I used Briefcase for years, but then ran into problems with one or two of them. Plus, with multiple backups and mirrors (and mirrors of mirrors), it got confusing. I switched a simple synchronizing tool (I use Synchronize It!, but SyncBack is supposed to be good).

For backing up Outlook files (and settings, which is always critical for - i.e., filters, etc.), I use Outback Plus 5. Google it to find the main page. It also backs up Firefox and IE settings, profiles, bookmarks, etc.

Having said that, I archive my email by year in separate .pst files, which get backed up multiple times and off site.

HTH