As a guy with a good bit of Drupal experience, and a limited amount of WordPress experience, I’ve thought about writing up a little comparison & contrast essay for my blog. I just found this post from a guy who has a lot of Drupal experience, and is just getting into WordPress. I agree with most of what he’s saying here, and have definitely noticed some of the same stuff that he has. So now I guess I don’t have to write up that comparison/contrast post!
One note though: since I started using WordPress, I’ve been keeping an eye out for something similar to drush, the command-line tool for Drupal. Well, I stumbled across it today: WP-CLI. I’m not sure if it does quite as much as drush, and I’m also not sure if I’ll be able to get it working on my web host, but it looks useful.