Sacha Chua, whose blog keeps me hopeful that smart and creative people can thrive in huge companies not called "Google", has started to play with Drupal. I like how she starts by addressing the configuration management problem. Her method is to have a script that blows away everything and then reloads from an installation profile (note, like many Drupal modules, the Profile Wizard module is not available yet for 6.x. However, many of the features should be included in the Drupal 7 core). Most people wait to tackle configuration management after it is too late.
Sacha is just getting started with Drupal. We will have to see if she moves her blog off of WordPress.