While I like the program I’ve used to redesign and maintain this site (RapidWeaver), it is starting to become a bit cumbersome, something I thought might eventually happen from the get-go. RapidWeaver uploads static pages only — no dynamic web apps involved — and consequently at least once a month it is necessary to re-upload the entire collection of blog pages to keep their indexes current. After nearly eight months, this is becoming a little taxing on my dial-up connection (although it still usually takes less than five minutes to complete). Besides the upload burden, it is not possible to maintain the blog from multiple computers, due to the way RapidWeaver works (everything needs to be managed from a single computer). I would really like to break free of that.
At the moment WordPress seems one of the better options. I don’t want a remote hosted blogging service (like Blogger), nor do I want a gargantuan content management system (like Drupal). I just want something simple and easy to use, with a pretty GUI, that I can host on my own site, and that is preferably free, open source, standards compliant, and actively developed. There are a few other interesting options besides WordPress, but I’ve heard so many good things about that one that I’m leaning heavily towards it.