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Sudo ln -s /Applications/Wine\ Stable.app/Contents/Resources/wine/bin/msiexec /usr/local/bin/msiexec Sudo ln -s /Applications/Wine\ Stable.app/Contents/Resources/wine/bin/winecfg /usr/local/bin/winecfg After you've successfully installed Wine you'll have to symlink the tools so they are available in your Terminal: sudo ln -s /Applications/Wine\ Stable.app/Contents/Resources/wine/bin/wine /usr/local/bin/wine

In order for this document to work you'll have to get Wine working, and for that you'll have to downgrade your machine to Mojave and you'll have to manually install Wine via the installer instead of using Homebrew. This is due to an inability of the OS to run 32-bit applications. It appears that as of October 2019 Wine does not work at all on Mac OSX Catalina.