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Site to site SSL VPN static route from remote site to HQ not working!

I have an issue with Static routes on Sophos. I will try to keep this as clean and easy as possible.

  • I have a site to site SSL VPN connection from 192.168.21.254 (HQ site) to 192.168.43.254 (Remote site)
  • On the HQ site i have a DHL Firewall with IP 192.168.21.253
  • All traffic going to network 165.72.239.216/29 needs to go through 192.168.21.253.
  • On the HQ site i made a static route that sends any request to network 165.72.239.216/29 on gateway 192.168.21.253 (This works fine).
  • On the Remote site i have made the same static route that sends any request to network 165.72.239.216/29 on gateway 192.168.21.253. This however does NOT work. By performing a trace route on the remote site, the traffic goes through the remote branch LAN 192.168.43.254 but cannot figure out that the next hop needs to be 192.168.21.253.

I have also tried adding the DHL networks to the SSL site to site VPN on the local networks to no avail.

Performing a trace route for 165.72.239.216 on the Remote site goes from 192.168.22.254 to the public IP of my WAN port.

Please help

 



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