While in the end I was able to make it work on Windows Server 2016, 1803, 2019 and 1809 I wasted some time trying to make it work with docker 17.06. Unsuccessfully. Docker 18.09.1 and 18.09.2 worked every time.
There are some reports of intermittent problems with specific OS updates breaking stuff, like the one here but I wasn’t able to reproduce it. I wonder if the updates changes something else that it causing problems, in other words is it the problem with the update itself or the update process?
Read on for several helpful tips, as well as dead ends to avoid.