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Securing Your Internal Network from Windows?

acacord asks: "I am the Network Admin for a medium-sized law firm (hold the flames, please). We are one of the few Macintosh-based firms left. All of our workstations (near 150) will have been migrated to Mac OS X 10.2.2 by the end of the year. We have a couple users who think that they know more than the IT department and therefore insist that they maintain WinXP boxes on their desks. How should I configure a segment of my network for them, and them only, to make sure that the remainder of my networks are not susceptible to any of their natural security 'features' . Any and all ideas are welcome."

21 of 78 comments (clear)

  1. The irony is sickening. by GreyWolf3000 · · Score: 5, Interesting
    We have a couple users who think that they know more than the IT department and therefore insist that they maintain WinXP boxes on their desks.

    Users who think they know more than the IT department, who run a Mac network, insisting that they maintain Windows boxes? I keep reading that sentence over and over and alternating between laughing my ass off and getting mildly furious.

    You: "MacOSX is built on UNIX technology, and is more stable, sports a superior IP stack, and new users will find it much easier to use, thanks to the greatest GUI ever designed"

    Them: "No thanks, I use a real computer, and that starts with a PC running Windows."

    I feel for you man...

    --
    Slashdot: Where people pretend to be twice as smart as they really are by behaving like children.
    1. Re:The irony is sickening. by HRbnjR · · Score: 4, Interesting

      Well, I don't really feel for him.

      I'm big into standards - whether they be standards for web pages, or XML formats for document exchange, or things like POSIX. Yep, I'm all for interoperability.

      Why?

      So users can use whatever damn platform they want. If you wanna go crazy and put X on your box, and that's not the company's party line, fine, as long as you don't expect ANY platform specific support, I don't care. You like Linux, go right ahead. Mac? No Problem. Happy with your PDP11? Go crazy. Windows XP? Sure, spoon feed Bill dinner if you like, I don't care. Whatever you are the most comfortable with, and makes you the most productive, that's fine with me. You can pick your platform, software, whatever.

      This is not only hinged on interoperability of document standards though. The administrator has to be judicial in maintaining server security too. Many admins get lazy, wirefall off the outside world, forget about security on the inside, and hope for the best. I say, religious backups, and good group/user security policies on all servers are a must.

      In my mind, the Free in Free Software allows you the freedom to use /any/ software you want.

    2. Re:The irony is sickening. by Twirlip+of+the+Mists · · Score: 3, Funny

      Nobody expects the... oh, forget it. Too predicable. Make up your own funny comment about shrubbery, Mr. Neutron, "pinin' for the fijords," or the larch.

      --

      I write in my journal
  2. You won't really need it... by gnovos · · Score: 4, Interesting

    Just stick a firewall in front of them (filtering out ALL inbound not originating from the box) and let them share a hub. That way they can do all thier little active directory stuff with each other and won't have to worry about hackers hacking in. In fact, filter out all traffic coming OUT too and use a proxy for web browsing and mail and you won't have to worry about emailed code-red type things clogging up your network when they look at them in outlook.

    --
    "Your superior intellect is no match for our puny weapons!"
  3. What threat? by steve.m · · Score: 4, Insightful

    What threat does a couple of XP boxes pose to 150 MacOSX boxes?

    Is there a known trojan/worm/virus that infects XP and then attacks MacOSX ?

    Could this entire story be blatant MS bashing, because it's a slow news day?

    1. Re:What threat? by majestynine · · Score: 3, Troll
      It's just the editor Cliff.

      Ask Slashdot: Securing Your Internal Network from Windows?
      Ask Slashdot: Advanced Job Scheduling?
      Salvaging Possessions from Smoke Damage?
      Consoldated Network Storage?
      How Private Is Your Financial Data?
      Does First Sale Still Exists?
      Boosting the Cellular Signal, Inside?
      Microsoft buys linux
      Small LCD Screens?
      Plugins for Microsoft Office for OpenOffice Documents?
      Green Geeks?
      MiniDVs as a Backup Medium?
      Multiple Broadband Connections at Home?
      Is Client/Server Really Dead?
      Starting a Cable Company?

