I've been using Allways Sync for the last few years to backup to multiple drives with, after set-up, one click. It's pretty straight forward. I keep all my documents in "My Docs" which includes inspection reports, pics, emails, etc. It backs up to an internal drive and an external firewire drive. I currently have it set up to back up report files, then emails, then a few other things to "My Docs" then to back up that folder to the other drives. Oh yeah, it's free too unless you have massive amounts of data to backup. Link: http://allwaysync.com/