Recently I'm using Macpup and I congratulate the creator. It's a very beautiful and very very ease to use.
So I was trying to install Watchtower on it and discover that to run it needs to change the icon.
Only install the last version of wine and after install Watchtower click on Show/Hide hidden files and got to .local/share/applications/wine/Programs/Watchtower Library, rename the icon - only erase .Desktop - right button choice Open As Text and leave like this:
[Desktop Entry]
Name=Watchtower Library 2009 - Português
Exec=wine start wtlibrary.exe ### You need to change only this line ###
Type=Application
StartupNotify=true
Path=/root/.wine/dosdevices/c:/Program Files/Watchtower/MEPSCommon
Icon=/root/.local/share/icons/4c36_wtlibrary.0.png
Save and drag an drop to Desktop. In Desktop was created two icons, erase these, let only what you changed.
With two clicks you open the program, choice if you will print the instructions or not and after click F2 and choice a font.
Have a nice study.
Marcos João
Botucatu - SP - Brasil