Reinstalling version 3.32.0 seemed to work for one file, then produced a different error when I tried a second.
calibre, version 3.32.0
ERROR: Error: Error communicating with device
[Errno 13] Permission denied
Traceback (most recent call last):
File "site-packages\calibre\gui2\device.py", line 87, in run
File "site-packages\calibre\gui2\device.py", line 591, in _upload_books
File "site-packages\calibre\devices\usbms\driver.py", line 317, in upload_books
File "site-packages\calibre\devices\usbms\cli.py", line 63, in put_file
File "shutil.py", line 52, in copyfileobj
IOError: [Errno 13] Permission denied
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