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Wine, Web & Innovation: An Interview With Gary Vaynerchuk

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DAVID SITEMAN GARLAND: Today's The Rise to the Top Episode is sponsored by our good friends HubSpot whose newest eBook, The Facebook  Marketing  Update  Spring 2011, provides insights and details on how to market on Facebook, something very, very, very, very, very important. And you can learn about how to use open graphs and contests and places, deals, connect and much more. You can get your free copy today-- nothing better than free-- of the Facebook Marketing Update at That's


Everyone and welcome to The Rise to the Top, the Number One Non-boring Business Show: Interesting interviews with Awesome people. I'm David Siteman Garland here and on And excited to welcome back someone that I haven't had on the show since 2009. Way, way, way, way, way too long and that is Gary Vaynerchuk from Wine Library; best selling author; interesting guy and just an incredible business-- a creative business builder. And I invited Gary on today. I was lucky to track him down. You have to sometimes get kind of Rambo style to get the Gary. So I was excited for a little bit of time today on the show. Really wanted to discuss a lot of things with him: The Thank You Economy, his radio show Wine and Web-- Wine and Web. Wine and Web, and also, his new project called Daily Grape that I think you're going to find extremely interesting. So we tracked down Gary in the midst of his travels for this interview. Enjoy it with the one, the only, the Gary Vaynerchuk.

So excited today. You're going to recognize this face, the man, the legend, the Gary Vaynerchuk. GV, welcome back to the Rise to the Top, man.

GARY VAYNERCHUK: It's good to be on, man. How are you?

DAVID SITEMAN GARLAND: I'm fantastic. And first of all, I've got to ask you this as we kick it off, how's the family? How's Lizzie, how's Mischa, how's everyone doing?

GARY VAYNERCHUK: Everybody's doing really well, thanks for asking. Are all those your awards back there in the background?

DAVID SITEMAN GARLAND: It's kind of the wall of David because my wife is a doctor and so it trumps everything. So I have to do this to make myself feel good about myself a little bit. You know what I mean? Because her diploma's over here and it takes up an entire section of our condo. So on that note and by the way, read Thank You Economy on our honeymoon. We were in Hawaii. The tsunami hit there. We actually had to evaluate.


DAVID SITEMAN GARLAND: But our hotel got rocked, but I kept the Thank You Economy. So that's always a good thing, right?

GARY VAYNERCHUK: Yeah. It's kind of like, you know, take one belonging with you and you grab the book. I appreciate that, man.

DAVID SITEMAN GARLAND: Exactly. So let's hop into this. I know our time's limited, so I want to make sure we get through a lot today and really gig deep on this.

So Thank You Economy, your second book. Or really, your third book if you count the wine book. And here's the uncorrected proof of Crush It that I have that I still from Chris Brogan when he was in town in 2009. And it looks like he used it as a chew toy by the way. But for the Thank You Economy, a little bit of a different direction for you. So from a big picture standpoint, forgetting the nitty-gritty, why did you write it?

GARY VAYNERCHUK: I wrote it because it was practical. I actually almost wrote it first. I'm trying to save some good nuggets for some of my friends. So you got breaking news. I almost wrote Thank You Economy first, but ultimately decided that it wasn't as practical as Crush It. You know, what I really pride myself on Dave is that I write books that people can actually execute on. I think big picture. I read some of the negative reviews on Amazon and I see people say like, I wish it was more how-to. And I get that. I mean every book gets negative reviews of I wish it was more how-to. It's like people really want like diagrams, step by step. And I can respect that. I've actually been thinking about writing my next book as a complete how-to. Literally like brush your teeth.

DAVID SITEMAN GARLAND: How to read a book. I totally feel you on that because I'm kind of anti how-to in a certain way. Like I respect how-to and I think it's a good way, but I love books--

GARY VAYNERCHUK: You can go to YouTube or Google and get every how-to you need.

DAVID SITEMAN GARLAND: Exactly. So bottom line, you wanted to do something-- you were going to write this one first, but you decided no, this was better--

GARY VAYNERCHUK: I decided that four years ago, if you really executed Thank You Economy, you wouldn't get as much bang for your buck. That word of mouth infrastructure wasn't fully there that when you were doing these good things that the network effect would not impact your business enough. So I waited and I watched it develop. And now I believe good things matter more than they used to. I just do.

