Control Condor dedicated server with the awesome power of Python!

Install Wine:

wget -qO - https://dl.winehq.org/wine-builds/winehq.key | apt-key add -
apt-add-repository 'deb https://dl.winehq.org/wine-builds/ubuntu/ eoan main'
apt update
apt install -y --no-install-recommends --no-install-suggests winehq-stable winetricks

Initialize wineprefix and install required Python libraries:

wget https://www.python.org/ftp/python/3.7.5/python-3.7.5.exe
WINEDLLOVERRIDES="mscoree,mshtml=" WINEARCH=win32 wineboot --init
wine python-3.7.5.exe /quiet InstallAllUsers=1 PrependPath=1
wine pip install pywinauto pillow
wine pip uninstall -y comtypes

Install Condor:

wine <condorinstaller>
wine <update>
...

The scripts:

start.py is run from shell, which in turn starts c:\cdsc\dscontrol.py inside wine. C:\cdsc folder should be a symbolic link to a folder containg the scripts.