For me, my high bar that I have yet to beat, was the time I pivoted the running OS (ubuntu) into RAM over SSH so I could unmount and image the boot drive without rebooting and loading a live USB (Which would have required a ticket with my provider to enable IPMI)
That this worked when I did it in 2006:
wine ~/.wine/drive_c/Program\ Files/Warcraft\ III/Frozen\ Throne.exe -openglYet in 2025 w3c is a pain in the ass