And he did it at 9:42pm, iPhone's preferred (evening) time. (http://news.ycombinator.com/item?id=1250125)
I also think he is one of the most levelheaded apple-centric websites out there. Gruber talks a lot about premium products (not just apple) and their success in various markets -- DF is like a premium tech/apple/good taste blogzine and I imagine that his style appeals to a lot of people at Apple, whether they reach out to him or not (and "legally" or not)
The site quality degrades significantly, however, when he latches onto a "scandal", whether it be about stolen iphones or illegitimate wi-fi security claims.
With his recent ad nauseum stolen phone coverage, DF has felt more like an overwrought Entertainment Tonight scandal episode.
I've found the best Gruber reading algorithm is:
if (post < 2 paragraphs) { worth bookmarking } else { mark as read }