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We have an IIS6 website that was previously published using an ISA 2006 SP1 standard server publishing rule. In IIS we had required a client certificate be provided before the website could be accessed... this all worked fine and dandy.

Now we wish to use a web publishing rule on ISA 2006 SP1 for this same website. However, it seems the client certificate doesn't get processed now, so of course the user can't access the website.

I've read a few articles stating the CA for the certificate needs to be installed in the trusted root certificate authorities store on the ISA Server (i have done this), as well as installing the client certificate on the ISA Server (done as well). I have also verified that the ISA Server is able to access the CRL for our CA no problem...

In the listener properties for the web publishing rule, under Authentication, and Client Authentication Method, there is an option for SSL Client Certificate Authentication... i select this, but it appears the only Authentication Validation Method selectable is Windows (Active Directory).... there is no Active Directory in this environment. When i configure the rule with the defaults, I then try to hit my website and it prompts for my certificate, i choose it and hit ok... then I'm given the following error

Error Code: 500 Internal Server Error. The server denied the specified Uniform Resource Locator (URL). Contact the server administrator. (12202)

I check the event logs on the ISA Server and in Security Logs, i see Event ID 536, Failure Aud. The reason: The NetLogon component is not active. I think this is pretty obvious since there is no active directory available.

Is there a way to make this web publishing rule work using client certificates in this workgroup environment?

Any suggestions or links to helpful documents would be greatly appreciated!

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it doesn't appear that this is supported. TMG 2010 apparently does support this sort of configuration. –  JoshODBrown Mar 16 '11 at 20:22

2 Answers 2

Sorry - with ISA-based products (including TMG 2010), this doesn't ever work in Workgroup mode. Client certificate authentication is always assumed to be performed by Active Directory - there's no IIS Client Certificate Mapper equivalent (which just does local-box trusted certs).

Perhaps you could look at using ARR (Application Request Routing) instead?

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in ISA 2006 SP1 secondary auth by a cert is supported in a workgroup:

http://blogs.technet.com/b/isablog/archive/2008/05/23/isa-server-2006-service-pack-1-features.aspx

note the caveat:

feature is limited to scenarios where client certificate authentication is used as a secondary authentication mehod with Forms-Based authentication

a assume the feature hasn't been removed in FF TMG?

(that said - much as i've tried, i've never got it to work - always get a cert revoked error)

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