i have same problem..
my scenario:
linux mail server with virtula users/domains
before i enabled smtp proxy in sophos i ised nat rules from wan to lan all email ports i need,the problem smapassain an clama on mail server..
so i enabed smtp protection:
simple mode
routing settings:
domains: my.com
host list: lan ip of my mail server
verify recipients: with callout
relaying settings:
checked authenticated users
creat a local user in sophos for relaying
allow hosts: mail server lan ip
advanced settings:
not use transparent
createca in stratcom ssl and configured it for tls
in my mail server configure relay configuration that use sophos smtp(authentication for sophos smtp with local user that i created)
testing:)
when i send mail from gmail to xxx@my.com>working good,sophos check the recipient in internal mail,scanning the mail and deliver it to internal mail to the recipient
when i sending mail from my webmail(my webmail on the mail server,same server!!!),work good ,it use sophos relay,all scans working
BUT i can use anymore mail client like oulook,when i configure smtp in otlook,it dot authenticate mail server,it try authenticate sohhos smtp...
I don't agree with the approach that atv insisted on taking six years ago. Try what i suggested...
Cheers - Bob