I guess Pound will be able to find the proper certificate (due to the
SNI functionality) and afterwards it will send the traffic to the proper
back-end server by means of the "HeadRequire" directive.  Is that all
there's to it?

I haven't yet tried it, but my understanding is that it ought to work as you described. Try it and report back. :)

Regards,
--
Dave Steinberg
http://www.geekisp.com/
http://www.steinbergcomputing.com/
http://www.redterror.net/

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