The problem is that there is no telling in advance where a page break will occur, so script-wise editing is out (or is it?)

I have now 4 source files (in csv format) and I want them to be aligned (across the 2 pages, with 2 on each page). I would prefer it to be in a portrait orientation and have some kind of footnote that contains the chapter title to make it more search-able in print.

I do realize this is not something done often, that is why I came to this forum. If there is any way to do this (either by scripting or a cleaver trick), I would love to hear your advice. I don't really care what program I ultimately have to use. (At this point I am considering to use LaTeX, though I would need to really familiarize myself with it, besides the point you make about non-traditional wishes)