That doesn't make any sense. You can be more confident in one asset than another, yet you should still diversify. In investing, you don't look for that one asse

That doesn't make any sense. You can be more confident in one asset than another, yet you should still diversify. In investing, you don't look for that one asset you're most confident in and put all your money into it. If I were a founder, I'd try to convince you to invest in my company, but I wouldn't try to convince you to put all of your money into it. Not putting all of his assets into uber doesn't mean other investors shouldn't put any of their assets into it. After all, it's still 20% of his portfolio, much higher than most of the shareholders, I'd bet.