Have All Servers Accept SSL on Port 443

I posted earlier about the problem of some proxy servers attempting to inspect the content of out going HTTP traffic and dropping the connection if it encounters anything it does not understand. One example of such defective proxy server is squid/2.6.STABLE14 which causes data corruption.

I wrote a trivial proxy server to convert HTTP traffic into HTTPS to avoid interference from the proxy server on the ISP connection. The problem is that not all of our servers are configured to accept SSL connection. It should be rather simple just to enable SSL on port 443 and use any certificate such as the dummy provided with the server package, since the purpose of the certificate is not authentication but basic encryption.