His company doesn't have a trendy name, he doesn't really have a gimmick (other than being a clear and prolific and useful writer, which is not a gimmick), but he's reasonably celebrated.
In the context of this "don't just be useful, have personality" idea, what's his personality? It must exist, because the following that he's built points to it, but I can't identify it directly, sort of like a marketer who you've heard great things about but don't know where. (Obligatory xkcd comic link to be posted by someone else.)
Note: I'm not saying he has no personality, just that I can't point out what makes it come to the forefront, because it's subtle. I love the guy, but don't know why I love his site so much more than, say, jwz's. Maybe it's the implied profitability of his software business, versus the "I sell beer because I hate computers" message?