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SSL doesn't works through proxy!

Nov 21 06 12:39 am

W2K3 Server SP1, WG 6.1.4 1099
Everything good, NAT+ transparent proxy (80, 443), http works good, but https doesn't work, pages doesn't open! In history window I see only: https:// (nothing)

When I stopped interceting packets to port 443, everything works good by NAT!

How can I fix this problem?

Re: SSL doesn't works through proxy!

Nov 21 06 2:47 pm

Hi,

I wonder if port 443 is enabled in the WWW Proxy under the HTTPS option.

Let me know if this fixes the error!

Nov 21 06 5:58 pm

You should never try and transparently intercept port 443.

It will simply break it.

Since HTTPS uses SSL connections, which negotiate encrypted connections, intercepting it would need to intercept it to a service that is set up for SSL. However this then breaks various things - it amounts to a man-in-the-middle attack, it will break client certificates if used, it breaks the server certificate that the client browser sees etc.

This is quite differnet to using the WWW proxy as a proxy for HTTPS however. You just can't do it with intercepting.

Adrien
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