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Want to remove ISA server and need to understand some certificate info...

Posted on 2010-08-23
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We currently run ISA 2006 standard edition on a Windows server 2003 standard 32bit. Exchange 2007 server running on Server 2008 standard. The ISA is going to be removed as we are changing our firewall appliance. There are 3 rules in the ISA server that I'm a little worried about.
Because ISA does the internal/public certificate publishing stuff for OWA/ActiveSync and Outlook AnyWhere, where would that certificate information need to be placed before ISA goes bye bye. If anyone knows of any articles out there that would help me it would be greatly appreciated.

Thanks
BW
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Question by:bwinkworth
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by:endital1097
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if you are no longer going to have a reverse proxy (ISA) in place, then the certificates must reside on the Exchange CAS server (firewall directs all traffic to exchange)
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by:bwinkworth
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Thanks endital1097.
 Because I didn't set up this configuration, is it possible that the consultants may have already setup the certificates on the Exchange CAS? How can I check for these certificates? Something tells me they may already be there as they setup the ISA after for other reasons.

Thanks,
BW
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by:endital1097
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from the management shell run
get-exchangecertificate | fl

look for the certificate where services contains IIS
look at the certificatedomains for that certificate and verify that the name used is listed
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by:bwinkworth
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Ok did that. AccessRules came up with a some info below:
CertificateDomanins: <our fqdn here>
HasPrivateKey: True
IsSelfSigned: False
Issuer: <our domain controller>
NotAfter: <date>
NotBefore: <date>
PublicKeySize: 1024
RootCAType: Enterprise
SerialNumber: <long alphanumeric number here>
Services: IMAP, POP, IIS, SMTP
Status: Valid
Thumbprint: <big honkin number here>

That mean yes? :))
If I do look into the IIS there is the owa, Microsoft-Server-ActiveSync etc. Properties of each of these have 'Required SSL' checked and 'Require 128-bit SSL' checked and the Client certificates option of 'Ignore' selected.
So it seems maybe all I have to do is redirect the new appliance to Exchange. Everything seems ok.

Thanks
BW
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by:endital1097
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that is a certificate from your internal ca
look at the certificate on the web listener in isa, it should be from a 3rd party
you'll need to view the certificate and verify the names on it
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by:bwinkworth
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The certificate on the web listener is from a 3rd party. Do I then need to install this certificate on the Exchange server since ISA is going away?

Thanks
BW
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by:endital1097
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yes, you will need to install that on the exchange server
look at this article to ensure your certificate will work
http://www.experts-exchange.com/Software/Server_Software/Email_Servers/Exchange/A_3585-Exchange-Autodiscover-Service-OOF-and-OAB.html

you need to be aware of how users access exchange both internally and externally and what names should be present on the certificate
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by:pwindell
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If you Published with ISA the normal proper way the Cert would already be on the Exchange,...it would have had to be due to the fact that the ISA uses it when communicating between itself the the OWA Site (SSL Bridging).  In the normal Publishing process the Cert is put on the Exchange/OWA IIS to begin with and then exported from there as a PFX file with the Private Key,...the PFX file is then copied to the ISA machine and then imported into the Cert Store,...so therfore, it should already be on the Exchange in the Machine's Certificate Store..
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by:bwinkworth
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Thanks pwindell. So you're saying all I really have to do is direct the traffice from the firewall to Exchange as endital1097 said once ISA is gone and it should work?

Thanks,
BW
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endital1097 earned 250 total points
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NO
your comments have shown that the ISA server has a different certificate than the exchange server
if you just flip the switch your users may start getting certificate warnings and outlook anywhere may break

you need to export the certificate from the ISA server, import it onto the exchange server, and assign the services

http://technet.microsoft.com/en-us/library/bb851505(EXCHG.80).aspx
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by:bwinkworth
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Gotcha.
Thanks a million endital1097. Appreciate your help

BW
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by:pwindell
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It makes a difference if it was the same cert or not.   In a more normal situation they would be the same Cert.  I could not tell by your posts if that was true or not.  But if it is a different Cert than you have to do as enditall1097 indicates.  Sorry, I don't want to create any confusion.
 
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