Using classic Outlook for Windows in educational settings
Some nice guy named Brian replied from Microsoft with a bunch of questions, as per normal, I told him I have been doing computer networking for over 30 years, and I diagnosed the issue as only affecting live.com accounts on my systems. My Hotmail accounts are still working fine. It's not an issue with operating systems, etc. I never heard back from him after that, Microsoft broke this, so they need to own it and fix it.