it seems to be an unfortunate trend in both games and real life that people can't handle things not going their way, and instead of working around their issues or coming to a compromise with others they complain until they get what they want.
The problem is the medium; for the mindflayer example, a player could point out to the DM "Are the others really going to just stand there, when they're not dominated? They're not dominated because no-one did a save except me". If the devs don't think of everything, and they can't because they're human and a game simply cannot account for every option. The other thing is the metrics; they put out heat maps on where people died, how often they died, how often they got attacked, how often Scratch got petted, ect.
Odds are they see players repeatedly loading to pass a check. If enough people do it enough times, someone is going to suggest they just save people time, skip at some least some reloads, and make things easier.
