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The kepub output plugin is necessary if you want to send your books as kepubs via Dropbox (unless you use kepubify). Then you need to convert your epubs to kepubs in the usual way, and change the file extension to kepub.epub before uploading them to Dropbox (as you can't download them to your Kobo when the file extension is .kepub).
I've only used Dropbox on my Sage a few times, and haven't enabled it on my Libra at all. For me it's easier to use the USB connection for loading books - using Dropbox is too time-consuming. You, on the other hand, as a Send-to-Kindle fan, may prefer using Dropbox.
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