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I don't have a 'workflow' for this, as such, I tend to do whatever seems appropriate at the time. Because I like to read on my smartphone (Motorola Z2 Play - Great ereader device for this) when I'm out and about. I tend to use the email account if I'm likely to start reading the book within a day or so.
For large numbers of books in one go, Calibre's "send to device works well" for me though I don't use it much after the initial set up. I'm trying to store my ebooks on my OneDrive account, so a drag and drop method works there fairly well.
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