: My email is being marked as spam by Gmail and Outlook, why? All email from my server is being marked as spam by Gmail and Outlook. I meet all criteria not to be marked as spam: DKIM DNSSEC

@Connie744

I know this is true for Outlook and Yahoo. I haven't had the problem with GMail. Some email systems will reject email from valid systems if you aren't well known enough(!). That is why a lot of people will use MailChimp or Zoho and other email systems to get around the problem. You can find articles around the 'net about the issue.

Now, this is coming from a guy who runs a few email servers and I do a lousy job of it. But "it works" for the client applications that need it. However, just a couple of weeks ago, I was given a reason we need to get serious about it and, as I type, have a number of tabs open in my browser on what I need to clean up our act. So I won't be expert for at least a couple more weeks.

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@Cugini213

It is possible this is due to the outbound messages not being authenticated with SMTP but instead sent out using a local mailer such as sendmail() without authentication. This has been common on web servers but Gmail and others (more will probably follow soon) have recently started to mark unauthenticated emails as suspicious even when the SPF, DKIM, and DMARC (etc.) checks all pass because they think there is no reason why mail could not be authenticated if it is genuine.

Moving forward this just means web applications should now be configured with SMTP hostname, username and password before they can send authenticated mail in order to survive anti-spam checks successfully.

Further reading: fedscoop.com/how-to-fight-phishing

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