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I have a client that uses a vpn for their internet connection. When connected to the VPN and they send an email from outlook, the message gets marked as spam.
It is the smartermail server that is registering the email as spam and rejecting the message.
I have tried whitelisting the IP of the VPN and selecting to bypass spam filtering but it does not seem to work.
What am i doing wrong to fix this issue?
message returned from smartermail
Could not deliver message to the following recipient(s):
Failed Recipient: email@example.com
Reason: This message cannot be delivered as it was marked as spam.
-- The header and top 20 lines of the message follows --
Received: from xxxxx (209-107-195-188.ipvanish.com [188.8.131.52]) by smartermailserver.com with SMTP