I have a single exchange server 2016 standard server in a 2012R2 domain with about 20 mailboxes. I have been tasked with installing a Sophos Mail encryption product (SPX) so that selected messages can be encrypted. The SPX is a virtual appliance and it has been setup and configured.
So in order to have the encryption work, outgoing messages must be routed through the SPX. The appliance will pickup on the keywords and apply the encryption as necessary. Some senders were getting NDRs but I believe this was due the SPX not having an FQDN configured (separate issue - I'll get that sorted I'm sure).
Now I have been asked to deploy Exclaimer to add disclaimer notes to the end of messages. So I'm wondering how I can route mail properly. I'm guessing:
mail client > exchange connectors > SPX
I'd thought of:
mail client > exchange connectors > SPX > another exchange connector
but that looks a bit silly.