Postfix retry rejected emails



  • Our company uses pfSense Postfix package as an MSExchange gateway.

    Every so often we get a 550 rejected error. I can't remember the last time we were on a blacklist, but it still seems to happen with a couple domains regardless. I've tried sending variations of the emails (removing signatures, images, links etc etc) but still rejected.

    Typically, I will just manually switch over the mail server outbound NAT to a different static IP address as a temporary fix but am wondering if it would be possible to do something like this automatically?


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