Hi Guy, We want to be a man-in-the middle but we want to get the approval from clients/end-users out of band by accepting the terms and conditions. The self signed certificates is sort of ok with browsers. But many other applications like dropbox sync, AV dat update, vpn , etc fail because of the untrusted certificate. On top of it we have some headless devices in our network as well. Since we anyway have this information in our terms and conditions we would like to move to a trusted chain so that all the applications work as expected.. Gentlemen, I see some users have already asked help/reported bug about the same thing like, http://www.squid-cache.org/mail-archive/squid-users/201112/0197.html. I also see that changes have been done in squid to support this behavior as well. http://www.squid-cache.org/mail-archive/squid-dev/201110/0207.html I followed the steps from this thread for configuration and I still dont see the chain information sent to the clients. http://www.squid-cache.org/mail-archive/squid-users/201109/0037.html So has the behavior of squid changed in recent times? Or am I missing something in my configuration. How to make squid send the entire certificate chain to clients? Please help. Regards, Prasanna