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The original was posted on /r/sysadmin by /u/ShaneDoesIT on 2024-01-22 03:25:25+00:00.
I had a user call up today;
- Outlook has his work account as primary email
- Has his personal @outlook.com added as well.
When trying to send an email from the personal @outlook.com account receives "You do not have the permission to send the message on behalf of the specified user"
I tried the usual (delete autocomplete entries etc) and still had the error. The From field wasn't an autocomplete entry and was pulled from the second account being added.
I typed his email address in manually into the From field and found when navigating out it changed from [email protected] to [email protected].
Checking the address book, I found a contact for;
I removed his email from the fullname field and re-tested and now emails are sending. It's almost like Outlook was changing the 'from' field to the email on this Outlook address book entry although the email on this entry wasn't his email and only existed in the fullname field.?
Anyway - keep this in the back of your mind in case it appears..