You don't have to implement every possible solution all at once; you pick one that works for you. If you prefer Plex, use Plex. If you prefer keeping everything on a thumb drive or your phone's SD card, do that instead. With non-DRM media you have the option to implement whatever solution you find preferable, not the obligation to implement those that you don't prefer.
And if my family can do it, I am quite sure your family can too. I think the attitude you're demonstrating here exemplifies a problem with the industry in general these days; giving non-technical people too little credit.
None of this stuff is complicated, but when a technical person such as yourself tells a non-technical person that they're incapable of wrapping their mind around something, it becomes a self-fullfilling prophecy as they're now scared of even trying. And without trying, neither of you will ever learn what their true capabilities are.
And if my family can do it, I am quite sure your family can too. I think the attitude you're demonstrating here exemplifies a problem with the industry in general these days; giving non-technical people too little credit.
None of this stuff is complicated, but when a technical person such as yourself tells a non-technical person that they're incapable of wrapping their mind around something, it becomes a self-fullfilling prophecy as they're now scared of even trying. And without trying, neither of you will ever learn what their true capabilities are.