We're using IMail (8.2) with ASSP.  We have been happy with the
combination but have noticed that the web client appears to bypass the
ASSP proxy when sending mail.  This would not be a problem, save that it
means that our users are not able to whitelist these addresses
automatically.  I didn't see anything in the Knowledge Base that might
help (though I may have well missed something) but am wondering (a)
whether one can force the webclient to send to ASSP rather than directly
to SMTP and whether the  web client on 2006.2 behaves the same way.

You are probably configured to use DNS to deliver from Imail;

Client=>ASSP listen port=>Imail=>Internet

So when the clients use the webmail they bypass ASSP. This has been a problem with this configuration with all versions of Imail, including the recent version.

You need to add an SMTP service for delivery and use it from ASSP and have Imail deliver through a gateway, ASSP.

Client=>Imail (web or SMTP)=>ASSP relay port=>ASSP relay host=>MS SMTP (set up for outgoing delivery only and no access to it from the Internet)=>Internet

You can also use the free hMailserver for the delivery service but I prefer to use it as an incoming SMTP AV gateway.

Doug
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