Issues Sending Emails with AWS WorkMail – Any Solutions?

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Asked By CuriousCat42 On

I've run into a problem recently where I can no longer reply to emails using AWS WorkMail. It seems like something changed overnight. I thought WorkMail was supposed to be around until 2027, but now it feels like I'm being forced to switch much sooner. Can anyone tell me if something changed with AWS using SES to send emails, or could this be due to updates in spam filters? I've got a technical report showing a failed delivery with a 554 error due to security policies. Here are the details:

Reporting-MTA: dns; a11-132.smtp-out.amazonses.com

Action: failed
Final-Recipient: rfc822; [email protected]

Diagnostic-Code: smtp; 554 Email rejected due to security policies - https://community.mimecast.com/docs/DOC-1369#554

Status: 5.3.0

3 Answers

Answered By EmailExpert99 On

That 554 error from Mimecast usually indicates there's a problem with SPF, DKIM, or DMARC alignment on your side. You should make sure that the sending identity for Amazon SES is included in your SPF record, and verify that your DKIM settings are correctly aligned with your domain. Mimecast has increased their enforcement on unauthenticated emails, so this might be a case where the recipients have tightened their rules recently. Checking the email headers from a successful email could help you compare the authentication results.

Answered By TechyTina On

It sounds like the recipient you're emailing uses Mimecast, and they're rejecting the emails likely because they're being flagged as spam. This can happen if Mimecast thinks the email doesn't meet their security criteria. You might want to check with the recipient if they can whitelist your email or if they’re seeing any issues on their end.

Answered By CuriousCat42 On

I don’t even use SES, just WorkMail. I don’t see any settings like that, but it’s a good idea to check the email headers from previous messages. I did check, and the DKIM settings were set up correctly. I found that I was missing the Custom MAIL FROM domain setting. After going through some improvements recommended by AWS, it looks like my emails are now sending!

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