Hi Andrew -- depending on your Jive version, you may be able to make use of the Bulk Upload plug in. (You should be able to search for "bulkupload.") The description is:
This plugin allows uploading bulks of documents Version 2.0.2: First version to support Jive 5
And the author is Asaf Haddad.
The plug in allows users to mass upload files to a place and it also allows you to tag and categorize content en masse. (So far no bulk download option, though ...)
I'm also interested in this but we are on version6, does anyone know if there is a version for our version.