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ergophobe - 1:16 am on Mar 4, 2009 (gmt 0)
Drupal for more complex things, mostly because when I found drupal it was one of the few open source CMS that wasn't built off a PHPNuke ancestry and, as such, it actually made sense to me and didn't seem like a toy. Now, it's mostly habit. And, sometimes, for really simple or really custom things, my favorite management system is a text editor and Filezilla.
Wordpress for sheer ease of use. When I want something quickly or am trying to get someone else going quickly, it has the lowest barrier to entry. Still too high for some real non-computer people.