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ElGrandeKahuna's avatar
ElGrandeKahuna
Copper Contributor
Sep 30, 2024

Trouble Sending to Gmail / Google Workspace domains

Hello, we have been having ongoing issues sending to gmail or Google workspace addresses for months now. I know that Google tightened up their requirement so domains had to have solid SPF, DKIM and DMARC setup, which we do and always have. We've worked around the issue all this time by using a connector and mail flow rule in Exchange online. This has worked OK, but every time we run into a new company we are dealing with that uses Google for email, we need to manually add them to the rule. This has lead to some problems and is disruptive and of course I fear that it may break at some point. 

 

We've registered our domain with the Google postmaster tools and it's verified there. We've opened tickets with Google months ago and get no response. Microsoft support tells us everything is fine on our end and it's Google's issue. 

 

This is the error we get:

Error:

550 5.7.350 Remote server returned message detected as spam -> 550 5.7.1 [2a01:111:f403:2412::72e 19] Gmail has detected that this message;is likely suspicious due to the very low reputation of the sending;domain. To best protect our users from spam, the message has been;blocked. For more information, go to; https://support.google.com/mail/answer/188131 98e67ed59e1d1-2e059080a69si2208538a91.116 - gsmtp

Message rejected by:

mx.google.com

 

There is no spamming or anything coming out of our domain and we have a very small volume of email. Online checks of our domain don't show any reputation issues or blacklists. 

 

I've seen I think dozens of other people complaining about this issue, but don't really see any actual solution other than the email connector workaround.

 

Anyone have any suggestions?

Thanks!

 

  • jeddle's avatar
    jeddle
    Occasional Reader

    I have been having the same issue. Certain clients who use Microsoft cannot send us emails due to Google Workspace. It is saying that our system is blocking them despite us changing all of the spam filters to allow for their emails. The last thing we are trying is to whitelist the IP addresses of Barracuda and Microsoft.

    Here is the message our client's see:

    Status code: 550 5.7.350

    When Office 365 tried to send the message to the recipient (outside Office 365), the recipient's email server (or email filtering service) suspected the sender's message is spam.

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