What happens when your friendly Drupal enthusiast/family member is not around? How to ensure people don't get a crush on Wordpress and only regret it when it is too late and too costly to switch? How to fall in love with Drupal at first sight and have a long and lasting relationship?
Does Drupal really have a steep learning curve? If you read the usual CMS comparison posts around the web that seems to be the general consensus. But I don't believe that is entirely fair and, as most things, it is all about relativity - how steep the mountain is depends on what is at the top of the mountain once you get there.