      I mean no offence guys and gals,, but all he does is post stories that really shouldnt be!

      EXAMPLE

      Windows 2000, Samba and Cancelling Print Jobs?

      A question that was best suited for a mailing list, not an Ask Slashdot, and answered by myself in the first four comments.

      Maybe Cliff should start thinking about the questions before letting them hit the front page of Slashdot.

    2. Re:What threat? by gengee · · Score: 3, Insightful

      Nonsense. Windows XP with updates and antiviral software is fine. Like previous posters have said, it's a good idea to filter out any inbound traffic not originating from within the network - But then, it's a good idea to do that with ANY operating system.

      I've *never* bought the "security risk" argument of Windows boxen creeping onto the network. If it's possible for someone to harm your network by harming a Windows box, there's something wrong with your network. You should be concerned about someone walking in to your facility with a laptop computer and plugging in.

      The only valid complaint is that it's not supported by the IT department. Thus, either the users get no support, no PDCs, no Active Directory, no Exchange, etc - They just stick to peer-to-peer, like emailing meeting requests and direct file transfers - Or the IT department spends a lot of time and energy (and money) to support them. That's really a management call - If it's worth the money to let those users be more productive, then no harm, no foul.

      --
      - James
  4. Who defines policy, IT or the users? by Trane+Francks · · Score: 3, Insightful

    Frankly, I think it's bad juu-juu to let users define policy unless it is already mandated by corporate policy. If you have the mandate to nix the installation of Windows boxes on the network, then just do it.

    I guess that's the first question then. Can you say no to the request? If so, get 'em running with the standard plan. If not, then firewall them onto their own segment and be very, very tight about what gets in and out from their segment.

    --
    ...a FreeDOS contributor: http://www.freedos.org/
    1. Re:Who defines policy, IT or the users? by j-turkey · · Score: 3, Insightful
      Actually, I think this should be exactly what IT is in place to do. Some of the worst messes I've ever had the displeasure of walking into have been the result of an overly permissive "yeah, sure, whatever you need, go ahead and get it and plug it in" policy.

      While you may have a point fundamentally -- I think that you're wrong in this instance. First of all -- this is not the latest whiz-bang gadgetry -- its the latest version of Microsoft's OS -- the most widely used and supported operating system in the world. Corporate EU's shouldn't have to learn your propritary technology (different from what 90% of the coroporate world uses) to get their job done...especially considering that these people are lawyers (they don't have time to learn how to use a different OS). Look at it this way: Your CEO wants to run an SGI Octane2. Do you say "I won't support it -- you can't have it. I'm going to firewall your shit off" or do yo say "OK, we can do that...but I neither have the budget for that workstation, nor the staff to support it. Here's how much it will cost, and here's the skillset we'll need if you want support."?

      Also, this poster's attitude is pretty poor:

      We have a couple users who think that they know more than the IT department and therefore insist that they maintain WinXP boxes on their desks.
      What if one of these XP people is a partner in the firm, is saying no the right thing to do, or will saying no find his ass out on the street? If I were a partner in the firm, I'd fire his ass in a heartbeat for taking that attitude.

      My point is, is that saying hell no and being inflexible is the wrong way to run an IT department -- and this crappy attitude tends to be very commonplace in IT. If this guy actually cares and wants to do the right thing here (instead of hearing a bunch of self-congratulatory Mac users suck each others dicks), what he should do is to explain the situation to his EU's, and offer a couple of alternatives...such as one of the company's old PC's running Win2K running alongside of the Apple -- or (like I said before) let them have it, and tell them that you simply don't have the budget to support a small minority and they're on their own...also tell them what services that they're missing out on by using the alternative OS.

