I feel I owe it to my friends who put up with my senseless Python fanboying to admit WordPress is not only a great blog engine, but rocks at updates.
I just upgraded from 2.5 to 2.6 by doing a simple
svn switch http://... and then logging into the web admin interface. It took about 30 seconds to complete.
Now compare that to my last experience upgrading Trac from 0.10 to 0.11… ugh.
I love you Trac. Python just lacks an easy and efficient web app deployment method.