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What is 192.168.100.7?
What IP are you pinging from?
Which adapter is that subnet on?
I recommend not using Net networks in VBox unless you have no choice, it makes everything much more complex.
Steve
So your on-prem Webserver is also running as OpenVPN client which is connected to your gcloud pfSense? You are only running this one pfSense? What is your OpenVPN mode?
-Rico
pfSense should not have a LAN gateway. If you have that set on the LAN interface remove it.
Then go to System > Routing and make sure the WAN gateway is set as default.
The fact you are able to reach the webgui shows it must be working to some extent.