      The EU's don't necesarily think that they know more than IT -- they're most likely more comfortable with the Windows environmant than that of the Apple (and likely more productive with it). The fact that this manager is taking the "I know what's best because I'm an IT manager and this is the easiest thing for you to use...damnit" stance is just a bad attitude, and I hope he doesn't really talk down to his users like that...but then again, as much as I hate IT, I'm looking for a different job, and his firm sounds like a nice place to work as a IT manager/admin (after all, I really like the new MacOS).

      -Turkey
      --

      -Turkey

  5. Logical segmentation or VLANs by Twylite · · Score: 4, Informative

    Given the number of computers involved I am assuming you are using switches. One option you have is to configure VLANS - I'm not very clued up on these, but iirc you should be able to construct a logical separate LAN from a group or port or MAC addresses. Then you need a gateway between the Windows VLAN and the Mac VLAN, with a firewall which can protect them from each other.

    This can be a bit nasty to manage though. If its a port-based VLAN you have to make sure the boxes are plugged into the right network sockets, or they'll be on the wrong VLAN. If believe MAC-based VLANs are possible (but I could be wrong); in which case you have to have a list of MACs and whether they are Windows or Mac machines, and assign them ... tedious.

    A simpler solution could be to insist that all Windows boxes use DHCP, and assign them addresses in a particular subnet. If you want the Mac boxes to use DHCP too, you'll have to do MAC reservations for the Windows network cards to make sure they go onto the right subnet. Then have a gateway/firewall. This doesn't protect against lusers who give their computer a static IP on the logical Mac subnet ... but it gives you some ability to manage the situation.

    To detect troublecausers, you could automate a security scanning tool to check the Mac network for computers which appear to be Windows boxes.

    --
    i-name =twylite [http://public.xdi.org/=twylite], see idcommons.net
  6. Stay honest here and stop the reflexive M$ bash! by TeeWee · · Score: 4, Insightful

    Imagine a story where the opposite is true: a Windows Network Admin who asks how to secure a few Macs from the rest of the Win network. Be honest, the bloke would be flamed to a cinder, and rightly so, because securing a network should be part of a Network Admin's daily job!

    So why is the majority of the reactions like, "Oh, poor Mac Network Admin, those Win users deserve any shit they get!" Why not subtly reminding him what the fsck his job is in the first place?

    Oh wait, I see: he needs to maintain a few WinXP boxes in a *nix environ, so when he bitches he must be right. Because it's Microsoft. Right?

  7. It *is* entertaining.. by 0x0d0a · · Score: 5, Interesting

    Funny as this is (IT department demands users use MacOS, users refuse and want to use Windows), there's a simple fix. If these folks are so computer-centric that they can handle this themselves, let them run (as an alternate...I'd put a normal, supported computer on their desk so that they're never in a situation where they can say "hey, I can't do X and the IT department won't help") Windows. Make them admin the box themselves too, and state very clearly at the outset that connecting a nonstandard box to the network is a privilege, not a right, and at the first onset of problems, the box goes permanently.

    A lot of Windows networks have Linux boxes creeping on to them via this route -- the users have to admin them, and are fully responsible if anything goes wrong.

    I'd also put a few hard rules on the users -- if they break them, they're in violation. First, SMB/CIFS goes. Windows file sharing causes more problems than anything else on earth. Second, it's probably not a bad idea to budget to get them antivirus programs. Third, I wouldn't let them run their own servers (IIS or whatnot) unless this is already a normal policy (users running servers is kosher) and you have them blocked from the outside world -- users simply do not reasonably have the time if they're doing their work to keep servers up to date.

    That being said, your job is to allow the users to get their work done as efficiently as possible. If they're uncomfortable in a non-Windows environment, don't make yourself disliked by trying to impose a different environment on them. Make reasonable restrictions, as I noted above, but don't axe their desires just because they're Windows-based.

    I'd try this approach regardless of the OS being used, if it's an unsupported OS, as a matter or fact.

    Oh, and the last item: you may (I feel reasonably) ban the use of Outlook on your network. People can argue as much as they want about whose fault Outlook issues are and whether Outlook is simply targeted because it's popular, but there have been enough nasty worms and problems coming from Outlook that I don't think I'd want to administer a network with it on it.

