Thanks but that didn’t resolve. I can run the ‘test’ in the gateway settings which is sucessful. I can run MSN client through the same proxy server successfully. The openfire server has unrestricted access to the internet via the proxy server.
This is the debug log. I’ve replaced my MSN login with mymsnlogin@hotmail.com
2008.08.06 09:53:23 session 31 received message CVR 2 8.1.0178 8.1.0178 8.1.0178 http://msgruser.dlservice.microsoft.com/download/5/6/4/5646481F-33EF-4B08-AF00-4 904F7677B89/EN/Install_WLMessenger.exe http://get.live.com
2008.08.06 09:53:23 MSN: Session messageReceived for mymsnlogin@hotmail.com : CVR 2 8.1.0178 8.1.0178 8.1.0178 http://msgruser.dlservice.microsoft.com/download/5/6/4/5646481F-33EF-4B08-AF00-4 904F7677B89/EN/Install_WLMessenger.exe http://get.live.com
2008.08.06 09:53:23 session 31 received message XFR 3 NS 207.46.106.34:1863 0 65.54.239.21:1863
2008.08.06 09:53:23 session 31 closed
2008.08.06 09:53:23 MSN: Session closed for mymsnlogin@hotmail.com
2008.08.06 09:53:23 MSN: Session messageReceived for mymsnlogin@hotmail.com : XFR 3 NS 207.46.106.34:1863 0 65.54.239.21:1863
2008.08.06 09:53:23 session 32 established
2008.08.06 09:53:23 MSN: Session established for mymsnlogin@hotmail.com
2008.08.06 09:53:23 session 32 sent message VER 1 MSNP11 CVR0
2008.08.06 09:53:23 MSN: Session messageSent for mymsnlogin@hotmail.com : VER 1 MSNP11 CVR0
2008.08.06 09:53:23 session 32 sent message CVR 2 0x0409 winnt 5.1 i386 MSNMSGR 8.1.0178 MSMSGS mymsnlogin@hotmail.com
2008.08.06 09:53:23 MSN: Session messageSent for mymsnlogin@hotmail.com : CVR 2 0x0409 winnt 5.1 i386 MSNMSGR 8.1.0178 MSMSGS mymsnlogin@hotmail.com
2008.08.06 09:53:23 session 32 sent message USR 3 TWN I mymsnlogin@hotmail.com
2008.08.06 09:53:23 MSN: Session messageSent for mymsnlogin@hotmail.com : USR 3 TWN I mymsnlogin@hotmail.com
2008.08.06 09:53:23 session 32 received message VER 1 MSNP11
2008.08.06 09:53:23 MSN: Session messageReceived for mymsnlogin@hotmail.com : VER 1 MSNP11
2008.08.06 09:53:24 session 32 received message CVR 2 8.1.0178 8.1.0178 8.1.0178 http://msgruser.dlservice.microsoft.com/download/5/6/4/5646481F-33EF-4B08-AF00-4 904F7677B89/EN/Install_WLMessenger.exe http://get.live.com
2008.08.06 09:53:24 MSN: Session messageReceived for mymsnlogin@hotmail.com : CVR 2 8.1.0178 8.1.0178 8.1.0178 http://msgruser.dlservice.microsoft.com/download/5/6/4/5646481F-33EF-4B08-AF00-4 904F7677B89/EN/Install_WLMessenger.exe http://get.live.com
2008.08.06 09:53:24 session 32 received message USR 3 TWN S ct=1218013658,rver=5.5.4177.0,wp=FS_40SEC_0_COMPACT,lc=1033,id=507,ru=http:%2F% 2Fmessenger.msn.com,tw=0,kpp=1,kv=4,ver=2.1.6000.1,rn=1lgjBfIL,tpf=b0735e3a873df b5e75054465196398e0
2008.08.06 09:53:24 MSN: Session messageReceived for mymsnlogin@hotmail.com : USR 3 TWN S ct=1218013658,rver=5.5.4177.0,wp=FS_40SEC_0_COMPACT,lc=1033,id=507,ru=http:%2F% 2Fmessenger.msn.com,tw=0,kpp=1,kv=4,ver=2.1.6000.1,rn=1lgjBfIL,tpf=b0735e3a873df b5e75054465196398e0
2008.08.06 09:53:24 MSN: Exception occurred for mymsnlogin@hotmail.com : javax.net.ssl.SSLHandshakeException: Remote host closed connection during handshake
2008.08.06 09:53:24 MSN: IO error: javax.net.ssl.SSLHandshakeException: Remote host closed connection during handshake
2008.08.06 09:53:24 Disconnecting session myname@myopenfireserver from msn.myopenfireserver
2008.08.06 09:53:24 session 32 closed
2008.08.06 09:53:24 msn: Sending packet:
2008.08.06 09:53:24 msn: Sending packet: You were disconnected from the MSN service.