Hi Amos, thanks for the help. If I understand you correctly this would result in a config like the one below. But how do I include a second certificate? Do I need to use a wildcard cert? I believe I can't use the https_port twice. Thanks Michael access_log /var/log/squid/access.log squid https_port 443 vhost cert=/etc/ssl/reverse_proxy/server1.mydomain.de.cert key=/etc/ssl/reverse_proxy/server1.mydomain.de.key defaultsite=server1.mydomain.de cache_peer 192.168.1.100 parent 8080 0 originserver no-query name=server1 forceddomain=server1.mydomain.de cache_peer 192.168.1.101 parent 8080 0 originserver no-query name=server2 forceddomain=server2.mydomain.de acl reverse_server1 dstdomain server1.mydomain.de acl reverse_server2 dstdomain server2.mydomain.de http_access allow reverse_server1 http_access allow reverse_server2 http_access deny all cache_peer_access server1 allow reverse_server1 cache_peer_access server1 deny all never_direct allow all