If I was to rethink this book, believe it or not, I might have renamed it-- if I was to write it today and had a new title, I might call it Context Marketing. The word context really matters to me. The thing that matters to me is that you and I, we were willing to do things for each other that we're not willing to do for other people. I got a million requests for this interview, but I gave it to you because we have context.

DAVID SITEMAN GARLAND: Right. We go back several years and we've had some face to face, we've had all kinds of stuff.

GARY VAYNERCHUK: And that matters. And I think that it starts at a tech level. You engage with people via e-mail or LinkedIn or Twitter and I think that matters, and I think that creating context with your end user is the game. I think that of you put up this interview and you push it out, you'll get your views because you have a lot of people that care. But if you went and spent 10 hours searching everybody who mentioned my name and said, hey man, notice you're talking to Gary V, just did a cool interview with him. Good guy, huh? Not even pushed it. Not even linked it and said, here's the interview, right? Because then everybody's like, oh, you're spamming; you're looking for a view.

DAVID SITEMAN GARLAND: That's a great point.

GARY VAYNERCHUK: More like hey, man, I know Gary, too. Just did a cool interview with him. Good guy. What did you think of TYE? That creates context for you and that person. That then leads to say, who's this guy? They click your profile. They click, the land on your page and now they watch the interview and they're like, wow, I like the way he runs interviews. All of a sudden, now they become part of your community. I think it's about context and I think it's about the soft sell. And when you layer those two things together in this new world where people are status updating and tweeting and tumbling, then it starts driving real engagement, real interaction and ultimately, real commerce.

DAVID SITEMAN GARLAND: Nice. It makes a lot of sense on there. And you know, another good name for it too, I notice this is something you've thrown around a lot, would be like small town rules or something like that. Where it's really about how closes this can bring us together. Now here's something--

GARY VAYNERCHUK: Or, real quick and I'm sorry to interrupt you.


GARY VAYNERCHUK: Small town rules means that your grandfather, your great grandfather, when they were hustling and making businesses, they had to take care of every customer because if they got a bad experience-- if a customer had a bad experience, they were going to tell everybody at the PTA meeting or the soccer match or whatever was happening local. Everything was local. At the movie theater that everybody went to watch the movie on Friday night. They'd say, you know, that shoe maker, he's a real asshole. And then that would have been it.


GARY VAYNERCHUK: That's the kind of stuff that-- game over. Now it's not that extreme. One tweet is not putting anybody out of business. But you'd be surprised how much more equity that has today than it did five years ago or eight years ago. We're sharing thoughts about products and services in a way we never used to. And I think it's micro context and micro context matters.

DAVID SITEMAN GARLAND: Yeah. No, I agree on it. And now, I want to dig a little deeper into the whole book process with you a little bit. Because Crush It was your first major book, it hit New York Times bestseller, so did Thank You Economy. I want to go into three areas here on your first book, Crush It. What you learned from it that may be applied now or what you learned about the book industry.

So first of all, on the content from Crush It to Thank You Economy and maybe what have you learned in the major differences there?

GARY VAYNERCHUK: I thought that I put more numbers and data and case studies in TYE. You know, Thank You Economy, I kind of came out and said, this is how is is.


GARY VAYNERCHUK: Yeah, Crush It, excuse me. Thank you. This is how it is. I'm pounding my chest. Take it or leave it. But I know I'm right. I'll see you on the flip side. TYE I did that as well, but I said OK, here's a little bit more thought into why I said what I said and here's some data. And here's 52% of people do this and 39% of people do that. Here's the Old Spice campaign and why it was wrong. So I definitely feel that I went into just much more detail with the book. And I thought it was a bigger thought. The smartest people I know feedback has been, you've really done something here with TYE that you didn't do with Crush It. Crush It was a rant, TYE was a thought

DAVID SITEMAN GARLAND: Oh, that's interesting. I loved them both. Actually, I even leaned because of what I do towards Crush It just because of what I do. So I mean for me, I loved them both. But if I had to choose one, end of the day, I like Crush It just for my personal thing. I like them both.

GARY VAYNERCHUK: I get that. Because TYE was definitely written more for small businesses than big businesses. Crush It was super written for you and me, right?


