Anyone able to use Winbox on Catalina, of yes please tell me how? Thank you!
I read elsewhere just today that Wine encapsulation does not know how to make 64-bit apps, and Catalina will no longer run 32-bit apps. Is this your issue?
You may need to investigate other virtualization paths. I use Parallels myself, though I will miss the macOS version of Winbox whenever I decide to move to Catalina.
We have also Winbox 64 bit version on our website. If you install 64 bit Wine, it works normally.