I was thinking about deploying pfSense but then I realized there isn't a solid content filtering option with it. I know there are some squid addons but they seem cumbersome and not fully matured. Being able to filter based on categories is a big plus. Reading around it seems that untangle would be my best bet but the lite (free) version does not have AD integration. Not having it is not a deal breaking but again it would be nice. The content filter would be placed between the firewall and a router so thous features would not be needed.
I have a dedicated server I can run the software on.