A week ago, I started the process of reading one by one each of Steve's post from the beginning in the chronological order of their posting. I've now gone through the first 35 posts, there were a lot of interesting ideas and concepts already!
One of the thing that surprised me is how many of those first 35 articles were article I had already read and started applying in my life. I had spent some time in the last few months doing research by keywords and had been greatly influenced by those early articles without even knowing they were some of his very earliest articles.
I will keep on reading his posts chronologically. I would have preferred his posts be organized into categories in which a post would only fit in one category to avoid duplicate/triple/quadruple locations for the same post. However reading it in a chronological manner still has produced some good benefits so far.