A cloud-based service included in Microsoft 365, delivering scalable messaging and collaboration features with simplified management and automatic updates.
Hi @Jay Pluymaeckers
Thank you for posting your question in the Microsoft Q&A forum.
Can you clarify if you saw this error message?
“This message could not be sent. Try sending the message again later or contact your network administrator. You do not have the permission to send the message on behalf of the specified user. Error is [0x80070005-0x0004dc-0x000524].”
Classic Outlook error when sending from Outlook.com "You do not have permission to send on beh…
If yes, you can consider using those work arounds mentioned in the article.
If this is not what you encountered, please provide the error message or screenshots so I can understand the issue better.
You mentioned you had to delegate the second time for it to work, this is likely due the changes didn't take effect right away. This process can take a while to make changes to the back-end service.
Delays in provisioning a user or mailbox - Exchange | Microsoft Learn
To identify the cause of this behavior, it would require Microsoft support to review your tenant's logs (via a service request with diagnostic traces from Unified Audit Log or Exchange transport logs).
However, this portal (Services Hub) is a paid ticket, which means you will need to pay in order to raise this ticket to the Support Team.
You can open a support ticket via Microsoft Unified Overview | Microsoft Unified
To prevent this to happen again in the future, you can regularly check the Microsoft 365 admin center's Service Health dashboard for Exchange Online incidents, especially after making changes like alias additions.
I hope the information I provided will be helpful to you.
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