I say use Google Apps for email and Dropbox for Teams for file sharing Everyone can use their own clients and platforms (Mac, Linux, Windows) and can access their email and files whenever and wherever there is internet Google Apps: http://google.com/a/ Dropbox for Teams: https://dropbox.com/team_create Plus, a lot of people probably are familiar with GMail and they can use Outlook, and Dropbox is just easy to use Also, for a website, just use a host like GoDaddy or something, the cloud is the way to go (IMHO)

When is he going to sue Skynet?

OH SHIT! *puts on tinfoil hat*