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GMail authentication bounces
You receive a confusing bounce message like this
Remote Server returned: '550 5.7.26 This mail has been blocked because the sender is unauthenticated. 5.7.26 Gmail requires all senders to authenticate with either SPF or DKIM. 5.7.26 5.7.26 Authentication results: 5.7.26 DKIM = did not pass 5.7.26 SPF [site.com] with ip: [204.140.21.15] = did not pass 5.7.26 5.7.26 To mitigate this issue, please visit Gmail's authentication guide 5.7.26 for instructions on setting up authentication: 5.7.26 https://support.google.com/mail/answer/81126#authentication i10-20020a63bf4a000000b005ab6142f1besi2075781pgo.169 - gsmtp'
On the Windows Server side this isn't something you can manage yourself through the Plesk control panel as your mail server is on a remote networked machine. So you'll need to open a support ticket in the client area and request we set up DKIM for you. We are happy to help with that, it just takes a few minutes and Google will then be satisfied that your outgoing mail is authentic.