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You try to use the following Windows PowerShell cmdlet to grant a user “Send on behalf” permissions to another user’s mailbox in Microsoft Business Productivity Online Standard Suite:

Add-MSOnlineMailPermission -Identity user1 -TrustedUser user2 -GrantSendOnbehalfOF $True

However, the user who is specified in the TrustedUser parameter is not granted “Send on behalf” permissions to the mailbox of the user who is specified in the Identity parameter. Instead, you receive an error message that resembles the following:

This issue occurs if the following conditions are true:

• The user who is specified in the Identity parameter configured one more delegates for their mailbox in Microsoft Outlook. 
• The delegates no longer exist. For example, the delegates are no longer with the company.

  For example, when you view the list of delegates in Microsoft Outlook, the delegates that no longer exist are listed as “(Not Found).” 

  (Not Found) Delegate1
  (Not Found) Delegate 2
  Delegate3
  Delegate4

To resolve this issue, remove the problem delegates from the user’s mailbox. To do this, follow these steps.

1. Take one of the following actions :
   • In Microsoft Outlook 2010, click File, click Account Settings, and then click Delegate Access.
   • In Microsoft Office Outlook 2007, click Options on the Tools menu, and then click the Delegates tab.
2. Click the delegate that you want to remove, and then click Remove.
3. Click OK.
4. Rerun the cmdlet that is mentioned in the “Symptoms” section to confirm that the issue is resolved.