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I use a relay server to deliver external mails. I use relay server's IP in SPF record. But I'm not sure about blacklist monitoring/checking. Should I check main server's IP or relay's IP?

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up vote 4 down vote accepted

Unless I misunderstand your design, your relay server will be the one making a direct connection to remote mail servers. Therefore whichever public ip your relay uses should be the one seen (and checked and possibly reported) by the remote server(s).

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@dyassny: rats, beaten by 2 mins :-) – ErikE Jan 1 '14 at 20:12
easy pickings ;) – dyasny Jan 1 '14 at 20:22

You should monitor the relay's IP - if this is the MTA doing the actual delivery, then delivery will fail if it gets into RBL/PBL

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