@stephenw10 said in Route pfsense itself over VPN.:
Hmm, well it sure seems like it's set to serial as primary console from what you're seeing. But as I say you should be able to see which is set at the vga console.
Success !!!
I made the mistake when creating a static route by typing ip address of openvpn server and then selecting the subnet. Selecting the subnet was a mistake that caused pfsense to be stuck at boot. I created new static route by typing the openvpn server address, chose the appropriate WAN and saved the setting. After reboot, pfsense booted just fine. I created additional static routes for the remaining vpn clients and everything just worked. Rebooted once again, no issues. Then i selected openvpn client as a default gateway and that was it.
All tailscale clients are now going through vpn, and all vpn clients connect without any issues after reboot.
Thank you very much Stephen. All this would not be possible without your help. Im marking this thread as resolved.
Cheers.