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bominthuFlag for Myanmar

asked on

Emal sent to Gmail always going to Spam folder

Hi Experts

Our email service is hosted by a cloud based hosting vendor and recently its IP address was blacklisted by Barracuda.
After requesting for de-listing, the IP is no longer black listed but whenever we send email to Gmail, it gets rejected saying due to low IP reputation.

Due to emergency, we subscribed to SMTP2 go relay service and it is able to deliver to Gmail now but it always goes to "Spam" folder of Gmail.

After some more troubleshooting, I notice public email verifying service always fail to verify the email address which is saying "INVALID" when I check from this. https://hunter.io/email-verifier   

I checked from other web based email verifying service also results the same which make me suspect the reason of going to Spam folder is due to email verification fail and it was sent out as unauthenticated or something but I'm not very sure.

When I check the domain reputation from Google webmaster tool, its state is Medium.

What could be the reason of email verification fail which MX record is correct and server is always reachable via telnet on port 25?

What could be the reason of email sent to Gmail always going to Spam folder?

Thanks
Regarrds
BMT
Avatar of Sajid Shaik M
Sajid Shaik M
Flag of Saudi Arabia image

check the following article from smtp2go
Prevent Email Going Into Spam Folders

https://support.smtp2go.com/hc/en-gb/articles/223087267-Prevent-Email-Going-Into-Spam-Folders


all the best
Avatar of bominthu

ASKER

Yes, Smtp2go already sent me above link before and I have also gone through the stuff but it didn't help.

Any other suggestion please?
do you have SPF record ?
yes i have.
https://support.smtp2go.com/hc/en-gb/articles/223087267-Prevent-Email-Going-Into-Spam-Folders suggestions are basic + likely will never have any effect.

1) You must use a mail relay service which provides you with 100% of entire SMTP conversation with each Mailbox Provider, in your case Gmail.

The only mail relay service I've come across like this is MailGun.

Maybe smtp2go provides these logs. You'll have to contact them to find out.

What you must do is decode the exact SMTP return code (a 3 digit number) along with the entire SMTP response string, which will be a very long string.

2) First you debug the SMTP response string + fix as much as you can.

3) Then you must build reputation for your sending domain + sending IPs, which can take a very long time.

Note: If this process is new to you, hire someone to help you, as this process tends to be very complex, especially once your blacklisted anywhere.

Note: Once your blacklisted, changing sending IPs may help, may have no effect, may make things far worse. This is where an email consultant will get into your tech infrastructure (SPF + DKIM + DMARC), then begin analyzing every email sent over the past few months to years.

Tip: You know you have a good email consultant when they tell you to stop sending any more email till infrastructure + message content analysis is complete. Then they will require final approval on any new email sent, to ensure reputation remains good. Any consultant you interview who says anything different... best to keep interviewing...
On a side note, Gmail has some pretty strict spam filters. You might have everything set up fine but if Gmail doesn't like the content of your emails, then nothing else will matter.

I've worked with many companies to tweak their wording in their legitimate emails. Companies like to throw phrases in like "as a way of saying thanks" and words like "free" or they ask users to take surveys or have multiple links going to different domains.

Individually, these might be okay but if you use too many "suspicious" things in your email, then it can be flagged as spam.

So cut down your email to the very basic elements and eliminate all links and try again. If it works okay, then add in another piece and try again. Keep repeating until you start seeing which parts of the email cause the email to be considered spam.

Also, I wrote this article 10 years ago but it's still mostly accurate:
https://www.experts-exchange.com/articles/1222/16-Tips-to-Improve-Email-Delivery.html
Did you check your SPF record to make sure (1) it is valid, (2) it includes all the servers that you are sending mail from (including the third party smtp service you're using) and (3) is the syntax correct?

here's an excellent page that explains SPF syntax:
https://dmarcian.com/spf-syntax-table/

and here's a well-known site for checking your SFP record (or building one out):
https://www.kitterman.com/spf/validate.html
Did you update your SPF record to include the SMTP2Go service you're using?
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