Your criticism is that he shouldn't have released a poorly-written memo to an enormous company. I would agree, however, I don't think that's what happened. I thought he brought it up in the internal Google Skeptics group, and then it got leaked and went viral. I doubt he wanted such an enormous audience for this draft, but I'm open to hearing statements to the contrary.
I expected it to be about how you regret your choice and you would recommend this path to almost no one. This seemed to be what other readers expected too. But, instead, you talked about how happy you were with the choice. Also, you hedged your anti-recommendation quite a bit:
> "If you are looking for security or reassurance, I do not recommend this line of work."
I don't think people proudly believe they want "reassurance", in many cases.
> "However, if you are burning with curiosity — if your heart and intuition lead you to do things that don’t make sense—well, then you don’t really have a choice in the matter, do you?"
I think people would much rather think of themselves as "burning with curiosity".
(Isn't curiosity cooler than reassurance/security? At least in the HN audience?)
I interpreted your closing statements, very roughly, as ~"Careful, don't do what I did if you're normal. Only do what I did if you're cool." So it was actually a recommendation, in my mind.