Hi Breezeman,
What's the version of your Outlook client?
Does this issue occur to all messages you want to send?
To help narrow down the issue, please try testing in the web mail and check if the problem persists.
If the issue only occur when sending mails from Outlook client, please try running Outlook in safe mode(Press Win+R, type "outlook /safe", press Enter.) and check the result.
It is also suggested to try
creating a new Outlook profile and see if the issue remains.
Any updates, feel free to post back.
Regards,
Yuki Sun
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