I’ve heard that you should try to stick to less than four subdirectories on your site and that the closer to the root the content is the better.
I have a site with up to six subdirectories like this:
www.domain.com/web/info/dir1/dir2/dir3/dir4
However the two directories at the top web/info/ are “empty”, that is they contain no pages just the subdirectories and are really not needed. Dir1 through 4 have descriptive names and contain all the pages. Hence the site could be rebuilt to look like this:
www.domain.com/dir1/dir2/dir3/dir4/
I guess the situation is a little bit peculiar since the top two directories are empty.
Would you say it’s worth the effort restructuring the site? I’d have to do a lot of 301:ing.