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Selective smarthost (based on recipient, say outlook.com or live.com)

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We've been using PMG for a couple of weeks but today I saw our IP address seems to be on a Microsoft blocklist - ignore this part, how to get unblocked is not the reason why I am posting.

Rather, I'd like to see how to get PMG to work with selective smarthosts or possibly some other suggestions for the future.

Before we had PMG between the mail server and the internet we had a useful option for sending mails, which came in handy a couple of times during the years:

Send all emails...

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