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When you update a book's metadata or cover, the format files (ePub, AZW3, PDF, DOCX, etc) are not updated. The Send to Device and Save to Disk tools have options to include the current metadata and cover in the files sent/saved.
How do you add books to Google Play? If you just copy from the library then you'll need to update the library copy of the files before copying. You can use the Polish Books tool for ePubs and AZW3s, the Embed Metadata tool for any format, or the Modify ePub optional plugin. You'll need to use Preferences->Toolbars and menus to make Polish and Embed available.
If you want to retain the original files, I suggest you use the Save to Disk option to add the books to Google Play directly (if that's possible), or save to a staging area and update Google Play from there.
BR
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