GARY VAYNERCHUK: Like it was suited for the individual entrepreneur. And it's been crazy, actually. Crush It has spiked substantially since TYE has come out because a lot of people have come out and said that. And then a lot of people never heard of it before. And they're like, oh what, he wrote another book? I mean you know how it is. I mean I'm out there as much as anybody, but the fact of the matter is, I'm not out there at all. The world is big and yeah, man, it's interesting. I appreciate that. I'm very proud of Crush It, I am. I do think TYE explains why this is all going to happen.

DAVID SITEMAN GARLAND: Right, and I think TYE honestly, and I want to ask you about marketing here in a second. But I think also TYE and people will notice that have read it. Yeah, it applies to the entrepreneur and people like me. But also obviously, corporate folks, small business, it's a broader audience I think will find context in it.

Now what sis you also learn in differences between marketing Crush It and the Thank You Economy? Were there differences that you saw?

GARY VAYNERCHUK: I'm going to explain it like this. You could see I'm looking off screen. I'm going to show you in a second. Here's the biggest difference. This distracted me from marketing TYE to the same insane level that I marketed Crush It. So Daily Grape has just come out. It's my new wine show, which TYE was supposed to come out in January, not in March. There's a little screen shot for everybody. And so it was supposed to come out in January and then there was a little bit of a problem. They're like, hey, do you want to come out in February. And then I was like well, if I'm going to come out in February, I might as well come around south by.

Daily Grape was supposed to come out in October. But then Vayner Media exploded and my developers got too busy. And so here you are, basically announcing TYE and Daily Grape within the same--


GARY VAYNERCHUK: And so when you're promoting two things, you're promoting zero things. And so I'm stretched. Like TYE I've done a lot of interviews. I did really well with the sample chapter, get unlocked, I liked the little Twitter thing I did. I've gotten some more television with it. You know, I thought Morning Joe was an important spot and I've had some good things. Piers Morgan the other day. And I've engaged equally, I think, online in engaging with people. I don't think that's change.

DAVID SITEMAN GARLAND: I've been around for both launches. I agree with that. That's a fair statement.

GARY VAYNERCHUK: But I think that I haven't done enough of this. Like I know that seven people watching this right now are going to be like, hey, I kind of like that guy. I've heard of him, but I only saw one thing. Maybe he's a little douchey. But wait a minute, he's actually got a half a brain and I like him. Seven of your fans are going to go buy my book after this interview, right?

DAVID SITEMAN GARLAND: I think it'll be a lot more. But yeah, it's in the trenches. It's time-consuming. You're a busy guy.

GARY VAYNERCHUK: I'm hoping most of your fans know who I-- we've engaged a lot, so I'm hoping most of them knew who I was--

DAVID SITEMAN GARLAND: They know who you are.

GARY VAYNERCHUK: --anyway. But you know, I think I'll pick up seven or eight and I haven't done enough of this because I've been stretched thin with Daily Grape. And that's kind of disappointing. I would say that I'm upset what the amount of effort I put into promoting TYE. I think it could definitely be doing better if I had more time. And I haven't even really promoted Daily Grape yet. I haven't started doing the interviews or anything on that end. We're just trying to make the app better. On the flip side, I'm a builder not a talking head. And watching the subscriptions for the newsletter of Daily Grape rise, I'll give you a little rising to the top.

DAVID SITEMAN GARLAND: There you go. I'd expect nothing less.

GARY VAYNERCHUK: Has been very entrepreneurially invigorating. And so, if I had to say, if I had to stop promoting one thing or the other, I'd stopped promoting TYE. I love being an author. I love that people think I'm smart. But I think the way I'm going to stay relevant for the next 50 years is by executing businesses. When I come out at the end of this year and say hey, Vayner Media is a $5 million agency, people are like, woo.

DAVID SITEMAN GARLAND: That's real numbers.

GARY VAYNERCHUK: We've got 30 employees already. We're a real company. That's again, going to make it like, oh crap, Gary-- and by the way, AJ deserves a ton of credit. But you know, Gary continues to do things. When I come out and say, hey, I've got 10,000 people paying $4 a month for my newsletter on Daily Grape people are going to be like, ooh. And so I feel more so than like having a couple good quotes in a book or having a real good thought, executing matters. And I think that what people will realize is for somebody who loves to talk as much as I do, that at the end of day I'll be known for my execution. And so that's kind of what's going on. I feel like I executed a little bit better with Crush It than I did with Daily Grape. Though the book is selling better, excuse me, than Thank You Economy.

