As someone who works for a company that did a transition like this (at least a few of our departments) part of the problem is this: While people love the web they still see web apps as inferior to desktop apps.<p>So it seems like a deal that has a bunch of advantages for IT and none for users.<p>In our case my boss had the idea of making it a trade off. Users switched to Zoho Apps (which is what we use) and as a result they were given 1 telecommute day. It was framed as "Use this because it will give you the ability to work from home". Once they had an incentive they all took to it pretty quickly.