Limit the number of connections and limit the size of the mail. Connection
reset. Bye-bye.

If you're so concerned with not "exposing" your Exchange server directly to
the internet, then place a relay server behind your firewall to accept mail
from External sources and then pass the mail to your Exchange servers.
Anyone trying to get to your relaying server has to go through the firewall
and that traffic can be analyzed for any sort of attack that someone may
think up (not likely, SMTP has been around for a while). By putting the
relaying server in the DMZ (look up what a DMZ does) you have mail sitting
out there where it shouldn't be. Any server in the DMZ should be considered
expendable. Mail sitting on an expendable server keeps me up at night.

-----Original Message-----
From: Cook, Jason [mailto:[EMAIL PROTECTED]] 
Sent: Thursday, June 06, 2002 4:13 PM
To: Exchange Discussions
Subject: RE: lesser of the evils - ssl or smtp


Don, what if I sent you 100,000 messages at the same time?  What if your
clients configured no limit to messages and I sent you 1,000 messages with
100mb attachments.  Internet mail is down.  Explain that to the ceo.

Jason Cook 
J.H. Ellwood and Associates 
Network Administrator 
[EMAIL PROTECTED] 


-----Original Message-----
From: Ely, Don [mailto:[EMAIL PROTECTED]] 
Sent: Thursday, June 06, 2002 2:58 PM
To: Exchange Discussions
Subject: RE: lesser of the evils - ssl or smtp

How the hell can a server be taken down with a DoS to port 25?  You don't
open the entire exchange server to the internet, only a dumba$$ would do
that.  All that is required for exchange having external access is port 25.

Your theory suggests someone would actually open the entire server up to the
world.  As a side note, if I want to DoS you, I'm not going to "just" pick
your mail server, I'm going to pick your entire network.

Don Ely - NMBOTWBAS and then some
[EMAIL PROTECTED]


-----Original Message-----
From: Jon Butler [mailto:[EMAIL PROTECTED]] 
Sent: Thursday, June 06, 2002 3:53 PM
To: Exchange Discussions
Subject: RE: lesser of the evils - ssl or smtp


Andy & Chris --

I guess our needs here are somehwat different, perhaps.  We don't use
Exchange in the DMZ (that's ridiculous overkill) but we do have relays out
there ... and we lock 'em down to specific ports internally as well.  I
disagree that it would be "just as harmful as in the DMZ", though ...
perform a DoS on a box in the DMZ, you only kill communications through that
one box.  DoS the Exchange Server, bam -- you just lost ALL email services.
Granted, we've got more systems to support, but that's the price we pay for
the security and redundancy that comes with it.

And Chris, you asked to "demonstrate an exploit" ... we prefer to not wait
for one to be demonstrated, but rather do the best we can to preemptively
protect ourselves before one is found: use relays in the DMZ, and mix relay
products so what exploits one may not be expoitable on another.  Have
different flavors of antivirus protection at the relay, Exchange, and at the
client.

Like I said before though, it ain't right for everybody ... it takes some
bank to make it happen.  Our requirements here are a little more anal than
others'.

