Difficutly installing Roon 1.7 on Ubuntu 18.04.3 LTS using WineHQ

Your console output just shows the normal and expected warnings.

Omitting the the -q option as you did should actually open the original (graphical) .NET installer for any of the many .NET versions that’s going to be installed and you have to click your way through any of these. So this is a good test to see if the installation is actually working. Didn’t they show up? Can you see the configuration window if you execute the following command in a console window?

env WINEPREFIX=~/.wine/my_roon_instance wine winecfg

NOTE: The $HOME variable is most likely not defined outside of roon-on-wine.sh. You should replace it with the usual ~. I was wrong about this, $HOME is defined.

I only know that Wine may complain about a missing mono installation. I don’t know for what reason part of the current roon-on-wine script should complain about .NET 4.5.0.

What desktop are you using? Is there anything special about your setup (for e.g. dual monitor, virtual desktop) that might open the windows somewhere else outside your actual view?