Troubles pushing a route with openVPN

[Fiveohhh]

I have openVPN setup on an ubuntu server box. I can connect to this device and we can ping back and forth, but I can't get out to the LAN(192.168.101.0) that the openVPN server is attached to.

I have a line in server.conf that says
push "192.168.101.0 255.255.255.0"

when I type route on the openVPN server box, it says

Kernel IP routing table
Destination Gateway Genmask Flags Metric Ref Use Iface
10.8.0.2 * 255.255.255.255 UH 0 0 0 tun0
192.168.101.0 * 255.255.255.0 U 0 0 0 eth0
10.8.0.0 10.8.0.2 255.255.255.0 UG 0 0 0 tun0
default 192.168.101.1 0.0.0.0 UG 100 0 0 eth0

and when I type it on my windows box that is connecting to it I get

IPv4 Route Table
===========================================================================
Active Routes:
Network Destination Netmask Gateway Interface Metric
0.0.0.0 0.0.0.0 192.168.1.50 192.168.1.64 25
10.8.0.0 255.255.255.0 10.8.0.5 10.8.0.6 30
10.8.0.4 255.255.255.252 On-link 10.8.0.6 286
10.8.0.6 255.255.255.255 On-link 10.8.0.6 286
10.8.0.7 255.255.255.255 On-link 10.8.0.6 286
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
192.168.1.0 255.255.255.0 On-link 192.168.1.64 281
192.168.1.64 255.255.255.255 On-link 192.168.1.64 281
192.168.1.255 255.255.255.255 On-link 192.168.1.64 281
192.168.101.0 255.255.255.0 10.8.0.5 10.8.0.6 30
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 10.8.0.6 286
224.0.0.0 240.0.0.0 On-link 192.168.1.64 281
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 10.8.0.6 286
255.255.255.255 255.255.255.255 On-link 192.168.1.64 281
===========================================================================


Any ideas what is blocking the connection here?

 

[drebo]

What does the routing table look like on the host you're trying to connect with on the openVPN side?

If it doesn't have a route back to your remote workstation through the openVPN server, it's not going to know where to send a return packet.

 

[Fiveohhh]

Doh, that was my problem. I needed to route that subnet on the remote gateway back to the openvpn server. Thanks!