I determined that the problem was actually caused by updating the
firmware on my Dell Latitude 7490 from version 1.7.2 to 1.9.3. So I
believe this bug report can be closed.
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Public bug reported:
A USB keyboard and mouse attached to a Dell WD15 USB-C dock stop working
after undock/redock, requiring a reboot. Occasionally they fail to work
from a cold boot. This was not a problem with the previous kernel
4.15.0-48.
ProblemType: Bug
DistroRelease: Ubuntu 18.04
Package: