====== Exchange 2016: client does not have permission to send as this sender ... ====== The message does not appear completely but seems to be **"550 5.7.1 Client does not have permissions to send as this sender"**. Obviously the user does have the permissions (the user was the owner of the mailbox itself). Run AdsiEdit and select the following path: * Configuration – Services – Microsoft Exchange – – Administrative Groups – Exchange Administrative Group – Servers – – Protocols – SMTP Receive Connectors: * Properties of the “Client Proxy ” receive connector, “Security” tab and grant the “Accept Authoritative Domain Sender” allow permission for the “Authenticated users”. Restart server