Great post Aaron, but I disagree with that piece:

     [...] the best founders would write good and frequent updates because
    it reflects their own processes and attention to metrics and consistent 
    growth.

I don't think the correlation is between "best founders" and "frequent updates". I think the correlation is between "successful startup" and "frequent updates".

When your company is doing well, you are happy to report about it. On the contrary when founders feel that their startup is going down, most of them dig a hole and hide there, hoping somehow to resurface when their issues will be solved (which is not of course what we should do... but we do it...).