Based on more general experience - sorry, no specific Squid expertise to help - that line stood out to me. The cert entry should reference a .cer/crt file (in PEM format). The use of a CSR is wrong. --bill > On Oct 17, 2013, at 9:25 AM, Larry Zhao <thehiddendepth@xxxxxxxxx> wrote: > > Hi, Bill Thanks a lot for helping. > > if what you mean is here: http_port 443 transparent > cert=/home/larry/ssl/server.csr key=/home/larry/ssl/server.key > > Yes I am sure that's a csr file at that location. > -- > > Cheers ~ > > Larry > > >> On Fri, Oct 18, 2013 at 12:00 AM, Bill Houle <bill.houle@xxxxxxxxx> wrote: >> Did you really point the Cert to the CSR (CertReq file), or is that a typo? >> >> --bill >> >> >> >> >>> On Oct 17, 2013, at 8:45 AM, Larry Zhao <thehiddendepth@xxxxxxxxx> wrote: >>> >>> Hi, Guys, >>> >>> >>> I am trying to setup a SSL proxy for one of my internal servers to >>> visit `https://www.googleapis.com` using Squid, to make my Rails >>> application on that server to reach `googleapis.com` via the proxy. >>> >>> >>> I am new to this, so my approach is to setup a SSL transparent proxy >>> with Squid. I build `Squid 3.3` on Ubuntu 12.04, generated a pair of >>> ssl key and crt, and configure squid like this: >>> >>> >>> http_port 443 transparent cert=/home/larry/ssl/server.csr >>> key=/home/larry/ssl/server.key >>> >>> >>> And leaves almost all other configurations default. The authorization >>> of the dir that holds key/crt is `drwxrwxr-x 2 proxy proxy 4096 >>> Oct 17 15:45 ssl` >>> >>> >>> Back on my dev laptop, I put `<proxy-server-ip> www.googleapis.com` in >>> my `/etc/hosts` to make the call goes to my proxy server. >>> >>> >>> But when I try it in my rails application, I got: >>> >>> >>> SSL_connect returned=1 errno=0 state=SSLv2/v3 read server hello A: >>> unknown protocol >>> >>> >>> And I also tried with openssl in cli: >>> >>> >>> openssl s_client -state -nbio -connect www.googleapis.com:443 2>&1 >>> | grep "^SSL" >>> >>> SSL_connect:before/connect initialization >>> >>> SSL_connect:SSLv2/v3 write client hello A >>> >>> SSL_connect:error in SSLv2/v3 read server hello A >>> >>> SSL_connect:error in SSLv2/v3 read server hello A >>> >>> >>> >>> Where did I do wrong? >>> >>> -- >>> >>> Cheers ~ >>> >>> Larry