To add to the capabilities of the Rights Management Serices in Windows2008 server, Microsoft has entered into partnership with RSA to add RSA's Data Loss Prevention capabilities. Just today I was having a conversation regarding the need to add ights protection in an automated fashion. One methodology had been to rights protect a SharePoint site and designate that as the file share so all saved content here is protected. With the new 6.5 version of RSA's DLPsuite, you can set up profiles of information to automatically add rights protection with content aware discovery.
Heres the link to more information:(Please excuse the blue highlights :) )