“although the Haddock Directory closed in February 2007, and there don’t appear to be any archives”
The Directory was going from 1996, but what is currently the front page of haddock.org (an aggregation of others’ blogs) wasn’t there then. The Directory itself is nothing but archives, but organised by category rather than date. There are dated pages, eg http://haddock.org/directory/?d=2006-10-24 , but no chronological list of those.
My own blogging on gyford.com started on 15 March 2000 and is still going: http://www.gyford.com/phil/writing/2000/03/