into buying 100 books. And that’s it. And you’ve gotta lotta people like that. And some people are
even more homie with you and they’ll buy 1,000 or
they’ll buy 40 or they’ll buy 90 and literally when Jab,
Jab, Jab Right Hook came out in that August, it came out
in February, in that August or when did it come out? In January, I don’t even remember, when did Jab, Jab, Jab,
Right hook come out? Anyway, in that August. Maybe December? Anyway, in that August I emailed thousands of people one by one, wrote
them one by one emails, it took forever and I got a lot of sales and well into the tens of thousands so that’s exactly what I would do. I’d reverse engineer, CRM,
your whole social graph. The 25 to 7,000 people
that most matter and one by one by one remind them
the nice things you’ve done. I know how you roll, you
build up leverage one by one by one, one by one by one, one by one by one. Tedious, long but effort that
converts into actual sales and follow-up. I went in right in there be
like look you need to say no in this email or, at the time
Nate who’s the CEO of the book, or Nate is gonna email
you and ask you every week on the week and I’m cool
as shit if you go with no ’cause I get it. Cool but you need to say
it ’cause I will bother you until you tell me and
so put them in a corner, suffocate them, don’t let
them be able to just delete it and not answer, pound them,
let them basically understand that you will not have a
relationship going forward if you don’t at least answer
and that no is equally as awesome as 1,000 and that’s what I did. I really made everybody
feel very comfortable in saying no ’cause I get it
as I did with them being 1,000. It’s funny after I did Jab,
Jab Right Hook, even though I did it for Crush It
and Thank You Economy after I did it for Jab,
Jab Right Hook it’s funny I’ve been giving this advice
to a lot of people and as you guys know we’ve been buying a lot of hundreds and two hundreds
and putting them out for Vayner. So that’s the scoop my man,
that’s what I would do. Guys, thank you for watching the show.

“Can you rate my Instagram
on a one to 10 scale “and tell me how to improve?” – Yeah, let’s do it live. India great job, great question
so here we are whadafunk who I’ve seen plenty
of times in my stream. So here’s his clothing thing. I don’t, can you, can you,
what can you get here? I’m gonna rate it here. Let’s see what’s going on. Not a lot of engagement. – [Voiceover] Can you
turn up her brightness? – Let’s see, yeah. – [India] It’s the other way (laughs). – Just kidding. The pictures are tremendous,
let’s play this video. (hip hop music) I love it, I love the ghettoness. So, 1500 followers, ten, 15, 20 engagements. The engagements are a hair low. I mean I really like the
photos I just, honestly, I don’t think you’re
growth hacking enough. I think you need a lot more of a fan base. Whadafunk hangin’ at my
homies’ shop rich and faded. Yeah, I mean the content is fine. I mean I think I’d rate
it a six or a seven. I think at this point you’re
too small and you need to try a lot of different
things quote cards, zoomed in versions of the clothes. I think you could mix it up a little bit. How often is he posting India? While I’m giving the answer
try to give me a general range. – [India] Like once a day,
maybe like a little bit more. – Yeah I would go with three times a day to find your cadence and find your thing. I’d rather lose 10 to 20% of my audience to see if I can find the upside. Ooh that was a really
strong, good piece of advice for a lotta people on Instagram. Let me say it again. (warbling) That was me rewinding. I’d rather lose 10 to 20% of my audience by posting three times a day
if I was filling up their feed and make sure you’re being
strategic about those posts and doing very different
things to maybe find pay dirt as a thematic creatively for your upside. I’d also start reaching out at scale. You have products. You’re sellin’ hats and
shirts and stuff like that. You need to reach out all
day long, all day long in the comments. Go to Instagram, go to
people that have 5,000 to 50,000 followers that
are you know, got your vibe as a user, and leave a comment in their latest picture saying
I wanna give you some swag can we do something? You’ve gotta get more
distribution and awareness and I would do that by giving away product for them to give you shout outs
on their stream and siphon, siphon their audience. Cool.

“Is it okay for celebs to
promote products on Instagram “without telling their
audience they get paid for it?” – No. And I’m sure it can happen. You know, like, listen, we
invest in so many things. I’m always scared, like,
talking about products and apps that we’re in. I’m like, “Ah.” Shyp right now, right? But is it okay? Absolutely not. Like, why in the world would that be okay? India? Like I don’t see any-
– [India] Why put it on the show.
– I don’t see, yeah, I wanted to put it on the show. because I wanna put
the line in the sand, like, ’cause people, “Oh, I know
why they put it in the show,” ’cause people, like, “Hey, this Pinterest “pay Gary to say it’s good,” I mean, are you crazy? Like, I made, like, I have– You know how much
money I have tied up in Twitter as I sit here on every
show saying it’s crap, it’s losing, it’s getting worse? Like, your word is always
your most valuable asset and celebrities that think
they can trick their fans are gonna be in for a rude awakening in the long tail of their career. It’s an insane play. It has no value, It’s stupid. It happen, like, look, I try to disclose
our investments all the time. Of course you are human,
something you have, but knowingly non-disclose
and be like, “This is great” and, “No,” like that’s insanity. Insanity. So also probably to be massively illegal as like the laws catch
up to full disclosure and things of that nature,
how about that part? So no, I don’t think it’s okay.

