In the SMB market it's tough to beat Office 365 for both Office software licensing and email hosting. For my boss, the GUI is mostly easy to use and intuitive. For me I can manage everything and more with PowerShell. Pretty simple pricing and applying / revoking licenses is simple. The only points docked aren't really for the service but the insistence that Office should be installed via click-to-run and that's not so awesome. #spiceworks