Can IIS (Ideally Azure) do SSL Proxying?

Posted by Acoustic on Server Fault See other posts from Server Fault or by Acoustic
Published on 2011-11-20T14:12:33Z Indexed on 2011/11/21 1:54 UTC
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My team has been asked to add a new feature to a project we're working on, and none of can find authoritative details on whether it's possible with Windows/IIS.

The short of it is that we're hoping to have customers update their DNS with a CNAME record to point their website to our server instead of theirs (they why's are trivial - it's what the app does on behalf of your site).

We're using a reverse proxy with several custom modules to serve particular content from the original servers. So far everything works perfectly until we encounter SSL.

Is there a way to have IIS serve up an SSL certificate from another server? In other words, is there a way to be a trusted man in the middle?

I'm hoping that's possible so that we don't have to require all our clients to re-issue their SSL certs. Frankly, we don't want to have to manage hundreds of certs. I'd also like to avoid a UCC situation if there's a way to because it seems to require re-creating the cert each time a client is added.

So, any pointers on proxying/hosting SSL (or even dynamic SSL hosting like http://www.globalsign.com/cloud/) would be appreciated.

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