DAVID SITEMAN GARLAND: Too many books, man. You just get confused. Just so many books and projects, yeah?

GARY VAYNERCHUK: TYE is outselling Crush It, but that's just because I'm a bigger brand at this point.

DAVID SITEMAN GARLAND: Right. Let's shift gears here because I think it's come up. I always know this when I do interviews, if you keep mentioning something, you know darn well I'm going to start talking about it. So Daily Grape, which was on my list anyway to talk about, I want to skip there now because I can see the excitement in what you're talking about with this. So Wine Library TV hits a thousand episodes. Big mazel tov on that, by the way, l'chaim. And now you're shifting into something new. So for people that are just kind of finding out about this because I know a lot of them know and a lot don't. So why don't you tell us sort of about this Gary V as the content creator and the business man in the wine world how this has shifted and what's going on.

GARY VAYNERCHUK: I hit episode a thousand slightly over 5 years after I started Wine Library TV and I felt like it was getting stale and more importantly, mobile is the platform. And so I decided to come up with something. I bought Daily Grape two years ago and was planning this. And just sat on it. You can go to Go Daddy and probably see how long I've been sitting on it. And I decided that I wanted to do a mobile show that was shorter. So Daily Grape is under 10 minutes, closer to 7 minutes. And more importantly this is what I love about it, you can see I'm in the streets of New York in this episode. So it travels with. Like tomorrow I'm going to Sonoma and I'll be tasting up there. Today I was in a hotel room and that's what today's episode is going to be in San Francisco. So it's me on the road. But here's where it gets important. I love that we're like in Skype.

When you click into an episode--


GARY VAYNERCHUK: So you go into an episode and it takes a little second because it is what it is.

DAVID SITEMAN GARLAND: Here we are. OK, we're there.

GARY VAYNERCHUK: Underneath you can see there's the wines. So the wines in the episode are right underneath the app, right? When you click the wine, if you happen to like the wine as you're watching the episode, you can see right there it says add to your wishlist.

DAVID SITEMAN GARLAND: You can wishlist it, you can rate it, you can add a note if you've tasted it. I see.

GARY VAYNERCHUK: Cool. Most people have never had the wine, so they're going to add it to their wishlist. So you add it to your wishlist and then at the bottom here, you see your wines. You click that, it takes you right to your wishlist and bam, the wine that you just added to your wishlist is going to be-- and I wish it was a little faster here. But there it is.

DAVID SITEMAN GARLAND: Oh yeah, we got it.

GARY VAYNERCHUK: Is now in your queue. Here's why, David. I wanted to solve a problem. Shopping for wine is a problem. OK? So when you add a wine to your wishlist, you watch my show, you're like that sounds cool. You add it to your wishlist and now you and your lovely wife go on a dinner date and boom, you've got four to five wines that you can-- and you can literally hand it. Somebody already told me they handed the damn phone to the sommelier. He looked, he's like, oh, we have this one. And they had it and they loved it. Cool. Made my show more valuable. I'm calling it useful content. I'm going away from being entertaining and educational and I'm going to being useful. I am now going to help people shop for wine. I am now in their pocket. I think that's pretty bad ass.

DAVID SITEMAN GARLAND: So is it-- just to clarify a few details on it. Because I want people to know about this. So one thing, it's an iPhone app, right?

GARY VAYNERCHUK: Android's three to four weeks away.

DAVID SITEMAN GARLAND: OK, so other stuff will becoming, obviously. The app is from what I understand, correct me if I'm wrong, free to download the app?


DAVID SITEMAN GARLAND: Free to download. So tell us kind of the-- you mentioned the newsletter subscribers, too. This is all kind of part of it.

GARY VAYNERCHUK: Yeah. If you go to and this is something I think you should do for yourself because--

DAVID SITEMAN GARLAND: All right, I'll do it.

GARY VAYNERCHUK: You know, you pump out a lot of good stuff. I wanted to show people how to monetize. I think that apps-- think about hey, everybody's watching right now. How many of you bought an app? You've paid for an app. Yeah, and the hands are going to go up. And that's a lot different than four or five years ago where we wanted everything to be free. I think people are willing to pay if it's worth it. My newsletter has hundreds of wines I review off camera. I'm tasting this wine in my hotel room; it's not on the show right now. I might love it and it might be a great reason for people to buy it.

