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Outlook 365 - sending on behalf of another email address

We have a user bob@domain.com who has a full email account and supports Joe Smith.
Joe Smith has 2 emails.  JoesOffice@domain.com and JS@domain.com.  

JoesOffice@domain.com is setup as an alias and is set to forward to bob@domain.com.  Those emails come in and Bob forwards those to Joe when he needs to see them.  

If Bob wants to reply to or send from JoesOffice@domain.com (on Joe's behalf), Bob tries to send and gets a pop-up that says he does not have permissions to send on behalf of JoesOffice@domain.com even though the permission has been granted.  

We double checked the permission and it was granted, we unchecked it and put it back on and it still does not work.

Anyone have any idea why we would have this problem?

Many thanks for any help you can give!!!
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janmishkin
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janmishkin
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Ugo MenaCommented:
It is possible, but the correct method for doing this is to create a distribution group within Exchange and then (using powershell) to assign "Send-As" permissions to that distribution group.

Users will then be able to receive and send mail, appearing as "From" that email address (rather than their default primary SMTP).

MS Outlook Help Article:
Give Users Send As Permission: http://help.outlook.com/en-us/140/ff852815.aspx?sl=1
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janmishkinAuthor Commented:
Bob still needs to be able to send out email from himself; wouldn't this scenario prevent that?
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Ugo MenaCommented:
Sorry. On second thought, it is not possible to send messages from an email alias for any user. While the PowerShell command to set the Send As permission could run successfully, after the email is sent out, the From field would still be the primary address instead of the alias.

It is true that you could set an proxy email address as alias in Office 365 and the user could receive emails from both his email address and the alias. However, it would not be possible to send messages from the proxy email address.

Here is the description from the Proxy Addresses article:

"When you add proxy addresses to a user's account, you are simply adding SMTP addresses to the existing mailbox. The proxy addresses you create are all associated with the primary e-mail address and any e-mail sent to the proxy addresses goes to the mailbox for the primary address. "
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janmishkinAuthor Commented:
Our programmer just looked at the issue; he opened up the portal at microsoftonline.com as the administrator and clicked on Bob@domain.com's email.  He then went to the "mail flow" area and added joesoffice@domain.com to the "on behalf of" table.  

To me this is completely backwards, it should be just the opposite and our other users have it set up just the opposite way around BUT it is now working.  This is totally illogical.

The only issue on this is that it does not say "on behalf of 'Joe's Office' " which is is how all the others and set up but since the username is "Joe's Office" it is pretty obvious that Joe may not be sending this out.
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janmishkinAuthor Commented:
Unless anyone can explain why this is working this way, I guess this should be closed.  Thanks for all thoughts.
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Ugo MenaCommented:
Strange. I just logged into our Office 365 admin portal and do not see those settings in Mail Flow.

However I do see the Send As, Send On Behalf Of and Full Access settings within each users Mailbox Delegation tab. See attached.
Office365-User-MailboxDelegation.pdf
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janmishkinAuthor Commented:
You are correct, my mistake.  We bounced around so many screens in the last hour that I'm a bit dizzy from the ride.  Thanks for the clarification.
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Ugo MenaCommented:
right on. An ditto on being dizzy... I just checked the date on the link i attached: Topic Last Modified: 2011-03-19 Uhhggg! Sorry! Even though it says it Applies to: Office 365 for professionals and small businesses, Office 365 for enterprises, Live@edu That was for when Office 365 was called BPOS and was not fully on Windows Azure Platform.
Glad you got it to work.
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janmishkinAuthor Commented:
The solution is good because it works; but it is illogical because of the application.
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