  8. Network Administrator? by Ummagumma · · Score: 3, Insightful

    There are several ways you can do this (why, I don't know, but thats your call). Any Network Administrator should already know this stuff, however.

    You could VLAN the XP boxes onto thier own segment, then use Access Control Lists to only let the traffic through that you want. Or, alternately, a firewall.

    You could publish desktop standards (with management approval, of course), and simply turn of the switch ports of the XP boxes until they get a Mac.

    Or, you can leave them on the same networks as the Macs. Just dont let them install 2000 Server or whatnot with ADS, and you should have no problem. Is there a specific cross platform virus you are worried about, or are you just a chest thumping over-zealous sysadmin?

    --
    "The natural progress of things is for liberty to yield and government to gain ground." - Thomas Jefferson
  9. You are a Law Firm... by Technician · · Score: 4, Informative

    Read the EULA carefully. Especialy the part regarding auditing any and all computers in the building. Let your staff know the building can not support the liabiality risk of the other OS.
    Please do not give the BSA a free ticket in the front door.

    --
    The truth shall set you free!
  10. Yes, that's nice and all but... by amarodeeps · · Score: 4, Informative

    ...the reason he's griping about his WinXP boxes is that he doesn't want any viruses banging on his network, crackers hijacking these machines, etc.--Windows IS more susceptible to this stuff, if for no other reason (and there may be other reasons) than it is so popular right now, and it is not exactly set up by default to be secure. So get off your high and mighty standards-compliance horse (no matter that I agree with you--I think you have a good point about what _should_ be the case) and remember this guy has to deal with a real-world situation.

    Plus, MS is not really into standards-compliance last I heard, and that also kinda puts a crimp in your ideology...

  11. Protection from Windows by genka · · Score: 3, Funny

    We have a couple users who think that they know more than the IT department
    If you have to ask such a simple question, may be your users DO know more then IT department.

  12. Either you "own" your network or you don't by unsinkableme · · Score: 4, Insightful

    In the past, I have handled this question in a number of ways. First, you need to establish how necessary it is to their jobs to work on a platform different from the rest of the company. This doesn't have to be a platform war. There are plenty of reasons for them to want a different platform, pick your battles carefully. If it is still necessary that the Windows boxes remain, establish who the admins are for the boxes. If your endusers insist they can administer the boxes,I would refuse to allow them to attach it to the network. It's all very well and good for them to be technically savvy, but the network is still your responsiblity.

    However if you administer the machine, and I realize it's probably not your first choice, you need to start reading up on Windows. Yes, there's a lot to keep up with, however their can be some advantages to understanding different platforms and being able to administer and secure them in the same environment. And regardless of how any one feels about it, Window is still the most common business environment.

    Additionally, I see several post that seem to question the legitimacy of the original question. This *is* a legitimate question, as any one who has had samba and appletalk on the same network can tell you. Discussing security concerns when integrating two very different platforms with different vulnerabilities is more than reasonable for any Administrator, especially in a small business environment where the only other "collegues" they may have access to are the very same users insisting on the installing their own boxes.

    1. Re:Either you "own" your network or you don't by michael_cain · · Score: 3, Insightful
      First, you need to establish how necessary it is to their jobs to work on a platform different from the rest of the company. This doesn't have to be a platform war. There are plenty of reasons for them to want a different platform, pick your battles carefully.
      This is an excellent point, and I was surprised at how far down I had scrolled before someone made it. There is a lot of software that is only available for the Windows platform, and the users may have legitimate needs for a specific program requiring Windows with regard to a client and/or project. The general flavor of the original question doesn't really suggest that situation, but it's clearly possible.

      In such a case, it is almost certainly appropriate to provide support for the Windows hosts for that single purpose. That doesn't mean that those hosts are supported for "regular" functions such as e-mail, file and printer sharing, or Web browsing.

