Almost every small and mid-sized business (SMB) owner is being inundated with information promoting cloud this or that, making it nearly impossible to determine who or what to trust. After all, deciding to migrate to the cloud is often fraught with risk and uncertainty, leading many business owners to stick with what they know. Often, what they know and are comfortable with, is a file server installed in the secure confines of their office. This is a tangible investment in purpose-built hardware running Windows Server OS, a topology referred to as a “client / server network”. In this mode of network, which has been around since the 70s, each computer connects to the local server for access to files and applications. This centralized way of computing has served us well, but the emergence of cloud computing has turned the model upside down. I would describe cloud as decentralized computing, opening a seemingly endless array of servers and services for computers and other devices to connect to. This can be empowering, but at the same time, dangerous if not conceived and designed with security and manageability in mind. Another important consideration is how analogous the devices become connected to this cloud network. Collaboration and sharing of information should be a paramount concern; moving to the cloud without easy access to shared data is destined to fail. The more homogeneous security and collaboration is, the more complete the cloud solution will be.