In response to my own post, IPSwitch pointed me to this KB article: http://support.ipswitch.com/kb/IM-20000707-DM02.htm

Issue resolved  :-)
-----Original Message-----
From: [email protected]
Sent: 8/7/2005 8:44 PM
To: [email protected]
Subject: [IMail Forum] Strange 8.2x AUTH Behavior


Hi all.
    We recently upgraded from an IMail 8.15 box (Windows 2000) to an ICS Imail 8.21 box (Windows Server 2003 Web Edition) and are seeing some bizarre behavior.  The HELO message from the server is a bunch of * characters and a few random 2s and 0s.  Additionally, the server refuses to accept the AUTH command (returns a 502) regardless of "Disable SMTP Auth" setting.  I was, however, able to get AUTH to work by using the "Extra Port" mumbo jumbo, but that is not a real solution.  Tried uninstalling 8.21 and reinstalling 8.20 with the same result.  This is a brand new Dell server with no prior Imail install.  I spent over 2 hours scouring the archive to no avail... Any thoughts?
Best Regards,
 
Chris Anton
Web Solutions, Inc.
Tel: 203-235-7777 x25
[EMAIL PROTECTED]
www.websolutions.net
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