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Gary Vaynerchuk. Photo by Vaynermedia –

Top 10 Remarquable Facts about Gary Vaynerchuk

Gary鈥檚 rapid growth on Instagram (5.2m followers) is largely attributed to random giveaways to his community. #60SecClub is a random giveaway to anyone who likes and comments within the first 60 seconds of any post. 

Giveaways have ranged from books and t-shirts to 5-minute Facetimes, to occasional gadgets, all the way to personalized trips, 30-minute meetings, and shadowing Gary for a full day at VaynerMedia. In 2018, Gary created the First In Line Group messaging community.

Gary has created this group for people who want to bring value to fellow entrepreneurs, and business owners and to create the most impactful Facebook community. Gary鈥檚 impact on my life is indescribable! Three years on, I still consume his content and his consistent message regularly.

1. Hard work trumps everything

Gary Vaynerchuk, Co-Founder, VaynerMedia.  WTTC Global Summit. Photo by World Travel & Tourism Council Flickr Images –

Gary鈥檚 work ethic has been a controversial topic. Gary has made working hard and the word 鈥渉ustle鈥� a trend word among young people! Through his vlogs, Gary exposes his work ethic of 15-hour work days. Whilst working 15-hour work days is not for everyone especially if you have a family, working hard is the backbone of Gary鈥檚 success. In 7 years, Gary鈥檚  Vayner Media has grown from 20 employees to more than 600 across five different offices around the world.

2. Micro speed, Macro patience

Gary Vaynerchuk, Co-Founder, VaynerMedia. WTTC Global Summit 2015
World Travel & Tourism Council Flickr images –

鈥� To me, it鈥檚 all about speed. I don鈥檛 care about anything else. Speed, both in people skills and hard work will trump anything.鈥� says Gary. Speed is the multiplier of your hard work! The ability to work hard and execute with speed is strategic to achieving long-term goals. Gary exhorts his followers to be fast in their day-to-day execution while being patient about the long-term results.

鈥淥nce you figured out speed, you need to have patience. You need to understand that no matter how fast you work, it doesn鈥檛 happen overnight鈥� says Gary. If you are willing to be patient about your long-term goals, you are willing to work hard for years to come, you are also less likely to make decisions for short-term gain that will affect long-term success. Gary plans to fulfill his dream of buying the New York Jets within the next 40 years. 

鈥淪o when you have the Macro Patience, and an enormous dream, you鈥檙e doing it for the long-term, and you鈥檙e doing it fast and hard every day and leaving money on the table, so it all works out.鈥� -Gary Vaynerchuk

3. Video content is how Gary dominates in top-of-mind awareness

Alberto DeJesus and Gary Vaynerchuk at Wine Library 2019. Photo by Media5045 –

If you asked any Garyvee fan how they discovered Gary, more often than not, the answer would be video. I can still recall how I discovered Gary through his NoBody Gives a F*ck about Your Feelings Video.

Video content is how Gary dominates in top-of-mind awareness. Gary can churn out a high volume of video content by creating short-form micro-content from long-form content.

4. Jab, Jab, Jab, Right Hook

Vector version of Gary Vaynerchuk’s signature. Photo unattributed –

鈥淔or those who may not be familiar, my entire business philosophy pretty much revolves around the jab jab jab right hook method,鈥� says Gary. Jabs are the value you provide your customers with: the content you put out and the good things you do to convey your appreciation.

The right hook is the ask: it鈥檚 when you go in for the sale, ask for a subscription, and ask for a donation. The caveat for this is that you are constantly providing value without expectation. Even with a lot of 鈥渏abs鈥�, it does not mean you are entitled to a 鈥渉ook鈥�. It just allows you to have the audacity to ask. 

Gary provides a lot of value in his content throughout the year. There are a only few times in a year when he will go for the 鈥渉ook鈥�. Gary will ask a favor from his audience whenever he releases a new book or releases a new shoe with K-Swiss. GaryVee 001 and 002 K-wiss sneakers were sold out because Gary has been building a community for the past 10 years. 

鈥淚 think the reason the sneakers will sell is because of everything I do the other 360 days a year.鈥�- Gary Vaynerchuk

5. Delayed Gratification

Jeremy Smerd, Executive Editor of Crain鈥檚 New York Business hosts Gary Vaynerchuk, CEO at Vayner Media. Photo by Andrew Kelly –

Before Gary became the personality he is today, he worked in a liquor store for 10 years and was creating content on WineLibraryTV for 5 1/2 years. He then went on to start VaynerMedia from scratch with his brother at Buddymedia鈥檚 conference room.

