Small companies don't always have problems that require $500k engineers. If they do, they shouldn't play in the same tiny pond as Google -- hire remotely or move to a city other than SF or NYC.
I've found his writing about money to be distorted. For another example, see http://blog.samaltman.com/uber-vs-car-ownership . Not exactly wrong, but always off by significant factors. (Imagine having a concrete pricing conversation!) Maybe a consequence of living on funny money since a ~teen? The advice rings right, just... distorted.
Personal attacks. which this comment crosses the line into, are not allowed on Hacker News. If you have some reason to say that a specific number is wrong, that's fine, but provide the reason.