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Can't send e-mail via Shared Mailbox


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We're having issues with sending out e-mail via the shared mailbox. It seems to go through to "sent folder" but comes up with a red exclamation.

We used the following links to configure the Outbound and Shared mailbox:



For the Outbound mail routing, it's passed the check using direct outbound:


Then we linked it with the Shared mailbox with he outbound mail route. Heading over to the Shared mailbox though, it seems to fail. 


Not sure if anyone knows what I might be missing?


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