People like PG are at the apex of this weird fawning worship of entrepreneurs and getting rich that particularly affects the tech world. This culture places great intrinsic real value on not having a boss.
But of course this is all made up. Nothing has any real value in this sense. We just each get 100 years on Earth and we each get to decide how to spend that time. Those are the facts.
The entrepreneur worship culture is simply about making people who make those choices feel better about those choices. And as another commenter has observed, most of us are no more likely to make it as an entrepreneur than we are likely to play for the Lakers.
So, yeah, "a boss telling you what to do" is fine if it works for you and gets you what you want out of life. Some of us just don't give a shit and don't want to spend a lot of time thinking about things like market fit and business transactions and valuation blah blah blah.
In fact most knowledge work that's above average really feels like you are working 'with' someone. Self leading teams etc.
I hear things like this a lot and I'm sick of it. There's nothing wrong with working for someone, in fact it's the best way to improve your skills as a beginner since you're going to be mentored by people much more experienced than you. I still call my first boss to this day.