I've tested with the 5.0.10 kernel from the Kernel:stable repo, and the issue persists. There are very slight nuances in behaviour, but it still fails to initialize the external monitor. During the boot process the ext monitor seems to initialize properly multiple times. This is true for the console screen as for the graphical screen when entering the encryption keys for dm-crypt. However, it fails when switching to the graphical login screen. I am also not able to activate it once I have logged in. I've also tried to undock the device and attach the screen directly to the onboard DP of the device. This works as expected allthough it does limit the resolution of the ext monitor to 2560x1440 instead of 3840x2160.