I haven't tried this and am wondering if it is possible to obfuscate my location further by using a VPN on my Win10 install and then opening a VM such as Ubuntu or Win7 and then run a VPN in that. I'd use the same provider but different locations. Thanks
If they already know who you are (if you pay them they do) then there is really no point, is there?
To an outside observer your VPN traffic is unintelligible either way.