Jon


> -----Original Message-----
> From: Webb, Andy [mailto:[EMAIL PROTECTED]]
> Sent: Thursday, June 06, 2002 3:38 PM
> To: Exchange Discussions
> Subject: RE: lesser of the evils - ssl or smtp
> 
> 
> On specific ports? Sure, why not?
> 
> I'd allow 443 to an inside box.  It requires authentication
> and it's encrypted.  Any vulnerability in the application 
> itself would be just as harmful in the DMZ.
> 
> I'd allow 25 to an inside box.  The endpoint is a system that
> accepts the mail and scans it for viruses and malicious 
> content.  Any vulnerability in the application would be 
> almost as harmful in the DMZ.
> 
> As it stands I have half the number of systems to secure in
> my design as you do in yours.  If we both block 98% of the 
> vulnerabilities on those systems, you're less secure.  I 
> contend that I can do better than you given fewer systems to focus on.
> 
> Now, I'm not saying that there aren't good uses for a DMZ.
> There are. Exchange just isn't one of them.
> 
> -----Original Message-----
> From: Jon Butler [mailto:[EMAIL PROTECTED]]
> Posted At: Thursday, June 06, 2002 1:53 PM
> Posted To: Microsoft Exchange
> Conversation: lesser of the evils - ssl or smtp
> Subject: RE: lesser of the evils - ssl or smtp
> 
> 
> So you'd allow "from any" to your inside boxes?  That would
> keep me awake at night. :)
> 
> 
> > -----Original Message-----
> > From: Webb, Andy [mailto:[EMAIL PROTECTED]]
> > Sent: Thursday, June 06, 2002 2:47 PM
> > To: Exchange Discussions
> > Subject: RE: lesser of the evils - ssl or smtp
> > 
> > 
> > but you're not talking about a good use of the DMZ.  the
> DMZ should be
> > an end point, not a hop.  it doesn't really matter where your SMTP
> > virus scanner sits - you should have one, I agree.  but on the DMZ 
> > doesn't really make much difference based on your loose 
> restrictions
> > between the DMZ and the LAN.
> > 
> > OWA also doesn't make much difference.  you have to open up rpc
> > traffic from the DMZ to the LAN.  might as well keep the DMZ more 
> > secure and put OWA inside.  relative security of the LAN is 
> about the
> > same.
> > 
> > now, if you want to discuss multiple physical DMZ segments, perhaps
> > it's more interesting, but not much.
> > 
> > there's quite a lot of this discussion in the archives, by
> the way.
> > no new arguments so far.  so, if you want to jump forward
> to the end
> > of the discussion, look back a couple years.
> > 
> > =======================================================
> > Andy Webb            [EMAIL PROTECTED]      www.swinc.com
> > Simpler-Webb, Inc.   Austin, TX            512-322-0071
> > -- Eating XXX Chili at Texas Chili Parlor since 1989 --
> > =======================================================
> > 
> > 
> > -----Original Message-----
> > From: Jon Butler [mailto:[EMAIL PROTECTED]]
> > Posted At: Thursday, June 06, 2002 1:30 PM
> > Posted To: Microsoft Exchange
> > Conversation: lesser of the evils - ssl or smtp
> > Subject: RE: lesser of the evils - ssl or smtp
> > 
> > 
> > Perhaps I shouldn't have used the term "rule", but rather
> perhaps "a
> > good security practice."  It's better to let the kiddies
> play with a
> > hardened DMZ bastion then your production Exchange Server ... but I
> > also understand that's often not feasible for smaller companies.  A 
> > good security paradigm can take some dough.
> > 
> > 
> > > -----Original Message-----
> > > From: Cook, Jason [mailto:[EMAIL PROTECTED]]
> > > Sent: Thursday, June 06, 2002 2:18 PM
> > > To: Exchange Discussions
> > > Subject: RE: lesser of the evils - ssl or smtp
> > > 
> > > 
> > > Seems a little rash mr. butler, a lot of small companies use the 
> > > scenario presented by Rob Ellis originally.  A firewall, a good 
> > > hardware one anyway is great protection if used effectively.  OWA 
> > > with ssl is a good and secure solution, so I'm curious as
> to why you
> 
> > > believe that it's a "rule" to use a dmz?
> > > 
> > > 
> > > Jason Cook
> > > J.H. Ellwood and Associates
> > > Network Administrator
> > > [EMAIL PROTECTED]
