Question

How to use iphone with exchange self signed ssl?

Asked by: totalimpact

I have an iphone 3G frimware 2.2 that I am trying to connect to an Exchange 2003 Standard server with all the latest service packs and patches to date, it is the only exchange server.

I have a redirect on the default website that forwards immediately to https://server/exchange forcing ssl. I dont want users in OWA without SSL. I normally dont use Forms Auth, but I have tried using it, and turned it back off, as it doesnt seem to work well with my redirect.

I followed this page to build a new virtual server for exchange oma without ssl, but i am not sure if it worked: http://support.microsoft.com/kb/817379

mydomain/oma seems to work perfect, i login, and it shows all message in IE.

I exported the ssl cert from the server (tried every format), emailed it to a gmail account on the iphone, and installed it.

I followed this guide for setting up the iphone:
http://blog.fosketts.net/2008/07/10/how-to-set-up-iphone-exchange-activesync/
selected Exchange account, his guide seems to differe slightly as its for a 2.0 firmware, and 2.2 has a seperate "domain" field, rather than putting the domain in front of the username- so heres what i filled in:

assume my domain is acme.com, entered email as john@acme.com
domain: acme
username: john
password: mydomainpass
ssl: on (and tried off)

MAJOR ISSUE STARTS HERE: it prompts to accept the ssl cert, i accept, if i just let it sit there in the email settings page it prompts me for my password, i enter it, and it immediately pops up again prompting for password. If i just ignore this and open the mail client it pops up immediately and says "Cannot get Mail The connection to the server failed"

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Asked On
2009-01-29 at 14:24:00ID24096631
Tags

exchange iphone 3g 2.2

Topics

iPhone

,

Exchange Email Server

Participating Experts
2
Points
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Comments
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Answers

 

by: MesthaPosted on 2009-01-29 at 15:01:07ID: 23503720

If you are getting an SSL prompt then EAS will not work. It cannot cope with the certificate prompt.
If you don't want users to connect to OWA without SSL, why are you still using a self generated certificate? That means the users have to select to ignore an error which is a security risk. Exposes the user to a man in the middle attack, not only on your server but elsewhere, as they are used to ignoring the error. Get a trusted certificate, GoDaddy do to them for US$30/year https://DomainsForExchange.net/

MSKB 817379 has some flaws if you enable things in the wrong way.
I wrote a slightly different version here: http://www.amset.info/exchange/mobile-85010014.asp

How are you doing the redirect? That can interfere with things and it is not something I recommend.
The iPhone is actually a poor choice to test things as Apple didn't quite deploy EAS 100% correctly (type Apple). It is best to test with a Windows Mobile device, the emulator (free download from Microsoft) or use the test site: https://www.testexchangeconnectivity.com

-M

 

by: totalimpactPosted on 2009-01-29 at 21:43:03ID: 23505525

I must say your post has renewed my confidence in ee, after many answers referring to virus filtering, this seems like a real solution. I have set the server up as your site says, and made some adjustments, it now properly passes the connectivity test. I do not have an iphone or windows mobile device, so i wont be able to test it tilll next week when I am on site again with one of the users' phones.

 

by: arseblastPosted on 2009-03-08 at 14:15:56ID: 23831406

20120131-EE-VQP-002

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