I don't think this is possible, because TOR uses the internet connection of your pc, so if you connect to a VPN, the traffic goes to the VPN first and then to the TOR network.
According to some People from pp ( Frank) itself it's possible cause they have tried this in the past the only bottleneck is the weak connection if you connect with tor first.
But generally it seems it'll work in some way.
My assumption is to set this in the proxy settings in some way but it's just an idea and i dont know if its the right approach to do this.
Oh my bad. The TOR bundle sets up a local proxy (https://www.deepdotweb.com/2014/05/23/use-tor-socks5-proxy/, but choose HTTP instead of SOCKS5).
In the VPN Manager (on Windows), there is an option to connect using a HTTP proxy (im using linux so I can't tell you where exactly)
That should work.
It seems that we have to take the silver bullet in this context ( vpn -- tor -- internet)
which is of course also a good deal cause the second layer of ownership prevents you also from an correlation attack.
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