Another ex-WHS user here. I've used both versions of WHS and have since moved to Server Essentials R2. I use CloudBerry for my backups and have 2 nightly backups configured: The first is a backup to a local storage array, and when that backup finishes another duplicate backup begins but this one backs up to Microsoft Azure blob storage. So I always have 2 current backups, one local for fast recovery and another in the cloud for emergencies.