This is/was a problem with NVIDIA drivers.

Initially I was using the recommended driver
NVIDIA driver (open kernel) metapackage from nvidia-driver-590-open 
(proprietary, tested)

After switching to
NVIDIA driver metapackage from nvidia-driver-590 (proprietary)

external displays (via dock) work.

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https://bugs.launchpad.net/bugs/2143055

Title:
  Displays connected to "HP Thunderbolt Dock 280W G4" do not show up

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