Are other SSL sites working for you? To my knowledge, you cannot proxy SSL connections through a transparent HTTP proxy at all -- you need to permit (not redirect) TCP/443 sessions outbound via your packet filter or a TCP "plug proxy" when deploying squid in transparent mode (One of many reasons I do not use transparent mode proxy). When using an explicit proxy (client is configured or autoconfigured to know that it needs to go to your squid service to proxy requests out) it is possible to proxy outbound HTTP/HTTPS/FTP sessions via Squid because the client is aware that there is a proxy. In any case, the SSL content cannot be cached, so the only advantages of routing the HTTPS traffic through squid are unified logging and access control. Kevin Kadow