While co-hosting a livestream with radio legend Dave Ramsey recently, I decided that the best thing I could do was to totally confuse our viewers.

I’m rogue like that.

Someone had called in to ask for advice on what to do with his business and Dave’s amazing advice was to “do whatever is going to make you smile the most when you get home.”

Now I love that concept, and obviously Dave gave great advice, but I decided to phrase my advice differently:

I think that the one of the most valuable thing you can do is the one that makes you frown.

I started VaynerMedia five years ago as part of a 20 year plan that I’d created. Mind you, this is coming from a guy who doesn’t even mess with 3-5 year plans. I decided that day-in-and-day-out I was going to frown and I was going to eat crow. I didn’t need to build up this client business, but I had a plan where I wanted to build The “Wine Library model” at scale. I wanted to take people who were basically family members and groom them to be true operators. I built my long-time friend Brandon up and now he helps runs Wine Library, but I want 50 Brandons. With an agency that handles tons of different brands I can achieve that scale of young talent, but it’s not easy. I chose to navigate the ecosystem of Fortune 500 companies. I chose to dive into the politics of the agency world. And I chose to be HR for four hours out of every day!

So obviously Dave is 100% right, but if you’re willing to think big enough, you need to be willing to eat crow so that you can smile forever. That takes a certain kind of stomach. It takes a mindset where you aren’t crippled by an hour, or a week, or a month of things not going in the right direction because you understand the grind that you’re going through.

In fact, maybe I should re-name this piece. Because I actually smile on the inside while I’m frowning on the outside. I know that sweat differentiates and elevates me above the people who don’t want to sweat, who don’t want to grind, and who don’t appreciate the taste of crow. After all… I am a Jets fan, so it’s a pretty familiar taste.


If you found value in this, it would mean a lot to me for you to scroll down and hit the recommend button. Thanks so much for reading!

The Entrepreneur’s Journey

Sleeping is optional. Success isn’t.

    Gary Vaynerchuk

    Written by

    Family first! But after that, businessman. CEO of @vaynermedia. Host of #DailyVee & The #AskGaryVee Show. A dude who loves The Hustle @Winelibrary & the @NYJets

    The Entrepreneur’s Journey

    Sleeping is optional. Success isn’t.

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