I would add that you also have to judge DF's trajectory against Apple's.
In the six or so years that DF has been running, Apple's product range, market share, mind share, and market capitalization have all grown remarkably (if not their own internal attitude), and with that has come a flood of both supporters and critics.
DF is not commenting on fringe products such as OSX 10.3 anymore. He's commenting on a major mobile phone manufacturer and the maker of an popular and unusual new computing tablet.
I would venture that Gruber feels no need to feed the Apple supporters, but he does feel a need to call the critics out when they just don't understand Apple or advise Apple to behave more like other tech companies.