I did recently, when I switched from an old computer to a new Apple Silicon Mac. It was pretty easy! I was already familiar with it because I used homebrew-cask for application installs, and used to help maintain that project. The most difficult part was really just redoing location of library paths for Perl and the such.

I like brew because it’s easier to audit, faster to fix issues, and tends to update first. Years ago, macports just had so much more, but that’s become less of an issue over the years, for me anyway. Getting away from sudo is always a plus. MacPorts probably(?) is still better for very old machines, though, both in terms of speed and availability.