Thanks for the comments. They help.
@eschwartz: your suggestion to use #2 and "Perhaps it can also integrate into cloud storage apps to search for and download those folders" opens a possibility I hadn't considered. One could build #2 into CC and offer it "included in the price". Those who know what to do can use it as it is. In addition, we could build a "search app" that knows how to use some cloud APIs to download the calibre database file and do searches on it in a way similar to CC's grouping drawer or calibre's tag browser. When the desired book is found, the app would download its folder to a place where CC would automatically see it and import it. This second app would be "pay for", dealing with the monetization problem of #1. We could even consider a "free version" of this app that searches only on title.
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