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Adding a "DWORD" Registry entry in "Computer\HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\AutoDiscover" called "ExcludeExplicitO365Endpoint" and setting the value to "1" solved the issues we were experiencing.


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When using a shared mailbox, Outlook treats it as a secondary mailbox; this means that, unless you explicitly tell it (by setting the "From:" field) that you want to send a message from the shared mailbox, Outlook will default to using your main one. The same is true for signatures, which are stored in the main mailbox. If you want Outlook to behave like ...


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