> > > 
> > > 
> > > -----Original Message-----
> > > From: Rob Ellis [mailto:[EMAIL PROTECTED]]
> > > Sent: Thursday, June 06, 2002 1:06 PM
> > > To: Exchange Discussions
> > > Subject: RE: lesser of the evils - ssl or smtp
> > > 
> > > No, not remote users, server smtp traffic.
> > > 
> > > We are proposing citrix full desktop, OWA for some remote
> users, no
> > > POP/smtp access for end users.
> > > 
> > > The Webshield I mentioned is as you say, part of TVD.
> > > 
> > > Our design sounds very much like your setup.
> > > 
> > > 
> > > Regards,
> > > 
> > > 
> > > Rob Ellis
> > > 
> > > -----Original Message-----
> > > From: Mellott, Bill [mailto:[EMAIL PROTECTED]]
> > > Sent: 06 June 2002 18:49
> > > To: Exchange Discussions
> > > Subject: RE: lesser of the evils - ssl or smtp
> > > 
> > > Ill throw in .02
> > > 
> > > Assuming you are referring to allowing remote users to get their 
> > > e-mail.
> > > 
> > > I'm doing the OWA thing for "remote/roaming" users.
> > > I do some Citrix for full desktops.
> > > I do NOT allow users to connect to the exch box at this time via 
> > > SMTP/POP.
> > > 
> > > I do at this time use the Simple Webshield product
> bundled with the
> > > NIA/Mcafee TVD suite. It does reside on it's own machine.
> > > so    Internet smtp > webshield > Exch.
> > > yes the webshield sit's before Exch box.
> > > Yes it provides me with an additional layer of pre exch virus 
> > > protection...works ok yes it also provides some prefiltering on 
> > > attachments...sucks...does not go any deeper the first level i.e. 
> > > FWD> FWD it will miss.
> > > Note: Their full blown product webshield APP is supposed to
> > > work well..no exp with it, Ill keep my opinions to myself..
> > > 
> > > If I had to let  user(s) directly get to either port 110/POP and 
> > > port25/smtp to do their e-mail...
> > > 1.) I would not ..thats me..
> > > 2.) Forced too only via some secure connection like a VPN.
> > > 
> > > bill
> > > 
> > > PS for those interested I run the AV product to at the file level 
> > > and scan all files on the exchange box with no exceptions.
> > > ;-)
> > > 
> > > -----Original Message-----
> > > From: Bendall, Paul [mailto:[EMAIL PROTECTED]]
> > > Sent: Thursday, June 06, 2002 1:38 PM
> > > To: Exchange Discussions
> > > Subject: RE: lesser of the evils - ssl or smtp
> > > 
> > > 
> > > Okay I'll add another spanner to your works, I would
> advise an SMTP
> > > relay server on your DMZ but I really wouldn't use McAfee
> Webshield.
> 
> > > Why I hear you cry for one it is pretty bad at blocking
> viruses and
> > > two we have had no end of problems with it crashing or
> not sending
> > > to certain domains when it gets a DAT update. Why not use
> the SMTP
> > > component of IIS as your SMTP relay server and then use
> ScanMail or
> > > Antigen on your Exchange server. Either that or use someone like 
> > > MessageLabs to outsource your antivirus too.
> > > 
> > > Regards,
> > > 
> > > Paul
> > > 
> > > -----Original Message-----
> > > From: Rob Ellis [mailto:[EMAIL PROTECTED]]
> > > Sent: 06 June 2002 18:26
> > > To: Exchange Discussions
> > > Subject: lesser of the evils - ssl or smtp
> > > 
> > > 
> > > Ok, I've got a couple of scenarios, which of them is the
> > least risky?
> > > 
> > > Exchange 2000 mailbox server on the LAN, accepting/making 
> > > connections using SMTP through a firewall to the internet
> > > 
> > > Exchange 2000 mailbox server on the LAN, accepting SSL secured OWA 
> > > connections from the internet, again, protected by a firewall.
> > > 
> > > 
> > > Basically I am being told I may have to do both with the same box, 
> > > but I'd rather have the smtp traffic going through a DMZ based 
> > > gateway running McAfee Webshield, and let the OWA clients
> come into
> > > the internal box over SSL (which I see as less of a risk than
> > > opening up port 25.
> > > 
> > > If you had to choose one of the 2 above scenarios, which
> > would it be?
> > > 
> > > Regards,
> > > 
> > > Rob Ellis
> > > 
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