How to send Windows Server Health Report email with multi factor authentication

MCHS System Administrator 5 Reputation points
2023-10-18T15:50:50.2366667+00:00

I an running Windows Server 2016 Essentials and have been send a daily "Health Report" to my Office 365 email address for years. Yesterday I implemented multi factor authentication on that email account and as expected the automated "Health Report" emails now fail to send. I do not see any way in Server 2016 to get around this issue. Does anyone have any suggestions?

Windows for business | Windows Server | User experience | Other
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  1. The Office Maven 161 Reputation points
    2025-04-06T12:37:35.9333333+00:00

    The Health Report Outlook Mailer allows you send health reports from Windows Server Essentials using your Microsoft account (via secure Modern (token-based) authentication).

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