Resources to set up a double VPN (VPN chain)

Hi everyone i’m looking forward to work remotely from Portugal for 21 days for an Italian company. I don’t know if the company is ok with that but I’m not feeling like asking.

The company that I work for already requires me to use their own VPN and I need to set up a double VPN infrastructure. As I have some free credits on AWS the AWS VPN solution described here would fit well. I’m just having a hard time finding a complete tutorial on a VPN chain.

Ideally I would connect to the AWS VPN of the EC2 instance located in Milan and this VPN would then connect to the Company VPN.

I’m not bothered by the AWS VPN being detectable, I think is an unreasonable risk I’m willing to take.

Thanks to everyone willing to help me.

You’ll need a VPN router to pull this off.

  1. Spin up an EC2 linux instance
  2. Give it an elastic IP address and open port 22 for SSH
  3. SSH into the running instance and install OpenVPN
  4. Log into the OpenVPN status page and configure your VPN
  5. Download the openvpn client config file and load it onto your VPN router
  6. Connect the VPN router to another router that has internet and you are good to go.

can I pay you to walk me through this step by step? (not very technical)

Hi Chris,

I am looking for a solution to use a Double VPN on an Apple MacBook laptop given my company which is using a VPN.

Would you be able to walk me through the set up if I pay you?

Many thanks

Your VPN router needs some internet “source”, so it has to be connected to some other router or modem via ethernet or wifi.

The flow of data from your PC to the server you are trying to connect to looks like this:

Your PC <—> VPN Router [encrypts] ↔ Modem/Router ↔ The internet ↔ VPN Server (AWS) [Decrypts] ↔ The internet ↔ Server you are trying to access.

There is a guide in the wiki. You’ll need a VPN router.

/r/digitalnomad/w/vpn