Bob will have "built custom cms on Rails/Django/CakePHP" I'll ask why him the same questions as I asked Clyde along with why he didn't use Drupal or Wordpress or ...
Alice's portfolio will have more in it that just "set up WP site". In fact it probably won't have that in it at all but it might come up during the interview: "Oh, the marketing site? Yeah, I just fired up a wordpress instance, themed it, got backups working and passed it over to IT and got back to my day job."