This is a very large number of words to essentially say "when I was a jerk in the past it was actually virtue." If you don't see that plainly and transparently I'm not sure what to say to you.
PG deserves credit for creating YC, but from the narrative in this essay it's clear he does not even understand how that happened or his own role in it (assuming he's not being straight up dishonest in his writing). He's a deal making power player, nearly a king maker, not a technocratic nerd. No amount of essay writing will erase that reality.
I am so very weary of this nonsense being taken seriously as sage advice.
We already have too many reductive stereotypes in tech. Let's not lionize them.