- Allow for custom categories so the user can organize them. PDF's, Videos, custom categories for different images etc.
- Allow for description so the user can search them.
- Present the library as link on attach tab on posting page so they can attach previously uploaded images.
- On upload check the file to see if it was already uploaded previously and present the user with an option to attach the already uploaded file.
This can be taken a bit further and allow anyone to search images either by user or keyword.