troubleshooting Question

Gmail SMTP email server settings for WSUS notifications needed

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IT GuyFlag for United States of America asked on
Email ServersEmail ProtocolsMicrosoft Server OSWindows 10Azure
5 Comments1 Solution2054 ViewsLast Modified:
I'm currently using a Gmail account for Veeam email notifications using the server addresses shown in the first screenshot and am successfully receiving Veeam email notifications.

However when I try to use the exact same Gmail email address and email server settings for Server 2016 WSUS email notifications (in the second and third screenshots) these email server address notifications don't work. I receive the error message shown in the last screenshot which says

"System.Net.Mail.SmtpException: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.0 Must issue a STARTTLS command first. i8sm33761833pgq.67 - gsmtp
   at Microsoft.UpdateServices.Internal.BaseApi.SoapExceptionProcessor.DeserializeAndThrow(SoapException soapException)
   at Microsoft.UpdateServices.Internal.DatabaseAccess.AdminDataAccessProxy.SendTestEmail(String emailLanguage, String smtpUserName, String senderEmailAddress, String smtpHostName, Int32 smtpPort, String recipients)
   at Microsoft.UpdateServices.Internal.BaseApi.EmailNotificationConfiguration.SendTestEmail()
   at Microsoft.UpdateServices.UI.SnapIn.Dialogs.EmailNotificationSettingsDialog.backgroundWorker_DoWork(Object sender, DoWorkEventArgs e)."

There is no where within the Server 2016 WSUS email notification settings to select to use secure connection (SSL/TLS).

So what is the correct Gmail email address server address setting to use to successfully send notification emails?


VEEAM-EMAIL-NOTIFICATIONS
WSUS-EMAIL-NOTIFICATIONS
WSUS-EMAIL-NOTIFICATIONS-ADDRESES
TEST-EMAIL-NOtiFICATION-ERROR message
ASKER CERTIFIED SOLUTION
Sean
System Engineer

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