Symptom
When setting up a Custom SMTP with Office 365 in the 8x8 Contact Centre, the test in the Configuration Manager succeeds; however, outbound emails fail to send and are not received by the recipients.
Applies To
8x8 Contact Centre Custom SMTP with Office 365
Outbound Email from 8x8 Contact Centre
Resolution
The test from Configuration Manager can sometimes provide a successful result even though the SMTP connection from 8x8 Contact Centre fails. This is often due to an unsupported Authentication Method being selected. Only the "Password, transmitted insecurely (LOGIN)" authentication method is supported for Office 365 accounts.
Example Office 365 Custom SMTP Configuration
Server Name: smtp.office365.com
Port: 587
Connection Security: STARTTLS
Authentication Method: Password, transmitted insecurely (LOGIN)
Cause
This is often due to an unsupported Authentication Method being selected.
Additional Information
Set up a Custom SMTP Server for 8x8 Contact Center Email Communication