Hello, Iam still having issues with SSLBump .. apparently iam now getting this error when I visit an https site with my browser explicity configured to use the https_port . 2010/02/16 14:31:14| clientNegotiateSSL: Error negotiating SSL connection on FD 8: error:1407609B:SSL routines:SSL23_GET_CLIENT_HELLO:https proxy request (1/-1) Below is my sanitized config. acl manager proto cache_object acl localhost src 127.0.0.1/32 acl localhost src ::1/128 acl to_localhost dst 127.0.0.0/8 0.0.0.0/32 acl to_localhost dst ::1/128 acl localnet src 10.0.0.0/8 # RFC1918 possible internal network acl localnet src 172.16.0.0/12 # RFC1918 possible internal network acl localnet src 192.168.0.0/16 # RFC1918 possible internal network acl localnet src fc00::/7 # RFC 4193 local private network range acl localnet src fe80::/10 # RFC 4291 link-local (directly plugged) machines acl SSL_ports port 443 acl Safe_ports port 80 # http acl Safe_ports port 443 # https acl CONNECT method CONNECT http_access allow manager localhost http_access deny manager http_access deny !Safe_ports http_access deny CONNECT !SSL_ports http_access allow localnet http_access allow localhost http_access deny all http_port 3128 https_port 3129 sslBump cert=/usr/local/squid/etc/server.crt key=/usr/local/squid/etc/server.key always_direct allow all visible_hostname proxy1.komatsu.ca unique_hostname proxy1.komatsu.ca hierarchy_stoplist cgi-bin ? coredump_dir /usr/local/squid/var/cache refresh_pattern ^ftp: 1440 20% 10080 refresh_pattern ^gopher: 1440 0% 1440 refresh_pattern -i (/cgi-bin/|\?) 0 0% 0 refresh_pattern . 0 20% 4320 Notice i didnt use transparent, because I wanted to test it first without doing it transparent. I used this to generate the crt and key: openssl genrsa -out server.key 1024 openssl req -new -key server.key -out /tmp/server.csr openssl x509 -req -days 1825 -in /tmp/server.csr -signkey server.key -out server.crt Also.. in regards to the transparent option.. Is it ok if I redirect port 443 and 80 from the NAT box to another box on the network via iptables? Or should both squid and the NAT gateway be in the same network? Thanks Andres