I think if you pump out something good, the premium model exists. So my show continues to be free. Nothing has changed. But each month I'm pumping out a newsletter that by the way, takes me three days a month, which is a lot of work.


GARY VAYNERCHUK: And it's $4 a month. And it goes to your phone. If people go to Daily Grape they'll see the access to newsletters. There's a free sample now. You can look at it. And Wine Spectator and Robert Parker, there's a lot of people that sell their newsletter and so, I felt that I'd put enough time and equity and build enough equity to monetize my community and monetize who I am. And I think that you have the same ability. I think that you could literally create one-hour workshops instead of just these three videos. And for $4 a month or $6 a month, something light, something that is worth it. Not $50, not this bullshit internet marketing, $800,000 CDs in the back room. Something that's real. You know, a couple bucks, couple bucks. It allows people to really support you. It allows it to be a real business for you.

I mean listen, a real business is selling stuff. There's very few people in the world of this much content that are going to be able to monetize just on content through advertising. It's difficult. And it's difficult because if you hit a double or a triple you're still not big enough to really command a real living. But on the flip side, you've got hundreds, if not thousands of people, David, that are really lucky to get access to things like this. And there's a way to do it. But you've got to be respectful of your audience I think for me, because there's wine newsletters and they command a certain price point. I respected my audience. A lot won't buy and I respect that to show it's still free. But thousands have bought already and that's humbling. That's more than I thought, actually. I thought it'd be a long grind. I thought the people that were used to it wouldn't do it so quickly. That I'd have to get some new blood in. But you know, the people that are used to it are probably buying it as a thank you for all the shows I've pumped out. So I've been very happy with it.

And I think that what I want to do is be a leader and teach people how to make business happen and be a businessman. I'm good at it. I'm hoping that a lot of people have follow my lead of Wine Library TV. They've read Crush It. They've done well. I'd like them to see that be respectful of your audience, price it correctly, and you can make a couple of bucks. And that's why I did it.

DAVID SITEMAN GARLAND: That's awesome. And by the way, we are absolutely crushing it with advertising and sponsorships right now. I won't get into that. But if we change it, but I'm telling you right now, crush it. Crushing it.

GARY VAYNERCHUK: And listen. That's because you're at the top of your game. You're a tremendous salesman. You're a really good salesman. I mean I know you. You're more than capable. And so that's why it's going to work. On the flip side, guess what? I'm going to crush sales, advertising on Daily Grape too. I'm going to sell a 15 second pre-roll that's going to make me an ungodly amount of money. That being said, I think the subscription thing is going to play as well. I don't think it has to be one or the other.

DAVID SITEMAN GARLAND: In different ways. Yeah. No, absolutely. I agree. I mean it's not about choosing one, putting all the eggs and going. It's different models. And when you have an audience and a community that gives a crap, lots of good things can happen on both ends.

GARY VAYNERCHUK: Especially if you give a crap first.

DAVID SITEMAN GARLAND: Exactly. Well GV, I want to ask you one final thing and then I want to be respectful of your time because I know you're a busy man on the road. I've got to ask this just as a content creator. And a lot of our audience is content creators of some kind, some kind across the board. How is the radio show going, first of all, and how are you enjoying that? Is that something that's just been fun for you as well? And I was on there as a guest, so obviously, it's awesome.

GARY VAYNERCHUK: I love the Sirius deal. I love the engagement. I love the platform. I've learned so much by doing radio. I don't like that it's a closed network.

DAVID SITEMAN GARLAND: Subscriber. You have to be a paid subscriber essentially to watch or listen.

GARY VAYNERCHUK: And my biggest problem is not that because we just talked about the values of that. My biggest problem is that 99% of people have to be in their car to hear it.

DAVID SITEMAN GARLAND: Oh yeah, that's true.

GARY VAYNERCHUK: And that's where I really get hurt. Like if it was a streaming platform or something else, so I love Sirius, I love the people there. But I got to admit, I hate the fact that I can't have people discover me. It's kind of programmed listening. And what I love about things like Twitter and Facebook and the social web is that people can discover you. And that lack of ability within Sirius hurts my feelings a little bit. But overall, I mean I've learned so much. I've gotten so much better at radio. I like amassing skills. I think skills matter. So that's been really, really interesting for me.

