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)
Maybe a little specific, but the first time i used autorandr, I was wow it does exactly what it sounds like it does.
Oh! I just thought of a better one. The first time you run
vim scp://user@server//home/user/.