I'm a somewhat sophisticated user and have come to loathe upgrading: I never know what's going to break. Apple keeps nagging me to update to Catalina, and that

I'm a somewhat sophisticated user and have come to loathe upgrading: I never know what's going to break. Apple keeps nagging me to update to Catalina, and that I know is going to break the last freestanding version of Lightroom. What else will it break? I don't know for sure yet. I update machines less quickly than I used to: Migration Assistant is finicky and has cost me at least a day, if not more, of various kinds of work in the past.