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Starting with macOS 10.15 Catalina, Apple has removed support for 32bit applications, meaning it is no longer possible to use regular Wine and regular Winbox in this OS. Wine has made available a 64bit version for macOS, and MikroTik has released a special Winbox64.exe version as well.

If you have used Wine previously, we recommend you first delete the previous Wine application and the Wine settings directory in your home folder:

rm -rf /Applications/Wine*
rm -rf ~/.wine/

To run Winbox64 To run Winbox the following steps are required.

1. Install Wine Staging from WineHQ official download page and make sure you have downloaded the winbox64.exe executable from the MikroTik download page.
2. During installation, you must mark "64 bit support" (by default it is not checked).
3. In macOS terminal, make sure your set to use ZSH as the new shell like this (and restart Terminal after this command):
   

   chsh -s /bin/zsh

4. Edit your zprofile file to add environment variables, pointing the wine64 command to the correct installation path of Wine Staging:
   

   nano ~/.zprofile

   
   The file should looke look like this (make sure your paths are correct here):
   

   export PATH="/Applications/Wine Staging.app/Contents/Resources/wine/bin:$PATH"
   export FREETYPE_PROPERTIES="truetype:interpreter-version=35"
   export DYLD_FALLBACK_LIBRARY_PATH="/usr/lib:/opt/X11/lib:$DYLD_FALLBACK_LIBRARY_PATH"

   
   

5. Restart (quit and reopen) your macOS terminal
6. Launch Winbox64 with wine64 like this:
   

   ~ % wine64 "/Applications/winbox64.exe"

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