Every time I read Scott Alexander, I think there's either a Youtube video out there that explains with the same level of accuracy at twice the entertainment, or an essay out there that's just as long but goes twice as deep.
I read SSC, and like it, but an editor would improve him. I think his superfans are very entertained by his lame jokes, and like his particular voice, so extra length is more of what they want, even if it doesn't contain much new information. For me, its OK, but if the essays could be 20% shorter with the about the same content, it would bump him up in my list.
I haven't read much SSC, but something tells me I'd like his lame jokes.