That's already an older bug but maybe easy to fix:
When I create a subdirecory such as /images/subdir1 in gpFinder and return do gpFinder later, it will remember this location and everything is fine.
When I create another subfolder here like /images/subfolder1/subfolder2 gpFinder tries to do the same but won't succeed: The tree view on the left is collapsed and when I upload an image here (which will work) and doubleclick it afterwards to insert it into the content, gpFinder will pass a wrong path to CKEditor.
It should be "/data/_uploaded/images/subdir1/subdir2/myImg.jpg" but will be sent as "/data/_uploaded/myImg.jpg" thus causing a broken source.
The solution is to expand the tree and navigate to the subfolder before sending a file to CKE. People have to remember this fact, but not always will.
/edit: this has probably sth.to do with treeDeep Connector Option --> http://yawd-elfinder.readthedocs.org/en/latest/ref/settings.html#treedeep