I dont have any CD's and I dont get asked to show pictures to people. Well except online, and then they ask for boob pictures, so that's a no go.
My PC files are well organized and I know where my pictures/music/documents are. I dont do any of that stuff you do with ebooks. The procedure you described in your opening post is closer to nitpicking then organizing imo.
Btw, I was joking, no need for you to assume that just because I dont fiddle with ebooks I have a messy PC. One doesnt imply the other you know.
But what you described of doing is as Japanese would say 面倒くさい。