Tor->VPN in TAILS to bypass tor-blocking

This post will describe how to route outgoing traffic in a python script running on TAILS first through Tor, then through a SOCKS proxy created with an ssh tunnel. This is helpful when you want to use the anonymizing capabilities of tor, but you need to access a website that explicitly blocks tor exit nodes (common with sites running CloudFlare on default settings).

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Resolved: OpenVPN

Jesus. It’s only the second week of school and I’ve already pulled my first all-nighter. This time, however, it was not for school. I was determined to get my OpenVPN server properly setup so that I could finally browse the web securely from the dorms. I only expected this to take a few minutes, but I ended up spending over 7 hours of research, troubleshooting, and configuration changes.

This post will contain a slew of information about smoothwall, zerina, openvpn, and iptables. I’m mostly just going to throw all of my findings here without much of any logical flow.

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