Drupal vs. Wordpress
A close relative of mine asked me to help him with choosing, installing and maintaining a blog for him. I am a big fan of Drupal (the software behind this blog, in case you were wondering) but just couldn't bring myself to recommend it. Don't get me wrong, Drupal is IMHO superior in almost all technical aspects but its user interface is just not as easy to use as WordPress. The person in question being a fairly inexperienced user of web technologies, usability was a major concern. The result can be admired at Hartwig Schmidt's blog.