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getting emails from "Microsoft Exchange Approval Assistant" for a single user - not a distribution list

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Hello, thanks for reading,


I have two users on Office 365.  I'm not sure what I did, possibly while trying to Powershell User 1's primary email into a dist. list, somehow I created a monster. 


Microsoft Exchange Approval Assistant asks the User 2 to approve just about every email with an attachment sent to User 1.   


User 2 is a Delegate to User 1, and this comes from Outlook 2011 Mac - in case this has something to do with it,



Just looking for any documentation on what causes the Microsoft Exchange Approval Assistant and how to disable this.


Thank you.



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