Using the Xten X-Lite client (free) I am able to connect to a local asterisk@home server and when trying to connect to the remote server (a mirror of the local) I am unable to connect. The first server is a local lan, the remote is using microsofts pptp vpn client to connect. Looking at the diagnostics from X-Lite I see this: <begin log> SEND TIME: 341549001 SEND >> 192.168.8.151:5060 REGISTER sip:192.168.8.151 SIP/2.0 Via: SIP/2.0/UDP 192.168.8.203:5060;rport;branch=z9hG4bK3FB2D9058F8B41F79E68D710E384C12A From: timtest <sip:1111@192.168.8.151>;tag=109208562 To: timtest <sip:1111@192.168.8.151> Contact: "timtest" <sip:1111@192.168.8.203:5060> Call-ID: C99F00F557AE457D85513CC954CE72D3@192.168.8.151 CSeq: 22204 REGISTER Expires: 1800 Max-Forwards: 70 User-Agent: X-Lite release 1103m Content-Length: 0 SEND TIME: 341552005 SEND >> 192.168.8.151:5060 REGISTER sip:192.168.8.151 SIP/2.0 Via: SIP/2.0/UDP 192.168.8.203:5060;rport;branch=z9hG4bK3FB2D9058F8B41F79E68D710E384C12A From: timtest <sip:1111@192.168.8.151>;tag=109208562 To: timtest <sip:1111@192.168.8.151> Contact: "timtest" <sip:1111@192.168.8.203:5060> Call-ID: C99F00F557AE457D85513CC954CE72D3@192.168.8.151 CSeq: 22204 REGISTER Expires: 1800 Max-Forwards: 70 User-Agent: X-Lite release 1103m Content-Length: 0 SEND TIME: 341558014 SEND >> 192.168.8.151:5060 REGISTER sip:192.168.8.151 SIP/2.0 Via: SIP/2.0/UDP 192.168.8.203:5060;rport;branch=z9hG4bK3FB2D9058F8B41F79E68D710E384C12A From: timtest <sip:1111@192.168.8.151>;tag=109208562 To: timtest <sip:1111@192.168.8.151> Contact: "timtest" <sip:1111@192.168.8.203:5060> Call-ID: C99F00F557AE457D85513CC954CE72D3@192.168.8.151 CSeq: 22204 REGISTER Expires: 1800 Max-Forwards: 70 User-Agent: X-Lite release 1103m Content-Length: 0 <end log> My virtual IP (my vpn client) is 192.168.8.203 so that looks good and the remote pbx is 192.168.8.151. I have checked and rechecked the settings (extension, ips, password, display name) and certain they are correct. I don't see any activity on the asterisk console while the phone attempts to register (I get the Login Failed, Contact Network Admin). I have tried setting the Nat Firewall IP to both my virtual ip address as well as the internal ip of the vpn server, no luck. I am sure someone must have this setup in production if it is indeed possible. Any suggestions? thanks, Tim