I'm trying to figure out if this is a nat problem. I have a private network behind a freebsd nat box. The * server is on a static nat, with a private ip of 10.139.10.165. I'm connecting with sjphone as the client from 10.139.10.159. I am calling out using simpletelecom. When connecting directly to simpletelecom using sjphone everything works fine. When I go through * I get disconnected after about 20 seconds. I cannot seem to get my settings correct, and I don't understand the debug logs enough to know what's happening. What I would like to know is what is going on with the following snippet of the debug log. Why is * looking for an extension 10.139.10.165? The only place that string is configured is in the proxy domain in sjphone. sip.conf and extensions.conf are at the bottom. I can post more debug logs or configs if needed. Chris ------------------------------------------------------ 14 headers, 10 lines Found RTP audio format 3 Found RTP audio format 101 Peer audio RTP is at port 8.3.40.113:17398 Found description format GSM Found description format telephone-event Capabilities: us - 0x8000e (gsm|ulaw|alaw|h263), peer - audio=0x2 (gsm)/video=0x0 (nothing), combined - 0x2 (gsm) Non-codec capabilities: us - 0x1 (g723), peer - 0x1 (g723), combined - 0x1 (g723) set_destination: Parsing <sip:18006957623@63.218.92.199;ftag=as6987e0c2;lr> for address/port to send to set_destination: set destination to 63.218.92.199, port 5060 Transmitting: ACK sip:18006957623@sip.simpletelecom.com SIP/2.0 Via: SIP/2.0/UDP 10.139.10.165:5060;branch=z9hG4bK30f501e4 Route: <sip:18006957623@8.3.40.113:5060> From: "chris2034" <sip:asterisk@10.139.10.165>;tag=as6987e0c2 To: <sip:18006957623@sip.simpletelecom.com>;tag=12E96748-1828 Contact: <sip:2218006957623@10.139.10.165> Call-ID: 06e5f86f2c926b3d394fc3d978176a37@10.139.10.165 CSeq: 103 ACK User-Agent: Asterisk PBX Content-Length: 0 (no NAT) to 63.218.92.199:5060 Sip read: OPTIONS sip:10.139.10.165 SIP/2.0 Content-Length: 0 Call-ID: F0620F41-79FA-4917-AE8A-9A3D36589F7C@10.139.10.159 From: <sip:chris@10.139.10.165>;tag=1589539025512 CSeq: 25 OPTIONS Max-Forwards: 70 To: <sip:10.139.10.165> Via: SIP/2.0/UDP 10.139.10.159;rport;branch=z9hG4bK0a8b0a9f0131c9b1424093c4000078380000008b 8 headers, 0 lines Looking for 10.139.10.165 in local Transmitting (no NAT): SIP/2.0 404 Not Found Via: SIP/2.0/UDP 10.139.10.159;branch=z9hG4bK0a8b0a9f0131c9b1424093c4000078380000008b From: <sip:chris@10.139.10.165>;tag=1589539025512 To: <sip:10.139.10.165>;tag=as1788bc7c Call-ID: F0620F41-79FA-4917-AE8A-9A3D36589F7C@10.139.10.159 CSeq: 25 OPTIONS User-Agent: Asterisk PBX Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER Contact: <sip:10.139.10.165> Accept: application/sdp Content-Length: 0 to 10.139.10.159:5060 Destroying call 'F0620F41-79FA-4917-AE8A-9A3D36589F7C@10.139.10.159' sip.conf: [general] context=local ; Default context for incoming calls port=5060 ; UDP Port to bind to (SIP standard port is 5060) bindaddr=0.0.0.0 ; IP address to bind to (0.0.0.0 binds to all) srvlookup=yes ; Enable DNS SRV lookups on outbound calls register => XXXXXXX:XXXXXXX:XXXXXXX@sip.simpletelecom.com/chris2034 [simpleconnect-sip] type=peer nat=no realm=simpletelecom.com host=sip.simpletelecom.com username=XXXXXXX secret=XXXXXXX dtmfmode=rfc2833 [simpletelecom-incoming] type=peer context=local host=sip.simpletelecom.com [chris] nat=yes context=local type=friend host=dynamic dtmfmode=rfc2833 username=chris secret=XXXXXXX canreinvite=no reinvite=no callerid="Chris" <6000> disallow=all allow=gsm allow=ulaw extensions.conf [simpleconnect] exten => _22.,1,SetCallerID("XXXXXXX",<Chris>,a) exten => _22.,2,Dial(SIP/${EXTEN:2}@simpleconnect-sip,30,r) exten => _22.,3,Hangup() [local] include=>simpleconnect [default] include = >local