My last wordpress upgrade was a long time ago, and it's going to stay that way.
These posts about blogging are really only interesting years later, and only to me, when I look back and think about what I was doing that I thought I had time to mess with blogging software.
Last time I made a major change was switching to wordpress from blosxom back in December 2005, over Christmas break. I was at my parents' house and had nothing to do after everyone went to bed at 9pm.
These days I can't remember the feeling of having nothing to do, but I went ahead and switched things up anyway, exactly because I don't have time to mess with things like upgrading wordpress.
So I'm going with octopress on github user pages. I like generating a static site from text files, and github pages are sort of convenient. (sort of)