Weaknesses: I have tried many times to build a site with WP and always run in to issues that makes me give up and search a more suitable CMS.

Admin interface is great and very user friendly.

Updates are regular and security is high on the agenda for the many community developers around the world.

Overall I love the way WordPress operates.

Weaknesses: The lack of a rollback facility is something of a concern, as it is not always possible to check each and every theme and plugin for compatibility with an update without actually making the update.

Whilst the number and variety of plugins available is staggering, I would like to see WordPress include more CMS-style functions “out of the box” rather than offering only blog and static page options on a fresh install. In partcular, I would like to see some of the “typical first plugin” extensions made a full part of every install, for example the Akismet anti-spam plugin.

That aside (and given what I use WordPress for), there are no other real weaknesses.

Weaknesses: I might offend the Wordpress crowd. But this is still a blogging platform. The fact is for some projects this simply will not work, particularly enterprise driven business needs.

The system is flexible enough so that you can avoid the “this must be a ____ CMS site” look that plagues some CMS systems.

Theme development is fairly easy to perform and the theme structure is very scalable. If you only want one layout for all pages in your site, you can do that. If you want several for different pages, it’s easy to do that as well. Only building what you need in a theme is a great feature!

Many, many, many free plugins. They’re not crap, either.

Weaknesses: The distinction between Pages and Posts can be confusing for inexperienced users. I’ve had a challenging time explaining this to users.

If I had more weaknesses, I’d list them, but I really haven’t run across many shortcomings when using Wordpress for what it is designed for!