Perhaps updating to calibre 5.7.2 64bit from calibre 3.8 32bit might help. calibre 3.8 was released in Sept. 2017 so if your Paperwhite is a 2018 model, might explain why it is not seen.
calibre 3.8 embedded-python: True is64bit: False
Windows-10-10.0.19041-SP0 Windows ('32bit', 'WindowsPE')
32bit process running on 64bit windows
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