I am not a developer, but I think I can answer your questions.
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Yes. There is a plan to have a document viewer of sorts that will help you to keep things organize. Some of the work is already done, but we are still waiting in the implementation. Here is a sample of how it would work. Just consider that the sample program I am showing you is not the final implementation and TaskPaper is not even rendering anything there. Library View feedback
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Yes, but it might take a while. I was one of the ones that was very supportive of the idea, but there are several other ideas that are further up the queue. I was asked to remind @jessegrosjean when the time comes, but I am not sure if a week and a half is too soon
With regards with having multiple task paper files. I would recommend you that for the time being you just put them all together in a file. At least until queries throughout the Library is implemented. Honestly, at this time it is the best way to keep all of those things together. You can separate them by a well define category and then use queries to search for a particular meeting, subject, tag, date, etc. I have a file that is really HUGE, but it works really well. If you need some ideas or help with the queries, just post a sample and I and others might be able to help.
I have four big files and then I just keep them open and tab across those. I think that my system would get too complicated with more than four files.