Networking – Using VPN and Proxy at the same time

encryptionnetworkingPROXYvpn

If I have one program run through a proxy then turn on my vpn, will the vpn "override" the proxy?
The case is, I want all my traffic to be encrypted over the vpn but I want the speed of the proxy in this one program and still be encrypted by the vpn, is this possible? Can I run this one program through the proxy and still have the traffic encrypted through the vpn at the same time or will the program using the proxy be unencrypted?

Second question, any good program I can use to analyze my network traffic so I can test this myself?

Best Answer

Anyone saying you can't is misinformed. You can do it.

I run a proxy and a VPN both at home. I actually run two VPNs and a proxy all at the same time.

The proxy creates a routing table that allows me to connect to my home network. I can be outside of my 192.168.2.x network and navigate through the browser to my home servers. I also have a proxy running on 192.168.2.2:1024. My Laptop uses the normal internet it's located on at the time to route trafic by default unless the ip is in the VPN subnet or the program is configured to use the proxy (which is in the vpn subnet)

I then use the socks5 proxy in specific programs that i want routed through my home network and through the VPN.

This setup allows me to do a few things.

Traffic in my work VPN subnet goes through work VPN Traffic in my home vpn subnet goes to my home VPN Individual programs that allow you to change their proxy settings can be routed through my home vpn via the proxy.

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