schlos
commented
3 years ago Everything points to a Sendgrid as one of best options: https://docs.microsoft.com/en-us/azure/sendgrid-dotnet-how-to-send-email ... but then Sendgrid is same as Cuttlefish we have now.
- [x] Check if Sendgrid works for our volume - check pricing tiers Sendgrid.org: Integrate fast and explore features with 100 emails/day forever. Portal.Azure.com: Azure customers can unlock 25,000 free emails each month.
- [x] Check how Sendgrid is working with localhost Postfix it's skipping Postfix
- [x] Check if Sendgrid is sending status back to Postfix for logging (important!) nothing goes back to Postfix :( - we have to find some other way of getting delivery statuses from Sendgrid
- [x] Check Sendgrid sent logs and statuses retention policies (important!) We retain email message activity/metadata (such as opens and clicks) for 30 days. https://sendgrid.com/policies/security/ GDPR: https://sendgrid.com/resource/general-data-protection-regulation-2/
Expected Behavior
Postfix should send emails nominally to get delivery email statuses from Postfix. Remove Cuttlefish relaying (delivery status is not feed back into IPZ).
Current Behavior
Postfix is relaying emails via Cuttlefish, no real email delivery statuses.
Possible Solution
Recommended method of sending email We recommend you use authenticated SMTP relay services (that typically connect through TCP port 587 or 443 but support other ports, too) to send email from Azure VMs or from Azure App Services. These services are used to maintain IP or domain reputation to minimize the possibility that third-party email providers will reject the message. Such SMTP relay services include but aren't limited to SendGrid. It's also possible you have a secure SMTP relay service that's running on-premises that you can use. (source)
Steps to Reproduce (for bugs)
1. 2. 3. 4.
Context
Reason for this being is because Postfix sends emails via port 25, and Azure is blocking this port (source).
It seems Postfix sending is hard to configure on Azure VM: https://stackoverflow.com/questions/56019983/how-i-can-configure-postfix-to-send-email-from-azure-cloud https://serverfault.com/questions/478076/can-an-email-server-be-set-up-on-an-azure-vm
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