I kind of figured it would be a shot in the dark, some scripting could definitely be done to assess that, and even run code per major OS depending on some automated recon.

Let’s say you’ve got that figured out, and the user is running putty on windows as an administrator. Is there anything that could take advantage of that fact?

I feel like this would be way easier/more feasible to run a script on your own machine as a defensive measure like OC mentioned early, but just more asking our of curiosity. I’m not skilled enough to even imagine what to do with this or write it, but I am fascinated by security stuff.