I've helped many people get over the hump in going paperless, and what I've learned is that the hump isn't that big. But it seems like it to people when they first approach it. If you believe that going paperless is hard, then read this first hand account of a law firm that did it. I can't agree enough with one point that is made in the article: there is very little cost associated with going paperless. In most cases, the cost is almost zero.
I also agree that the first step is to start getting your faxes delivered electronically. No big expense there either.
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