@ddjohn: BetterRed has covered a lot of what is needed. Plugins are only needed if you want to be able to pull metadata from the files. If the metadata needed, "author" and "title", are in the filename when you add them, then calibre can get this. But, if you need to read the file contents, a metadata reader plugin is needed for each type. These aren't that hard to write, but it needs knowledge of the file formats to find the metadata. Plus some knowledge of Python to write the code.
To me, the biggest problem will be finding someone who is interested in doing this. Your best bet is to find someone who wants the function and does some coding. Or someone who has a spouse with the skills. If you can find someone, then we can help with pointers and sample code.
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