I tested with the 5.2.1 drivers, same results. It works if I start up the laptop from shut down with the dock connected, but as soon as I unplug and try to plug back in, I have to shutdown and start up again with the dock connected.
The link to the firmware update utility you posted is broken. I did some searching and couldn't find a firmware update utility that runs on OS X, so that won't work for me.
Also, I should point out that this did work at one point with a certain version of the displaylink software. I updated to Catalina and at the time the displaylink software didn't fully support Catalina, so I did a factory reset to go back to Mojave, and now can't figure out which version of DisplayLink was working.
I ran the diagnostic tool and it produced a zip file, do I just attach it to this thread?
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