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Connect to a VPN-in-a-VM Using WireGuard

I’ve long been a fan of Joe Chrysler’s VPN-in-a-VM technique for dealing with VPN configurations that want to send all traffic from my laptop through the VPN. Using a combination of SSH tunnels and Automatic Proxy Configurations, it’s usually possible to send just the protected traffic through the VPN software running in a virtual machine – while keeping all your Zoom traffic, etc. out of the VPN.

But as well as it works, there are some rough edges to deal with. Not all applications work with macOS’s Automatic Proxy Configuration. For example, most command-line tools…

The skinny

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