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Vagrant configuration for a SOCKS5 proxy to an OpenConnect VPN.

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OpenConnect VM

Simple Vagrant configuration for a local OpenConnect-ready VM that can serve as a web traffic proxy.

Configuration

Create a config.yml file in the /vars directory with your server address, username, and password. Use /vars/config.yml.sample as an example for how this should be set up.

Next, run vagrant up to build and configure the VM.

Proxy

The server will be automatically set up to act as both a SOCKS5 and an HTTP proxy - you can route all web, SSH, and other traffic through the server to the configured VPN.

The SOCKS proxy is listening on port 1080.

The HTTP proxy is listening on port 2080.

Under VirtualBox, the server will automatically start with a local IP of 192.168.90.10 (use this when configuring proxied applications).

Under Hyper-V, you will need to identify the dynamically-provisioned IP address after boot, but can likely use the openconnect host alias during configuration.

OpenVPN Client

The VM supports OpenVPN servers as an alternative option to AnyConnect. To switch to connecting to an OpenVPN server, you need to do the following:

  • Create a config directory in this repository (it will be ignored by git)
  • Move your .ovpn configuration file into that directory as well as any related files (keys, certs, etc.).
  • Modify the ovpn settings in vars/config.yml:
    • Set ovpn.directory to the directory your configuration file is in, relative to the repository root. Omit leading and trailing slashes. This is the directory from which the openvpn client command will be run (using the --cd command line flag), so make sure all resources referenced in your .ovpn file are relative to this directory.
    • Set ovpn.configuration to the name of the configuration file, relative to ovpn.directory.
  • Create a Customfile in the root of this repository if one doesn't already exist
  • Add vpn_server = "openvpn" to your Customfile
  • Run vagrant destroy if you already have an existing machine.
  • Run vagrant up.

Assuming your ovpn config file is correct, you will now be able to use the SOCKS and HTTP proxies as outlined above and below.

Browser Configuration

Various browsers work a bit differently with SOCKS proxies.

Firefox

Firefox is relatively straight-forward. In the Advanced section of the settings screen, you can configure network settings. Add a SOCKS5 proxy pointing to openconnect on port 1080. Don't forget to add openconnect itself to the "no proxy" list or Firefox will try to grab the DNS entries for your proxy server from the proxy itself and end up in an infinite loop!

Firefox configuration

Safari

Thankfully, Safari's proxy configuration is somewhat similar to Firefox's. Just set the proxy settings in the network configuration.

Chrome

Chrome can be a bit tricky; particularly on Windows where it uses system-level proxy configuration by default. Instead of editing network configuration within the application, you must launch Chrome with a set of command-line flags that will then start it up using the proxy instead of the defaults.

On Mac OS you can add the following script to your ~/.bash_profile to launch or relaunch Chrome automatically:

proxyChrome() {
	local proxy=("open" "-a" "\"Google Chrome\"" "--args");
	if [ "$1" = "proxyon" ]
		then
		proxy+=("--proxy-server=\"socks5://openconnect\"")
		proxy+=("--proxy-bypass-list=\"openconnect;*.google.com;*twitter.com;*facebook.com;localhost;127.0.0.1\"")
	elif [ "$1" = "proxyoff" ]
		then
		proxy+=("--no-proxy-server")
	fi

	if [ ! -z "{$proxy[@]}" ]
		then
		if pgrep "Google Chrome" > /dev/null
			then
			killall "Google Chrome"
			proxy+=("--restore-last-session")
			sleep 1
		fi
		eval "${proxy[@]}"
	fi
}

A similar script could likely be achieved on any bash-style system, but the open command is only available in Mac OS.

Shell Configuration

If you need to use Git or other shell-based tools over the SOCKS proxy, you can configure SSH to use SOCKS through its configuration file (~/.ssh/config).

*Nix

On a Mac or Linux installation, we can use netcat to pass data through to the VPN.

Host {{ VPN-protected server }}
	ProxyCommand nc -X 5 -x openconnect:1080 %h %p

Windows

Windows obviously doesn't have the same tools as Linux systems. However, if you installed Git from the standard packages and added Git and its tools to the system path, you have access to some alternative tools that will provide the same functionality:

Host {{ VPN-protected server }}
	ProxyCommand connect -S openconnect:1080 %h %p

Other Tools

Some other command-line tools (like NPM and Composer) will thankfully respect the HTTP_PROXY environment variables. If you need to use these tools over the proxy, be sure to set the environment variable as necessary.

*Nix

Export the HTTP_PROXY and HTTPS_PROXY environment variables on the active terminal:

$ export HTTP_PROXY=http://openconnect:2080
$ export HTTPS_PROXY=http://openconnect:2080

Windows

Windows exports environment variables slightly differently, using SET instead of export:

> SET HTTP_PROXY=http://openconnect:2080
> SET HTTPS_PROXY=http://openconnect:2080

Utilities

For convenience, those of you using a Bash-type shell can add a script to your bash profile for remotely turning the SOCKS proxy on and off from anywhere on your system:

cntrlVPN() {
	local current=$PWD
	cd {{ location where you cloned openconnect-vm }}
	vagrant $1
	cd $current
}
alias vpn=cntrlVPN

Now, you can type vpn up and vpn halt from any location in a terminal to activate/deactivate the SOCKS proxy at will.

If you're also using the Chrome proxy script above, you can add the following between the vagrant $1 and cd $current lines to automatically restart Chrome with or without proxy support when you bring the proxy up and down:

if [ "$1" = "up" ] || [ "$1" = "reload" ]
	then
	proxyChrome proxyon
elif [ "$1" = "halt" ] || [ "$1" = "suspend" ] || [ "$1" = "destroy" ]
	then
	proxyChrome proxyoff
fi

Frequently Asked Questions

My password was changed for the VPN, how do I let the VM know?

Just update the values in /vars/config.yml and run vagrant provision. This will both update machine and reset any configuration values necessary.

Credits

The Ansible provisioning was originally built by Crown Copyright (Government Digital Service)

Special thanks to Luke Woodward for testing support and Bash alias/functions!

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Vagrant configuration for a SOCKS5 proxy to an OpenConnect VPN.

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