John Gateley:
> Hello,
>
> I recently upgraded my mail server OS (Debian 7 to Debian 9), and
> at the same time got the latest postfix package for Debian 9.
>
> It is hosted in the cloud (Linode), and I completely rebuilt the
> instance, rather than doing an upgrade. The IP addresses (v4 and
> v6) are the same. The config didn't change (I use ansible to deploy
> both the software and config - no manual steps required).
>
> After the upgrade, I sent a test e-mail to my gmail account, and
> it went to the Junk folder. I moved it to my regular folder, and
> after that e-mail to my gmail account was delivered normally.
>
> My wife sends e-mail to the Washington Post (perhaps hosted by
> Google as well) and they are not receiving her e-mails. They are
> delivered to the mail server, so I strongly suspect they are going
> to junk as well.
>
> Is there any reason the software upgrade would cause this behavior?
> I can't think of one, but the timing is very coincidental.
There is no known problem with mail from Postfix ending up in
SPAM folders after a Postfix update. The problem is therefore
specific to something that you did or did not do.
It would be helpful if you could specify the changes that you made
in the process of rebuilding your server. For example changing the
IP address, hostname, or DNS can already have a major effect. So
can changes to Postfix configurations.
Wietse
