Here's what's so sacred: your users' ability to generate revenue.  It's all
a matter of perspective -- to someone in a small office with a handful of
users, intrustion detection and DMZs sound ridiculous, and in a lot of cases
probably are.  To someone in a large enterprise envrionment with uptime
requirements of 4 or 5 nine's, it's absolutely necessary and non-negotiable,
and in those situations the notion of having internet traffic talking
directly to an internal server is about as likely as a CEO forgiving you
when 3000 of your users can't work because you thought all that extra work
was "tiresome."



> -----Original Message-----
> From: Cook, Jason [mailto:[EMAIL PROTECTED]] 
> Sent: Friday, June 07, 2002 4:21 PM
> To: Exchange Discussions
> Subject: RE: lesser of the evils - ssl or smtp
> 
> 
> What is it that's so sacred you're protecting.  OWA with SSL 
> through a firewall is adequate for most places.  The mail is 
> secure and that's it. Gotta have credentials to get in...so 
> that's it.  DMZ is a waste of time to me.  Constantly 
> monitoring and patching/fixing dmz boxes gets to be tiresome. 
>  I mean, they're gonna get blasted for sure and if they get 
> taken out, so does whatever service you're running...unless 
> they're redundant.  So what's the point?  Besides, you've 
> opened up 80 to get to the backend Exchange box anyway.
> 
> Jason Cook 
> J.H. Ellwood and Associates 
> Network Administrator 
> [EMAIL PROTECTED] 
> 
> 
> -----Original Message-----
> From: Ragar, Russell [mailto:[EMAIL PROTECTED]] 
> Sent: Friday, June 07, 2002 3:02 PM
> To: Exchange Discussions
> Subject: RE: lesser of the evils - ssl or smtp
> 
> Regarding Outlook Web Access deployments, particularly with 
> Exchange 2000, I can see a large benefit to deploying a front 
> end server in the DMZ which communicates to the Internet 
> client using SSL and the backend mailbox servers over HTTP.  
> Not only is there off-loading of the encryption processing, 
> but it provides you a location for containing external 
> attacks.  Yes, in a sense, all servers in the DMZ are 
> sacrificial victims.  The theory is that you keep your 
> sacrificial victims in a contained area so they can be 
> monitored carefully and you fall back and reformat them as 
> soon as they are compromised.  Obviously you need both 
> intrusion detection and host-based firewalling with the DMZ 
> (to prevent compromise of the DMZ from host to host).  If 
> there were no front-end server (direct OWA access on the 
> mailbox server) you couldn't possibly monitor it as well 
> since it is performing many more functions.  Also, you 
> certainly couldn't scrub it easily if it were compromised.  
> If you were running a front-end server internally (no-DMZ), 
> if that box were compromised it could be used as a staging 
> area for an attack on all your internal systems.  So, yes, 
> the assumption is that all machines in your DMZ will 
> eventually be compromised and they are suspect.  
> 
> Okay, given my recommended configuration, the essential 
> problem is that the front-end server has to have access to 
> some key internal services in order to function. The trick 
> would appear to be to lock down those internal services as 
> much as possible and to get a really good intrusion detection 
> system that will allow you to shutdown your front-end server 
> access to internal services as quickly as possible.  
> 
> Okay, there is a cost associated with providing this type of 
> set up. You can't run a front-end server on Exchange 2000 
> Standard, you'll need Enterprise.  You'll need a good 
> firewall.  You'll need good virus protection, host-based 
> firewalls, and an intrusion detection system (network 
> defenses without intrusion detection is like a city wall with 
> no night watch).  None of this is cheap, but that's the price 
> of using OWA on the Internet.  If you don't have the money to 
> do it securely, don't provide the service. 
> 
> Russell Ragar, MCSE+I, CNE, CCNA
> Senior Network Engineer
> PowerTV, Inc.
> 
> -----Original Message-----
> From: Chris Scharff [mailto:[EMAIL PROTECTED]] 
> Sent: Thursday, June 06, 2002 3:05 PM
> To: Exchange Discussions
> Subject: RE: lesser of the evils - ssl or smtp
> 
> 
> 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.
> 
> [CS] What box are you using to relay OWA that wouldn't be 
> just as secure on the internal network as it would be in a 
> DMZ? I can have a dedicated OWA server in either location and 
> the net impact to my Exchange org seems equivalent. As to 
> SMTP, the same thing applies IMO. If you DoS my SMTP relay, 
> why would the impact be any greater on my internal network 
> than in my DMZ.
> 
> Granted, we've got more systems to support, but that's the 
> price we pay for the security and redundancy that comes with it.
> 
> [CS] Your network seems more complex with no demonstrable 
> additional value when compared to my configuration.... for 
> the scenario as asked.
> 
> 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.  
> 
> [CS] But that's not the scenario or question that was asked.
> 
> Have
> different flavors of antivirus protection at the relay, 
> Exchange, and at the client.
> 
> [CS] I am not opposed to an SMTP relay, it's a sound idea. I 
> don't see much value in putting one in a DMZ really, but an 
> SMTP relay is much different than an Exchange relay which is 
> where this thread started. Apples and Oranges or Horses for Courses.
> 
> 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'.
> 
> [CS] It's not about money in this case. It's about the 
> scenario as presented.
> 
> 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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