My broader point is that companies/people (including founders) have goals, dreams, aspirations ... maximizing return on investment may not even be the biggest goal. It is a late 20th century Milton Friedmanite doctrine (which classical libertarians actually disagree with) that the only purpose of a company ought to be to maximize shareholder wealth. I mention this because you refer to "optimal" strategy, but in this case, there is no such optimal strategy, because the goals are so extremely diverse and often mutually contradictory.
Interestingly, shareholder wealth maximization (which academics are so fond of) is a proposition most real world capitalists don't actually subscribe to - witness the resistance of Jerry Yang to being absorbed. It has little do with long term shareholder wealth maximization (though he has to pretend that it is, in order to keep the lawyers at bay), and everything to do with preserving what he perceives as a unique Yahoo culture from being decimated (somewhat justified, in my opinion), even at the cost of losing substantial value as a shareholder himself. There is no right or wrong in this (I think his cause is hopeless myself), just that this is how Jerry Yang, the capitalist part owner of Yahoo, operates.
What is the goal of a company? It ultimately boils down to a religious question of "Who am I? What do I want?" which each founder (and each employee) has to ask himself/herself. DHH laid out his answer, and I bet an awful lot of founders identify with it. You have your school of thought on this, which I bet a lot of founders identify with too. But yours is not any kind of optimal extreme of DHH.
I mean what I said, and no more. So please, if you think you disagree with me, find the actual sentence or sentences in the essay that you believe are false.
startingup is making the assumption that the goal of hiring this manager is to maximize the startup's ROI with minimum attention from the founders. However, I believe pg's original point was not that anything can be maximized, but that things can more or less stay in check without the founder looking, which is a far weaker claim. This isn't about profit, but about giving the founders the opportunity to do something more interesting, if such a thing were to exist. The essay is cautions enough not to make any grandiose claims. Imho, you've got a straw man on your hands, startingup.
David isn't mistaken in saying you should start a company to live off its revenues. The mistake is thinking this is somehow opposed to starting a company and selling it. <i>In fact, for most people the latter is merely the optimal case of the former.</i>
I don't know if this is really a valid criticism, since most YC startups don't seem to expand that far past the founding team, but I'm pretty sure that was his point.