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Shain AllenFlag for United States of America

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How do i fix the "your message did not reach some..." Office 365 Outlook error

We have staff person who added his live.com account to Outlook (office 365 exchange) in addition to the corporate email address that i configured. when he attempts to send an email from his Live account he gets "Your message did not reach some or all of the intended recipients" and "This message could not be sent. You do not have the permission to send the message on behalf of the specified user.". i've attached the error log from the email/
Your-message-did-not-reach-some-or-.docx
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masnrock
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Okay, i'm assuming this is in the account settings in Outlook someplace?
Thank you.