“when their main point of
contact with their audience “is online platforms? “Is Instagram the museum of tomorrow?” – Coline, it’s not that
Instagram’s the museum of tomorrow or any photo app that is around, I mean obviously Facebook and Twitter, but obviously Instagram’s
winning in the current state. In the future, there may be others. I don’t think they replace it, but because at some level, going
and touching and feeling it is still a value prop that
a museum delivers, right? I mean, photos of these paintings
have been around forever. There was a point in
time where Life magazine, if it covered a museum, would
be that same replication because everybody read Life
magazine in the entire country back in the heydays of print
in the 50s and 60s and 70s, and so I don’t think they replaced them. Not at all, as a matter of fact. I mean, as a matter of fact,
I think they enhance them. I would argue that there are
more people on the bubble of going to a museum that
are now going to museums because they see a
great photo on the Gram, and it creates a consideration point. So I actually think museums
need to go on the offense on places like Instagram and
use them as gateway drugs to get visitors to come to the museum, and I highly recommend those museums show a little personality besides just a photo of the damn thing ’cause we’ve seen the damn thing, right? Show a little of the personality of the people that are working there, or the little unique things
that make that place special, or like I don’t know, like the
gold faucets in the bathroom, like give me some goddamn reason besides the artifact, museum. So I audited myself, and I’m
taking in serious consideration

“when they write essays in
their Instagram captions? “We’re here to look at pictures,
not read endless shit.” – Reg, don’t say we. Say I. You are here to just see pictures. Plenty of people like Humans of New York, like all these things. People like the long-form
written context around a photo. Reg, you can continue to
just go through the photos, and you should, and do
you, and I appreciate that, and 90% of the people are
down for that as well, but I see an emerging
opportunity for people to write long-form copy on
top of photos on Instagram. India, do you ever find
yourself reading something that’s more than a sentence? Let’s get over, DRock, you’re not showing
India’s, you’re not gonna. Do you find yourself reading more, have you ever read two
sentences on Instagram? – Yeah, oh yeah. – How about three? Give me three. – Like, five, six. – [Both] Yeah. – Seven? – Yeah, some accounts, ya know,
that’s what they do great. They’re good at storytelling, and they tell the story in the captions– – And do you like it? – Yeah, I really like it. – See Reg? There’s no we. There’s you. You don’t want to read, but India, and platforms evolve. Like, that’s just the way it is, right? And so, the answer to your question is people are gonna do their thing, and you should say I
next time instead of we.

– [Voiceover] Daniel
asks, “How do you think “overly-edited photos and text overlays “affect the authenticity
of Instagram posts?” – Daniel, thank you so much
for a wonderful question. Just off the back of authenticity, so you must have been thrilled. I think it’s what you’re
trying to accomplish. I think that if you’re a photographer trying to catch the wild,
like, you can’t edit and put words over it,
but if you roll like me where a lot of things, like
you wanna inspire people to think differently or
make them feel something, it’s really powerful
to put a quote of yours on top of a photo. I really do think it’s the strategy, the will, the interest
of the content producer to really make this judgment call. What I like most of
all about this question is how Instagram really works. The ability to unfollow
somebody on Instagram is so easy, and this is
a subtle product thing that I don’t think people
spend enough time on. People’s ability to unfollow somebody feels so native as you’re
scrolling that, you know, at the end of the day,
content’s gonna find its audience if it’s
good, and whether that’s highly edited or super raw, or black and white, or booty shots, or inspirational quotes,
or whatever it is, it’s going to find its audience, and so I think it’s something that people should not overthink in either direction, right? It’s not a tactic that
automatically makes it pop, and it’s definitely not a
tactic that’s gonna cripple you, it just needs to be right. I actually think you’ve said it best, which is, authenticity has
nothing to do with the actions. It has to do with the seed
of where this comes from. If you authentically, like
me, want to put things like kill it or crush a face today, or whatever you wanna
say on top of a picture, that’s what’s coming from
me, that’s why I think my audience finds it attractive, in the same way that, if all of a sudden on my Instagram feed
I’m taking sunset shots of New York City, people
are gonna be like, “That’s not.” that’s not, that’s just not who I am, right? And that’s why I yell at DRock always trying to edit and shit, and that’s it, right? That’s it so, I think your
question’s got the answer in it, which is the word authenticity. If it comes from the heart to have quotes on top
of it and edit it, cool. If it doesn’t, cool. Cool?

“Why is it a crime to like your
own pictures on Instagram? “Why will you be shunned for it?” – Joe, I’m with you. I think, here, on the
#AskGaryVee Show, Episode 103, I do not understand why
it’s politically incorrect to like your own picture. As a matter of fact, starting here, Joe, going forward for the next 10 pictures, as a social experiment, I will be the first person
to like my own photo because self-esteem is cool, kids. It’s cool. (chuckling) – [DRock] See? That’s one of the answers
that I had no idea what you were going to come out with. – I really think it’s okay. I really think it’s, I
don’t think it’s so crazy. I know that people think it’s, like, it’s funny to see the social taboos. But I’m into it. I’m going to heart the
shit out of my Instagram photos going forward. – [Voiceover] Jason asks, “is heading towards one on one marketing?”