Probably ways but if you have it working in pfsense probably not worth spending the time to try Sophos. Not a very common use case though.Yes but on top of using pfsense as an OpenVPN server I also use it as a VPN client to Private Internet Access. I have three concurrent client connections that I've then created a Gateway group out of. I then have firewall rules that send all traffic to and from an alias list of IPs through that gateway. I don't believe I can replicate this setup on any Sophos firewall.