      If it's just a case of a couple of users who prefer Windows over the Mac, at some point someone with budget authority needs to make a basic decision on the relative costs of (a) those users' happiness versus (b) the very real costs in software and time associated with adding support for Windows on the network. A company with 150 desktops will have someone watching over the budget, and their answer is probably "We're a Mac shop, get over it."

  13. Meet Them on Their Own Terms by TheWanderingHermit · · Score: 5, Insightful

    They're lawyers, right? Don't deal with them as tech wannabes. Deal with them as lawyers. For a change like this, one of the very top PHBs must have either okay'ed this, or instigated it. Go up the ladder to the highest lawyer in the firm that was behind this switch. Have him help you prepare a form that says something like, "Since Windows XP has been shown to have the following security vulnerabilities...yada yada yada...and the Macintosh OSX has been shown to be a more secure system...yada yada yada...I understand that in insisting that I use Windows XP as my desktop operating system, I am increasing the risk of having not only my computer, but the entire corporate network either infected or damaged by viral programs, as well as the risk of my computer or the entire network being accessed illegally by unauthorized persons. I fully understand it is my choice to use this software and I take full legal and financial responsibility for any damage done to my desktop system or the company network as a result of my choice of running an OS with these known high risks."

    Be sure to include in the paper (where the first set of yadas is) lists of vulnerabilities of WinXP, including the recend IE/Outlook flaws for which there is (as of yet) no sure fix. In place of the 2nd set of yadas, put in documentation that shows OSX is more stable and less vulnerable.

    The point is to take the issue to them on their grounds and show them that their choice can have serious implications for them and the entire law firm and that they could be the idiot responsible for the whole system going down. If they are talked to in their language and made to see their choice as a real action with real (and possibly disasterous) consequences, it could open their eyes. You might still have to deal with WInXP, but it'll certainly get them thinking about it.

  14. Re:Stay honest here and stop the reflexive M$ bash by kableh · · Score: 3, Insightful

    No, the majority of the reactions here are "WTF is your problem with letting them run XP? Are you some kind of IT nazi?! No Windows for you!"

    IT should ABSOLUTELY be dictating policy on their LAN. Assuming COMPETENT IT personnel, they are responsible for ensuring the security of their LAN. It is going to be IT's ass on the line when some Windows box spews Klez emails all over the web.

    Remember that worm that infected Samba shares? What if a file gets infected by a Windows machine, but noone knows until they email it out to some unwitting client? Instead of giving everyone who expresses some dislike for Microsoft products a hard time, how about offering a suggestion to help this guy?

    To be honest, it shouldnt take much to keep those XP boxen secure. If they won't be using Outlook, that is a big first step =). After that, keep IIS off the machines, install Microsoft's automagic update feature, and you should be good to go. If possible, make user accounts for the users of the machine and keep them in the users or power users group, to keep them from installing any other software. If they can justify having a Windows box on your company's LAN, you can justify some conditions.

  15. Re:Stay honest here and stop the reflexive M$ bash by kableh · · Score: 3, Insightful

    EXACTLY! They have to make sure the LAN is up! This we can agree on. Part of that is making sure you KNOW what is on your network, and are aware of the possible vulnerablilities. And the only way to do so is to spell out exactly what IS and ISN'T allowed on your LAN.

    I work for a company composed largely of engineers, who are working on a networking product. Yet these same engineers don't think twice of plugging a box into our core LAN, and running a piece of software designed to do funky things with IP they can't predict the results of. I had my core LAN going down once or twice a week because some engineer's machine was spewing bogus ARP packets on the network. I do my best to accomodate these guys and not inconvenience them, but when they start taking down the LAN and interrupting everyone else's work I had to draw the line.

    IT shouldn't act like a bunch of Nazis, but part of keeping a LAN secure and functional is dictating a policy of what is and isn't allowed on a network. This is where the management side of MIS comes in. There is more to MIS than being a tech. Maybe I'm confusing MIS and IT? Perhaps, but then a lot of people here are too. Do any of the idiots bashing this guy have any experience at all?