My high school's was the strangest before they overhauled their site. One of the URLs was some sort of CGI spell check app: just a button and a field that said "I am spelled wrang"
Personally, I prefer electric steering because it takes so little torque input. My Mercedes cabrio was heavy and tiring to steer, but I can steer the Mirage with my fingertips. As a bonus, the steering is tuned to "tighten up" at speed, which effectively makes the car snappier without actually changing the alignment.
I accidentally bought a gaming laptop that can't run Linux, so I'm stuck with Windows 10 exclusively. Although it really isn't that bad now.
My workplace uses SmartCAM, an ancient CAM package for manufacturing. It's probably not that bad, but I couldn't wrap my head around it compared to other CAM software. It turns solid geometry into low-poly mesh, and nothing is intuitive like Autodesk HSM.
Anecdotal, but old.reddit.com (besides search) seems to always work during these outages. I'm guessing they're always knocking out the AJAX and search machines for some reason
My ASUS GA502 makes all kinds of noises. It has a loud coil whine when the keyboard backlight is off/dim, and the audio chipset is constantly popping the speakers by turning on and off to save power.
I bought it open box; the buyer probably went insane from the noise before they could even set up Windows.
Could you make something like the old Windows Personal Server [1], but dummy-proof? Make the app a DYNDNS client and let them register subdomains on your short domain (mybox.foo.bar/file.png). Essentially just a very simple server like XAMPP that users can drop their files into.