Re: Back in the mid-1990s. . . .
The "cupholder" issue is one of the very few where I have sympathy for the end user. It really is quite difficult for normal people - i.e. those outside the industry - to know what a computer should or should not be able to do. It's like the stories of people using the insulating pads over the fluorinert tanks on early Crays as seats, because they look like cushions.
iPhones are famously designed to be usable by the nontechnical, and don't have removable storage. I liked Sony phones but I can see that fiddling with the SIM tray and ensuring that the cap seals are properly engaged after replacing the micro-SD card is not something that the general public will want to engage with. This is why one of my relatives, who works in IT, buys Galaxy Notes (but not the catching fire one) but supplies their other half, a lawyer, with an iPhone.
In this case, I would want to to bill the misused CD to the training department, for failure to teach the general what the bits of a computer did. The same with the example in TFA. No issue of new equipment without training on features should be a rule.
And an Air Force should know this, after all they don't normally hand a pilot a new aircraft and say "there you are, apparently it's all intuitive."