Well here is what I think and if it sounds too positive you can kick me off the thread...
What I like about these nostalgia PCs and the software they run is that they represent a medium for an artform. Let me explain what I mean. When I look at the hardware and the software there are two parts to it. One is the tech that made it possible, but the other is the creations that came from someone's imagination. The story of the game. The art and the characters. Also the music. When you look at what we have today on steam you can certainly find some of that if you look hard enough, but in my opinion it is like trying to find modern music as cool as Bach or Gustav Holst. People imitate the classics today, but the classics are better because of the awe that comes out of them, when no one was even aware that a new genre could be created. No one knew this could be popular.
You can try to recreate this all you want with modern tech, but the fact remains that a CRT display is part of the art. Spinning floppies going "woosh!" If you take that away, you take away some of the art. An FM synth was part of the art, even the hissy electronics they were made of. You remove the noise and now you have something that sounds "modern" and ordinary. What is better? And do we believe it because someone with a marketing degree told us to believe, or because we carve our own path?
What I will agree with is that there can still be downsides of being a retro tech user. For one thing, there is a lot of wasted time when old hardware breaks. I have several busted machines and no time to fix them. That doesn't mean we can't stick our heads together to solve these problems. We just gotta figure out what it is that we all want. What we are all searching for, I believe, it is a feeling of awe that comes from something unique, rare, and special, and the people that you can hang with that can experience that awe with you. How about some new hardware that actually is awe inspiring with all new capacitors? CRT screens that move CRT tech forward.
To me retro, doesn't mean old fashioned. It is actually a mixture of the best of the old and a little bit of the new, to create something even newer. Retro is actually newer than current tech, because it takes it all a step further. Retro is the future because: today is one day after yesterday and you are experiencing it today. You aren't in the past. You're moving into the future, at the speed of one second per second.
Your palette for "cool" doesn't have to be what mass marketing wants to brainwash you to want. Instead, you are free to find the best, the coolest, the most fun, the most awe-inspiring works of art in the most unlikely of places. For everyone else, it's just another mindless visit to your modern subscription service, only to be told what to want. You are actually not having a midlife crises at all. Your eyes are opening, and you are starting to understand what it actually means to be alive, and we are the community that is here to experience it with you.