Update.... I tried 'laundering' my JAMES outbound mail through SES,
which is an Amazon-provide SMTP server. An intermediate smtp relay
server shouldn't be necessary. But desperation will drive a person to
try anything once.... I had to configure the SES service and get a
server name and ID/PW to access it. I configured it as a gateway in the
james transport processor. I sent a test email through JAMES via SES to
my gmail account, and, viola, 'not spam'. There's a charge for SES
usage, but it's not much. Still, I have no clue what SES cleans up
and/or adds to the email to make gmail happy. But if I can ensure that
gmail will be happy for all of my emails, it'll be worth it. (Still
would like an understanding if anybody has any ideas)
Thx
Jerry
On 2/5/2020 4:37 PM, Jerry Malcolm wrote:
For months, every email I send through my JAMES server to a gmail
account is flagged as spam. I've been setting up a completely
separate JAMES environment for a different client. I figured this
rebuild-from-scratch would be a good chance to verify that I'm
following all best practices. I thought the problem might have been
related to the fact I was using virtual hosting in the other
environment, and there might have been mismatches due to the sender
domain vs. my hosting domain. But this new environment has only one
domain. I am DKIM signing. I have an SPF record. I have a DMARC
record. Yet every email I send to gmail accounts is still sent to the
gmail spam folder. I get a 10 out of 10 score in mail-tester.com.
And even when I open the email source view in gmail it says DKIM:PASS,
SPF:PASS. Yet there it sits... in the spam folder with the spam
flag. All of my environments are on Amazon Web Services. I've tried
requesting different IP addresses. Nothing works. I even tried
sending using my alternate out-of-the-box JAMES version on the new
domain. The out-of-the-box version doesn't have DKIM. But it uses
the same domain name, same ip address, and same database. And mail
sent with this version still goes to spam.
I would say it's just my stuff that gmail hates. But with a brand new
domain and latest build out-of-the-box JAMES, there's nothing specific
about my stuff here.
Can someone test sending mail from JAMES to a gmail account (that
hasn't already whitelisted the sender) and see if they can get an
email to not be sent to gmail spam?
I'm stuck. What else could be wrong? This new client is heavily
dependent upon account-verification via email. If all of the
verification emails end up in spam folders, it will be a disaster the
company.
Please help!
Thx
Jerry
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