4.8 • 674 Ratings
🗓️ 23 April 2024
⏱️ 35 minutes
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0:00.0 | It's weird to have like a paper thing where you're thinking it, okay, in five years or something, I should be able to do X, Y, or Z, but you have practically none of that spending power or access today. |
0:15.4 | Today's guest is my anonymous friend who will call Dave. Dave is worth around $100 to $150 million. However, the vast |
0:24.4 | majority of his net worth is in privately held companies, which means they are illiquid. Despite his |
0:30.0 | huge success in multiple businesses, Dave is living on a relatively modest income, an income that |
0:35.6 | doesn't quite fully cover his monthly expenses. |
0:39.0 | I have to pull a very small amount from the overall net. Regular income is like five to |
0:44.9 | 600 a year, pull like 150 to 200 a year. However, Dave spends a lot. He has a full-time chief of staff, |
0:53.4 | multiple assistants, and all types of household help |
0:56.2 | to the point where he basically only focuses on friends, family, and work. |
1:00.6 | I wanted to understand why he's living like that. |
1:03.0 | And as it turns out, a lot of it comes down to the confidence and willingness to bet on himself. |
1:07.7 | And betting on himself has actually become a pretty significant part of his finances recently. |
1:13.0 | I have made the decision in the last like 18 months. This is somewhat of a reason thing to like |
1:18.3 | massively overinvest in my wife and I as like a unit. I'm over investing in angel opportunities |
1:25.6 | that I think are good. We have a personal assistant, an EA, |
1:29.2 | and a chief of staff that all work for us. In this episode, we're going to look at Dave's portfolio. |
1:34.6 | We're going to look at his liquid portfolio as well as his huge ill-liquid portfolio and his |
1:39.0 | investments. We're going to ask why he does it this way and how this impacts his life. |
1:43.5 | The reason why this episode |
1:45.0 | interests me is because Dave is super interested in over investing in himself. And he's very |
1:50.4 | systematic about it. He refers to it as an experiment. And so we're going to learn a ton about that. |
1:54.5 | And as usual, we're going to get super specific about the numbers. Have we made it my love? Oh, honey. |
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