Yes, eth0 is my outward facing interface.
The following is my clients IPv4 Route Table, I see that my default route ends in my actual machines gateway, which I believe is supposed to be like that right? Also of note is that there is a 10.8.0.5 address listed as the gateway for a few destinations, including another default route. This 10.8.0.5 gateway doesn't go anywhere as there is nothing listening on that address I believe.
IPv4 Route Table
===========================================================================
Active Routes:
Network Destination Netmask Gateway Interface Metric
0.0.0.0 0.0.0.0 192.168.1.1 192.168.1.6 10
0.0.0.0 128.0.0.0 10.8.0.5 10.8.0.6 20
10.8.0.0 255.255.255.0 10.8.0.5 10.8.0.6 20
10.8.0.4 255.255.255.252 On-link 10.8.0.6 276
10.8.0.6 255.255.255.255 On-link 10.8.0.6 276
10.8.0.7 255.255.255.255 On-link 10.8.0.6 276
[Servers public IP] 255.255.255.255 192.168.1.1 192.168.1.6 10
127.0.0.0 255.0.0.0 On-link 127.0.0.1 306
127.0.0.1 255.255.255.255 On-link 127.0.0.1 306
127.255.255.255 255.255.255.255 On-link 127.0.0.1 306
128.0.0.0 128.0.0.0 10.8.0.5 10.8.0.6 20
192.168.1.0 255.255.255.0 On-link 192.168.1.6 266
192.168.1.6 255.255.255.255 On-link 192.168.1.6 266
192.168.1.255 255.255.255.255 On-link 192.168.1.6 266
224.0.0.0 240.0.0.0 On-link 127.0.0.1 306
224.0.0.0 240.0.0.0 On-link 192.168.1.6 266
224.0.0.0 240.0.0.0 On-link 10.8.0.6 276
255.255.255.255 255.255.255.255 On-link 127.0.0.1 306
255.255.255.255 255.255.255.255 On-link 192.168.1.6 266
255.255.255.255 255.255.255.255 On-link 10.8.0.6 276
===========================================================================
Persistent Routes:
None
openvpn-status.log from server
OpenVPN CLIENT LIST
Updated,Sat Jan 16 18:40:58 2016
Common Name,Real Address,Bytes Received,Bytes Sent,Connected Since
ROUTING TABLE
Virtual Address,Common Name,Real Address,Last Ref
GLOBAL STATS
Max bcast/mcast queue length,0
END
Client connection log in verb3
Sat Jan 16 13:42:33 2016 OpenVPN 2.3.10 x86_64-w64-mingw32 [SSL (OpenSSL)] [LZO] [PKCS11] [IPv6] built on Jan 4 2016
Sat Jan 16 13:42:33 2016 Windows version 6.1 (Windows 7)
Sat Jan 16 13:42:33 2016 library versions: OpenSSL 1.0.1q 3 Dec 2015, LZO 2.09
Enter Management Password:
Sat Jan 16 13:42:33 2016 MANAGEMENT: TCP Socket listening on [AF_INET]127.0.0.1:25340
Sat Jan 16 13:42:33 2016 Need hold release from management interface, waiting...
Sat Jan 16 13:42:34 2016 MANAGEMENT: Client connected from [AF_INET]127.0.0.1:25340
Sat Jan 16 13:42:34 2016 MANAGEMENT: CMD 'state on'
Sat Jan 16 13:42:34 2016 MANAGEMENT: CMD 'log all on'
Sat Jan 16 13:42:34 2016 MANAGEMENT: CMD 'hold off'
Sat Jan 16 13:42:34 2016 MANAGEMENT: CMD 'hold release'
Sat Jan 16 13:42:34 2016 WARNING: No server certificate verification method has been enabled. See http://openvpn.net/howto.html#mitm for more info.
