I regred for still having to suport several old centos servers during the last decade. Still regret of having to do lots of co-hosted old projects migrations from one of these – for lost time, money.
Have never regreted for any debian based one during the last 20 years. Have switched desktops ~10 years ago too. Before, been hardcore rpm distros fan – desktop: fedora, later suse; servers: centos, sometimes fedora. Lucky to have used deb distros for servers too, that made at least part of the bussiness stay stabile.