My paperless experiment is going well. Most of my incoming paper gets filed in DevonTHINK and I’ve been very happy with the the results. DevonTHINK will let you do stuff like put the same file in two folders. Once you get a number of documents in the right folders, DevonTHINK can automatically suggest where to put new incoming documents. This is surprisingly helpful and extremely accurate.
The ScanSnap is good with flat paper, but sometimes has trouble with items that have been folder (think anything that comes in the mail). I’m contemplating looking for a higher end scanner just to simplify the scanning process. It isn’t bad, but it isn’t a smooth as I’d like it to be.