Thank you for the detailed analysis - We have been considering SmarterMail
as a migration path from IMail but will probably "go slow" until they grow
up a bit more.

How about open source?  I seem to recall there are a few open source mail
servers based on decent code (ASP.NET) that run on Windows servers.

It's starting to look like no solution will be malleable unless as a last
resort the code is available to do quick fixes like this that the
vendor/providers just don't seem able to comprehend or have any interest in
fixing. 

-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Matt
Sent: Thursday, July 14, 2005 3:50 PM
To: [email protected]
Subject: [Declude.JunkMail] SmarterMail shortcomings in a gateway
environment

Why does this always happen to me...

I was looking to leave my IMail/Declude setup as my gateway spam 
blocking component, and move hosted E-mail to a different server.  All I 
needed in the hosted mail server was something that could be configured 
in such a way as to only accept SMTP AUTH E-mail or E-mail that only 
came from my own gateway.  I figured that SmarterMail with port 587 
support (the SMTP submission port) would do the trick.

Well, it turns out that despite earlier claims, SmarterMail supports 
another SMTP port of your choosing, but it doesn't limit it to SMTP 
AUTH-only.  This means that the spammers that have a habit of bypassing 
your MX records for indefinite periods of time will be able to still hit 
the SmarterMail server and bypass the scanning gateways.  I found a post 
from two days ago that pointed out this major shortcoming, and despite 
an earlier thread on the topic, it turns out that this is a real limitation.

I started searching for alternative methods around this, such as setting 
up a custom zone that blacklists the whole Internet except for the IP 
space of my scanning servers and using their internal spam blocking to 
delete anything that didn't come from my own space or was AUTHed.  I ran 
into another problem here however...their blacklist capabilities don't 
allow for unique result codes, so anything that returns a result from a 
blacklist is treated as a positive hit.  I had to actually create a 
CNAME record for a bogus domain to correspond to this space in order to 
work around that limitation and it worked.  I then however figured out 
that they do not whitelist based on SMTP AUTH, but instead, they 
whitelist anything with a local address, and if a user doesn't have a 
local address in their headers but still AUTH's, it won't be 
whitelisted.  So due to this shortsighted implementation on multiple 
fronts, there is no practical way to accomplish this and have it be 
reliable.

I also came across another thread while researching things where some 
fellow Declude users were pointing out how their gateway configuration 
affected blacklists.  We all know here that when gatewaying through a 
different server, you need something that is the equivalent of IPBYPASS 
for the gateway.  They overlooked this, and after it was pointed out to 
them they suggested that they instead test all hops, which would have 
resulted in tagging many messages that are sent from clients on DUL IP 
space.  I'm not sure that by the end of the thread that the concept 
stuck with them.

It is a very pretty application, but it has a lot of settings within it 
and a few of them don't seem very well thought out.  I E-mailed their 
tech support asking for ways around this or an indication of plans to 
support AUTH-only on the SMTP submission port and they ducked the 
questions saying that it wasn't possible to do at this time and directed 
my ticket to their sales staff so that I could get a refund.  
Unfortunately they seem to need to create a functional whitelisting 
mechanism for AUTHed users also for this to work instead of one based on 
the Mail From address.  I'm a little put off by the short answers in 
response to such things, and the rubber stamped reply that it will be 
added to their suggestion database.  Maybe I'm expecting too much...

At this point, I'm looking for alternatives...including using IMail on 
the new server (I can do this with 8.20).    I am also hopeful that 
maybe some of the others around here have run into this issue and 
possibly have some alternative suggestions.  While I don't want to 
support IMail any longer and feel that they might again pull the rug out 
from under me, I can migrate things in a snap and I won't have to worry 
about taking a risk with SmarterMail.

Matt

-- 
=====================================================
MailPure custom filters for Declude JunkMail Pro.
http://www.mailpure.com/software/
=====================================================

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