There seems to be an assumption here (which I've seen in many other places) that ordinary people are somehow missing this trick, are failing to grasp this. I think everybody knows this - more or less explicitly perhaps. The fact is we might talk about becoming rich, but most of us don't really want to - not in a real way. Not to become worth "millions" in our sixties like this guy's mentor. People want to live rich,…
Not only that, but saying "rich" is usually shorthand for famous and/or having high social status. The money itself seems to me the least interesting aspect of "making it". Especially in the startup world, what most of us dream of (in my experience), is recognition from our peers, attention, etc, not zeros on a bank statement.
Though I agree with your sentiment as it applies in broad strokes I'd like to sell some software, make ~$10M, and be a recluse.
I don't even need the $10M, though, I'd be happy to not have to wake up at 7 o'clock, rush to the train, then sit at a desk all day.