By the way, real quick, I want to be practical not just top line thinking. I'm using Recurly. If you sell something by the month, it's an amazing platform. I've been really happy with that. I feel like 10 or 15 people are going to watch this and be like, oh, I want to do that. So check out Recurly. Let me see if I can spell it for you properly. R-E-C-U-R-L-Y.

DAVID SITEMAN GARLAND: We'll link it up in the show.

GARY VAYNERCHUK: I don't have any deal with them. Not invested or anything. We're just using them and it just works. Because if you don't know this, credit card companies, you can't really bill ahead of time. You've got to bill in the month. A lot of new laws in credit cards. So just a little practical piece of advice. Also, Tumblr, which I am an investor in and I wrote about hard in Crush, It, I've been getting a lot of credit because Tumblr's exploding now. Grown by 250 million pages a week.

DAVID SITEMAN GARLAND: All different industries, too. Artists and news sources and everything across the board. Not just like a Justin Bieber fan at home or something.

GARY VAYNERCHUK: Correct. So anybody who is watching right now. You need to really pay attention to that. And finally, I built my app on something called Cabana.


GARY VAYNERCHUK: I'm trying to invest in it. You know, being transparent. It's almost like Photo Shop for apps or Yahoo Pipes. Or if you're nerdy, it's like 280 North, Cappuccino and Atlas. David, it can make guys like you and I be able to build apps.


GARY VAYNERCHUK: So people should check that out because mobile is the platform.

DAVID SITEMAN GARLAND: Yeah, that's cool and that was my final question, always, is kind of what's getting you excited right now? And that sounds exactly like it.

GARY VAYNERCHUK: Hacker News and Techmeme. if you're not reading those on a daily basis, you're not in our world.


GARY VAYNERCHUK: And you know, I would say that go to events. Search for social media meetups and conferences. Meeting people is the game. I write about in Thank You Economy the humanization of business. That's what we're living through.

Dave, you're really good at it and I think a lot of your success comes from that. And I think that more people listening here, we need to get out. It's context online, but you've got to meet in person too. Shaking a hands matter.

DAVID SITEMAN GARLAND: Exactly, GV. It's exactly the same thing. I went up there, we did an interview in person, our first person was hauling crap across New Jersey where I fell down in the middle of the street, almost got hit by a car. That's another story. You didn't know that one. And it was also coming out to book signings. You've got to get out there face to face. GV, I want to thank you for the time today. Always awesome having you on the show. And we're we want to send-- obviously, people can go-- you have a bunch of different sites. Do we want us to show people to go to Daily Grape and check you out or where do we want to send people?

GARY VAYNERCHUK: You know, Daily Grape only if you care about wine. I think the most important place is because everybody will remember that. G-A-R-Y. And more importantly just come and say, hey, say you saw the show. I'd love to create context and meet you.

DAVID SITEMAN GARLAND: All right, thanks GV. Appreciate it always my man.



And that said, I hope you enjoyed the interview with Gary Vaynerchuk. And you can of course, check him out. He mentioned it, check him out on Facebook at Also, definitely search around Daily Grape. It's very interesting and I'm excited to see how successful this is for him. It's always cool when Gary launches something new because he's just not afraid to launch something new. And I think that's so important when it comes it's to this kind of stuff.

So thank you Gary for coming on. Thank you so much for tuning in. As a reminder, you can subscribe absolutely free to Rise episodes. You can do RSS, e-mail, iTunes audio, iTunes video, Roku, Connected TV and you can watch it on your mobile phones and iPads. We actually heard from a viewer recently or listener, a lot of people enjoy them when they're doing workouts. And Jamie, one of our viewers actually enjoyed it during a marathon. So props to her. I'm glad The Rise to the Top got her through her marathon. Always like to hear stuff like that and fun stories. It just keeps it going. So I will see you next time. I'm David Siteman Garland.

And remember, if you want some fluff, you know what to do. Go bet a bunny.

