Mail Server Issue: javax.mail.authenticationfailedexception

Mail Server Issue: javax.mail.authenticationfailedexception

When sending outbound ticket emails technicians are receiving an error message. 

We use O365 with a basic account configured for our service desk mailbox. This mailbox does not have a password so I'm not sure why we were receiving authentication errors. 

A couple questions:
  1. are there any alerts, notifications, or logs that can inform admins when similar issues happen in the future? 
  2. are there internal rules in place to force a re-login for the mail server?

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