I'm configuring a DMZ which has the following Scheme: Internet - Server A - Security Appliance - Server B - Intranet In this DMZ I need a Proxy server for http(s) connections from the Intranet to Internet. The Problem is, that all Traffic should be scanned by the Security Appliance. For this I have to terminate the SSL Connection at Server B, proxy it as plain http to Server A through the Security Appliance and then further as https into the Internet. An encryption is then persistent between the Client and Server B and the Target Server and Server A. The communication between Server A and Server B is unencrypted. I know about the security risks and that the client will see some warning about the unknown CA of Server B's certificate. As Software I want to use Apache Web Servers on Server A and Server B. As first step I tried to configure Server B that it serves as endpoint for the SSL Encryption. So it has to establish the encryption with the client (answering HTTP CONNECT). Listen 8443 <VirtualHost *:8443> ProxyRequests On ProxyPreserveHost On AllowCONNECT 443 # SSL ErrorLog logs/ssl_error_log TransferLog logs/ssl_access_log LogLevel debug SSLProxyEngine on SSLProxyMachineCertificateFile /etc/pki/tls/certs/localhost_private_public.crt <Proxy *> Order deny,allow Deny from all Allow from 192.168.0.0/22 </Proxy> </VirtualHost> With this Proxy only the CONNECT request is passed through and an encrypted Connection between the client and the target is established. Unfortunately there is no possibility to configure mod_proxy_connect to decrypt the SSL connection. Is there any possibility to accomplish that kind of proxying with Apache?