I’ve been struggling to find a good Media Library organization plug-in myself.
So far the best options I’ve come across are:
NextGEN Gallery by photocrati
Media File Manager by aueda
NextGEN has you create ‘galleries’ to organize your images. NextGEN is also used to display galleries on your site, and it adds some styling, which in my opinion can be really annoying when all you want to do is organize.
Media File Manager allows you to create sub-folders in your upload folder. You can move files to newly created sub-folders with this plug-in, although it is a bit slow sometimes. The biggest issue with this plug-in is that you CAN’T choose a sub-folder to upload your files into. You have to upload first to the normal Media Library upload folder, THEN you can use this plugin to move the image files into your newly created sub-folders. This plug-in is a step in the right direction, but still pretty annoying.
If anyone else has any ideas, please share!