I understand there are problems with trying to connect an Office 365 mailbox for use by Jira Service Desk. However we're likely going to need more details about the error(s) that exist in the logs when this happens.
I would recommend trying to set this up once more in Jira, let us know what settings you're using (a screenshot of the config screen might be useful).
While there are some default KBs that might be helpful such as A3 BAD User is authenticated but not connected error message when using JIRA with Office365
But if the Logs of Jira are not showing that specific error message, that KB might not apply here.
Try to recreate this problem, then navigate into the $JIRAHOME/log/ folder. In here will be a number of log files that could be useful such as atlassian-jira.log as well as atlassian-jira-mail-incoming.log
If Jira is having a problem connecting to this mailbox or server address, then I would expect the logs to contain more helpful information about the error. From there we should be able to better help with this.
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