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Why did my e-mail message bounce back with such a big delay?
Explains why in some cases the Delivery Failure Report does not get generated instantly on failed delivery.
Known Issue: Sending email using POP or IMAP does not work after Aug 14, 2020
POP and IMAP email clients cannot send messages using smtp.uwindsor.ca due to the server certificate being expired. Users should upgrade to the Outlook email client and configure their email accounts there.