Gary encourages anyone who wants to start a business to bootstrap by any means possible, this includes living with 10 roommates in an apartment for the first few years. 鈥測ou need to 鈥渆at shit鈥� and live humbly to see the returns that you鈥檙e looking for. Don鈥檛 expect instant gratification and results.鈥� says Gary. 

6. Gary believes that authenticity wins

Image of Wine Library TV’s Gary Vaynerchuk. Photo by Erik Kastner –

When building a brand, content creators have learned that authenticity can be the key to success. Gary exposes himself and his daily hustle as the CEO of VaynerMedia through his vlogs. You can see Gary squeezing in countless 15-minute meetings, replying to emails in his commute, and rushing to flights at the airport.

 This is to show the reality and the amount of work that goes into running a 600-employee company. In the age of Instagram and hyped gurus, Gary鈥檚 authentic approach to content stands out! 

7. Seek Win-win collaborations

Gary Vaynerchuk, Crush It! – Gulltaggen 2010. Photo by Gulltaggen –

Gary is very strategic when it comes to collaborations. In the #AskGaryVee Show, Gary Vaynerchuk answers questions about entrepreneurship, marketing, and social media with thought leaders & cultural icons. The show also functions as a platform of collaboration with personalities such as John Legends, Tony Robbins, Ray Dalio, and Jessica Alba. 

Gary also successfully collaborated with the classic Californian shoe brand K-Swiss. This collaboration not only put Gary on the map of sneaker culture but also revived the classic K-Swiss brand. 

8. Gary has been a strong advocate for voice and Facebook advertising

Kevin Rose et Gary Vaynerchuk chez Crushpad. Photo by magerleagues –

鈥淚f you consider podcasting to be the current go-to-destination for creative, then Alexa skills are the beachfront property vacation, yet to be discovered and booked up by the masses,鈥� says Gary on the topic of the future of voice. Gary says he day trades attention, which means he is constantly looking for the 鈥渂eachfront property鈥� of your underpriced attention.

 Gary has been a strong advocate for voice and Facebook advertising among many things that are under-priced for the consumers鈥� attention. Gary attributes his success in growing his father鈥檚 company, Wine Library from $3鈥�60MM in sales to the arbitrage of Google Adwords in the early 2,000s. 

9. According to Gary, self-awareness is being able to accept your weaknesses

Gary Vaynerchuk, Co-Founder, VaynerMedia.  Photo by WTTC Global Summit 2015 –

With all the preaching of hard work and hustle, Gary preaches self-awareness. 鈥淲hat works for one person doesn鈥檛 work for everyone. I want people to learn to be at peace with themselves and to understand what they can offer because everyone鈥檚 got something. The key, however, is learning how to find it.鈥� says Gary. According to Gary, self-awareness is being able to accept your weaknesses while focusing all of your attention on your strengths. 

Gary constantly reminds us that despite the trends, not everyone is meant to be an entrepreneur or build a big company. Gary implores his fans to understand themselves and find out what makes them happy. 鈥淲ould your life be better making $109,000 a year as a lawyer versus making $80,000 a year creating basketball content full-time?鈥� says Gary.

10. The ability to sell has been Gary鈥檚 strength

Gary Vaynerchuk’s Patience Sticker, given to him by Greg Berry of Hustle Island. Photo by Gary Vaynerchuk –

鈥淭he best way to become an entrepreneur is to sell, sell, sell. Understand what it takes to provide value to somebody,鈥� says Gary. The ability to sell has been Gary鈥檚 strength since a young age. Gary often calls himself a 鈥減urebred entrepreneur鈥� having successfully started a lemonade franchise at age 7, and eventually selling tens of thousands of dollars worth of baseball cards and toys throughout his high school career.

In 2017, Gary started a worldwide challenge for his audience to help them make money as a side hustle. He called it 鈥�#2017flipchallenge.鈥� His own stated goal was to make a $20,170 profit during the year, by selling previously used goods and expendable valuables lying around the house. 

In 2018, Gary went a step further with the 鈥渦ltimate flip鈥� where he challenged his audience to go on the FREE section on Craigslist and sell it on Facebook Marketplace. This means that now everyone has no excuses to hustle and make money!