Why Humility is the #1 Skill a CEO Can Have
The GaryVee Audio Experience
Gary Vaynerchuk
4.8 • 18.3K Ratings
🗓️ 9 February 2026
⏱️ 46 minutes
🧾️ Download transcript
Summary
In this episode, I reveal why the greatest skill to have as a CEO is humility. I share my philosophy on authenticity, explaining that being your "full self" is the only path to true originality. I coach several successful entrepreneurs who are hitting scale, advising them on whether to monetize "boulders" (big brands) or "pebbles" (community products). Plus, I share my secret for succeeding on TikTok Live and explain why my greatest skill is humility.
You’ll learn about:
The True Meaning of Authenticity
How to Master the TikTok Live Algorithm
The Boulders vs. Pebbles Monetization Strategy
Why My Greatest Skill is Humility
How to Get the Right Leverage for Scale
Transcript
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| 0:00.0 | There's a thing I want to paint to you. |
| 0:01.0 | It's my favorite one. |
| 0:02.0 | I would watch a kid, like two kids, |
| 0:04.2 | and they would build an immaculate sandcastle all day. And then about 5.30, 545, the parents would call, they'd be like, Johnny, let's go, like dinner. Like we're gonna go eat dinner. Spent eight hours building this immaculate thing, he would just look at it and be like, psh, and run and smile. And I'm like, that's me. |
| 0:19.5 | I just wanna see how big I can build it |
| 0:21.3 | and then I actually don't give a fuck about it. |
| 0:23.1 | Just curious how good I can build it |
| 0:21.2 | and then I actually don't give a fuck about it. |
| 0:23.0 | Just curious how good I am at the game. |
| 0:24.7 | I'm wildly curious how big I can make it. |
| 0:26.7 | Nothing else. |
| 0:27.5 | None of it defines me because I have my definition somewhere else. |
| 0:31.7 | My definition is if people think I'm a good guy. |
| 0:33.9 | This is the Gary Vee Audio Experience. |
| 0:44.3 | So my question for you is I'm also a teacher and a parent and I just gave my 30-day notice for my teaching job. Wow. I love what I do. Is that because of this all? |
| 0:49.3 | Essentially yes. Yeah, it makes sense. Yes. But what worries me is about I think that I'm so good at what I do because I'm in the dirt and I love coaching people and I love getting my hands in there. And I do one to one consulting as well and I coach people with kid videos, but I'm worried about getting that hands-on experience still to keep myself fresh and also potentially use as content but then it's other people's children and so how that would work. Well I mean you can go generic. I talk about a lot of business meetings where I try to mask who I actually talk to. Right. So you can go with thematics. You don't need to be like little Ricky Magoo on 42nd Maple Street, son of John, right? |
| 1:28.3 | You could be like there was this little boy. |
| 1:30.3 | You could even say there was a child. |
| 1:31.3 | That's what I do that now but I mean like working like with a parent physically. |
| 1:36.3 | Like I like, that aspect is what I'm worried about not having. |
| 1:39.3 | Well so do physical stuff. |
| 1:41.3 | You could create, for example, if you're saying you feel different physically than you do virtually in what you're |
... |
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