The answer to this is "For almost its entire history of being used as a desktop operating system by users without a significantly above average level of technical knowledge."
I think Linux is in a pretty good state for at least the last few years but you have to be either unreasonably lucky or simply joking to be able to pretend you are unfamiliar with the concept of running into various hardware/driver/software issues attempting to run Linux as a desktop OS. Even if you stick to "Linux Certified" hardware like Thinkpads.
Linux is my OS of choice these days, but over the years I've had 10x as many issues as I have with my Windows systems and I probably have 10x as much time in raw hours using Windows.
I think perhaps something happens to those of us with experience and expertise is when we run into an issue we might know how to fix it in 30 seconds or a few minutes so it doesn't even seem like it was an issue to us, simply part of configuring the system. However, when it happens to someone that's not experienced that same "non-issue" might result in them spending 4 hours on forums and various websites trying to figure out how to do something that would only take a few seconds if they already knew how.
That's assuming they don't just throw their hands up immediately and ask someone to fix it for them.