I have just configured an OpenVPN server but have not yet set up traffic tunnelling for internet > server > client operation. Can't describe exactly whats going on so i've posted the log spat out of tunnelblick. If you guys need anything else to help diagnose the problem I will gladly provide. To be honest i'n not 100% sure what i'm doing and it is my first time at configuring an OpenVPN server and have no prior knowledge but I think I have it 95% correct.
I appreciate you guys helping me out 🙂
2012-10-20 22:40:40 *Tunnelblick: OS X 10.6.8; Tunnelblick 3.2.8 (build 2891.3099)
2012-10-20 22:40:40 *Tunnelblick: Attempting connection with client1; Set nameserver = 1; monitoring connection
2012-10-20 22:40:40 *Tunnelblick: /Applications/Tunnelblick.app/Contents/Resources/openvpnstart start client1.conf 1337 1 0 0 0 49 -atDASNGWrdasngw
2012-10-20 22:40:40 OpenVPN 2.2.1 i386-apple-darwin10.8.0 [SSL] [LZO2] [PKCS11] [eurephia] built on Aug 10 2012
2012-10-20 22:40:40 MANAGEMENT: TCP Socket listening on 127.0.0.1:1337
2012-10-20 22:40:40 Need hold release from management interface, waiting...
2012-10-20 22:40:40 *Tunnelblick: openvpnstart: /Applications/Tunnelblick.app/Contents/Resources/openvpn/openvpn-2.2.1/openvpn --cd /Users/charliemackintosh/Library/Application Support/Tunnelblick/Configurations --daemon --management 127.0.0.1 1337 --config /Users/charliemackintosh/Library/Application Support/Tunnelblick/Configurations/client1.conf --log /Library/Application Support/Tunnelblick/Logs/-SUsers-SX-SLibrary-SApplication Support-STunnelblick-SConfigurations-Sclient1.conf.1_0_0_0_49.1337.openvpn.log --management-query-passwords --management-hold --script-security 2 --up /Applications/Tunnelblick.app/Contents/Resources/client.up.tunnelblick.sh -m -w -d -atDASNGWrdasngw --down /Applications/Tunnelblick.app/Contents/Resources/client.down.tunnelblick.sh -m -w -d -atDASNGWrdasngw --up-restart
2012-10-20 22:40:41 *Tunnelblick: openvpnstart message: Loading tun.kext
2012-10-20 22:40:41 *Tunnelblick: Established communication with OpenVPN
2012-10-20 22:40:41 MANAGEMENT: Client connected from 127.0.0.1:1337
2012-10-20 22:40:41 MANAGEMENT: CMD 'pid'
2012-10-20 22:40:41 MANAGEMENT: CMD 'state on'
2012-10-20 22:40:41 MANAGEMENT: CMD 'state'
2012-10-20 22:40:41 MANAGEMENT: CMD 'hold release'
2012-10-20 22:40:41 NOTE: the current --script-security setting may allow this configuration to call user-defined scripts
2012-10-20 22:40:41 LZO compression initialized
2012-10-20 22:40:41 Control Channel MTU parms [ L:1542 D:138 EF:38 EB:0 ET:0 EL:0 ]
2012-10-20 22:40:41 Socket Buffers: R=[42080->65536] S=[9216->65536]
2012-10-20 22:40:41 Data Channel MTU parms [ L:1542 D:1450 EF:42 EB:135 ET:0 EL:0 AF:3/1 ]
2012-10-20 22:40:41 Local Options hash (VER=V4): '41690919'
2012-10-20 22:40:41 Expected Remote Options hash (VER=V4): '530fdded'
2012-10-20 22:40:41 UDPv4 link local: [undef]
2012-10-20 22:40:41 UDPv4 link remote: 176.9.244.136:1194
2012-10-20 22:40:41 MANAGEMENT: >STATE:1350769241,WAIT,,,
2012-10-20 22:40:41 MANAGEMENT: >STATE:1350769241,AUTH,,,
2012-10-20 22:40:41 TLS: Initial packet from XXX.XXX.XXX.XXX:1194, sid=438dea4c 365f1923
2012-10-20 22:40:41 VERIFY ERROR: depth=1, error=self signed certificate in certificate chain: /C=UK/ST=WY/L=Leeds/O=l33tphreak/CN=l33tphreak_CA/emailAddress=admin@l33tphreak.co.uk
2012-10-20 22:40:41 TLS_ERROR: BIO read tls_read_plaintext error: error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed
2012-10-20 22:40:41 TLS Error: TLS object -> incoming plaintext read error
2012-10-20 22:40:41 TLS Error: TLS handshake failed
2012-10-20 22:40:41 TCP/UDP: Closing socket
2012-10-20 22:40:41 SIGUSR1[soft,tls-error] received, process restarting
2012-10-20 22:40:41 MANAGEMENT: >STATE:1350769241,RECONNECTING,tls-error,,
2012-10-20 22:40:41 MANAGEMENT: CMD 'hold release'