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Exchange 2007 ActiveSync not working

Posted on 2009-04-06
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Last Modified: 2012-05-06
Hello all,
              and thank you all in advance. I have just transitioned from sbs 2003 to server 2008 64bit. The server 2008 is running exchange 2007 sp1, which took over for the exchange 2003 sp2 on the sbs box. Everything is functioning fine except activesync. I am using the default certificate that exchange 2007 sp1 creates on install. I have read that this cert will not support activesync. So my multi-part question is as follows. First, is there anyway to make the default cert work with activesync? I have tried but failed to this point.
     If not is there anyway to make a self signed certificate that I create in the exchange management shell work? I have read that activesync cannot use self signed certs, but I know that there is always a chance hehe. So looking for confirmation on that.
     The last question, are my only options at this point a 3rd party cert or a windows CA cert? Though it my look like I have answered some of my questions, in reading the microsoft documentation it says that activesync is suppose to install and configure when you load the exchange 2007 sp1 and be ready to go. Which of course contradicts my findings.
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Question by:jplatt1
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Expert Comment

by:Mestha
ID: 24082956
Microsoft do not support the self generated certificate for use with ActiveSync. End of story. It simply isn't worth the headache to try and get it to work. You have to import the certificate in to the device and then try and get it trusted, when the certificate expires you have to repeat the process again. Simply a lot of bother to save a small amount of money.

Use the wizard in the SBS console to do a certificate request and use GoDaddy. They are the cheapest on the list and their certificates are trusted by most ActiveSync devices.

ActiveSync should be ready to go, once you have changed the certificate. I don't think it has to be enabled in the wizard in SBS, but I haven't got my SBS 2008 system running at the moment to check.
If you want to test it then use the Microsoft test site and a test account:
https://www.testexchangeconnectivity.com/

Simon.
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Author Comment

by:jplatt1
ID: 24083081
Well that seems to be what I was expecting. Will this work with exchange 2008? I no longer have the sbs it is unlocked and standard now. The server 2008 64bit has the exchange 2007 sp1, everything was transitioned over to this. So i can do this in IIS 7.0?  
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Accepted Solution

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Mestha earned 500 total points
ID: 24083098
Sorry, I read SBS and thought it was SBS 2003 to 2008 migration, where SBS 2008 has a certificate wizard. It is 1.30am here.
For full product you need to do things manually.
I have instructions on my blog here: http://blog.sembee.co.uk/archive/2008/05/30/78.aspx
The certificate is US$60/year.

Simon.
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Author Closing Comment

by:jplatt1
ID: 31567291
Thank you very much. Excellent documentation and instruction. This makes the process extremely understandable and almost pain free. Mestha, great solution. Thanks again.
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