And one more quick reminder that today's The Rise to the Top episode was sponsored by HubSpot whose newest e-book The Facebook  Marketing  Update  Spring 2011  provides you insights and details on how to market on Facebook. Something very, very important. You can learn about using the open graph, contest, places, deals, connect and more. Best thing about it, absolutely free. Absolutely free. You can get your copy of the Facebook Marketing Update at That's

About Today’s Guest, Gary Vaynerchuk:

Gary VaynerchukLast time I interviewed Gary Vaynerchuk on the show, I was lugging video equipment in New Jersey to visit his famous Wine Library TV in 2009. Gary was already at rock star status, but as we all know, so many things can change quickly. It was time to track down Gary (easier said than done, trust me) for an update. Always full of raw passion and insight, enjoy this chat with Gary.

We cover a wide variety of topics from books and publishing (including his new excellent book The Thank You Economy) to marketing to his new Daily Grape show/app/project to his radio show to some hot, emerging technology to keep an eye on.

Connect With Gary (and tell him you saw him on RISE!):

On Daily Grape
On His Website
On Twitter
On Facebook
Grab a copy of his new book, The Thank You Economy

This Episode Of The Rise To The Top Is Exclusively Sponsored By HubSpot:

HubSpotToday’s Rise to the Top episode is sponsored by HubSpot, whose newest eBook, “The Facebook Marketing Update – Spring 2011”, provides insights and details on how to market on Facebook (which is super important) by using the Open Graph, contests, Places, Deals, Connect and more. Get your free copy today of the Facebook Marketing Update at

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You can join the 100,000+ RISE enthusiasts and catch new episodes every Tuesday and Thursday morning, featuring conversations with unique guests on, as well as iTunes (video and audio) and now on your television via Roku and Connected TV.


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  • Jeff Rose, CFP®

    Dude, can’t wait to see your paid subscription model. Gary’s right, you can “Crush It”. I’d be happy to sign up :)

    • David Siteman Garland

      Jeff – No plans for one as of now, but you never know :)

  • Natalie Sisson

    No fluff but two cute energizer bunnies indeed. Love it.

    • David Siteman Garland

      Haha thanks, Natalie. And that is called “A One Hour Interview In Twenty-Five Minutes” :)

  • James M Cooper

    Great interview David, plenty of insights, nice one!

  • John Falchetto

    Great interview David and btw really impressed by the new site design.

    It’s great to see two mediapreneurs share their experiences and lessons, now I’m just waiting for the SFC app. What do you think David?

    • David Siteman Garland

      John – Thanks…and coming soon 😉

  • Rosemary

    Gary is a (non)evil genius. You guys are a good team too :)

    • David Siteman Garland

      Haha…he is a little evil 😉

  • Christopher Erckert

    Hey David,

    Can’t seem to find the actual “Cabana” iphone app dev service mention in the show on the web. Do you have a direct link for it?


    – Christopher

    • David Siteman Garland

      Let me see if I can hunt it down for you…

    • David Siteman Garland

      Found it: Cabana =

      • Anonymous

        Cool beans!

  • Carmen Sognonvi

    I’m curious as to why he doesn’t link the wish list to so people can buy it right away? It seems like a natural revenue stream, plus it would make the user experience better.

    (Obviously he doesn’t carry every single wine in the world, but the ones that he does, why not allow us to click through to buy?)

    • David Siteman Garland

      Interesting question, Carmen.

  • Anonymous

    Good stuff as always. Do we want to place bets his next book will have “Context” in the title?

    • David Siteman Garland

      Hah, I have a feeling he won’t be doing another book for awhile :)

  • Andy Hayes

    Dang, some great websites mentioned there and loved the short n snappy conversation!

    • David Siteman Garland

      Snap, snap. :)

  • Jason Gracia

    Loved the interview, David. You’re at the top of your game and it’s a true pleasure to be along for the ride.

    • David Siteman Garland

      Jason – You just made my day. Thanks for the kind words!

  • Anonymous

    Great interview David….as always

    • David Siteman Garland

      Thanks man :)

  • Asgar

    Hi David, came across you at hubspot with an interview with Scott Kurtz, and your website. I see that you have done an interview with Gary Vaynerchuk, we at have been following him for the past year. Great interview.

    • David Siteman Garland

      So glad you liked it and great to hear from you!

  • Gabriel Murillo

    thanks @therisetothetop:disqus Congratulations! Context Marketing. Executing this wonderful show!

  • Luke

    Big fan of Gary Vee. I think social media is already having a huge impact on business.
    It’s cool you got to talk to him.
    Thanks David.