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If i want to send a book from my calibre library e.g. to may daughters kindle, using send to kindle, I just create a new email in my current desktop email client ( was outlook , is now mailbird) , address it to her @kindle address, open the file path for the book in my calibre front screen with "open path" in the right hand book details window , and attach the .mobi book that I see in that path to the email.
works fine. no one gets to see any passwords. She had to - one off - add me to the list of people allowed to email books to her kindle account
sending mobi is reliable, AZW can be problematic, so I pre-convert to moibi if needed.
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