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The mail could not be sent to the recipients because of the mail server failure. (Sending Mail using Account 2 (2021-02-01T13:38:08). Exception Message: Cannot send mails to mail server. (The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.57 SMTP; Client was not authenticated to send anonymous mail during MAIL FROM [SG2PR06CA0228.apcprd06.prod.outlook.com]). )

I had no issues when I tried using my Gsuite Email.

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  • Hi, it's been a while, is there any update? – Ivan_Wang Feb 19 at 10:04
  • Sorry for the late reply, I had to temporarily configure it back to GSUITE just to keep the system going until my schedule can free up for me to check it back again. – Terrence McGinnis Mar 15 at 19:28
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Did you use office 365 to relay emails? If so, the following link about the settings to send relay emails via office 365 is for your reference: How to set up a multifunction device or application to send email using Microsoft 365 or Office 365

Configure applications for SMTP relay:

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Configure Office 365 connectors for SMTP relay:

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