> I doubt it, why would the SSL cause problems unless you denied clients
> authentication, but why would you deny access to your own clients?!?

You probably don't have the ability to sign valid certificates for 
update.microsoft.com.  Since you're redirecting SSL traffic bound for that 
destination, instead of telling the application to talk to the right server, 
the common name is going to be wrong, and the SSL handshake will fail.

Nathan


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