Two Millionaires Answer the Questions You’d Ask Off-Camera
My First Million
Hubspot
4.7 • 2.9K Ratings
🗓️ 8 January 2026
⏱️ 73 minutes
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| 0:00.0 | All right, it's a new year, but it's the same old us. And we wanted to do something for you guys. |
| 0:05.3 | So we wanted to do a mailbag of fan questions. So people have written in questions. We are going to |
| 0:10.8 | answer them. You ready to jump in, Sam? Yeah. |
| 0:13.7 | I feel like I can rule the world. I know I could be what I want to. I put my all in it like |
| 0:19.8 | no days off on a road. All right, here we go. Question number one, what is the biggest mistake you've made in your business |
| 0:25.1 | that you have not spoken about publicly yet? And how has it shaped your decision making? |
| 0:30.6 | Man, I've got a great one for this. Tell me if your experience has been with this. So I tend to |
| 0:34.1 | hire ambitious young people and I take chances on them. |
| 0:38.5 | And I hate to say it, but the majority of the time, that is a horrible plan. |
| 0:42.3 | And it's significantly better to hire more experienced people and pay them a lot more money. |
| 0:47.5 | And I get way better results. |
| 0:50.8 | So when was this mistake? |
| 0:52.9 | Is this like I've been making this mistake forever? Or this is a recent? For forever, man. Look, this is like, my mistake, it's like the American dream, you know? Like, give me your, your, your, your, your, your, like, ambitious young... I can fix him. Yes. And like, I always want to do that because I'm so, you know, I'm into the romantic idea of that. |
| 1:12.9 | And just, I recently, you know, at our, at Hampton, we've hired, like, significantly more experienced people. |
| 1:18.9 | And they cost, like, two or three times more than a young and upcoming person. |
| 1:22.6 | But the results are like five or ten times better. |
| 1:25.5 | Right. |
| 1:25.7 | And, and I just make this, I always, always, I get so emotional and I always find the, |
| 1:31.7 | people say hire high agency people or if I hire these people whose growth rate is really high. |
| 1:37.0 | But in general, it's just kind of better to say, hey, you already did this at this other company. |
| 1:42.5 | Do it here, please. |
| 1:43.9 | So we were just going through a hiring process. I wanted to hire somebody on my content team. |
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