Static route through a server's 'external' network card to its internal card

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I have two Win2003 servers in two separate locations, connected by VPN over two Draytek 2800's. SageServer has a single network card, and MailServer has two. I can create a static route from MailServer to SageServer no problem, but also need a route going the opposite direction. This has me stumped presumably because the route going into MailServer has to go through two network cards. Help would be much appreciated.

For MailServer to access SageServer I created a static route in RRAS within MailServer. For the opposite direction, do I have to add one in RRAS and another one in one of the Drayteks?
Here is my network layout:

1. SageServer (192.168.1.100) -> 2. Draytek (192.168.1.254) -> 3. Internet -> 4. Draytek (192.168.10.1) -> 5. External network card (192.168.10.2) - 6. MailServer/Internal network card (192.168.11.1)

Note that SageServer can ping the external IP of MailServer (192.168.10.2) but not its internal card which is what I need (11.1). In the Draytek at 4. I have added a route to 192.168.11.0 via 192.168.10.2. What else am I missing?
 
There's no routing from 192.168.10.2 to 192.168.11.1 from what i can see... so pings will never reach 11.1.

Can any device on the 10.X network ping one on the 11.X network?

Also, why does Sageserver have to be able to contact the 11.1 interface?
 
I've been hanging on for a reply to this and I didn't get email notification of your reply :confused:
Sageserver needs to be able to go 'back up' the route because it has just become a requirement for people to print back from Sageserver's office to the other office for despatch notes etc.

The only device connected on the 192.168.10.x subnet is the Draytek at 4, so I ran the ping diagnostic on it. It's possible for it to ping devices on the 192.168.1.x subnet which is to be expected, but I can't ping the 11.x subnet as you said, oddjob62; nor can I ping the server's external network card (10.2 which is strange - it's on the same subnet?)

"no routing from 192.168.10.2 to 192.168.11.1 " - where would I add this at - one of the Drayteks, or in RRAS within one of the servers? As per my first post I added a static route at Draytek 4: Destination 192.168.11.0, subnet 255.255.255.0, gateway 192.168.10.2 - is this correct?
 
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