Sat Jan 16 13:42:34 2016 Socket Buffers: R=[8192->8192] S=[8192->8192]
Sat Jan 16 13:42:34 2016 UDPv4 link local: [undef]
Sat Jan 16 13:42:34 2016 UDPv4 link remote: [AF_INET][Server's public IP]:50056
Sat Jan 16 13:42:34 2016 MANAGEMENT: >STATE:1452969754,WAIT,,,
Sat Jan 16 13:42:34 2016 MANAGEMENT: >STATE:1452969754,AUTH,,,
Sat Jan 16 13:42:34 2016 TLS: Initial packet from [AF_INET][Server's public IP]:50056, sid=eeb2deb8 7210640e
Sat Jan 16 13:42:34 2016 VERIFY OK: depth=1, C=US, ST=MD, L=Baltimore, O=NotWizards, OU=NotWizards.space, CN=notwizards.space, name=server, emailAddress=admin@notwizards.space
Sat Jan 16 13:42:34 2016 VERIFY OK: depth=0, C=US, ST=MD, L=Baltimore, O=NotWizards, OU=NotWizards.space, CN=notwizards.space, name=server, emailAddress=admin@notwizards.space
Sat Jan 16 13:42:34 2016 Data Channel Encrypt: Cipher 'BF-CBC' initialized with 128 bit key
Sat Jan 16 13:42:34 2016 Data Channel Encrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Sat Jan 16 13:42:34 2016 Data Channel Decrypt: Cipher 'BF-CBC' initialized with 128 bit key
Sat Jan 16 13:42:34 2016 Data Channel Decrypt: Using 160 bit message hash 'SHA1' for HMAC authentication
Sat Jan 16 13:42:34 2016 Control Channel: TLSv1.2, cipher TLSv1/SSLv3 DHE-RSA-AES256-GCM-SHA384, 2048 bit RSA
Sat Jan 16 13:42:34 2016 [notwizards.space] Peer Connection Initiated with [AF_INET]45.63.70.25:50056
Sat Jan 16 13:42:35 2016 MANAGEMENT: >STATE:1452969755,GET_CONFIG,,,
Sat Jan 16 13:42:36 2016 SENT CONTROL [notwizards.space]: 'PUSH_REQUEST' (status=1)
Sat Jan 16 13:42:36 2016 PUSH: Received control message: 'PUSH_REPLY,redirect-gateway def1,dhcp-option DNS 8.8.8.8,dhcp-option DNS 8.8.4.4,route 10.8.0.0 255.255.255.0,topology net30,ping 10,ping-restart 120,ifconfig 10.8.0.6 10.8.0.5'
Sat Jan 16 13:42:36 2016 OPTIONS IMPORT: timers and/or timeouts modified
Sat Jan 16 13:42:36 2016 OPTIONS IMPORT: --ifconfig/up options modified
Sat Jan 16 13:42:36 2016 OPTIONS IMPORT: route options modified
Sat Jan 16 13:42:36 2016 OPTIONS IMPORT: --ip-win32 and/or --dhcp-option options modified
Sat Jan 16 13:42:36 2016 ROUTE_GATEWAY 192.168.1.1/255.255.255.0 I=10 HWADDR=00:26:18:35:fd:aa
Sat Jan 16 13:42:36 2016 do_ifconfig, tt->ipv6=0, tt->did_ifconfig_ipv6_setup=0
Sat Jan 16 13:42:36 2016 MANAGEMENT: >STATE:1452969756,ASSIGN_IP,,10.8.0.6,
Sat Jan 16 13:42:36 2016 open_tun, tt->ipv6=0
Sat Jan 16 13:42:36 2016 TAP-WIN32 device [Local Area Connection 2] opened: \\.\Global\{F6744CD0-6840-4ACB-AF2F-C5B555ABC879}.tap
Sat Jan 16 13:42:36 2016 TAP-Windows Driver Version 9.21
Sat Jan 16 13:42:36 2016 Notified TAP-Windows driver to set a DHCP IP/netmask of 10.8.0.6/255.255.255.252 on interface {F6744CD0-6840-4ACB-AF2F-C5B555ABC879} [DHCP-serv: 10.8.0.5, lease-time: 31536000]
Sat Jan 16 13:42:36 2016 Successful ARP Flush on interface [23] {F6744CD0-6840-4ACB-AF2F-C5B555ABC879}
Sat Jan 16 13:42:41 2016 TEST ROUTES: 2/2 succeeded len=1 ret=1 a=0 u/d=up
Sat Jan 16 13:42:41 2016 C:\Windows\system32\route.exe ADD 45.63.70.25 MASK 255.255.255.255 192.168.1.1
Sat Jan 16 13:42:41 2016 ROUTE: CreateIpForwardEntry succeeded with dwForwardMetric1=10 and dwForwardType=4
Sat Jan 16 13:42:41 2016 Route addition via IPAPI succeeded [adaptive]
Sat Jan 16 13:42:41 2016 C:\Windows\system32\route.exe ADD 0.0.0.0 MASK 128.0.0.0 10.8.0.5
Sat Jan 16 13:42:41 2016 ROUTE: CreateIpForwardEntry succeeded with dwForwardMetric1=20 and dwForwardType=4
Sat Jan 16 13:42:41 2016 Route addition via IPAPI succeeded [adaptive]
Sat Jan 16 13:42:41 2016 C:\Windows\system32\route.exe ADD 128.0.0.0 MASK 128.0.0.0 10.8.0.5
Sat Jan 16 13:42:41 2016 ROUTE: CreateIpForwardEntry succeeded with dwForwardMetric1=20 and dwForwardType=4
Sat Jan 16 13:42:41 2016 Route addition via IPAPI succeeded [adaptive]
Sat Jan 16 13:42:41 2016 MANAGEMENT: >STATE:1452969761,ADD_ROUTES,,,
Sat Jan 16 13:42:41 2016 C:\Windows\system32\route.exe ADD 10.8.0.0 MASK 255.255.255.0 10.8.0.5
Sat Jan 16 13:42:41 2016 ROUTE: CreateIpForwardEntry succeeded with dwForwardMetric1=20 and dwForwardType=4
Sat Jan 16 13:42:41 2016 Route addition via IPAPI succeeded [adaptive]
Sat Jan 16 13:42:41 2016 Initialization Sequence Completed
Sat Jan 16 13:42:41 2016 MANAGEMENT: >STATE:1452969761,CONNECTED,SUCCESS,10.8.0.6,45.63.70.25