I just had to transfer over 30 people's settings after a major role review/update, so good to know that others are feeling my pain at least 🤣. What I did was to create an alternate role for everyone and give them plenty of time to to move everything over (~2 months), before I cutoff their old role for good (with a copy in sandbox 🤫 just in case a particularly important or annoying person didn't do what they were supposed to).