Let me start by saying—I’ve loved this system. I’ve been using it without issues for over a year. As part of the setup, I configured two internal emails for ticketing: it@company.xyz and support@company.xyz.
Fast forward to last weekend—I heard about Microsoft deprecating basic authentication and moving toward modern authentication. To stay ahead of any disruptions, I attempted to update the system accordingly. Part of this included changing the SMTP hostname from smtp-mail.outlook.com to smtp.office365.com (even though the old hostname was still functional).
Here's where things got strange:
it@company.xyz continues to work with smtp-mail.outlook.com.
support@company.xyz completely stopped working after switching to smtp.office365.com, and now won’t authenticate at all—even when reverting back to smtp-mail.outlook.com.
No matter what I try, I can't get support@company.xyz to authenticate again.
