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Can you tell if an iPhone is Jailbroken from Exchange Server 2007?

Posted on 2010-08-26
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Last Modified: 2012-05-10
We have connected iPhones to the email server using ActiveSync. Is there a way to tell that a user has jail broken their iPhone? We are concerned for security reasons.
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Question by:Bruin5
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9 Comments
 
LVL 24

Expert Comment

by:B H
ID: 33530615
the only way i can think of is to export your IIS logs to CSV, open them in excel, flip them around so you have the iphone ip addresses, then do a lookup for them on dnsstuff.com (or just ping them with a -a to resolve).  whichever ones are not ATT ip addresses, are probably jailbroken

note:  if someone uses their home wifi, the ip address won't be ATT
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LVL 20

Expert Comment

by:woolnoir
ID: 33530632
As far as i know this level of client state detection isnt possible - i'd like to be proven wrong ( really, because i've been looking into the same thing) but my research has turned up nothing.
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LVL 12

Accepted Solution

by:
nsx106052 earned 1000 total points
ID: 33531012
I don't think you will be able to tell remotely.  If you had access to the phone you could search for the Cydia or Icy applications.
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Author Comment

by:Bruin5
ID: 33531898
We may need to setup a policy where we inspect the device on a regular basis. Thanks for the quick feedback. If I do find a way to detect a jail broken iPhone I will post it here.
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LVL 20

Assisted Solution

by:woolnoir
woolnoir earned 1000 total points
ID: 33532049
I've asked a colleague of mine who is a lot more 'into' exchange and mobile devices than me and he confirms my suspicions that as far as he is aware there isnt a method of doing it.
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LVL 24

Expert Comment

by:B H
ID: 33532107
at least you could run the ip addresses from the logs though, and rule in/out certain people.

on one line you'll have the ip address, useragent including the word iphone, and username... then it's just a matter of "whos not on ATT ip addresses"
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Author Comment

by:Bruin5
ID: 33532484
We've been able to see the iPhone information under "Manage Mobile Devices" and know that all users are on AT&T. We only activate for users that have AT&T service. I'm trying to find out if any of the AT&T phones are Jail Broken and have not been able to with the current systems in place. I might reach out to Apple to see if there is a workable solution. Thanks
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LVL 20

Expert Comment

by:woolnoir
ID: 33541233
Do you need any more info from us, or are you fine now ?
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Author Comment

by:Bruin5
ID: 33649192
We have instituted a policy that employees sign and a manual check of the phones on a regular basis. If I'm able to find an automated solution I will post it here.
Thanks,
Mark
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