Windows Server Essentials Experience Error Reports Emails
I’ve been getting emails from Microsoft warning me that pretty soon, Outlook.com will require “Modern Authentication Methods.”
I could not figure out why I was getting that warning because I use the current version of Outlook on my desktops. But now I know why….
Up until a few days ago, I used the Microsoft Outlook.com server to send me WSE Health reports everyday. Prior to that, I used my own email account with my ISP but they started rejecting emails from my “Home” server emails many years ago. Now Microsoft is doing the same. Apparently I need OAuth2 authentication option which does not seem to exist in WSE. I am wondering what people are doing. I am running your WSE under Windows Server 2019. Thanks for any ideas.
- ArtinNC asked 2 months ago
- last edited 2 months ago
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Well, that’s unfortunate, but I guess it doesn’t surprise me too much (i.e. I can’t really blame Microsoft for wanting to make connections to their email accounts more secure).
Since the Windows Server Essentials Experience (WSEE) is getting pretty long in the tooth now (Microsoft ends support for it on January 12, 2027), I highly doubt that they will ever update the Health Report Add-In to support modern authentication methods (such as OAuth2; which use token based authentication over the older and less secure password based authentication methods).
Thus, you’ll most likely need to source an email provider that still allows basic authentication methods when using their SMTP service in order to continue being able to email health reports to yourself. I’m quite sure that there are plenty of email providers like that still out there, but I myself don’t have any suggestions to offer you at this time I’m afraid. Hopefully someone else will jump in with one that works. And please do let us know if you happen to come across one that ends up working well for you.
- Mike answered 2 months ago
- last edited 2 months ago
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