> In 2022 I find astonishing how much of Microsoft's antispam seems > to rely on lists (addresses, IP blocks…). Leading to annoying > false positives, with rates well higher than Google's.
Those "false positives" are clearly made on purpose to boycott independent mail providers, it doesn't matter if an IP sends less than 10 emails per day on average during years and has never been black listed in any public list, it will stay on Microsoft blacklist forever and there is no easy/cheap way to remove it. And of course, they will never tell you WHY they have blacklisted you in the first place. The way to overcome that is to have several mail servers and domains, one way or other you always overpass Hotmail censorship.