How Can I Help You?

I’m uncomfortable with not being generally liked, and I think that has a lot to do with why I’m successful.

There are constantly work-related situations, usually when it comes to helping out someone who might not be the nicest person ever, when the people close to me will ask, “why did you help that dope?”

That’s a great question. Why would I help them out?

It is the way I’m wired.

And that is literally just the way I feel now. I could wake up when I’m 65 and look back on this wondering what the hell I was thinking. I’m very concerned about that. There will come a day when I’m not on the offense anymore (as hard as that is to believe), and I could be like “Wait a minute. There are things I didn’t achieve.” Maybe it will be that I didn’t buy The Jets, maybe it will be something else, but I worry about going into that part of my life thinking, “Why did I spend all that time helping all those people? What could I have achieved if I’d just put my own goals first?”

We’ll just have to see. My hope is that I’m a very positive guy and I’ll trick myself into being OK with what I have. I’ll look at all the collective wealth and happiness that I’ve created and be satisfied that I did it along with helping people who might not have deserved it.

There is another weird part to all of this that has stemmed from a lot of the assistance I’ve been providing on Twitter. The pineapples, and eggs, and cheeseburgers have been fun, but recently I was able to help provide some real honest-to-God help for some people in need. For the first time ever – ever – I envisioned a world in which I take a weird left turn in my career and pivot into cause marketing. That thought has honestly never happened before.

When it comes down to it, I’m proud that I’m an entrepreneur and that I’m good at selling things and making money. I know I do good things. With my resources and my drive, I’ve done more good in a month than most people have done in their lifetimes, so I’m honestly fine there. But for the first time I thought, “Maybe I honestly want to do this. Is this fun for me?”

I don’t know what the answer is. Obviously, things aren’t just going to change overnight. Maybe tomorrow I’ll realize that my calling is really to raise goats in Peru, but until then…

Let me know if there is anything I can help you out with. I mean it: @garyvee

I’m an entrepreneur. You can find out more at

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