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Dean, do you know if there are many users of your ports on 10.13/10.14?
The main Ports no longer support macOS Sonoma (wine-stable, wine-devel & wine-staging), I do provide alternative Portfiles that work for all legacy versions of macOS from 10.6.8 to 10.14.
It���s also a nightmare buiding on 10.14 thanks to some macports maintainers not believing that Xcode10 Command Line Tools provided a headers package that enabled the ability to build for i386 & x86_64.
> Your MacPorts packages still support those, right?
If your referring to the Winehq packages installable via brew cask system?, no those only support macOS Catalina or later, there���s really been no complaints.
Something else to keep in mind is these legacy versions of macOS also have expired certs.