The problem with Umbraco is that the UI is awkward and it's not immediately apparent how to use it and where to find things. There are several section buttons at the bottom of the page and when you click on one, you're presented with a tree view where you drill down to what you want. This is bad UI 101: no mystery meat. All functions should be organized and visible to the user. Dropdowns with submenus would have been a better approach.
The UI element names are ambiguous. For instance, there's a Members and a Users section, a Developer and a Settings section, a Content and a Media section. Isn't Media supposed to be Content? Aren't Members also Users? Aren't Settings something a Developer would do? You get my drift.
With the release of version 5, none of these issues have been addressed. The best thing they did was to kill XSLT/Classic ASP.NET and replace it with MVC and Razor. This makes getting your head around the product much easier from a developer's standpoint, despite a lack of adequate documentation for version 5. From a content creation standpoint, it's still lacking, however.
If you want to see a great UI, look no further than SiteFinity. Even though the new design isn't as good as SiteFinity 3 versions, it's content editing is the best I've seen on the market. It's too bad it doesn't support MVC and it's controls are cumbersome to modify and style.
