Re: The curse of overchoice
That's actually a really good analogy, and here's why:
Faced with booking a trip in an unfamiliar town you find that there are over a hundred hotels, and you don't know which one to chose.
No one sane in this situation blames the concept of hotels for this problem. Hotels, in general terms are a good thing to have. You want one, in fact. You don't know which one to chose because there are so many available, and people have such differing opinions about them - but none of that is either the fault of any specific hotel, or of hotels in general.
This brings us back to the question of "Well, how much do I care, really?"
If it's a weekend away for business and all you really give a shit about is that you can expense it, you do the absolute bare minimum of research, spending about half an hour to find something within a reasonable distance of the conference centre that doesn't have a bunch of 1* reviews on trip advisor.
If you're planning your honeymoon, chances are you're going to put rather more effort.
So it is with all choices.
Somone mentioned buying a car - well, it depends how much you like cars. Do you have strong feelings about front vs rear wheel drive, the importance of naturally aspirated engine response vs low down torque, why it is that a V engine will always sound better than an I engine... Well, if you do you're going to spend a bunch more time reading reviews and going on test drives than someone who's entire requirement is "I need to get to work and I don't want to spend too much money."
If you really care about your operating system, then invest some time in it. If you don't care just find whatever has the largest brand name recognition and go with that because it's probably not that bad.
And yes, that might be Windows. Windows is a perfectly fine choice if you simply don't care what operating system you're running.
Any choice will always reflect the amount you actually care about the choice, and simply not caring about Linux is a totally reasonable position, bu it's not Linux's fault that there are a lot of choices.