Hey, if  you are using the L2TP/IPsec client VPN ( NOT the anyconnect variant ) then all routing is done on the client. So if you have made the VPN split tunnel then you will need to add the routes to the client. If you are using full tunnel, then it should already work provided you have no firewall rules blocking this traffic.   In case of windows 10 client VPN you can add conditional routes using powershell that only work when the VPN is up. New-VpnConnectionRoute -Connectionname "yourVPNname" -DestinationPrefix "192.168.100.0/23" ... View more