Thank you for reaching out to us, I am sorry this is not working as expected and I am happy to help!
This is definitely not the expected behavior of the dock, but based on the two processes that restore the connectivity it could be either hardware or software related and I would like to get some additional details to proceed with troubleshooting.
The reset where the docking station is unplugged for 30 seconds with all devices disconnected helps to reset the hardware in the docking station, while the DisplayLink software removal and re-installation on the computer ( or computers ) normally only resolves issues with the software on the computer and not the hardware in the docking station.
Based on your description of the behavior, our first step is to get some additional information from your system.
If you would, please keep the dock connected and both monitor(s) connected to the dock and attach the output of our diagnostic utility PlugDebug ( http://plugable.com/support/plugdebug ) to an email to ‘email@example.com’ with the subject line ‘Ticket #326732 - Attention Pat’ as this will allow us to examine some log files from your system to help determine the next steps.