Does the list management software send to "some_address" and bcc the rest?
I host a handful of email lists user counts between 200 and 500 members;
three of them send to between 125 and 170 gmail.com accounts. 

Google hasn't tagged me as a spammer. Even after the WordPress compromise that
did spew spam for a few days.

To start visit: https://www.senderscore.org/ and see what the reputation of your
domains is. This will also provide some clues as to the why.

Can you also post up some of what Google's response has been? We may be able to
translate whatever into human text. 

On Sat, Mar 12, 2016 at 11:16:32AM -0800, Denis Heidtmann wrote:
> My wife has a small website (mindfulcooking.org) and an associated list of
> email contacts.  Over the years the contact list has grown to about 195.
> For quite a while the email was handled through the web site built by my
> son.  As the contact list got larger, we first moved to using mandrill, but
> very recently moved to Google apps.  (Were using evolution--it kept
> misbehaving).  Using Google apps kept my wife's email address @
> mindfulcooking.org, and promised to keep our mindfulcooking and personal
> email interfaces consistent.
> 
> The first email she sent to the list went fine.  Two weeks later her second
> email was rejected by Gmail as spam.  I have tried with little success to
> understand what Google says to do to avoid this problem.  I understand that
> the constant increases in volume and sophistication of spam has caused
> constant tightening of spam controls, and we are suffering from that
> tightening.
> 
> I do not  have sufficient understanding of email and the various
> authentication procedures to solve this problem.
> 
> What suggestions do you experts have to offer?  Pay for a service?  A
> consultant to set up our Gmail?  Mailchimp? (we tried it briefly, but
> Mandrill was much easier and sufficient.  Now Mandrill is an integral part
> of Mailchimp.)
> 
> Thanks for your ideas.
> 
> -Denis
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> 

-- 
      Michael Rasmussen, Portland Oregon  
    Be Appropriate && Follow Your Curiosity
You're a star banana.
    ~ http://someoneoncetoldme.com/gallery/23082010
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