Even if it's not spam, gmail can have issues with forwarded emails because
the "from" domain won't match your server which can trigger spam filters.
On Jan 30, 2016 12:33 PM, "Blaise Alleyne" <[email protected]> wrote:

> On 30/01/16 11:34 AM, William Witteman wrote:
> > I am running a mailserver (Postfix, Dovecot, Spamassassin), and I have
> > some virtual alias maps that send some email to gmail addresses.
> >
> > My question is, is there a way to see if postfix is forwarding the
> > email to the alias list *before* it runs the spam checking?  Because I
> > think it might be, which means that I am trying to send spam to gmail,
> > which they take a dim view of (refusing all connections an gumming up
> > my queue).
> >
> > If this is happening, can I get postfix to weed out the spam before
> > running the virtual aliases?
> >
>
> I'm not sure about the answer to your question, but I've had similar
> problems,
> and I've found that it's much safer to require Gmail users to pull via
> POP3 than
> to forward mail to a Gmail address.
>
> There's no risk of getting your mail server blackholed by Google if you go
> the
> POP3 route. And trust me, having all your email disappeared by Google is
> not fun.
>
>
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