Business Tips: When a Millionaire Gets Excited About Making $5 | Trash Talk #4

Business Tips: When a Millionaire Gets Excited About Making $5 | Trash Talk #4

Awesome Tip: When a Millionaire Gets Excited About Making $5 | Trash Talk #4

We’re so excited to drop another episode of Trash Talk!! Gary found some incredible deals in this one – plus you’ll get to see how he negotiates, figures out what items are worth, and more.

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Trash Talk #1 |
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Trash Talk #3 |

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Gary Vaynerchuk is the chairman of VaynerX, a modern-day media and communications holding company and the active CEO of VaynerMedia, a full-service advertising agency servicing Fortune 100 clients across the company’s 4 locations.

In addition to VaynerMedia, VaynerX also includes Gallery Media Group, which houses women’s lifestyle brand PureWow and men’s lifestyle brand ONE37pm. In addition to running VaynerMedia, Gary also serves as a partner in the athlete representation agency VaynerSports, cannabis-focused branding and marketing agency Green Street and restaurant reservations app Resy.

Gary is a board/advisory member of Ad Council and Pencils of Promise, and is a longtime Well Member of Charity:Water.

Gary is a highly sought after public speaker, a 5-time New York Times bestselling author, as well as a prolific angel investor with early investments in companies such as Facebook, Twitter, Tumblr, Venmo, and Uber.

Gary is currently the subject of DailyVee, an online documentary series highlighting what it’s like to be a CEO and public figure in today’s digital world, as well the host of The GaryVee Audio Experience, a top 100 global podcast, and host of #AskGaryVee, a business and advice Q&A show which can be found on both YouTube and Facebook.

Gary also appeared as judge in Apple’s first original series “Planet of the Apps” alongside Gwyneth Paltrow, Jessica Alba and

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42 Replies to “Business Tips: When a Millionaire Gets Excited About Making $5 | Trash Talk #4”

  1. How many autoplays do you have set up that you have forgot about or not use anymore? How much money do you spend let’s just say over the weekend that helps you to get closer to your goals?
    See the reason I’m asking these questions is because many many times I have caught myself wasting money on things that are completely outrageous and actually hold me back from getting closer to my goals.

  2. Do you not realize, just looking up what they sold for doesn't mean you get paid that… and that's after weeks or months.
    So buy something, put it up for sale, wait weeks or months, and then make that $100… And that's IF it sells for the price you wanted or at all… You're just going into debt

  3. Thanks for the videos Gary, I started doing this by just selling some stuff around my house and it's made me some money already. For anyone out there who do this, do you usually list items for buy now or auction?

  4. Gary, I think it would be cool to add how many "man hours" go into staging pictures, listing, and shipping. This could give people an idea of an hourly rate thats truly achievable with this. Love the videos! You have been an inspiration for me to resign as a teacher and flip full time clearing well over 100K already this year. Keep up the inspiration.

  5. the jets jacket was advanced. from what i can gather you estimated the coat to be 20 -30 so you offered him half way… no.. you let him bid first… and then stalled deep on purpose knowing that with some light banter and another purchase you would get the coat for ten. im assuming that all was a potential outcome already imagined before the exchange took place. then the zelda game theft was sick lol.

  6. Everyone knows in sports/gaming/etc. anybody who's anybody watches demo videos of other people that are good at the skill in order to analyze it and improve themselves. This morning I thought of doing that for haggling/yard sale negotiation, and here I am watching Gary get that Jets jacket and three decent NES games in just a few minutes of very slight personality-pushing for freaking $20. Literally just the third video I've watched today to push my skills in negotiation, and I've already learned something.

    Edit: wanted to add I've been doing yard sales (mainly video games) since 2011, and was previously my main income. Looking to make game reselling my main income again for the next few months or so, and I'm needing to up my game (pun originally unintended) at a better rate since Amazon is demolishing the games reselling market without a second thought. Never stop learning if you want to do anything of substance, no matter how good you think you might be compared to the other little fish in your little pond.

  7. Man i love reselling. Anyone can do it and start off with just $20. Its best to save your gas and go thrifting on the weekdays and garage saleing on the weekends.

    You can easily start off with just $20 and easily double or even triple your money flipping the items. Simply open up the ebay app and search the item and look at the sold listings. You want to look at solds, never the currently listed.

    Every reseller starts off rough but you learn from your mistakes and eventually you get the hang of it and you know what to buy and what to avoid. You learn how to negotiate. You learn the fees, the shipping costs, the supplies and so forth.

  8. You say charge shipping, but you're basing your "wins" off of the "last sold" prices on ebay. Did they include shipping? You're also not selling these in reality, but assuming you will sell 100% of them? flawed premise, but it's fun to watch you run around buying stuff at garage sales. And we all know the real money is in the Youtube watch time and click through you're getting.

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