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I didn't promise it would be easy :-)

Would the OmniOutliner document approach be of interest, if someone else provided a script (this is not a commitment to do so!)? I don't have a good feel for whether this functionality is something you need only occasionally, but for something of great importance (so a bit of inconvenience would be acceptable), or something you'd want to refer to quickly and often (in which case you might be stuck).