Windows VM to Kali VM to SOCKS Proxy to Target Network

It’s always nice to have a Windows VM alongside your Kali VM during engagements. It’s useful for running tools like Bloodhound and PowerView using “runas /netonly” or getting an interactive shell using PowerShell Remoting. But what if you can’t reach your target network from your Windows VM?

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My home lab

I recently decided to buy a few pieces of equipment and build a home lab to tinker around with. So far I’ve only setup pfSense to push logs to a Graylog instance, but I’ll be spinning stuff up the next few months that I can write an update about. This will also be a convenient way of hosting vulnerable VMs for practice. So here’s what I ended up with over the weekend.

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