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Dovecot Sieve Vacacations not working if the mail is relayed by external provider

kr flag

We have infrastructure with the postfix server, dovecot and sieve. Everything is working as expected but recently decision was made to start relaying our outgoing mail via the external provider. There is one problem with the sieve/vacations mechanism - all our vacation responses are bouncing because the external provider is sending following message: Diagnostic-Code: smtp; 550 From header is missing, header is not RFC 5322 compliant.

This problem occurs only whenever relay host is enabled in the main.cf in the postfix setup. We did couple of tests - whenever the relay host is disabled all "vacation responses" are reaching senders (for example GMAIL, O365, etc..) but when the relay host is enabled we are receiving "Undelivered mail" bounces produced by the external provider.

I've been trying to resolve this problem for last 2 weeks - playing with the lda.conf, submission host, ... still not working.

Kind regards,

Jacek

mangohost

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