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[zra7 <1842492@xxxxxxxxxxxxxxxxxx>]

Same issue here. Different Kindle models.
Can confirm that this is a calibre on Ubuntu issue. 
calibre:3.21.0+dfsg-1build1
Ubuntu:18.04.3 LTS 

Verified by testing with:
1. 2 different Ubuntu machines, same USB cables, same set of Kindles - same problem manifests itself 
2. A different Arch Linux machine, calibre 4.9.1-1, same USB cables, same set of Kindles - no problem at all.

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https://bugs.launchpad.net/bugs/1842492

Title:
  Device disconnects from Ubuntu when I send ebook via Calibre

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