Hi, anksoWX. HAProxy now supports SSL termination as well. I cannot say anything about your topology, but the same can be achieved in a better way by installing HAProxy on pfSense inside a FreeBSD jail. You can check out the link below If you are strugging with pfSense packages for HAProxy. I have documented the whole thing here.
Installing HAProxy on pfSense I am also running this setup on a pfSense VM. Thanks, Dinesh Sharma --- posted at http://www.serverphorums.com http://www.serverphorums.com/read.php?10,552462,698299#msg-698299