jeffsf
2
Let’s say that your VPN end points are 198.51.100.150 (on your AR150) and 192.0.2.102 (in the cloud). Further, your internal net is 10.0.0.0/24. To scan the 10.0.0.0 net from the cloud instance, it needs a route to the internal net, and that internal net needs a route back to the instance itself. I’d bet that one or the both of those routes are missing. (Running your pen-test tooling on the network itself is also an option.)