TLS only working for one domain on exchange server

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    I have a cert on my Exchange server registered to the server

    I recently created another domain using the following article:…003_Part1.html

    I have two external domains that require that I send emails TLS. I had a connector built to go to those domains with the outbound security TLS box checked and everything worked great.

    Now, I am sending all outbound email through a different connector going through a 3rd party filtering service (that supports TLS) but do not have the TLS box checked on the connector since I use it for all outbound email.

    The new domain I created, works great and is TLS compliant. BUT the existing domain has now stopped sending TLS. This doesn’t make sense to me.

    Why would one domain send TLS opportunistically and the old one not?

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