> If it's not too much to ask, do you mind sharing some of the pain points?
To me, the point of literate programming is that you have a coherent (literate, if you well) document that explains how the program actually works, and the reason it's put together how it is. This is NOT an easy thing to write. It takes as much organization as the program itself. I found the document structure to be continuously in flux, as I updated the program to deal with new requirements. So either document would poorly structured, or I would spend a LOT of time keeping it good.
To me, the point of literate programming is that you have a coherent (literate, if you well) document that explains how the program actually works, and the reason it's put together how it is. This is NOT an easy thing to write. It takes as much organization as the program itself. I found the document structure to be continuously in flux, as I updated the program to deal with new requirements. So either document would poorly structured, or I would spend a LOT of time keeping it good.