Can't send on behalf of a mailbox, unless it is added as an account to Outlook

As the title states i can't send on behalf of one of our new IT Support mails. I've added myself to the delegate access in Exchange. We are running Exchange 2010. Here comes the weird part.　I can't send on behalf for some reason, but if i add the IT Support
account to my Outlook, I suddenly CAN send on behalf of it. This makes absolutely no sense to me whatsoever. And to make matters worse, i tried testing if this was the same for all mailboxes. I made a new test mailbox, and added myself as delegate (i.e. same
settings as the IT Support mailbox) and nothing else. This time it worked WITHOUT adding the account to my Outlook. I realize this is a workaround, but i want to be able to send on behalf of our IT Support mail without having to add it to Outlook for every
user that needs to use it. Anyone have any suggestions as to what is wrong? And how to fix it?

Hi,
If you want to send on behalf of the IT Support mailbox, please make sure the following settings have been configured in Exchange:
1. Open Exchange Management Console, expand Recipient Configuration > Mailbox.
2. Right-click IT Support user > Properties.
3. In Mail Flow Settings tab, click Delivery Options > Properties.
4. Make sure your account is listed in Send on behalf permission list. If not, please add it. If it does, please remove your account, Apply it. Then add it back to have a try.
Then check whether the issue persists.
Regards,
Winnie Liang
TechNet Community Support

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