Why are previous recipients going into junk mail?

There is a company who tries to send me emails, but they always get marked as spam in Mac Mail, even when I have this exemption checked, "Sender of message is in my Previous Recipients". I have corresponded with this company by email, and verified they are indeed in the Previous Recipients window.


Why is this happening and how can I fix it?


Thank you!

iMac 27″, macOS 11.7

Posted on Jun 8, 2023 10:16 AM

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Question marked as Top-ranking reply

Posted on Jun 9, 2023 10:17 AM

Usually when this happens it is because the mail has been marked as spam at the server.


In the Preferences, there is this box: "Trust junk mail headers in messages".


My understanding is that with this checked, if Mail detects information in the message headers that identify the message as spam, this will prevail over being in the recipients list.

You could try unchecking this box and see how that works.

5 replies
Question marked as Top-ranking reply

Jun 9, 2023 10:17 AM in response to bentStaple

Usually when this happens it is because the mail has been marked as spam at the server.


In the Preferences, there is this box: "Trust junk mail headers in messages".


My understanding is that with this checked, if Mail detects information in the message headers that identify the message as spam, this will prevail over being in the recipients list.

You could try unchecking this box and see how that works.

Jun 10, 2023 4:18 AM in response to bentStaple

As previous Contributor alluded to.


Has the Spam moniker been appended to the e-mail ?


Some Mail Servers may Add / Appended the word Spam to what they believe is spam or have been instructed to do by the user


That last part is if the User has logging into the Web Portal of the e-mail service and enable this feature.


Image below as example


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Why are previous recipients going into junk mail?

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